$269,000 Welcome home to 208 Shenandoah Ave in Winchester, VA! This updated ranch home offers the coveted simplicity of easy, one-level living and is perfectly situated in a prime, convenient Winchester location. Featuring 3 bedrooms and 1 full bath, the interior is turn-key with newer flooring and fresh paint throughout. The living spaces are bright and inviting with lots of natural light, creating a warm and airy atmosphere. Set on a fantastic level lot, the property boasts mature trees that enhance shade and visual appeal. The exterior presents nicely with a charming front porch providing a welcoming entry and a peaceful spot to sit. Out back, a major highlight is the large, fully fenced-in backyard, which offers exceptional privacy and a secure, usable space for your four-legged friends or your next landscaping endeavor. The location is truly unbeatable, providing effortless access to everything you need: you're just moments from downtown Winchester, extensive shopping and restaurants, schools, parks, and major commuter routes. Featuring a brand new gas furnace. This is the perfect opportunity for low-maintenance living with supreme convenience at a great price! 3 Beds ⋅ 1 Baths Welcome home to 208 Shenandoah Ave in Winchester, VA! This updated ranch home offers the coveted simplicity of easy, one-level living and is perfectly situated in a prime, convenient Winchester location. Featuring 3 bedrooms and 1 full bath, the interior is turn-key with newer flooring and fresh paint throughout. The living spaces are bright and inviting with lots of natural light, creating a warm and airy atmosphere. Set on a fantastic level lot, the property boasts mature trees that enhance shade and visual appeal. The exterior presents nicely with a charming front porch providing a welcoming entry and a peaceful spot to sit. Out back, a major highlight is the large, fully fenced-in backyard, which offers exceptional privacy and a secure, usable space for your four-legged friends or your next landscaping endeavor. The location is truly unbeatable, providing effortless access to everything you need: you're just moments from downtown Winchester, extensive shopping and restaurants, schools, parks, and major commuter routes. Featuring a brand new gas furnace. This is the perfect opportunity for low-maintenance living with supreme convenience at a great price! 208 Shenandoah Ave, Winchester Listing courtesy of Colony Realty. Contact: Selling Office: Spring Hill Real Estate, LLC..
$337,000 Life in Historic Winchester just got easier with this modern construction. Built in 2004, this Charming 3 Bedroom, 1.5 Bath home is the best of all worlds. This home has been completely & professionally remodeled in 2025 and the quality of construction shows. Fresh and bright you will find that practically everything is new. Enter to find newly finished gleaming hardwood floors (2025), crisp new paint and trim(2025) throughout. Generous family room flows into completely renovated kitchen. Kitchen is up to date (2025) with Brand New stainless appliances, counters, flooring, sink and handy laundry area with hook-up for washer and dryer, plus a half bath ( with all new fixtures) is tucked away for convenience. Flow through beautiful sliding doors to nicely sized deck overlooking large, fully fenced lawn with space to play and garden. Relaxation happens here! Upstairs, find gorgeous new carpet in all areas, 3 Bedrooms, a beautifully remodeled bathroom with all new fixtures and blinds. Exterior of the home has just been freshly painted, too. New Water Heater 2025. There is no deferred maintenance in this charming home. Located within easy walking distance of Old Town Pedestrian Mall, The Handley Library, Restaurants, Galleries, Museums, Coffee Shops and Boutiques. Call for a tour today. 3 Beds ⋅ 2 Baths Life in Historic Winchester just got easier with this modern construction. Built in 2004, this Charming 3 Bedroom, 1.5 Bath home is the best of all worlds. This home has been completely & professionally remodeled in 2025 and the quality of construction shows. Fresh and bright you will find that practically everything is new. Enter to find newly finished gleaming hardwood floors (2025), crisp new paint and trim(2025) throughout. Generous family room flows into completely renovated kitchen. Kitchen is up to date (2025) with Brand New stainless appliances, counters, flooring, sink and handy laundry area with hook-up for washer and dryer, plus a half bath ( with all new fixtures) is tucked away for convenience. Flow through beautiful sliding doors to nicely sized deck overlooking large, fully fenced lawn with space to play and garden. Relaxation happens here! Upstairs, find gorgeous new carpet in all areas, 3 Bedrooms, a beautifully remodeled bathroom with all new fixtures and blinds. Exterior of the home has just been freshly painted, too. New Water Heater 2025. There is no deferred maintenance in this charming home. Located within easy walking distance of Old Town Pedestrian Mall, The Handley Library, Restaurants, Galleries, Museums, Coffee Shops and Boutiques. Call for a tour today. 19 W Germain St, Winchester Listing courtesy of MarketPlace REALTY. Contact: Selling Office: Real Broker, LLC.
$347,500 PRICE IMPROVEMENT!! Newly renovated and move-in ready! Everything is brand new in this super cute ranch home with a craftsman-style feel. Located in the City of Winchester in Northwestern Hills, schedule your appointment to see this stunning 3 BR 1 BA home with detached garage. New vinyl siding, roof, heat pump, GE appliances, cabinets, granite countertops, undercabinet lighting, flooring, landscaping, doors, windows, light and plumbing fixtures throughout. With an added new electric fireplace in the living room for that perfect ambiance! A level front yard and a spacious level fenced rear yard that can be the perfect space to host gatherings. Close to Valley Health Medical Center, Museum of the Shenandoah Valley, MSV walking path, banks, churches, and shopping. No HOA makes this home the perfect choice! 3 Beds ⋅ 1 Baths PRICE IMPROVEMENT!! Newly renovated and move-in ready! Everything is brand new in this super cute ranch home with a craftsman-style feel. Located in the City of Winchester in Northwestern Hills, schedule your appointment to see this stunning 3 BR 1 BA home with detached garage. New vinyl siding, roof, heat pump, GE appliances, cabinets, granite countertops, undercabinet lighting, flooring, landscaping, doors, windows, light and plumbing fixtures throughout. With an added new electric fireplace in the living room for that perfect ambiance! A level front yard and a spacious level fenced rear yard that can be the perfect space to host gatherings. Close to Valley Health Medical Center, Museum of the Shenandoah Valley, MSV walking path, banks, churches, and shopping. No HOA makes this home the perfect choice! 217 Myrtle Ave, Winchester Listing courtesy of Realty ONE Group Old Towne. Contact: Selling Office: Vaze Realty.
