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***Price reduction*** NEW PHOTOS! Landscaping done! Professional cleaning done! New Flooring in bedrooms! Welcome to this charming three-bedroom, two-bathroom raised ranch nestled on a quiet, tree-lined street in one of the area’s most close-knit neighborhoods. Full of character and potential, this home boasts a classic floor plan just waiting for your cosmetic updates and personal design vision. A brand new roof and pressure tank! The main level features a bright living area filled with natural light, a dedicated dining space, and original hardwood flooring. Three comfortably sized bedrooms complete the upper level, including a primary bedroom with its own private en-suite bath. The full basement offers so much room to expand with a laundry area, a finished area for a possible sleeping room, ample heavy shelving units for crafting, storage or a workshop, and a walkout with sliding doors. Beyond the front door lies a vibrant, amenity-rich community known for its warm atmosphere. Neighborhood residents enjoy access to a spring-fed/man-made lake featuring a sandy beach area, swimming, fishing, and a boat ramp (gas motors are not permitted). Cherokee Beach is open to residents without a beach pass, additional smaller ponds and scenic streams located throughout the community, two community playgrounds, wooded nature walks and trails, pavilion spaces, open sports areas, and picnic spots, and covered/lighted mailbox stations and covered school bus stops.

3 Beds ⋅ 2 Baths

***Price reduction*** NEW PHOTOS! Landscaping done! Professional cleaning done! New Flooring in bedrooms! Welcome to this charming three-bedroom, two-bathroom raised ranch nestled on a quiet, tree-lined street in one of the area’s most close-knit neighborhoods. Full of character and potential, this home boasts a classic floor plan just waiting for your cosmetic updates and personal design vision. A brand new roof and pressure tank! The main level features a bright living area filled with natural light, a dedicated dining space, and original hardwood flooring. Three comfortably sized bedrooms complete the upper level, including a primary bedroom with its own private en-suite bath. The full basement offers so much room to expand with a laundry area, a finished area for a possible sleeping room, ample heavy shelving units for crafting, storage or a workshop, and a walkout with sliding doors. Beyond the front door lies a vibrant, amenity-rich community known for its warm atmosphere. Neighborhood residents enjoy access to a spring-fed/man-made lake featuring a sandy beach area, swimming, fishing, and a boat ramp (gas motors are not permitted). Cherokee Beach is open to residents without a beach pass, additional smaller ponds and scenic streams located throughout the community, two community playgrounds, wooded nature walks and trails, pavilion spaces, open sports areas, and picnic spots, and covered/lighted mailbox stations and covered school bus stops.

148 Doe Trl, Winchester

Listing courtesy of Keller Williams Realty Advantage. Contact:

$499,000

Welcome to 100 Gooseberry Drive, located in Winchester's established Cross Creek Village community! This meticulously maintained brick rancher offers true main-level living in one of the communities most spacious and sought-after floor plans. The main level features formal living and dining rooms, a kitchen with breakfast nook, and a bright bonus sunroom. The generous primary suite is filled with natural light and features its own cozy gas fireplace, spacious en-suite bath, and walk-in closet. A guest bedroom, additional full-bath, and dedicated laundry complete the main level. The attached two-car garage provides direct access to the home as well as a private side-entrance leading upstairs to a thoughtfully designed guest suite- ideal for visitors, a home studio or additional climate controlled storage! Enjoy easy outdoor living on a quiet corner lot, with a private fenced in back-patio perfect for enjoying morning coffee or summer grilling! Set within a vibrant 55+ community, this home offers comfort, convenience and low-maintenance living just minutes from major shopping, dining & more! Schedule your private tour today!

2 Beds ⋅ 3 Baths

Welcome to 100 Gooseberry Drive, located in Winchester's established Cross Creek Village community! This meticulously maintained brick rancher offers true main-level living in one of the communities most spacious and sought-after floor plans. The main level features formal living and dining rooms, a kitchen with breakfast nook, and a bright bonus sunroom. The generous primary suite is filled with natural light and features its own cozy gas fireplace, spacious en-suite bath, and walk-in closet. A guest bedroom, additional full-bath, and dedicated laundry complete the main level. The attached two-car garage provides direct access to the home as well as a private side-entrance leading upstairs to a thoughtfully designed guest suite- ideal for visitors, a home studio or additional climate controlled storage! Enjoy easy outdoor living on a quiet corner lot, with a private fenced in back-patio perfect for enjoying morning coffee or summer grilling! Set within a vibrant 55+ community, this home offers comfort, convenience and low-maintenance living just minutes from major shopping, dining & more! Schedule your private tour today!

100 Gooseberry Dr, Winchester

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

$900,000

This building located at 435 N. Cameron Street in Winchester, Virginia, formerly housed the Winchester Rescue Mission. Architecturally, it is a two-story, brick commercial building featuring prominent display windows across the front. The brickwork was formerly painted a crisp white, contrasted by dark framing around the windows and doors. Presently, there is a hand painted mural that covers the entire front of the building and the south side. The building with approximately 7,292 SF on two floors is sited on a lot with land area of 0.17 +/- acres with approximately 50 feet of frontage on Cameron Street. There are approximately 14 rooms. The building was constructed in 1931. The property has served as a homeless shelter since it was purchased for the nonprofit in July 1973. In recent years, the shelter has provided emergency overnight lodging for men and women, alongside hot meals, spiritual counseling, and mental health services. The facility had provided approximately 60 beds for men and women. Because the shelter consistently ran out of beds at peak capacity, the operators had to turn away individuals daily and the organization broke ground and expanded their facilities at their new facility on 2655 Valley Avenue.

435 N Cameron St, Winchester

Listing courtesy of Oakcrest Commercial Real Estate. Contact:

$550,000

Development Opportunity at Front Royal Pike and Airport Road Located at the signalized intersection of Front Royal Pike (U.S. 522) and Airport Road, this highly visible corner property sits within one of Winchester’s growing commercial corridors. The property is currently zoned RP (Residential Performance), with potential for a variety of future uses subject to rezoning, special-use approval, and other applicable governmental requirements. Its prominent corner position, substantial road frontage, and proximity to established and expanding commercial development make it well suited for consideration as a retail, service, office, or mixed-use site. An attractive opportunity for investors, developers, or businesses seeking a strategically positioned property with excellent visibility and long-term growth potential in the Winchester market.

721 Front Royal Pike, Winchester

Listing courtesy of Re/Max Roots. Contact:

$805,000

CARRINGTON HOMES AT FALL RIDGE ESTATES- 5 Acre Wooded LOTS WITH MOUNTAIN VIEWS. Choose from 7 different floorplans including our Main Level Owners Suite floorplan the Boxwood Farm model with standard 10' Main Level Ceilings Model Home Open on Weekends from 11-5 at 156 Covey Lane Winchester Va

4 Beds ⋅ 4 Baths

CARRINGTON HOMES AT FALL RIDGE ESTATES- 5 Acre Wooded LOTS WITH MOUNTAIN VIEWS. Choose from 7 different floorplans including our Main Level Owners Suite floorplan the Boxwood Farm model with standard 10' Main Level Ceilings Model Home Open on Weekends from 11-5 at 156 Covey Lane Winchester Va

Tumble Leaf Lane, Winchester

Listing courtesy of Pearson Smith Realty, LLC. Contact:

$354,900

"Come On Down To Cidermill" Beautiful 3 bedroom, 2 1/2 bath duplex style townhome at end of street! All 3 bedrooms on upper level. Spacious family room, large eat in kitchen and back deck with stairs down to the yard. Large laundry room on basement level. One car garage and spacious driveway. Conveniently located in Winchester City. Home has just been remolded with the following: All new LVP flooring throughout, freshly painted on the inside, front door painted, garage door painted, shutters painted, handrail out front painted, deck remodeled, fresh mulch, bushes trimmed, new stainless-steel appliances and a new HVAC system! Hurry this one won't last long!

