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***Sellers offering $5k credit towards a mini-split -or- for closing cost assistance.*** This beautiful rancher sits on 0.38 acres with an expansive, level backyard that is fully fenced and shaded by gorgeous, mature trees. A large deck spans the back of the home and incorporates a charming stock-tank plunge pool with liner and filtration system, creating a fantastic space for relaxing and entertaining. Inside, the beautifully renovated kitchen is a standout, while the primary suite offers a walk-in closet and a stylishly remodeled en suite full bath with walk-in shower. The lower level adds even more living and entertaining space, with over half of the basement finished, a wet bar, and convenient walk-up access to the backyard. A carport and high-speed internet round out the home's practical features. Updated furnace, circuit breaker has a generator panel back up already wired just need a generator, heat lamp in the hallway bathroom, updated electrical and circuit breaker Electrical- $2,500, furnace $2,600

413 Superior Ave, Winchester

Listing courtesy of Samson Properties. Contact:

$299,900

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

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

12 N Purcell Ave, Winchester

Listing courtesy of Colony Realty. Contact:

$350,000

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

4 Beds ⋅ 2 Baths

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

1008 S Cameron St, Winchester

Listing courtesy of Redfin Corporation. Contact:

$700,000

Welcome to 769 Seldon Drive—an elegant brick-front colonial situated on nearly half an acre in one of Winchester’s most desirable neighborhoods. Offering over 4,500 finished square feet, this spacious 5-bedroom, 4.5-bath home is designed for comfort, flexibility, and multi-generational living. Create wealth with this income producing opportunity. The main level features a generously sized primary suite with a walk-in closet and en-suite bath, along with formal living and dining rooms, a warm and inviting family room with fireplace, and a well-equipped kitchen with center island and breakfast area. Hardwood floors and detailed trim work add classic character throughout. A standout feature of this home is the private ground-level apartment with its own entrance—complete with a full kitchen, bedroom, bathroom, living space, and dedicated laundry. Perfect for guests, extended family, or potential rental income. Upstairs, you'll find additional spacious bedrooms and full baths, offering plenty of room for everyone. Enjoy the outdoors from your beautifully landscaped yard with space to garden, entertain, or relax. A two-car garage and extended driveway provide ample parking. Conveniently located just minutes to downtown Winchester, parks, shopping, dining, and commuter routes—this home offers the space and versatility you've been searching for. Priced below appraisal. Schedule your private showing today!

5 Beds ⋅ 5 Baths

Welcome to 769 Seldon Drive—an elegant brick-front colonial situated on nearly half an acre in one of Winchester’s most desirable neighborhoods. Offering over 4,500 finished square feet, this spacious 5-bedroom, 4.5-bath home is designed for comfort, flexibility, and multi-generational living. Create wealth with this income producing opportunity. The main level features a generously sized primary suite with a walk-in closet and en-suite bath, along with formal living and dining rooms, a warm and inviting family room with fireplace, and a well-equipped kitchen with center island and breakfast area. Hardwood floors and detailed trim work add classic character throughout. A standout feature of this home is the private ground-level apartment with its own entrance—complete with a full kitchen, bedroom, bathroom, living space, and dedicated laundry. Perfect for guests, extended family, or potential rental income. Upstairs, you'll find additional spacious bedrooms and full baths, offering plenty of room for everyone. Enjoy the outdoors from your beautifully landscaped yard with space to garden, entertain, or relax. A two-car garage and extended driveway provide ample parking. Conveniently located just minutes to downtown Winchester, parks, shopping, dining, and commuter routes—this home offers the space and versatility you've been searching for. Priced below appraisal. Schedule your private showing today!

769 Seldon Dr, Winchester

Listing courtesy of Keller Williams Realty. Contact:

$439,900

Welcome home to this beautifully maintained 3-bedroom, 2-bath home offering comfort, convenience, and exceptional outdoor living. Ideally located just minutes from shopping, schools, the hospital, and other everyday amenities, this home combines a prime location with thoughtful updates. Inside, you'll find two recently remodeled bathrooms featuring modern finished and stylish upgrades. The functional layout provides comfortable living spaces perfect for everyday life. The basement has also been professionally waterproofed, and the existing waterproofing warranty will transfer to the new owner, providing added peace of mind. Step outside to enjoy the fully fenced backyard, offering privacy and plenty of space for children, pets, or entertaining. The extensive hardscaping creates a beautiful, low-maintenance outdoor retreat, while the paver driveway adds outstanding curb appeal. An above-ground pool provides the perfect place to cool off on warm summer days, and the storage shed offers ample space for lawn equipment, tools, and seasonal items. Move-in ready and conveniently located, this home offers the perfect blend of comfort, style. and accessibility. Don't miss your opportunity to make it yours-schedule your private showing today!

