634 ft
Distance
| Address | Bed / Bath | Listing Price |
|---|---|---|
7 N PURCELL AVENUE
Welcome to this thoughtfully updated, truly move-in-ready Cape Cod at 7 N Purcell Ave in Winchester! As you step inside, you’ll be greeted by beautiful hardwood floors flowing through the spacious and light-filled living room. The charming eat-in kitchen features modern quartz countertops, a farmh
Living Area:
2016 Sqft.
|
3
Beds,
3
Baths
|
$375,000 |
105 W OATES AVENUE
This beautifully updated and lovingly maintained home is located in the much loved heart of Winchester. Gleaming hardwood floors welcome you as soon as you enter and that is only the beginning! This sweet home is light filled and happy. Spacious living and dining areas with new recessed lights.
Living Area:
1066 Sqft.
|
3
Beds,
2
Baths
|
$345,000 |
510 S WASHINGTON STREET
Welcome to a piece of Winchester History. This historic Colonial Revival residence, built of enduring brick construction, offers an opportunity of owning a significant piece of the city's heritage. Situated on a .20 city acre lot, this property is ideally positioned directly on the route of the She
Living Area:
2874 Sqft.
|
3
Beds,
2
Baths
|
$599,900 |
208 SHENANDOAH AVENUE
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 pai
Living Area:
907 Sqft.
|
3
Beds,
1
Bath
|
$279,000 |
108 RAWLINGS AVENUE
Welcome to this Nice Home, a 4 Bed 2 Bath split foyer home in the wonderful community of Dominion Knolls. This location is close to everything, minutes to Route 81. Great commuter location, with a 1-car garage with storage, a fenced backyard with concrete driveway, and a finished ground-level family
Living Area:
1884 Sqft.
|
4
Beds,
2
Baths
|
$459,000 |
117 W OATES AVENUE
This charming bungalow, nestled in the heart of the Arthur C Oates Estate, offers a delightful blend of comfort and community. Built in 1953, this home features 3 cozy bedrooms, 1 full bathrooms, and an upstairs loft perfect for relaxation. The inviting kitchen is equipped with essential appliances,
Living Area:
1237 Sqft.
|
3
Beds,
1
Bath
|
$330,000 |
1243 N FREDERICK PIKE
Welcome to 1243 N Frederick Pike, a charming all-brick ranch home where peaceful living meets ultimate accessibility. This beautiful property features three comfortable bedrooms and two full bathrooms, centered around a bright, spacious living room. You'll appreciate the low-maintenance elegance of
Living Area:
1508 Sqft.
|
3
Beds,
2
Baths
|
$359,900 |
687 WOODLAND AVENUE
Experience refined living in this stunning two-level brick residence, designed with an open-concept layout that seamlessly blends sophistication and comfort. The home features 4 spacious bedrooms, each with a private full bathroom.
The kitchen boasts granite countertops and elegant finishes, flowing
Living Area:
2489 Sqft.
|
3
Beds,
4
Baths
|
$564,900 |
423 HIGHLAND AVENUE
✨ Charming Winchester Home – Don’t Let This One Slip Away!
Welcome to this beautifully refreshed home in the heart of Winchester, offering exceptional value, versatility, and convenience. Thoughtfully updated throughout, this property is move-in ready while still leaving room to make it your
Living Area:
1300 Sqft.
|
3
Beds,
2
Baths
|
$269,000 |
216 FAIRMONT AVENUE
Classy colonial on the stately Fairmont Avenue with million dollar homes nearby, walking mall in close proximity with a plethora of boutique shops and eateries. The 2000 square feet is designed for comfort and coziness accented by 9ft ceilings, sunlit formal rooms, a well appointed kitchen, spaciou
Living Area:
2177 Sqft.
|
3
Beds,
2
Baths
|
$550,000 |
807 BUTLER AVENUE
Welcome to this spacious split-foyer home ideally located near downtown Winchester! Offering 5 bedrooms and 3 full bathrooms, this property provides plenty of room for everyone. Cathedral ceilings in the main level living areas offer an open and airy layout. Recently refreshed with new flooring, f
Living Area:
