1ststaterealtor.com Search Results

$374,990

END UNIT Luxury 3 level/3-bedroom townhome with 1 car garage located in the heart of Winchester! Possibility of 4th Bedroom/flex base in the basement available! ***OFFERING UP TO $5K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS* Explore Winchester’s new luxury townhome community. This three level end unit home features three bedrooms, three and a half baths, and bright box bay window in the rear. An attached one car garage provides easy parking and storage. Inside, the kitchen stands out with an extended island that seats four at counter height, range hood, and wall oven. The first level includes a private finished recreation room and possible 4th bedroom with its own full bath and walk in shower, perfect for guests or a home office. Laundry hookups are conveniently located on the third level near the bedrooms. Step outside to a 10X14 maintenance free deck, ideal for relaxing or entertaining. Upgrades throughout make this home truly shine. Come see it for yourself. *photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing.

3 Beds ⋅ 4 Baths

END UNIT Luxury 3 level/3-bedroom townhome with 1 car garage located in the heart of Winchester! Possibility of 4th Bedroom/flex base in the basement available! ***OFFERING UP TO $5K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS* Explore Winchester’s new luxury townhome community. This three level end unit home features three bedrooms, three and a half baths, and bright box bay window in the rear. An attached one car garage provides easy parking and storage. Inside, the kitchen stands out with an extended island that seats four at counter height, range hood, and wall oven. The first level includes a private finished recreation room and possible 4th bedroom with its own full bath and walk in shower, perfect for guests or a home office. Laundry hookups are conveniently located on the third level near the bedrooms. Step outside to a 10X14 maintenance free deck, ideal for relaxing or entertaining. Upgrades throughout make this home truly shine. Come see it for yourself. *photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing.

HOMESITE 8 Monteith Dr, Winchester

Listing courtesy of DRB Group Realty, LLC. Contact: 2404579391

$1,350,000

Prime Medical Condo suite for Sale; located adjacent to the Winchester Medical Center. 6,200 Square Feet total with 4,580 square feet immediately available. 1,620 square feet is being leased, with another year on the lease. Building is in excellent condition, fully updated and easy to maintain. Prominent and highly visible location and ample parking. Few landlord responsibilities. Huge growth market! Priced at $1,350,000. Also available for lease.

142 Linden Dr Unit #106, Winchester

Listing courtesy of Oakcrest Commercial Real Estate. Contact:

$487,900

Circa 1920 office building in downtown Winchester. Currently used as a lawyer's office, but could easily be an office-and-residential space or a single-family home. Off-street parking.

124 S Braddock St, Winchester

Listing courtesy of Colony Realty. Contact:

$350,000

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: (540) 665-0360

$409,690

1813 Sloane St. is an attractive new 3 level townhome with full brick front in Winchester, VA for August move-in. Included Deck for first 3 homebuyers! 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. Up to $7,500 total closing cost is tied to the use of DHI Mortgage. *Photos, 3D tours, and videos are representative of plan only and may vary as built.

4 Beds ⋅ 4 Baths

1813 Sloane St. is an attractive new 3 level townhome with full brick front in Winchester, VA for August move-in. Included Deck for first 3 homebuyers! 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. Up to $7,500 total closing cost is tied to the use of DHI Mortgage. *Photos, 3D tours, and videos are representative of plan only and may vary as built.

1813 Sloane St, Winchester

Listing courtesy of D R Horton Realty of Virginia LLC. Contact: 8045109139

$330,000

Welcome to 101 Locust Avenue in the heart of Winchester on a spacious corner lot! This solid brick ranch home offers 3 bedrooms, 2.5 bathrooms, and comfortable one-level living with additional space in the lower level. The bright and spacious living room serves as the centerpiece of the home, featuring a large bay window that fills the space with natural light. On the main level there are three bedrooms, a full bath, and a convenient half bath. The lower level offers interior access and includes a finished room and full bathroom, providing flexible space for a home office, recreation room, hobby area, or additional living space, while the unfinished portion offers excellent storage potential. Outside, enjoy a fully fenced backyard and a covered carport for one vehicle on a spacious lot. Recent updates include a freshly painted interior completed in June 2026 and the addition of a full bathroom in the lower level in 2022/2023 Ideally located with easy access to I-81, this property is approximately 10 minutes from Shenandoah University and just minutes from shopping, dining, and other everyday conveniences. Successfully maintained as a rental property for the past four years, this home presents an excellent opportunity for both owners and investors seeking a well-cared-for property in a convenient location.

3 Beds ⋅ 3 Baths

Welcome to 101 Locust Avenue in the heart of Winchester on a spacious corner lot! This solid brick ranch home offers 3 bedrooms, 2.5 bathrooms, and comfortable one-level living with additional space in the lower level. The bright and spacious living room serves as the centerpiece of the home, featuring a large bay window that fills the space with natural light. On the main level there are three bedrooms, a full bath, and a convenient half bath. The lower level offers interior access and includes a finished room and full bathroom, providing flexible space for a home office, recreation room, hobby area, or additional living space, while the unfinished portion offers excellent storage potential. Outside, enjoy a fully fenced backyard and a covered carport for one vehicle on a spacious lot. Recent updates include a freshly painted interior completed in June 2026 and the addition of a full bathroom in the lower level in 2022/2023 Ideally located with easy access to I-81, this property is approximately 10 minutes from Shenandoah University and just minutes from shopping, dining, and other everyday conveniences. Successfully maintained as a rental property for the past four years, this home presents an excellent opportunity for both owners and investors seeking a well-cared-for property in a convenient location.

