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Welcome to 294 Green Spring Drive in Winchester—a custom-built home nestled on 4.85 acres of beautifully maintained, park-like grounds. Surrounded by mature trees and thoughtfully designed landscaping, this property offers a rare combination of privacy, usable land, and convenience, located just 6 miles from Winchester Medical Center. This home features 3 bedrooms, 2.5 bathrooms, plus a finished 600 sq ft loft area that offers excellent flexibility as a home office, hobby room, or potential fourth bedroom. The open-concept layout is ideal for both everyday living and entertaining. Interior highlights include 3-inch plank hardwood flooring, brand new carpet, and soaring 9-foot ceilings that create a bright, spacious feel throughout. The great room impresses with 16-foot ceilings and a cozy gas fireplace, serving as a true focal point of the home. The spacious primary suite includes a 10x10 walk-in closet and a primary bathroom enhanced by beautiful skylights, bringing in natural light and an airy feel. A brand new $45,000 roof provides added value and long-term peace of mind. Lovingly cared for by the same owners for 23 years, the pride of ownership is evident throughout. The septic system was pumped less than a year ago. The home is also equipped with a 240-amp dual electrical panel, offering ample capacity for modern living. The setting is truly special—your backyard borders Briede Family Vineyard, allowing you to enjoy scenic views and even walk to local weekend events right from your property. Additional features include a paved driveway for easy access and excellent curb appeal, an oversized two-car garage with plenty of room for storage or workspace, and a storage shed with a concrete floor and electric that conveys. The home also offers approximately 600 square feet of unfinished half-basement space, perfect for storage, a workshop, or future expansion. Located in a quiet, established, and highly desirable community just 10–15 minutes from downtown Winchester, shopping, dining, and major commuter routes, this property offers the perfect balance of peaceful living and accessibility. Whether you’re searching for a full-time residence, a private retreat, or a home designed for long-term comfort with main-level living, this property delivers. Schedule your private tour and experience everything this exceptional home has to offer.

294 Green Spring Dr, Winchester

Listing courtesy of Re/Max Roots. Contact:

Selling Office: Hunt Country Sotheby's International Realty.

$645,000

Welcome to 113 Edgar Lane in the heart of Winchester, VA—where modern design meets everyday comfort in this beautifully crafted 2023 home. Offering 4 spacious bedrooms and 2.5 baths, this nearly new residence is thoughtfully upgraded throughout and ready to impress. Step inside to discover a bright, open floor plan filled with natural light, creating an inviting and airy atmosphere from the moment you enter. The main living areas showcase elegant hardwood floors, seamlessly connecting the spaces for both relaxed living and effortless entertaining. At the center of the home is a stunning gourmet kitchen, designed to delight any chef. Featuring a massive island, sleek stainless steel appliances, and ample cabinetry, it’s the perfect gathering place for family and friends alike. Upstairs, plush carpeting adds warmth and comfort to the generously sized bedrooms, offering peaceful retreats at the end of the day. The primary suite provides a private escape, highlighted by a luxurious en-suite bath with a spacious walk-in shower. Step outside to enjoy a fully fenced backyard, complete with a brand-new deck—ideal for outdoor dining, entertaining, or simply soaking in the tranquility. Beyond the yard, a large open common area enhances the sense of space and privacy, creating a serene backdrop rarely found. This home truly blends style, function, and location—offering modern living at its finest. Don’t miss the opportunity to make it yours.

Welcome to 113 Edgar Lane in the heart of Winchester, VA—where modern design meets everyday comfort in this beautifully crafted 2023 home. Offering 4 spacious bedrooms and 2.5 baths, this nearly new residence is thoughtfully upgraded throughout and ready to impress. Step inside to discover a bright, open floor plan filled with natural light, creating an inviting and airy atmosphere from the moment you enter. The main living areas showcase elegant hardwood floors, seamlessly connecting the spaces for both relaxed living and effortless entertaining. At the center of the home is a stunning gourmet kitchen, designed to delight any chef. Featuring a massive island, sleek stainless steel appliances, and ample cabinetry, it’s the perfect gathering place for family and friends alike. Upstairs, plush carpeting adds warmth and comfort to the generously sized bedrooms, offering peaceful retreats at the end of the day. The primary suite provides a private escape, highlighted by a luxurious en-suite bath with a spacious walk-in shower. Step outside to enjoy a fully fenced backyard, complete with a brand-new deck—ideal for outdoor dining, entertaining, or simply soaking in the tranquility. Beyond the yard, a large open common area enhances the sense of space and privacy, creating a serene backdrop rarely found. This home truly blends style, function, and location—offering modern living at its finest. Don’t miss the opportunity to make it yours.

113 Edgar, Winchester

Listing courtesy of Pearson Smith Realty, LLC. Contact:

Selling Office: Samson Properties.

$644,000

Big price drop! Bring all offers! Welcome to 108 Katie Lane in beautiful Stonebrook Farms. This classic brick home has space, charm, and a setting that feels like home the moment you pull up. With five large bedrooms, including a comfortable primary suite, there is room for everyone. The main level features an open floor plan with hardwood floors throughout, creating a warm and welcoming feel. A gas fireplace adds a cozy touch to the main living area. Step outside to the large deck and take in the view of the gorgeous gardens that back to a serene tree line on the one acre lot. The fully finished basement offers even more living space with another bedroom, a full bath, a wet bar, and the second gas fireplace that makes the space perfect for relaxing or entertaining. The HVAC has been recently replaced, the interior is freshly painted and the location is ideal with Stonebrook Country Club just around the corner offering a full size pool, tennis, and pickleball courts.

5 Beds ⋅ 4 Baths

Big price drop! Bring all offers! Welcome to 108 Katie Lane in beautiful Stonebrook Farms. This classic brick home has space, charm, and a setting that feels like home the moment you pull up. With five large bedrooms, including a comfortable primary suite, there is room for everyone. The main level features an open floor plan with hardwood floors throughout, creating a warm and welcoming feel. A gas fireplace adds a cozy touch to the main living area. Step outside to the large deck and take in the view of the gorgeous gardens that back to a serene tree line on the one acre lot. The fully finished basement offers even more living space with another bedroom, a full bath, a wet bar, and the second gas fireplace that makes the space perfect for relaxing or entertaining. The HVAC has been recently replaced, the interior is freshly painted and the location is ideal with Stonebrook Country Club just around the corner offering a full size pool, tennis, and pickleball courts.

108 Katie Ln, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

Selling Office: Century 21 Redwood Realty.

$643,000

Charming Victorian home in the heart of Winchester’s historic downtown, move-in ready and ideally located just off the Shenandoah Apple Blossom Festival parade route. Rich in character, the foyer, front staircase, living, dining, family room, and main-level bedroom showcase beautiful wood flooring reminiscent of a bygone era. The inviting living room features a bay window and decorative fireplace, while the elegant dining room is highlighted by a stunning chandelier. The updated kitchen offers stainless steel appliances and a large pantry. A side entry leads to a convenient mudroom and rear staircase to the upper level. The spacious main floor also includes a flexible bedroom or office with direct access to the deck and a charming, generously sized backyard—perfect for relaxing or entertaining. Upstairs, the recently renovated primary suite is a true retreat, featuring a spacious layout and an exquisite en suite bath. Two additional bedrooms and two full baths complete the second level. Originally constructed in 1880 (per Historic American Buildings Survey), with a brick main structure and later rear additions, this home blends historic charm with thoughtful updates. Just blocks from downtown amenities—including shops, dining, the Handley Library, and courthouse—and a short distance to the Museum of the Shenandoah Valley and Winchester Medical Center. Listed on the National Register of Historic Places. Recent updates include a new roof (2023), kitchen appliances and upstairs washer/dryer (2023), new sump pump (2023), and a 3-zone HVAC system.

Charming Victorian home in the heart of Winchester’s historic downtown, move-in ready and ideally located just off the Shenandoah Apple Blossom Festival parade route. Rich in character, the foyer, front staircase, living, dining, family room, and main-level bedroom showcase beautiful wood flooring reminiscent of a bygone era. The inviting living room features a bay window and decorative fireplace, while the elegant dining room is highlighted by a stunning chandelier. The updated kitchen offers stainless steel appliances and a large pantry. A side entry leads to a convenient mudroom and rear staircase to the upper level. The spacious main floor also includes a flexible bedroom or office with direct access to the deck and a charming, generously sized backyard—perfect for relaxing or entertaining. Upstairs, the recently renovated primary suite is a true retreat, featuring a spacious layout and an exquisite en suite bath. Two additional bedrooms and two full baths complete the second level. Originally constructed in 1880 (per Historic American Buildings Survey), with a brick main structure and later rear additions, this home blends historic charm with thoughtful updates. Just blocks from downtown amenities—including shops, dining, the Handley Library, and courthouse—and a short distance to the Museum of the Shenandoah Valley and Winchester Medical Center. Listed on the National Register of Historic Places. Recent updates include a new roof (2023), kitchen appliances and upstairs washer/dryer (2023), new sump pump (2023), and a 3-zone HVAC system.

132 Amherst St, Winchester

Listing courtesy of Colony Realty. Contact:

Selling Office: Century 21 Redwood Realty.

$642,240

Now Ready for Move In at Hiatt Pointe at Snowden Bridge—a vibrant 55+ gated community! This brand-new Matisse, backing to tree line, offers effortless, elegant living with a chef-inspired kitchen featuring gourmet stainless steel appliances with hood, white cabinetry, quartz countertops, and a generous pantry. Ten-foot ceilings highlight the open dining and family room, which flows to a rear, fully screened porch—perfect for morning coffee or evening relaxation. The luxurious primary suite boasts an ensuite bath and dual walk-in closets, while two additional bedrooms on the main level, offer ideal space for guests or a home office. A finished lower level adds even more flexibility with a rec room, fourth bedroom, full bath, and walk-out access. Enjoy resort-style amenities including clubhouse, fitness and yoga studios, pickleball and bocce courts, pool and hot tub—plus snow, trash, and recycling included. Ask about builder incentives!

Now Ready for Move In at Hiatt Pointe at Snowden Bridge—a vibrant 55+ gated community! This brand-new Matisse, backing to tree line, offers effortless, elegant living with a chef-inspired kitchen featuring gourmet stainless steel appliances with hood, white cabinetry, quartz countertops, and a generous pantry. Ten-foot ceilings highlight the open dining and family room, which flows to a rear, fully screened porch—perfect for morning coffee or evening relaxation. The luxurious primary suite boasts an ensuite bath and dual walk-in closets, while two additional bedrooms on the main level, offer ideal space for guests or a home office. A finished lower level adds even more flexibility with a rec room, fourth bedroom, full bath, and walk-out access. Enjoy resort-style amenities including clubhouse, fitness and yoga studios, pickleball and bocce courts, pool and hot tub—plus snow, trash, and recycling included. Ask about builder incentives!

