792 ft
Distance
Old Town Spring, Winchester, VA, USA
Winchester, Virginia, United States
Homes for sale near Old Town Spring, Winchester, VA, USA
| Address | Bed / Bath | Listing Price |
|---|---|---|
436 WESTSIDE STATION DRIVE
Exceptional opportunity to enjoy one-level, low maintenance living in this all-brick rancher nestled in beautifully maintained neighborhood across from the Medical Center. Finished basement provides additional bedroom and full bath for guests or family. One-owner home with recently updated HVAC an
Living Area:
2644 Sqft.
|
4
Beds,
3
Baths
|
$569,900 |
407 JEFFERSON STREET
COMING SOON! Your PERFECT TURN KEY classic colonial, fully UPDATED, and PHENOMENALLY LOCATED! Stroll to the restaurants in Old Town, enjoy the activities at Handley, or walk to the trails at MSV! NEW, NEW, NEW! New roof, HVAC, privacy fencing, custom paint and built-in cabinetry, plus new stainles
Living Area:
2568 Sqft.
|
3
Beds,
3
Baths
|
$476,500 |
534 N KENT STREET
Just minutes from the downtown walking mall, this single family home offers three bedrooms, stainless steel appliances and granite countertops, a great yard, off street parking, and a front porch. The home comes with an electric car charger usable for all brands.
Living Area:
1152 Sqft.
|
3
Beds,
2
Baths
|
$300,000 |
318 E PICCADILLY STREET
This delightful brick Colonial, perfectly situated in the heart of downtown Winchester, combines classic architecture with modern updates and an unbeatable location close to every downtown amenity, including restaurants, schools, shopping, parks, and major commuter routes. The home welcomes you with
Living Area:
1953 Sqft.
|
4
Beds,
2
Baths
|
$399,000 |
20 W CLIFFORD STREET
New kitchen, new full bath, new half bath, new paint throughout, central air, and you are only steps away from the Apple Blossom parade route and the downtown mall! A cozy single family house in zone B1, which allows for many uses such as office, salon, retail, among others! Live in, rent out, or
Living Area:
1435 Sqft.
|
3
Beds,
2
Baths
|
$385,000 |
312 W CECIL STREET
Coming Soon! Don’t miss your chance to live on sought-after W. Cecil in this charming, beautifully maintained historic home.
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 livin
Living Area:
1698 Sqft.
|
3
Beds,
2
Baths
|
$469,900 |
225 FOX DRIVE
Welcome to 225 Fox Drive — a beautifully maintained all-brick rancher offering comfort, efficiency, and convenience in one ideal package. This 3-bedroom, 1.5-bath home features a bright and upgraded kitchen with quartz countertops, new cabinetry, stainless steel appliances, and an induction stove.
Living Area:
1274 Sqft.
|
3
Beds,
2
Baths
|
$395,000 |
204 SHENANDOAH AVENUE
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, pla
Living Area:
882 Sqft.
|
2
Beds,
1
Bath
|
$265,000 |
414 S CAMERON STREET
Located in Winchester’s Historic District, 414 S Cameron Street offers a thoughtful blend of character, modern improvements, and a spacious outdoor setting just blocks from Old Town. Inside, the main level features beautifully refinished hardwood floors, fresh interior and exterior paint, and uniq
Living Area:
1802 Sqft.
|
3
Beds,
2
Baths
|
$405,000 |
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 |
1504 BROOKDALE COURT
This home generates income from solar energy sales averaging over $2k a year! The Solar panels and system are OWNED by the homeowner NOT leased. There are no monthly fees or payments for the system. System is “Grandfathered” with a licensing agreement that allows homeowner to sell excess electr
Living Area:
5254 Sqft.
|
5
Beds,
5
Baths
|
$849,990 |
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 |
1006 S CAMERON STREET
Welcome home to this charming 4-bedroom, 1-bath colonial perfectly situated with walking distance from downtown Winchester. Warm hardwood floors flow throughout the home, complemented by a large covered front porch and a spacious rear deck—ideal for morning coffee or evening gatherings. Recent upd
Living Area:
1732 Sqft.
|
4
Beds,
1
Bath
|
$289,500 |
312 SHAWNEE AVENUE
Within walking distance to Historic Downtown Winchester! Public record square footage was found to be inaccurate - listing square footage has been adjusted and price adjusted accordingly. This home is convenient to everything happening in Winchester and also a very easy location for commuters. Nes
Living Area:
1325 Sqft.
|
3
Beds,
1
Bath
|
$295,000 |
120 BOOKERS CREST DRIVE
Spring/Summer 2026 Delivery. Introducing the Deerfield. This spacious 2 level home has an open floor plan with large family/dining area on the main level with half bath an multiple closets great for storage. The kitchen has beautiful upgraded cabinets with granite counter tops and stainless steel a
Living Area:
1906 Sqft.
|
4
Beds,
3
Baths
|
$464,990 |
236 MILLER STREET
Charming 3 Bedroom, 2.5 Bath Colonial just blocks from Old Town Winchester, offering easy access to dining, entertainment, and shopping! Enjoy outdoor living on the spacious covered front porch or in the fenced backyard. The landscaping features beautiful lilac and rose bushes. The eat-in kitchen fe
Living Area:
1978 Sqft.
|
3
Beds,
3
Baths
|
$500,000 |
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 |
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
|
$519,900 |
1006 ARMISTEAD STREET
This spacious 4-bedroom, 4-bath home is full of opportunity for buyers ready to make it their own. Priced below tax value, it’s a rare find for those looking to build equity while creating the home of their dreams.
