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802 Appleseed Ct, Winchester
$364,900
3 Beds ⋅ 3 Baths
NO HOA! Space, Flexibility, Updates & a Beautifully Landscaped Backyard! Discover the possibilities in this spacious and versatile townhome offering a unique multi-level floor plan, inviting living spaces, and wonderful outdoor enjoyment. Thoughtful updates include a new roof and heat pump in 2025, a new hot water heater in 2026, and a beautifully remodeled full bath in 2024, making this home an exciting opportunity for its next owner! The main level welcomes you with a bright and cheerful living room featuring hardwood floors, a charming bay window, built-in shelving, and a wood-burning fireplace that creates the perfect setting for cozy evenings. The separate dining room is enhanced by crown molding and chair rail and offers a convenient closet for storing china and linens. The updated kitchen features Corian countertops, a sink overlooking the beautifully landscaped backyard, and included refrigerator, dishwasher, range, and disposer. A conveniently located half bath completes this level. Upstairs, the primary bedroom offers generously sized closets, accompanied by two additional bedrooms and a full bath. The first lower level expands the home's possibilities with a spacious L-shaped recreation room featuring sliding doors that open directly onto the deck—an ideal space for entertaining, relaxing, hobbies, or creating a comfortable second living area. A half bath and separate laundry room add to the convenience of this level. One of this home's exceptional features is the deck's walkway leading directly to the front of the home, providing convenient private access to the lower level without passing through the main living areas. Steps from the deck lead down to the beautifully landscaped rear yard, creating a peaceful, private oasis for outdoor enjoyment, gardening, or gatherings with family and friends. The additional walkout basement level offers abundant potential for storage, a workshop, or future use to suit your needs. Conveniently located near shopping, parks, walking paths, and a bus route, this home is nestled in an appealing neighborhood with sidewalks. With its flexible floor plan, numerous updates, inviting outdoor spaces, and the freedom of NO HOA, this is a home full of possibilities and one you won't want to miss!

802 Appleseed Ct, Winchester

Listing courtesy of Colony Realty. Contact:

660 Arden Ct, Winchester
$396,190
4 Beds ⋅ 4 Baths
660 Arden Court is an attractive new 3 level townhome with brick backing to trees in Winchester's premier Meadow Branch community and it is ready to move in! Our modern Adams floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. The main level with LVP Floors features a kitchen equipped with beautiful Quartz countertops, white cabinets, and stainless-steel appliances. The upper floor offers 3 bedrooms including a spacious owner's suite with a private bath and large walk-in closet and a convenient bedroom level laundry. Abrams Crossing at Meadow Branch features a fully walkable location and offers convenient access to I-81 and all major commute routes. It's close to shopping, restaurants, and Winchester Medical Center. Featuring America's Smart Home, D.R. Horton keeps you close to the people and places you value most. Simplify your life with a dream home that features hands-free communication, remote keyless entry, video doorbell, and so much more! It’s a home that adapts to your lifestyle. And with D.R. Horton's simple buying process and ten-year limited warranty, there's no reason to wait. *Photos, 3D tours, and videos are representative of plan only and may vary as built.

660 Arden Ct, Winchester

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

652 Arden Ct, Winchester
$393,495
4 Beds ⋅ 4 Baths
652 Arden Court is an attractive new 3 level townhome with brick backing to trees in Winchester's premier Meadow Branch community for November move-in. Our modern Adams floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. The main level with LVP Floors features a kitchen equipped with beautiful Quartz countertops, white cabinets, and stainless-steel appliances. The upper floor offers 3 bedrooms including a spacious owner's suite with a private bath and large walk-in closet and a convenient bedroom level laundry. Abrams Crossing at Meadow Branch features a fully walkable location and offers convenient access to I-81 and all major commute routes. It's close to shopping, restaurants, and Winchester Medical Center. Featuring America's Smart Home, D.R. Horton keeps you close to the people and places you value most. Simplify your life with a dream home that features hands-free communication, remote keyless entry, video doorbell, and so much more! It’s a home that adapts to your lifestyle. And with D.R. Horton's simple buying process and ten-year limited warranty, there's no reason to wait. *Photos, 3D tours, and videos are representative of plan only and may vary as built.