137 Oleander Ct, Winchester

Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact:

Selling Office: Unrepresented.

Welcome to this spacious 4-bedroom, 2.5-bath home offering a desirable MAIN LEVEL PRIMARY SUITE and plenty of room for everyday living and entertaining. **THEIR VA LOAN with a 3.25% INTEREST RATE IS ELIGIBLE FOR ASSUMPTION BY A VETERAN OR ACTIVE DUTY PERSON or AVAILABLE TO BE ASSUMED BY A NON-VA PERSON AS LONG AS THEY REACH THE CREDIT QUALIFICATIONS. CONTACT LISTING AGENT FOR DETAILS. ** Enjoy the convenience of one-level living with the primary bedroom, laundry, kitchen, dining, and living areas all on the main floor. 3 bedrooms upper level and a loft and full bath! The well-appointed kitchen features granite countertops, a center island, pantry, Bosch cooktop, updated refrigerator and oven, and a new dishwasher. The adjoining dining area offers dimmer lighting, while the inviting living room is highlighted by dramatic cathedral ceilings, a bumpout window, and a gas fireplace. The main-level primary suite features a tray ceiling and private bath with a soaking tub, separate walk-in shower, and double sinks. A convenient main-level laundry room includes tile flooring and a utility sink. Upstairs, you'll find a versatile loft/office area, three additional bedrooms, and a full bath. The full, unfinished basement provides abundant storage and excellent potential for future finished living space. Outdoor living is just as inviting with a covered porch and spacious paver patio featuring a firepit and hot tub, approximately five years old. Recent improvements include a new hot water heater (2026), garbage disposal (2023), updated interior paint, new carpet, select updated light fixtures, an added radon mitigation system, and recently serviced HVAC. A 2-car garage completes this well-equipped home. Great schools! Check out the 3D Tour attached to this listing!

Welcome to this spacious 4-bedroom, 2.5-bath home offering a desirable MAIN LEVEL PRIMARY SUITE and plenty of room for everyday living and entertaining. **THEIR VA LOAN with a 3.25% INTEREST RATE IS ELIGIBLE FOR ASSUMPTION BY A VETERAN OR ACTIVE DUTY PERSON or AVAILABLE TO BE ASSUMED BY A NON-VA PERSON AS LONG AS THEY REACH THE CREDIT QUALIFICATIONS. CONTACT LISTING AGENT FOR DETAILS. ** Enjoy the convenience of one-level living with the primary bedroom, laundry, kitchen, dining, and living areas all on the main floor. 3 bedrooms upper level and a loft and full bath! The well-appointed kitchen features granite countertops, a center island, pantry, Bosch cooktop, updated refrigerator and oven, and a new dishwasher. The adjoining dining area offers dimmer lighting, while the inviting living room is highlighted by dramatic cathedral ceilings, a bumpout window, and a gas fireplace. The main-level primary suite features a tray ceiling and private bath with a soaking tub, separate walk-in shower, and double sinks. A convenient main-level laundry room includes tile flooring and a utility sink. Upstairs, you'll find a versatile loft/office area, three additional bedrooms, and a full bath. The full, unfinished basement provides abundant storage and excellent potential for future finished living space. Outdoor living is just as inviting with a covered porch and spacious paver patio featuring a firepit and hot tub, approximately five years old. Recent improvements include a new hot water heater (2026), garbage disposal (2023), updated interior paint, new carpet, select updated light fixtures, an added radon mitigation system, and recently serviced HVAC. A 2-car garage completes this well-equipped home. Great schools! Check out the 3D Tour attached to this listing!

153 Abrams Pointe Blvd, Winchester

Listing courtesy of RE/MAX Roots. Contact:

Selling Office: Colony Realty.

Welcome to this beautiful almost new home, built in 2025, offering the ease of one-level living in the Tavistock Estates community. Situated on a picturesque 5-acre lot, this thoughtfully designed home features 3 spacious bedrooms, 2.5 baths, an attached zero-step entry 2-car garage, and an open floor plan with durable luxury vinyl plank flooring throughout the main living areas. The stylish kitchen is complete with quartz countertops, bottom pullout drawers, and a rotating corner cabinet, providing both beauty and functionality for everyday living and entertaining. The spacious primary suite is a true retreat, featuring a large en-suite bath with a walk-in shower equipped with a convenient fold-down bench, as well as a generous walk-in closet. Two additional bedrooms provide plenty of space for family, guests, or a home office. The main living area features a wood stove that provides exceptional warmth and can heat the entire home, creating a cozy atmosphere during the colder months. For buyers who prefer a different look, the seller is willing to remove the wood stove and platform and cap the flue prior to closing. Step outside to the screened-in back porch overlooking the private 5-acre property, a perfect place to relax and enjoy the peaceful surroundings. The backyard also features a fire pit, creating an inviting space to gather under the stars. Beyond the fire pit, winding walking trails meander through the wooded portion of the property, offering a peaceful retreat to explore nature, enjoy morning strolls, or simply unwind in your own private outdoor oasis. Located just minutes from historic downtown Winchester, you'll enjoy easy access to shopping, dining, entertainment, and commuter routes while still experiencing the tranquility of country living. For equestrian enthusiasts, horses are allowed, making this an exceptional opportunity to enjoy the best of both worlds. With five beautiful acres to enjoy, this property offers plenty of space for horses, outdoor recreation, or simply embracing the peaceful country setting.

Welcome to this beautiful almost new home, built in 2025, offering the ease of one-level living in the Tavistock Estates community. Situated on a picturesque 5-acre lot, this thoughtfully designed home features 3 spacious bedrooms, 2.5 baths, an attached zero-step entry 2-car garage, and an open floor plan with durable luxury vinyl plank flooring throughout the main living areas. The stylish kitchen is complete with quartz countertops, bottom pullout drawers, and a rotating corner cabinet, providing both beauty and functionality for everyday living and entertaining. The spacious primary suite is a true retreat, featuring a large en-suite bath with a walk-in shower equipped with a convenient fold-down bench, as well as a generous walk-in closet. Two additional bedrooms provide plenty of space for family, guests, or a home office. The main living area features a wood stove that provides exceptional warmth and can heat the entire home, creating a cozy atmosphere during the colder months. For buyers who prefer a different look, the seller is willing to remove the wood stove and platform and cap the flue prior to closing. Step outside to the screened-in back porch overlooking the private 5-acre property, a perfect place to relax and enjoy the peaceful surroundings. The backyard also features a fire pit, creating an inviting space to gather under the stars. Beyond the fire pit, winding walking trails meander through the wooded portion of the property, offering a peaceful retreat to explore nature, enjoy morning strolls, or simply unwind in your own private outdoor oasis. Located just minutes from historic downtown Winchester, you'll enjoy easy access to shopping, dining, entertainment, and commuter routes while still experiencing the tranquility of country living. For equestrian enthusiasts, horses are allowed, making this an exceptional opportunity to enjoy the best of both worlds. With five beautiful acres to enjoy, this property offers plenty of space for horses, outdoor recreation, or simply embracing the peaceful country setting.

375 Tavistock Dr, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

Welcome to effortless main-level living in this beautifully appointed home, where spacious interiors, elegant finishes, and exceptional functionality come together seamlessly. Thoughtfully designed with three bedrooms on the main level, this residence offers the convenience of single-level living while providing an expansive finished lower level for additional recreation, entertaining, and guest accommodations. Filled with natural light, the open and airy floor plan showcases soaring ceilings, updated flooring installed in 2019, updated fixtures, rich hardwood flooring, and timeless architectural details throughout. The stunning great room serves as the heart of the home, featuring vaulted ceilings, oversized windows, and a striking stone fireplace that creates a warm and inviting atmosphere. Adjacent to the great room, the dining area offers an elegant setting for everyday living and special occasions alike. The gourmet kitchen serves as a natural gathering place, featuring granite countertops, abundant cabinetry, stainless steel appliances, gas cooking, and an expansive breakfast bar ideal for casual meals and entertaining. The adjoining breakfast area overlooks the backyard and connects effortlessly to the surrounding living spaces. The private primary suite serves as a peaceful retreat, highlighted by a beautifully renovated en suite bathroom completed in 2024. Thoughtfully updated with modern finishes, dual vanities, a spacious glass-enclosed shower, and stylish fixtures, the space offers a spa-like experience at home. Two additional bedrooms on the main level provide comfortable accommodations for family, guests, or a dedicated home office. Additional bathrooms were also updated in 2024, adding to the home's move-in ready appeal. A conveniently located laundry room further enhances everyday functionality. The fully finished lower level dramatically expands the home's living space and offers exceptional versatility. An enormous recreation room provides endless possibilities for entertaining, movie nights, game days, fitness equipment, or creating multiple gathering spaces. A spacious fourth bedroom and full bathroom create an ideal guest suite, while a dedicated bonus room and separate workshop offer outstanding flexibility for hobbies, crafts, projects, storage, or a home workspace. Outdoor living is equally impressive. A spacious screened porch serves as a true extension of the home, providing the perfect place to relax and enjoy the outdoors in comfort. Complete with a ceiling fan and ample room for conversation seating, this inviting retreat can be enjoyed throughout much of the year. The large Trex deck offers additional space for grilling, dining, and entertaining while overlooking the beautifully landscaped yard. Mature plantings and attractive curb appeal create a welcoming first impression and enhance the home's overall charm. Residents enjoy a well-maintained neighborhood with an active homeowners association and access to highly regarded schools. Ideally positioned for convenience, the home is just minutes from shopping, dining, healthcare facilities, and everyday amenities, while offering easy access to Route 7, Route 50, Interstate 81, and Northern Virginia commuting corridors. Historic Old Town Winchester is just a short drive away, offering charming boutiques, locally owned restaurants, entertainment venues, farmers markets, and year-round community events. Combining spacious main-level living, extensive finished lower-level space, thoughtful updates, and an exceptional location, this home delivers the perfect blend of comfort, convenience, and Shenandoah Valley living.