Featuring a generous floor plan with a two-story foyer, hardwood floors on the m
Living Area:
4417 Sqft.
|
4
Beds,
4
Baths
|
$850,000 |
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 End of Year Savings Event, between 12/08/2025-12/23/25. Designed
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
|
$699,900 |
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 |
227 MILLER STREET
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), a new sump pump (2025), an
Living Area:
3359 Sqft.
|
3
Beds,
4
Baths
|
$489,900 |
501 JEFFERSON STREET
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 countertop
Living Area:
3420 Sqft.
|
5
Beds,
3
Baths
|
$659,000 |
553 HIGHLAND AVENUE
MOTIVATED SELLER - price reduction of $11,000 - bring all offers!
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
|
$323,000 |
428 WESTSIDE STATION DRIVE
Back on the market and ready for you to call this lovely property home!
Beautiful, and stately 5 BR 3.5 BA, 4000sq ft, colonial situated on a quiet cul de sac in a community located across from Winchester Medical Center with no HOA, close to Old Town Winchester and convenient commuter routes! Who
Living Area:
4235 Sqft.
|
5
Beds,
4
Baths
|
$564,777 |
1332 RAMSEUR LANE
Welcome home to a rare find in the Mews of Meadow Branch - this exceptional all-brick exterior condo offering 3 bedrooms and 2 full baths. Rich hardwood floors flow throughout the home. The primary bedroom includes a cozy fireplace perfect for relaxing evenings. Updated appliances, such as washer, d
Living Area:
2648 Sqft.
|
3
Beds,
2
Baths
|
$459,000 |
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 |
1400 VALLEY AVENUE
Versatile on Valley!
So many possibilities! This versatile duplex is full of charm and opportunity! The original 1936 home features beautiful wood floors, tall ceilings, fireplace, sunroom, and a stunning staircase that adds timeless character. The front unit is perfect for an owner-occupant who wa
Living Area:
3511 Sqft.
|
6
Beds,
4
Baths
|
$654,000 |
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
|
$449,900 |
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 |
106 W SOUTHWERK STREET
Charming 3 bedroom, 1.5 bath colonial just blocks from downtown Winchester! Enjoy a covered front porch perfect for relaxing and a spacious rear deck for entertaining. Inside, you’ll find inviting spaces with newer windows throughout. Conveniently located near shopping, restaurants, entertainment,
Living Area:
1144 Sqft.
|
3
Beds,
2
Baths
|
$299,500 |
20 E HART STREET
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.
Living Area:
950 Sqft.
|
2
Beds,
1
Bath
|
$279,000 |
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
|
$225,000 |
1004 S CAMERON STREET
Why squeeze your life into a shoebox condo or townhouse when you could actually stretch out, breathe, and live in this renovated 3-bedroom detached home for just $349K?
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Tucked away on a private 7,840 sq. ft. lot in Winchester, this 1920s charmer gives you the one thing condos and town
Living Area:
1536 Sqft.
|
3
Beds,
3
Baths
|
$344,900 |
769 SELDON DRIVE
Welcome to 769 Seldon Drive—an elegant brick-front colonial situated on nearly half an acre in one of Winchester’s most desirable neighborhoods. Offering over 4,500 finished square feet, this spacious 5-bedroom, 4.5-bath home is designed for comfort, flexibility, and multi-generational living.
Living Area:
4438 Sqft.
|
5
Beds,
5
Baths
|
$899,000 |
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
|
$448,950 |
1020 BRECKINRIDGE LANE
Buy your new home and enjoy a 1% lower interest rate for the first year with a temporary buydown incentive - helping make your first year of homeownership more affordable! Ask for details!
Recent Updates include a new roof (2023), attic HVAC serviced/replaced A coil (2024), basement HVAC replaced A
Living Area:
6540 Sqft.
|
6
Beds,
6
Baths
|
$999,000 |
31 W WHITLOCK AVENUE
Charming Home Near Handley High School – Move-In Ready!
Welcome to this beautifully updated home in a fantastic downtown location—just a short walk to shops, restaurants, and all that the vibrant city center has to offer. This property features a converted garage that now serves as a versatile
Living Area:
1416 Sqft.
|
3
Beds,
2
Baths
|
$396,500 |
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 |
