317 ft
Distance
Jaycees Shelter, Winchester, VA, USA
Winchester, Virginia, United States
Homes for sale near Jaycees Shelter, Winchester, VA, USA
| Address | Bed / Bath | Listing Price |
|---|---|---|
20 W CLIFFORD STREET
Discover a unique investment opportunity in the heart of the Winchester Historic District! This charming 3-bedroom, 1.5-bathroom traditional brick home, built in 1900, offers a blend of historic character and modern potential. With a compact lot size of just 0.06 acres, maintenance is minimal, allow
Living Area:
1435 Sqft.
|
3
Beds,
2
Baths
|
$385,000 |
218 FLANAGAN DRIVE
This stunning home in Raven Wing offers over 4,100 sq. ft. of living space and was extensively updated in 2020. The main level features hardwood flooring, an open-concept kitchen with an island, recessed lighting, and stainless-steel appliances. You’ll also find a formal dining room and a spacious
Living Area:
4354 Sqft.
|
4
Beds,
5
Baths
|
$655,000 |
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 |
24 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
|
$598,990 |
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 |
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 |
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 |
910 FRANKLIN STREET
What a remarkable and unique opportunity!
Assessed for $571630.00
Brand new roof on entire building, newly demolished warehouse has made way to enormous area for expansion and or parking.
SOOO MUCH potential - Upper level has two apartments -However only one is approved for rental unit
Lower level
Living Area:
12128 Sqft.
|
10
Beds,
6
Baths
|
$399,000 |
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
|
$514,000 |
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 |
1116 OPEQUON AVENUE
Discover this charming and well maintained home at 1116 Opequon Avenue, offering an excellent opportunity as a starter home or investment property. Located just minutes from Old Town Winchester, this home provides convenience, comfort, and value for under 300K. The main level features hardwood floor
Living Area:
1176 Sqft.
|
3
Beds,
1
Bath
|
$285,000 |
239 CHESTNUT STREET
******Price Reduction******
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 storage or a 1 car garage. This is a solid starte
Living Area:
1176 Sqft.
|
2
Beds,
1
Bath
|
$290,000 |
212 FAIRFIELD DRIVE
Welcome to 212 Fairfield Drive, a sprawling, all-brick rancher offering an incredible amount of space and comfort in a highly sought-after Winchester location. This home is a commuter's dream, providing easy access to I-81 and other major commuter routes all while offering a peaceful, private retrea
Living Area:
5298 Sqft.
|
5
Beds,
4
Baths
|
$575,000 |
107 DALE CT
MOTIVATED SELLERS! JUST UNDER AN ACRE ON A CUL DE SAC WITH DETACHED GARAGE AND ABOVE GROUND POOL! APPRAISED AT $390K.
Welcome to Heritage Hills!
Tucked away on a quiet, private cul-de-sac, this property offers two lots—a .56-acre homesite plus an additional .41-acre corner lot (Tax ID: 54H 1 55
Living Area:
1608 Sqft.
|
4
Beds,
2
Baths
|
$375,000 |
405 1/2 ELM STREET
Seller prefers to close with FD Title.
This adorable home sits on in a prime location very close to the downtown Winchester City! This renovated house features 3 bedrooms and 2 full bathrooms in a peaceful and vibrant setting. Property is vacant. You will find a renovated kitchen connected to the
Living Area:
1152 Sqft.
|
3
Beds,
2
Baths
|
$310,000 |
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 |
113 WILLIAMSON ROAD
Charming All-Brick Ranch just minutes from in Prime Winchester Location. Beautifully maintained all-brick ranch just minutes from Jim Barnett Park, Winchester Country Club, shopping, and everyday amenities. This well built home blends timeless craftmanship with modern comfort and offers the ease of
Living Area:
1494 Sqft.
|
3
Beds,
2
Baths
|
$437,000 |
114 HEYFORD DRIVE
Say hello to your new home! This brand new, exquisite single family Home by Van Metre Homes in the highly sought-after SNOWDEN BRIDGE community in Stephenson, VA is ready for move in TODAY! Visit our website for more information on our End of Year Savings Event, between 12/08/2025-12/23/25. The Scot
Living Area:
3641 Sqft.
|
4
Beds,
5
Baths
|
$646,000 |
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 |
138 COUNTRY CLUB CIRCLE
Charming All-Brick Rancher with Pool Across from Winchester Country Club
This beautifully maintained 3-bedroom, 2-bath all-brick rancher offers classic charm and modern updates in one of Winchester’s most desirable east-side locations. Featuring a brand-new roof and new windows throughout, this h
Living Area:
2326 Sqft.
|
3
Beds,
2
Baths
|
$424,900 |
227 MILLER STREET
Welcome to 227 Miller Street — a home that instantly feels inviting. The front porch sets the tone, offering a perfect spot for quiet mornings in the heart of downtown Winchester. Inside, the main level has an easy flow: a bright living room, a dining space ready for gatherings, and a sun-filled e
Living Area:
3359 Sqft.
|
3
Beds,
4
Baths
|
$490,000 |
1125 CONWAY STREET
Check out this Very Cute Bungalow in Winchester City! It has a Brand NEW Roof, Freshly Painted throughout, NEW kitchen/hall/bath flooring, NEW Stainless Steel Refrigerator, Restored deck, and Lovely Hardwood! Cozy with 2 Bedrooms and 1 Bath. Surely to be perfect for the first time Home Buyer!