Welcome to effortless main-level living in this beautifully appointed home, where spacious interiors, elegant finishes, and exceptional functionality come together seamlessly. Thoughtfully designed with three bedrooms on the main level, this residence offers the convenience of single-level living while providing an expansive finished lower level for additional recreation, entertaining, and guest accommodations. Filled with natural light, the open and airy floor plan showcases soaring ceilings, updated flooring installed in 2019, updated fixtures, rich hardwood flooring, and timeless architectural details throughout. The stunning great room serves as the heart of the home, featuring vaulted ceilings, oversized windows, and a striking stone fireplace that creates a warm and inviting atmosphere. Adjacent to the great room, the dining area offers an elegant setting for everyday living and special occasions alike. The gourmet kitchen serves as a natural gathering place, featuring granite countertops, abundant cabinetry, stainless steel appliances, gas cooking, and an expansive breakfast bar ideal for casual meals and entertaining. The adjoining breakfast area overlooks the backyard and connects effortlessly to the surrounding living spaces. The private primary suite serves as a peaceful retreat, highlighted by a beautifully renovated en suite bathroom completed in 2024. Thoughtfully updated with modern finishes, dual vanities, a spacious glass-enclosed shower, and stylish fixtures, the space offers a spa-like experience at home. Two additional bedrooms on the main level provide comfortable accommodations for family, guests, or a dedicated home office. Additional bathrooms were also updated in 2024, adding to the home's move-in ready appeal. A conveniently located laundry room further enhances everyday functionality. The fully finished lower level dramatically expands the home's living space and offers exceptional versatility. An enormous recreation room provides endless possibilities for entertaining, movie nights, game days, fitness equipment, or creating multiple gathering spaces. A spacious fourth bedroom and full bathroom create an ideal guest suite, while a dedicated bonus room and separate workshop offer outstanding flexibility for hobbies, crafts, projects, storage, or a home workspace. Outdoor living is equally impressive. A spacious screened porch serves as a true extension of the home, providing the perfect place to relax and enjoy the outdoors in comfort. Complete with a ceiling fan and ample room for conversation seating, this inviting retreat can be enjoyed throughout much of the year. The large Trex deck offers additional space for grilling, dining, and entertaining while overlooking the beautifully landscaped yard. Mature plantings and attractive curb appeal create a welcoming first impression and enhance the home's overall charm. Residents enjoy a well-maintained neighborhood with an active homeowners association and access to highly regarded schools. Ideally positioned for convenience, the home is just minutes from shopping, dining, healthcare facilities, and everyday amenities, while offering easy access to Route 7, Route 50, Interstate 81, and Northern Virginia commuting corridors. Historic Old Town Winchester is just a short drive away, offering charming boutiques, locally owned restaurants, entertainment venues, farmers markets, and year-round community events. Combining spacious main-level living, extensive finished lower-level space, thoughtful updates, and an exceptional location, this home delivers the perfect blend of comfort, convenience, and Shenandoah Valley living.

140 Cahille Dr, Winchester

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Re/Max Roots.

128 Poe Drive presents one of the largest models offered in the neighborhood, ideally positioned on a desirable corner lot with an expansive side yard in addition to the backyard. Built in 2023 and filled with upgrades, get ready to see one of the best homes in Winchester. Offering over 3,500 square feet with 4 bedrooms plus loft upstairs, including a finished basement, this home provides exceptional space and flexibility. The open-concept main level is anchored by an enormous kitchen island that flows seamlessly into the living and dining areas, creating an ideal setting for entertaining. The dining room is elevated by vaulted ceilings, adding volume and architectural interest rarely found at this price point. Thoughtful design upgrades throughout the home include custom board and batten detailing and wood accent walls, adding warmth and character. Upstairs, you’ll find 4 generously sized bedrooms, convenient upper-level laundry, and an additional open loft space that functions beautifully as a secondary living room or playroom — or can easily be enclosed to create a fifth bedroom on the upper level. The large primary suite features a custom accent wall, a spa-like bathroom retreat, and a sizable walk-in closet. The finished basement offers a large rec room and full bathroom, perfect for an additional living space, a man cave, workout space, and more. Plus, two additional framed spaces are ready to be completed — ideal for a fifth bedroom with an egress window and a dedicated cinema room. A welcoming front porch enhances curb appeal and provides the perfect place to unwind. Minutes to downtown and shopping. With its scale, layout, flexibility, and premium lot positioning, 128 Poe Drive stands out as a rare opportunity in Winchester.

128 Poe Drive presents one of the largest models offered in the neighborhood, ideally positioned on a desirable corner lot with an expansive side yard in addition to the backyard. Built in 2023 and filled with upgrades, get ready to see one of the best homes in Winchester. Offering over 3,500 square feet with 4 bedrooms plus loft upstairs, including a finished basement, this home provides exceptional space and flexibility. The open-concept main level is anchored by an enormous kitchen island that flows seamlessly into the living and dining areas, creating an ideal setting for entertaining. The dining room is elevated by vaulted ceilings, adding volume and architectural interest rarely found at this price point. Thoughtful design upgrades throughout the home include custom board and batten detailing and wood accent walls, adding warmth and character. Upstairs, you’ll find 4 generously sized bedrooms, convenient upper-level laundry, and an additional open loft space that functions beautifully as a secondary living room or playroom — or can easily be enclosed to create a fifth bedroom on the upper level. The large primary suite features a custom accent wall, a spa-like bathroom retreat, and a sizable walk-in closet. The finished basement offers a large rec room and full bathroom, perfect for an additional living space, a man cave, workout space, and more. Plus, two additional framed spaces are ready to be completed — ideal for a fifth bedroom with an egress window and a dedicated cinema room. A welcoming front porch enhances curb appeal and provides the perfect place to unwind. Minutes to downtown and shopping. With its scale, layout, flexibility, and premium lot positioning, 128 Poe Drive stands out as a rare opportunity in Winchester.

128 Poe Dr, Winchester

Listing courtesy of Serhant. Contact:

Selling Office: Re/Max Roots.

Nestled in the serene enclave of Twin Lake Overlook, this exquisite Colonial residence offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. Built in 2010, this home boasts a stunning brick front and vinyl siding, exuding timeless elegance while ensuring durability. Step inside to discover a spacious 4,658 square feet of meticulously designed living space. The heart of the home features a gourmet kitchen, complete with upgraded countertops, a generous island, and high-end appliances including a built-in microwave, gas cooktop, and 2 wall ovens. There is a spacious area between the kitchen and Family Room #1 large enough for a small table for convenience or extra seating. The kitchen seamlessly flows into the family room, creating an inviting atmosphere for gatherings. Elegant crown moldings and chair railings accentuate the formal dining area, Retreat to the luxurious primary suite, where relaxation awaits. The en-suite bathroom features a large soaking tub and a walk-in shower, providing a spa-like experience at home. Each of the additional three bedrooms is generously sized, ensuring comfort for all, one of which has it's own full bath, giving second primary suite or in-law suite vibes. The fully finished basement, accessible from both inside and outside, adds valuable living space, perfect for a home theater, gym, or play area. Step outside to your private oasis, where extensive hardscaping and a heated in-ground pool invite you to unwind. The fenced pool area ensures safety while you enjoy the sun, and the hot tub offers a perfect retreat after a long day. The deck provides ample space for outdoor entertaining, surrounded by the tranquility of mature trees and lush woods. This home is equipped with modern conveniences, including a security system with exterior doorbell camera, ensuring peace of mind. The attached two-car garage with a front entry and garage door opener adds to the home's functionality. Located on a quiet cul-de-sac, this property offers a serene escape while remaining conveniently close to local amenities. Experience the perfect blend of luxury, comfort, and lifestyle in this exceptional residence, where every detail has been thoughtfully curated for your enjoyment.

4 Beds ⋅ 5 Baths

Nestled in the serene enclave of Twin Lake Overlook, this exquisite Colonial residence offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. Built in 2010, this home boasts a stunning brick front and vinyl siding, exuding timeless elegance while ensuring durability. Step inside to discover a spacious 4,658 square feet of meticulously designed living space. The heart of the home features a gourmet kitchen, complete with upgraded countertops, a generous island, and high-end appliances including a built-in microwave, gas cooktop, and 2 wall ovens. There is a spacious area between the kitchen and Family Room #1 large enough for a small table for convenience or extra seating. The kitchen seamlessly flows into the family room, creating an inviting atmosphere for gatherings. Elegant crown moldings and chair railings accentuate the formal dining area, Retreat to the luxurious primary suite, where relaxation awaits. The en-suite bathroom features a large soaking tub and a walk-in shower, providing a spa-like experience at home. Each of the additional three bedrooms is generously sized, ensuring comfort for all, one of which has it's own full bath, giving second primary suite or in-law suite vibes. The fully finished basement, accessible from both inside and outside, adds valuable living space, perfect for a home theater, gym, or play area. Step outside to your private oasis, where extensive hardscaping and a heated in-ground pool invite you to unwind. The fenced pool area ensures safety while you enjoy the sun, and the hot tub offers a perfect retreat after a long day. The deck provides ample space for outdoor entertaining, surrounded by the tranquility of mature trees and lush woods. This home is equipped with modern conveniences, including a security system with exterior doorbell camera, ensuring peace of mind. The attached two-car garage with a front entry and garage door opener adds to the home's functionality. Located on a quiet cul-de-sac, this property offers a serene escape while remaining conveniently close to local amenities. Experience the perfect blend of luxury, comfort, and lifestyle in this exceptional residence, where every detail has been thoughtfully curated for your enjoyment.

104 Heath Ct, Winchester

Listing courtesy of Compass West Realty, LLC. Contact:

Selling Office: Real Broker LLC- Winchester.

Welcome Home! If you’ve been searching for an updated home in a PRIME location, this is it! This stunning 5BR/3BA property has been COMPLETELY RENOVATED from top to bottom—and it shows. Step inside to an open floor plan where natural light fills the gorgeous kitchen, featuring quartz countertops, stainless steel appliances, and plenty of space to gather. The adjoining family room opens to a deck, perfect for outdoor living and entertaining, while a front office with beautiful built-ins provides the ideal work-from-home space. Upstairs, you’ll find four bright and spacious bedrooms. The large primary suite includes a sitting area and an incredible bath with a luxurious soaking tub and walk-in tiled shower—your own private retreat. An additional stylish full bath and convenient laundry room complete the upper level. The fully finished lower level expands your living space with a huge family room, a fifth bedroom, walkout access, and extra storage. With off-street parking and a location that can’t be beat—just a block from the MSV trails, a short walk to John Handley High School, and close to Old Town Winchester—you’ll love both the lifestyle and convenience this home offers. Don’t wait—homes like this go fast. Schedule your tour today!