1797 Sqft.
|
5
Beds,
3
Baths
|
$415,000 |
239 CHESTNUT STREET
******Seller is offering up to $9K for closing costs with a full offer******
239 Chestnut Street is a charming rancher in the heart of Winchester. 2 bedrooms, 1 bath, a large rear deck, eat in kitchen, laundry room could be converted into a third bedroom. Building in the back yard could be used as
Living Area:
1176 Sqft.
|
2
Beds,
1
Bath
|
$299,000 |
127 SHIRLEY STREET
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 jus
Living Area:
1780 Sqft.
|
4
Beds,
2
Baths
|
$365,000 |
17 E LEICESTER STREET
Home sale Contingency, back up offers encouraged......Classic 2100 square foot brick “American Foursquare” house in Winchester’s historic district. This very well maintained 1928 home was designed and built by “ole time” craftsmen who had an appreciation for solid, quality construction. W
Living Area:
2100 Sqft.
|
4
Beds,
2
Baths
|
$430,000 |
621 BUTLER AVENUE
Charming Rancher on Butler Avenue — This home is ready for its next owner! Nestled on a quiet street that ends in a cul-de-sac, you’ll enjoy peace and convenience of living on this east-side locations. Just steps to Virginia Avenue Elementary, parks, and Wesley Church, and only minutes to Histor
Living Area:
1803 Sqft.
|
4
Beds,
2
Baths
|
$300,000 |
312 FOX DRIVE
Welcome to this charming all brick ranch style home nestled on a spacious 0.34-acre lot conveniently located in the City of Winchester. Built in 1959, this home has been well maintained and offers approximately 1,105 sq ft of living space with 3 bedrooms and 1 full bath, hardwood floors, a low maint
Living Area:
1105 Sqft.
|
3
Beds,
1
Bath
|
$375,000 |
116 MAGPIE LANE
Step into the Sierra 39-F2 – Homesite 1037 at Hiatt Pointe (55+)—a two-car, front-load garage SINGLE FAMILY home with three bedrooms and three full bathrooms will be ready IMMEDIATELY. Visit our website for more information on our Black Friday Sale, between 11/19/2025- 11/25/25. Designed for eas
Living Area:
3200 Sqft.
|
3
Beds,
3
Baths
|
$650,434 |
132 AMHERST STREET
Price Improvement to make this Yours! Step back in time with this Beautifully preserved VICTORIAN Brick Home Built in 1880, a true piece of Winchester's history. This is a Registered Historic Property that showcases original architectural details, high ceilings, ornate trim, and original wood flo
Living Area:
3475 Sqft.
|
4
Beds,
4
Baths
|
$725,000 |
129 INDIANA
I am done! Large lot on private street with valley views and private. HW floors entire main floor and stairs, tile floors in all baths, BUILDER BONUS HARDWOOD TO INCLUDE BEDROOMS (no carpet in house), UPGRADED CABINETS, GRANITE COUNTERTOPS IN KITCHEN. New Colonial home. 3 bed, 2.5 full baths, open
Living Area:
1660 Sqft.
|
3
Beds,
3
Baths
|
$379,900 |
110 LAWFORD WAY
Brand New Rockwell with 10 year builder warranty is nearly Ready for Move In at Hiatt Pointe at Snowden Bridge, an active adult community for those 55 or better!
The stunning gourmet kitchen showcases upgraded cabinetry, Carrara Morro quartz countertops, a butler's pantry. With modern and streamline
Living Area:
3285 Sqft.
|
4
Beds,
3
Baths
|
$644,990 |
553 HIGHLAND AVENUE
MOTIVATED SELLER -
OFFERING SUBSIDY TO BUYER FOR CLOSING COSTS OR MORTGAGE RATE BUY DOWN
One Way street = quiet
Gorgeous Rehab - you have to see it!