$101,000 MULTIPLE OFFERS RECEIVED. OFFER DEADLINE IS MONDAY, MARCH 22, 2026 AT 5:00 P.M. Rare opportunity to buy a level building lot conveniently located off Pleasant Valley Road in Eastview Subdivision. This lot is being sold with a 24x24 two bay garage. The garage presently has electric service from the adjoining property, which is also being sold by the same owners. If this lot w/ garage are purchased separately, new owner must obtain their own electric service. Adjoining property address is 101 Molden Drive. Combination lockbox on garage door. MULTIPLE OFFERS RECEIVED. OFFER DEADLINE IS MONDAY, MARCH 22, 2026 AT 5:00 P.M. Rare opportunity to buy a level building lot conveniently located off Pleasant Valley Road in Eastview Subdivision. This lot is being sold with a 24x24 two bay garage. The garage presently has electric service from the adjoining property, which is also being sold by the same owners. If this lot w/ garage are purchased separately, new owner must obtain their own electric service. Adjoining property address is 101 Molden Drive. Combination lockbox on garage door. 816 Allen Dr, Winchester Listing courtesy of MarketPlace REALTY. Contact: Selling Office: Pearson Smith Realty, LLC.
$310,000 Welcome to 423 Shenandoah Place! This charming one-level home offers 3 bedrooms and 1 full bath, combining comfort, convenience, and location all in one. Located on a quiet cul-de-sac in a peaceful neighborhood, you’ll love the sense of privacy while still being close to everything. Step inside to find warm wood floors and a bright, inviting layout that makes everyday living easy. The kitchen features new appliances, including a gas range—perfect for home chefs who appreciate cooking with precision and control. Out back, enjoy a fully fenced yard ideal for pets, play, or entertaining. Relax around the firepit on cool evenings, and take advantage of the storage shed for tools, hobbies, or outdoor gear. And the location? Just approximately 500 feet (as the crow flies) from Jim Barnett Park—offering easy access to walking trails, sports fields, playgrounds, and community events. Whether you're starting out, downsizing, or looking for single-level living in a prime spot, this home checks all the boxes. Schedule your showing today and come see why 423 Shenandoah Place feels like home! 3 Beds ⋅ 1 Baths Welcome to 423 Shenandoah Place! This charming one-level home offers 3 bedrooms and 1 full bath, combining comfort, convenience, and location all in one. Located on a quiet cul-de-sac in a peaceful neighborhood, you’ll love the sense of privacy while still being close to everything. Step inside to find warm wood floors and a bright, inviting layout that makes everyday living easy. The kitchen features new appliances, including a gas range—perfect for home chefs who appreciate cooking with precision and control. Out back, enjoy a fully fenced yard ideal for pets, play, or entertaining. Relax around the firepit on cool evenings, and take advantage of the storage shed for tools, hobbies, or outdoor gear. And the location? Just approximately 500 feet (as the crow flies) from Jim Barnett Park—offering easy access to walking trails, sports fields, playgrounds, and community events. Whether you're starting out, downsizing, or looking for single-level living in a prime spot, this home checks all the boxes. Schedule your showing today and come see why 423 Shenandoah Place feels like home! 423 Shenandoah Pl, Winchester Listing courtesy of Keller Williams Realty/Lee Beaver & Assoc.. Contact: Selling Office: EXP Realty, LLC.
$465,000 New construction without the wait! This two-year-young home is like new and ready for its next owners. Enjoy a spacious open floor plan featuring LVP flooring throughout the main level, a modern kitchen with stainless steel appliances and a large center island. The main level also offers a private home office and a convenient half bath. Upstairs, retreat to a spacious primary suite complete with a walk-in closet and an attached bath featuring dual sinks and a walk-in shower. There is an abundance of storage throughout, as all secondary bedrooms also offer walk-in closets. An upstairs laundry room adds everyday convenience. The unfinished basement provides a blank canvas to create additional living space and includes a rough-in for a future bathroom, perfect for new owners to create a space that fits their needs. Step outside to a spacious yard ideal for relaxing or entertaining, featuring a deck with stairs leading down to a patio below. Located in a quiet residential neighborhood, yet just minutes from I-81, shopping, and dining—this home offers the perfect blend of comfort and convenience. 4 Beds ⋅ 3 Baths New construction without the wait! This two-year-young home is like new and ready for its next owners. Enjoy a spacious open floor plan featuring LVP flooring throughout the main level, a modern kitchen with stainless steel appliances and a large center island. The main level also offers a private home office and a convenient half bath. Upstairs, retreat to a spacious primary suite complete with a walk-in closet and an attached bath featuring dual sinks and a walk-in shower. There is an abundance of storage throughout, as all secondary bedrooms also offer walk-in closets. An upstairs laundry room adds everyday convenience. The unfinished basement provides a blank canvas to create additional living space and includes a rough-in for a future bathroom, perfect for new owners to create a space that fits their needs. Step outside to a spacious yard ideal for relaxing or entertaining, featuring a deck with stairs leading down to a patio below. Located in a quiet residential neighborhood, yet just minutes from I-81, shopping, and dining—this home offers the perfect blend of comfort and convenience. 418 Circle Dr, Winchester Listing courtesy of Samson Properties. Contact: Selling Office: Samson Properties.
$379,990 1809 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 espresso 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 1809 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 espresso 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. 1809 Harvest Dr, Winchester Listing courtesy of D R Horton Realty of Virginia LLC. Contact: Selling Office: Non Subscribing Office.
$380,000 Welcome to 1885 Rosser Lane. Located in one of Winchester's sought after 55+ retirement communities, Willow Lawn Cottages. This cute and cozy 2 bedroom 2 full bath home features spacious one level living with vaulted ceilings, den/office, sunroom, gas fireplace, separate laundry room, walk in closets, 1 car garage and more. 2 Beds ⋅ 2 Baths Welcome to 1885 Rosser Lane. Located in one of Winchester's sought after 55+ retirement communities, Willow Lawn Cottages. This cute and cozy 2 bedroom 2 full bath home features spacious one level living with vaulted ceilings, den/office, sunroom, gas fireplace, separate laundry room, walk in closets, 1 car garage and more. 1885 Rosser Ln, Winchester Listing courtesy of OliveTree Property Group. Contact: Selling Office: Oakcrest Commercial Real Estate.
$279,000 This is a completely restored Winchester classic within walking distance to the downtown area and Handley High school. Located at the end of street. Home improvements include new HVAC, plumbing, electric and appliances. Interior pictures will follow as soon as painting has been completed. 2 Beds ⋅ 1 Baths This is a completely restored Winchester classic within walking distance to the downtown area and Handley High school. Located at the end of street. Home improvements include new HVAC, plumbing, electric and appliances. Interior pictures will follow as soon as painting has been completed. 20 E Hart St, Winchester Listing courtesy of Link Realty Services LLC. Contact: Selling Office: Realty ONE Group Old Towne.