Welcome home to this beautifully maintained 3-bedroom, 2-bath home offering comfort, convenience, and exceptional outdoor living. Ideally located just minutes from shopping, schools, the hospital, and other everyday amenities, this home combines a prime location with thoughtful updates. Inside, you'll find two recently remodeled bathrooms featuring modern finished and stylish upgrades. The functional layout provides comfortable living spaces perfect for everyday life. The basement has also been professionally waterproofed, and the existing waterproofing warranty will transfer to the new owner, providing added peace of mind. Step outside to enjoy the fully fenced backyard, offering privacy and plenty of space for children, pets, or entertaining. The extensive hardscaping creates a beautiful, low-maintenance outdoor retreat, while the paver driveway adds outstanding curb appeal. An above-ground pool provides the perfect place to cool off on warm summer days, and the storage shed offers ample space for lawn equipment, tools, and seasonal items. Move-in ready and conveniently located, this home offers the perfect blend of comfort, style. and accessibility. Don't miss your opportunity to make it yours-schedule your private showing today!

153 Fox Dr, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact:

$389,000

PRICE IMPROVEMENT!! PLEASE NOTE: THE DRIVEWAY FOR 633 PENNSYLVANIA AVE IS TO THE RIGHT OF THE HOME.......Charming 1932 Craftsman Near Downtown Winchester! Step into this classic 1932 Craftsman home, where timeless historic character perfectly meets modern updates. Stunning original craftsman style windows in every room. Boasting an abundance of original woodwork and original wood floors throughout, this home radiates warmth, style, and craftsmanship. The main level highlights Large, open rooms designed for seamless living and entertaining. Bright and open kitchen enjoys newer double ovens, dishwasher, new cooktop and SS hood, new kitchen sink, faucet and new butcher block countertops! The Sunroom features beautiful, heated terracotta tile floors and new double pane windows that flood the space with natural light. Outdoor boasts your classic front porch spanning the width of the house, perfect for relaxing with your favorite beverage. The main floor hosts a 1/2 bath and convenient laundry room. The second level with three generous bedrooms, each equipped with spacious closets, also features a large hall linen closet. The renovated Full Bath comes with custom tile flooring and a sleek, walk-in glass shower. Enjoy the perfect blend of neighborhood charm and urban convenience. If outdoors is your vibe, relaxing on the stone patio with plenty of room for outdoor furniture and a deep, fully fenced yard for kids and pets to enjoy! This home sits just minutes from vibrant downtown restaurants, shopping, and entertainment. Don't miss the opportunity to own a piece of history featuring the perfect balance of original 1930s details and thoughtful modern updates! Call me today to arrange your private showing. PLEASE NOTE: THE DRIVEWAY IS ON THE RIGHT SIDE OF THE HOME LEADING TO THE GATED BACKYARD AND REAR ENTRANCE TO THE HOME. Agent Related to Seller.

