$625,000 Beautifully renovated all-brick rancher offering effortless, low-maintenance living in a highly desirable active adult 55+ community! Thoughtfully updated throughout, this home features a 50-year roof installed in 2021, brand-new flooring, and a fully upgraded kitchen and bathrooms, designed with both style and function in mind. The kitchen showcases elegant quartz countertops, soft-close cabinetry, and sleek stainless-steel appliances—perfect for everyday living and entertaining alike. The spacious primary suite is a true retreat, highlighted by a tray ceiling and a beautifully renovated, spa-inspired bathroom complete with an American Standard jetted soaking tub, an oversized walk-in shower, and raised double vanities for added comfort and convenience. The inviting family room impresses with soaring vaulted ceilings, a cozy brick gas fireplace, and an abundance of natural light streaming through stunning Palladian windows, all complemented by upgraded trim details throughout the home. Every space feels bright, open, and welcoming. Step outside to a Trex deck overlooking a beautiful, level backyard & mature trees, backing to secluded common area—an ideal setting for relaxing, entertaining, or simply enjoying the peaceful surroundings. Move-in ready and filled with quality upgrades, this home offers comfort, style, and easy living all in one—truly a must-see in the upscaled section of the City of Winchester, Virginia that shows beautifully! 3 Beds ⋅ 2 Baths Beautifully renovated all-brick rancher offering effortless, low-maintenance living in a highly desirable active adult 55+ community! Thoughtfully updated throughout, this home features a 50-year roof installed in 2021, brand-new flooring, and a fully upgraded kitchen and bathrooms, designed with both style and function in mind. The kitchen showcases elegant quartz countertops, soft-close cabinetry, and sleek stainless-steel appliances—perfect for everyday living and entertaining alike. The spacious primary suite is a true retreat, highlighted by a tray ceiling and a beautifully renovated, spa-inspired bathroom complete with an American Standard jetted soaking tub, an oversized walk-in shower, and raised double vanities for added comfort and convenience. The inviting family room impresses with soaring vaulted ceilings, a cozy brick gas fireplace, and an abundance of natural light streaming through stunning Palladian windows, all complemented by upgraded trim details throughout the home. Every space feels bright, open, and welcoming. Step outside to a Trex deck overlooking a beautiful, level backyard & mature trees, backing to secluded common area—an ideal setting for relaxing, entertaining, or simply enjoying the peaceful surroundings. Move-in ready and filled with quality upgrades, this home offers comfort, style, and easy living all in one—truly a must-see in the upscaled section of the City of Winchester, Virginia that shows beautifully! 1416 Gordon Pl, Winchester Listing courtesy of Samson Properties. Contact: Selling Office: RE/MAX Roots.
$230,000 Nice duplex. Needs a little updating. Hardwood floors in living room and throughout the 2nd level. Property at this price doesn't include the lot that is being used as part of the yard now. Property can be bought with the lot for $240k Tax id number 330-02-19.Agent related to seller. house sold for $210000, the lot sold for $20000 2 Beds ⋅ 2 Baths Nice duplex. Needs a little updating. Hardwood floors in living room and throughout the 2nd level. Property at this price doesn't include the lot that is being used as part of the yard now. Property can be bought with the lot for $240k Tax id number 330-02-19.Agent related to seller. house sold for $210000, the lot sold for $20000 523 Monticello St, Winchester Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: Selling Office: Berkshire Hathaway HomeServices PenFed Realty.
$425,000 Welcome to 743 Berryville Ave in the heart of Downtown Winchester! This unique and versatile property offers exceptional space and flexibility with two fully equipped living areas on one lot. The main house features 4 bedrooms, 2 full bathrooms, 2 kitchens, and 2 laundry areas—ideal for multi-generational living or added convenience. Enjoy a spacious layout with plenty of room for everyone to spread out comfortably. The highlight of this property is the additional detached unit in the rear, complete with 2 bedrooms, 1 full bathroom, its own kitchen, and laundry—perfect for extended family, guests. A huge parking lot behind the home provides ample off-street parking, a rare find in Downtown Winchester. Buy one property and enjoy the benefit of two fully functional homes on one lot—perfect for a large family who values privacy while staying close together, all in a prime location near shops, dining, and historic Old Town Winchester. 4 Beds ⋅ 2 Baths Welcome to 743 Berryville Ave in the heart of Downtown Winchester! This unique and versatile property offers exceptional space and flexibility with two fully equipped living areas on one lot. The main house features 4 bedrooms, 2 full bathrooms, 2 kitchens, and 2 laundry areas—ideal for multi-generational living or added convenience. Enjoy a spacious layout with plenty of room for everyone to spread out comfortably. The highlight of this property is the additional detached unit in the rear, complete with 2 bedrooms, 1 full bathroom, its own kitchen, and laundry—perfect for extended family, guests. A huge parking lot behind the home provides ample off-street parking, a rare find in Downtown Winchester. Buy one property and enjoy the benefit of two fully functional homes on one lot—perfect for a large family who values privacy while staying close together, all in a prime location near shops, dining, and historic Old Town Winchester. 743 Berryville Ave, Winchester Listing courtesy of Pearson Smith Realty, LLC. Contact: Selling Office: The Vasquez Group LLC.
$648,900 Beautiful brick-front Colonial in a prime location! Nestled in a quiet neighborhood yet just minutes from I-81 and local amenities, this stunning home offers the perfect blend of convenience and tranquility. Brand new LVP flooring was just installed on both levels. Step into the grand two-story foyer, flanked by a formal living room and dining room accented with elegant columns and a cozy fireplace. To the right, you’ll find a spectacular office—ideal for working from home. The chef’s kitchen features modern lighting and hardware, stainless steel appliances, and an L-shaped island overlooking the bright breakfast nook and spacious family room. The family room impresses with its vaulted ceiling and second fireplace, creating a warm and inviting atmosphere. Upstairs, you’ll find four generous bedrooms, including a luxurious primary suite with a walk-in closet and spa-like bath complete with dual vanities, a soaking tub, and a walk-in shower. A fully finished basement awaits you and is perfect for entertaining and relaxing, offering an expansive den with a striking fireplace wall, a bedroom, full bath, flex room, and a cedar wine closet. Outside, enjoy peaceful views from the large deck overlooking the tranquil backyard—ideal for gatherings or quiet evenings at home. 4 Beds ⋅ 4 Baths Beautiful brick-front Colonial in a prime location! Nestled in a quiet neighborhood yet just minutes from I-81 and local amenities, this stunning home offers the perfect blend of convenience and tranquility. Brand new LVP flooring was just installed on both levels. Step into the grand two-story foyer, flanked by a formal living room and dining room accented with elegant columns and a cozy fireplace. To the right, you’ll find a spectacular office—ideal for working from home. The chef’s kitchen features modern lighting and hardware, stainless steel appliances, and an L-shaped island overlooking the bright breakfast nook and spacious family room. The family room impresses with its vaulted ceiling and second fireplace, creating a warm and inviting atmosphere. Upstairs, you’ll find four generous bedrooms, including a luxurious primary suite with a walk-in closet and spa-like bath complete with dual vanities, a soaking tub, and a walk-in shower. A fully finished basement awaits you and is perfect for entertaining and relaxing, offering an expansive den with a striking fireplace wall, a bedroom, full bath, flex room, and a cedar wine closet. Outside, enjoy peaceful views from the large deck overlooking the tranquil backyard—ideal for gatherings or quiet evenings at home. 930 Wayne Dr, Winchester Listing courtesy of Keller Williams Realty. Contact: Selling Office: Keller Williams Realty.
