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$409,900

Discover this well-appointed 3-bedroom, 3-bathroom single-family home offering approximately 2,150+ square feet of comfortable living space on a generous 0.44-acre lot. Designed with an open floor plan and practical updates, this residence balances everyday convenience with flexible living options in a highly accessible Winchester location. Main Level: Hardwood flooring flows through the open living areas, creating a bright and inviting atmosphere ideal for both daily living and entertaining. The primary suite features a walk-in closet and private full bathroom. Two additional bedrooms share a full hallway bathroom. Finished Lower Level: The finished basement expands the home’s functionality with a full bathroom, dedicated office, and versatile den—perfect for remote work, a media room, guest space, or family activities. Walk-out access leads directly to the deck. Outdoor Living & Parking Enjoy a walk-out deck overlooking a large backyard, ideal for outdoor dining, recreation, or simply relaxing. A two-car attached garage provides convenient parking and storage. Location & Neighborhood Amenities Situated in a convenient Winchester location with easy access to major routes including I-81, Route 37, and Route 11. Residents enjoy proximity to the charm of Old Town Winchester and its walkable Loudoun Street Pedestrian Mall, filled with local shops, restaurants, and historic character. Nearby amenities include shopping centers, Jim Barnett Park with trails and recreational facilities, the Museum of the Shenandoah Valley, and everyday conveniences. The area also offers access to outdoor recreation throughout the Shenandoah Valley while remaining close to major employers and services. This home combines comfortable main-level living, flexible lower-level space, and a private outdoor setting in a location that supports both convenience and lifestyle. Ideal for those seeking space to grow while remaining connected to everything Winchester has to offer.

3 Beds ⋅ 3 Baths

Discover this well-appointed 3-bedroom, 3-bathroom single-family home offering approximately 2,150+ square feet of comfortable living space on a generous 0.44-acre lot. Designed with an open floor plan and practical updates, this residence balances everyday convenience with flexible living options in a highly accessible Winchester location. Main Level: Hardwood flooring flows through the open living areas, creating a bright and inviting atmosphere ideal for both daily living and entertaining. The primary suite features a walk-in closet and private full bathroom. Two additional bedrooms share a full hallway bathroom. Finished Lower Level: The finished basement expands the home’s functionality with a full bathroom, dedicated office, and versatile den—perfect for remote work, a media room, guest space, or family activities. Walk-out access leads directly to the deck. Outdoor Living & Parking Enjoy a walk-out deck overlooking a large backyard, ideal for outdoor dining, recreation, or simply relaxing. A two-car attached garage provides convenient parking and storage. Location & Neighborhood Amenities Situated in a convenient Winchester location with easy access to major routes including I-81, Route 37, and Route 11. Residents enjoy proximity to the charm of Old Town Winchester and its walkable Loudoun Street Pedestrian Mall, filled with local shops, restaurants, and historic character. Nearby amenities include shopping centers, Jim Barnett Park with trails and recreational facilities, the Museum of the Shenandoah Valley, and everyday conveniences. The area also offers access to outdoor recreation throughout the Shenandoah Valley while remaining close to major employers and services. This home combines comfortable main-level living, flexible lower-level space, and a private outdoor setting in a location that supports both convenience and lifestyle. Ideal for those seeking space to grow while remaining connected to everything Winchester has to offer.

101 Fay St, Winchester

Listing courtesy of Fairfax Realty Premier. Contact: 3014399500

$429,000

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: 5407738475

$399,000

Discover the potential of this charming split-level home nestled in the desirable Pembridge Heights community. This residence features five spacious bedrooms and three full bathrooms, providing ample room for relaxation and comfort. The large basement rec room adds versatility, perfect for a cozy family room, home office, or play area. Imagine hosting gatherings in the inviting living spaces, where natural light pours in through large windows, creating a warm and welcoming atmosphere. The exterior boasts durable vinyl siding, ensuring both aesthetic appeal and low maintenance. Situated on a generous lot, the property includes a driveway for convenient parking. The expansive yard offers endless possibilities for outdoor enjoyment, whether it’s gardening, entertaining, or simply unwinding in your own private oasis. Embrace the chance to create a space that reflects your style and meets your needs in a community that feels like home.

5 Beds ⋅ 3 Baths

Discover the potential of this charming split-level home nestled in the desirable Pembridge Heights community. This residence features five spacious bedrooms and three full bathrooms, providing ample room for relaxation and comfort. The large basement rec room adds versatility, perfect for a cozy family room, home office, or play area. Imagine hosting gatherings in the inviting living spaces, where natural light pours in through large windows, creating a warm and welcoming atmosphere. The exterior boasts durable vinyl siding, ensuring both aesthetic appeal and low maintenance. Situated on a generous lot, the property includes a driveway for convenient parking. The expansive yard offers endless possibilities for outdoor enjoyment, whether it’s gardening, entertaining, or simply unwinding in your own private oasis. Embrace the chance to create a space that reflects your style and meets your needs in a community that feels like home.

303 Pembridge Dr, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact:

$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

$390,000

Priced to reflect the need for some updating, this home offers opportunities and personalization while remaining move-in ready 1011sf total living space. This home is in very good shape. The sellers are selling this property completely As-IS. NO HOA Perfectly home on a quiet lot embraced by mature, stately trees, this 5-bedroom, 2 full-bathroom home offers both seclusion and incredible proximity to Winchester's finest amenities, schools, shopping, and major commuter routes. You have to come and see it. This home is seller's Occupied.

5 Beds ⋅ 2 Baths

Priced to reflect the need for some updating, this home offers opportunities and personalization while remaining move-in ready 1011sf total living space. This home is in very good shape. The sellers are selling this property completely As-IS. NO HOA Perfectly home on a quiet lot embraced by mature, stately trees, this 5-bedroom, 2 full-bathroom home offers both seclusion and incredible proximity to Winchester's finest amenities, schools, shopping, and major commuter routes. You have to come and see it. This home is seller's Occupied.

605 Dunlap St, Winchester

Listing courtesy of Spring Hill Real Estate, LLC.. Contact: 7038914520

$435,000

Nestled in the charming Green Acres subdivision, this delightful split-level home offers a perfect blend of comfort and functionality. With five spacious bedrooms and four full bathrooms, there's ample room for everyone to unwind and thrive. The heart of the home features a cozy fireplace, inviting you to gather with loved ones during chilly evenings. The fully finished basement, complete with multiple entrances and windows, provides endless possibilities-think a playroom, home office, or guest suite. The exterior boasts a classic combination of block, brick, and vinyl siding, ensuring durability and timeless appeal.

5 Beds ⋅ 4 Baths

Nestled in the charming Green Acres subdivision, this delightful split-level home offers a perfect blend of comfort and functionality. With five spacious bedrooms and four full bathrooms, there's ample room for everyone to unwind and thrive. The heart of the home features a cozy fireplace, inviting you to gather with loved ones during chilly evenings. The fully finished basement, complete with multiple entrances and windows, provides endless possibilities-think a playroom, home office, or guest suite. The exterior boasts a classic combination of block, brick, and vinyl siding, ensuring durability and timeless appeal.

122 Cherry Hill Cir, Winchester

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