PRICE IMPROVEMENT!! PLEASE NOTE: THE DRIVEWAY FOR 633 PENNSYLVANIA AVE IS TO THE RIGHT OF THE HOME.......Charming 1932 Craftsman Near Downtown Winchester! Step into this classic 1932 Craftsman home, where timeless historic character perfectly meets modern updates. Stunning original craftsman style windows in every room. Boasting an abundance of original woodwork and original wood floors throughout, this home radiates warmth, style, and craftsmanship. The main level highlights Large, open rooms designed for seamless living and entertaining. Bright and open kitchen enjoys newer double ovens, dishwasher, new cooktop and SS hood, new kitchen sink, faucet and new butcher block countertops! The Sunroom features beautiful, heated terracotta tile floors and new double pane windows that flood the space with natural light. Outdoor boasts your classic front porch spanning the width of the house, perfect for relaxing with your favorite beverage. The main floor hosts a 1/2 bath and convenient laundry room. The second level with three generous bedrooms, each equipped with spacious closets, also features a large hall linen closet. The renovated Full Bath comes with custom tile flooring and a sleek, walk-in glass shower. Enjoy the perfect blend of neighborhood charm and urban convenience. If outdoors is your vibe, relaxing on the stone patio with plenty of room for outdoor furniture and a deep, fully fenced yard for kids and pets to enjoy! This home sits just minutes from vibrant downtown restaurants, shopping, and entertainment. Don't miss the opportunity to own a piece of history featuring the perfect balance of original 1930s details and thoughtful modern updates! Call me today to arrange your private showing. PLEASE NOTE: THE DRIVEWAY IS ON THE RIGHT SIDE OF THE HOME LEADING TO THE GATED BACKYARD AND REAR ENTRANCE TO THE HOME. Agent Related to Seller.

633 Pennsylvania Ave, Winchester

Listing courtesy of Colony Realty. Contact:

$385,000

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

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

1853 Rosser Ln, Winchester

Listing courtesy of Realty FC. Contact:

$625,000

Roof 2017 - Water Heater 2017 - HVAC 2023. Welcome to 1529 Dalton Place, an exceptional home tucked away on a quiet cul-de-sac in one of Winchester's most desirable locations. Offering 4 spacious bedrooms, 3.5 bathrooms, and an expansive floor plan, this beautifully designed residence delivers the perfect blend of comfort, style, and functionality. From the moment you enter, you'll appreciate the generous room sizes throughout, including elegant formal living and dining rooms ideal for entertaining. The heart of the home features an inviting open-concept kitchen and family room, creating the perfect space for everyday living and gathering with family and friends. A bright and airy sunroom provides the perfect spot to relax while overlooking the backyard. The finished basement offers exceptional flexibility with abundant space for a recreation room, home theater, fitness area, office, or guest suite. A spacious 2-car garage provides plenty of storage and convenience. Ideally situated in a prime location close to shopping, dining, schools, commuter routes, and all that Winchester has to offer, this impressive home combines space, convenience, and timeless appeal. If you're searching for a move-in-ready home with generous living areas and an unbeatable location, 1529 Dalton Place is one you won't want to miss. All sizes are approximate.

4 Beds ⋅ 4 Baths

Roof 2017 - Water Heater 2017 - HVAC 2023. Welcome to 1529 Dalton Place, an exceptional home tucked away on a quiet cul-de-sac in one of Winchester's most desirable locations. Offering 4 spacious bedrooms, 3.5 bathrooms, and an expansive floor plan, this beautifully designed residence delivers the perfect blend of comfort, style, and functionality. From the moment you enter, you'll appreciate the generous room sizes throughout, including elegant formal living and dining rooms ideal for entertaining. The heart of the home features an inviting open-concept kitchen and family room, creating the perfect space for everyday living and gathering with family and friends. A bright and airy sunroom provides the perfect spot to relax while overlooking the backyard. The finished basement offers exceptional flexibility with abundant space for a recreation room, home theater, fitness area, office, or guest suite. A spacious 2-car garage provides plenty of storage and convenience. Ideally situated in a prime location close to shopping, dining, schools, commuter routes, and all that Winchester has to offer, this impressive home combines space, convenience, and timeless appeal. If you're searching for a move-in-ready home with generous living areas and an unbeatable location, 1529 Dalton Place is one you won't want to miss. All sizes are approximate.

1529 Dalton Pl, Winchester

Listing courtesy of RE/MAX Roots. Contact:

$400,000

Turn-key and move-in ready! This beautifully updated 4-bedroom, 2-bath home features a modern kitchen with recently updated appliances, a new HVAC system, and a new hot water heater for added peace of mind. Enjoy the spacious backyard, perfect for outdoor entertaining, along with convenient off-street parking and the freedom of no HOA. Nestled in an established neighborhood with large yards and a charming community park, this home is ideally located just minutes from Winchester Medical Center, the Museum of the Shenandoah Valley, and Old Town Winchester's restaurants, shops, and entertainment.