101 Locust Ave, Winchester

Listing courtesy of MarketPlace REALTY. Contact:

$325,000

Priced to sell! A true Federal‑style gem, this solid brick home offers the chance to restore a piece of architectural history. Rich with original craftsmanship, it features high ceilings, original hardwood floors, solid wood doors and trim, and a beautiful covered front porch—timeless details that showcase the home’s enduring character. Designed with good bones and a layout that adapts to many visions, this property is the ideal project for someone ready to create something extraordinary. The home was once configured with an upper‑level apartment, complete with a private entrance, back stairway, and space for a second kitchen and bath—perfect for multi‑generational living, rental income, or reimagining the entire second floor into a spacious primary suite. Updated vinyl, energy‑efficient windows and a durable metal roof provide a strong start for renovation. A walk‑up attic offers excellent storage and the potential to be finished for additional living space. The upper level could accommodate three full bathrooms, allowing for a highly functional and modern second floor once renovated. An unfinished basement with both interior access and a walk‑up exit is even more space for storage. New electrical and plumbing updates are needed giving the next owner the opportunity to modernize the home exactly to their taste. With its architectural pedigree, adaptable layout, and solid structural foundation, this property is a rare chance to bring a historic home back to life and create something truly special.

4 Beds ⋅ 3 Baths

Priced to sell! A true Federal‑style gem, this solid brick home offers the chance to restore a piece of architectural history. Rich with original craftsmanship, it features high ceilings, original hardwood floors, solid wood doors and trim, and a beautiful covered front porch—timeless details that showcase the home’s enduring character. Designed with good bones and a layout that adapts to many visions, this property is the ideal project for someone ready to create something extraordinary. The home was once configured with an upper‑level apartment, complete with a private entrance, back stairway, and space for a second kitchen and bath—perfect for multi‑generational living, rental income, or reimagining the entire second floor into a spacious primary suite. Updated vinyl, energy‑efficient windows and a durable metal roof provide a strong start for renovation. A walk‑up attic offers excellent storage and the potential to be finished for additional living space. The upper level could accommodate three full bathrooms, allowing for a highly functional and modern second floor once renovated. An unfinished basement with both interior access and a walk‑up exit is even more space for storage. New electrical and plumbing updates are needed giving the next owner the opportunity to modernize the home exactly to their taste. With its architectural pedigree, adaptable layout, and solid structural foundation, this property is a rare chance to bring a historic home back to life and create something truly special.

719 National Ave, Winchester

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

$899,000

Your long search is over! Beautifully renovated all-brick ranch home situated on a secluded 2.03-acre lot in the city of Winchester, just a short walk to Valley Health. Offering an exceptional combination of privacy, convenience, and quality. This home features spacious living areas, three fireplaces, including one in the primary bedroom. The finished lower level provides outstanding flexibility with a large rec room, full kitchen, and full bath-ideas for guests, extended family, or entertaining. Outdoor living is a grand feature, with multiple brick patios and private spaces designed to take full advantage of the tranquil park setting. The property also has a unique barn for storage or a workshop. Recent improvements include a newer metal roof, while the expansive lot offers a rare sense of seclusion within the City limits. A truly unique property that combines timeless all-brick construction, modern renovations, and an unbeatable location near medical facilities, shopping, dining, downtown Winchester, and the Museum of the Shenandoah Valley.

3 Beds ⋅ 4 Baths

Your long search is over! Beautifully renovated all-brick ranch home situated on a secluded 2.03-acre lot in the city of Winchester, just a short walk to Valley Health. Offering an exceptional combination of privacy, convenience, and quality. This home features spacious living areas, three fireplaces, including one in the primary bedroom. The finished lower level provides outstanding flexibility with a large rec room, full kitchen, and full bath-ideas for guests, extended family, or entertaining. Outdoor living is a grand feature, with multiple brick patios and private spaces designed to take full advantage of the tranquil park setting. The property also has a unique barn for storage or a workshop. Recent improvements include a newer metal roof, while the expansive lot offers a rare sense of seclusion within the City limits. A truly unique property that combines timeless all-brick construction, modern renovations, and an unbeatable location near medical facilities, shopping, dining, downtown Winchester, and the Museum of the Shenandoah Valley.

466 Merrimans Ln, Winchester

Listing courtesy of Colony Realty. Contact:

$539,000

Nestled on one of Winchester's most sought-after streets, this distinctive mid-century contemporary home offers a rare blend of character, space, and convenience just moments from downtown dining, shopping, and entertainment. Designed for comfortable main-level living, the home combines timeless architectural appeal with thoughtful functionality. The main level features a spacious primary suite with an expansive walk-in closet and private en-suite bath. The bright and inviting living room flows seamlessly into the kitchen, complete with granite countertops, abundant cabinetry, and a charming pass-through to the separate dining area. Just off the kitchen, you'll find a conveniently located laundry area with additional cabinetry and countertop workspace. Step outside to a private patio, perfect for entertaining or relaxing after an evening downtown. A fenced side yard provides additional outdoor space for pets, gardening, or play. Upstairs, an open loft creates the perfect reading nook, home office, or cozy sitting area, alongside two additional bedrooms and a full bath. The expansive partially finished basement provides exceptional flexibility, featuring a bonus room, full bathroom, second laundry area, and abundant storage, with plenty of room for future customization. Combining architectural character, flexible living spaces, and an exceptional location, this home presents a unique opportunity in the heart of Winchester.