5 Beds ⋅ 3 Baths

Welcome Home! If you’ve been searching for an updated home in a PRIME location, this is it! This stunning 5BR/3BA property has been COMPLETELY RENOVATED from top to bottom—and it shows. Step inside to an open floor plan where natural light fills the gorgeous kitchen, featuring quartz countertops, stainless steel appliances, and plenty of space to gather. The adjoining family room opens to a deck, perfect for outdoor living and entertaining, while a front office with beautiful built-ins provides the ideal work-from-home space. Upstairs, you’ll find four bright and spacious bedrooms. The large primary suite includes a sitting area and an incredible bath with a luxurious soaking tub and walk-in tiled shower—your own private retreat. An additional stylish full bath and convenient laundry room complete the upper level. The fully finished lower level expands your living space with a huge family room, a fifth bedroom, walkout access, and extra storage. With off-street parking and a location that can’t be beat—just a block from the MSV trails, a short walk to John Handley High School, and close to Old Town Winchester—you’ll love both the lifestyle and convenience this home offers. Don’t wait—homes like this go fast. Schedule your tour today!

501 Jefferson St, Winchester

Listing courtesy of Colony Realty. Contact:

Selling Office: CENTURY 21 New Millennium.

If you missed your chance to check out this lovely and spacious home - here is your second chance!!! **Find comfort and elegance in this spacious and ready-to-move-in Craftsman-style home in The Village at Harvest Ridge.** Designed for a vibrant lifestyle in a welcoming community, this home showcases a harmonious blend of modern comfort and timeless craftsmanship, and offers nearly 4,500 square feet of lovingly maintained living space! Step inside to discover an inviting open floor plan that seamlessly connects one room to another and is perfect for entertaining. The heart of the home, the expansive Gourmet Kitchen, is equipped with upgraded countertops, stainless steel appliances, under-cabinet lighting and a spacious island. In addition, the eat-in area invites casual dining, while the formal Dining Room adds an elegant touch for special occasions. Entertain your guests in the bright Sunroom or on the Screened-in Porch overlooking a tranquil wooded backdrop. The luxurious Primary Suite awaits you with tray ceilings, a deep walk-in closet, and a spa-like bathroom featuring both a jetted tub, a walk-in shower, and double sinks. Two additional bedrooms, a full bathroom, plus a laundry room & 2 car garage conveniently finish off the main level. Thoughtful details such as crown moldings, chair railing, and recessed lighting enhance the home's charm, while the cozy gas fireplace in the Family Room creates a warm ambiance for all your gatherings. Venture to the fully finished daylight Basement, an expansive and versatile space for hobbies, relaxation or entertaining. With a walk-out to a backyard patio, this area is as functional as it is inviting. Just imagine what you can do down here - complete with a Recreation area, a 4th Bedroom and a Full Bathroom. The additional rooms are perfect for storage, crafting, exercising, hobbying or whatever you wish! The backyard offers lush trees, providing a tranquil backdrop and a sense of privacy. Enjoy leisurely afternoons on the screened porch or deck, perfect for savoring the beauty that nature has to offer. Residents of The Village at Harvest Ridge benefit from included association services such as common area maintenance, trash and snow removal, and lawn care - you'll love this low-maintenance lifestyle! This home in not just a residence; it's a lifestyle choice that combines elegance, comfort and a welcoming community atmosphere. Don't miss the opportunity to make this exception property your own!

If you missed your chance to check out this lovely and spacious home - here is your second chance!!! **Find comfort and elegance in this spacious and ready-to-move-in Craftsman-style home in The Village at Harvest Ridge.** Designed for a vibrant lifestyle in a welcoming community, this home showcases a harmonious blend of modern comfort and timeless craftsmanship, and offers nearly 4,500 square feet of lovingly maintained living space! Step inside to discover an inviting open floor plan that seamlessly connects one room to another and is perfect for entertaining. The heart of the home, the expansive Gourmet Kitchen, is equipped with upgraded countertops, stainless steel appliances, under-cabinet lighting and a spacious island. In addition, the eat-in area invites casual dining, while the formal Dining Room adds an elegant touch for special occasions. Entertain your guests in the bright Sunroom or on the Screened-in Porch overlooking a tranquil wooded backdrop. The luxurious Primary Suite awaits you with tray ceilings, a deep walk-in closet, and a spa-like bathroom featuring both a jetted tub, a walk-in shower, and double sinks. Two additional bedrooms, a full bathroom, plus a laundry room & 2 car garage conveniently finish off the main level. Thoughtful details such as crown moldings, chair railing, and recessed lighting enhance the home's charm, while the cozy gas fireplace in the Family Room creates a warm ambiance for all your gatherings. Venture to the fully finished daylight Basement, an expansive and versatile space for hobbies, relaxation or entertaining. With a walk-out to a backyard patio, this area is as functional as it is inviting. Just imagine what you can do down here - complete with a Recreation area, a 4th Bedroom and a Full Bathroom. The additional rooms are perfect for storage, crafting, exercising, hobbying or whatever you wish! The backyard offers lush trees, providing a tranquil backdrop and a sense of privacy. Enjoy leisurely afternoons on the screened porch or deck, perfect for savoring the beauty that nature has to offer. Residents of The Village at Harvest Ridge benefit from included association services such as common area maintenance, trash and snow removal, and lawn care - you'll love this low-maintenance lifestyle! This home in not just a residence; it's a lifestyle choice that combines elegance, comfort and a welcoming community atmosphere. Don't miss the opportunity to make this exception property your own!

150 Harvest Ridge Dr, Winchester

Listing courtesy of Colony Realty. Contact:

Welcome home to this charming and well-maintained retreat nestled on a private, tree-lined lot offering the perfect blend of comfort, character, and outdoor enjoyment. From the inviting front porch to the spacious 2-car garage, this property is filled with features buyers will love. Hardwood floors flow throughout the entryway, living room, dining area, primary suite, and upper level, while elegant chair rail detailing adds timeless charm throughout the main living spaces. The sun-filled living room showcases a cozy fireplace and an abundance of windows that bring in natural light and peaceful wooded views. The beautifully updated kitchen features white cabinetry, stainless steel appliances, granite countertops, tile flooring, tile backsplash, and a breakfast bar ideal for casual dining and entertaining. The main-level primary suite offers a relaxing retreat with a sliding door leading to the deck, walk-in closet, and an en-suite bathroom complete with tiled shower, tiled floors, dual vanity, and soaking tub. Upstairs, you'll find two additional bedrooms with charming, angled walls and ceilings along with a full bathroom. The full unfinished basement includes a wood stove and provides endless potential for storage, hobbies, or future expansion. Outdoor living shines with a screened-in porch, fenced front yard, barn/workshop, RV pad with power, and an ATV trail bordering the property for added adventure and recreation.

$639,900

Welcome home to this charming and well-maintained retreat nestled on a private, tree-lined lot offering the perfect blend of comfort, character, and outdoor enjoyment. From the inviting front porch to the spacious 2-car garage, this property is filled with features buyers will love. Hardwood floors flow throughout the entryway, living room, dining area, primary suite, and upper level, while elegant chair rail detailing adds timeless charm throughout the main living spaces. The sun-filled living room showcases a cozy fireplace and an abundance of windows that bring in natural light and peaceful wooded views. The beautifully updated kitchen features white cabinetry, stainless steel appliances, granite countertops, tile flooring, tile backsplash, and a breakfast bar ideal for casual dining and entertaining. The main-level primary suite offers a relaxing retreat with a sliding door leading to the deck, walk-in closet, and an en-suite bathroom complete with tiled shower, tiled floors, dual vanity, and soaking tub. Upstairs, you'll find two additional bedrooms with charming, angled walls and ceilings along with a full bathroom. The full unfinished basement includes a wood stove and provides endless potential for storage, hobbies, or future expansion. Outdoor living shines with a screened-in porch, fenced front yard, barn/workshop, RV pad with power, and an ATV trail bordering the property for added adventure and recreation.

2983 Millwood Pike, Winchester

Listing courtesy of Re/Max Roots. Contact:

Now available: a custom-built, one-level home situated on 3.02 peaceful acres. This property boasts a highly convenient country location, less than nine miles from Winchester Medical Center. Constructed in 2017, this elegant home offers a functional floor plan with a contemporary flair. Entryway leads into an open living area featuring nine-foot ceilings and gorgeous hardwood floors, seamlessly connecting the family room, kitchen, and dining room. The layout provides ample space for furniture while maintaining an open feel. The well-appointed kitchen includes stainless steel appliances, granite countertops, a pantry, and generous table space. The family room is warmed by a gas fireplace, and adjoins a light-filled sunroom providing an ideal space for a plant enthusiast (indoor hose-bib), sunroom, office, playroom, or den. This home also features a split bedroom design, with the primary suite privately located on one end and two generously sized bedrooms on the other. Storage is not a problem with attached 2 car garage, a detached 2 car garage AND a full basement with improved spaces and a beautiful wood stove to heat the home and offset utility costs. The walkout basement is a WOW offering so much storage space. Or, you can finish the basement and almost double the size of this amazing home. Seller has started framing out the basement to encompass and bedroom with large closet, full bath with rough in and plumbing stubbed out for kitchenette sink/counter area. The basement could be an apartment easily with a huge family room to boot! This spot presents a wonderful opportunity for anyone seeking a serene setting with convenient access to amenities. Easily drive to town and arrive at shopping and restaurants in under 15 minutes. Basement roughed in for bathroom. There is not an HOA but there are covenants and restrictions.

$637,000

Now available: a custom-built, one-level home situated on 3.02 peaceful acres. This property boasts a highly convenient country location, less than nine miles from Winchester Medical Center. Constructed in 2017, this elegant home offers a functional floor plan with a contemporary flair. Entryway leads into an open living area featuring nine-foot ceilings and gorgeous hardwood floors, seamlessly connecting the family room, kitchen, and dining room. The layout provides ample space for furniture while maintaining an open feel. The well-appointed kitchen includes stainless steel appliances, granite countertops, a pantry, and generous table space. The family room is warmed by a gas fireplace, and adjoins a light-filled sunroom providing an ideal space for a plant enthusiast (indoor hose-bib), sunroom, office, playroom, or den. This home also features a split bedroom design, with the primary suite privately located on one end and two generously sized bedrooms on the other. Storage is not a problem with attached 2 car garage, a detached 2 car garage AND a full basement with improved spaces and a beautiful wood stove to heat the home and offset utility costs. The walkout basement is a WOW offering so much storage space. Or, you can finish the basement and almost double the size of this amazing home. Seller has started framing out the basement to encompass and bedroom with large closet, full bath with rough in and plumbing stubbed out for kitchenette sink/counter area. The basement could be an apartment easily with a huge family room to boot! This spot presents a wonderful opportunity for anyone seeking a serene setting with convenient access to amenities. Easily drive to town and arrive at shopping and restaurants in under 15 minutes. Basement roughed in for bathroom. There is not an HOA but there are covenants and restrictions.