4 Beds ⋅ 2 Baths

Turn-key and move-in ready! This beautifully updated 4-bedroom, 2-bath home features a modern kitchen with recently updated appliances, a new HVAC system, and a new hot water heater for added peace of mind. Enjoy the spacious backyard, perfect for outdoor entertaining, along with convenient off-street parking and the freedom of no HOA. Nestled in an established neighborhood with large yards and a charming community park, this home is ideally located just minutes from Winchester Medical Center, the Museum of the Shenandoah Valley, and Old Town Winchester's restaurants, shops, and entertainment.

1310 Whittier Ave, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

$350,000

** Price improvement!** Welcome home to 117 E Pall Mall St! Ideally located within a mile of Shenandoah University and historic downtown Winchester! This 3 bedroom, 2.5 bath has lots of updates and upgrades! Updated kitchen and baths, stainless steel appliances, & a fenced in backyard! 2023 - Roof, siding, & electrical panel (and all breakers), updated kitchen and all baths, 2024 - repaired sump pump & new hot water heater, 2025 - new sewer line under driveway & from driveway to street, new LVP in kitchen, 2026 - replaced / leveled living room floor & subfloor, new LVP. Perfect for the first time homebuyers or investors looking for a home with great rental potential! Schedule your tour today!

3 Beds ⋅ 3 Baths

** Price improvement!** Welcome home to 117 E Pall Mall St! Ideally located within a mile of Shenandoah University and historic downtown Winchester! This 3 bedroom, 2.5 bath has lots of updates and upgrades! Updated kitchen and baths, stainless steel appliances, & a fenced in backyard! 2023 - Roof, siding, & electrical panel (and all breakers), updated kitchen and all baths, 2024 - repaired sump pump & new hot water heater, 2025 - new sewer line under driveway & from driveway to street, new LVP in kitchen, 2026 - replaced / leveled living room floor & subfloor, new LVP. Perfect for the first time homebuyers or investors looking for a home with great rental potential! Schedule your tour today!

117 E Pall Mall St, Winchester

Listing courtesy of Pearson Smith Realty, LLC. Contact:

$304,900

New roof, new windows, all brick exterior, wood burning fireplace, screened porch. Perfect opportunity for buyers to bring the interior of the property to neighborhood standards and enhance the value through sweat equity. This home has a great floor plan and an enviable location in beautifully maintained, established area. Located with easy access to amenities, shopping and commuter thoroughfares. No HOA.

3 Beds ⋅ 3 Baths

New roof, new windows, all brick exterior, wood burning fireplace, screened porch. Perfect opportunity for buyers to bring the interior of the property to neighborhood standards and enhance the value through sweat equity. This home has a great floor plan and an enviable location in beautifully maintained, established area. Located with easy access to amenities, shopping and commuter thoroughfares. No HOA.

913 Orchard Hill Dr, Winchester

Listing courtesy of Samson Properties. Contact:

$270,000

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

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

1314 S Braddock St, Winchester

Listing courtesy of Open Door Brokerage, LLC. Contact:

$600,000

This charming Colonial home, built in 1952, exudes warmth and character, making it a perfect retreat. Nestled in the heart of the City of Winchester, this residence features three spacious bedrooms and one and a half bathrooms, ideal for comfortable living. Step inside to discover beautiful hardwood floors that flow throughout, complemented by a traditional floor plan that invites gatherings in the formal dining room. The upgraded countertops and butler's pantry in the kitchen enhance functionality, while the cozy fireplace adds a touch of elegance to the living space. The home boasts a well-designed attic and a convenient basement laundry area, ensuring ample storage and practicality. Outside, the extensive hardscape and outbuilding provide versatile outdoor space for relaxation or hobbies. Located in a vibrant community, residents enjoy easy access to local parks, perfect for leisurely strolls or picnics. The neighborhood is known for its friendly atmosphere and community events, fostering a sense of belonging. Excellent schools are just a stone's throw away, making this location ideal for those seeking quality education options. With on-street parking and a generous lot size, this property balances convenience and comfort. Experience the charm of this delightful home and the welcoming community that surrounds it.