3 Beds ⋅ 4 Baths

Nestled on one of Winchester's most sought-after streets, this distinctive mid-century contemporary home offers a rare blend of character, space, and convenience just moments from downtown dining, shopping, and entertainment. Designed for comfortable main-level living, the home combines timeless architectural appeal with thoughtful functionality. The main level features a spacious primary suite with an expansive walk-in closet and private en-suite bath. The bright and inviting living room flows seamlessly into the kitchen, complete with granite countertops, abundant cabinetry, and a charming pass-through to the separate dining area. Just off the kitchen, you'll find a conveniently located laundry area with additional cabinetry and countertop workspace. Step outside to a private patio, perfect for entertaining or relaxing after an evening downtown. A fenced side yard provides additional outdoor space for pets, gardening, or play. Upstairs, an open loft creates the perfect reading nook, home office, or cozy sitting area, alongside two additional bedrooms and a full bath. The expansive partially finished basement provides exceptional flexibility, featuring a bonus room, full bathroom, second laundry area, and abundant storage, with plenty of room for future customization. Combining architectural character, flexible living spaces, and an exceptional location, this home presents a unique opportunity in the heart of Winchester.

1202 Handley Ave, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact: 5407738475

$320,000

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

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: (540) 348-4911

$545,000

Nestled in the established Cedarmeade community, this beautifully updated 4-bedroom, 3-bath ranch home offers the perfect combination of comfort, style, and functionality. With over 2,000 square feet of finished living space, this home is designed to accommodate both everyday living and effortless entertaining. Step inside to find warm hardwood flooring, abundant natural light, and thoughtfully renovated spaces throughout. The updated kitchen serves as the centerpiece of the home, featuring a large island, pantry, recessed lighting, and a seamless connection to the dining area. Two charming brick fireplaces add character and create inviting spaces to gather with family and friends. The finished lower level provides even more room to spread out, complete with a spacious recreation area, built-in bar, full bathroom, garage access, and a separate exterior entrance. Whether you’re hosting game day, creating a home office, or setting up a guest retreat, this versatile space offers endless possibilities. Outside, enjoy a spacious backyard ideal for entertaining, gardening, or simply relaxing in your own private outdoor oasis. The welcoming front porch and mature neighborhood setting enhance the home’s curb appeal and charm. Ideally located near schools, parks, shopping, dining, and commuter routes, this move-in ready home offers modern updates, generous living space, and a prime location. Don’t miss the opportunity to make this Cedarmeade gem your next home.

4 Beds ⋅ 3 Baths

Nestled in the established Cedarmeade community, this beautifully updated 4-bedroom, 3-bath ranch home offers the perfect combination of comfort, style, and functionality. With over 2,000 square feet of finished living space, this home is designed to accommodate both everyday living and effortless entertaining. Step inside to find warm hardwood flooring, abundant natural light, and thoughtfully renovated spaces throughout. The updated kitchen serves as the centerpiece of the home, featuring a large island, pantry, recessed lighting, and a seamless connection to the dining area. Two charming brick fireplaces add character and create inviting spaces to gather with family and friends. The finished lower level provides even more room to spread out, complete with a spacious recreation area, built-in bar, full bathroom, garage access, and a separate exterior entrance. Whether you’re hosting game day, creating a home office, or setting up a guest retreat, this versatile space offers endless possibilities. Outside, enjoy a spacious backyard ideal for entertaining, gardening, or simply relaxing in your own private outdoor oasis. The welcoming front porch and mature neighborhood setting enhance the home’s curb appeal and charm. Ideally located near schools, parks, shopping, dining, and commuter routes, this move-in ready home offers modern updates, generous living space, and a prime location. Don’t miss the opportunity to make this Cedarmeade gem your next home.

110 Russellcroft Rd, Winchester

Listing courtesy of Coldwell Banker Premier. Contact: 990007.lead@leads.leadrouter.com

$348,000

Enjoy one-level living in this spectacularly located brick rambler, nestled in a quiet residential neighborhood while remaining conveniently close to Route 11 with easy access to I-81. The property currently has a long term month-to-month tenant paying under market value, offering flexibility for an owner-occupant or an investor seeking rental income with potential for increased rent. Situated on a desirable corner lot, the home features ample driveway parking and presents a variety of opportunities to suit your needs.

3 Beds ⋅ 2 Baths

Enjoy one-level living in this spectacularly located brick rambler, nestled in a quiet residential neighborhood while remaining conveniently close to Route 11 with easy access to I-81. The property currently has a long term month-to-month tenant paying under market value, offering flexibility for an owner-occupant or an investor seeking rental income with potential for increased rent. Situated on a desirable corner lot, the home features ample driveway parking and presents a variety of opportunities to suit your needs.

302 Wentworth Dr, Winchester

Listing courtesy of Samson Properties. Contact: (540) 348-4911

$295,000

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.

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: (540) 348-4911

$369,000

🏡 **Excellent Opportunity in the Heart of Winchester!** Don't miss the chance to own a well-located home in one of Winchester's most convenient areas. Situated on a quiet street, this property offers easy access to shopping, dining, schools, parks, and major commuter routes—everything that matters is just minutes away. Featuring **3 bedrooms** plus **two additional versatile rooms**, this home provides the flexibility to fit your lifestyle. Whether you need a home office, guest room, gym, playroom, hobby space, or additional storage, the possibilities are endless. Schedule your showing today and discover the potential this Winchester home has to offer! 🏠✨

3 Beds ⋅ 3 Baths

🏡 **Excellent Opportunity in the Heart of Winchester!** Don't miss the chance to own a well-located home in one of Winchester's most convenient areas. Situated on a quiet street, this property offers easy access to shopping, dining, schools, parks, and major commuter routes—everything that matters is just minutes away. Featuring **3 bedrooms** plus **two additional versatile rooms**, this home provides the flexibility to fit your lifestyle. Whether you need a home office, guest room, gym, playroom, hobby space, or additional storage, the possibilities are endless. Schedule your showing today and discover the potential this Winchester home has to offer! 🏠✨