$280,000 Beautifully Maintained Bungalow in a Prime Location! SELLER MOTIVATED! This home offers 2 bedrooms and 1 full bath on the main level, showcasing pride of ownership throughout. Ideally located just blocks from shopping, coffee shops, and all the conveniences the city has to offer, this property combines comfort with unbeatable accessibility. Enjoy a spacious eat-in kitchen with plenty of room for a dining table—perfect for everyday living and entertaining. A convenient side entrance makes hosting family barbecues easy and enjoyable. The living room features durable vinyl plank flooring, adding both style and functionality. The home has been thoughtfully updated with modern interior and exterior lighting, along with updated appliances, ensuring a move-in ready experience. The basement significantly expands the living space, offering two additional rooms and a full bathroom, providing incredible flexibility for guests, a home office, recreation space, or extended living. There is also ample room for storage. Situated on a quiet end street, this home is ideal for first-time buyers, those looking to downsize, or anyone seeking the convenience of main-level living with bonus space below. Don’t miss this opportunity to own a versatile and well-cared-for home in a fantastic location! 2 Beds ⋅ 2 Baths Beautifully Maintained Bungalow in a Prime Location! SELLER MOTIVATED! This home offers 2 bedrooms and 1 full bath on the main level, showcasing pride of ownership throughout. Ideally located just blocks from shopping, coffee shops, and all the conveniences the city has to offer, this property combines comfort with unbeatable accessibility. Enjoy a spacious eat-in kitchen with plenty of room for a dining table—perfect for everyday living and entertaining. A convenient side entrance makes hosting family barbecues easy and enjoyable. The living room features durable vinyl plank flooring, adding both style and functionality. The home has been thoughtfully updated with modern interior and exterior lighting, along with updated appliances, ensuring a move-in ready experience. The basement significantly expands the living space, offering two additional rooms and a full bathroom, providing incredible flexibility for guests, a home office, recreation space, or extended living. There is also ample room for storage. Situated on a quiet end street, this home is ideal for first-time buyers, those looking to downsize, or anyone seeking the convenience of main-level living with bonus space below. Don’t miss this opportunity to own a versatile and well-cared-for home in a fantastic location! 704 Watson Ave, Winchester Listing courtesy of Samson Properties. Contact: Selling Office: Smart Realty, LLC.
$1,650,000 Turn Key Auto Service Center! Over 11K SF of garage, shop, service areas, warehousing, and customer/office/reception area. Faces Pleasant Valley Road with EXCELLENT VISIBILITY! 27x13 paint booth conveys. List of additional equipment available separately. Long standing, successful auto body/repair location ready for next generation! Multiple drive in doors and work bays. Could have multiple businesses. Zone CM1. Could also be contractors office, buildings supplies, machine shop, etc. Asking $1.5M. Turn Key Auto Service Center! Over 11K SF of garage, shop, service areas, warehousing, and customer/office/reception area. Faces Pleasant Valley Road with EXCELLENT VISIBILITY! 27x13 paint booth conveys. List of additional equipment available separately. Long standing, successful auto body/repair location ready for next generation! Multiple drive in doors and work bays. Could have multiple businesses. Zone CM1. Could also be contractors office, buildings supplies, machine shop, etc. Asking $1.5M. 116 Bruce Dr, Winchester Listing courtesy of Coldwell Banker Premier. Contact: Selling Office: Unrepresented.
$382,000 1805 Harvest Drive is an attractive new 3 level townhome with full brick front in Winchester, VA. Ready to move-in! Our modern Adams II floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. Stained Oak stairs lead you to the main level with LVP Floors. The kitchen is equipped with beautiful quartz countertops, white cabinets, and stainless-steel appliances. The upper floor offers 3 bedrooms including a spacious owner's suite with a private bath and large walk-in closet and a convenient bedroom level laundry. Abrams Crossing at Meadow Branch features a fully walkable location and offers convenient access to I-81 and all major commute routes. It's close to shopping, restaurants, and Winchester Medical Center. Featuring America's Smart Home, D.R. Horton keeps you close to the people and places you value most. Simplify your life with a dream home that features hands-free communication, remote keyless entry, video doorbell, and so much more! It’s a home that adapts to your lifestyle. And with D.R. Horton's simple buying process and ten-year limited warranty, there's no reason to wait. *Photos, 3D tours, and videos are representative of plan only and may vary as built. 4 Beds ⋅ 4 Baths 1805 Harvest Drive is an attractive new 3 level townhome with full brick front in Winchester, VA. Ready to move-in! Our modern Adams II floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. Stained Oak stairs lead you to the main level with LVP Floors. The kitchen is equipped with beautiful quartz countertops, white cabinets, and stainless-steel appliances. The upper floor offers 3 bedrooms including a spacious owner's suite with a private bath and large walk-in closet and a convenient bedroom level laundry. Abrams Crossing at Meadow Branch features a fully walkable location and offers convenient access to I-81 and all major commute routes. It's close to shopping, restaurants, and Winchester Medical Center. Featuring America's Smart Home, D.R. Horton keeps you close to the people and places you value most. Simplify your life with a dream home that features hands-free communication, remote keyless entry, video doorbell, and so much more! It’s a home that adapts to your lifestyle. And with D.R. Horton's simple buying process and ten-year limited warranty, there's no reason to wait. *Photos, 3D tours, and videos are representative of plan only and may vary as built. 1805 Harvest Dr, Winchester Listing courtesy of D R Horton Realty of Virginia LLC. Contact: Selling Office: Maram Realty, LLC.
$445,000 Beautifully updated 3 bedroom, 2.5 bathroom single family home tucked on a quiet street in Winchester. The main level features updated flooring and a renovated kitchen with granite countertops, stainless steel appliances, shaker cabinetry, and a stylish backsplash. The primary suite offers a beautifully updated en suite featuring ceramic tile flooring, a tiled shower, and a luxury jet shower panel, while the additional bathrooms have been tastefully refreshed. Major updates include the roof and water heater (2020) for added peace of mind. Enjoy outdoor living on the spacious deck with pergola style framing and string lighting, perfect for entertaining. Ideally located just minutes from the hospital, walking and biking trails, shopping, and historic downtown Winchester with easy access to Routes 50, 37, and 81. 3 Beds ⋅ 3 Baths Beautifully updated 3 bedroom, 2.5 bathroom single family home tucked on a quiet street in Winchester. The main level features updated flooring and a renovated kitchen with granite countertops, stainless steel appliances, shaker cabinetry, and a stylish backsplash. The primary suite offers a beautifully updated en suite featuring ceramic tile flooring, a tiled shower, and a luxury jet shower panel, while the additional bathrooms have been tastefully refreshed. Major updates include the roof and water heater (2020) for added peace of mind. Enjoy outdoor living on the spacious deck with pergola style framing and string lighting, perfect for entertaining. Ideally located just minutes from the hospital, walking and biking trails, shopping, and historic downtown Winchester with easy access to Routes 50, 37, and 81. 413 George St, Winchester Listing courtesy of Pearson Smith Realty, LLC. Contact: Selling Office: Keller Williams Realty.