Secure Parking off the alley
Efficient HVAC mini splits installed
Washer and Dryer included
Living Area:
1362 Sqft.
|
3
Beds,
2
Baths
|
$334,000 |
112 STAR FORT DRIVE
Unlock the Potential! 3BR/2BA Fixer-Upper in Winchester/Frederick County.
Nestled in a quiet Cul De Sac in Frederick County, this 3-bedroom, 2-bath home is bursting with potential and ready for a visionary buyer to bring it back to life.
Whether you're looking to renovate and resell or transform t
Living Area:
1072 Sqft.
|
3
Beds,
2
Baths
|
$300,000 |
707 E CORK STREET
Don't let this location fool you - Plenty of parking on the side and back of the home and a large turn around space to exit onto Cork St easily! Centrally located colonial with gorgeous hardwood flooring and trim throughout! Step back in time, but enjoy all of the modern amenities with easy access t
Living Area:
1680 Sqft.
|
3
Beds,
3
Baths
|
$399,999 |
608 GREEN STREET
Welcome to 608 Green Street. Come make this your own space. 3-Bedroom, 1 full bath. Hardwood floors, no carpet! Attached carport. Brand new shed in the backyard. Backs to common area. Deck off the back of the home. Newer windows. New Roof. Large kitchen. Laundry room off the kitchen. This home is
Living Area:
1040 Sqft.
|
3
Beds,
1
Bath
|
$284,999 |
700 WATSON AVENUE
Nestled in Orchard Terrace, this beautifully updated Colonial offers 4 bedrooms, 2 baths 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 has brand new granite countertops and stainless
Living Area:
1248 Sqft.
|
4
Beds,
2
Baths
|
$310,000 |
715 BERRYVILLE AVENUE
This renovated jewel on the east side of Winchester is ready for you! Enjoy the new modern kitchen, new tile bathrooms, updated HVAC and electrical, fresh paint, refinished floors, and more! Plus, this home is full of character you don't find in new homes. Look close! From unique windows to or
Living Area:
1426 Sqft.
|
3
Beds,
2
Baths
|
$349,900 |
525 E CORK STREET
Beautiful and affordable Gem in the middle of Winchester City.
Private, fully fenced yard with extra parking and storage.
Updated A/C and two year old roof.
Living Area:
858 Sqft.
|
2
Beds,
1
Bath
|
$299,900 |
513 VAN FOSSEN STREET
Welcome to 513 Van Fossen St, a beautifully updated 4-bedroom, 2.5-bathroom brick ranch conveniently located just minutes from downtown Winchester. Step inside to discover freshly refinished original red oak hardwood floors (locally sourced from Plumly Lumber) in a warm Golden Pecan finish (2025). T
Living Area:
2804 Sqft.
|
4
Beds,
3
Baths
|
$355,000 |
420 W CORK STREET
Discover the perfect blend of historic charm and modern convenience at 420 W Cork Street. This captivating four-level brick home offers 4 bedrooms and 1.5 baths, boasting beautiful hardwood floors, gorgeous trim and plenty of space for you and yours. The main level offers a spacious living room, di
Living Area:
1932 Sqft.
|
4
Beds,
2
Baths
|
$469,000 |
129 E CORK STREET
Welcome home to this charming 2-bedroom Craftsman-style home! Take a few steps up to this adorable downtown pad. Inside, you’ll find a warm and comfortable interior filled with character, including beautiful refinished hardwood floors, built-ins in the living room, and a built-in china cabinet in
Living Area:
935 Sqft.
|
2
Beds,
2
Baths
|
$297,000 |
501 NATIONAL AVENUE
National avenue is getting an upgrade and you will enjoy the renovations in this 4 square colonial with plenty of space, high ceilings, modernized baths and kitchen to the upgraded electrical, plumbing, and lighting. Parking for two in the rear gives you swift access to your back porch and straight
Living Area:
1820 Sqft.
|
4
Beds,
2
Baths
|
$349,900 |
580 N BRADDOCK STREET
Now $450,000 — Motivated Sellers + Huge Monthly Savings with 2-1 Rate Buydown!