614 Sherlock Trce, Winchester

Listing courtesy of Samson Properties. Contact: (540) 348-4911

$450,000

Located in the heart of Winchester’s Historic District, this remarkable property offers a rare opportunity to own a piece of the city’s rich architectural heritage just moments from vibrant Old Town Winchester. Blending timeless character with flexible living options, the home showcases classic historic charm paired with thoughtful updates that support today’s lifestyle. Inside the main residence, you’ll find warm hardwood flooring, detailed millwork, built-in features, and inviting fireplaces that highlight the home’s original craftsmanship. Spacious living and dining areas provide an ideal setting for both everyday living and entertaining. The layout offers functional flow, with well-proportioned rooms and abundant natural light throughout. Upstairs, generously sized bedrooms provide comfortable retreats, including a primary suite with its own private bath. Additional bedrooms and a second full bath ensure convenience and flexibility for guests or family. On the main level, a versatile bonus space offers options for a home office, reading nook, or mudroom, along with practical features such as laundry and a powder room. Adding to the property’s appeal is a separate secondary structure with its own address, offering valuable additional finished space ideal for guests, studio use, or potential income-producing opportunities. Behind it, multiple outbuildings provide exceptional storage, workshop potential, or future redevelopment possibilities. Outdoor amenities include off-street parking and a generous rear yard setting that enhances both privacy and usability. The property’s zoning allows for a variety of residential and potential mixed-use opportunities, offering flexibility rarely found in a historic setting. With its unbeatable location, architectural charm, and multi-structure versatility, this unique offering presents endless possibilities for homeowners, investors, or those seeking a distinctive property in one of Winchester’s most desirable historic neighborhoods. THIS HOME IS ALSO AVAILABLE FOR RENT!

703 S Loudoun St, Winchester

Listing courtesy of Samson Properties. Contact: (540) 348-4911

$363,900

Enchanting Cape Cod in an ideal in‑town location, this home has a welcoming ease to it, offering 3–4 bedrooms and 2.5 bathrooms with a layout that adapts beautifully to everyday living. The main level includes two convenient bedrooms, a comfortable, light‑filled living room, a separate dining area, and a renovated kitchen featuring new cabinets and stainless‑steel appliances. In 2021, the home received a thoughtful refresh: new vinyl plank flooring throughout, renovated bathrooms, new light fixtures, new receptacles/switches/covers, a new roof, and more—paired with updated plumbing for added peace of mind. Upstairs, you’ll find two additional rooms and a bathroom, including a potential fourth bedroom or bonus room ideal for an office or extra space. With over 2,000 sq ft of finished living space, the home also includes a finished basement with a full bath and a door leading directly to the backyard, offering room to expand, unwind, or create a second living area. Outside you will find a spacious deck and fully fenced backyard with privacy fencing creating a comfortable outdoor retreat—perfect for relaxed evenings, weekend grilling, and easy gatherings. All of this in a downtown Winchester location, close to shopping, restaurants, and everyday conveniences. For anyone searching for a place that simply feels right the moment you arrive—a reminder that home isn’t just a place, it’s a feeling—this enchanting Cape Cod captures it. Schedule your tour today!

4 Beds ⋅ 3 Baths

Enchanting Cape Cod in an ideal in‑town location, this home has a welcoming ease to it, offering 3–4 bedrooms and 2.5 bathrooms with a layout that adapts beautifully to everyday living. The main level includes two convenient bedrooms, a comfortable, light‑filled living room, a separate dining area, and a renovated kitchen featuring new cabinets and stainless‑steel appliances. In 2021, the home received a thoughtful refresh: new vinyl plank flooring throughout, renovated bathrooms, new light fixtures, new receptacles/switches/covers, a new roof, and more—paired with updated plumbing for added peace of mind. Upstairs, you’ll find two additional rooms and a bathroom, including a potential fourth bedroom or bonus room ideal for an office or extra space. With over 2,000 sq ft of finished living space, the home also includes a finished basement with a full bath and a door leading directly to the backyard, offering room to expand, unwind, or create a second living area. Outside you will find a spacious deck and fully fenced backyard with privacy fencing creating a comfortable outdoor retreat—perfect for relaxed evenings, weekend grilling, and easy gatherings. All of this in a downtown Winchester location, close to shopping, restaurants, and everyday conveniences. For anyone searching for a place that simply feels right the moment you arrive—a reminder that home isn’t just a place, it’s a feeling—this enchanting Cape Cod captures it. Schedule your tour today!

621 Patterson Ave, Winchester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (540) 662-3484

$359,900

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.

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: 7033788810

$559,900

Experience a rare opportunity to own a piece of Winchester history at The Fort, one of Old Town's most distinctive residential communities. Located just blocks from the vibrant Walking Mall, this beautifully renovated 2-bedroom, 2.5-bath condominium seamlessly blends historic character with modern luxury. Unit 105 features an open-concept floor plan with soaring ceilings, rich architectural details, and abundant natural light. The gourmet kitchen is equipped with stainless steel appliances, gas cooking, granite countertops, and a spacious island perfect for entertaining. A cozy library with fireplace, elegant living spaces, and a convenient main-level powder room add to the home's charm and functionality. Upstairs, the spacious primary suite offers a spa-inspired custom shower, and double vanity. A generous second bedroom and full bath with soaking tub provide comfort for guests or family. Additional highlights include a covered porch, dedicated parking space, detached private garage, and beautifully maintained common grounds. Originally the site of Fort Loudoun and later a historic girls' school dating to the 1830s, The Fort offers a truly unique living experience steeped in local history. Enjoy walkable access to Winchester's finest restaurants, shops, breweries, museums, and local attractions while residing in one of the city's most iconic addresses.