652 Arden Ct, Winchester

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

3135 Eton Pl, Winchester
$400,000
3 Beds ⋅ 3 Baths
Lofts at Creekside is one of the newest walkable communities in the city of Winchester with proximity to the upscale Creekside Station. Offering eateries, clothing stores, and professional services allows you to start or end your day at a plethora of local store fronts only steps from your home. Being only 2 years young allows the comfort of practically a new home in impeccable condition. Two car garage, front porch, and a recreation room greet you on the ground floor. Main level modern kitchen complemented by soft close cabinets and stunning countertops transitioning to the spacious living room with immense amount of natural light and back porch for morning coffee or evening happy hour. Condo association takes care of lawn maintenance and snow removal.

3135 Eton Pl, Winchester

Listing courtesy of RE/MAX Roots. Contact:

2919 S Pleasant Valley Rd, Winchester
$320,000
3 Beds ⋅ 2 Baths
SHORT SALE! Welcome to this adorable and beautifully refreshed Cape Cod, ideally located on a quiet street in Winchester City with no HOA! This move-in-ready home offers a comfortable and versatile floor plan, featuring a primary suite on the main level, plus two spacious bedrooms and a second full bathroom upstairs. Enjoy the peace of mind that comes with numerous recent updates and renovations completed in 2024, including architectural shingles, carport soffit, central heating and air conditioning with a dual-zone electric heat pump, crawl space sump pump and poly, and fresh paint throughout. Inside, you’ll find refinished real hardwood floors in the living areas and bedrooms, updated flooring in the kitchen and bathrooms, and numerous updated plumbing and light fixtures, vanities, outlets and switches. The Kitchen and primary bathroom feature a quartz countertop, an undermount sink with beautiful tiled shower with a glass door. This home offers a wonderful opportunity to move right in and enjoy.

2919 S Pleasant Valley Rd, Winchester

Listing courtesy of Keller Williams Realty Dulles. Contact:

12 N Purcell Ave, Winchester
$299,900
3 Beds ⋅ 1 Baths
A wonderful home, lovingly cared for and ready for you! Situated in a great location, this home has so much to offer. Relax on the covered front porch before stepping inside to a bright and inviting main level featuring rich hardwood floors and a spacious eat-in kitchen with plentiful cabinet space. Two sizable bedrooms and a full bath round out the main floor for comfortable, easy living. The upper level serves as an expansive additional bedroom full of original charm, showcasing warm hardwood floors and classic wood-accented walls alongside custom built-in shelving, an integrated dresser, and a cedar-lined closet. This versatile space offers endless possibilities to suit your lifestyle—whether you want a private primary suite, home office, or hobby room. The full, unfinished basement offers massive storage capacity, laundry facilities, chairlift access, and a dedicated workshop space perfect for tools and DIY projects. Outside, the large, fully fenced backyard is a rare find for a city lot—giving you plenty of room to garden, host, or let pets play freely, as well as a shed for handy outdoor storage. All of this is situated just blocks from Jim Barnett Park and Daniel Morgan Middle School, with quick access to local shopping, dining, historic downtown Winchester, and major commuter routes.