$419,000 Ideally located within one of Winchester’s most desirable neighborhoods, Whittier Acres, and next to Winchester Medical Center, this spacious split-level home offers exceptional convenience paired with a rare sense of privacy in a quiet, established setting. Backing to mature trees, the backyard is a peaceful retreat where birds visit regularly and an established butterfly garden awaits its vibrant return each spring—making it the perfect place to begin and end your day. Inside, the versatile layout includes four bright bedrooms, multiple formal and informal living areas, and an open kitchen with an adjoining Florida room that provides flexible, light-filled living space. The large, fully fenced backyard is ideal for relaxing, entertaining, or gathering around the fire pit while deer pass by in the morning and evening. The home also features a water softening system and reverse osmosis water filtration for added comfort and quality. Recent upgrades include driveway expansion, a newer hot water heater, ceiling fans, custom blinds throughout, and an expanded back patio for outdoor enjoyment. An extra-large driveway plus ample street parking provide excellent parking options. Just minutes from historic Old Town Winchester, the Museum of the Shenandoah Valley, and with easy access to Routes 37 and I-81, this home blends location, comfort, and everyday livability. 4 Beds ⋅ 2 Baths Ideally located within one of Winchester’s most desirable neighborhoods, Whittier Acres, and next to Winchester Medical Center, this spacious split-level home offers exceptional convenience paired with a rare sense of privacy in a quiet, established setting. Backing to mature trees, the backyard is a peaceful retreat where birds visit regularly and an established butterfly garden awaits its vibrant return each spring—making it the perfect place to begin and end your day. Inside, the versatile layout includes four bright bedrooms, multiple formal and informal living areas, and an open kitchen with an adjoining Florida room that provides flexible, light-filled living space. The large, fully fenced backyard is ideal for relaxing, entertaining, or gathering around the fire pit while deer pass by in the morning and evening. The home also features a water softening system and reverse osmosis water filtration for added comfort and quality. Recent upgrades include driveway expansion, a newer hot water heater, ceiling fans, custom blinds throughout, and an expanded back patio for outdoor enjoyment. An extra-large driveway plus ample street parking provide excellent parking options. Just minutes from historic Old Town Winchester, the Museum of the Shenandoah Valley, and with easy access to Routes 37 and I-81, this home blends location, comfort, and everyday livability. 519 Whitacre St, Winchester Listing courtesy of Samson Properties. Contact: Selling Office: Keller Williams Realty.
$326,400 New, new, new & ready for YOU! 3 beds/2 baths with so much work done you should be able to rest easy. You get a new roof, new vinyl clad double hung windows, 2 new bathrooms, new kitchen cabinets & countertops & appliances, new lighting fixtures & baseboard heaters & switches & outlets & electric service line, new LVP floors, fresh paint & new back deck. Conveniently located within walking distance of Winchester's retail district and approximately 2.5 miles to I81. 3 Beds ⋅ 2 Baths New, new, new & ready for YOU! 3 beds/2 baths with so much work done you should be able to rest easy. You get a new roof, new vinyl clad double hung windows, 2 new bathrooms, new kitchen cabinets & countertops & appliances, new lighting fixtures & baseboard heaters & switches & outlets & electric service line, new LVP floors, fresh paint & new back deck. Conveniently located within walking distance of Winchester's retail district and approximately 2.5 miles to I81. 2967 S Pleasant Valley Rd, Winchester Listing courtesy of NextHome Realty Select. Contact: Selling Office: Wolford And Associates Realty LLC.
$449,000 Nestled on a quiet street just minutes from the vibrant heart of downtown Winchester and the historic Handley High School, 154 Montague Avenue is a charming home that perfectly balances classic character with modern efficiency. This premier, centralized location offers unrivaled access to local shopping, dining, schools, and parks. The interior radiates with fresh paint and gorgeous hardwood floors that lead you through a floor plan that flows beautifully from one living space to another. The large living room serves as an inviting centerpiece for the home, featuring a cozy fireplace and expansive windows fitted with elegant wooden plantation shutters that flood the space with natural light. For more formal occasions, the dedicated dining room leads into a tastefully appointed kitchen equipped with newer stainless steel appliances, ample cabinetry, and stunning new quartz countertops. A standout feature is the sizable walk-in pantry, which offers additional counter space, custom cabinets, and a built-in wine fridge. A convenient half bath completes the main level. The upper levels provide commodious living quarters and versatile bonus space. The second floor features three generously sized bedrooms, each acting as a sun-drenched sanctuary with rich hardwood flooring and cooling ceiling fans, all sharing a spacious full bathroom adorned with classic tile floors. For those needing extra room, a staircase leads to a finished attic featuring a private bonus room with beautiful wooden ceilings. The lower level is equally impressive, offering a finished basement with modern flooring and updated light fixtures that provide significant additional living space. This expansive area offers endless ways to customize to your lifestyle, whether you envision a high-tech media room, a dedicated home gym, or a vibrant playroom. This level also functions as a highly efficient laundry center, complete with built-in cabinets, a folding counter, and a utility sink. Outside, the property provides immediate peace of mind with a new roof installed on both the house and garage in 2022 and a new HVAC system in 2023. Rare for the area, the home includes a detached garage for off-street parking and a welcoming, covered front porch featuring newer Trex decking. The beautifully landscaped, fenced-in backyard serves as a private escape, complete with a privacy fence, a brick-paver patio, and lush greenery—creating an absolutely perfect outdoor space for play, relaxation, and entertainment alike. Do not miss your chance to own this turnkey Winchester treasure that truly has it all. 3 Beds ⋅ 2 Baths Nestled on a quiet street just minutes from the vibrant heart of downtown Winchester and the historic Handley High School, 154 Montague Avenue is a charming home that perfectly balances classic character with modern efficiency. This premier, centralized location offers unrivaled access to local shopping, dining, schools, and parks. The interior radiates with fresh paint and gorgeous hardwood floors that lead you through a floor plan that flows beautifully from one living space to another. The large living room serves as an inviting centerpiece for the home, featuring a cozy fireplace and expansive windows fitted with elegant wooden plantation shutters that flood the space with natural light. For more formal occasions, the dedicated dining room leads into a tastefully appointed kitchen equipped with newer stainless steel appliances, ample cabinetry, and stunning new quartz countertops. A standout feature is the sizable walk-in pantry, which offers additional counter space, custom cabinets, and a built-in wine fridge. A convenient half bath completes the main level. The upper levels provide commodious living quarters and versatile bonus space. The second floor features three generously sized bedrooms, each acting as a sun-drenched sanctuary with rich hardwood flooring and cooling ceiling fans, all sharing a spacious full bathroom adorned with classic tile floors. For those needing extra room, a staircase leads to a finished attic featuring a private bonus room with beautiful wooden ceilings. The lower level is equally impressive, offering a finished basement with modern flooring and updated light fixtures that provide significant additional living space. This expansive area offers endless ways to customize to your lifestyle, whether you envision a high-tech media room, a dedicated home gym, or a vibrant playroom. This level also functions as a highly efficient laundry center, complete with built-in cabinets, a folding counter, and a utility sink. Outside, the property provides immediate peace of mind with a new roof installed on both the house and garage in 2022 and a new HVAC system in 2023. Rare for the area, the home includes a detached garage for off-street parking and a welcoming, covered front porch featuring newer Trex decking. The beautifully landscaped, fenced-in backyard serves as a private escape, complete with a privacy fence, a brick-paver patio, and lush greenery—creating an absolutely perfect outdoor space for play, relaxation, and entertainment alike. Do not miss your chance to own this turnkey Winchester treasure that truly has it all. 154 Montague Ave, Winchester Listing courtesy of Colony Realty. Contact: Selling Office: RE/MAX Roots.