3 Beds ⋅ 3 Baths

"Come On Down To Cidermill" Beautiful 3 bedroom, 2 1/2 bath duplex style townhome at end of street! All 3 bedrooms on upper level. Spacious family room, large eat in kitchen and back deck with stairs down to the yard. Large laundry room on basement level. One car garage and spacious driveway. Conveniently located in Winchester City. Home has just been remolded with the following: All new LVP flooring throughout, freshly painted on the inside, front door painted, garage door painted, shutters painted, handrail out front painted, deck remodeled, fresh mulch, bushes trimmed, new stainless-steel appliances and a new HVAC system! Hurry this one won't last long!

1957 Cidermill Ln, Winchester

Listing courtesy of Samson Properties. Contact:

$699,000

If you are looking for space to spread out, look no further! This home offers 7 bedrooms and 5 full baths. Commanding a prime corner lot on a peaceful cul-de-sac, this residence immediately captivates with its timeless stone-and-vinyl exterior, inviting covered front porch, and unmistakable curb appeal. Step inside to a soaring two-story foyer flowing into a light-filled interior boasting fresh paint, newer carpet, refined architectural details, and abundant natural light throughout. Designed for both grand scale entertaining and effortless everyday living, the main level features a dedicated office behind French doors, a formal dining room accented by elegant wainscoting, a den and a full bath. At the heart of the home, the sprawling family room makes a bold statement with architectural pillars and a floor-to-ceiling stone gas fireplace. It connects seamlessly to a chef-friendly kitchen complete with granite countertops, upgraded cabinetry, stainless steel appliances, a center island, pantry, built-in desk area, and a bright breakfast nook opening directly to the rear deck. A handy mudroom with laundry off the garage completes this level's intuitive floor plan. The impressive layout continues upstairs, offering abundant accommodations for family and guests across five generously sized bedrooms. The massive primary retreat serves as a true private sanctuary, complete with a dedicated sitting area, large walk-in closet, and a spa-like ensuite bath featuring a glass walk-in shower and a corner soaking tub. Two bedrooms are connected by a convenient Jack-and-Jill bath, alongside two more spacious bedrooms and another full bathroom. The real showstopper continues downstairs in the fully finished, walkout lower level—a massive multi-functional footprint that expands your living options exponentially. This lower level provides endless flexibility, featuring an expansive recreation room for hosting game days or movie nights, a full bath and two additional bedrooms perfect for guests, and multiple finished rooms ready to serve as a home gym, playroom, or hobby space—plus a storage area to keep it all organized. Offering extraordinary scale on a premier corner cul-de-sac lot, this move-in-ready home represents Winchester living at its finest and stands ready to welcome its next proud owners.

7 Beds ⋅ 5 Baths

If you are looking for space to spread out, look no further! This home offers 7 bedrooms and 5 full baths. Commanding a prime corner lot on a peaceful cul-de-sac, this residence immediately captivates with its timeless stone-and-vinyl exterior, inviting covered front porch, and unmistakable curb appeal. Step inside to a soaring two-story foyer flowing into a light-filled interior boasting fresh paint, newer carpet, refined architectural details, and abundant natural light throughout. Designed for both grand scale entertaining and effortless everyday living, the main level features a dedicated office behind French doors, a formal dining room accented by elegant wainscoting, a den and a full bath. At the heart of the home, the sprawling family room makes a bold statement with architectural pillars and a floor-to-ceiling stone gas fireplace. It connects seamlessly to a chef-friendly kitchen complete with granite countertops, upgraded cabinetry, stainless steel appliances, a center island, pantry, built-in desk area, and a bright breakfast nook opening directly to the rear deck. A handy mudroom with laundry off the garage completes this level's intuitive floor plan. The impressive layout continues upstairs, offering abundant accommodations for family and guests across five generously sized bedrooms. The massive primary retreat serves as a true private sanctuary, complete with a dedicated sitting area, large walk-in closet, and a spa-like ensuite bath featuring a glass walk-in shower and a corner soaking tub. Two bedrooms are connected by a convenient Jack-and-Jill bath, alongside two more spacious bedrooms and another full bathroom. The real showstopper continues downstairs in the fully finished, walkout lower level—a massive multi-functional footprint that expands your living options exponentially. This lower level provides endless flexibility, featuring an expansive recreation room for hosting game days or movie nights, a full bath and two additional bedrooms perfect for guests, and multiple finished rooms ready to serve as a home gym, playroom, or hobby space—plus a storage area to keep it all organized. Offering extraordinary scale on a premier corner cul-de-sac lot, this move-in-ready home represents Winchester living at its finest and stands ready to welcome its next proud owners.

2700 Loyalty Ct, Winchester

Listing courtesy of Colony Realty. Contact:

$1,450,000

5900 sf of Old Town elegance located in the middle of the walking mall at the fountain. 2 floors of finished space that currently is used for retail on the mail level and a kitchen lab on the second floor. Two entrances from the front off of the walking mall and two entrances from the rear. Property included 10 parking spaces off of Indian Alley. Call broker for showing and further details.

Winchester

Listing courtesy of Oakcrest Commercial Real Estate. Contact:

$529,999

Welcome to 128 Alliance Court, a beautifully maintained, move-in-ready home built in 2021 with over 3,200 finished square feet across three spacious levels. The open-concept main level features new flooring and a bright, inviting layout ideal for everyday living and entertaining. Upstairs, you’ll find generously sized bedrooms and conveniently located laundry, with the washer and dryer included. The finished basement offers flexible space for a recreation room, home office, gym, or guest area, along with a **full bathroom and additional storage space**. The treadmill conveys, too! Automatic window treatments add convenience and effortless light control throughout the home. Complete with an attached two-car garage and easy access to I-81, shopping, dining, and schools, this home combines space, comfort, and convenience in a desirable Winchester location.

4 Beds ⋅ 4 Baths

Welcome to 128 Alliance Court, a beautifully maintained, move-in-ready home built in 2021 with over 3,200 finished square feet across three spacious levels. The open-concept main level features new flooring and a bright, inviting layout ideal for everyday living and entertaining. Upstairs, you’ll find generously sized bedrooms and conveniently located laundry, with the washer and dryer included. The finished basement offers flexible space for a recreation room, home office, gym, or guest area, along with a **full bathroom and additional storage space**. The treadmill conveys, too! Automatic window treatments add convenience and effortless light control throughout the home. Complete with an attached two-car garage and easy access to I-81, shopping, dining, and schools, this home combines space, comfort, and convenience in a desirable Winchester location.

128 Alliance Ct, Winchester

Listing courtesy of Samson Properties. Contact:

$279,900

Charming 3-Bedroom Rambler on a Spacious Lot! Welcome to 111 Haven Terrace, a conveniently located 3-bedroom, 1-bath rambler situated on approximately 0.26 acres. This single-level home offers a practical layout with comfortable living spaces and plenty of potential to make it your own. The main-level living design provides easy access throughout the home, making this property a great fit for first-time buyers, downsizers, or anyone looking for a manageable home without stairs. The level lot offers space for outdoor enjoyment, gardening, entertaining, or future improvements. With three bedrooms, a full bath, and a manageable footprint, this home offers an excellent opportunity for a buyer looking for affordability and convenience. Bring your vision and add your personal touches to create the home you've been looking for.

3 Beds ⋅ 1 Baths

Charming 3-Bedroom Rambler on a Spacious Lot! Welcome to 111 Haven Terrace, a conveniently located 3-bedroom, 1-bath rambler situated on approximately 0.26 acres. This single-level home offers a practical layout with comfortable living spaces and plenty of potential to make it your own. The main-level living design provides easy access throughout the home, making this property a great fit for first-time buyers, downsizers, or anyone looking for a manageable home without stairs. The level lot offers space for outdoor enjoyment, gardening, entertaining, or future improvements. With three bedrooms, a full bath, and a manageable footprint, this home offers an excellent opportunity for a buyer looking for affordability and convenience. Bring your vision and add your personal touches to create the home you've been looking for.