This charming Colonial home, built in 1952, exudes warmth and character, making it a perfect retreat. Nestled in the heart of the City of Winchester, this residence features three spacious bedrooms and one and a half bathrooms, ideal for comfortable living. Step inside to discover beautiful hardwood floors that flow throughout, complemented by a traditional floor plan that invites gatherings in the formal dining room. The upgraded countertops and butler's pantry in the kitchen enhance functionality, while the cozy fireplace adds a touch of elegance to the living space. The home boasts a well-designed attic and a convenient basement laundry area, ensuring ample storage and practicality. Outside, the extensive hardscape and outbuilding provide versatile outdoor space for relaxation or hobbies. Located in a vibrant community, residents enjoy easy access to local parks, perfect for leisurely strolls or picnics. The neighborhood is known for its friendly atmosphere and community events, fostering a sense of belonging. Excellent schools are just a stone's throw away, making this location ideal for those seeking quality education options. With on-street parking and a generous lot size, this property balances convenience and comfort. Experience the charm of this delightful home and the welcoming community that surrounds it.

1311 Handley Ave, Winchester

Listing courtesy of MarketPlace REALTY. Contact:

$250,000

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

1 Beds ⋅ 1 Baths

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

135 S Kent St Unit 202, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

$395,000

Welcome to 1826 Kershaw Lane in Willow Lawn Cottages, one of Winchester, Virginia's most sought-after 55+ active adult communities, offering low-maintenance, single-level living just minutes from Historic Old Town Winchester. This beautifully maintained 2-bedroom, 2-bath ranch home showcases exceptional pride of ownership with beautiful hardwood flooring, soaring vaulted ceilings, and an open floor plan filled with natural light. The kitchen features a decorative ceramic tile backsplash, an updated Moen faucet, a new refrigerator, and a new microwave, combining style and functionality for the home chef. The spacious primary suite offers a relaxing retreat with a private en-suite bath and generous closet space. A second bedroom and full bathroom provide comfortable accommodations for family and guests. The inviting sunroom is bathed in natural light, creating the perfect space for morning coffee, reading, hobbies, or a home office. Additional updates include new gas fireplace logs, adding warmth and charm to the living area. Outside, you'll enjoy a beautifully landscaped garden that creates a peaceful setting for relaxing or entertaining. French drains have also been installed to enhance drainage and provide added peace of mind. Residents of Willow Lawn Cottages enjoy a friendly community atmosphere with convenient access to Historic Old Town Winchester, Shenandoah University, Winchester Medical Center, Jim Barnett Park, the Museum of the Shenandoah Valley, and the Winchester Green Circle Trail. Shopping, dining, healthcare, and year-round events are just minutes away.

Welcome to 1826 Kershaw Lane in Willow Lawn Cottages, one of Winchester, Virginia's most sought-after 55+ active adult communities, offering low-maintenance, single-level living just minutes from Historic Old Town Winchester. This beautifully maintained 2-bedroom, 2-bath ranch home showcases exceptional pride of ownership with beautiful hardwood flooring, soaring vaulted ceilings, and an open floor plan filled with natural light. The kitchen features a decorative ceramic tile backsplash, an updated Moen faucet, a new refrigerator, and a new microwave, combining style and functionality for the home chef. The spacious primary suite offers a relaxing retreat with a private en-suite bath and generous closet space. A second bedroom and full bathroom provide comfortable accommodations for family and guests. The inviting sunroom is bathed in natural light, creating the perfect space for morning coffee, reading, hobbies, or a home office. Additional updates include new gas fireplace logs, adding warmth and charm to the living area. Outside, you'll enjoy a beautifully landscaped garden that creates a peaceful setting for relaxing or entertaining. French drains have also been installed to enhance drainage and provide added peace of mind. Residents of Willow Lawn Cottages enjoy a friendly community atmosphere with convenient access to Historic Old Town Winchester, Shenandoah University, Winchester Medical Center, Jim Barnett Park, the Museum of the Shenandoah Valley, and the Winchester Green Circle Trail. Shopping, dining, healthcare, and year-round events are just minutes away.