$279,000 CUTE AS A BUTTON! This updated Cottage Rambler perched on a quiet tree lined street sits in the heart of booming Winchester, just minutes from Old Towne. Newly renovated and very affordable! Refreshed solid hardwood flooring, new kitchen with bright quartz countertops, stainless steel appliances, newer HVAC (only 3 years old) new lighting throughout, newer bathroom includes tiled tub with surround, vanity and much more! Fully fenced with 4-6 ft privacy fencing. Private parking pad in rear for parking ease. Fully functioning "Workshop" shed with insulated walls and electricity service. Upgraded circuit breaker. High speed internet thru GloFiber 5G. Refinished solid oak hardwood Gleaming flooring in living room, dining room and hall. Cozy front porch to sit and sip morning coffee or happy hour wine! So much for so little :)...Unfinished lower level basement celler ready to dream design your added living space :)...Come tour this cream puff and envision yourself living in this fairytale setting. No HOA, Public water & Public sewer- always a plus! This home is ready and priced to sell quick, don't miss out! pro pics coming on Monday- wait till you see this beauty curated with style! Call me for a private tour.... 2 Beds ⋅ 1 Baths CUTE AS A BUTTON! This updated Cottage Rambler perched on a quiet tree lined street sits in the heart of booming Winchester, just minutes from Old Towne. Newly renovated and very affordable! Refreshed solid hardwood flooring, new kitchen with bright quartz countertops, stainless steel appliances, newer HVAC (only 3 years old) new lighting throughout, newer bathroom includes tiled tub with surround, vanity and much more! Fully fenced with 4-6 ft privacy fencing. Private parking pad in rear for parking ease. Fully functioning "Workshop" shed with insulated walls and electricity service. Upgraded circuit breaker. High speed internet thru GloFiber 5G. Refinished solid oak hardwood Gleaming flooring in living room, dining room and hall. Cozy front porch to sit and sip morning coffee or happy hour wine! So much for so little :)...Unfinished lower level basement celler ready to dream design your added living space :)...Come tour this cream puff and envision yourself living in this fairytale setting. No HOA, Public water & Public sewer- always a plus! This home is ready and priced to sell quick, don't miss out! pro pics coming on Monday- wait till you see this beauty curated with style! Call me for a private tour.... 424 Highland Ave, Winchester Listing courtesy of Long & Foster Real Estate, Inc.. Contact: Selling Office: Nova Home Hunters Realty.
$245,000 Great opportunity to own this 2-bed, 1-bath Winchester City charmer that sits just minutes from Shenandoah University and the Old Town walking mall. Main level living with a bright comfortable living area, an eat-in kitchen home that includes a bonus room providing flexible space for an office, playroom, fitness area, or guest room, central air and the convenience of an in-home washer & dryer Outdoors, the large, fenced in backyard is ready for pets, play, or gardens, and the storage shed keeps tools and gear organized. Whether you’re seeking a first home, downsizing, or investing near campus, this location delivers everyday convenience, and a welcoming neighborhood feel! close to shopping, coffee, and commuter routes! Schedule your showing today! 2 Beds ⋅ 1 Baths Great opportunity to own this 2-bed, 1-bath Winchester City charmer that sits just minutes from Shenandoah University and the Old Town walking mall. Main level living with a bright comfortable living area, an eat-in kitchen home that includes a bonus room providing flexible space for an office, playroom, fitness area, or guest room, central air and the convenience of an in-home washer & dryer Outdoors, the large, fenced in backyard is ready for pets, play, or gardens, and the storage shed keeps tools and gear organized. Whether you’re seeking a first home, downsizing, or investing near campus, this location delivers everyday convenience, and a welcoming neighborhood feel! close to shopping, coffee, and commuter routes! Schedule your showing today! 204 Shenandoah Ave, Winchester Listing courtesy of Keller Williams Realty. Contact: Selling Office: Samson Properties.
$340,000 Comfortable living at this split-foyer home located in the heart of the City of Winchester. On the main level, you’ll find three bedrooms and a full bath. The lower level features a fourth bedroom plus a second full bath — ideal for guests, or a home office. Location is a standout. You’re just minutes from downtown dining, shopping, and community events, and enjoy easy access to schools, parks, and major commuter routes. Living here means you benefit from the vibrant spirit of Winchester—local festivals, historic charm. 4 Beds ⋅ 2 Baths Comfortable living at this split-foyer home located in the heart of the City of Winchester. On the main level, you’ll find three bedrooms and a full bath. The lower level features a fourth bedroom plus a second full bath — ideal for guests, or a home office. Location is a standout. You’re just minutes from downtown dining, shopping, and community events, and enjoy easy access to schools, parks, and major commuter routes. Living here means you benefit from the vibrant spirit of Winchester—local festivals, historic charm. 127 Shirley St, Winchester Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: Selling Office: Long & Foster Real Estate, Inc..
