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801 Fairmont Ave, Winchester
$4,500,000
Unprecedented Development Opportunity, City of Winchester, 10.34 acres plus 3 SFH fronting Fairmont Ave (additional 1.09 acres). Gateway to downtown Old Town Winchester. Prime location for high density multifamily and mixed use commercial. Public utilities to site. Truly a catalyst development opportunity, located in the fast growing metropolitan area in Virginia. Voted #1 Main Street and Places to Retire. Also available, 27.20 acre parcel in County, immediately adjacent, also planned for high density development. MLS# VAWI2007698 Summary: OFFERING #1: CITY PARCELS (4) ZONING: Neighborhood Design District, 50 UNITS PER ACRE 801 Fairmont - 10.34 ACRES with 1400 SF office, multiple outbuildings 871 Fairmont - .17 acres with 1x 3/1 SFH 867 Fairmont - .50 acres 720 SF office 893 Fairmont - .42 acres with 1x 4/1 SFH and 2 small tenant cottages $4,500,000.00 TOTAL OFFERING #2: COUNTY PARCEL (1) ZONING: Urban Development, 20 UNITS PER ACRE 27.2 ACRES $4,000,000.00 TOTAL

801 Fairmont Ave, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

North Frederick Pike, Winchester
$4,000,000
Unprecedented Development Opportunity, County of Frederick, 27.2 acres in land use plan for high density rezoning (RP) and development (currently zoned RA, will require rezoning). Ideal townhouse and apartment project. Gateway to downtown Old Town Winchester. Public utilities to site. Truly a catalyst development opportunity, located in the fast growing metropolitan area in Virginia. Voted #1 Main Street and Places to Retire. Also available, total of 11.43 acres parcel in City, immediately adjacent, also planned for high density development. MLS# VAWI2007696. Summary: OFFERING #1: CITY PARCELS (4) ZONING: Neighborhood Design District, 50 UNITS PER ACRE 801 Fairmont - 10.34 ACRES with 1400 SF office, multiple outbuildings 871 Fairmont - .17 acres with 1x 3/1 SFH 867 Fairmont - .50 acres 720 SF office 893 Fairmont - .42 acres with 1x 4/1 SFH and 2 small tenant cottages $4,500,000.00 TOTAL OFFERING #2: COUNTY PARCEL (1) ZONING: Urban Development, 20 UNITS PER ACRE 27.2 ACRES $4,000,000.00 TOTAL

North Frederick Pike, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

144 Robinson Dr, Winchester
$2,599,000
4 Beds ⋅ 6 Baths
This upscale custom home blends clean, modern comfort with rustic charm—and does it sublimely with nearly 5,000 finished square feet on one level, including a separate in-law suite. Resting on 5.38 pastoral acres, the handsome façade includes charming details like exposed beams, stonework, classic exterior barn lighting, a metal roof, and a grand covered porch with stunning details that preview the craftsmanship inside. The entry welcomes you to a great room with some delineations for the dining and kitchen areas. Plank hardwood floors, high ceilings, and pleasing neutral colors combine with fetching built-ins, exposed beams, and lighting that create an environment that’s cozy, elegant, and inviting. The dining area to the left has a handy built-in bar and wine cooler. The roomy kitchen is a chef’s dream with its pristine white cabinetry, upscale appliances, and a four-seat wooden island with a quartz countertop that matches the rest of the kitchen counters and backsplash. The crown jewel is the main living area with its luxurious lounge space, anchoring stone fireplace, and beams overhead, adding to the seamless ease of this floorplan. The main home has three bedrooms and 3.5 baths, along with a sizeable laundry room with counterspace and storage galore plus another room perfectly suited for a den, library, or office. The bedrooms are thoughtfully designed, all with attached baths, and the owner’s suite can only be described as resplendent. With its location on one end of the home, the suite provides picturesque views of the outdoors not only from the generous bedroom itself, but also in the bright sitting area, offset by glass barn doors. In addition to a deluxe walk-in closet, the ensuite offers a stylish double vanity, standalone soaking tub, and walk-in shower. The in-law suite is separated by a breezeway with its own entrance and contains the same high-end features in terms of floors, color scheme, and vibe. The common area is both practical and comforting with natural light in the kitchen, dining, and living rooms, the latter getting a dose of ambiance from the stone fireplace. A large bedroom and attached bath sit adjacent, along with a laundry room, and a screened-in porch overlooks the backyard. And let’s talk about the attractive pool and patio area. It’s the icing on the cake—spacious with covered and open seating and dining and a rectangular heated pool at its center. An pool house provides a bar/kitchenette and entertainment center (with TV!) with a pull-out awning for extra shade plus a half-bath and changing room. The area is fenced and landscaped as thoughtfully as the rest of the home and surrounded by lush lawn with a backdrop of mature hardwoods, making for an idyllic setting. There’s also a three-car garage (with bonus room), and a separate outbuilding to use as you like that are both fully heated and cooled. Built with craft and care three years ago, this is arguably the best lot in Frederick County, and with a Winchester address, it’s close to amenities and main arteries, while still offering a quiet, private enclave that is seriously swoon-worthy.