280 Plow Run Ln, Winchester

Listing courtesy of MarketPlace REALTY. Contact:

This charming home, beautifully renovated in 2018, offers a perfect blend of classic elegance and modern comfort. With four spacious bedrooms and four well-appointed bathrooms, this residence features stunning hardwood flooring throughout. The gourmet kitchen, complete with stainless steel appliances and a generous island, is perfect for culinary enthusiasts. Enjoy cozy evenings by one of the four fireplaces, or bask in natural light from the bay window. Nestled in a welcoming community, this home is conveniently located near parks, schools, and the walking mall, making it an ideal spot for those seeking a vibrant neighborhood. The traditional floor plan includes built-ins and crown moldings, adding to the home's character. Experience the warmth and comfort of the backyard, with a cozy fireplace to keep you warm in the cooler months. This downtown home has it all! New roof 2024, new furnace 2023, new water heater 2024, new pressure pump 2023. Kitchen and bathroom updated in 2018.

$635,500

This charming home, beautifully renovated in 2018, offers a perfect blend of classic elegance and modern comfort. With four spacious bedrooms and four well-appointed bathrooms, this residence features stunning hardwood flooring throughout. The gourmet kitchen, complete with stainless steel appliances and a generous island, is perfect for culinary enthusiasts. Enjoy cozy evenings by one of the four fireplaces, or bask in natural light from the bay window. Nestled in a welcoming community, this home is conveniently located near parks, schools, and the walking mall, making it an ideal spot for those seeking a vibrant neighborhood. The traditional floor plan includes built-ins and crown moldings, adding to the home's character. Experience the warmth and comfort of the backyard, with a cozy fireplace to keep you warm in the cooler months. This downtown home has it all! New roof 2024, new furnace 2023, new water heater 2024, new pressure pump 2023. Kitchen and bathroom updated in 2018.

315 W Leicester St, Winchester

Listing courtesy of MarketPlace REALTY. Contact:

Selling Office: Re/Max Roots.

$635,000

Need space for you and yours PLUS more than enough garage space? Look no further! Nestled on nearly 5.5 private acres, this spacious and meticulously maintained 1- owner residence offers the perfect blend of rural serenity and modern convenience. Set well back from the road and framed by towering, mature trees, the property boasts a stunning backdrop of the rolling Blue Ridge Mountains in the distance. Outdoor living is a priority here, whether you are enjoying your morning coffee on the classic covered front porch or entertaining on the expansive rear deck, which features a dedicated covered area for grilling and ample space to soak in the peaceful, natural surroundings. The home's interior is equally impressive, beginning with a welcoming foyer and a beautiful wooden staircase. The main level is designed for both comfort and elegance, featuring a cozy living room anchored by a stone fireplace, built-in shelving, hardwood floors, and crown molding. Flooded with natural light, the formal dining room offers additional built-ins and seamless transitions for hosting. The heart of the home is the large kitchen, complete with stainless steel appliances and plentiful cabinetry, which flows into a breathtaking sunroom. This unique space features tile flooring, rustic exposed brick walls, a wall of windows overlooking the grounds, along with a convenient pass-through breakfast bar for casual dining. The upper level serves as a private retreat, housing a primary suite with a sizable ensuite bath, two additional well-appointed bedrooms, and a second full bathroom. Beyond the main home, the property is a hobbyist's dream, featuring two detached buildings providing a total of seven garage spaces. All seven bays include automatic openers, and the buildings are fully equipped with electricity, water, and water heaters, offering endless possibilities for workshops, car collections, or home businesses. For those embracing a homestead lifestyle, the property is move-in ready with an established chicken coop and run and a fenced-in garden area. This is a rare opportunity to own a versatile, nature-filled sanctuary just minutes from the heart of Winchester.

Need space for you and yours PLUS more than enough garage space? Look no further! Nestled on nearly 5.5 private acres, this spacious and meticulously maintained 1- owner residence offers the perfect blend of rural serenity and modern convenience. Set well back from the road and framed by towering, mature trees, the property boasts a stunning backdrop of the rolling Blue Ridge Mountains in the distance. Outdoor living is a priority here, whether you are enjoying your morning coffee on the classic covered front porch or entertaining on the expansive rear deck, which features a dedicated covered area for grilling and ample space to soak in the peaceful, natural surroundings. The home's interior is equally impressive, beginning with a welcoming foyer and a beautiful wooden staircase. The main level is designed for both comfort and elegance, featuring a cozy living room anchored by a stone fireplace, built-in shelving, hardwood floors, and crown molding. Flooded with natural light, the formal dining room offers additional built-ins and seamless transitions for hosting. The heart of the home is the large kitchen, complete with stainless steel appliances and plentiful cabinetry, which flows into a breathtaking sunroom. This unique space features tile flooring, rustic exposed brick walls, a wall of windows overlooking the grounds, along with a convenient pass-through breakfast bar for casual dining. The upper level serves as a private retreat, housing a primary suite with a sizable ensuite bath, two additional well-appointed bedrooms, and a second full bathroom. Beyond the main home, the property is a hobbyist's dream, featuring two detached buildings providing a total of seven garage spaces. All seven bays include automatic openers, and the buildings are fully equipped with electricity, water, and water heaters, offering endless possibilities for workshops, car collections, or home businesses. For those embracing a homestead lifestyle, the property is move-in ready with an established chicken coop and run and a fenced-in garden area. This is a rare opportunity to own a versatile, nature-filled sanctuary just minutes from the heart of Winchester.

5039 Wardensville Grade, Winchester

Listing courtesy of Colony Realty. Contact:

Selling Office: Pearson Smith Realty, LLC.

$635,000

This stunning home in Raven Wing offers over 4,100 sq. ft. of living space and was extensively updated in 2020. The main level features hardwood flooring, an open-concept kitchen with an island, recessed lighting, and stainless-steel appliances. You’ll also find a formal dining room and a spacious living room complete with a gas fireplace. The kitchen has been upgraded with shaker-style, soft-close cabinets and drawers, durable plywood construction, high-end hardware, and new granite countertops. The primary suite features a walk-in closet and a completely renovated bathroom with a glass walk-in shower, tile flooring, and updated finishes. All bathrooms in the home have been fully remodeled with new flooring and fixtures. The fully finished basement includes a large living area, full bathroom, bonus room (sleeping quarters), and a full-service kitchen. The walk out basement leads you to the deck and patio—perfect for relaxing or entertaining. With more than $100,000 in renovations, this home feels like new. All bedrooms are generously sized, and the second level includes three full bathrooms. The property also offers a large storage room and a utility room. Perfect for an in-law suite or rental income. This home is priced to sell—don’t miss your chance to see it!

4 Beds ⋅ 5 Baths

This stunning home in Raven Wing offers over 4,100 sq. ft. of living space and was extensively updated in 2020. The main level features hardwood flooring, an open-concept kitchen with an island, recessed lighting, and stainless-steel appliances. You’ll also find a formal dining room and a spacious living room complete with a gas fireplace. The kitchen has been upgraded with shaker-style, soft-close cabinets and drawers, durable plywood construction, high-end hardware, and new granite countertops. The primary suite features a walk-in closet and a completely renovated bathroom with a glass walk-in shower, tile flooring, and updated finishes. All bathrooms in the home have been fully remodeled with new flooring and fixtures. The fully finished basement includes a large living area, full bathroom, bonus room (sleeping quarters), and a full-service kitchen. The walk out basement leads you to the deck and patio—perfect for relaxing or entertaining. With more than $100,000 in renovations, this home feels like new. All bedrooms are generously sized, and the second level includes three full bathrooms. The property also offers a large storage room and a utility room. Perfect for an in-law suite or rental income. This home is priced to sell—don’t miss your chance to see it!

218 Flanagan Dr, Winchester

Listing courtesy of Burch Real Estate Group, LLC. Contact:

Selling Office: RE/MAX Gateway.

$632,500

This exceptional residence is nestled in a popular neighborhood in Winchester, just moments from Winchester Medical Center. With almost 4,000 square feet of refined living space, this 6-bedroom, 3.5-bath home delivers the scale, comfort, and location today’s discerning buyer expects. Designed for both elegant entertaining and everyday ease, the home features expansive living areas filled with natural light and thoughtful architectural flow. The fully finished lower level provides a private retreat of its own, complete with two additional bedrooms, a full bath, and a sophisticated den anchored by a fireplace —ideal for multigenerational living, long-term guests, or an executive-style suite. Outdoors, the spacious backyard offers room to breathe and room to gather. A well-appointed shed provides additional storage, while a dedicated dog run adds convenience without compromising the aesthetic of the grounds. This home combines a level of square footage, flexibility, and premier location within the heart of Winchester. 162 Omps Drive is a distinguished offering in an established, highly desirable community.

6 Beds ⋅ 4 Baths

This exceptional residence is nestled in a popular neighborhood in Winchester, just moments from Winchester Medical Center. With almost 4,000 square feet of refined living space, this 6-bedroom, 3.5-bath home delivers the scale, comfort, and location today’s discerning buyer expects. Designed for both elegant entertaining and everyday ease, the home features expansive living areas filled with natural light and thoughtful architectural flow. The fully finished lower level provides a private retreat of its own, complete with two additional bedrooms, a full bath, and a sophisticated den anchored by a fireplace —ideal for multigenerational living, long-term guests, or an executive-style suite. Outdoors, the spacious backyard offers room to breathe and room to gather. A well-appointed shed provides additional storage, while a dedicated dog run adds convenience without compromising the aesthetic of the grounds. This home combines a level of square footage, flexibility, and premier location within the heart of Winchester. 162 Omps Drive is a distinguished offering in an established, highly desirable community.