$643,000 Charming Victorian home in the heart of Winchester’s historic downtown, move-in ready and ideally located just off the Shenandoah Apple Blossom Festival parade route. Rich in character, the foyer, front staircase, living, dining, family room, and main-level bedroom showcase beautiful wood flooring reminiscent of a bygone era. The inviting living room features a bay window and decorative fireplace, while the elegant dining room is highlighted by a stunning chandelier. The updated kitchen offers stainless steel appliances and a large pantry. A side entry leads to a convenient mudroom and rear staircase to the upper level. The spacious main floor also includes a flexible bedroom or office with direct access to the deck and a charming, generously sized backyard—perfect for relaxing or entertaining. Upstairs, the recently renovated primary suite is a true retreat, featuring a spacious layout and an exquisite en suite bath. Two additional bedrooms and two full baths complete the second level. Originally constructed in 1880 (per Historic American Buildings Survey), with a brick main structure and later rear additions, this home blends historic charm with thoughtful updates. Just blocks from downtown amenities—including shops, dining, the Handley Library, and courthouse—and a short distance to the Museum of the Shenandoah Valley and Winchester Medical Center. Listed on the National Register of Historic Places. Recent updates include a new roof (2023), kitchen appliances and upstairs washer/dryer (2023), new sump pump (2023), and a 3-zone HVAC system. 4 Beds ⋅ 4 Baths Charming Victorian home in the heart of Winchester’s historic downtown, move-in ready and ideally located just off the Shenandoah Apple Blossom Festival parade route. Rich in character, the foyer, front staircase, living, dining, family room, and main-level bedroom showcase beautiful wood flooring reminiscent of a bygone era. The inviting living room features a bay window and decorative fireplace, while the elegant dining room is highlighted by a stunning chandelier. The updated kitchen offers stainless steel appliances and a large pantry. A side entry leads to a convenient mudroom and rear staircase to the upper level. The spacious main floor also includes a flexible bedroom or office with direct access to the deck and a charming, generously sized backyard—perfect for relaxing or entertaining. Upstairs, the recently renovated primary suite is a true retreat, featuring a spacious layout and an exquisite en suite bath. Two additional bedrooms and two full baths complete the second level. Originally constructed in 1880 (per Historic American Buildings Survey), with a brick main structure and later rear additions, this home blends historic charm with thoughtful updates. Just blocks from downtown amenities—including shops, dining, the Handley Library, and courthouse—and a short distance to the Museum of the Shenandoah Valley and Winchester Medical Center. Listed on the National Register of Historic Places. Recent updates include a new roof (2023), kitchen appliances and upstairs washer/dryer (2023), new sump pump (2023), and a 3-zone HVAC system. 132 Amherst St, Winchester Listing courtesy of Colony Realty. Contact: Selling Office: Century 21 Redwood Realty.
$335,000 Welcome to this home where classic charm meets modern versatility! Built in 1948, this property offers warmth, character, and flexible living spaces designed to fit today’s lifestyle. Step inside to a spacious main level featuring a bright and inviting family room, a dedicated dining area, and an eat-in kitchen—perfect for everyday living and entertaining. This home offers 3–4 bedroom options, giving you the flexibility to create a home office, playroom, guest space, or additional bedroom to suit your needs. Needs improved and just envision the unlimited possibilities. Updated HVAC and Hot water Heater recently. Ready to move in. Enjoy the convenience of two full bathrooms, including one privately located off the primary bedroom, while the second is ideally situated off the hallway near the additional bedroom. Upstairs, the full walk-up attic provides an incredible opportunity—easily transform this expansive space into a private third bedroom suite with room for a sitting area, studio, or retreat. ✨ Highlights You’ll Love: Flexible 3–4 bedroom layout Full walk-up attic with expansion potential Primary bedroom with private bath Eat-in kitchen + formal dining space Charming character throughout This home blends timeless charm with endless possibilities, making it perfect for buyers looking to personalize and grow into their space. This home is virtually staged to help you visually see how your furniture can fit in the space. 3 Beds ⋅ 2 Baths Welcome to this home where classic charm meets modern versatility! Built in 1948, this property offers warmth, character, and flexible living spaces designed to fit today’s lifestyle. Step inside to a spacious main level featuring a bright and inviting family room, a dedicated dining area, and an eat-in kitchen—perfect for everyday living and entertaining. This home offers 3–4 bedroom options, giving you the flexibility to create a home office, playroom, guest space, or additional bedroom to suit your needs. Needs improved and just envision the unlimited possibilities. Updated HVAC and Hot water Heater recently. Ready to move in. Enjoy the convenience of two full bathrooms, including one privately located off the primary bedroom, while the second is ideally situated off the hallway near the additional bedroom. Upstairs, the full walk-up attic provides an incredible opportunity—easily transform this expansive space into a private third bedroom suite with room for a sitting area, studio, or retreat. ✨ Highlights You’ll Love: Flexible 3–4 bedroom layout Full walk-up attic with expansion potential Primary bedroom with private bath Eat-in kitchen + formal dining space Charming character throughout This home blends timeless charm with endless possibilities, making it perfect for buyers looking to personalize and grow into their space. This home is virtually staged to help you visually see how your furniture can fit in the space. 514 Cather Ave, Winchester Listing courtesy of EXP Realty, LLC. Contact: Selling Office: Pearson Smith Realty, LLC.
$329,000 Charming one level, 3-bedroom, 1 full bath home conveniently located in the heart of Winchester. Recently remodeled with new flooring throughout, updated bathroom, and modern fixtures. Thoughtful updates make this home move-in ready and ideal for easy, single-level living. Close to shopping, dining, and commuter routes. 3 Beds ⋅ 1 Baths Charming one level, 3-bedroom, 1 full bath home conveniently located in the heart of Winchester. Recently remodeled with new flooring throughout, updated bathroom, and modern fixtures. Thoughtful updates make this home move-in ready and ideal for easy, single-level living. Close to shopping, dining, and commuter routes. 2952 Grace St, Winchester Listing courtesy of Weichert, REALTORS. Contact: Selling Office: Spring Hill Real Estate, LLC..