144 Robinson Dr, Winchester

Listing courtesy of Colony Realty. Contact:

1950 Jones Rd, Winchester
$1,750,000
4 Beds ⋅ 6 Baths
Tucked away on a private lane bordered by an elegant stone wall, this impressive all-brick residence offers approximately 8,000 square feet of exceptional living space in a setting defined by privacy, quality and timeless architectural appeal. From the moment you arrive, the grand scale and distinguished exterior create a remarkable first impression. Inside, expansive rooms, refined finishes, and thoughtfully designed living spaces provide an ideal setting for both sophisticated entertaining and comfortable everyday living. The substantial floor plan offers exceptional versatility, with generous gathering spaces, private retreats, and abundant light throughout. This remarkable home has a primary bedroom on the main level, plus another on the upper level for a total of 4 bedrooms, 5 and a half bathrooms, a lower level recreation room, featuring a golf simulator, that walks out to the saltwater pool and pool house. With a gas fire pit and hot tub.The primary bathroom features a steam shower, heated flooring, and his-and-hers vanities. The gourmet kitchen includes a large island, SubZero 48 refrigerator, Wolf drawer microwave, GE Cafe gas cooktop and double ovens. Four-zone heat and cooling. The combination of all-brick construction, a secluded private lane, and the character of the surrounding stone wall creates a rare sense of permanence and exclusivity. This is truly a special property; an extraordinary home offering the space, privacy and presence expected of a distinguished estate.

1950 Jones Rd, Winchester

Listing courtesy of Colony Realty. Contact:

Light Road, Winchester
$959,000
3 Beds ⋅ 3 Baths
Your Dream Home in the Woods – To Be Built on 20 Unrestricted Acres! Create your own family compound, farm, hobbies, your choice. Imagine coming home to this stunning modern farmhouse nestled on twenty wooded and open acres with pleasant peaceful views. This thoughtfully designed home features spacious living areas, modern finishes, exterior that blends beautifully with its natural surroundings. Perfect for those seeking privacy, peace, and the beauty of nature, yet with convenient access to nearby amenities. Plenty of room for outdoor recreation, gardening, or simply enjoying the view from your porch. Build your dream lifestyle here – endless possibilities on unrestricted land! Escape to a serene retreat of rolling meadows, shady woodlands, and sparkling little ponds. Here, the land is alive—deer wander gracefully through the trees, wild turkeys stride across the fields, and songbirds fill the air with music. Bring your horses, cows, goats, or sheep to graze the open pastures, or simply enjoy the peace of living alongside nature. This is more than just land—it’s a private sanctuary where farm life, wildlife, and natural beauty come together in perfect harmony.” In the summer, kids might toss in a line, pulling out a perch or even a fat catfish. Families might watch dragonflies skimming the water’s edge. At night, fireflies light up the grasses around the pond, adding to the magic. Builder is also willing to build your plans. Price is projected and subject to change.