$475,000 BACK UP OFFERS BEING ACCEPTED! Welcome to 227 Miller Street — a home that instantly feels inviting. Recent improvements include new flooring in both upstairs and downstairs bathrooms (2025), new toilets in all bathrooms (2024), refreshed hardwood floors (2025), a professionally cleaned chimney (2025). The back deck was replaced in 2024, and the home offers multiple outdoor spaces, including a deck off the right side and a grilling-friendly deck off the sunroom. A roofed storage shed matching the home adds even more functionality. Inside, the main level flows with ease: a bright living room, a welcoming dining area, and a sun-filled enclosed sunroom that naturally becomes a favorite retreat. The kitchen features all-new appliances, a new faucet, and convenient access to the pantry, where you’ll find a 2024 Bespoke 28.8-cu ft 4-Door Smart French Door refrigerator with Dual Ice Maker. Upstairs, you’ll find two comfortable bedrooms, a full bath, a bonus room, and a primary suite with a walk-in closet and its own laundry. The top floor offers a private loft-style bedroom with a full bath—ideal for guests, a teen suite, or a peaceful hideaway. The finished basement expands your options with a former bedroom space, a full bathroom, a heated workshop, an additional laundry area, and plenty of storage. Outside, mature pines create a surprisingly serene backyard perfect for relaxing or hosting friends. Off-street parking is an added bonus, and tilt-wash double-hung windows throughout the home provide convenience and efficiency. A new water heater (2022) adds peace of mind. Just steps from Old Town’s shops, cafés, and community events, this home offers the perfect blend of space, warmth, and an effortlessly walkable lifestyle. 3 Beds ⋅ 4 Baths BACK UP OFFERS BEING ACCEPTED! Welcome to 227 Miller Street — a home that instantly feels inviting. Recent improvements include new flooring in both upstairs and downstairs bathrooms (2025), new toilets in all bathrooms (2024), refreshed hardwood floors (2025), a professionally cleaned chimney (2025). The back deck was replaced in 2024, and the home offers multiple outdoor spaces, including a deck off the right side and a grilling-friendly deck off the sunroom. A roofed storage shed matching the home adds even more functionality. Inside, the main level flows with ease: a bright living room, a welcoming dining area, and a sun-filled enclosed sunroom that naturally becomes a favorite retreat. The kitchen features all-new appliances, a new faucet, and convenient access to the pantry, where you’ll find a 2024 Bespoke 28.8-cu ft 4-Door Smart French Door refrigerator with Dual Ice Maker. Upstairs, you’ll find two comfortable bedrooms, a full bath, a bonus room, and a primary suite with a walk-in closet and its own laundry. The top floor offers a private loft-style bedroom with a full bath—ideal for guests, a teen suite, or a peaceful hideaway. The finished basement expands your options with a former bedroom space, a full bathroom, a heated workshop, an additional laundry area, and plenty of storage. Outside, mature pines create a surprisingly serene backyard perfect for relaxing or hosting friends. Off-street parking is an added bonus, and tilt-wash double-hung windows throughout the home provide convenience and efficiency. A new water heater (2022) adds peace of mind. Just steps from Old Town’s shops, cafés, and community events, this home offers the perfect blend of space, warmth, and an effortlessly walkable lifestyle. 227 Miller St, Winchester Listing courtesy of Realty ONE Group Old Towne. Contact: Selling Office: Long & Foster Real Estate, Inc..
$385,000 1814 Blythe Way is an attractive new 3 level townhome with full brick front in Winchester, VA for February move-in. Our modern Adams floorplan features a 1-car garage, and along with 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, Stone Grey 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 1814 Blythe Way is an attractive new 3 level townhome with full brick front in Winchester, VA for February move-in. Our modern Adams floorplan features a 1-car garage, and along with 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, Stone Grey 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. 1814 Blythe Way, Winchester Listing courtesy of D R Horton Realty of Virginia LLC. Contact: Selling Office: Non Subscribing Office.
$415,000 1822 Blythe Way is an attractive new 3 level end townhome with full brick front in Winchester, VA for March move-in. Our modern Adams floorplan features a 1-car garage, and along with 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 1822 Blythe Way is an attractive new 3 level end townhome with full brick front in Winchester, VA for March move-in. Our modern Adams floorplan features a 1-car garage, and along with 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. 1822 Blythe Way, Winchester Listing courtesy of D R Horton Realty of Virginia LLC. Contact: Selling Office: RE/MAX Roots.
$125,000 Calling all investors, contractors, and savvy home buyers! Seize this incredible opportunity to own a 3-bedroom, 1-bath home in an up-and-coming Winchester neighborhood. This property is the definition of "sweat equity," and the heavy lifting has already been started for you. Property has had a recently survey and property lines are marked. The current owner has completed the two hardest parts of the renovation process: the interior has been fully demoed, and the overgrown lot has been completely cleared. You are not paying for old carpet or outdated kitchens; you are buying a blank canvas ready for your vision. The newly spacious, level backyard offers endless possibilities for gardening, entertaining, or expansion. This home needs major repairs and a complete remodel, but the price reflects the potential. Bring your contractor and your imagination—this diamond in the rough is ready to shine! 3 Beds ⋅ 1 Baths Calling all investors, contractors, and savvy home buyers! Seize this incredible opportunity to own a 3-bedroom, 1-bath home in an up-and-coming Winchester neighborhood. This property is the definition of "sweat equity," and the heavy lifting has already been started for you. Property has had a recently survey and property lines are marked. The current owner has completed the two hardest parts of the renovation process: the interior has been fully demoed, and the overgrown lot has been completely cleared. You are not paying for old carpet or outdated kitchens; you are buying a blank canvas ready for your vision. The newly spacious, level backyard offers endless possibilities for gardening, entertaining, or expansion. This home needs major repairs and a complete remodel, but the price reflects the potential. Bring your contractor and your imagination—this diamond in the rough is ready to shine! 222 Liberty Ave, Winchester Listing courtesy of Realty ONE Group Old Towne. Contact: Selling Office: Keller Williams Realty.
$398,000 3 bed / 2 bath all-brick rancher located in the City of Winchester with no HOA! Convenient to schools, shopping, restaurants, Jim Barnett Park, and historic downtown Winchester. The home was remodeled in 2011 with added insulation and features updated Andersen windows. Major systems include a new HVAC system with central A/C and radiant heat in the basement ceiling installed in 2019, a gas furnace replaced in 2013, and a water heater replaced in 2019. The 30-year roof was installed around 2004. The main level offers comfortable living, with the primary suite featuring a new sink and walk-in shower, and the hall bath has been updated with a new tub shower, sink, and toilet. Carpet replaced in the bedrooms in 2022 with hardwood floors underneath. The kitchen includes a pantry and a backsplash. The lower level includes a recreation room, a laundry room with cabinets and a utility sink, radiant ceiling heat, and plumbing in place for a gas fireplace. Enjoy outdoor living with a covered front porch, composite rear deck, and a spacious backyard with a storage shed. 3 Beds ⋅ 2 Baths 3 bed / 2 bath all-brick rancher located in the City of Winchester with no HOA! Convenient to schools, shopping, restaurants, Jim Barnett Park, and historic downtown Winchester. The home was remodeled in 2011 with added insulation and features updated Andersen windows. Major systems include a new HVAC system with central A/C and radiant heat in the basement ceiling installed in 2019, a gas furnace replaced in 2013, and a water heater replaced in 2019. The 30-year roof was installed around 2004. The main level offers comfortable living, with the primary suite featuring a new sink and walk-in shower, and the hall bath has been updated with a new tub shower, sink, and toilet. Carpet replaced in the bedrooms in 2022 with hardwood floors underneath. The kitchen includes a pantry and a backsplash. The lower level includes a recreation room, a laundry room with cabinets and a utility sink, radiant ceiling heat, and plumbing in place for a gas fireplace. Enjoy outdoor living with a covered front porch, composite rear deck, and a spacious backyard with a storage shed. 216 W Cedarmeade Ave, Winchester Listing courtesy of RE/MAX Roots. Contact: Selling Office: Long & Foster Real Estate, Inc..