111 Haven Ter, Winchester

Listing courtesy of EXP Realty, LLC. Contact:

$320,000

PRICE IMPROVEMENT! Nestled in a charming neighborhood, this delightful ranch-style home offers a perfect blend of comfort and convenience. Built in 1954, this brick beauty exudes timeless appeal while providing modern living spaces that cater to today's lifestyle. With 1,507 square feet of thoughtfully designed space, this residence features three cozy bedrooms and one and a half bathrooms, making it an ideal retreat for anyone seeking a warm and inviting atmosphere. As you step inside, you'll be greeted by a spacious layout that encourages both relaxation and entertaining. The partially finished basement offers endless possibilities-whether you envision a cozy family room, a home office, or a play area, the choice is yours! The main living areas are bathed in natural light, creating a welcoming ambiance that feels like home. The exterior of the property is equally inviting, with a classic brick façade that stands the test of time. Enjoy the convenience of on-street parking, ensuring that you and your guests always have a place to park. The surrounding neighborhood is a tapestry of tree-lined streets and friendly faces, fostering a sense of community that is hard to find. Location is key, and this home does not disappoint. Situated in a vibrant area, you'll find an array of local amenities just a stone's throw away. Explore nearby parks for leisurely strolls or picnics, and take advantage of local shops and eateries that add character to the community. Whether you're grabbing a morning coffee or enjoying a weekend brunch, the neighborhood offers a delightful selection of options to satisfy your cravings. For those who appreciate the outdoors, the proximity to parks and recreational areas provides ample opportunities for hiking, biking, and enjoying nature. The community is well-connected, making it easy to access nearby attractions and essential services. This charming ranch-style home is more than just a property; it's a place where memories are made and cherished. With its inviting atmosphere, convenient location, and potential for personalization, this residence is ready to welcome you home. Don't miss the chance to make this delightful space your own!

3 Beds ⋅ 2 Baths

PRICE IMPROVEMENT! Nestled in a charming neighborhood, this delightful ranch-style home offers a perfect blend of comfort and convenience. Built in 1954, this brick beauty exudes timeless appeal while providing modern living spaces that cater to today's lifestyle. With 1,507 square feet of thoughtfully designed space, this residence features three cozy bedrooms and one and a half bathrooms, making it an ideal retreat for anyone seeking a warm and inviting atmosphere. As you step inside, you'll be greeted by a spacious layout that encourages both relaxation and entertaining. The partially finished basement offers endless possibilities-whether you envision a cozy family room, a home office, or a play area, the choice is yours! The main living areas are bathed in natural light, creating a welcoming ambiance that feels like home. The exterior of the property is equally inviting, with a classic brick façade that stands the test of time. Enjoy the convenience of on-street parking, ensuring that you and your guests always have a place to park. The surrounding neighborhood is a tapestry of tree-lined streets and friendly faces, fostering a sense of community that is hard to find. Location is key, and this home does not disappoint. Situated in a vibrant area, you'll find an array of local amenities just a stone's throw away. Explore nearby parks for leisurely strolls or picnics, and take advantage of local shops and eateries that add character to the community. Whether you're grabbing a morning coffee or enjoying a weekend brunch, the neighborhood offers a delightful selection of options to satisfy your cravings. For those who appreciate the outdoors, the proximity to parks and recreational areas provides ample opportunities for hiking, biking, and enjoying nature. The community is well-connected, making it easy to access nearby attractions and essential services. This charming ranch-style home is more than just a property; it's a place where memories are made and cherished. With its inviting atmosphere, convenient location, and potential for personalization, this residence is ready to welcome you home. Don't miss the chance to make this delightful space your own!

1048 Woodland Ave, Winchester

Listing courtesy of Re/Max Roots. Contact:

$689,000

HUGE BUYER INCENTIVES — $10,000 TOWARD CLOSING COSTS PLUS SELLER-PAID 1-POINT PERMANENT MORTGAGE RATE BUYDOWN! OFFERED AT $699,000 | 5 BEDROOMS | 3.5 BATHROOMS | 3,946 FINISHED SQ. FT. | 2-CAR GARAGE | BUILT IN 2019 Welcome to 110 Bentpath Court, a spacious Richmond American Colonial in the desirable Twin Lakes Overlook community of Winchester, Virginia. Offering nearly 4,000 square feet of finished living space across three levels, this beautiful home combines modern comfort, flexible living arrangements, and exceptional value in an established neighborhood of single-family homes. SPACIOUS MAIN LEVEL — DESIGNED FOR COMFORT AND ENTERTAINING The main level features generous living and entertaining spaces, a large modern kitchen with stainless steel appliances, contemporary finishes, and an inviting layout ideal for everyday living, working from home, and hosting family and friends. FIVE BEDROOMS ON THE UPPER LEVEL The upper level includes five bedrooms, including a spacious primary suite, offering plenty of room for family members, guests, and dedicated home-office space. APPROXIMATELY 1,000-SQ.-FT. FINISHED WALK-OUT LOWER LEVEL — IDEAL FOR MULTIGENERATIONAL LIVING A standout feature of this home is its expansive finished lower level, offering approximately 1,000 square feet of additional living space included in the home's total finished square footage. This versatile area includes a potential sixth bedroom (NTC), a full bathroom, a second kitchen/kitchenette, 2nd washer/dryer hook-up and a separate rear walk-out entrance. The flexible layout is ideal for extended-family living, overnight guests, recreation, a home office, or a private retreat—all while remaining part of the main residence. PRIVATE, TREE-LINED BACKYARD AND TWO-CAR GARAGE Situated on approximately 0.20 acre, the property features an attractive siding-and-stone exterior, an attached two-car garage, driveway parking, and a beautiful tree-lined backyard. Enjoy outdoor entertaining, gardening, or simply relaxing in a peaceful residential setting. DESIRABLE TWIN LAKES OVERLOOK LOCATION — CONVENIENT TO WINCHESTER AND NORTHERN VIRGINIA Enjoy the charm and tranquility of an established single-family-home neighborhood with convenient access to: Route 7 and Interstate 81 for regional commuting Winchester Medical Center and nearby healthcare services Historic Old Town Winchester, with restaurants, boutiques, shopping, and entertainment Jim Barnett Park and local recreational facilities Nearby lakes, parks, and the scenic Shenandoah Valley Shopping, groceries, schools, and everyday conveniences EXCEPTIONAL VALUE AT $699,000 — PLUS VALUABLE SELLER FINANCING INCENTIVES INCLUDING $10,000 TOWARD BUYER CLOSING COSTS PLUS UP TO ONE SELLER-PAID PERMANENT MORTGAGE DISCOUNT POINT TO HELP LOWER THE BUYER'S INTEREST RATE!

5 Beds ⋅ 4 Baths

HUGE BUYER INCENTIVES — $10,000 TOWARD CLOSING COSTS PLUS SELLER-PAID 1-POINT PERMANENT MORTGAGE RATE BUYDOWN! OFFERED AT $699,000 | 5 BEDROOMS | 3.5 BATHROOMS | 3,946 FINISHED SQ. FT. | 2-CAR GARAGE | BUILT IN 2019 Welcome to 110 Bentpath Court, a spacious Richmond American Colonial in the desirable Twin Lakes Overlook community of Winchester, Virginia. Offering nearly 4,000 square feet of finished living space across three levels, this beautiful home combines modern comfort, flexible living arrangements, and exceptional value in an established neighborhood of single-family homes. SPACIOUS MAIN LEVEL — DESIGNED FOR COMFORT AND ENTERTAINING The main level features generous living and entertaining spaces, a large modern kitchen with stainless steel appliances, contemporary finishes, and an inviting layout ideal for everyday living, working from home, and hosting family and friends. FIVE BEDROOMS ON THE UPPER LEVEL The upper level includes five bedrooms, including a spacious primary suite, offering plenty of room for family members, guests, and dedicated home-office space. APPROXIMATELY 1,000-SQ.-FT. FINISHED WALK-OUT LOWER LEVEL — IDEAL FOR MULTIGENERATIONAL LIVING A standout feature of this home is its expansive finished lower level, offering approximately 1,000 square feet of additional living space included in the home's total finished square footage. This versatile area includes a potential sixth bedroom (NTC), a full bathroom, a second kitchen/kitchenette, 2nd washer/dryer hook-up and a separate rear walk-out entrance. The flexible layout is ideal for extended-family living, overnight guests, recreation, a home office, or a private retreat—all while remaining part of the main residence. PRIVATE, TREE-LINED BACKYARD AND TWO-CAR GARAGE Situated on approximately 0.20 acre, the property features an attractive siding-and-stone exterior, an attached two-car garage, driveway parking, and a beautiful tree-lined backyard. Enjoy outdoor entertaining, gardening, or simply relaxing in a peaceful residential setting. DESIRABLE TWIN LAKES OVERLOOK LOCATION — CONVENIENT TO WINCHESTER AND NORTHERN VIRGINIA Enjoy the charm and tranquility of an established single-family-home neighborhood with convenient access to: Route 7 and Interstate 81 for regional commuting Winchester Medical Center and nearby healthcare services Historic Old Town Winchester, with restaurants, boutiques, shopping, and entertainment Jim Barnett Park and local recreational facilities Nearby lakes, parks, and the scenic Shenandoah Valley Shopping, groceries, schools, and everyday conveniences EXCEPTIONAL VALUE AT $699,000 — PLUS VALUABLE SELLER FINANCING INCENTIVES INCLUDING $10,000 TOWARD BUYER CLOSING COSTS PLUS UP TO ONE SELLER-PAID PERMANENT MORTGAGE DISCOUNT POINT TO HELP LOWER THE BUYER'S INTEREST RATE!