Light Road, Winchester

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

Light Road, Winchester
$959,000
3 Beds ⋅ 3 Baths
Your Dream Home in the Woods – To Be Built on 20 Unrestricted Acres! Create your own family compound, farm, hobbies, your choice. Imagine coming home to this stunning modern farmhouse nestled on twenty wooded and open acres with pleasant peaceful views. This thoughtfully designed home features spacious living areas, modern finishes, exterior that blends beautifully with its natural surroundings. Perfect for those seeking privacy, peace, and the beauty of nature, yet with convenient access to nearby amenities. Plenty of room for outdoor recreation, gardening, or simply enjoying the view from your porch. Build your dream lifestyle here – endless possibilities on unrestricted land! Escape to a serene retreat of rolling meadows, shady woodlands, and sparkling little ponds. Here, the land is alive—deer wander gracefully through the trees, wild turkeys stride across the fields, and songbirds fill the air with music. Bring your horses, cows, goats, or sheep to graze the open pastures, or simply enjoy the peace of living alongside nature. This is more than just land—it’s a private sanctuary where farm life, wildlife, and natural beauty come together in perfect harmony.” In the summer, kids might toss in a line, pulling out a perch or even a fat catfish. Families might watch dragonflies skimming the water’s edge. At night, fireflies light up the grasses around the pond, adding to the magic. Builder is also willing to build your plans. Price is projected and subject to change.

Light Road, Winchester

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

Oak Ridge Lane, Winchester
$949,000
4 Beds ⋅ 4 Baths
TO BE BUILT: Fauver and Browning Homes proudly presents The Tremont House—a masterfully designed modern residence that blurs the line between architecture and nature. Thoughtfully crafted to harmonize with its surroundings, this home offers a calm, refined living experience. Tucked at the end of a private cul-de-sac in desirable Fairway Estates, overlooking Winchester Country Club, the design showcases oversized windows, soaring ceilings, and abundant natural light. An expansive rear deck creates an elegant, low-maintenance outdoor setting ideal for both relaxation and entertaining, while elevated finishes and appliances enhance the home’s modern sophistication. The primary suite is conveniently located on the main level, serving as a true private retreat with direct patio access, a generous walk-in closet, and a spa-inspired bath featuring a soaking tub, large walk-in shower, and enclosed water closet. Upstairs, three additional spacious bedrooms, all with 10-foot ceilings, provide flexible living space for family, guests, or home offices. Natural light fills every room, reinforcing the home’s airy, open feel. Base price (home + lot) starts at $949,000. A premium option allows you to expand your living space with an optional 600–800 sq ft walkout basement, complete with a private patio and infinity plunge pool. Located just minutes from Winchester’s downtown, The Tremont House offers contemporary luxury in a peaceful, private setting. Features of The Tremont House: *4 bedrooms *3 full bathrooms and 1 half bath *Luxury primary bathroom with soaking tub and large walk-in shower *Oversized windows throughout for exceptional natural light *Dramatic 21′4″ ceiling in the living room *10-foot ceilings on both first and second floors *Front and rear decks for seamless indoor-outdoor living *Modern doors and window systems *Flat roof contemporary design *Optional 600–800 sq ft walkout basement (additional investment) Stand apart with this striking modern home by Fauver and Browning Homes—an upscale, thoughtfully designed residence tucked away on a private cul-de-sac just moments from downtown Winchester (final will be similar to rendering). Welcome home.

Oak Ridge Lane, Winchester

Listing courtesy of Colony Realty. Contact:

485 Lake Serene Dr, Winchester
$939,000
5 Beds ⋅ 4 Baths
A rare opportunity to live on Lake Serene - Welcome to your private lakefront retreat on Lake Serene, where lake-life meets timeless craftsmanship. Tucked among the trees on one of Frederick County's most sought after private lakes, this beautifully renovated waterfront home offers the perfect balance of luxury, recreation and everyday comfort. Completely transformed in 2016 with a 2-story addition and thoughtful modern updates throughout, the home features a stunning custom Chefs Kitchen with rich cherry cabinetry, elegant soapstone countertops, KitchenAid gas range and Viking range hood. The spacious main level offers bright rooms bathed in natural light, gleaming hardwood flooring all showcased with fresh neutral paint and bright white trim. This floorplan flows from room to room offering space for large gatherings while feeling intimate and private. The kitchen overlooks the beautiful family room with gorgeous windows and waterfront views. This is the perfect spot for movie night or watching the game. From here the floor plan flows to spacious dining room and living room with fireplace. Step out onto the Trex Deck which overlooks the lake. Enjoy the view with your morning coffee or evening cocktail. This is the place to be. Upstairs offers 3 bedrooms including the Primary Suite which has been completely updated with beautiful spa-inspired bath. With lake views, the primary suite offers privacy and generous closet space. The two additional bedrooms have a view of the pool and share a gorgeously remodeled hall bath. Laundry and powder room are also located on the main-level allowing for everyday living activities to happen on the upper floor. Move to the lower level to find game room or office, a huge recreation room, 2 additional bedrooms (one presently used as fitness room), another beautiful full bath, wet bar and storage areas. With just under 4000 finished square feet you have all the space you need to live and extra space for storage. The 2016 renovation included 50 year architectural shingles on entire home and garage, new gutters with gutter guards, all new windows, entire home sprayed with foam insulation behind drywall; ceilings and walls, addition of Trex Deck with Trex railings and stairs to backyard, brand new custom door from family room to deck. Recent updates include, new HVAC 2022, new pool liner & pool steps 2025, pool pump replaced in last 5 years, entire home repainted August 2026, Septic pumped 2026, Chimney cleaned 2026, HVAC serviced 2026. Next - Step outside and discover your own private retreat. Extensive hardscaping; stamped concrete walkways and patio, and beautiful circular driveway with extra pull-offs, an oval in-ground heated pool, multiple outdoor entertaining spaces, and mature landscaping create a resort-like setting that's perfect for summer afternoons and evenings with views of the lake. A detached 2-bay garage also has a bonus room with fireplace which was originally utilized as an office now acts as a pool house. Life at Lake Serene is about more than the home itself. Enjoy boating, kayaking, fishing, paddleboarding, or simply relaxing by the water. Homes on Lake Serene are exceptionally limited, with many properties remaining in the same families for generations. Even more uncommon is finding a home that has already been tastefully updated—allowing you to begin enjoying the lake lifestyle immediately instead of planning years of renovations. The lake offers a boat launch area for residents only at the dam, walking paths & winter boat storage. Whether you're searching for a full-time residence or the ultimate weekend escape, this exceptional waterfront property offers a rare opportunity to own one of the area's most desirable lake homes. Come experience why life is simply better at Lake Serene.

485 Lake Serene Dr, Winchester

Listing courtesy of MarketPlace REALTY. Contact:

119 Cheifton Pl, Winchester
$799,900
4 Beds ⋅ 4 Baths
Boasting timeless architectural charm and sweeping countryside views, 119 Cheifton Place offers an extraordinary lifestyle on an expansive two plus acre lot. Frame-worthy curb appeal greets you with lush landscaping, tall shade trees, and a welcoming covered porch, while a wide driveway and attached three-car garage comfortably accommodate all your guests. Inside, an inviting foyer detailed with refined pillars, custom crown molding, and wainscoting sets a sophisticated tone. Host formal dinners in the dedicated dining room, or work in peace behind the glass French doors of the private main-floor office. The expansive family room anchors the main floor with its high vaulted ceilings, cozy stone fireplace, and abundant natural light pouring in through large picture windows. Nearby, the well-appointed kitchen features timeless cherry cabinetry, a center island, stainless steel appliances, and a bright breakfast nook. A flexible den just off the kitchen boasts vaulted ceilings and tons of windows showcasing beautiful views, offering endless possibilities as a playroom, library, or secondary sitting room. A main-level powder room and a spacious laundry room with built-in storage complete this thoughtfully designed main living area. The main-level primary suite serves as a serene retreat, complete with expansive windows, two fabulous walk-in closets, and a spa-like ensuite bath featuring double sinks, a deep soaking tub, and a separate walk-in shower. Two additional generously sized bedrooms and another full bath round out the main floor. Downstairs, the finished walkout basement exponentially expands your living options, flooded with natural light from large windows. This thoughtfully finished lower level offers unprecedented flexibility, featuring a huge recreation room, a media room tailored for movie nights or game days, a bright work space, a private guest bedroom, a third full bath, and an unfinished area perfect for storage. Whether you imagine an in-law suite, a high-end game room, a home gym, or the ultimate entertainment hub, this versatile space delivers endless possibilities. Designed for seamless indoor-outdoor entertaining, the exterior is a private oasis framed by meticulous landscaping. Relax on the rear deck while taking in breathtaking panoramic views of the lush rolling countryside, gather for crisp autumn evenings around the fire pit on the lower brick patio, or unwind in the shade on the covered patio directly off the basement walkout. Impeccably maintained inside and out, this remarkable property is a rare find offering unmatched space, classic design, and resort-style living in a prime location minutes to agritourism, downtown Winchester, schools, shopping and more.