2 Beds ⋅ 3 Baths

Experience a rare opportunity to own a piece of Winchester history at The Fort, one of Old Town's most distinctive residential communities. Located just blocks from the vibrant Walking Mall, this beautifully renovated 2-bedroom, 2.5-bath condominium seamlessly blends historic character with modern luxury. Unit 105 features an open-concept floor plan with soaring ceilings, rich architectural details, and abundant natural light. The gourmet kitchen is equipped with stainless steel appliances, gas cooking, granite countertops, and a spacious island perfect for entertaining. A cozy library with fireplace, elegant living spaces, and a convenient main-level powder room add to the home's charm and functionality. Upstairs, the spacious primary suite offers a spa-inspired custom shower, and double vanity. A generous second bedroom and full bath with soaking tub provide comfort for guests or family. Additional highlights include a covered porch, dedicated parking space, detached private garage, and beautifully maintained common grounds. Originally the site of Fort Loudoun and later a historic girls' school dating to the 1830s, The Fort offers a truly unique living experience steeped in local history. Enjoy walkable access to Winchester's finest restaurants, shops, breweries, museums, and local attractions while residing in one of the city's most iconic addresses.

411 N Loudoun St Unit #105, Winchester

Listing courtesy of MarketPlace REALTY. Contact:

$450,000

***4.25% INTEREST RATE AVAILABLE*** Located in the heart of Winchester’s Historic District, this remarkable property offers a rare opportunity to own a piece of the city’s rich architectural heritage just moments from vibrant Old Town Winchester. Blending timeless character with flexible living options, the home showcases classic historic charm paired with thoughtful updates that support today’s lifestyle. Inside the main residence, you’ll find warm hardwood flooring, detailed millwork, built-in features, and inviting fireplaces that highlight the home’s original craftsmanship. Spacious living and dining areas provide an ideal setting for both everyday living and entertaining. The layout offers functional flow, with well-proportioned rooms and abundant natural light throughout. Upstairs, generously sized bedrooms provide comfortable retreats, including a primary suite with its own private bath. Additional bedrooms and a second full bath ensure convenience and flexibility for guests or family. On the main level, a versatile bonus space offers options for a home office, reading nook, or mudroom, along with practical features such as laundry and a powder room. Adding to the property’s appeal is a separate secondary structure with its own address, offering valuable additional finished space ideal for guests, studio use, or potential income-producing opportunities. Behind it, multiple outbuildings provide exceptional storage, workshop potential, or future redevelopment possibilities. Outdoor amenities include off-street parking and a generous rear yard setting that enhances both privacy and usability. The property’s zoning allows for a variety of residential and potential mixed-use opportunities, offering flexibility rarely found in a historic setting. With its unbeatable location, architectural charm, and multi-structure versatility, this unique offering presents endless possibilities for homeowners, investors, or those seeking a distinctive property in one of Winchester’s most desirable historic neighborhoods. THIS HOME IS ALSO AVAILABLE FOR RENT!

3 Beds ⋅ 3 Baths

***4.25% INTEREST RATE AVAILABLE*** Located in the heart of Winchester’s Historic District, this remarkable property offers a rare opportunity to own a piece of the city’s rich architectural heritage just moments from vibrant Old Town Winchester. Blending timeless character with flexible living options, the home showcases classic historic charm paired with thoughtful updates that support today’s lifestyle. Inside the main residence, you’ll find warm hardwood flooring, detailed millwork, built-in features, and inviting fireplaces that highlight the home’s original craftsmanship. Spacious living and dining areas provide an ideal setting for both everyday living and entertaining. The layout offers functional flow, with well-proportioned rooms and abundant natural light throughout. Upstairs, generously sized bedrooms provide comfortable retreats, including a primary suite with its own private bath. Additional bedrooms and a second full bath ensure convenience and flexibility for guests or family. On the main level, a versatile bonus space offers options for a home office, reading nook, or mudroom, along with practical features such as laundry and a powder room. Adding to the property’s appeal is a separate secondary structure with its own address, offering valuable additional finished space ideal for guests, studio use, or potential income-producing opportunities. Behind it, multiple outbuildings provide exceptional storage, workshop potential, or future redevelopment possibilities. Outdoor amenities include off-street parking and a generous rear yard setting that enhances both privacy and usability. The property’s zoning allows for a variety of residential and potential mixed-use opportunities, offering flexibility rarely found in a historic setting. With its unbeatable location, architectural charm, and multi-structure versatility, this unique offering presents endless possibilities for homeowners, investors, or those seeking a distinctive property in one of Winchester’s most desirable historic neighborhoods. THIS HOME IS ALSO AVAILABLE FOR RENT!

703 S Loudoun St, Winchester

Listing courtesy of Samson Properties. Contact: (540) 348-4911

$3,250,000

Here is the opportunity to own a piece of history! The hottest spot in Winchester/Frederick County. The 20,386+/- SF building started out as a furniture warehouse that served the area for many years. In 2005 it was converted to a Restaurant that is now the most popular dining and entertainment destination in the area. In addition to the famous “pub” area, the restaurant includes a more formal dining area with a piano bar, tons of outdoor seating, Banquet and events area on upper level, outdoor covered desk/bar and the most popular feature, “The Jam Rock Boat.” That’s right, an actual boat was hauled in and permanently installed to provide an area for bands to use as a stage. This is a major draw on Friday and Saturday nights when the best local bands entertain the crowds. Just steps from the Old Town Walking Mall and adjacent to the historic Wyndham/George Washington Hotel. Well-established turn-key business that includes all fixtures, equipment, and real estate. Owner wants to retire but will assist with transition after purchase. Seasoned, well-trained managers and staff will stay. Winchester is seeing incredible growth. This is an opportunity to ride the expansion which will be seen in the coming years. CPA prepared financials available to qualified buyers. Non-disclosure Agreement required. Owner financing available with acceptable down payment.