12 N Purcell Ave, Winchester

Listing courtesy of Colony Realty. Contact:

1008 S Cameron St, Winchester
$350,000
4 Beds ⋅ 2 Baths
This large two-story home seamlessly blends the timeless character of the 1930s with the modern updates today’s buyers appreciate. A classic covered front porch welcomes you home and offers the perfect place to enjoy your morning coffee or relax at the end of the day. Inside, classsic hardwood floors, high ceilings, elegant crown and baseboard molding, and stunning original built-in cabinetry between the living and formal dining rooms showcase the home’s historic charm. Thoughtful updates provide added comfort and convenience, including a renovated kitchen, updated bathrooms, bedroom-level laundry, new windows (2023), a new water heater (2023), and a new roof (2024). Situated on one of the larger lots in the neighborhood, this property also offers incredible outdoor potential. With convenient a convenient shared drive to the rear of the home where there’s plenty of room to add a garage, oversized workshop, or storage shed while still maintaining a spacious backyard for entertaining, gardening, or simply relaxing outdoors. Full of character, thoughtfully updated, and ideally located near all that Old Town Winchester has to offer, this special home is one you won’t want to miss!

1008 S Cameron St, Winchester

Listing courtesy of Redfin Corporation. Contact:

1853 Rosser Ln, Winchester
$385,000
2 Beds ⋅ 2 Baths
Welcome to easy one-level living in Willow Lawn Cottages, a popular 55+ community in Winchester! This well-maintained home has been freshly painted and offers 2 bedrooms and 2 full bathrooms. The open floor plan feels bright and spacious, with vaulted ceilings, plenty of natural light, and luxury vinyl plank flooring throughout. The kitchen includes granite countertops, updated cabinets, stainless steel appliances, and a built-in microwave. The primary bedroom has a walk-in closet and a private bathroom with a walk-in shower. You’ll also find main-level laundry, an attached one-car garage, a covered front porch, and a rear patio where you can relax outdoors. The HOA takes care of lawn maintenance and snow removal and provides access to the community clubhouse, gathering spaces, and sidewalks. Located close to Winchester Medical Center, shopping, restaurants, and historic downtown Winchester, this home offers comfort and convenience in a welcoming community.

1853 Rosser Ln, Winchester

Listing courtesy of Realty FC. Contact:

117 E Pall Mall St, Winchester
$350,000
3 Beds ⋅ 3 Baths
**SPECIAL FINANCING INCENTIVE! Sellers to offer up to $8133 in seller subsidy for temporary rate buy down (with Preferred lender) to subsidize and lower monthly payment for the first 2 years of ownership!** Welcome home to 117 E Pall Mall St! Ideally located within a mile of Shenandoah University and historic downtown Winchester! This 3 bedroom, 2.5 bath has lots of updates and upgrades! Updated kitchen and baths, stainless steel appliances, & a fenced in backyard! 2023 - Roof, siding, & electrical panel (and all breakers), updated kitchen and all baths, 2024 - repaired sump pump & new hot water heater, 2025 - new sewer line under driveway & from driveway to street, new LVP in kitchen, 2026 - replaced / leveled living room floor & subfloor, new LVP. Perfect for the first time homebuyers or investors looking for a home with great rental potential! Schedule your tour today!

117 E Pall Mall St, Winchester

Listing courtesy of Pearson Smith Realty, LLC. Contact:

1314 S Braddock St, Winchester
$270,000
3 Beds ⋅ 1 Baths
1314 S Braddock St is a one-story Winchester single-family home with a functional single-level layout. The kitchen is equipped with stainless steel appliances for everyday cooking and cleanup. The bathroom includes a tub and shower for daily use, and a dedicated laundry area with a stacked washer and dryer keeps utility tasks out of the main living space. Multiple bedrooms provide flexible room for sleeping or work-from-home use. Outdoors, a covered front porch offers a shaded sitting area, a rear deck extends the usable outdoor space, and a fully fenced backyard defines the grounds for outdoor activities. Clean interior finishes complete this well-maintained residence with practical amenities throughout every room.. Included 100-Day Home Warranty with buyer activation

1314 S Braddock St, Winchester

Listing courtesy of Open Door Brokerage, LLC. Contact:

135 S Kent St Unit 202, Winchester
$250,000
1 Beds ⋅ 1 Baths
Step into the charm of Historic Downtown Winchester with this beautifully renovated Urban Lofts Condominium, where history and modern living come together. Located in a home built in 1825, this unique property is just a short stroll to Winchester's favorite restaurants, boutique shopping, coffee shops, museums, and downtown events. Renovated in 2021, the condo offers stylish updates while preserving its historic character. The kitchen features quartz countertops, stainless steel appliances, a new refrigerator, and a new island with an integrated sink that creates the perfect gathering space. Fresh paint, modern lighting, a beautifully updated bathroom, and a built-in bookcase add to the home's appeal. The exposed brick fireplace serves as a striking architectural feature, adding warmth and character to the living room. (Fireplace is decorative only.) Whether you're looking for your own place in the heart of downtown or an investment opportunity, this low-maintenance condo offers the best of both worlds; historic charm, modern finishes, and an unbeatable location where you can leave the car behind and enjoy everything Winchester has to offer.

135 S Kent St Unit 202, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

211 213-215 E Clifford St, Winchester
$339,000
Exceptional investment opportunity in the heart of Winchester! This unique offering includes three income-producing rental units for one price: one duplex and one single-family home located at 211, 213, and 215 E. Clifford Street. The duplex features two separate 2-bedroom, 1-bath units, while the single-family home also offers 2 bedrooms and 1 full bath. The properties are deeded separately as two parcels (tax #193-01-T-9 & 193-01-T-8) , providing added flexibility for future investment strategies. All occupied units are currently rented on month-to-month leases, offering the new owner maximum flexibility to adjust rents, renovate, or continue operating as investment properties. As of the listing date, one unit is vacant, presenting an immediate opportunity to place a new tenant at market rent or occupy the property. Prospective buyers are welcome to drive by and walk the exterior of the properties. Interior showings are by appointment only. Whether you're looking to expand your rental portfolio or invest in a property with immediate income potential and future upside, this is a rare opportunity within Winchester City limits.

211 213-215 E Clifford St, Winchester

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

313 Avon Ct, Winchester
$177,000
2 Beds ⋅ 2 Baths
Newly remodeled 2-level townhouse located in a quiet, established neighborhood! This move-in ready home features a bright, sun-filled kitchen with a spacious eat-in dining area, two generously sized bedrooms, and 1.5 bathrooms. Enjoy the convenience of one assigned parking space directly in front of the home, plus a guest parking pass for unmarked spaces. Relax on the private rear deck or take a short, less than 5-minute walk to Frederick Douglass Park. Additional conveniences include central A/C and an in-unit washer and dryer. Recent updates include: New dishwasher New stove New microwave New kitchen faucet New toilets in both bathrooms New bathroom faucets New upstairs carpet New quartz kitchen countertops Major systems have also been updated: Updated refridgerator with added water line Washer and dryer are less than 3 years old HVAC system and water heater are less than 5 years old Condo fee covers: Trash disposal Exterior building maintenance (including roof) Common area maintenance Snow Removal Whether you're looking for your next home or an excellent investment opportunity, this property offers great value and rental potential. Property is being sold As-Is. Home inspection is for informational purposes only. *Conventional Loan and Cash only. FHA does not qualify for this property*

313 Avon Ct, Winchester

Listing courtesy of AMN Realty, LLC.. Contact:

410 S Cameron St, Winchester
$320,000
4 Beds ⋅ 2 Baths
Step into a home where timeless character and modern opportunity come together. This spacious property is filled with antique charm and unique details throughout. Featuring 4 bedrooms, 2 full bathrooms, and several versatile flex spaces, this home can easily adapt to your needs or offer increased income potential with a renovation. Enjoy the outdoor living opportunities with a private second-floor balcony and a shared first-level patio, perfect for relaxing or gathering with friends and family. Whether you're searching for a primary residence, an owner-occupied investment, or a property with income potential, this home offers exceptional flexibility in a highly desirable location. Ideally situated in the heart of Winchester, you'll be just minutes from the popular Old Town Winchester Walking Mall, with convenient access to shopping, dining, entertainment, and local attractions. Don't miss this opportunity to own a distinctive property in one of Winchester's most sought-after locations