110 Bentpath Ct, Winchester

Listing courtesy of Realty Aspire. Contact:

$539,900

Fully Renovated Winchester-Area Retreat on 3.24 Acres with Two Garages! Rarely does a property come along that offers this combination of extensive renovations, usable acreage, incredible storage, multiple garages, and a peaceful established neighborhood, all just minutes from everything Winchester has to offer. Welcome to 127 Mountain View Rd, where quiet living meets modern convenience, and nearly everything has been thoughtfully updated for today's buyer. Inside, extensive updates include fresh paint, new LVP flooring, refinished hardwood floors, updated fixtures and lighting, and 2-inch recessed lighting. The luxury kitchen features a large 5-foot island, quartz countertops, stainless-steel appliances, and under-cabinet lighting, plus a convenient pop-up electrical outlet/device charger in the island. Major improvements provide exceptional peace of mind, including a new roof (2025), new Rheem HVAC system (2026), new baseboard heat (2026), new water heater (2026), and completely new septic system with tank, distribution box, and lines (2026). Newer windows add to the home's efficiency and appeal. Enjoy outdoor living on the freshly stained 48' x 12' deck, perfect for entertaining, grilling, or relaxing. The oversized attached garage offers abundant storage and features a new garage door and opener. A second 26' x 17' detached garage with its own basement provides exceptional workshop, hobby, equipment, and storage space. With the right vision, the detached structure offers a variety of opportunities. Fresh landscaping and a newly graded oversized driveway provide plenty of parking and a welcoming approach. Located just minutes from downtown Winchester, shopping, restaurants, the hospital, gyms, and schools. Enjoy a quiet neighborhood setting with an established community feel while remaining close to everything you need. Homes in this great neighborhood are a rarity, don't miss your opportunity to see this one. 3.24 acres | Extensive 2025–2026 updates | Luxury kitchen | Two garages | Workshop potential | New septic | New HVAC | New roof | Large deck | No HOA | Minutes to Winchester.

4 Beds ⋅ 3 Baths

Fully Renovated Winchester-Area Retreat on 3.24 Acres with Two Garages! Rarely does a property come along that offers this combination of extensive renovations, usable acreage, incredible storage, multiple garages, and a peaceful established neighborhood, all just minutes from everything Winchester has to offer. Welcome to 127 Mountain View Rd, where quiet living meets modern convenience, and nearly everything has been thoughtfully updated for today's buyer. Inside, extensive updates include fresh paint, new LVP flooring, refinished hardwood floors, updated fixtures and lighting, and 2-inch recessed lighting. The luxury kitchen features a large 5-foot island, quartz countertops, stainless-steel appliances, and under-cabinet lighting, plus a convenient pop-up electrical outlet/device charger in the island. Major improvements provide exceptional peace of mind, including a new roof (2025), new Rheem HVAC system (2026), new baseboard heat (2026), new water heater (2026), and completely new septic system with tank, distribution box, and lines (2026). Newer windows add to the home's efficiency and appeal. Enjoy outdoor living on the freshly stained 48' x 12' deck, perfect for entertaining, grilling, or relaxing. The oversized attached garage offers abundant storage and features a new garage door and opener. A second 26' x 17' detached garage with its own basement provides exceptional workshop, hobby, equipment, and storage space. With the right vision, the detached structure offers a variety of opportunities. Fresh landscaping and a newly graded oversized driveway provide plenty of parking and a welcoming approach. Located just minutes from downtown Winchester, shopping, restaurants, the hospital, gyms, and schools. Enjoy a quiet neighborhood setting with an established community feel while remaining close to everything you need. Homes in this great neighborhood are a rarity, don't miss your opportunity to see this one. 3.24 acres | Extensive 2025–2026 updates | Luxury kitchen | Two garages | Workshop potential | New septic | New HVAC | New roof | Large deck | No HOA | Minutes to Winchester.

127 Mountain View Rd, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

$350,000

Open ground that is prime for investment, livestock or build your future home. Fully unrestriced, this property sits a long the Virginia/West Virginia border but calls Virginia home. Accessed via a 50 foot wide right of way from Dominion Road, a home site could be tucked back into the field giving you privacy and mountain views. Along the front portion of the property is a patch of timber that would make for a great homesite or place to create an oasis under the trees canopy. Looking to own a large farm? The adjoining 91+/- acres is also available making the possibilities on these two tracts endless.

Dominion Road, Winchester

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact:

$159,900

Cozy 1-bedroom, 1-bathroom cabin located on a level, nicely shaded lot, ready for your enjoyment. Offering the perfect combination of rustic character, comfort, and natural beauty. Step outside onto the screened-in porch and enjoy your morning coffee, unwind with a good book, or simply take in the sights and sounds of the surrounding woods. This peaceful setting offers a wonderful opportunity to slow down and enjoy nature while still having all the comfort you need. Whether you're searching for a weekend getaway, a cozy full-time residence, or an investment property with rental potential, this versatile cottage is full of possibilities. Newer upgrades include an electrical panel, UV light, and exterior and interior painting/siding. Won’t last long at this price point!

1 Beds ⋅ 1 Baths

Cozy 1-bedroom, 1-bathroom cabin located on a level, nicely shaded lot, ready for your enjoyment. Offering the perfect combination of rustic character, comfort, and natural beauty. Step outside onto the screened-in porch and enjoy your morning coffee, unwind with a good book, or simply take in the sights and sounds of the surrounding woods. This peaceful setting offers a wonderful opportunity to slow down and enjoy nature while still having all the comfort you need. Whether you're searching for a weekend getaway, a cozy full-time residence, or an investment property with rental potential, this versatile cottage is full of possibilities. Newer upgrades include an electrical panel, UV light, and exterior and interior painting/siding. Won’t last long at this price point!