162 Omps Dr, Winchester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Colony Realty.

$631,000

Tucked on the cul-de-sac's corner lot in Raven Wing, 101 Winslow Court, offers the kind of space, flexibility, and personality that makes a house feel like home. The main level is especially versatile, with room to fit the way you actually live — whether you need one or even two dedicated office spaces, a cozy coffee or bar area, open entertaining space for hosting, or simply the everyday room to spread out and enjoy. Hardwood floors run through much of the main level, with carpet in the living room for added comfort, while the double-sided fireplace creates warmth and character that connects the living spaces beautifully. An island kitchen anchors the heart of the home, and the covered deck extends your living space outdoors for easy relaxing or entertaining. Upstairs, you’ll find even more to love, including one of the most charming features in the home — a fun hideout tucked into the dormer of one of the bedrooms. It’s the kind of spot kids dream about and would likely fight over claiming as their own bedroom feature, though it would also make a perfect playroom, reading nook, or imaginative retreat. The primary suite features a vaulted ceiling, a king-size bed space, a soaker tub, separate vanities, a toilet room, and a walk-in closet. The basement offers incredible upside, already approximately 80% complete for finishing with framing and electrical in place. It’s ready for the next owner to bring it across the finish line with drywall, flooring, and paint, creating valuable additional living space with far less work to get started. Recent improvements add even more appeal, including whole-house paint minus one bedroom and the dining room, exterior painting, new kitchen countertops & tile backsplash, Cafe Line refrigerator, new light fixtures, new upstairs Cali luxury vinyl plank flooring, water heater replaced in 2024, HVAC replaced in 2021. Come fall in love with this property for yourself!

Tucked on the cul-de-sac's corner lot in Raven Wing, 101 Winslow Court, offers the kind of space, flexibility, and personality that makes a house feel like home. The main level is especially versatile, with room to fit the way you actually live — whether you need one or even two dedicated office spaces, a cozy coffee or bar area, open entertaining space for hosting, or simply the everyday room to spread out and enjoy. Hardwood floors run through much of the main level, with carpet in the living room for added comfort, while the double-sided fireplace creates warmth and character that connects the living spaces beautifully. An island kitchen anchors the heart of the home, and the covered deck extends your living space outdoors for easy relaxing or entertaining. Upstairs, you’ll find even more to love, including one of the most charming features in the home — a fun hideout tucked into the dormer of one of the bedrooms. It’s the kind of spot kids dream about and would likely fight over claiming as their own bedroom feature, though it would also make a perfect playroom, reading nook, or imaginative retreat. The primary suite features a vaulted ceiling, a king-size bed space, a soaker tub, separate vanities, a toilet room, and a walk-in closet. The basement offers incredible upside, already approximately 80% complete for finishing with framing and electrical in place. It’s ready for the next owner to bring it across the finish line with drywall, flooring, and paint, creating valuable additional living space with far less work to get started. Recent improvements add even more appeal, including whole-house paint minus one bedroom and the dining room, exterior painting, new kitchen countertops & tile backsplash, Cafe Line refrigerator, new light fixtures, new upstairs Cali luxury vinyl plank flooring, water heater replaced in 2024, HVAC replaced in 2021. Come fall in love with this property for yourself!

101 Winslow Ct, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

No HOA! Settled at the end of the cul-de-sac and pushed back from the street to give additional privacy and comfort. This home has received several improvements since 2020. Including a whole new kitchen (Dec 2025), soft close cabinets, quartz countertop and backsplash, Stainless Steel appliances, the kitchen island was enlarged for more countertop space and additional storage, seats 2-3 people comfortably. Kitchen includes a large pantry with upgraded doors (2025). Both HVAC Systems were replaced and a humidifier was added (Spring 2026). Ducts were professionally cleaned (2020). Custom Blinds (2025). The spacious back yard has an aluminum 5ft fence with 2 single gates and 1 double gate (2024). Trex Deck 12x16ft with gate at top of stairs (2021). Custom built 10x12ft swing for 3 people or a hammock. Trees and bushes and fencing makes the back yard feel very private. Interior and exterior professionally painted (2020/21). Large 12x16ft shed added (2023). New carpet in basement and upper level (2020). Updated both half bathrooms (2022-23). Primary bathroom has a heated tile floor, walk-in shower with rain fall shower head and 4 body sprayers, large jacuzzi tub, double vanity, chandelier, and linen closet. Primary bedroom has two walk-in closets. One with a chandelier and upgraded closet system. Garage has a Mini Split heating/cooling system as well as its own attic with flooring for storage. All interior and exterior light fixtures have been updated. Both gas fireplaces were professionally serviced (2023). Basement is wired for surround sound, has upgraded dry bar with soft close cabinets, quartz countertop to match kitchen, and floating shelves, the basement also has two windows for natural light, and walk-up basement stairs. Upstairs bedrooms have a Jack-n-Jill bathroom between them with an updated double vanity (2025). The rear bedroom has a walk-in closet with a laundry shoot. Professional landscaping in front of home (2021). Home is wired with ADT security but isn't currently in use. Location is excellent, almost everything you'd need is 5-10 minutes away including Winchester Country Club, Costco, Shopping Centers, Downtown walking mall, commuter routes like rt. 50, rt. 7, rt. 522, and Interstate 81.

$630,000

4 Beds ⋅ 5 Baths

No HOA! Settled at the end of the cul-de-sac and pushed back from the street to give additional privacy and comfort. This home has received several improvements since 2020. Including a whole new kitchen (Dec 2025), soft close cabinets, quartz countertop and backsplash, Stainless Steel appliances, the kitchen island was enlarged for more countertop space and additional storage, seats 2-3 people comfortably. Kitchen includes a large pantry with upgraded doors (2025). Both HVAC Systems were replaced and a humidifier was added (Spring 2026). Ducts were professionally cleaned (2020). Custom Blinds (2025). The spacious back yard has an aluminum 5ft fence with 2 single gates and 1 double gate (2024). Trex Deck 12x16ft with gate at top of stairs (2021). Custom built 10x12ft swing for 3 people or a hammock. Trees and bushes and fencing makes the back yard feel very private. Interior and exterior professionally painted (2020/21). Large 12x16ft shed added (2023). New carpet in basement and upper level (2020). Updated both half bathrooms (2022-23). Primary bathroom has a heated tile floor, walk-in shower with rain fall shower head and 4 body sprayers, large jacuzzi tub, double vanity, chandelier, and linen closet. Primary bedroom has two walk-in closets. One with a chandelier and upgraded closet system. Garage has a Mini Split heating/cooling system as well as its own attic with flooring for storage. All interior and exterior light fixtures have been updated. Both gas fireplaces were professionally serviced (2023). Basement is wired for surround sound, has upgraded dry bar with soft close cabinets, quartz countertop to match kitchen, and floating shelves, the basement also has two windows for natural light, and walk-up basement stairs. Upstairs bedrooms have a Jack-n-Jill bathroom between them with an updated double vanity (2025). The rear bedroom has a walk-in closet with a laundry shoot. Professional landscaping in front of home (2021). Home is wired with ADT security but isn't currently in use. Location is excellent, almost everything you'd need is 5-10 minutes away including Winchester Country Club, Costco, Shopping Centers, Downtown walking mall, commuter routes like rt. 50, rt. 7, rt. 522, and Interstate 81.

308 Huntersridge Rd, Winchester

Listing courtesy of Samson Properties. Contact:

Selling Office: RE/MAX Roots.

$628,000

Welcome to your dream home in the highly sought-after Twin Lakes Overlook community! This stunning , turn-key 4-bedroom, 3.5-bathroom brick-front colonial offers nearly 4,200 square feet of meticulously designed, finished living space across three expansive levels. This quality home was build by the reputable Toll Brothers. The main level welcomes you with sophisticated finishes, including a dedicated study with custom built-in cabinetry and a formal dining room accented by classic crown molding and chair railing. At the heart of the home is a beautiful kitchen complete with granite countertops, a large center island, stainless steel appliances, a stylized tile backsplash, and elegant under-cabinet lighting.--perfect for family gatherings and entertaining. Upstairs, the luxurious primary suite serves as a private retreat, highlighting an elegant tray ceiling and a spacious layout. The finished walk-out basement serves as the ultimate entertainment zone, complete with a recreation room, a full bath, and a dedicated movie room area with a cozy gas fireplace. Step outside onto the premium Trex deck or descend to the custom paver patio and walkway, where your private backyard offers direct steps leading right to the community walking trail. 119 Thompson Court is conveniently located minutes from all the Winchester amenities including the Historic District, Walking Mall, shopping, Winchester Medical Center, Jim Barnett Park and major commuting routes of 7 and 81.

Welcome to your dream home in the highly sought-after Twin Lakes Overlook community! This stunning , turn-key 4-bedroom, 3.5-bathroom brick-front colonial offers nearly 4,200 square feet of meticulously designed, finished living space across three expansive levels. This quality home was build by the reputable Toll Brothers. The main level welcomes you with sophisticated finishes, including a dedicated study with custom built-in cabinetry and a formal dining room accented by classic crown molding and chair railing. At the heart of the home is a beautiful kitchen complete with granite countertops, a large center island, stainless steel appliances, a stylized tile backsplash, and elegant under-cabinet lighting.--perfect for family gatherings and entertaining. Upstairs, the luxurious primary suite serves as a private retreat, highlighting an elegant tray ceiling and a spacious layout. The finished walk-out basement serves as the ultimate entertainment zone, complete with a recreation room, a full bath, and a dedicated movie room area with a cozy gas fireplace. Step outside onto the premium Trex deck or descend to the custom paver patio and walkway, where your private backyard offers direct steps leading right to the community walking trail. 119 Thompson Court is conveniently located minutes from all the Winchester amenities including the Historic District, Walking Mall, shopping, Winchester Medical Center, Jim Barnett Park and major commuting routes of 7 and 81.

119 Thompson Ct, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

Selling Office: DC Premier Real Estate, LLC.

$627,500

Price Drop. Come check this home out. The listing remarks below come directly from the Seller's. This home is a true gem. Hello! Human here! I just want to touch base with you on this thoughtfully designed home for sale in the renowned Oakdale Crossing subdivision. This smaller subdivision has a lot of homes with styles that are unique in the market. And this home has a nice balance of spacious casual function and real formal rooms that brings the space to life with its 5 BR, 3.5 BA configuration. The owners of the last 17 years have really maintained this place. The beautiful oak wood floors are gleaming with pride throughout the first floor. Granite countertops in the kitchen and first floor powder room give it pop! The formal living room has a fireplace and cathedral ceiling to add beautiful dimension, and the formal dining room has a stateliness about it. Sure, tastes are subjective and may not always be your ambience, but the rooms are large, solid and useful, and you can plainly envision the positives to fit your lifestyle. The kitchen is big enough and shining with stainless steel appliances, double built-in ovens, an awesome kitchen island with a Jenn-Air stove top all complimented by warm cherry cabinets. Off to the side of the kitchen rests the spacious family room framed by another fireplace in the home. This room shines in the natural light of the afternoon sky with 9’ ceilings within this wide-open space. You can “Really Breathe” in these spaces as it beams in the daylight. Oh, and before I forget, a large office area with built-in shelves and desktop area for two computer spaces rounds out the appeal to the main floor. A definite must for the entrepreneur or remote worker. This home has you covered! Now the upstairs is great, too. All new carpet has been added to the 4 BR areas. The primary bedroom has a recently upgraded bathroom with a 5’ glass enclosed shower, two separate vanities on separate walls, a jet tub to soak in on those days when you “Just Over Did It”. All of the BRs are large and accommodating for your personal furnishings. And there’s tons of closet space that is so needed for those “I may wear this, use this, want this someday” to gently hide from sight. I mean, there’s a LOT to like about this floorplan. Of course, we also have a finished basement that goes on for miles! Okay, not miles, but it’s got the room for just about anything! Besides a large area for play, there’s an entertainment area with yet another fireplace to set the mood, a full bath with shower to use on those days when you can step in from the backyard after yard work to clean up, and a large 5th BR setup that you can use as such, or as an art/music room, or as the “ It’s great I can have my own exercise room so one less monthly subscription! Yay!” You can definitely let you imagination run wild in this basement. As far as the most important functions of the place, there’s new Anderson windows throughout the home. Dual HVAC/heat pumps have been upgraded within the last few years, as well as new architectural roof, water heater, and custom blinds in major areas. So, a lot of care has been taken to keep its stature. There’s so much to see here and so little space to tell you about it. It is perfect? No, of course not. But this place is solid and just needs a lovely occupant to lay roots and memories. So, come take a look!