119 Cheifton Pl, Winchester

Listing courtesy of Colony Realty. Contact:

434 Millwood Ave, Winchester
$795,000
Well established, reputable, and long-standing auto service center in a prime location at the intersection of Millwood Avenue and Pleasant Valley Road directly across from Shenandoah University. Presently doing business as Jim’s Auto Service Center. Excellent location, visibility, exposure, and sign location opportunities. Two bay garage doors equipped with two pneumatic lifts, providing new tire sales, tire repairs, batteries, oil changes, lube and filter replacement, fluids, flushing, belts and hoses, brake services, air conditioning services, wheel balancing, frontend alignment and more. The sales price includes the business, long-standing list of loyal customers and specified equipment and tools. Tours by appointment only with the exclusive listing agent. Call agent now for more details.

434 Millwood Ave, Winchester

Listing courtesy of Oakcrest Commercial Real Estate. Contact:

210 Jackson Dr, Winchester
$750,000
2 Beds ⋅ 3 Baths
Garage space like this is hard to find. Set on 10.05 private acres in Deerfield Estates, this all-brick rancher is anchored by a five-bay detached garage (garage lifts do not convey) with full electric, a half bath, metal roof, and six garage door openers, plus a two-car attached garage. A separate two-story outbuilding adds even more flexibility with ceramic tile flooring and built-in cabinetry, making it well suited for hobbies, projects, storage, or additional workspace. An additional 8x10 shed conveys, and a whole-house generator adds valuable backup power. Mature trees surround the property and create a private setting across two parcels. Inside, hardwood flooring runs throughout the main level, where the primary suite features an impressive custom shower. The main level also includes a guest bedroom and full bath, living room with gas fireplace and brick surround, luxury kitchen with brand-new appliances, separate dining area, and laundry room with wash sink and built-in cabinetry. The fully finished lower level features LVP flooring throughout and expands the living space with an oversized family room and second gas fireplace, full bath, large walk-in closet, dog spa station, and two bonus rooms ready for office, hobby, or flex use. A rare combination of acreage, privacy, garage capacity, backup power, and versatile space inside and out.

210 Jackson Dr, Winchester

Listing courtesy of Dandridge Realty Group, LLC. Contact:

903 N Loudoun St, Winchester
$750,000
Lot 2 is half in Winchester City (tax ID # 134003-35) at 903 N. Loudoun St., & half in Frederick County (tax ID #54-A-50.) Mixed use zoning HR & B2. The county side has a brick residential structure, address 909 Martinsburg Pk, and city half is cleared land/ lot. The total sq ftg is 108,325 (2 & half acres.) Road frontage on Loudoun & Martinsburg PIke is 250 feet. The rear of lot is North Braddock St, at 314 feet road frontage. Braddock Street side was previously approved by city & county for 2 level town homes (expired.) The proposed townhouse project was named North End Estates. Plat shows 8 units in the city (on the right side of the lot, adjacent to a towhome row building) which were previously approved for 3 bedroom units. Those lots are larger. Six smaller lots, on the Frederick County side (left,) for 2 bedrm units (behind the brick farmhouse.) There was a planned 50' buffer easement along the back (where my sign is located behind animal hospital .) One and a half acre total size for back side of lot (68,484 sq ftg.) Access off Rt 11 at Jackson to right onto North Braddock St (which dead ends there.) Plats for your review. Or developer or builder may submit a different plan for approval. Engineer/architecture plans to convey with sale or have your own plans redrawn.

903 N Loudoun St, Winchester

Listing courtesy of Coldwell Banker Elite. Contact:

136 Plaid Hill Dr, Winchester
$729,990
5 Beds ⋅ 5 Baths
Rare cul-de-sac opportunity in sought-after Snowden Bridge! This stunning 5-bedroom Sinclair is under construction for a year-end move-in and offers the perfect blend of space, style, and location. Unwind on the screened porch overlooking your backyard retreat, while luxury vinyl plank flooring flows throughout the main level. The gourmet kitchen shines with stainless steel appliances, a designer hood, quartz countertops, farmhouse sink, and abundant gathering space. A flexible front room is ideal for a home office, while the mudroom keeps everyday living organized. Upstairs, the luxurious primary suite features a spa-inspired bath with a freestanding soaking tub, frameless glass shower, and quartz vanities. Three additional bedrooms, two full baths, and a convenient laundry room with sink complete the second floor. The finished lower level adds even more living space with a recreation room, fifth bedroom, and full bath. Located just minutes from shopping, dining, and entertainment in Winchester, Snowden Bridge offers resort-style living with a pool, pirate water park, indoor sportsplex, dog park, trails, bike track, playgrounds, and more. Ask about builder incentives! Photos are of a similar home and may show optional features.