305 Raccoon Dr, Winchester

Listing courtesy of Dandridge Realty Group, LLC. Contact:

$935,000

****MORE AFFORDABILITY! SELLER IS PAYING FOR A RATE BUY DOWN OR CLOSING COST ASSISTANCE ***** Luxury, privacy, acreage, and mountain views—all in one property.Nestled in the prestigious Midland Heights community, this exquisite Colonial-style residence offers a harmonious blend of luxury and comfort, set against a breathtaking mountainous backdrop. Built in 2019, this home boasts an impressive 3,317 square feet of meticulously designed living space, perfect for those who appreciate both elegance and functionality. The kitchen is a culinary dream, featuring high-end appliances including a built-in microwave, electric cooktop, and self-cleaning wall oven, all complemented by ample table space and a cozy eat-in area. Beautiful built-ins and walk-in closets provide both style and practicality, ensuring that every inch of this home is utilized to its fullest potential. The main level also features a thoughtfully designed entry-level bedroom and a luxurious bathroom with a walk-in shower, catering to convenience and comfort. Ascend to the upper levels to find two additional spacious bedrooms with its own spacious full bathroom, promising tranquility and relaxation. The fully finished basement offers endless possibilities, a forth bedroom or office with a full bathroom, daylight windows and walkout access to the serene outdoors, making it perfect for a home gym, media room, or additional living space. There is also an expansive storage area for all your needs. Outside, the property spans over 5 acres of beautifully cleared and landscaped grounds, providing a private oasis that backs to lush trees. Enjoy the tranquility of nature from your beautiful wrap-around porch, where you can unwind and soak in the stunning mountain views. The lower level offers a concrete area with a hot tub. There is a beautiful large detached 3 car garage for all of your cars, motorcycles or mowers. This home is not just a residence; it's a lifestyle. Experience the luxury of modern living in a serene mountain setting, where every detail has been thoughtfully curated to create a warm and inviting atmosphere. With its exceptional features and prime location, this property is a rare gem that promises to be a cherished sanctuary for years to come. Generator hook up wired for electric outages and Outside water bib running hot and cold water for dog baths and other use. Also antenna and modens stay in the house ($500) Value. Come see it today!

4 Beds ⋅ 4 Baths

****MORE AFFORDABILITY! SELLER IS PAYING FOR A RATE BUY DOWN OR CLOSING COST ASSISTANCE ***** Luxury, privacy, acreage, and mountain views—all in one property.Nestled in the prestigious Midland Heights community, this exquisite Colonial-style residence offers a harmonious blend of luxury and comfort, set against a breathtaking mountainous backdrop. Built in 2019, this home boasts an impressive 3,317 square feet of meticulously designed living space, perfect for those who appreciate both elegance and functionality. The kitchen is a culinary dream, featuring high-end appliances including a built-in microwave, electric cooktop, and self-cleaning wall oven, all complemented by ample table space and a cozy eat-in area. Beautiful built-ins and walk-in closets provide both style and practicality, ensuring that every inch of this home is utilized to its fullest potential. The main level also features a thoughtfully designed entry-level bedroom and a luxurious bathroom with a walk-in shower, catering to convenience and comfort. Ascend to the upper levels to find two additional spacious bedrooms with its own spacious full bathroom, promising tranquility and relaxation. The fully finished basement offers endless possibilities, a forth bedroom or office with a full bathroom, daylight windows and walkout access to the serene outdoors, making it perfect for a home gym, media room, or additional living space. There is also an expansive storage area for all your needs. Outside, the property spans over 5 acres of beautifully cleared and landscaped grounds, providing a private oasis that backs to lush trees. Enjoy the tranquility of nature from your beautiful wrap-around porch, where you can unwind and soak in the stunning mountain views. The lower level offers a concrete area with a hot tub. There is a beautiful large detached 3 car garage for all of your cars, motorcycles or mowers. This home is not just a residence; it's a lifestyle. Experience the luxury of modern living in a serene mountain setting, where every detail has been thoughtfully curated to create a warm and inviting atmosphere. With its exceptional features and prime location, this property is a rare gem that promises to be a cherished sanctuary for years to come. Generator hook up wired for electric outages and Outside water bib running hot and cold water for dog baths and other use. Also antenna and modens stay in the house ($500) Value. Come see it today!

236 Delmas Trl, Winchester

Listing courtesy of Keller Williams Realty. Contact:

$285,000

A Little Vision. A Lot of Potential. Nearly an Acre to Make It Happen! Tucked away in the wooded surroundings of Shawneeland, this spacious property offers a rare opportunity to create something truly special. Whether you envision a peaceful mountain retreat, a full-time residence, or an investment property, the possibilities are yours to explore! Situated on a generous corner lot of nearly one acre, originally two separate parcels combined into one, this property offers exceptional space, privacy, and flexibility. With approximately 2,000+ square feet of finished living space and the potential for over 2,400 total square feet, there's plenty of room to bring your vision to life. Several major improvements have already been completed, including foundation repairs, roof, porch, HVAC, and well pump/bladder (2012), along with a hot water heater (2019). The expansive porch was framed with a future hot tub in mind, creating an exciting opportunity for an outdoor retreat. A walk-out basement and oversized attached two-car garage provide additional versatility for a workshop, hobbies, storage, or future improvements. Enjoy the serenity of a wooded setting while remaining approximately 15 miles from the shops, restaurants, and historic charm of downtown Winchester. Looking for a renovation project with potential? This could be the opportunity you've been waiting for! Bring your contractor, creativity, and imagination to transform this property into something extraordinary. NO HOA! Property may qualify for FHA 203(k) renovation financing, offering eligible buyers the opportunity to finance both the purchase and qualifying improvements. Contact the listing agent for additional details. Property is being sold strictly AS IS. An opportunity to create value and make this home uniquely yours!

2 Beds ⋅ 3 Baths

A Little Vision. A Lot of Potential. Nearly an Acre to Make It Happen! Tucked away in the wooded surroundings of Shawneeland, this spacious property offers a rare opportunity to create something truly special. Whether you envision a peaceful mountain retreat, a full-time residence, or an investment property, the possibilities are yours to explore! Situated on a generous corner lot of nearly one acre, originally two separate parcels combined into one, this property offers exceptional space, privacy, and flexibility. With approximately 2,000+ square feet of finished living space and the potential for over 2,400 total square feet, there's plenty of room to bring your vision to life. Several major improvements have already been completed, including foundation repairs, roof, porch, HVAC, and well pump/bladder (2012), along with a hot water heater (2019). The expansive porch was framed with a future hot tub in mind, creating an exciting opportunity for an outdoor retreat. A walk-out basement and oversized attached two-car garage provide additional versatility for a workshop, hobbies, storage, or future improvements. Enjoy the serenity of a wooded setting while remaining approximately 15 miles from the shops, restaurants, and historic charm of downtown Winchester. Looking for a renovation project with potential? This could be the opportunity you've been waiting for! Bring your contractor, creativity, and imagination to transform this property into something extraordinary. NO HOA! Property may qualify for FHA 203(k) renovation financing, offering eligible buyers the opportunity to finance both the purchase and qualifying improvements. Contact the listing agent for additional details. Property is being sold strictly AS IS. An opportunity to create value and make this home uniquely yours!

159 Aspen Trl Trl, Winchester

Listing courtesy of EXP Realty, LLC. Contact:

$280,000

Located in the desirable Shawneeland community, this freshly updated three bedroom home is situated on a great corner lot with scenic views and plenty of possibilities to make it your own. The home features an updated kitchen, breakfast area, along with a detached two story garage/shed offering additional parking and storage. Step outside and enjoy relaxing evenings on the deck while taking in peaceful surroundings. Shawneeland offers an array of community amenities, including fishing, private access, playgrounds, and a four-hole golf course. With it's spacious lot, thoughtful updates, versatile outdoor space, and inviting setting, this quaint home is ready for it's next owner to make it their very own.

3 Beds ⋅ 1 Baths

Located in the desirable Shawneeland community, this freshly updated three bedroom home is situated on a great corner lot with scenic views and plenty of possibilities to make it your own. The home features an updated kitchen, breakfast area, along with a detached two story garage/shed offering additional parking and storage. Step outside and enjoy relaxing evenings on the deck while taking in peaceful surroundings. Shawneeland offers an array of community amenities, including fishing, private access, playgrounds, and a four-hole golf course. With it's spacious lot, thoughtful updates, versatile outdoor space, and inviting setting, this quaint home is ready for it's next owner to make it their very own.

700 Tomahawk Trl, Winchester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$300,600

Nestled in the charming Wilde Acres community, this delightful Colonial home offers a perfect blend of comfort and style. Built in 2009, this residence features 3 spacious bedrooms and 2.5 bathrooms, providing ample space for relaxation and daily living. The inviting layout encompasses 1,680 sq. ft. of thoughtfully designed living space, ideal for both entertaining and quiet evenings at home. Enjoy the serene outdoor setting on a generous 0.65-acre lot, perfect for gardening or outdoor activities. The detached garage and driveway provide convenient parking options. Inside, the home boasts a warm ambiance, ready for your personal touch. Experience the tranquility of Wilde Acres while being just a short drive from local amenities. This home is not just a place to live; it's a place to thrive. Don't miss the opportunity to make it yours!