125 E Piccadilly St, Winchester

Listing courtesy of Oakcrest Commercial Real Estate. Contact:

$1,150,000

This home has a 2.25% VA Assumable Loan. There are homes that simply provide shelter. And then there are homes like this—homes that make you slow down, take a deep breath, and picture the life you've been working so hard to create. Nestled in one of Winchester's most beloved neighborhoods, this stately residence blends timeless elegance with the confidence that comes from knowing the important work has already been done. Over the past several years, the owners have invested extensively in both beauty and peace of mind, creating a home that is as practical as it is impressive. Imagine gathering friends and loved ones around the oversized island in the beautifully renovated kitchen. Quartz countertops, quality cabinetry, stainless steel appliances with gas cooking, and abundant workspace make this the kind of kitchen where holiday meals, birthday celebrations, and ordinary Tuesday dinners become lasting memories. Rich hardwood floors and updated finishes add warmth and sophistication throughout the main level, while formal and casual living spaces flow effortlessly together. Need a quiet place to work, create, or manage life's daily demands? A private office on the main level offers the flexibility today's lifestyles require. The private office is a space you'll actually look forward to spending time in, surrounded by windows that fill the room with natural light and create an inspiring setting for working from home or simply enjoying a quiet moment with a cup of coffee. Just beyond, the dramatic two-story family room serves as the heart of the home, with soaring ceilings and an open, airy feel that makes every gathering feel a little more special. Whether you're hosting a holiday celebration, cheering on your favorite team, or enjoying a cozy evening by the fire, this impressive space brings everyone together while still feeling warm and inviting. At day's end, retreat to what may become your favorite room in the house. The completely renovated primary bath is nothing short of breathtaking. With its freestanding soaking tub, frameless glass shower, elegant finishes, and designer-inspired style, it feels less like a bathroom and more like a luxury spa featured in the pages of an upscale magazine. Beyond the beauty, the major systems have been thoughtfully updated as well. The roof has been replaced and enhanced with new insulation and a solar fan. The furnace heat exchanger and blower assembly have been replaced and serviced, while the AC fan and motor have also been updated, giving future owners confidence and comfort for years to come. Most updates occurred in 2023. And then there's the walkout lower level. With 9-foot ceilings, newer luxury vinyl plank flooring, a guest room, additional office space, and an expansive recreation area, this level is ready for whatever your imagination can create. Golf simulator? Home theater? Craft studio? Fitness room? The possibilities are endless. Bright, open, and inviting, it extends directly to the concrete patio, with a portion tucked beneath the screened porch for cool shade on warm Virginia afternoons. Outside, you'll discover the kind of backyard that invites you to linger a little longer. Enjoy morning coffee or evening conversations on the screened porch with low-maintenance composite decking. The beautiful white vinyl fence creates a sense of privacy and charm, while mature landscaping provides a peaceful, park like setting just minutes from downtown Winchester, local parks, restaurants, shopping, and Winchester Medical Center. Completing the package is a spacious three-car garage and a rare financing opportunity that may be the ultimate bonus. Eligible VA buyers may have the opportunity to assume the seller's existing VA loan at an attractive 2.25% interest rate. Homes with this combination of location, updates, character, and opportunity do not come along often. The next chapter is ready to be written. All that's missing is you.

5 Beds ⋅ 5 Baths

This home has a 2.25% VA Assumable Loan. There are homes that simply provide shelter. And then there are homes like this—homes that make you slow down, take a deep breath, and picture the life you've been working so hard to create. Nestled in one of Winchester's most beloved neighborhoods, this stately residence blends timeless elegance with the confidence that comes from knowing the important work has already been done. Over the past several years, the owners have invested extensively in both beauty and peace of mind, creating a home that is as practical as it is impressive. Imagine gathering friends and loved ones around the oversized island in the beautifully renovated kitchen. Quartz countertops, quality cabinetry, stainless steel appliances with gas cooking, and abundant workspace make this the kind of kitchen where holiday meals, birthday celebrations, and ordinary Tuesday dinners become lasting memories. Rich hardwood floors and updated finishes add warmth and sophistication throughout the main level, while formal and casual living spaces flow effortlessly together. Need a quiet place to work, create, or manage life's daily demands? A private office on the main level offers the flexibility today's lifestyles require. The private office is a space you'll actually look forward to spending time in, surrounded by windows that fill the room with natural light and create an inspiring setting for working from home or simply enjoying a quiet moment with a cup of coffee. Just beyond, the dramatic two-story family room serves as the heart of the home, with soaring ceilings and an open, airy feel that makes every gathering feel a little more special. Whether you're hosting a holiday celebration, cheering on your favorite team, or enjoying a cozy evening by the fire, this impressive space brings everyone together while still feeling warm and inviting. At day's end, retreat to what may become your favorite room in the house. The completely renovated primary bath is nothing short of breathtaking. With its freestanding soaking tub, frameless glass shower, elegant finishes, and designer-inspired style, it feels less like a bathroom and more like a luxury spa featured in the pages of an upscale magazine. Beyond the beauty, the major systems have been thoughtfully updated as well. The roof has been replaced and enhanced with new insulation and a solar fan. The furnace heat exchanger and blower assembly have been replaced and serviced, while the AC fan and motor have also been updated, giving future owners confidence and comfort for years to come. Most updates occurred in 2023. And then there's the walkout lower level. With 9-foot ceilings, newer luxury vinyl plank flooring, a guest room, additional office space, and an expansive recreation area, this level is ready for whatever your imagination can create. Golf simulator? Home theater? Craft studio? Fitness room? The possibilities are endless. Bright, open, and inviting, it extends directly to the concrete patio, with a portion tucked beneath the screened porch for cool shade on warm Virginia afternoons. Outside, you'll discover the kind of backyard that invites you to linger a little longer. Enjoy morning coffee or evening conversations on the screened porch with low-maintenance composite decking. The beautiful white vinyl fence creates a sense of privacy and charm, while mature landscaping provides a peaceful, park like setting just minutes from downtown Winchester, local parks, restaurants, shopping, and Winchester Medical Center. Completing the package is a spacious three-car garage and a rare financing opportunity that may be the ultimate bonus. Eligible VA buyers may have the opportunity to assume the seller's existing VA loan at an attractive 2.25% interest rate. Homes with this combination of location, updates, character, and opportunity do not come along often. The next chapter is ready to be written. All that's missing is you.