1826 Kershaw Ln, Winchester

Listing courtesy of RE/MAX Roots. Contact:

$569,000

ONE-OF-A-KIND HOME WITH INCREDIBLE FLEXIBILITY! This custom all-brick Winchester home offers a layout you simply don't find every day—4 bedrooms, 4 full baths, two main-level bedrooms, flexible private living spaces, a detached 2-car garage and NO HOA! Step inside to a bright, welcoming floor plan featuring beautiful hardwood floors, abundant natural light, custom built-ins and a cozy gas fireplace. The spacious gourmet kitchen offers granite countertops, stainless steel appliances, generous pantry space and a large breakfast area that flows easily into the dining and living spaces—perfect for everyday living and entertaining. One of this home's standout features is its main-level living potential. The primary suite is conveniently located on the main floor with a private bath and walk-in closet, while a second main-level bedroom and nearby full bath provide exceptional flexibility for guests, a home office or additional living space. Main-level laundry with a utility sink adds even more convenience. Upstairs, you'll discover a private and versatile living area with its own main-level entrance, sitting/living space, two additional bedrooms and a full bath—creating an ideal setup for extended stays, guests, work-from-home needs or anyone wanting additional privacy and separation. And there's even more! The detached two-car garage includes additional finished living space above, complete with a bedroom, full bath and kitchen/living area—opening the door to an incredible variety of possibilities. Outside, enjoy multiple parking options with front and rear driveways, an attached covered carport, detached garage and additional street parking. All of this is tucked into an established Winchester neighborhood convenient to downtown Winchester, Route 7, shopping, dining, medical facilities and major commuter routes. All brick. Four full baths. Two main-level bedrooms. Flexible living spaces. Detached garage. No HOA. This isn't your typical Winchester home—come see just how many possibilities 687 Woodland Avenue has to offer.

4 Beds ⋅ 4 Baths

ONE-OF-A-KIND HOME WITH INCREDIBLE FLEXIBILITY! This custom all-brick Winchester home offers a layout you simply don't find every day—4 bedrooms, 4 full baths, two main-level bedrooms, flexible private living spaces, a detached 2-car garage and NO HOA! Step inside to a bright, welcoming floor plan featuring beautiful hardwood floors, abundant natural light, custom built-ins and a cozy gas fireplace. The spacious gourmet kitchen offers granite countertops, stainless steel appliances, generous pantry space and a large breakfast area that flows easily into the dining and living spaces—perfect for everyday living and entertaining. One of this home's standout features is its main-level living potential. The primary suite is conveniently located on the main floor with a private bath and walk-in closet, while a second main-level bedroom and nearby full bath provide exceptional flexibility for guests, a home office or additional living space. Main-level laundry with a utility sink adds even more convenience. Upstairs, you'll discover a private and versatile living area with its own main-level entrance, sitting/living space, two additional bedrooms and a full bath—creating an ideal setup for extended stays, guests, work-from-home needs or anyone wanting additional privacy and separation. And there's even more! The detached two-car garage includes additional finished living space above, complete with a bedroom, full bath and kitchen/living area—opening the door to an incredible variety of possibilities. Outside, enjoy multiple parking options with front and rear driveways, an attached covered carport, detached garage and additional street parking. All of this is tucked into an established Winchester neighborhood convenient to downtown Winchester, Route 7, shopping, dining, medical facilities and major commuter routes. All brick. Four full baths. Two main-level bedrooms. Flexible living spaces. Detached garage. No HOA. This isn't your typical Winchester home—come see just how many possibilities 687 Woodland Avenue has to offer.

687 Woodland Ave, Winchester

Listing courtesy of Keller Williams Realty. Contact:

$479,000

OPEN HOUSE 09/27/2026 FROM 4:00 PM - 6:00 PM Welcome to this charming historic home in Old Town Winchester. This spacious 3-bedroom Colonial blends timeless character with modern comfort in a convenient downtown location. Thoughtfully updated with today’s buyer in mind, this inviting residence offers upgraded amenities while preserving its classic appeal. Ideally situated within walking distance from the heart of historic Old Town Winchester, you’ll enjoy the convenience of being close to local shops, restaurants, entertainment, downtown amenities, Shenandoah Valley Museum, and Valley Health Medical Facilities. Adding to the appeal, the home is tucked along a private one-way street, offering a quieter, more peaceful setting while keeping you just steps from everything downtown Winchester has to offer. Outside, the detached garage offers exceptional versatility for parking, storage, hobbies, home gym, or a workshop.