$330,000 Welcome to this charming home in the heart of Winchester offering character, natural light, and a highly walkable location. This home features 3 bedrooms and 2 full bathrooms, with all bedrooms located on the upper level. At the top of the stairs you’ll find a spacious primary bedroom filled with natural light, creating a bright and inviting retreat. Large windows throughout the home allow sunlight to fill the living spaces, giving the home an airy feel. It also has alley access allowing for off-street parking. The living room offers generous space for relaxing or entertaining, while the kitchen provides a functional layout for everyday cooking. A finished attic space with high ceilings and windows on three sides adds additional flexibility for a home office, hobby space, or reading area. This home has charm of construction with tall ceilings and pocket doors. The walk-out unfinished basement with backyard access provides excellent storage. Outside, the backyard receives great sun exposure and includes a new storage shed for additional convenience. Recent updates include a brand-new roof; March 2026. This includes brand new shingles and metal roofing. Located in a quiet, tree-lined neighborhood with wide sidewalks, this home is just two blocks from Handley Regional Library and within walking distance to shops, dining, and entertainment at the Old Town Winchester Walking Mall. Nearby dining includes Pizzoco Pizza Parlor just around the corner. Enjoy a convenient in-town location close to parks, local amenities, and downtown attractions while still tucked within a peaceful residential setting. Home was once two apartments thus third bedroom is open and owner liked it like that. It was a form living area for upper apt. Home sold as-is. 3 Beds ⋅ 2 Baths Welcome to this charming home in the heart of Winchester offering character, natural light, and a highly walkable location. This home features 3 bedrooms and 2 full bathrooms, with all bedrooms located on the upper level. At the top of the stairs you’ll find a spacious primary bedroom filled with natural light, creating a bright and inviting retreat. Large windows throughout the home allow sunlight to fill the living spaces, giving the home an airy feel. It also has alley access allowing for off-street parking. The living room offers generous space for relaxing or entertaining, while the kitchen provides a functional layout for everyday cooking. A finished attic space with high ceilings and windows on three sides adds additional flexibility for a home office, hobby space, or reading area. This home has charm of construction with tall ceilings and pocket doors. The walk-out unfinished basement with backyard access provides excellent storage. Outside, the backyard receives great sun exposure and includes a new storage shed for additional convenience. Recent updates include a brand-new roof; March 2026. This includes brand new shingles and metal roofing. Located in a quiet, tree-lined neighborhood with wide sidewalks, this home is just two blocks from Handley Regional Library and within walking distance to shops, dining, and entertainment at the Old Town Winchester Walking Mall. Nearby dining includes Pizzoco Pizza Parlor just around the corner. Enjoy a convenient in-town location close to parks, local amenities, and downtown attractions while still tucked within a peaceful residential setting. Home was once two apartments thus third bedroom is open and owner liked it like that. It was a form living area for upper apt. Home sold as-is. 520 N Braddock St, Winchester Listing courtesy of MarketPlace REALTY. Contact: Selling Office: Realty ONE Group Old Towne.
$295,000 New Price! Welcome to 510 N Pleasant Valley Rd. Well-maintained home - Roof-2019 / Copper Plumbing 2010 / Electrical Panel 2024 / HVAC 2026 / Gas FP 2013 / Hot Water Heater 2022 / Windows 2004 / Sewer Line 2013 - many updates completed. Home offering comfort, convenience, and lifestyle appeal in the heart of Winchester. This home features 2 spacious bedrooms and 2 full bathrooms, features a living room with a cozy fireplace, perfect for relaxing evenings, along with a separate family room that provides additional space for entertaining or unwinding. Step outside to your own private retreat with a covered deck and patio area, ideal for outdoor dining, gatherings, or quiet mornings, plus a shed for extra storage. Located just minutes from Old Town Winchester, you’ll have easy access to charming boutiques, local dining, coffee shops, and year-round events. Explore nearby favorites like the Winchester Walking Mall for shopping and entertainment, or enjoy local history at the Museum of the Shenandoah Valley with its beautiful gardens and exhibits. Close to Jim Barnett Park, offering trails, sports facilities, and green space, while commuters benefit from quick access to major routes and everyday essentials. Roof-2019 / Copper Plumbing 2010 / Electrical Panel 2024 / HVAC 2026 / Gas FP 2013 / Hot Water Heater 2022 / Windows 2004 / Sewer Line 2013 - All sizes are approximate. 2 Beds ⋅ 2 Baths New Price! Welcome to 510 N Pleasant Valley Rd. Well-maintained home - Roof-2019 / Copper Plumbing 2010 / Electrical Panel 2024 / HVAC 2026 / Gas FP 2013 / Hot Water Heater 2022 / Windows 2004 / Sewer Line 2013 - many updates completed. Home offering comfort, convenience, and lifestyle appeal in the heart of Winchester. This home features 2 spacious bedrooms and 2 full bathrooms, features a living room with a cozy fireplace, perfect for relaxing evenings, along with a separate family room that provides additional space for entertaining or unwinding. Step outside to your own private retreat with a covered deck and patio area, ideal for outdoor dining, gatherings, or quiet mornings, plus a shed for extra storage. Located just minutes from Old Town Winchester, you’ll have easy access to charming boutiques, local dining, coffee shops, and year-round events. Explore nearby favorites like the Winchester Walking Mall for shopping and entertainment, or enjoy local history at the Museum of the Shenandoah Valley with its beautiful gardens and exhibits. Close to Jim Barnett Park, offering trails, sports facilities, and green space, while commuters benefit from quick access to major routes and everyday essentials. Roof-2019 / Copper Plumbing 2010 / Electrical Panel 2024 / HVAC 2026 / Gas FP 2013 / Hot Water Heater 2022 / Windows 2004 / Sewer Line 2013 - All sizes are approximate. 510 N Pleasant Valley Rd, Winchester Listing courtesy of RE/MAX Roots. Contact: Selling Office: Redfin Corporation.
$296,000 Charming ranch-style home offering 1,168 sq ft with 3 bedrooms and 1.5 baths, situated on a crawl space. This property features a fully fenced backyard with mature trees, perfect for outdoor enjoyment. Updates include newer windows, HVAC (2016–2017), the roof, approximately 10–12 years old, and a water heater just 1.5 years old. Interior highlights include hardwood floors, a bonus room off the kitchen, and a large walk-in closet. All appliances convey “as is.” Built in 1978 and conveniently located close to shopping, dining, and all that Winchester has to offer. 3 Beds ⋅ 2 Baths Charming ranch-style home offering 1,168 sq ft with 3 bedrooms and 1.5 baths, situated on a crawl space. This property features a fully fenced backyard with mature trees, perfect for outdoor enjoyment. Updates include newer windows, HVAC (2016–2017), the roof, approximately 10–12 years old, and a water heater just 1.5 years old. Interior highlights include hardwood floors, a bonus room off the kitchen, and a large walk-in closet. All appliances convey “as is.” Built in 1978 and conveniently located close to shopping, dining, and all that Winchester has to offer. 609 Ewell St, Winchester Listing courtesy of Sager Real Estate. Contact: Selling Office: Coldwell Banker Realty.
$261,000 Welcome to 2910 Sorrell Court—a well-maintained home offering comfort, convenience, and thoughtful updates in a desirable location. This property features a functional layout, with newer, durable luxury vinyl plank flooring throughout the main living areas and real hardwood flooring in the family room and hallways. The kitchen was fully renovated and features updated finishes, making it an inviting space for cooking. Adding even more value, the roof was replaced this year, providing peace of mind for years to come. The home has been consistently cared for and is ready for move-in. Conveniently located with easy access to Winchester Medical Center, shopping, dining, and major commuter routes, this property is ideal for commuters and those wanting quick access to everyday amenities. A great opportunity to own an updated home in a convenient Winchester location. 3 Beds ⋅ 2 Baths Welcome to 2910 Sorrell Court—a well-maintained home offering comfort, convenience, and thoughtful updates in a desirable location. This property features a functional layout, with newer, durable luxury vinyl plank flooring throughout the main living areas and real hardwood flooring in the family room and hallways. The kitchen was fully renovated and features updated finishes, making it an inviting space for cooking. Adding even more value, the roof was replaced this year, providing peace of mind for years to come. The home has been consistently cared for and is ready for move-in. Conveniently located with easy access to Winchester Medical Center, shopping, dining, and major commuter routes, this property is ideal for commuters and those wanting quick access to everyday amenities. A great opportunity to own an updated home in a convenient Winchester location. 2910 Sorrell Ct, Winchester Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: Selling Office: RE/MAX Distinctive Real Estate, Inc..