$300,000 Unwind on the covered front porch of this charming stone Cape Cod, ideally located on a spacious corner lot with sidewalks and a large, fenced backyard. Inside, the inviting living room features hardwood floors and a brick gas-log fireplace—perfect for cozy evenings. Hardwood flooring continues throughout the home, complemented by a convenient kitchen and dining combination. Two bedrooms are located on the main level, one of which could easily serve as a formal dining room if desired. The upper level boasts a generously sized bedroom with hardwood floors and a large closet. The lower level offers additional living space with a family room, oversized closet or pantry, laundry area, and ample storage. Outdoor amenities include a recently updated covered carport and additional storage. Conveniently located just minutes from I-81 and close to restaurants and shopping. Notable updates include the replacement of two exterior doors with stainless steel–reinforced wood doors in 2022 and a new chimney cap installed the same year. The kitchen has seen several improvements, including replacement of the plumbing drain under the sink, installation of a microwave with exhaust ductwork, a new dishwasher in 2021, and a new refrigerator and stove in 2022. Bathroom updates include new plumbing under the bathtub in 2022 and a new diverter inside the spout in 2026. Additional plumbing improvements include an updated sink, a new AO Smith water heater installed in 2022, and a basement pressure-reducing valve. The home also features new vinyl windows throughout—including two attic windows, seven main-level windows, two miniature windows, and two basement half windows—installed in 2026, along with new gutters equipped with LeafGuard added in 2026. 3 Beds ⋅ 1 Baths Unwind on the covered front porch of this charming stone Cape Cod, ideally located on a spacious corner lot with sidewalks and a large, fenced backyard. Inside, the inviting living room features hardwood floors and a brick gas-log fireplace—perfect for cozy evenings. Hardwood flooring continues throughout the home, complemented by a convenient kitchen and dining combination. Two bedrooms are located on the main level, one of which could easily serve as a formal dining room if desired. The upper level boasts a generously sized bedroom with hardwood floors and a large closet. The lower level offers additional living space with a family room, oversized closet or pantry, laundry area, and ample storage. Outdoor amenities include a recently updated covered carport and additional storage. Conveniently located just minutes from I-81 and close to restaurants and shopping. Notable updates include the replacement of two exterior doors with stainless steel–reinforced wood doors in 2022 and a new chimney cap installed the same year. The kitchen has seen several improvements, including replacement of the plumbing drain under the sink, installation of a microwave with exhaust ductwork, a new dishwasher in 2021, and a new refrigerator and stove in 2022. Bathroom updates include new plumbing under the bathtub in 2022 and a new diverter inside the spout in 2026. Additional plumbing improvements include an updated sink, a new AO Smith water heater installed in 2022, and a basement pressure-reducing valve. The home also features new vinyl windows throughout—including two attic windows, seven main-level windows, two miniature windows, and two basement half windows—installed in 2026, along with new gutters equipped with LeafGuard added in 2026. 501 Battle Ave, Winchester Listing courtesy of Pearson Smith Realty, LLC. Contact: Selling Office: Keller Williams Realty.
$725,000 Gorgeous Home in Meadow Branch! Welcome to this beautifully maintained home in the highly desirable Meadow Branch community! Featuring a sought-after main level primary suite, this property offers comfort, convenience, and easy living in one of Winchester’s most popular neighborhoods. The spacious primary bath feels like a private retreat with its spa-like atmosphere — the perfect place to relax and unwind at the end of the day. You’ll love the gorgeous custom kitchen with thoughtful upgrades throughout, ideal for both everyday living and effortless entertaining. Enjoy your morning coffee in the bright sunroom or unwind on the screened porch while taking in the peaceful surroundings. This home has been incredibly well maintained, offering true move-in ready condition so you can settle in and start enjoying your next chapter right away. With its main-level living and low-maintenance lifestyle, it’s especially appealing for those looking to simplify without sacrificing quality or comfort. Located just minutes from the medical center, shopping, dining, and historic downtown Winchester, the location truly can’t be beat. The HOA provides added ease of living with lawn maintenance, snow removal, a community pool, and ball courts included — giving you more time to travel, relax, and enjoy life. A fantastic home in a prime location! 4 Beds ⋅ 3 Baths Gorgeous Home in Meadow Branch! Welcome to this beautifully maintained home in the highly desirable Meadow Branch community! Featuring a sought-after main level primary suite, this property offers comfort, convenience, and easy living in one of Winchester’s most popular neighborhoods. The spacious primary bath feels like a private retreat with its spa-like atmosphere — the perfect place to relax and unwind at the end of the day. You’ll love the gorgeous custom kitchen with thoughtful upgrades throughout, ideal for both everyday living and effortless entertaining. Enjoy your morning coffee in the bright sunroom or unwind on the screened porch while taking in the peaceful surroundings. This home has been incredibly well maintained, offering true move-in ready condition so you can settle in and start enjoying your next chapter right away. With its main-level living and low-maintenance lifestyle, it’s especially appealing for those looking to simplify without sacrificing quality or comfort. Located just minutes from the medical center, shopping, dining, and historic downtown Winchester, the location truly can’t be beat. The HOA provides added ease of living with lawn maintenance, snow removal, a community pool, and ball courts included — giving you more time to travel, relax, and enjoy life. A fantastic home in a prime location! 806 Mahone Dr, Winchester Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: Selling Office: Colony Realty.
$270,000 Welcome to this charming 2-bedroom, 1.5-bath home in Winchester! Featuring a recently replaced roof (2024) and double-hung windows, this home combines character and functionality. The main floor offers a bedroom with half bath, perfect for guests or home office use, while upstairs boasts a large bedroom with full bath. Enjoy cozy evenings by the brick wood-burning fireplace and the beautiful hardwood and vinyl floors throughout the home. The kitchen comes fully equipped with refrigerator, stove, disposal, and washer/dryer, making move-in easy. Other updates include a natural gas furnace (2016) in the crawl space and window units for AC. A 2002 structural engineering report confirms the home’s solid structure—documents available upon request. Utilities are convenient with SVEC electricity, Winchester City water & sewer, and Washington Gas. This property is lockbox and sign rider protected, with showings by appointment only and 2-hour notice (dog on premises). Don’t miss this well-maintained home in a desirable Winchester location—perfect for those seeking comfort, updates, and value all in one! 2 Beds ⋅ 2 Baths Welcome to this charming 2-bedroom, 1.5-bath home in Winchester! Featuring a recently replaced roof (2024) and double-hung windows, this home combines character and functionality. The main floor offers a bedroom with half bath, perfect for guests or home office use, while upstairs boasts a large bedroom with full bath. Enjoy cozy evenings by the brick wood-burning fireplace and the beautiful hardwood and vinyl floors throughout the home. The kitchen comes fully equipped with refrigerator, stove, disposal, and washer/dryer, making move-in easy. Other updates include a natural gas furnace (2016) in the crawl space and window units for AC. A 2002 structural engineering report confirms the home’s solid structure—documents available upon request. Utilities are convenient with SVEC electricity, Winchester City water & sewer, and Washington Gas. This property is lockbox and sign rider protected, with showings by appointment only and 2-hour notice (dog on premises). Don’t miss this well-maintained home in a desirable Winchester location—perfect for those seeking comfort, updates, and value all in one! 407 Van Fossen St, Winchester Listing courtesy of Samson Properties. Contact: Selling Office: Pearson Smith Realty, LLC.
