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Browse All Winchester VA Between $200K - $300K Properties for Sale

114 Tudor Dr, Winchester image
114 Tudor Dr, Winchester $289,900

Spacious three-level townhome in a desirable Winchester community, conveniently located near Sunnyside and Old Town Winchester! Offering generously sized bedrooms, three ...

  • 3 Beds
  • 4 Baths
  • Tudor Square SubDv.
  • 22603 Zip Code
  • COMING SOON Status
Winchester image
Winchester $235,000

Ground floor condo featuring 2 bedroom 2 full baths and concrete patio. Level entry from parking area with no steps as well as wide hallway and doors for handicap access...

  • 2 Beds
  • 2 Baths
  • Parkplace Condominiums SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
Off Of Mount Olive Rd, Winchester image
Off Of Mount Olive Rd, Winchester $210,000

Prime building lot conveniently located less than 10 minutes west of Winchester with immediate access to US-50 - Northwestern Pike. Part of what was once the well known R...

  • 22603 Zip Code
  • ACTIVE Status
323 Copperfield Ln, Winchester image
323 Copperfield Ln, Winchester $290,000

Nestled in the charming Copperfield neighborhood, this delightful townhouse offers a perfect blend of comfort and convenience. Built in 2002, this well-maintained home fe...

  • 2 Beds
  • 3 Baths
  • Copperfield SubDv.
  • 22602 Zip Code
  • ACTIVE Status
111 Haven Ter, Winchester image
111 Haven Ter, Winchester $300,000

Charming 3-Bedroom Rambler on a Spacious Lot! Welcome to 111 Haven Terrace, a conveniently located 3-bedroom, 1-bath rambler situated on approximately 0.26 acres. This si...

  • 3 Beds
  • 1 Baths
  • Heritage Hills SubDv.
  • 22602 Zip Code
  • ACTIVE Status
214 Molden Dr, Winchester image
214 Molden Dr, Winchester $230,000

Investor opportunity in Winchester! This 2-bedroom, 1-bath home offers 1,112 finished square feet above grade, plus a full unfinished basement with additional space for s...

  • 2 Beds
  • 1 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • ACTIVE Status
261 Waterford Ln, Winchester image
261 Waterford Ln, Winchester $279,000

Move-in ready and well maintained! This charming 2-bedroom, 1.5-bath townhome offers comfortable living with a spacious main-level living area, eat-in kitchen, and conven...

  • 2 Beds
  • 2 Baths
  • Brookland Heights SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
159 Aspen Trl Trl, Winchester image
159 Aspen Trl Trl, Winchester $295,000 ▲

**Investor & Fixer-Upper Special Endless Potential on Nearly 1 Acre!** Calling all visionaries, weekend warriors, and Airbnb hosts! This secluded retreat in Shawneeland i...

  • 2 Beds
  • 3 Baths
  • Shawneeland SubDv.
  • 22602 Zip Code
  • ACTIVE Status
700 Tomahawk Trl, Winchester image
700 Tomahawk Trl, Winchester $287,000

Located in the desirable Shawneeland community, this freshly updated three bedroom home is situated on a great corner lot with scenic views and plenty of possibilities to...

  • 3 Beds
  • 1 Baths
  • Shawneeland SubDv.
  • 22602 Zip Code
  • ACTIVE Status
452 Valley Mill Rd, Winchester image
452 Valley Mill Rd, Winchester $299,900

SOLD AS IS, CASH ONLY! Investor special on this great home that is on .55 Acre lot (2 lots make this up). Outbuildings, wood floors, fireplace, 3 generous size bedrooms,...

  • 3 Beds
  • 1 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • PENDING Status
352 Woodchuck Ln, Winchester image
352 Woodchuck Ln, Winchester $299,900

Welcome to 352 Woodchuck Lane in Winchester, VA! This charming 3-bedroom, 2-bath home sits on .92 flat acres, offering plenty of room to create the small homestead you’ve...

  • 3 Beds
  • 2 Baths
  • Cather SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
1125 Conway St, Winchester image
1125 Conway St, Winchester $250,000

Welcome to 1125 Conway Ave, a charming bungalow in Winchester City that's move-in ready and full of character! This cozy 2-bedroom, 1-bath home features beautiful hardwoo...

  • 2 Beds
  • 1 Baths
  • Shannon Hill SubDv.
  • 22601 Zip Code
  • ACTIVE Status
103 E Germain St, Winchester image
103 E Germain St, Winchester $260,000

Roof replaced in 2020. Welcome to 103 E Germain St, a charming end-of-row townhouse just blocks from downtown Winchester! Enjoy easy access to restaurants, shops, brewer...