$431,000 Welcome to this charming brick rancher, ideally located within city limits and offering the ease and comfort of one-level living. This well-designed home features 3 spacious bedrooms and 2.5 bathrooms, with a thoughtful layout that provides both functionality and flow. The inviting family room is the heart of the home, complete with a cozy gas fireplace—perfect for relaxing evenings or gathering with loved ones. Enjoy your morning coffee or unwind at the end of the day on the welcoming front porch, complete with a classic porch swing that adds timeless charm. Conveniently situated just minutes from shopping, dining, and entertainment, this home offers the perfect balance of comfort and accessibility. A wonderful opportunity to enjoy easy living in a prime location—don’t miss your chance to make it yours. 3 Beds ⋅ 3 Baths Welcome to this charming brick rancher, ideally located within city limits and offering the ease and comfort of one-level living. This well-designed home features 3 spacious bedrooms and 2.5 bathrooms, with a thoughtful layout that provides both functionality and flow. The inviting family room is the heart of the home, complete with a cozy gas fireplace—perfect for relaxing evenings or gathering with loved ones. Enjoy your morning coffee or unwind at the end of the day on the welcoming front porch, complete with a classic porch swing that adds timeless charm. Conveniently situated just minutes from shopping, dining, and entertainment, this home offers the perfect balance of comfort and accessibility. A wonderful opportunity to enjoy easy living in a prime location—don’t miss your chance to make it yours. 202 Russelcroft Rd, Winchester Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: Selling Office: Spring Hill Real Estate, LLC..
$415,000 Welcome to this beautifully-updated brick rancher, a masterclass in blending timeless character with high-end, modern sophistication. From the moment you arrive, the covered front porch and classic silhouette command attention, offering undeniable curb appeal in one of Winchester’s most sought-after locations. Step inside to find a main level bathed in natural light, showcasing gleaming hardwood floors, designer light fixtures, and a fresh, polished aesthetic throughout. The heart of the home is the chef-inspired kitchen, a true showstopper featuring sleek cabinetry in a modern, rich navy, premium upgraded countertops, a chic tile backsplash, and new stainless steel appliances. Three spacious bedrooms—each fitted with new ceiling fans—occupy the main floor, including a private primary retreat with a stylishly renovated half-bath. Beyond the main level, the home offers incredible additional square footage in the finished basement, which has been refreshed with new flooring and paint. This level is anchored by a massive brick wood-burning fireplace, creating an inviting, high-impact focal point for the spacious recreation room—the ultimate backdrop for cozy movie nights, relaxing weekends, and comfortable everyday living. The lower level also features an updated second full bathroom and ample unfinished space for storage and laundry. Outside, the lush, level lawn provides a private oasis for outdoor living, complete with a new dedicated storage shed and an exclusive driveway for seamless off-street parking. Ideally positioned for an effortless lifestyle, this home is just minutes from the Winchester Medical Center and major commuting routes. Beautifully finished, move-in ready, and perfectly located—this is the exceptional Winchester home you have been waiting for. 3 Beds ⋅ 3 Baths Welcome to this beautifully-updated brick rancher, a masterclass in blending timeless character with high-end, modern sophistication. From the moment you arrive, the covered front porch and classic silhouette command attention, offering undeniable curb appeal in one of Winchester’s most sought-after locations. Step inside to find a main level bathed in natural light, showcasing gleaming hardwood floors, designer light fixtures, and a fresh, polished aesthetic throughout. The heart of the home is the chef-inspired kitchen, a true showstopper featuring sleek cabinetry in a modern, rich navy, premium upgraded countertops, a chic tile backsplash, and new stainless steel appliances. Three spacious bedrooms—each fitted with new ceiling fans—occupy the main floor, including a private primary retreat with a stylishly renovated half-bath. Beyond the main level, the home offers incredible additional square footage in the finished basement, which has been refreshed with new flooring and paint. This level is anchored by a massive brick wood-burning fireplace, creating an inviting, high-impact focal point for the spacious recreation room—the ultimate backdrop for cozy movie nights, relaxing weekends, and comfortable everyday living. The lower level also features an updated second full bathroom and ample unfinished space for storage and laundry. Outside, the lush, level lawn provides a private oasis for outdoor living, complete with a new dedicated storage shed and an exclusive driveway for seamless off-street parking. Ideally positioned for an effortless lifestyle, this home is just minutes from the Winchester Medical Center and major commuting routes. Beautifully finished, move-in ready, and perfectly located—this is the exceptional Winchester home you have been waiting for. 209 Wood Ave, Winchester Listing courtesy of Colony Realty. Contact: Selling Office: Samson Properties.
$175,000 3-bedroom, 1-bath single-level home with 938 square feet, a full basement, located at 253 Opequon Ave in Winchester. This property needs a complete renovation, making it a solid opportunity for investors or buyers looking to customize a home to their vision. A new roof has already been installed, providing a head start on improvements. The full basement offers added storage and potential for future finishing. Conveniently located near downtown Winchester, shopping, dining, and major commuter routes, the property offers easy access to everyday amenities. Sold as-is. 3 Beds ⋅ 1 Baths 3-bedroom, 1-bath single-level home with 938 square feet, a full basement, located at 253 Opequon Ave in Winchester. This property needs a complete renovation, making it a solid opportunity for investors or buyers looking to customize a home to their vision. A new roof has already been installed, providing a head start on improvements. The full basement offers added storage and potential for future finishing. Conveniently located near downtown Winchester, shopping, dining, and major commuter routes, the property offers easy access to everyday amenities. Sold as-is. 253 Opequon Ave, Winchester Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: Selling Office: Main Street Realty.
$335,000 Charming ranch home nestled on a no-through street, offering both privacy and convenience. This well maintained property features 3 beds and 1.5 baths, including a primary suite. Enjoy spacious living in the large family room, perfect for relaxing or entertaining. The home has extensive landscaped with a fully fenced rear yard, ideal for outdoor gatherings, pets, or gardening. A sizeable shed provides additional storage. Trex deck is just 4 years young. Major updates include upgraded electrical and water heater (2023) giving added peace of mind. Conveniently located with quick access to routes 7 and 81 for commuters and just minutes form historic downtown Winchester. This property combines comfort, updates and location - an excellent opportunity for homeowners or investors alike. 3 Beds ⋅ 2 Baths Charming ranch home nestled on a no-through street, offering both privacy and convenience. This well maintained property features 3 beds and 1.5 baths, including a primary suite. Enjoy spacious living in the large family room, perfect for relaxing or entertaining. The home has extensive landscaped with a fully fenced rear yard, ideal for outdoor gatherings, pets, or gardening. A sizeable shed provides additional storage. Trex deck is just 4 years young. Major updates include upgraded electrical and water heater (2023) giving added peace of mind. Conveniently located with quick access to routes 7 and 81 for commuters and just minutes form historic downtown Winchester. This property combines comfort, updates and location - an excellent opportunity for homeowners or investors alike. 624 Butler Ave, Winchester Listing courtesy of Re/Max Roots. Contact: Selling Office: Keller Williams Realty.