5 Beds ⋅ 4 Baths

Price Drop. Come check this home out. The listing remarks below come directly from the Seller's. This home is a true gem. Hello! Human here! I just want to touch base with you on this thoughtfully designed home for sale in the renowned Oakdale Crossing subdivision. This smaller subdivision has a lot of homes with styles that are unique in the market. And this home has a nice balance of spacious casual function and real formal rooms that brings the space to life with its 5 BR, 3.5 BA configuration. The owners of the last 17 years have really maintained this place. The beautiful oak wood floors are gleaming with pride throughout the first floor. Granite countertops in the kitchen and first floor powder room give it pop! The formal living room has a fireplace and cathedral ceiling to add beautiful dimension, and the formal dining room has a stateliness about it. Sure, tastes are subjective and may not always be your ambience, but the rooms are large, solid and useful, and you can plainly envision the positives to fit your lifestyle. The kitchen is big enough and shining with stainless steel appliances, double built-in ovens, an awesome kitchen island with a Jenn-Air stove top all complimented by warm cherry cabinets. Off to the side of the kitchen rests the spacious family room framed by another fireplace in the home. This room shines in the natural light of the afternoon sky with 9’ ceilings within this wide-open space. You can “Really Breathe” in these spaces as it beams in the daylight. Oh, and before I forget, a large office area with built-in shelves and desktop area for two computer spaces rounds out the appeal to the main floor. A definite must for the entrepreneur or remote worker. This home has you covered! Now the upstairs is great, too. All new carpet has been added to the 4 BR areas. The primary bedroom has a recently upgraded bathroom with a 5’ glass enclosed shower, two separate vanities on separate walls, a jet tub to soak in on those days when you “Just Over Did It”. All of the BRs are large and accommodating for your personal furnishings. And there’s tons of closet space that is so needed for those “I may wear this, use this, want this someday” to gently hide from sight. I mean, there’s a LOT to like about this floorplan. Of course, we also have a finished basement that goes on for miles! Okay, not miles, but it’s got the room for just about anything! Besides a large area for play, there’s an entertainment area with yet another fireplace to set the mood, a full bath with shower to use on those days when you can step in from the backyard after yard work to clean up, and a large 5th BR setup that you can use as such, or as an art/music room, or as the “ It’s great I can have my own exercise room so one less monthly subscription! Yay!” You can definitely let you imagination run wild in this basement. As far as the most important functions of the place, there’s new Anderson windows throughout the home. Dual HVAC/heat pumps have been upgraded within the last few years, as well as new architectural roof, water heater, and custom blinds in major areas. So, a lot of care has been taken to keep its stature. There’s so much to see here and so little space to tell you about it. It is perfect? No, of course not. But this place is solid and just needs a lovely occupant to lay roots and memories. So, come take a look!

295 Huntersridge Rd, Winchester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Berkshire Hathaway Homeservices Homesale Realty.

$627,500

Welcome to 126 Wickham Terrace in Winchester, Virginia! Located in the highly sought-after Sovereign Village community on Winchester's east side, this charming Colonial-style home is sure to impress. Boasting an expansive open floor plan, this home offers 4 bedrooms, 3.5 bathrooms, an unfinished lower level with room for future expansion, and an extra deep 2-car garage to accommodate all of your tools or toys, all situated on a spacious 0.42-acre lot and over 3,300+ finished SQFT. Step inside to discover soaring ceilings and gleaming hardwood floors throughout the main level. The grand foyer welcomes you and opens to the formal living and dining rooms. Just beyond, you'll find a beautiful family room with a gas fireplace and a chef-inspired kitchen featuring abundant workspace, double ovens, and new stainless steel appliances. Entertaining is effortless as the spacious and bright breakfast area leads to a gorgeous covered rear porch, perfect for morning coffee, gatherings, outdoor dining, or simply relaxing while overlooking the large, private, tree-lined backyard. Upstairs, you'll find four generously sized bedrooms, including the spacious primary suite complete with a sitting area, two walk-in closets, and a large private en-suite bath with a jetted tub and shower. The secondary bedrooms offer comfort and versatility, two with walk-in closets, and all featuring plush carpeting. The upper level also includes a dedicated laundry room and a large landing area that adds to the home's functional layout. The unfinished walk-out basement provides excellent storage and endless possibilities ready for your personal touch. The basement opens directly to the fully fenced, lush and private backyard. This house is well-maintained with a new roof in 2022, new HVAC in 2019, an attic blanket to retain heat and cooler air. This exceptional home is move-in ready, waiting for its next owner. Schedule your private tour today!

Welcome to 126 Wickham Terrace in Winchester, Virginia! Located in the highly sought-after Sovereign Village community on Winchester's east side, this charming Colonial-style home is sure to impress. Boasting an expansive open floor plan, this home offers 4 bedrooms, 3.5 bathrooms, an unfinished lower level with room for future expansion, and an extra deep 2-car garage to accommodate all of your tools or toys, all situated on a spacious 0.42-acre lot and over 3,300+ finished SQFT. Step inside to discover soaring ceilings and gleaming hardwood floors throughout the main level. The grand foyer welcomes you and opens to the formal living and dining rooms. Just beyond, you'll find a beautiful family room with a gas fireplace and a chef-inspired kitchen featuring abundant workspace, double ovens, and new stainless steel appliances. Entertaining is effortless as the spacious and bright breakfast area leads to a gorgeous covered rear porch, perfect for morning coffee, gatherings, outdoor dining, or simply relaxing while overlooking the large, private, tree-lined backyard. Upstairs, you'll find four generously sized bedrooms, including the spacious primary suite complete with a sitting area, two walk-in closets, and a large private en-suite bath with a jetted tub and shower. The secondary bedrooms offer comfort and versatility, two with walk-in closets, and all featuring plush carpeting. The upper level also includes a dedicated laundry room and a large landing area that adds to the home's functional layout. The unfinished walk-out basement provides excellent storage and endless possibilities ready for your personal touch. The basement opens directly to the fully fenced, lush and private backyard. This house is well-maintained with a new roof in 2022, new HVAC in 2019, an attic blanket to retain heat and cooler air. This exceptional home is move-in ready, waiting for its next owner. Schedule your private tour today!

126 Wickham Ter, Winchester

Listing courtesy of Hunt Country Sotheby's International Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$625,900

Must see colonial in Harvest Ridge on just over 0 .4 acre in the city of Winchester. The open foyer invites you into this spacious home boasting over 3500 sq.ft. plus a full walk-out basement, ready to finish for additional square footage. Large living and dining rooms with hardwood, den or office. Large kitchen features granite counters, stainless steel appliances, and a breakfast area that opens to the family room with a fireplace. Two staircases to the second level that has four bedrooms plus a large playroom, library, or music room. Large patio to enjoy the level yard and play area. New gas furnace-2024, upstairs HAVC replaced in 2023. Cedar raised garden beds, EV car charger electrical setup in garage.

Must see colonial in Harvest Ridge on just over 0 .4 acre in the city of Winchester. The open foyer invites you into this spacious home boasting over 3500 sq.ft. plus a full walk-out basement, ready to finish for additional square footage. Large living and dining rooms with hardwood, den or office. Large kitchen features granite counters, stainless steel appliances, and a breakfast area that opens to the family room with a fireplace. Two staircases to the second level that has four bedrooms plus a large playroom, library, or music room. Large patio to enjoy the level yard and play area. New gas furnace-2024, upstairs HAVC replaced in 2023. Cedar raised garden beds, EV car charger electrical setup in garage.

2321 Stoneridge Rd, Winchester

Listing courtesy of Colony Realty. Contact:

Selling Office: Samson Properties.

$625,000

Village at Harvest Ridge is the premium 55+ community and this craftsman style home will only compliment such a great location right in the heart of Winchester. The open floor concept will impress with abundant counter space, kitchen actually overlooks your living area creating an exceptional entertaining venue, and quaint sunroom for book reading, dining, or some plants loving sunlight. Oak wood floors though out, vinyl plank in sunroom, decent sized bedrooms, front porch for community sight seeing, and the basement is finished providing secondary entertaining venue or just make it for friends and family when they come to visit with the full bath and private 12x20 patio area. Owner has taken extreme care of the home and hopes the next owner will love it as much as they have so come see it as soon as you can!

Village at Harvest Ridge is the premium 55+ community and this craftsman style home will only compliment such a great location right in the heart of Winchester. The open floor concept will impress with abundant counter space, kitchen actually overlooks your living area creating an exceptional entertaining venue, and quaint sunroom for book reading, dining, or some plants loving sunlight. Oak wood floors though out, vinyl plank in sunroom, decent sized bedrooms, front porch for community sight seeing, and the basement is finished providing secondary entertaining venue or just make it for friends and family when they come to visit with the full bath and private 12x20 patio area. Owner has taken extreme care of the home and hopes the next owner will love it as much as they have so come see it as soon as you can!

116 Harvest Ridge Dr, Winchester

Listing courtesy of RE/MAX Roots. Contact:

Selling Office: ERA Oakcrest Realty, Inc..