136 Plaid Hill Dr, Winchester

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

223 Fairfield Dr, Winchester
$725,000
5 Beds ⋅ 4 Baths
Beautifully remodeled with exceptional care and attention to detail by its current owners, this stunning 5-bedroom, 3-bath home offers over 4,400 finished square feet on a private 0.35-acre corner lot with NO HOA. Thoughtfully designed for comfortable everyday living, the home features four bedrooms on the upper level and a fifth bedroom on the main level with convenient access to a full bath, ideal for guests, a private home office, or additional living space. The main level showcases hardwood flooring, a spacious family room with an impressive stone fireplace, and an elegant formal dining room enhanced by decorative moldings. The gourmet kitchen, renovated in 2021, features quartz countertops and backsplash, a large center island, a pantry, and a built-in desk/workstation, perfect for working from home, organizing daily tasks, or a study area. The outdoor spaces are equally inviting and include a covered rear porch, a renovated deck (2024), a paved patio (2022), and a fully fenced backyard—perfect for relaxing or enjoying time with family and friends. The fully finished walk-out basement with its own private entrance offers exceptional versatility. It features a spacious open recreation area with a kitchenette, a full bathroom, and two finished bonus rooms that can easily be used as an office, gym, playroom, hobby room, media room, or any flexible space to fit the new owner's needs. Major improvements completed by the current owners include new flooring (2021), renovated bathrooms (2021), new fence (2022), paved patio (2022), renovated deck (2024), basement renovation with kitchenette and full bathroom (2024), primary bathroom renovation (2025), fresh interior paint throughout (2026), plus new windows and a new HVAC system. Conveniently located near shopping, restaurants, Route 7, Route 50, and I-81, this meticulously maintained home combines modern updates, versatile living spaces, and the convenience of being truly move-in ready.

223 Fairfield Dr, Winchester

Listing courtesy of Samson Properties. Contact:

159 Abrams Pointe Blvd, Winchester
$724,900
5 Beds ⋅ 5 Baths
***SELLER IS WILLING TO CONTRIBUTE UP TO $20,000.00 IN CONCESSIONS TOWARD BUYER CLOSING COSTS OR POINT BUY-DOWN WITH AN ACCEPTABLE OFFER.*** Better than new in coveted Abrams Pointe! This pristine 5-bed, 4.5-bath home offers effortless luxury with gleaming hardwoods on two levels, and smart-home tech throughout. Highlights include a dramatic 2-story foyer, a main-level office behind French doors, and an upgraded gourmet kitchen with GE Café appliances and quartz counters. Unwind in the grand primary suite featuring a private sitting room, double-sided fireplace, and spa-inspired bath. The fully finished lower level adds a recreation room, the 5th bedroom, and a full bath. Minutes from historic Old Town Winchester, local shops, and dining. Why wait for a new build when this showstopper has it all? Schedule your personal tour today!

159 Abrams Pointe Blvd, Winchester

Listing courtesy of Keller Williams Realty. Contact:

3764 Northwestern Pike, Winchester
$715,000
4 Beds ⋅ 3 Baths
RARE FIND! Discover the freedom and possibilities that come with 12.17 wooded acres—no HOA, no restrictions, just endless opportunity. Whether you're dreaming of creating a self-sufficient homestead, establishing a hobby farm, enjoying outdoor recreation, or simply escaping to your own private retreat, this exceptional property is ready to make it happen. The outdoor amenities are truly unmatched. A paved driveway leads to the home with both asphalt and gravel parking areas. Three powered outbuildings provide incredible flexibility, including a 20' x 40' insulated building complete with a chimney and lean-to, plus two additional sheds, one with its own lean-to. The established goat pen and chicken pen are equipped with both water and electric, making it easy to begin or expand your homesteading lifestyle. Outdoor enthusiasts will appreciate the private shooting range with berm, existing ATV trails winding through the woods, a 50-amp RV hookup, covered carport, and a relaxing hot tub to unwind after a day spent enjoying your land. The well-maintained brick rancher offers over 3,096 square feet of thoughtfully designed living space with 4 bedrooms and 3 full bathrooms. The beautifully updated kitchen is both stylish and functional, featuring luxury vinyl plank flooring, recessed lighting, rich earth-toned cabinetry and countertops, and an LG stainless steel appliance package less than one year old. Crown molding enhances the main-level living areas, while the formal dining room provides the perfect setting for holiday gatherings, complete with a cozy fireplace for added ambiance. Large windows fill the spacious living room with natural light, and a second fireplace creates a warm and inviting atmosphere during cooler months. The main level also includes three generously sized bedrooms and two full bathrooms. The fully finished lower level expands your living space with a spacious recreation room featuring tile flooring and an impressive stone fireplace with a wood stove that has a stainless steel liner. This level also offers a private bonus suite doubling as the 4th bedroom with a full bathroom, extra bonus space, and separate laundry room—ideal for guests, multi-generational living, or additional workspace. Laundry hookups are conveniently located on both levels, and there is a water treatment system and sump pump in the basement. This property is highly accessible, located just minutes from major highways and everyday conveniences, with an airport and top-tier medical care within a 15-minute drive. Properties offering this combination of unrestricted acreage, move-in-ready living, functional outbuildings, and exceptional outdoor amenities are becoming increasingly difficult to find. Whether you're looking to homestead, raise animals, enjoy outdoor recreation, or simply embrace country living without restrictions, this property offers the lifestyle you've been searching for. Don't miss this rare opportunity to own a truly one-of-a-kind property with room to live, work, play, and grow!

3764 Northwestern Pike, Winchester

Listing courtesy of Touchstone Realty, LLC. Contact:

Lot 7 Cedar Creek Grade, Winchester
$689,000
The seller has made a significant price adjustment to better align the property with current market conditions, creating an outstanding opportunity for buyers. With the new pricing, this property offers exceptional value and is positioned for serious consideration. If you've previously considered this property, now is the time to take another look. ** House and 5+ acres also offered for sale. Reference MLS# VAFV2045418 Rare opportunity to own 64+ scenic acres on the desirable west side of Winchester, VA. This preservation parcel offers one building right and features a beautiful mix of open land and partial woodland, providing both usability and privacy. Formerly an apple orchard, the property is well suited for a small farm, specialty crops, or vineyard, with potential for additional uses with an approved Conditional Use Permit. Surrounded by nearby vineyards, farmers markets, and a wedding venue within a half mile, the location offers strong agritourism appeal. Enjoy gorgeous views and a peaceful rural setting, all while being just 10–15 minutes from downtown Winchester, grocery stores, and Winchester Medical Center. An exceptional opportunity for agricultural use, a private estate, or a thoughtfully planned preservation property in one of the Shenandoah Valley’s most sought-after locations.

Lot 7 Cedar Creek Grade, Winchester

Listing courtesy of Keller Williams Realty. Contact:

741 Airport Rd Unit 2, Winchester
$665,000
Elevate your aircraft ownership experience with a choice of premium hangars at Winchester Regional Airport (KOKV), conveniently situated less than 90 minutes from Washington, D.C. This extensive development comprises 32 hangars, with three units already sold and three more available for immediate delivery. The available hangars include sizes of 52’ x 50’ and a single larger unit of 60’ x 50’. Future phases will feature diverse hangar sizes, including standard 60' x 60' units, a unique 150' x 150' hangar, and a dedicated restaurant pad, enhancing the facility's amenities. Each hangar offers the potential for extensive customization, including options for fully equipped offices, comfortable pilots’ lounges, or additional storage solutions, allowing owners to tailor spaces to their specific needs. Located in Frederick County, aircraft owners benefit from lower personal property taxes, providing a substantial financial advantage. Being outside the SFRA DC flight zone also facilitates private and unrestricted travel. Investing in Winchester Regional Airport not only secures a valuable asset but also ensures a luxurious and efficient aviation lifestyle. Seize this opportunity to be part of one of Virginia’s top emerging aviation hubs, where privacy and cost-efficiency converge with unparalleled convenience. This section of Airport Road is easily accessible from route 50, Millwood Pike, and close to downtown Winchester, and just 35 minutes from historic Middleburg.