410 S Cameron St, Winchester

Listing courtesy of Samson Properties. Contact:

936 Allen Dr, Winchester
$324,900
3 Beds ⋅ 2 Baths
Sellers are motivated and offering incentives. Charming, beautifully maintained all-brick ranch home at 936 Allen Drive! Built in 1965 by Kingsberry Homes using the sought-after Belden model, this special property has been lovingly cared for by one family since its construction and even includes the original architectural floor plans. Inside, the move-in-ready home offers stunning hardwood floors and an enclosed carport seamlessly converted into a spacious family room. The main-level layout features 3 bedrooms and 1.5 baths, including a fully renovated hallway bath with a modern walk-in shower. A full, unfinished basement provides massive storage potential, while the covered rear deck and patio overlook a beautifully landscaped backyard oasis. The sellers have recently invested in numerous proactive improvements, including completed foundation work, radon mitigation, electrical panel optimization, and recent HVAC service (supporting documentation available). Excellent location just minutes from historic downtown Winchester shops and dining, with effortless commuter access to Interstate 81 and Route 50 into Northern Virginia. A wonderful opportunity with important updates already addressed!

936 Allen Dr, Winchester

Listing courtesy of Dream Real Estate. Contact:

405 Shenandoah Ave, Winchester
$295,000
3 Beds ⋅ 1 Baths
Ideally situated just minutes from I-81 and a short drive to historic Old Town Winchester, this centrally located rambler offers both convenience and investment potential. Situated on a desirable corner lot, the property features a fenced yard and a storage shed for added functionality. The home has been recently refreshed with new paint and landscaping, providing excellent curb appeal and a well-maintained appearance. Whether you're looking to expand your investment portfolio or secure a future owner-occupied residence, this property presents a great opportunity. A tenant is currently in place through November 8, 2026, paying below market value, with potential for future rent increases. Enjoy immediate rental income and long-term upside in a sought-after location.

405 Shenandoah Ave, Winchester

Listing courtesy of Samson Properties. Contact:

601 Gray Ave, Winchester
$359,900
3 Beds ⋅ 2 Baths
Welcome to Gray Avenue! This beautifully updated 3-bedroom, 2-bath home offers over 1,700 square feet of stylish living space, blending timeless charm with modern finishes throughout. Rich hardwood floors flow throughout the home, creating warmth and character from the moment you step inside. The sun-filled living room feels bright and inviting, highlighted by a custom light fixture and a seamless connection to the formal dining area—perfect for hosting friends and family. The kitchen is a standout feature, boasting granite countertops, stainless steel appliances, white cabinetry, and designer-inspired finishes that make both cooking and entertaining a pleasure. Each bedroom is generously sized with ample closet space, while the thoughtful layout provides comfort and functionality throughout. Outside, a private cement parking pad adds everyday convenience. Packed with charm, natural light, and updates you'll love, Gray Avenue is the perfect place to call home.

601 Gray Ave, Winchester

Listing courtesy of Samson Properties. Contact:

540 Bellview Ave, Winchester
$385,000
3 Beds ⋅ 1 Baths
Attention investors! Charming rambler just minutes from historic Old Town Winchester with convenient access to I-81, making commuting simple and stress-free. This inviting home features beautiful hardwood floors, a spacious living room with a cozy fireplace, and a formal dining room perfect for hosting family and friends. The kitchen offers easy access to the backyard, creating a seamless flow for indoor-outdoor living and entertaining. Three generously sized bedrooms provide ample closet space, while the unfinished basement offers abundant storage and endless potential for future expansion, a home gym, workshop, or recreation space. Step outside to enjoy the privacy of the fully fenced backyard—ideal for relaxing evenings, pets, gardening, or entertaining guests. Great investment opportunity, tenant in place until 7/14/2026.