OPEN HOUSE 09/27/2026 FROM 4:00 PM - 6:00 PM Welcome to this charming historic home in Old Town Winchester. This spacious 3-bedroom Colonial blends timeless character with modern comfort in a convenient downtown location. Thoughtfully updated with today’s buyer in mind, this inviting residence offers upgraded amenities while preserving its classic appeal. Ideally situated within walking distance from the heart of historic Old Town Winchester, you’ll enjoy the convenience of being close to local shops, restaurants, entertainment, downtown amenities, Shenandoah Valley Museum, and Valley Health Medical Facilities. Adding to the appeal, the home is tucked along a private one-way street, offering a quieter, more peaceful setting while keeping you just steps from everything downtown Winchester has to offer. Outside, the detached garage offers exceptional versatility for parking, storage, hobbies, home gym, or a workshop.

108 Morgan St, Winchester

Listing courtesy of Real Broker LLC- Winchester. Contact:

$339,000

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

211 213-215 E Clifford St, Winchester

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

$177,000

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

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

313 Avon Ct, Winchester

Listing courtesy of AMN Realty, LLC.. Contact:

$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:

$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:

$499,900

Welcome to 110 Russellcroft Road, a beautifully updated 4-bedroom, 3-full-bath ranch-style home in the established Cedarmeade community of Winchester, VA. Offering approximately 3,000 square feet of finished living space including the finished lower level, this home combines comfortable everyday living with the flexibility today's buyers are looking for. The main level features warm hardwood floors, abundant natural light, and an inviting layout centered around an updated kitchen with a large island, pantry, recessed lighting, and easy access to the dining area. Two brick fireplaces add timeless character and create welcoming spaces for gathering, relaxing, or entertaining. The finished lower level is where this home truly stands out, providing an expansive recreation area, built-in bar, full bathroom, garage access, and a separate exterior entrance. Use the additional space as a family room, home office, gym, media room, guest area, game room, or entertaining space—the possibilities are endless. Outside, the nearly half-acre lot provides plenty of room to enjoy the outdoors, with a spacious backyard, mature surroundings, and a welcoming front porch. The attached 2-car garage provides additional convenience and storage. Located in Cedarmeade within Winchester City, this home offers convenient access to schools, parks, shopping, dining, major commuter routes, and all that downtown Winchester has to offer. If you're searching for an updated Winchester, VA ranch home with 4 bedrooms, 3 full baths, a finished basement, substantial living space, and a generous lot, 110 Russellcroft Road deserves a look.

4 Beds ⋅ 3 Baths

Welcome to 110 Russellcroft Road, a beautifully updated 4-bedroom, 3-full-bath ranch-style home in the established Cedarmeade community of Winchester, VA. Offering approximately 3,000 square feet of finished living space including the finished lower level, this home combines comfortable everyday living with the flexibility today's buyers are looking for. The main level features warm hardwood floors, abundant natural light, and an inviting layout centered around an updated kitchen with a large island, pantry, recessed lighting, and easy access to the dining area. Two brick fireplaces add timeless character and create welcoming spaces for gathering, relaxing, or entertaining. The finished lower level is where this home truly stands out, providing an expansive recreation area, built-in bar, full bathroom, garage access, and a separate exterior entrance. Use the additional space as a family room, home office, gym, media room, guest area, game room, or entertaining space—the possibilities are endless. Outside, the nearly half-acre lot provides plenty of room to enjoy the outdoors, with a spacious backyard, mature surroundings, and a welcoming front porch. The attached 2-car garage provides additional convenience and storage. Located in Cedarmeade within Winchester City, this home offers convenient access to schools, parks, shopping, dining, major commuter routes, and all that downtown Winchester has to offer. If you're searching for an updated Winchester, VA ranch home with 4 bedrooms, 3 full baths, a finished basement, substantial living space, and a generous lot, 110 Russellcroft Road deserves a look.

110 Russellcroft Rd, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

$324,900

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

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

936 Allen Dr, Winchester

Listing courtesy of Dream Real Estate. Contact:

$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.

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:

$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.

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:

$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.

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:

$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.

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:

$439,999

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:

$369,000

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

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

437 Beechcroft Rd, Winchester

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

$349,900

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