$349,900 Great opportunity for income producing property in city limits. Property consists of 249 and 249 1/2 West Street on one lot with one w & S connection. 249 and 249 1/2 are separated by a fence . 249 1/2 consists on a block cottage that is accessed off of alley on rear of property off of National Ave. Cottage has basement, one bedroom, living room, bath and kitchen. New furnace in cottage in 2018/19. Main house ( 249) had new boiler in 2008, had new roof in 2021, and basement has been waterproofed with lifetime guarantee. Great opportunity to own 2 rental properties or live in main house and have cottage help make your payments. 3 Beds ⋅ 1 Baths Great opportunity for income producing property in city limits. Property consists of 249 and 249 1/2 West Street on one lot with one w & S connection. 249 and 249 1/2 are separated by a fence . 249 1/2 consists on a block cottage that is accessed off of alley on rear of property off of National Ave. Cottage has basement, one bedroom, living room, bath and kitchen. New furnace in cottage in 2018/19. Main house ( 249) had new boiler in 2008, had new roof in 2021, and basement has been waterproofed with lifetime guarantee. Great opportunity to own 2 rental properties or live in main house and have cottage help make your payments. 249 W Street St, Winchester Listing courtesy of Long & Foster Real Estate, Inc.. Contact: Selling Office: Samson Properties.
$599,000 Welcome to a truly special opportunity in the heart of historic downtown Winchester. This inviting three-bedroom, 2.5 bath home offers the rare combination of one-level living, timeless charm, and an unbeatable walkable location. The fully renovated kitchen, completed in 2022, is absolutely gorgeous—featuring bright cabinetry, stunning quartz countertops, brand new appliances, and a fresh, modern feel that perfectly blends style and function. You’re just steps from the vibrant downtown walking mall, moments from the beloved Apple Blossom parade route, and within easy walking distance to Handley High School—perfect for catching a sporting event or enjoying the iconic Handley lawn with your dogs. If you love being social, connected, and part of a welcoming community, this is the place where memories are made. And homes in this location simply do not come up often, which is why they sell so quickly. Inside, you’ll find comfortable main-level living plus a cozy finished basement retreat featuring a family room with a wood-burning fireplace, along with space for a home gym and private office. The basement also provides ample additional space for visiting guests, making it ideal for extended stays or flexible everyday living. In total, the home offers two wood-burning fireplaces, creating warmth and character throughout the seasons. Step outside and the feeling continues. The backyard is your own private retreat, complete with a relaxing hot tub and a charming screened-in porch—perfect for peaceful mornings with coffee or quiet evenings under the stars. Practicality meets convenience with a one-car garage and additional carport, providing flexible covered parking and storage. Meticulously cared for inside and out, this residence reflects pride of ownership at every turn. The home’s mechanical systems have been professionally maintained and remain in pristine condition, the roof was replaced in 2018, and the attic provides valuable additional storage space—offering comfort, function, and peace of mind for years to come. This is more than a home. It’s a lifestyle in one of Winchester’s most treasured locations. Don’t wait—opportunities like this move quickly. 3 Beds ⋅ 3 Baths Welcome to a truly special opportunity in the heart of historic downtown Winchester. This inviting three-bedroom, 2.5 bath home offers the rare combination of one-level living, timeless charm, and an unbeatable walkable location. The fully renovated kitchen, completed in 2022, is absolutely gorgeous—featuring bright cabinetry, stunning quartz countertops, brand new appliances, and a fresh, modern feel that perfectly blends style and function. You’re just steps from the vibrant downtown walking mall, moments from the beloved Apple Blossom parade route, and within easy walking distance to Handley High School—perfect for catching a sporting event or enjoying the iconic Handley lawn with your dogs. If you love being social, connected, and part of a welcoming community, this is the place where memories are made. And homes in this location simply do not come up often, which is why they sell so quickly. Inside, you’ll find comfortable main-level living plus a cozy finished basement retreat featuring a family room with a wood-burning fireplace, along with space for a home gym and private office. The basement also provides ample additional space for visiting guests, making it ideal for extended stays or flexible everyday living. In total, the home offers two wood-burning fireplaces, creating warmth and character throughout the seasons. Step outside and the feeling continues. The backyard is your own private retreat, complete with a relaxing hot tub and a charming screened-in porch—perfect for peaceful mornings with coffee or quiet evenings under the stars. Practicality meets convenience with a one-car garage and additional carport, providing flexible covered parking and storage. Meticulously cared for inside and out, this residence reflects pride of ownership at every turn. The home’s mechanical systems have been professionally maintained and remain in pristine condition, the roof was replaced in 2018, and the attic provides valuable additional storage space—offering comfort, function, and peace of mind for years to come. This is more than a home. It’s a lifestyle in one of Winchester’s most treasured locations. Don’t wait—opportunities like this move quickly. 425 Briarmont Dr, Winchester Listing courtesy of Keller Williams Realty. Contact: Selling Office: Realty ONE Group Old Towne.
$305,500 Charming Cape Cod in a highly desirable Winchester location! This sweet home offers a rare bonus—plenty of off-street parking from the alley plus a one-car garage (24x20), making everyday living (and entertaining) a breeze. INTERIOR: You’ll find a main-level primary bedroom along with cozy living spaces including a separate dining area, inviting living room, and a warm, comfortable den. Upstairs features two charming bedrooms, perfect for guests, kids, or home office space. Unfinished basement provides plenty of storage space! Fresh paint and finishing touches could transform the covered back porch into an adorable sunroom (19x11). A wonderful opportunity to polish up a classic and make it your own! Back on the market! Home is being sold AS-IS. 3 Beds ⋅ 2 Baths Charming Cape Cod in a highly desirable Winchester location! This sweet home offers a rare bonus—plenty of off-street parking from the alley plus a one-car garage (24x20), making everyday living (and entertaining) a breeze. INTERIOR: You’ll find a main-level primary bedroom along with cozy living spaces including a separate dining area, inviting living room, and a warm, comfortable den. Upstairs features two charming bedrooms, perfect for guests, kids, or home office space. Unfinished basement provides plenty of storage space! Fresh paint and finishing touches could transform the covered back porch into an adorable sunroom (19x11). A wonderful opportunity to polish up a classic and make it your own! Back on the market! Home is being sold AS-IS. 712 Frederick Ave, Winchester Listing courtesy of Crum Realty, Inc.. Contact: Selling Office: KW Metro Center.