$855,000 An exceptional offering of luxury living in the City of Winchester, this stately brick residence presents 4,958 square feet or refined, custom-designed living space. The home features 5 generously sized bedrooms and 4.5 beautifully appointed bathrooms, thoughtfully crafted for both elegant entertaining and everyday comfort. Rich architectural details and custom finishes are showcased throughout, complemented by three fireplaces that create warm, inviting gathering spaces. The sun-drenched breakfast room enhances the gourmet kitchen, ideal for casual dining and morning light. Enjoy year-round comfort with gas heat and central air. Ideally suited for medical professionals, this premier location offers an effortless commute - just one stoplight from Valley Health. A rare opportunity to own a sophisticated, executive-style residence in a highly desirable city setting. 5 Beds ⋅ 5 Baths An exceptional offering of luxury living in the City of Winchester, this stately brick residence presents 4,958 square feet or refined, custom-designed living space. The home features 5 generously sized bedrooms and 4.5 beautifully appointed bathrooms, thoughtfully crafted for both elegant entertaining and everyday comfort. Rich architectural details and custom finishes are showcased throughout, complemented by three fireplaces that create warm, inviting gathering spaces. The sun-drenched breakfast room enhances the gourmet kitchen, ideal for casual dining and morning light. Enjoy year-round comfort with gas heat and central air. Ideally suited for medical professionals, this premier location offers an effortless commute - just one stoplight from Valley Health. A rare opportunity to own a sophisticated, executive-style residence in a highly desirable city setting. 1540 Meadow Branch Ave, Winchester Listing courtesy of Colony Realty. Contact: Selling Office: Realty Aspire.
$180,000 Office / Retail space in the Opequon Center on Valley Ave. in South Winchester. Unit fronts on main project entry way. 963 square feet with open area, small office, kitchenette, and restroom. Condomium unit with common area services and exterior building maintenance. Professionally managed. Reputable service and professional neighbors. Unit is clean and offered "as is". Please review Opequon Center website for condo documents and other important information. Listing agent must be present at all showings. Office / Retail space in the Opequon Center on Valley Ave. in South Winchester. Unit fronts on main project entry way. 963 square feet with open area, small office, kitchenette, and restroom. Condomium unit with common area services and exterior building maintenance. Professionally managed. Reputable service and professional neighbors. Unit is clean and offered "as is". Please review Opequon Center website for condo documents and other important information. Listing agent must be present at all showings. 3042 Valley, Unit 102, Winchester Listing courtesy of Merrifield Realty, LLC. Contact: Selling Office: Realty FC.
$299,900 * Now offering added value with $7500 seller concessions available.* Nestled in Orchard Terrace, this beautifully updated Colonial home is ideally located within Winchester city limits, just a short walk to the vibrant downtown walking mall with its shops, dining, and entertainment. The updated kitchen features new cabinets, granite countertops, stainless steel appliances, a new sink and faucet, and vinyl plank flooring. The bathroom includes a new vanity, vanity top, faucet, toilet, and vinyl plank flooring. Major updates include a new HVAC system and new water heater, along with fresh new paint throughout and updated lighting, outlets, and switches throughout the home. Storage shed conveys AS-IS. Chimney non-functional.*Agent is related to owner* The information contained herein is for informational purposes only. RE/MAX Roots makes no representation as to the accuracy or reliability of the information. The buyer is to verify information provided and related to the property that is material to a buyer’s decision to purchase the property. All documents and other information attached to this listing are provided as a courtesy and should be researched and verified by the buyer agent. 3 Beds ⋅ 1 Baths * Now offering added value with $7500 seller concessions available.* Nestled in Orchard Terrace, this beautifully updated Colonial home is ideally located within Winchester city limits, just a short walk to the vibrant downtown walking mall with its shops, dining, and entertainment. The updated kitchen features new cabinets, granite countertops, stainless steel appliances, a new sink and faucet, and vinyl plank flooring. The bathroom includes a new vanity, vanity top, faucet, toilet, and vinyl plank flooring. Major updates include a new HVAC system and new water heater, along with fresh new paint throughout and updated lighting, outlets, and switches throughout the home. Storage shed conveys AS-IS. Chimney non-functional.*Agent is related to owner* The information contained herein is for informational purposes only. RE/MAX Roots makes no representation as to the accuracy or reliability of the information. The buyer is to verify information provided and related to the property that is material to a buyer’s decision to purchase the property. All documents and other information attached to this listing are provided as a courtesy and should be researched and verified by the buyer agent. 625 Watson Ave, Winchester Listing courtesy of RE/MAX Roots. Contact: Selling Office: RE/MAX Real Estate Connections.
$335,000 Renovated 3-bedroom detached home for just $335,000! - <br><br> - 7,840 sq. ft. lot in Winchester. This charming single home gives you the one thing that condos and townhouses can’t; freedom. No shared walls and no HOA telling you what color your door can be. - <br><br> - Open living room and kitchen ready for all the cozy moments . Down the hall, second floor has three bedrooms. - <br><br> - The two full bathrooms and one guest bath got a 2025 glow-up, fresh tile, new vanity, sleek fixtures. - <br><br> - The extra room addition, can be used as studio or office. - <br><br> - Completely renovated Kitchen with new cabinets, countertop and a brand-new cooktop, microwave, refrigerator and dishwasher. The kitchen also boasts a recessed lights. - <br><br> - And let’s talk about peace of mind: - <br><br> - ✅ New HVAC air conditioner ✅ Water heater (2025) ✅ New washer and dryer machine (2025) - <br><br> - Out back, the big yard is your low-maintenance; imagine fire up the grill or your firepit. - <br><br> - You’re less than a mile to the town center for easy city access, and all your weekend errands in one convenient hub. - <br><br> - Bottom line: For less than most , you get a move-in ready detached home with outdoor space! 3 Beds ⋅ 3 Baths Renovated 3-bedroom detached home for just $335,000! - <br><br> - 7,840 sq. ft. lot in Winchester. This charming single home gives you the one thing that condos and townhouses can’t; freedom. No shared walls and no HOA telling you what color your door can be. - <br><br> - Open living room and kitchen ready for all the cozy moments . Down the hall, second floor has three bedrooms. - <br><br> - The two full bathrooms and one guest bath got a 2025 glow-up, fresh tile, new vanity, sleek fixtures. - <br><br> - The extra room addition, can be used as studio or office. - <br><br> - Completely renovated Kitchen with new cabinets, countertop and a brand-new cooktop, microwave, refrigerator and dishwasher. The kitchen also boasts a recessed lights. - <br><br> - And let’s talk about peace of mind: - <br><br> - ✅ New HVAC air conditioner ✅ Water heater (2025) ✅ New washer and dryer machine (2025) - <br><br> - Out back, the big yard is your low-maintenance; imagine fire up the grill or your firepit. - <br><br> - You’re less than a mile to the town center for easy city access, and all your weekend errands in one convenient hub. - <br><br> - Bottom line: For less than most , you get a move-in ready detached home with outdoor space! 1004 S Cameron St, Winchester Listing courtesy of Metas Realty Group, LLC. Contact: Selling Office: Link Realty Services LLC.
$409,990 1813 Harvest Drive is an attractive new 3 level townhome with full brick front in Winchester, VA – ready to move in! Our modern Adams II floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. Stained Oak stairs lead you to the main level with LVP Floors. The kitchen is equipped with beautiful quartz countertops, soft-close grey cabinets & drawers, 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, 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. *Photos, 3D tours, and videos are representative of plan only and may vary as built. 4 Beds ⋅ 4 Baths 1813 Harvest Drive is an attractive new 3 level townhome with full brick front in Winchester, VA – ready to move in! Our modern Adams II floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. Stained Oak stairs lead you to the main level with LVP Floors. The kitchen is equipped with beautiful quartz countertops, soft-close grey cabinets & drawers, 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, 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. *Photos, 3D tours, and videos are representative of plan only and may vary as built. 1813 Harvest Dr, Winchester Listing courtesy of D R Horton Realty of Virginia LLC. Contact: Selling Office: Non Subscribing Office.