540 Bellview Ave, Winchester

Listing courtesy of Samson Properties. Contact:

437 Beechcroft Rd, Winchester
$369,000
2 Beds ⋅ 2 Baths
PRICE REDUCED! BRICK BEAUTY ON A CORNER LOT WITH AN ATTACHED CARPORT AND A FULL BASEMENT. This remodeled and freshly painted 2-bedroom, 2-bath rancher with newly refinished hardwood floors is move-in ready. In-town convenience with nearby shopping, restaurants and services. A short drive to commuter routes 81, 37 and 50, downtown and Winchester Medical Center. Perfect for those who are downsizing or just starting out, or even as an investment property. And there's no HOA! The seller will be installing a new roof and a radon remediation system. The house has replacement windows. Two wood-burning fireplaces. Large living room with a picture window. Formal dining room with a built-in cabinet. Primary bedroom with own bath has a walk-in shower. Central air and a whole house fan. The basement offers a large family room with a pool table, an office/den with built-ins, and a utility room. New vinyl plank flooring in kitchen. Tile floors in the bathrooms. New sinks and toilets. New tub/shower. Updated electric (1994). Public water. Has a 3-bedroom septic, according to health department records. Real estate and personal property sold as-is.

437 Beechcroft Rd, Winchester

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

1856 Melvor Ln, Winchester
$349,900
2 Beds ⋅ 2 Baths
Updated, Move-In Ready & Easy One-Level Living in Winchester! Welcome to 1856 Melvor Lane, a thoughtfully updated 2-bedroom, 2-bath home situated on a corner lot in an established 55+ community. Featuring an open floor plan, inviting living spaces, and HOA-provided lawn care and snow removal, this home offers comfort, convenience, and a low-maintenance lifestyle. Inside, cathedral ceilings and abundant natural light create an open, airy feel. Luxury vinyl plank flooring extends through much of the home, complemented by fresh interior paint and updated lighting. The kitchen features granite countertops, a tile backsplash, generous workspace, and an easy flow into the dining and living areas. The primary bedroom includes a walk-in closet and private full bath, while the second bedroom and additional full bath offer flexibility for guests, a home office, or hobbies. The corner lot offers a little extra breathing room, while neighborhood sidewalks, a community center, and HOA-organized activities add to the community's appeal. With lawn care and snow removal provided through the HOA, there's less routine yard work to manage. Conveniently located near Winchester Medical Center, shopping, dining, everyday services, and historic downtown Winchester, this home brings together modern updates, manageable space, and a convenient location.

1856 Melvor Ln, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

307 E Piccadilly St, Winchester
$319,000
3 Beds ⋅ 2 Baths
Welcome to 307 1/2 E Piccadilly Street, a charming detached home offering comfort, convenience, and character in the heart of Winchester. Ideally located just minutes from Old Town Winchester, the Walking Mall, local restaurants, shopping, parks, and commuter routes, this property places you close to downtown amenities while still offering the privacy and feel of a standalone home. Inside, you’ll find a practical and inviting layout featuring 3 bedrooms, 1.5 bathrooms, a spacious kitchen, separate living and dining areas, main-level laundry, and additional storage space. Recent updates add extra peace of mind, including an HVAC system fully serviced in 2020 (serviced condenser unit 2026) and a roof recoated in 2021. Outside, the home offers valuable city-living features, including off-street parking and usable outdoor space for relaxing, gardening, pets, or entertaining. The surrounding streetscape is also seeing meaningful improvements, with the street being repaved, sidewalks redone, and new trees expected to be planted along the street. Whether you are searching for a primary residence, a Winchester-area home base, or a potential investment property, this home offers a strong combination of location, utility, and opportunity in an established Winchester neighborhood with quick access to major roadways and the surrounding Shenandoah Valley. Seller offering up to $2,500 towards painting with acceptable offer.

307 E Piccadilly St, Winchester

Listing courtesy of HoneyWay. Contact:

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