3 Beds ⋅ 3 Baths

Nestled in the charming Wilde Acres community, this delightful Colonial home offers a perfect blend of comfort and style. Built in 2009, this residence features 3 spacious bedrooms and 2.5 bathrooms, providing ample space for relaxation and daily living. The inviting layout encompasses 1,680 sq. ft. of thoughtfully designed living space, ideal for both entertaining and quiet evenings at home. Enjoy the serene outdoor setting on a generous 0.65-acre lot, perfect for gardening or outdoor activities. The detached garage and driveway provide convenient parking options. Inside, the home boasts a warm ambiance, ready for your personal touch. Experience the tranquility of Wilde Acres while being just a short drive from local amenities. This home is not just a place to live; it's a place to thrive. Don't miss the opportunity to make it yours!

308 Fawn Dr, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

$659,900

Discover the possibilities at 531 Cedar Grove Road! Situated on 9.79 acres just minutes from Winchester, this distinctive property combines the charm and character of a historic farmhouse with the space and versatility of a working farm. The home offers a welcoming country atmosphere, traditional farmhouse appeal, and an opportunity to enjoy peaceful rural living while remaining convenient to town. Outside, you'll find an approximately 2,400-square-foot barn with three stalls, an established farm market building, workshop, greenhouse/storage space, orchard, garden area, and several additional outbuildings. The farm market features separate electric service, counters, shelving, and refrigeration, providing an excellent starting point for a variety of agricultural pursuits. Whether you're looking to establish a working farm, create your own homestead, or simply enjoy the beauty and freedom of nearly 10 acres, this property offers an incredible opportunity to make it your own. Buyer to verify intended uses with Frederick County. Highlights Approximately 9.79 acres Historic farmhouse 2,400± sq ft barn with 3 stalls Separate farm market building Orchard & garden area Multiple outbuildings Workshop Greenhouse/storage Convenient Winchester location

2 Beds ⋅ 1 Baths

Discover the possibilities at 531 Cedar Grove Road! Situated on 9.79 acres just minutes from Winchester, this distinctive property combines the charm and character of a historic farmhouse with the space and versatility of a working farm. The home offers a welcoming country atmosphere, traditional farmhouse appeal, and an opportunity to enjoy peaceful rural living while remaining convenient to town. Outside, you'll find an approximately 2,400-square-foot barn with three stalls, an established farm market building, workshop, greenhouse/storage space, orchard, garden area, and several additional outbuildings. The farm market features separate electric service, counters, shelving, and refrigeration, providing an excellent starting point for a variety of agricultural pursuits. Whether you're looking to establish a working farm, create your own homestead, or simply enjoy the beauty and freedom of nearly 10 acres, this property offers an incredible opportunity to make it your own. Buyer to verify intended uses with Frederick County. Highlights Approximately 9.79 acres Historic farmhouse 2,400± sq ft barn with 3 stalls Separate farm market building Orchard & garden area Multiple outbuildings Workshop Greenhouse/storage Convenient Winchester location

531 Cedar Grove Rd, Winchester

Listing courtesy of Virginia Real Estate. Contact:

$299,900

This charming cottage in the heart of the City of Winchester is poised for a remarkable transformation with major renovations slated for 2026. Built in 1950, this detached home offers a unique opportunity for investors seeking to capitalize on a revitalized property in a desirable location. With two spacious bedrooms and two full bathrooms, the layout is perfect for modern living. The full basement provides ample storage or potential for additional living space, enhancing the property's value. Set on a generous 0.34-acre lot, there's plenty of room for outdoor enjoyment or future enhancements. The vinyl siding ensures low maintenance, while the inviting architectural style adds character. Investors will appreciate the potential for significant returns as the renovations breathe new life into this home, making it an attractive option for renters or future buyers. With its warm ambiance and promising upgrades, this property is a sound investment in a thriving community. Don't miss the chance to be part of its exciting journey!

2 Beds ⋅ 2 Baths

This charming cottage in the heart of the City of Winchester is poised for a remarkable transformation with major renovations slated for 2026. Built in 1950, this detached home offers a unique opportunity for investors seeking to capitalize on a revitalized property in a desirable location. With two spacious bedrooms and two full bathrooms, the layout is perfect for modern living. The full basement provides ample storage or potential for additional living space, enhancing the property's value. Set on a generous 0.34-acre lot, there's plenty of room for outdoor enjoyment or future enhancements. The vinyl siding ensures low maintenance, while the inviting architectural style adds character. Investors will appreciate the potential for significant returns as the renovations breathe new life into this home, making it an attractive option for renters or future buyers. With its warm ambiance and promising upgrades, this property is a sound investment in a thriving community. Don't miss the chance to be part of its exciting journey!

2519 Hockman Ave, Winchester

Listing courtesy of Link Realty Services LLC. Contact:

$429,900

The lot you’ve been waiting for—without giving up the convenience of townhouse living! This exceptional end-unit townhome sits on a rare, private lot, offering the kind of space, privacy, and breathing room that is hard to find in a community setting. Tucked at the edge of the neighborhood with open space beside and behind, this home feels remarkably private while still being close to the community playground and everyday conveniences. With over 2,200 finished square feet across three levels, this beautifully maintained home offers 3 bedrooms, 3.5 baths, and a layout designed for both comfortable living and easy entertaining. The main level features hardwood floors, an inviting family room with gas fireplace and built-in bookcases, and a spacious kitchen and dining area that open directly to the large rear deck. Granite countertops and thoughtfully selected finishes add a polished touch throughout. Upstairs, the spacious primary suite offers a tray ceiling, walk-in closet, and a generous walk-in shower. The finished lower level provides additional living space along with plenty of flexibility for a home office, recreation room, guests, or whatever fits your lifestyle. The attached garage adds everyday convenience, while the oversized end-unit setting provides something truly special: more privacy, more parking, less traffic, and more outdoor space than the typical townhouse. Step onto the deck, look around, and you’ll immediately appreciate the difference. Rarely does a townhouse offer this much lot, this much privacy, and this much living space in one package. Come see why this end-unit gem is one you won’t want to miss!

3 Beds ⋅ 4 Baths

The lot you’ve been waiting for—without giving up the convenience of townhouse living! This exceptional end-unit townhome sits on a rare, private lot, offering the kind of space, privacy, and breathing room that is hard to find in a community setting. Tucked at the edge of the neighborhood with open space beside and behind, this home feels remarkably private while still being close to the community playground and everyday conveniences. With over 2,200 finished square feet across three levels, this beautifully maintained home offers 3 bedrooms, 3.5 baths, and a layout designed for both comfortable living and easy entertaining. The main level features hardwood floors, an inviting family room with gas fireplace and built-in bookcases, and a spacious kitchen and dining area that open directly to the large rear deck. Granite countertops and thoughtfully selected finishes add a polished touch throughout. Upstairs, the spacious primary suite offers a tray ceiling, walk-in closet, and a generous walk-in shower. The finished lower level provides additional living space along with plenty of flexibility for a home office, recreation room, guests, or whatever fits your lifestyle. The attached garage adds everyday convenience, while the oversized end-unit setting provides something truly special: more privacy, more parking, less traffic, and more outdoor space than the typical townhouse. Step onto the deck, look around, and you’ll immediately appreciate the difference. Rarely does a townhouse offer this much lot, this much privacy, and this much living space in one package. Come see why this end-unit gem is one you won’t want to miss!