801 Armistead St, Winchester

Listing courtesy of Samson Properties. Contact: 7033788810

$370,000

Beautifully maintained 2-bedroom, 2-bath Ranch home in the desirable Willow Lawn Cottages 55+ Community. The main-level features an open floor plan, vaulted ceiling, ceiling fan, gas fireplace, large concrete patio, and 1-car garage. 2026 updates include a new HVAC system. The primary suite offers a walk-in closet, private full bath, and laundry. Low maintenance living includes lawn and landscape care, snow and trash removal, allowing more time to enjoy the community’s clubhouse, exercise room, and scenic paths. Conveniently located near shopping, dining, and healthcare– Winchester Medical Center and close to local attractions like the galleries at the Museum of the Shenandoah Valley.

2 Beds ⋅ 2 Baths

Beautifully maintained 2-bedroom, 2-bath Ranch home in the desirable Willow Lawn Cottages 55+ Community. The main-level features an open floor plan, vaulted ceiling, ceiling fan, gas fireplace, large concrete patio, and 1-car garage. 2026 updates include a new HVAC system. The primary suite offers a walk-in closet, private full bath, and laundry. Low maintenance living includes lawn and landscape care, snow and trash removal, allowing more time to enjoy the community’s clubhouse, exercise room, and scenic paths. Conveniently located near shopping, dining, and healthcare– Winchester Medical Center and close to local attractions like the galleries at the Museum of the Shenandoah Valley.

1845 Rosser Ln, Winchester

Listing courtesy of The Greene Realty Group. Contact: 8882785840

$364,990

The most affordable townhomes in Winchester City! Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! Home backing to trees for added privacy and peaceful views. Possibility of 4th bedroom or flex space in the finished lower level with private full bath and walk-in shower; ideal for guests, home office, or recreation room ***OFFERING UP TO $5K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS* This beautifully upgraded home features an open-concept layout with spacious living areas and a stunning kitchen complete with oversized island seating for four; perfect for entertaining and everyday living. The third level offers conveniently located laundry near the bedrooms for added convenience. Enjoy outdoor living on the 10x16 maintenance-free deck overlooking mature trees. Attached 1-car garage provides additional storage and convenience. New luxury townhomes in Winchester are selling quickly; schedule your tour today before this opportunity is gone!*Photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing.

3 Beds ⋅ 4 Baths

The most affordable townhomes in Winchester City! Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! Home backing to trees for added privacy and peaceful views. Possibility of 4th bedroom or flex space in the finished lower level with private full bath and walk-in shower; ideal for guests, home office, or recreation room ***OFFERING UP TO $5K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS* This beautifully upgraded home features an open-concept layout with spacious living areas and a stunning kitchen complete with oversized island seating for four; perfect for entertaining and everyday living. The third level offers conveniently located laundry near the bedrooms for added convenience. Enjoy outdoor living on the 10x16 maintenance-free deck overlooking mature trees. Attached 1-car garage provides additional storage and convenience. New luxury townhomes in Winchester are selling quickly; schedule your tour today before this opportunity is gone!*Photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing.

HOMESITE 11 Monteith Dr, Winchester

Listing courtesy of DRB Group Realty, LLC. Contact: 2404579391

$369,990

The most affordable townhomes in Winchester City! Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! Possibility of 4th bedroom or flex space in the finished lower level with private full bath and walk-in shower; ideal for guests, home office, or recreation room. ***OFFERING UP TO $5K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS* Home with backing to trees for added privacy and peaceful views. This beautifully upgraded home features an open-concept layout with spacious living areas and a stunning kitchen complete with oversized island seating for four; perfect for entertaining and everyday living. The third level offers conveniently located laundry near the bedrooms for added convenience. Enjoy outdoor living on the 10x16 maintenance-free deck overlooking mature trees. Attached 1-car garage provides additional storage and convenience. New luxury townhomes in Winchester are selling quickly; schedule your tour today before this opportunity is gone! *Photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing.

3 Beds ⋅ 4 Baths

The most affordable townhomes in Winchester City! Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! Possibility of 4th bedroom or flex space in the finished lower level with private full bath and walk-in shower; ideal for guests, home office, or recreation room. ***OFFERING UP TO $5K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS* Home with backing to trees for added privacy and peaceful views. This beautifully upgraded home features an open-concept layout with spacious living areas and a stunning kitchen complete with oversized island seating for four; perfect for entertaining and everyday living. The third level offers conveniently located laundry near the bedrooms for added convenience. Enjoy outdoor living on the 10x16 maintenance-free deck overlooking mature trees. Attached 1-car garage provides additional storage and convenience. New luxury townhomes in Winchester are selling quickly; schedule your tour today before this opportunity is gone! *Photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing.

HOMESITE 13 Monteith Dr, Winchester

Listing courtesy of DRB Group Realty, LLC. Contact: 2404579391

$275,000

Back on the Market!...Beautifully located in the heart of Historic Winchester, this charming home offers 2 bedrooms, 1 full bath, and a versatile bonus room on the second floor-perfect for an office, guest space, or hobby room. Enjoy the convenience of being within walking distance to downtown Winchester's shops, restaurants, entertainment, and the famous Apple Blossom Festival festivities. Situated inside of the Historic District, This property combines character, location, and opportunity in one of Winchester's most desirable area. Don't miss this opportunity to own a piece of the Historic Winchester.. SOLD AS IS.