$215,000 Some homes are finished. Others are opportunities. This one is the second kind, and it’s the kind that doesn’t come around often in a location like this. From the outside, it already has what you can’t easily create. A stone-front cottage look, a covered front porch, and a presence that feels welcoming the moment you see it. It’s the kind of curb appeal that draws people in without trying too hard. And that matters ... because when the outside feels right, the rest becomes a matter of vision. Inside, the story is straightforward. The home offers just under 1,000 square feet, with three bedrooms and one full bath, and a walk-out unfinished basement that gives you room to expand, store, or rework as needed. The structure is solid. The layout is usable. But the finishes? They’re largely original to the 1960s, which means what you see is exactly what you’re buying: a clean slate. This is not a home pretending to be something it’s not. It’s a fixer-upper, plain and simple. The kind where the work is obvious ... but so is the upside. Because when you look past what’s there now, you start to see what it could become. And that’s where things get interesting. Homes of similar size in this area have rented for over $1,800 per month, and when fully renovated, have sold for as much as $350,000. That’s the gap. That’s the opportunity. Whether you’re looking to renovate and hold, flip, or create something tailored to your own standards, the numbers here start to make sense quickly. The location does a lot of the heavy lifting for you. You’re less than half a mile to Old Town Winchester and the Loudoun Street Pedestrian Mall: close enough to walk, close enough to feel connected, and exactly where demand tends to hold steady. So here’s what you’re really looking at: A home with strong bones. A design that already works. Curb appeal you don’t have to build. And an interior that’s ready for someone to step in and take it the rest of the way. This isn’t for someone looking for turnkey. It’s for someone who sees the gap between what is and what could be ... and knows how to close it. Walk through it. Look past the surface. Stand on the porch and picture it finished. Because once you do, the opportunity becomes clear. 3 Beds ⋅ 1 Baths Some homes are finished. Others are opportunities. This one is the second kind, and it’s the kind that doesn’t come around often in a location like this. From the outside, it already has what you can’t easily create. A stone-front cottage look, a covered front porch, and a presence that feels welcoming the moment you see it. It’s the kind of curb appeal that draws people in without trying too hard. And that matters ... because when the outside feels right, the rest becomes a matter of vision. Inside, the story is straightforward. The home offers just under 1,000 square feet, with three bedrooms and one full bath, and a walk-out unfinished basement that gives you room to expand, store, or rework as needed. The structure is solid. The layout is usable. But the finishes? They’re largely original to the 1960s, which means what you see is exactly what you’re buying: a clean slate. This is not a home pretending to be something it’s not. It’s a fixer-upper, plain and simple. The kind where the work is obvious ... but so is the upside. Because when you look past what’s there now, you start to see what it could become. And that’s where things get interesting. Homes of similar size in this area have rented for over $1,800 per month, and when fully renovated, have sold for as much as $350,000. That’s the gap. That’s the opportunity. Whether you’re looking to renovate and hold, flip, or create something tailored to your own standards, the numbers here start to make sense quickly. The location does a lot of the heavy lifting for you. You’re less than half a mile to Old Town Winchester and the Loudoun Street Pedestrian Mall: close enough to walk, close enough to feel connected, and exactly where demand tends to hold steady. So here’s what you’re really looking at: A home with strong bones. A design that already works. Curb appeal you don’t have to build. And an interior that’s ready for someone to step in and take it the rest of the way. This isn’t for someone looking for turnkey. It’s for someone who sees the gap between what is and what could be ... and knows how to close it. Walk through it. Look past the surface. Stand on the porch and picture it finished. Because once you do, the opportunity becomes clear. 212 Shawnee Ave, Winchester Listing courtesy of Real Broker, LLC. Contact: Selling Office: UNION REALTY LLC.
$340,000 Charming Colonial in Winchester, VA 3 Bedrooms | 2.5 Baths with additional rooms Step into timeless charm with this beautifully maintained Colonial featuring gleaming hardwood floors throughout, including a stunning custom square inlay design that adds character you simply won’t find in today’s homes. The home offers two full baths full of personality — one with a beautifully tiled shower and the other showcasing an original clawfoot tub and vintage sink, perfect for unwinding after a long day. The kitchen is thoughtfully designed with butcher block countertops and a custom backsplash featuring local tile from Handworks Gallery in Old Town Winchester, blending craftsmanship and style. Just off the kitchen, you’ll find an oversized butler’s pantry with open shelving, cabinetry, and abundant storage — a rare and valuable feature that truly elevates the space. Designed for both everyday living and entertaining, this home features: A spacious dining room with built-ins A bright sunroom with tile flooring — ideal as a reading nook, office, or flex space A tiled mudroom entry for convenience and function An oversized back deck perfect for gatherings Outside, enjoy a fully fenced backyard with privacy fencing, a charming stone walkway, and even a greenhouse for gardening enthusiasts 🌿 Adorable side gate for eas access. Additional features include: Storage space under the porch Walk-up attic Full basement with utility sink and additional storage-also hidden gun storage. Relax and unwind on the large covered front porch, perfect for swinging and enjoying peaceful evenings. Location, Location, Location! Ideally situated close to Old Town Winchester, you’ll love being near local festivals, shopping, eateries, theaters, Shenandoah University, and Valley Health. Fun Fact: This home is believed to be known as Winchester’s first “drive-through.” Years ago, Ms. Bell, a former owner, prepared bagged lunches for local firefighters and police officers from her basement kitchen — once equipped with five ovens. The city created a roadway around the home so first responders could drive up to the side entrance, pick up meals, and be on their way. A true piece of local history that adds to the charm and story of this special home. Homes like this — filled with history, character, and warmth — don’t come along often. Don’t miss your opportunity to own a piece of Winchester’s story 🏡✨ 3 Beds ⋅ 3 Baths Charming Colonial in Winchester, VA 3 Bedrooms | 2.5 Baths with additional rooms Step into timeless charm with this beautifully maintained Colonial featuring gleaming hardwood floors throughout, including a stunning custom square inlay design that adds character you simply won’t find in today’s homes. The home offers two full baths full of personality — one with a beautifully tiled shower and the other showcasing an original clawfoot tub and vintage sink, perfect for unwinding after a long day. The kitchen is thoughtfully designed with butcher block countertops and a custom backsplash featuring local tile from Handworks Gallery in Old Town Winchester, blending craftsmanship and style. Just off the kitchen, you’ll find an oversized butler’s pantry with open shelving, cabinetry, and abundant storage — a rare and valuable feature that truly elevates the space. Designed for both everyday living and entertaining, this home features: A spacious dining room with built-ins A bright sunroom with tile flooring — ideal as a reading nook, office, or flex space A tiled mudroom entry for convenience and function An oversized back deck perfect for gatherings Outside, enjoy a fully fenced backyard with privacy fencing, a charming stone walkway, and even a greenhouse for gardening enthusiasts 🌿 Adorable side gate for eas access. Additional features include: Storage space under the porch Walk-up attic Full basement with utility sink and additional storage-also hidden gun storage. Relax and unwind on the large covered front porch, perfect for swinging and enjoying peaceful evenings. Location, Location, Location! Ideally situated close to Old Town Winchester, you’ll love being near local festivals, shopping, eateries, theaters, Shenandoah University, and Valley Health. Fun Fact: This home is believed to be known as Winchester’s first “drive-through.” Years ago, Ms. Bell, a former owner, prepared bagged lunches for local firefighters and police officers from her basement kitchen — once equipped with five ovens. The city created a roadway around the home so first responders could drive up to the side entrance, pick up meals, and be on their way. A true piece of local history that adds to the charm and story of this special home. Homes like this — filled with history, character, and warmth — don’t come along often. Don’t miss your opportunity to own a piece of Winchester’s story 🏡✨ 707 E Cork St, Winchester Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: Selling Office: Redfin Corp.