Step inside this beautifully restored 4-bedroom, 2.5-bath 1920s home and experience where historic charm meets modern luxury. Offering over 2,200 sq ft across three finished levels, 580 N Braddock delivers light, space
Living Area:
2200 Sqft.
|
4
Beds,
2
Baths
|
$400,000 |
121 N WASHINGTON STREET
A MUST SEE INSIDE!!!! This 2.5 story historic gem offers 3-4 beds, 2.5 baths and gourmet kitchen with brand new state of art appliances includes wine fridge, drawer style microwave, and pot filler. Formal living/dining room(s). Extras include den, office(s), nooks, and 3rd floor bonus room (perfec
Living Area:
3100 Sqft.
|
3
Beds,
3
Baths
|
$519,000 |
703 NATIONAL AVENUE
Fully renovated in 2025, this 3-bedroom, 2.5-bath home is ideally located within Winchester city limits—just a short walk to the vibrant downtown walking mall with its shops, dining, and entertainment, as well as Jim Barnett Park for outdoor recreation. Thoughtful updates and fresh landscaping enh
Living Area:
1976 Sqft.
|
3
Beds,
3
Baths
|
$479,900 |
505 GREEN STREET
BACK ON THE MARKET DUE TO BUYER FINANCING AND NON PERFORMANCE. Charming 3-Level Split Home in the Heart of Winchester!
This split level home could be your forever home! Surrounded by parks, top-rated schools, and everyday amenities. Quick access to Route 7 and Interstate 81 commuting is breeze!
Living Area:
1584 Sqft.
|
5
Beds,
2
Baths
|
$349,999 |
369 CHARLES STREET
This two-story home offers classic charm with a covered front porch, fenced backyard, and upper-level balcony. Located just minutes from downtown, 369 Charles Street features a recently updated kitchen with modern cabinetry, granite countertops, and stainless steel appliances. The main level feature
Living Area:
1526 Sqft.
|
3
Beds,
2
Baths
|
$245,000 |
201 PARKWAY STREET
Freshly Renovated Charmer in Winchester!
Welcome to 201 Parkway Street, a freshly updated home in the heart of Winchester! Previously tenant-occupied, this property has been thoughtfully refreshed and is ready for new owners.
✨ Recent Updates Include:
Fresh interior paint throughout
Renovated
Living Area:
1627 Sqft.
|
4
Beds,
4
Baths
|
$474,500 |
4 WILLIAMSON ROAD
Welcome to Abrams Pointe, featuring new single-family homes in an established Winchester neighborhood, complete with wooded cul-de-sac homesites.
The Birmingham Floorplan is a beautiful 4-bedroom, 2.5-bath home with up to 3,717 square feet of living space. This single-family home design features an
Living Area:
3007 Sqft.
|
4
Beds,
3
Baths
|
$619,990 |
5 WILLIAMSON ROAD
Welcome to Abrams Pointe, featuring new single-family homes in an established Winchester neighborhood, complete with wooded cul-de-sac homesites.
The Drexel Floorplan is a spacious and versatile single-family home designed to suit a variety of lifestyles. With up to 3,213 finished square feet, the
Living Area:
3056 Sqft.
|
3
Beds,
2
Baths
|
$632,990 |
792 FOX DRIVE
This 2-bedroom, 1-bath bungalow features hardwood floors, a freshly painted exterior, and important recent improvements including a newer shingles, and updated windows. Significant septic upgrades (2025) — pumping, most components are newly improved aside from the tank. With its close proximity to
Living Area:
644 Sqft.
|
2
Beds,
1
Bath
|
$159,000 |
214 S BRADDOCK STREET
This property is currently zoned as fully commercial but has the potential to be changed to: Mixed Use or Fully Residential with proper city approval. Additional information from city located in documents. This home will need a Kitchen.
Situated in Downtown Winchester, 214 S Braddock is waiting for
Living Area:
2186 Sqft.
|
5
Beds,
2
Baths
|
$399,000 |