2 Beds ⋅ 1 Baths

Back on the Market!...Beautifully located in the heart of Historic Winchester, this charming home offers 2 bedrooms, 1 full bath, and a versatile bonus room on the second floor-perfect for an office, guest space, or hobby room. Enjoy the convenience of being within walking distance to downtown Winchester's shops, restaurants, entertainment, and the famous Apple Blossom Festival festivities. Situated inside of the Historic District, This property combines character, location, and opportunity in one of Winchester's most desirable area. Don't miss this opportunity to own a piece of the Historic Winchester.. SOLD AS IS.

11 W Germain St, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: (540) 665-0360

$385,000

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.

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: (540) 348-4911

$268,000

**PRICE REDUCTION** Please contact Maria Vasquez for inquiries as the co-listing agent. (571)334-5118. This charming bungalow in the heart of the City of Winchester has already been beautifully renovated, offering the perfect blend of classic charm and modern living. Featuring 2 cozy bedrooms and a full bathroom, the home is designed with comfort and functionality in mind. Enjoy an updated kitchen and bathrooms, new appliances, and central A/C for a fresh, modern feel. The newly added front deck and patio provide great spaces to relax or entertain. Situated on a 0.17-acre lot with driveway parking, this home offers both indoor comfort and outdoor potential, all in a prime Winchester location. Don’t miss your chance to make it yours!

2 Beds ⋅ 1 Baths

**PRICE REDUCTION** Please contact Maria Vasquez for inquiries as the co-listing agent. (571)334-5118. This charming bungalow in the heart of the City of Winchester has already been beautifully renovated, offering the perfect blend of classic charm and modern living. Featuring 2 cozy bedrooms and a full bathroom, the home is designed with comfort and functionality in mind. Enjoy an updated kitchen and bathrooms, new appliances, and central A/C for a fresh, modern feel. The newly added front deck and patio provide great spaces to relax or entertain. Situated on a 0.17-acre lot with driveway parking, this home offers both indoor comfort and outdoor potential, all in a prime Winchester location. Don’t miss your chance to make it yours!

580 York Ave, Winchester

Listing courtesy of The Vasquez Group LLC. Contact:

$262,000

Attention investors…24 month lease in place and new HVAC! Wonderful opportunity to own in downtown Winchester! Walking distance to the Old Town Mall restaurants, shopping, the library and more. Easy access to Rt. 7 and 81. The main level has a nice open floor plan, consisting of kitchen, dining and living areas. The main level also features a half bath and bonus room, perfect for an office or den. Upstairs you will find three bedrooms, full bathroom and laundry. Permitted on street parking.

3 Beds ⋅ 2 Baths

Attention investors…24 month lease in place and new HVAC! Wonderful opportunity to own in downtown Winchester! Walking distance to the Old Town Mall restaurants, shopping, the library and more. Easy access to Rt. 7 and 81. The main level has a nice open floor plan, consisting of kitchen, dining and living areas. The main level also features a half bath and bonus room, perfect for an office or den. Upstairs you will find three bedrooms, full bathroom and laundry. Permitted on street parking.

321 N Kent St, Winchester

Listing courtesy of MarketPlace REALTY. Contact:

$319,950

This charming home, a short walk from historic Winchester, underwent a complete studs up renovation a few years ago. With all new insulation, roof, energy efficient double pane windows, and updated systems, it offers efficiency and ease. The open floor plan flows into a kitchen with a dedicated pantry closet. Three appropriately sized bedrooms include a master with its own bath. Plus, enjoy upgraded padded laminate flooring, a fenced backyard, and low maintenance vinyl siding-ready to move in and enjoy!

3 Beds ⋅ 3 Baths

This charming home, a short walk from historic Winchester, underwent a complete studs up renovation a few years ago. With all new insulation, roof, energy efficient double pane windows, and updated systems, it offers efficiency and ease. The open floor plan flows into a kitchen with a dedicated pantry closet. Three appropriately sized bedrooms include a master with its own bath. Plus, enjoy upgraded padded laminate flooring, a fenced backyard, and low maintenance vinyl siding-ready to move in and enjoy!

593 N Kent St, Winchester

Listing courtesy of Homes By Owner, Inc.. Contact: 3013556104

$459,999

Welcome Home! This beautifully renovated single-family home offers everything you need and more. Featuring hardwood floors throughout the main level, custom cabinets, and granite countertops in the kitchen, this home combines style and functionality. A new roof adds peace of mind, and the fully finished lower level provides additional living space for relaxation or entertainment. With 5 spacious bedrooms and 3 full bathrooms, there’s room for everyone. Situated on a quarter-acre lot with no HOA, you'll enjoy privacy and freedom. The large deck and screened-in porch are perfect for outdoor dining, entertaining, or simply unwinding. Conveniently located close to shopping centers and restaurants — everything you need is just minutes away!

5 Beds ⋅ 3 Baths

Welcome Home! This beautifully renovated single-family home offers everything you need and more. Featuring hardwood floors throughout the main level, custom cabinets, and granite countertops in the kitchen, this home combines style and functionality. A new roof adds peace of mind, and the fully finished lower level provides additional living space for relaxation or entertainment. With 5 spacious bedrooms and 3 full bathrooms, there’s room for everyone. Situated on a quarter-acre lot with no HOA, you'll enjoy privacy and freedom. The large deck and screened-in porch are perfect for outdoor dining, entertaining, or simply unwinding. Conveniently located close to shopping centers and restaurants — everything you need is just minutes away!

419 Summit Ave, Winchester

Listing courtesy of Lifestyle Realty, LLC.. Contact: 7034003356