$265,000 Conveniently located in Winchester City, this 3-bedroom, 1.5-bath ranch-style home features a primary bedroom with a private half bath, two additional bedrooms, and a hall bath. The spacious living room opens to the dining area and kitchen, creating a comfortable flow for everyday living. The kitchen includes a newer refrigerator. Step outside to a screened-in back porch overlooking the level, fenced backyard with a shed for additional storage. Off-street parking is available with an asphalt driveway. A newer hot water heater adds additional value and peace of mind. 3 Beds ⋅ 2 Baths Conveniently located in Winchester City, this 3-bedroom, 1.5-bath ranch-style home features a primary bedroom with a private half bath, two additional bedrooms, and a hall bath. The spacious living room opens to the dining area and kitchen, creating a comfortable flow for everyday living. The kitchen includes a newer refrigerator. Step outside to a screened-in back porch overlooking the level, fenced backyard with a shed for additional storage. Off-street parking is available with an asphalt driveway. A newer hot water heater adds additional value and peace of mind. 320 Opequon Ave, Winchester Listing courtesy of Re/Max Roots. Contact: Selling Office: Jim Barb Realty, Inc..
$1,025,000 Seize the chance to establish your business with this prime commercial office space at 650 Millwood Avenue in Winchester, VA. The first time this iconic property has been for sale in 40 years! This is an unparalleled opportunity to secure over 2,600 square feet of professional, highly versatile space featuring multiple private offices and dedicated meeting areas. The location is truly exceptional: situated directly next to Shenandoah University, the property offers incredible visibility on a major artery that sees a traffic count of around 30,000 cars per day. This prominent position is ideal for medical/professional services, financial firms, or any enterprise seeking maximum brand recognition. Crucially, the site includes convenient on-site parking for approximately 15 vehicles, guaranteeing easy access for every client and employee. Seize the chance to establish your business with this prime commercial office space at 650 Millwood Avenue in Winchester, VA. The first time this iconic property has been for sale in 40 years! This is an unparalleled opportunity to secure over 2,600 square feet of professional, highly versatile space featuring multiple private offices and dedicated meeting areas. The location is truly exceptional: situated directly next to Shenandoah University, the property offers incredible visibility on a major artery that sees a traffic count of around 30,000 cars per day. This prominent position is ideal for medical/professional services, financial firms, or any enterprise seeking maximum brand recognition. Crucially, the site includes convenient on-site parking for approximately 15 vehicles, guaranteeing easy access for every client and employee. 650 Millwood Ave, Winchester Listing courtesy of Colony Realty. Contact: Selling Office: MarketPlace REALTY.
$506,000 Don’t miss your chance to live on sought-after W. Cecil in this charming, beautifully maintained historic home, just a few blocks from the walking mall. Light-filled and inviting, this home welcomes you with a classic covered front porch and warm hardwood floors that set the tone for the character throughout. The cozy living room features a recently converted gas fireplace, lovely built-ins, and crown molding. This space opens to the den featuring new pergo flooring and situated just off the kitchen, perfect for relaxing or entertaining The updated kitchen offers granite countertops, a large island, ample cabinet space, and stainless steel appliances (refrigerator and dishwasher new in 2023). The versatile bonus room addition can serve as a dining room, office, or library, and opens directly to the fenced backyard with convenient access to the garage via the rear alley. Upstairs, you’ll find three bedrooms and a refreshed full bath. Hardwood floors on the stairs and second level were recently refinished, and there’s easy access to the attic for storage. Major Recent Upgrades Include: New roof (2023) New A/C condenser and coil (2024) Refinished hardwood floors on stairs and in bedrooms New Pergo flooring in the den Fireplace converted from wood-burning to gas (2023) New concrete garage floor and stamped concrete walkway (2023) Both bathrooms refreshed with new toilets, vanities, faucets, lighting, and updated paint/wallpaper Call to see this one, it won't last long! 3 Beds ⋅ 2 Baths Don’t miss your chance to live on sought-after W. Cecil in this charming, beautifully maintained historic home, just a few blocks from the walking mall. Light-filled and inviting, this home welcomes you with a classic covered front porch and warm hardwood floors that set the tone for the character throughout. The cozy living room features a recently converted gas fireplace, lovely built-ins, and crown molding. This space opens to the den featuring new pergo flooring and situated just off the kitchen, perfect for relaxing or entertaining The updated kitchen offers granite countertops, a large island, ample cabinet space, and stainless steel appliances (refrigerator and dishwasher new in 2023). The versatile bonus room addition can serve as a dining room, office, or library, and opens directly to the fenced backyard with convenient access to the garage via the rear alley. Upstairs, you’ll find three bedrooms and a refreshed full bath. Hardwood floors on the stairs and second level were recently refinished, and there’s easy access to the attic for storage. Major Recent Upgrades Include: New roof (2023) New A/C condenser and coil (2024) Refinished hardwood floors on stairs and in bedrooms New Pergo flooring in the den Fireplace converted from wood-burning to gas (2023) New concrete garage floor and stamped concrete walkway (2023) Both bathrooms refreshed with new toilets, vanities, faucets, lighting, and updated paint/wallpaper Call to see this one, it won't last long! 312 W Cecil St, Winchester Listing courtesy of Colony Realty. Contact: Selling Office: ERA Oakcrest Realty, Inc..
$285,000 Priced well below assessed value and sold strictly AS IS — this is the deal investors and renovation buyers have been searching for. This 4-bedroom, 1.5-bath home sits on a generous corner lot in an established Winchester neighborhood, just minutes from historic Old Town, the walking mall, and Shenandoah University. Original hardwood floors hint at the character waiting to be restored, and a flat, usable lot with an outbuilding adds serious versatility — storage, workshop, or a play house. Whether you're flipping, holding as a rental, or building sweat equity, the location and lot size alone make this one a standout. Cash or renovation financing preferred. Bring your contractor — opportunities like this don't come twice. 4 Beds ⋅ 2 Baths Priced well below assessed value and sold strictly AS IS — this is the deal investors and renovation buyers have been searching for. This 4-bedroom, 1.5-bath home sits on a generous corner lot in an established Winchester neighborhood, just minutes from historic Old Town, the walking mall, and Shenandoah University. Original hardwood floors hint at the character waiting to be restored, and a flat, usable lot with an outbuilding adds serious versatility — storage, workshop, or a play house. Whether you're flipping, holding as a rental, or building sweat equity, the location and lot size alone make this one a standout. Cash or renovation financing preferred. Bring your contractor — opportunities like this don't come twice. 301 Shawnee Ave, Winchester Listing courtesy of Realty ONE Group Old Towne. Contact: Selling Office: Colony Realty.