142 Sequoia Dr, Winchester

Listing courtesy of Samson Properties. Contact:

$645,000

Come and discover this impressive beauty where easy main-level living meets exceptional indoor-outdoor entertaining. This beautifully appointed Cape Cod offers the convenience of a spacious main-level primary suite, while the heart of the home flows seamlessly from the well-appointed kitchen to a covered rear porch overlooking the sparkling inground pool and hot tub. With ceiling fans and a TV, the covered porch is an inviting gathering space for morning coffee, lazy summer afternoons, or movie night—truly an extension of the home all year long. Inside, the main level offers an ideal blend of an open floorplan and defined rooms with gleaming hardwood floors, soaring ceilings, crown molding, beautiful fresh paint, and an abundance of natural light. The kitchen features generous cabinet storage and prep space,a gas cook top, double ovens, built in microwave, a center island, and breakfast nook with direct access to the covered porch and expansive patio & pool area, making indoor-outdoor entertaining effortless. From the kitchen flow into the spacious living room with charming built-ins to find a warm and inviting place to relax and watch TV while being part of the action. This home also has a formal dining and living room (currently used as office) that flank the welcoming and generously sized foyer. The large main-level primary suite offers a private retreat with a relaxing en-suite bath featuring a soaking tub, step in shower, and huge walk-in closet. The main level is also home to laundry room and gorgeous powder room. Upstairs, three generously sized bedrooms share a full bath, providing comfortable accommodations for family and guests along with a loft area perfect as play area or reading nook. The versatile lower level expands the living space with ceramic tile throughout, a spacious recreation area, full bath, and finished room with closet that could serve as a fifth bedroom, home office, guest space, gym, media room, or game room. Outside, the covered rear porch, expansive patio, inground pool, and hot tub create a backyard designed for enjoying home to the fullest. The inviting front porch adds another charming outdoor space, perfect for morning coffee or winding down at the end of the day. A two-car garage, newer roof (2025), two-zone HVAC, and desirable corner-lot setting add to the home's appeal. Meaningful updates include new pool cover (3 years old), pool pump (2 years old) and brand new sand filter. Located in the quiet, Oakdale Crossing neighborhood, this home offers convenient access to Jim Barnett Park, Shenandoah University, Schools, Costco, Apple Blossom Mall, Winchester Country Club, and everyday amenities. Whether you're looking for the ease of main-level living, a comfortable home for entertaining, or your own private backyard retreat, 200 Fairfield Drive offers a wonderful combination of comfort, convenience, and lifestyle.

4 Beds ⋅ 4 Baths

Come and discover this impressive beauty where easy main-level living meets exceptional indoor-outdoor entertaining. This beautifully appointed Cape Cod offers the convenience of a spacious main-level primary suite, while the heart of the home flows seamlessly from the well-appointed kitchen to a covered rear porch overlooking the sparkling inground pool and hot tub. With ceiling fans and a TV, the covered porch is an inviting gathering space for morning coffee, lazy summer afternoons, or movie night—truly an extension of the home all year long. Inside, the main level offers an ideal blend of an open floorplan and defined rooms with gleaming hardwood floors, soaring ceilings, crown molding, beautiful fresh paint, and an abundance of natural light. The kitchen features generous cabinet storage and prep space,a gas cook top, double ovens, built in microwave, a center island, and breakfast nook with direct access to the covered porch and expansive patio & pool area, making indoor-outdoor entertaining effortless. From the kitchen flow into the spacious living room with charming built-ins to find a warm and inviting place to relax and watch TV while being part of the action. This home also has a formal dining and living room (currently used as office) that flank the welcoming and generously sized foyer. The large main-level primary suite offers a private retreat with a relaxing en-suite bath featuring a soaking tub, step in shower, and huge walk-in closet. The main level is also home to laundry room and gorgeous powder room. Upstairs, three generously sized bedrooms share a full bath, providing comfortable accommodations for family and guests along with a loft area perfect as play area or reading nook. The versatile lower level expands the living space with ceramic tile throughout, a spacious recreation area, full bath, and finished room with closet that could serve as a fifth bedroom, home office, guest space, gym, media room, or game room. Outside, the covered rear porch, expansive patio, inground pool, and hot tub create a backyard designed for enjoying home to the fullest. The inviting front porch adds another charming outdoor space, perfect for morning coffee or winding down at the end of the day. A two-car garage, newer roof (2025), two-zone HVAC, and desirable corner-lot setting add to the home's appeal. Meaningful updates include new pool cover (3 years old), pool pump (2 years old) and brand new sand filter. Located in the quiet, Oakdale Crossing neighborhood, this home offers convenient access to Jim Barnett Park, Shenandoah University, Schools, Costco, Apple Blossom Mall, Winchester Country Club, and everyday amenities. Whether you're looking for the ease of main-level living, a comfortable home for entertaining, or your own private backyard retreat, 200 Fairfield Drive offers a wonderful combination of comfort, convenience, and lifestyle.

200 Fairfield Dr, Winchester

Listing courtesy of MarketPlace REALTY. Contact:

$410,000

Don't miss this nearly new townhouse in Rossum Crossing! With 4 bedrooms, 3.5 bathrooms, over 2,000 square feet of finished space, and a one-car garage, this home offers plenty of room and a great layout for everyday living. The lower level features a private bedroom with its own full bathroom, including a tiled walk-in shower, along with direct access to the rear yard. Upstairs, you'll find a bright, open floor plan with a spacious living room that flows right into the kitchen. The kitchen features upgraded white quartz countertops, white cabinetry, stainless steel appliances, a center island, pantry, and counter space for bar seating. Just beyond the kitchen is a half bathroom and a convenient area for a dining table, along with a door leading to a future deck. The upper level includes a primary suite with a walk-in closet and private bathroom featuring a tiled walk-in shower. Two additional bedrooms share a full hall bathroom, making this a practical setup for family or guests. A laundry closet with a stacked washer and dryer completes the upper level. Don't worry about mowing again! This HOA includes mowing in front and rear as well as trash service. This home is conveniently located near many shopping and dining options and close to all major commuting routes for easy access to many areas.

4 Beds ⋅ 4 Baths

Don't miss this nearly new townhouse in Rossum Crossing! With 4 bedrooms, 3.5 bathrooms, over 2,000 square feet of finished space, and a one-car garage, this home offers plenty of room and a great layout for everyday living. The lower level features a private bedroom with its own full bathroom, including a tiled walk-in shower, along with direct access to the rear yard. Upstairs, you'll find a bright, open floor plan with a spacious living room that flows right into the kitchen. The kitchen features upgraded white quartz countertops, white cabinetry, stainless steel appliances, a center island, pantry, and counter space for bar seating. Just beyond the kitchen is a half bathroom and a convenient area for a dining table, along with a door leading to a future deck. The upper level includes a primary suite with a walk-in closet and private bathroom featuring a tiled walk-in shower. Two additional bedrooms share a full hall bathroom, making this a practical setup for family or guests. A laundry closet with a stacked washer and dryer completes the upper level. Don't worry about mowing again! This HOA includes mowing in front and rear as well as trash service. This home is conveniently located near many shopping and dining options and close to all major commuting routes for easy access to many areas.

109 Marlow Ct, Winchester

Listing courtesy of ERA Liberty Realty. Contact:

158.43/- Acres Laurel Grove Rd, Winchester

$849,500

158.43± BEAUTIFUL ACRES IN WINCHESTER, VA! This outstanding property offers an incredible opportunity to build your dream home, cabin, or private retreat. The property features beautiful views, a cleared building site, an approved five-bedroom perc site, and electric is near to the property, providing an excellent foundation for future development. Outdoor enthusiasts will appreciate the great hunting opportunities, with abundant wildlife including deer, turkey, and more. A stream flows through the property, adding to the natural beauty and creating a peaceful setting. An established road provides access into the property, with access from a deeded right-of-way off Laurel Grove Road. Located just 13 miles from Winchester and less than 9 miles from I-81 and Route 11, the property offers convenient access for commuting while maintaining a private, rural setting. Dulles International Airport is approximately 80 minutes away, with Washington, D.C. approximately 90 minutes away. Whether you're looking to build a home or cabin, enjoy great hunting, or create your own private getaway, this property offers an exceptional opportunity. Come and make this your next great adventure! Buyer is responsible for all due diligence regarding building suitability, permits, zoning, permitted uses, utilities, potential utility projects, and any other intended use of the property. The property is crossed by existing power lines, and there may be a project to add an additional power line to the existing lines. At this time, the potential project has not been confirmed, and buyers should conduct their own due diligence regarding any proposed utility projects.