  • 2 Beds
  • 2 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • ACTIVE UNDER CONTRACT Status
301 Braeburn Dr, Winchester image
301 Braeburn Dr, Winchester $200,000 ▼

Welcome to 301 Braeburn Drive, a spacious brick end-unit townhouse conveniently located in Winchester City. This home features 2 bedrooms, 2.5 baths, and a finished walk-...

  • 2 Beds
  • 3 Baths
  • Huntington Meadows SubDv.
  • 22601 Zip Code
  • PENDING Status
187 Valley Mill Rd, Winchester image
187 Valley Mill Rd, Winchester $240,000

Great investment opportunity for this centrally located rambler! Just minutes from Route 7 and I-81, this property offers convenient access to shopping, restaurants, and ...

  • 2 Beds
  • 1 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • ACTIVE Status
17 Glaize Ave, Winchester image
17 Glaize Ave, Winchester $240,000

Welcome to this charming Winchester home, coming soon! This adorable 2-bedroom, 1-bath property offers 757 square feet of cozy living space and plenty of character. Enjo...

  • 2 Beds
  • 1 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • ACTIVE UNDER CONTRACT Status
221 Opequon Ave, Winchester image
221 Opequon Ave, Winchester $249,900

Charming 2-bedroom, 1-bath bungalow just blocks from the heart of downtown Winchester! This beautifully maintained home offers the character and convenience you're lookin...

  • 2 Beds
  • 1 Baths
  • Haddox Terrace SubDv.
  • 22601 Zip Code
  • PENDING Status
2640 Limestone Ct, Winchester image
2640 Limestone Ct, Winchester $289,900

Nestled in the charming City of Winchester, this exquisite end-of-row townhouse has undergone a remarkable transformation, with major renovations completed in 2026 that e...

  • 2 Beds
  • 2 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE Status
519 Virginia Ave, Winchester image
519 Virginia Ave, Winchester $274,000 ▼

This charming house has great potential. It is located directly across from the Virginia Avenue School campus, close to downtown Winchester. The exterior was recently pa...

  • 3 Beds
  • 2 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • ACTIVE Status
1024 Front Royal Pike, Winchester image
1024 Front Royal Pike, Winchester $239,000

A great lot in a great location! 1024 Front Royal Pike is a prime opportunity packed with potential on a huge, nearly one-acre lot! Located in a highly desirable and con...

  • 2 Beds
  • 1 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • ACTIVE Status
328 Smithfield Ave, Winchester image
328 Smithfield Ave, Winchester $260,000

"Investors take Notice" Here's a 2 unit with long term tenants on a month to month. There is much room for growth. 1 bedroom 1 bath in the back lower level has a Brand-Ne...

  • 22601 Zip Code
  • PENDING Status
611 Fawn Dr, Winchester image
611 Fawn Dr, Winchester $279,000

Welcome to this beautifully updated 2-bedroom, 1-bath cottage, perfectly tucked away on two picturesque, serene lots surrounded by mature trees. Offering the perfect blen...

  • 2 Beds
  • 1 Baths
  • Wilde Acres SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
2346 Welltown Rd, Winchester image
2346 Welltown Rd, Winchester $300,000

Charming Country Farmhouse with Modern Updates & Unrestricted Property! Welcome to this charming 1940's farmhouse, thoughtfully renovated and expanded in 2006 to blend ti...

  • 3 Beds
  • 3 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • PENDING Status
2810 N Frederick Pike, Winchester image
2810 N Frederick Pike, Winchester $280,000

Recently renovated and move-in ready! This updated 3-bedroom, 1-bath home offers the perfect combination of modern finishes and worry-free living with major upgrades alre...

  • 3 Beds
  • 1 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • ACTIVE Status
207 Banbury Ter, Winchester image
207 Banbury Ter, Winchester $275,000 ▼

The perfect first home, or investment property has hit the market!! Here she is folks, with Fresh paint and carpet throughout. Spacious living room and large eat in k...

  • 2 Beds
  • 2 Baths
  • Huntington Meadows SubDv.
  • 22601 Zip Code
  • ACTIVE Status
114 Inca Trl, Winchester image
114 Inca Trl, Winchester $224,000 ▼

This home includes two bedrooms, each with an attached bathroom, and is over 1,500 square feet. It features an open floor plan with cathedral ceilings, exposed beams, and...

  • 2 Beds
  • 2 Baths
  • Shawneeland SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
Brush Creek Rd, Winchester image
Brush Creek Rd, Winchester $300,000

Discover the possibilities with this beautiful 20.2-acre property offering the perfect blend of privacy, natural beauty, and opportunity. Featuring a mix of mature woods ...