741 Airport Rd Unit 2, Winchester

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

2484 Scotch Bonnet Dr, Winchester
$644,490
6 Beds ⋅ 6 Baths
6-bedroom, 5.5-bath Monroe sits on a desirable cul-de-sac in Snowden Bridge and is still under construction, giving you time to select your own cabinets, countertops, and flooring. The main level features a convenient guest suite. The kitchen boasts Gourmet Stainless Steel Appliances with hood, quartz counters and a farmhouse style sink. Oak stairs lead to the 2nd level. The primary suite has 2 walk in closets, and the ensuite offers dual vanities and shower with frameless door. 3 secondary bedrooms and 2 additional baths are found on the upper level along with the convenient laundry room. Walkout lower level with 9' foundation walls, comes finished with recreation room, bedroom and full bath, making this the perfect place to call home. Snowden Bridge is a premier master-planned community with exceptional amenities including a swimming pool, pirate water park, indoor sportsplex, community park, fenced in dog park, and playground. In addition, there is a bike track, walking trails, and a picnic pavilion. You won’t have to leave to have fun, but when you do you’re just minutes from all the convenience and entertainment around Winchester. Ask about builder incentives! Please note the photos are of a similar home while under construction.

2484 Scotch Bonnet Dr, Winchester

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

128 Wagtail Ln, Winchester
$634,990
5 Beds ⋅ 4 Baths
Brand New Matisse is Ready for Move In at Hiatt Pointe at Snowden Bridge, a community for those 55 or better! The heart of the home is an open-concept haven, seamlessly blending a gourmet kitchen, dining room, and spacious family room. The kitchen, a chef's dream, features a functional island, abundant storage, Carrrara Mist Quartz counters, burlap and flagstone stained cabinets plus a large pantry. Whether you're hosting a dinner party or enjoying a casual family meal, the adjacent dining room offers the perfect setting. Unwind in the luxurious primary suite, complete with a spa-like bathroom and ample closet space. Two additional bedrooms and full bathroom plus convenient laundry room off the 2-car garage complete this level. The upper level offers a loft, an additional bedroom and bath, and storage space. The walkout lower level is fully finished with rec room, 5th bedroom and full bath. Community will offer a gated entrance, bocce & pickleball courts, clubhouse with event room, fitness and yoga studio, outdoor kitchen with gas grill and an outdoor pool with hot tub. Snow, trash and recycling included. Please ask about special rate financing and closing costs available!

128 Wagtail Ln, Winchester

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

25 W Boscawen St, Winchester
$625,000
Awesome income-producing multi-unit property in the heart of downtown Winchester. This stately red brick building delivers immediate cash flow with a great documented CAP rate and all three units currently occupied with tenants paying all utilities. High ceilings and abundant natural light create desirable living spaces. Located just a half-block from the Winchester walking mall, residents enjoy walkable access to dining, shopping, and entertainment. The unfinished basement presents expansion potential for tenant storage or additional unit conversion, with the possibility of growing from 3 to 4 units. Street parking available with a public lot one block away. No HOA fees. A rare opportunity for portfolio growth in a prime downtown location.

25 W Boscawen St, Winchester

Listing courtesy of Your Home Sold Guaranteed Realty - East LLC. Contact:

222 Summerfield, Winchester
$615,000
3 Beds ⋅ 2 Baths
Welcome to one level living on Summerfield Drive - one of Winchester's most desirable streets! This impeccably maintained home features tasteful hardwood floors throughout all living and bedroom spaces. Vaulted ceilings, palladain windows and a stone fireplace add character and charm. Built in 2010 by local custom builder, Patriot Homes, the quality of craftsmanship is evident at every turn! The primary suite showcases an elevated tray ceiling, walk in closet, dual sinks, jetted tub, seperate shower and water closet. Secondary bedrooms are generously sized and each offers double closets. Bay windows and frech doors adorn the office/library room. Dining area features spectacular windows and more gorgeous wood flooring. Step into the kitchen to find warm wood cabinets, quartz countertops, tile backsplash, stainless steel appliances, pantry, bar seating, a breakfast nook and gas range! The full, unfinished basement is ready for storage or your custom finished living space. Outside a brick patio and mature landscaping are the icing on the cake. Water softener installed and rough plumbing in basement. This home sits minutes from Costco, dining, shopping and more. Come see all this home has to offer at our open house on Sunday, September 20 from 12pm-2pm!

222 Summerfield, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

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