158.43/- Acres Laurel Grove Rd, Winchester

Listing courtesy of Hurley Real Estate & Auctions. Contact:

152.44/- Acres Off Of Laurel Grove Rd, Winchester

$849,500

152± BEAUTIFUL ACRES IN WINCHESTER, VA! This outstanding property offers an incredible opportunity to build your dream home, cabin, or private retreat. The property features beautiful views, a cleared building site, an approved five-bedroom perc site, and electric has been run to the property, providing an excellent foundation for future development. Outdoor enthusiasts will appreciate the great hunting opportunities, with abundant wildlife including deer, turkey, and more. A stream flows through the property, adding to the natural beauty and creating a peaceful setting. An established road provides access into the property, with access from a deeded right-of-way off Laurel Grove Road. Located just 13 miles from Winchester and less than 9 miles from I-81 and Route 11, the property offers convenient access for commuting while maintaining a private, rural setting. Dulles International Airport is approximately 80 minutes away, with Washington, D.C. approximately 90 minutes away. Whether you're looking to build a home or cabin, enjoy great hunting, or create your own private getaway, this property offers an exceptional opportunity. Come and make this your next great adventure! Buyer is responsible for all due diligence regarding building suitability, permits, zoning, permitted uses, utilities, and any other intended use of the property.

152.44/- Acres Off Of Laurel Grove Rd, Winchester

Listing courtesy of Hurley Real Estate & Auctions. Contact:

$597,000

Welcome to this beautifully maintained home in the established Stonebrook Farms community, perfectly situated on a quiet cul-de-sac and surrounded by mature trees and landscaping. This inviting home offers a spacious and versatile floor plan, including a main-level bedroom and full bath—ideal for guests, multigenerational living, or anyone needing convenient main-level accommodations. At the heart of the home is a large family room featuring a wood-burning fireplace, creating a warm and welcoming space for gathering with family and friends. The home has been lovingly cared for, with pride of ownership evident throughout. One of the home's standout features is the beautiful covered and screened-in back porch, offering the perfect place for morning coffee, outdoor dining, or relaxing at the end of the day while overlooking the peaceful and beautifully maintained backyard. With its desirable cul-de-sac setting, flexible main-level living space, spacious family room, and wonderful outdoor living area, this well-maintained Stonebrook Farms home is ready to welcome its next owners!

5 Beds ⋅ 3 Baths

Welcome to this beautifully maintained home in the established Stonebrook Farms community, perfectly situated on a quiet cul-de-sac and surrounded by mature trees and landscaping. This inviting home offers a spacious and versatile floor plan, including a main-level bedroom and full bath—ideal for guests, multigenerational living, or anyone needing convenient main-level accommodations. At the heart of the home is a large family room featuring a wood-burning fireplace, creating a warm and welcoming space for gathering with family and friends. The home has been lovingly cared for, with pride of ownership evident throughout. One of the home's standout features is the beautiful covered and screened-in back porch, offering the perfect place for morning coffee, outdoor dining, or relaxing at the end of the day while overlooking the peaceful and beautifully maintained backyard. With its desirable cul-de-sac setting, flexible main-level living space, spacious family room, and wonderful outdoor living area, this well-maintained Stonebrook Farms home is ready to welcome its next owners!

102 Forest Valley Rd, Winchester

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

$250,000

Welcome to 1125 Conway Ave, a charming bungalow in Winchester City that's move-in ready and full of character! This cozy 2-bedroom, 1-bath home features beautiful hardwood floors and numerous recent updates, including a new roof, fresh interior paint, kitchen remodel, hallway and bathroom flooring, and a new stainless steel refrigerator. The deck has also been restored, providing a great spot to relax or entertain. Conveniently located near shopping, dining and everyday amenities, with quick access to I-81 from Winchester's east side—making it an excellent option for commuters. Whether you're a first-time buyer, downsizing, or looking for a low-maintenance home in the city, this bungalow is worth a look. Schedule your showing today!

2 Beds ⋅ 1 Baths

Welcome to 1125 Conway Ave, a charming bungalow in Winchester City that's move-in ready and full of character! This cozy 2-bedroom, 1-bath home features beautiful hardwood floors and numerous recent updates, including a new roof, fresh interior paint, kitchen remodel, hallway and bathroom flooring, and a new stainless steel refrigerator. The deck has also been restored, providing a great spot to relax or entertain. Conveniently located near shopping, dining and everyday amenities, with quick access to I-81 from Winchester's east side—making it an excellent option for commuters. Whether you're a first-time buyer, downsizing, or looking for a low-maintenance home in the city, this bungalow is worth a look. Schedule your showing today!

1125 Conway St, Winchester

Listing courtesy of NextHome Realty Select. Contact:

$625,000

**BACK ON THE MARKET THROUGH NO FAULT OF THE SELLER! A rare opportunity to own a truly special farmhouse in a picturesque country setting! Originally built in 1911 and lovingly maintained by the same family for generations, this charming home offers the perfect blend of historic character, thoughtful updates, and modern-day comfort. Situated on 2.75 beautiful acres, this property offers the charm and possibilities of a small farmette, complete with a wonderful barn, spacious detached garage, and breathtaking views of the surrounding countryside. Over the years, the home has been carefully maintained, updated, and expanded with an addition that provides valuable extra living space. One of its most desirable features is the flexible floor plan offering TWO primary suites - one conveniently located on the main level and another upstairs - ideal for a variety of living arrangements. From the inviting farmhouse character to the peaceful setting and panoramic views enjoyed from nearly every window, there is something truly special about this property. Whether you envision enjoying quiet mornings overlooking the countryside, creating your own small farmette, or simply having room to spread out and enjoy country living, this property offers so much to love. A home with history, heart, and a setting that's hard to find. Come experience it for yourself!

4 Beds ⋅ 4 Baths

**BACK ON THE MARKET THROUGH NO FAULT OF THE SELLER! A rare opportunity to own a truly special farmhouse in a picturesque country setting! Originally built in 1911 and lovingly maintained by the same family for generations, this charming home offers the perfect blend of historic character, thoughtful updates, and modern-day comfort. Situated on 2.75 beautiful acres, this property offers the charm and possibilities of a small farmette, complete with a wonderful barn, spacious detached garage, and breathtaking views of the surrounding countryside. Over the years, the home has been carefully maintained, updated, and expanded with an addition that provides valuable extra living space. One of its most desirable features is the flexible floor plan offering TWO primary suites - one conveniently located on the main level and another upstairs - ideal for a variety of living arrangements. From the inviting farmhouse character to the peaceful setting and panoramic views enjoyed from nearly every window, there is something truly special about this property. Whether you envision enjoying quiet mornings overlooking the countryside, creating your own small farmette, or simply having room to spread out and enjoy country living, this property offers so much to love. A home with history, heart, and a setting that's hard to find. Come experience it for yourself!

394 Old Baltimore Rd, Winchester

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

$319,990

Welcome to this adorable 3-bedroom, 2-full-bath cottage rancher home located on the East side of Winchester with NO HOA! Offering approximately 1,024 finished square feet on a generous .30-acre level lot, this property presents an excellent opportunity for both homeowners and investors. The home features an oversized two-car detached garage, providing plenty of room for vehicles, storage, hobbies, or a workshop. With no HOA, you’ll enjoy added flexibility and freedom to make the property your own. Custom updated bathrooms, Updated kitchen with stainless appliances, front porch & back patio! All this for an affordable price!

3 Beds ⋅ 2 Baths

Welcome to this adorable 3-bedroom, 2-full-bath cottage rancher home located on the East side of Winchester with NO HOA! Offering approximately 1,024 finished square feet on a generous .30-acre level lot, this property presents an excellent opportunity for both homeowners and investors. The home features an oversized two-car detached garage, providing plenty of room for vehicles, storage, hobbies, or a workshop. With no HOA, you’ll enjoy added flexibility and freedom to make the property your own. Custom updated bathrooms, Updated kitchen with stainless appliances, front porch & back patio! All this for an affordable price!

182 Mason St, Winchester

Listing courtesy of Young & Associates. Contact:

How much is your home worth?

How much is your home worth?