Living Area:
870 Sqft.
|
2
Beds,
1
Bath
|
$289,900 |
713 ROSS ST
ALMOST COMPLETED!!!
BRAND NEW 3 BEDROOM, 2.5 BATH COLONIAL! NO HOA FEES AND NO SUBDIVISION RULES!
Be the first to call this beautiful new construction yours. Conveniently located just outside the City of Winchester and close to shopping, this home offers an open layout designed for entertaining. The
Living Area:
1251 Sqft.
|
3
Beds,
3
Baths
|
$424,900 |
123 ETNAM STREET
Come see this beautiful home located just off of Rt 50 to the East side of Winchester, great location for commuters, 4br, 2.5 bath with lots of room and storage space. Fenced in backyard with nice 20x16 deck and 8x10 additional deck space off of that for great entertaining. Call agent for combo to
Living Area:
1904 Sqft.
|
4
Beds,
3
Baths
|
$400,000 |
709 ROSS ST
ALMOST COMPLETED!!!
BRAND NEW 3 BEDROOM, 2.5 BATH COLONIAL! NO HOA FEES AND NO SUBDIVISION RULES!
Be the first to call this beautiful new construction yours. Conveniently located just outside the City of Winchester and close to shopping, this home offers an open layout designed for entertaining. The
Living Area:
1251 Sqft.
|
3
Beds,
3
Baths
|
$424,900 |
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 |
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 |
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 |
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 |
122 CHERRY HILL CIRCLE
Nestled in the charming Green Acres subdivision, this delightful split-level home offers a perfect blend of comfort and functionality. With five spacious bedrooms and four full bathrooms, there's ample room for everyone to unwind and thrive. The heart of the home features a cozy fireplace, inviting
Living Area:
2014 Sqft.
|
5
Beds,
4
Baths
|
$435,000 |
414 ELM STREET
Completely renovated four-bedroom, two-bath home in Winchester. Upgraded kitchen with new 42-inch cabinets, quartz countertops, and brand new appliances. Tastefully painted, new windows, new flooring, new HVAC, upgraded electric fixtures, and plumbing. Totally remodeled bathrooms. Very spacious walk
Living Area:
915 Sqft.
|
4
Beds,
2
Baths
|
$344,900 |
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 |
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 |
120 ARMSTRONG PLACE
Your opportunity to live next to the Golf course/Winchester Country Club in Fairway Estates!
Spacious brick rancher with a finished basement and a 2-car garage. 2 gas fireplaces and 1 wood burning.
Many updates to include: Roof 2021, HVAC's 2018, furnace serviced annually, water heater 2010, sump
Living Area:
3490 Sqft.
|
4
Beds,
3
Baths
|
$549,900 |
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
|
$349,000 |
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 |
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 |
110 CARTER PLACE
Contract fell through! Interest rates have gone down! Extensive Renovations: The home has been fully renovated in 2025, including updates to kitchen, bathrooms, flooring, and fresh paint throughout. Designed to accommodate two families comfortably, featuring large rooms that are flooded with natu
Living Area:
3116 Sqft.
|
5
Beds,
3
Baths
|
$489,970 |
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 |
112 FAIRWAY DRIVE
New roof just installed!
This beautiful ranch-style home is located in a quiet cul-de-sac just minutes from downtown Winchester, Jim Barnett Park, and Shenandoah University. Ideal for commuters, with easy access to Route 7 and I-81.
The home features 3 bedrooms and 1 bathroom, with a full, partiall
Living Area:
1200 Sqft.
|
3
Beds,
1
Bath
|
$379,000 |
126 ARMSTRONG PLACE
All brick ranch home with 4 bedrooms close to town and a short walk to the golf course! Main level large living Room and dinning room, 2 bedrooms and 2 bathrooms, an eat in kitchen, has gleaming hardwood flooring. Lower Level large area for pool table 2 more bedrooms, 1 bathroom and a family room eq
Living Area:
1617 Sqft.
|
4
Beds,
3
Baths
|
$399,000 |
113 SHOCKEY CIRCLE
Chance to build a home on maybe the last lot directly on Winchester Country Club golf course. This 1/2 acre lot is gently sloping (allowing for walk-out basement) with mature trees and open views to the 6th, 11th and 12th hole of WCC. Offered is the 3-car Fraser Model by Merrifield Homes. This op
Living Area:
3363 Sqft.
|
4
Beds,
3
Baths
|
$939,000 |