$625,000

A private 5.06-acre retreat where classic Colonial charm meets modern comfort, just minutes from the best of Winchester and the Shenandoah Valley. Nestled on a beautifully maintained homesite in Frederick County, this charming Colonial offers the perfect combination of peaceful country living and convenient access to shopping, dining, recreation, and entertainment. From the moment you arrive, the welcoming covered front porch and picturesque setting create a sense of home. Inside, the thoughtfully designed floor plan features a spacious foyer, formal dining room, private office/den, and a comfortable family room anchored by a cozy gas fireplace. The main-level owner's suite provides a private retreat with a walk-in closet, dual-sink vanity, tile flooring, jetted garden tub, and separate shower. The kitchen is well-equipped with rich cherry cabinetry, a built-in oven, cooktop, built-in microwave, dishwasher, and refrigerator. A bright breakfast area with chair rail detailing provides the perfect spot for casual meals and morning coffee. Upstairs, you'll find two additional bedrooms, a full hall bath with a tub/shower combination, and a large storage closet offering valuable extra space. The finished lower level expands the living area with a spacious recreation room, a third full bath, and additional flexible space ideal for a home gym, hobby room, craft studio, or playroom. Walk-out stairs provide convenient access to the backyard. A large unfinished storage room adjacent to the mechanical area offers exceptional storage capacity, while the area beneath the primary suite is a crawl space. Outside, the property truly shines. The beautifully landscaped and meticulously maintained grounds create the feeling of your own private park. Gather around the fire pit on cool evenings, enjoy the convenience of a brand-new Amish-built shed, and appreciate the open space and natural beauty surrounding you. Fencing along one side of the property is shared with a neighboring property. Ideally located near the many amenities that make the Winchester area so desirable, you'll enjoy convenient access to golf at Rock Harbor Golf Course, canoeing or floating the Shenandoah River, the many community pools and recreation, local wineries and breweries, vibrant shopping and dining in historic downtown Winchester, live performances at Bright Box Theater, and numerous parks, trails, and outdoor recreation opportunities throughout the Shenandoah Valley. Minutes from I-81, Rt. 7, 50 and I-66! 1 hours from Dulles and BWI! 20 minutes to the MARC train! Less than 10 minutes to shopping, dining, coffee, nail and hair salons! Whether you're seeking room to spread out, space to entertain, or simply a peaceful place to call home, this exceptional property offers the best of both worlds—privacy, acreage, and convenience in one beautiful package. Schedule your showing today! Current Buyer has a Home to Sell, so there is a Kick Out Clause, you may still see the home and bring an offer.

3 Beds ⋅ 4 Baths

A private 5.06-acre retreat where classic Colonial charm meets modern comfort, just minutes from the best of Winchester and the Shenandoah Valley. Nestled on a beautifully maintained homesite in Frederick County, this charming Colonial offers the perfect combination of peaceful country living and convenient access to shopping, dining, recreation, and entertainment. From the moment you arrive, the welcoming covered front porch and picturesque setting create a sense of home. Inside, the thoughtfully designed floor plan features a spacious foyer, formal dining room, private office/den, and a comfortable family room anchored by a cozy gas fireplace. The main-level owner's suite provides a private retreat with a walk-in closet, dual-sink vanity, tile flooring, jetted garden tub, and separate shower. The kitchen is well-equipped with rich cherry cabinetry, a built-in oven, cooktop, built-in microwave, dishwasher, and refrigerator. A bright breakfast area with chair rail detailing provides the perfect spot for casual meals and morning coffee. Upstairs, you'll find two additional bedrooms, a full hall bath with a tub/shower combination, and a large storage closet offering valuable extra space. The finished lower level expands the living area with a spacious recreation room, a third full bath, and additional flexible space ideal for a home gym, hobby room, craft studio, or playroom. Walk-out stairs provide convenient access to the backyard. A large unfinished storage room adjacent to the mechanical area offers exceptional storage capacity, while the area beneath the primary suite is a crawl space. Outside, the property truly shines. The beautifully landscaped and meticulously maintained grounds create the feeling of your own private park. Gather around the fire pit on cool evenings, enjoy the convenience of a brand-new Amish-built shed, and appreciate the open space and natural beauty surrounding you. Fencing along one side of the property is shared with a neighboring property. Ideally located near the many amenities that make the Winchester area so desirable, you'll enjoy convenient access to golf at Rock Harbor Golf Course, canoeing or floating the Shenandoah River, the many community pools and recreation, local wineries and breweries, vibrant shopping and dining in historic downtown Winchester, live performances at Bright Box Theater, and numerous parks, trails, and outdoor recreation opportunities throughout the Shenandoah Valley. Minutes from I-81, Rt. 7, 50 and I-66! 1 hours from Dulles and BWI! 20 minutes to the MARC train! Less than 10 minutes to shopping, dining, coffee, nail and hair salons! Whether you're seeking room to spread out, space to entertain, or simply a peaceful place to call home, this exceptional property offers the best of both worlds—privacy, acreage, and convenience in one beautiful package. Schedule your showing today! Current Buyer has a Home to Sell, so there is a Kick Out Clause, you may still see the home and bring an offer.

160 Shirley Ct, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact:

Selling Office: RE/MAX Gateway.

$625,000

Beautifully renovated all-brick rancher offering effortless, low-maintenance living in a highly desirable active adult 55+ community! Thoughtfully updated throughout, this home features a 50-year roof installed in 2021, brand-new flooring, and a fully upgraded kitchen and bathrooms, designed with both style and function in mind. The kitchen showcases elegant quartz countertops, soft-close cabinetry, and sleek stainless-steel appliances—perfect for everyday living and entertaining alike. The spacious primary suite is a true retreat, highlighted by a tray ceiling and a beautifully renovated, spa-inspired bathroom complete with an American Standard jetted soaking tub, an oversized walk-in shower, and raised double vanities for added comfort and convenience. The inviting family room impresses with soaring vaulted ceilings, a cozy brick gas fireplace, and an abundance of natural light streaming through stunning Palladian windows, all complemented by upgraded trim details throughout the home. Every space feels bright, open, and welcoming. Step outside to a Trex deck overlooking a beautiful, level backyard & mature trees, backing to secluded common area—an ideal setting for relaxing, entertaining, or simply enjoying the peaceful surroundings. Move-in ready and filled with quality upgrades, this home offers comfort, style, and easy living all in one—truly a must-see in the upscaled section of the City of Winchester, Virginia that shows beautifully!

3 Beds ⋅ 2 Baths

Beautifully renovated all-brick rancher offering effortless, low-maintenance living in a highly desirable active adult 55+ community! Thoughtfully updated throughout, this home features a 50-year roof installed in 2021, brand-new flooring, and a fully upgraded kitchen and bathrooms, designed with both style and function in mind. The kitchen showcases elegant quartz countertops, soft-close cabinetry, and sleek stainless-steel appliances—perfect for everyday living and entertaining alike. The spacious primary suite is a true retreat, highlighted by a tray ceiling and a beautifully renovated, spa-inspired bathroom complete with an American Standard jetted soaking tub, an oversized walk-in shower, and raised double vanities for added comfort and convenience. The inviting family room impresses with soaring vaulted ceilings, a cozy brick gas fireplace, and an abundance of natural light streaming through stunning Palladian windows, all complemented by upgraded trim details throughout the home. Every space feels bright, open, and welcoming. Step outside to a Trex deck overlooking a beautiful, level backyard & mature trees, backing to secluded common area—an ideal setting for relaxing, entertaining, or simply enjoying the peaceful surroundings. Move-in ready and filled with quality upgrades, this home offers comfort, style, and easy living all in one—truly a must-see in the upscaled section of the City of Winchester, Virginia that shows beautifully!

1416 Gordon Pl, Winchester

Listing courtesy of Samson Properties. Contact:

Selling Office: RE/MAX Roots.

$622,490

Experience effortless living in our Willow Run Active Adult community! Our Azalea floorplan is a thoughtfully designed 1,888 sq. ft. ranch home blending style and functionality in a single-level open layout. The moment you step inside the home; you will be greeted by an inviting foyer leading you into the heart of the home. The dining room seamlessly connects with the living room and kitchen, ideal for entertaining. The chef’s kitchen boasts stainless steel appliances, a walk-in pantry, and a breakfast bar. From the breakfast nook, step through the sliding glass door to a covered porch, perfect for outdoor gatherings or morning coffee. The main level also features three generously sized bedrooms and two modern bathrooms - including a serene owner’s suite with dual vanities, a tiled walk-in shower, and generously sized walk-in closet. Need space for visiting friends or family? The finished basement offers an additional 1,021 sq. ft. of a living space with a rec room, full bath, and bedroom – plus 700 sq. ft. of unfinished space for storage. Completed with a large laundry room, two-car garage, and a low-maintenance lifestyle, the Azalea offers comfort and convenience. Embrace one-story living and make The Azalea your perfect new home! Ready to move- in! *Photos, 3D tours, and videos are representative of plan only and may vary as built.

Experience effortless living in our Willow Run Active Adult community! Our Azalea floorplan is a thoughtfully designed 1,888 sq. ft. ranch home blending style and functionality in a single-level open layout. The moment you step inside the home; you will be greeted by an inviting foyer leading you into the heart of the home. The dining room seamlessly connects with the living room and kitchen, ideal for entertaining. The chef’s kitchen boasts stainless steel appliances, a walk-in pantry, and a breakfast bar. From the breakfast nook, step through the sliding glass door to a covered porch, perfect for outdoor gatherings or morning coffee. The main level also features three generously sized bedrooms and two modern bathrooms - including a serene owner’s suite with dual vanities, a tiled walk-in shower, and generously sized walk-in closet. Need space for visiting friends or family? The finished basement offers an additional 1,021 sq. ft. of a living space with a rec room, full bath, and bedroom – plus 700 sq. ft. of unfinished space for storage. Completed with a large laundry room, two-car garage, and a low-maintenance lifestyle, the Azalea offers comfort and convenience. Embrace one-story living and make The Azalea your perfect new home! Ready to move- in! *Photos, 3D tours, and videos are representative of plan only and may vary as built.

119 Scented Rose Way, Winchester

Listing courtesy of D R Horton Realty of Virginia LLC. Contact:

Selling Office: Redfin Corporation.

$619,990

Welcome to Abrams Pointe QUICK MOVE-IN HOME! The Rockford Floorplan is a beautiful 4-bedroom, 2.5-bath home over to 2800 square feet of living space. This single-family home design features an open floor plan, highlighted by a spacious great room, a light-filled kitchen, a sunroom extension, and a breakfast area. On the second floor, you'll find 4 bedrooms and 2 bathrooms, including a large owner's retreat with a private bath and a walk-in closet, as well as a conveniently located laundry area. The lower level features a fully finished basement with full bath and door to backyard.