$398,000 Must see this Newly Renovated 4–5-bedroom 2 Full bath, Main level has Brand New Kitchen Cabinets with Granite Counters & Stainless-Steel Appliances. Living room and two Good Size Bedrooms & a Full Bathroom with a Walk-in Shower, Main level Laundry. Up to the 2nd level are Two Bedrooms & Full Bath. 3 Finished levels with a Finished room in the Basement with additional room to Grow. Walkout level to a Large Fenced Backyard. Natural Gas Heat & Gas Hot Water & Central A/C. Relax on either one of the Front or Back Covered Trex Porch, New Roof. The Home is much larger than it appears. 4 Beds ⋅ 2 Baths Must see this Newly Renovated 4–5-bedroom 2 Full bath, Main level has Brand New Kitchen Cabinets with Granite Counters & Stainless-Steel Appliances. Living room and two Good Size Bedrooms & a Full Bathroom with a Walk-in Shower, Main level Laundry. Up to the 2nd level are Two Bedrooms & Full Bath. 3 Finished levels with a Finished room in the Basement with additional room to Grow. Walkout level to a Large Fenced Backyard. Natural Gas Heat & Gas Hot Water & Central A/C. Relax on either one of the Front or Back Covered Trex Porch, New Roof. The Home is much larger than it appears. 232 Myrtle Ave, Winchester Listing courtesy of Long & Foster Real Estate, Inc.. Contact: Selling Office: Pearson Smith Realty, LLC.
$567,000 Finally, an all-brick, very well-maintained home in The Downs of Meadow Branch. Just shut the door and go on vacation or away for the winter- the downs mows your lawn, cuts your grass, and shovels the snow. 3 Beds ⋅ 2 Baths Finally, an all-brick, very well-maintained home in The Downs of Meadow Branch. Just shut the door and go on vacation or away for the winter- the downs mows your lawn, cuts your grass, and shovels the snow. 1412 Magruder Ct, Winchester Listing courtesy of Colony Realty. Contact: Selling Office: Compass.
$380,000 Ready for occupancy and fast settlement! Exceptional, spacious one-level home ideally located near the Medical Center, the Museum of the Shenandoah Valley, shopping, and downtown. This well-maintained property features newly refinished hardwood floors. The generously sized living room offers extensive built-in shelving and a wood-burning fireplace with mantle and hearth. Sliding glass doors open to a lovely patio and fenced rear yard, creating a seamless indoor-outdoor living experience. The front foyer provides access to a private office that connects to a full bath with shower and the primary bedroom, offering a flexible and functional layout. Additional highlights include a pull-down attic with ample storage space, as well as an attached storage area accessible from both the interior and exterior of the home. The carport leads directly to the charming front porch, providing convenient, weather-protected entry. An additional outdoor storage building conveys with the property. This is a wonderful opportunity to own a spacious one-level home in a highly desirable area, with plenty of potential to add your own personal touches. Appliances conveying with the home include a Whirlpool refrigerator with icemaker, Kenmore range, and Bosch 18" dishwasher. 3 Beds ⋅ 2 Baths Ready for occupancy and fast settlement! Exceptional, spacious one-level home ideally located near the Medical Center, the Museum of the Shenandoah Valley, shopping, and downtown. This well-maintained property features newly refinished hardwood floors. The generously sized living room offers extensive built-in shelving and a wood-burning fireplace with mantle and hearth. Sliding glass doors open to a lovely patio and fenced rear yard, creating a seamless indoor-outdoor living experience. The front foyer provides access to a private office that connects to a full bath with shower and the primary bedroom, offering a flexible and functional layout. Additional highlights include a pull-down attic with ample storage space, as well as an attached storage area accessible from both the interior and exterior of the home. The carport leads directly to the charming front porch, providing convenient, weather-protected entry. An additional outdoor storage building conveys with the property. This is a wonderful opportunity to own a spacious one-level home in a highly desirable area, with plenty of potential to add your own personal touches. Appliances conveying with the home include a Whirlpool refrigerator with icemaker, Kenmore range, and Bosch 18" dishwasher. 307 Fox Dr, Winchester Listing courtesy of Colony Realty. Contact: Selling Office: Pearson Smith Realty, LLC.
$640,000 Welcome Home! If you’ve been searching for an updated home in a PRIME location, this is it! This stunning 5BR/3BA property has been COMPLETELY RENOVATED from top to bottom—and it shows. Step inside to an open floor plan where natural light fills the gorgeous kitchen, featuring quartz countertops, stainless steel appliances, and plenty of space to gather. The adjoining family room opens to a deck, perfect for outdoor living and entertaining, while a front office with beautiful built-ins provides the ideal work-from-home space. Upstairs, you’ll find four bright and spacious bedrooms. The large primary suite includes a sitting area and an incredible bath with a luxurious soaking tub and walk-in tiled shower—your own private retreat. An additional stylish full bath and convenient laundry room complete the upper level. The fully finished lower level expands your living space with a huge family room, a fifth bedroom, walkout access, and extra storage. With off-street parking and a location that can’t be beat—just a block from the MSV trails, a short walk to John Handley High School, and close to Old Town Winchester—you’ll love both the lifestyle and convenience this home offers. Don’t wait—homes like this go fast. Schedule your tour today! 5 Beds ⋅ 3 Baths Welcome Home! If you’ve been searching for an updated home in a PRIME location, this is it! This stunning 5BR/3BA property has been COMPLETELY RENOVATED from top to bottom—and it shows. Step inside to an open floor plan where natural light fills the gorgeous kitchen, featuring quartz countertops, stainless steel appliances, and plenty of space to gather. The adjoining family room opens to a deck, perfect for outdoor living and entertaining, while a front office with beautiful built-ins provides the ideal work-from-home space. Upstairs, you’ll find four bright and spacious bedrooms. The large primary suite includes a sitting area and an incredible bath with a luxurious soaking tub and walk-in tiled shower—your own private retreat. An additional stylish full bath and convenient laundry room complete the upper level. The fully finished lower level expands your living space with a huge family room, a fifth bedroom, walkout access, and extra storage. With off-street parking and a location that can’t be beat—just a block from the MSV trails, a short walk to John Handley High School, and close to Old Town Winchester—you’ll love both the lifestyle and convenience this home offers. Don’t wait—homes like this go fast. Schedule your tour today! 501 Jefferson St, Winchester Listing courtesy of Colony Realty. Contact: Selling Office: CENTURY 21 New Millennium.