  • 22603 Zip Code
  • ACTIVE Status
1314 S Braddock St, Winchester image
1314 S Braddock St, Winchester $289,000 ▼

1314 S Braddock St is a one-story Winchester single-family home with a functional single-level layout. The kitchen is equipped with stainless steel appliances for everyda...

  • 3 Beds
  • 1 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • ACTIVE Status
341 Laurel Grove Rd Unit #LOT 4 ROAD FRONT, Winchester image
341 Laurel Grove Rd Unit #LOT 4 ROAD FRONT, Winchester $250,000

THERE ARE 2 -5 ACRE BUILDING LOTS W/4 BR CONVENTIONAL PERKS APPROVED. LOT 3 IS UP ON THE HILL AND LOT 4 FRONTS THE ROAD. THESE LOTS ARE CREATED FROM A LARGER PARCEL BY ...

  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
135 S Kent St Unit #202, Winchester image
135 S Kent St Unit #202, Winchester $250,000 ▼

Step into the charm of Historic Downtown Winchester with this beautifully renovated Urban Lofts Condominium, where history and modern living come together. Located in a h...

  • 1 Beds
  • 1 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • ACTIVE Status
111 Geronimo Trl, Winchester image
111 Geronimo Trl, Winchester $299,900 ▼

Welcome home to 111 Geronimo Trail, a beautifully updated raised ranch home nestled in the peaceful, wooded neighborhood of Shawneeland. Tucked away on rolling, hilly roa...

  • 4 Beds
  • 2 Baths
  • Shawneeland SubDv.
  • 22602 Zip Code
  • PENDING Status
136 Brookland Ct Unit #6, Winchester image
136 Brookland Ct Unit #6, Winchester — Parkplace $244,900 ▼

Discover the charm of Parkplace Condominiums, where comfort meets convenience in a vibrant community. This inviting 2-bedroom, 2-bathroom unit features modern stainless s...

  • 2 Beds
  • 2 Baths
  • Parkplace Condominiums SubDv.
  • 22602 Zip Code
  • ACTIVE Status
132 Geronimo Trl, Winchester image
132 Geronimo Trl, Winchester $290,000

Professional photos coming soon. Welcome home to 132 Geronimo Trail! Situated in a quiet and highly desirable neighborhood, this charming single-family home is perfect f...

  • 3 Beds
  • 2 Baths
  • Shawneeland SubDv.
  • 22602 Zip Code
  • ACTIVE Status
157 Brookland Ter Unit #6, Winchester image
157 Brookland Ter Unit #6, Winchester — Parkview $239,000 ▼

Fantastic location! This spacious second-floor condo offers more square footage than most units in the community and features an open, light-filled layout, and durable fl...

  • 2 Beds
  • 2 Baths
  • Parkview Condominiums SubDv.
  • 22602 Zip Code
  • ACTIVE Status
341 Laurel Grove Rd Unit #LOTS 3 AND 4, Winchester image
341 Laurel Grove Rd Unit #LOTS 3 AND 4, Winchester $250,000 ▼

THERE ARE 2 -5 ACRE BUILDING LOTS W/4 BR CONVENTIONAL PERKS APPROVED. LOT 3 IS UP ON THE HILL AND LOT 4 FRONTS THE ROAD. THESE LOTS ARE CREATED FROM A LARGER PARCEL BY ...

  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
110 Brookland Ct Unit #10, Winchester image
110 Brookland Ct Unit #10, Winchester — Parkplace $289,000 ▼

Welcome home to this one-of-a-kind, fully renovated penthouse condo that has been transformed right down to the studs! Offering luxury finishes rarely found at this price...

  • 2 Beds
  • 2 Baths
  • Park Place SubDv.
  • 22602 Zip Code
  • ACTIVE Status
719 National Ave, Winchester image
719 National Ave, Winchester $299,000 ▼

Priced to sell! A true Federal‑style gem, this solid brick home offers the chance to restore a piece of architectural history. Rich with original craftsmanship, it featu...

  • 4 Beds
  • 3 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE Status
211 Fair Ln, Winchester image
211 Fair Ln, Winchester $289,000 ▼

Beautifully newly remodeled ranch-style home set on a spacious 0.62-acre flat lot. This move-in ready residence features a fully updated interior with a modern kitchen co...

  • 3 Beds
  • 1 Baths
  • Russell's Paradise SubDv.
  • 22603 Zip Code
  • ACTIVE Status
405 Shenandoah Ave, Winchester image
405 Shenandoah Ave, Winchester $295,000

Ideally situated just minutes from I-81 and a short drive to historic Old Town Winchester, this centrally located rambler offers both convenience and investment potential...

  • 3 Beds
  • 1 Baths
  • Forest Hills SubDv.
  • 22601 Zip Code
  • COMING SOON Status
11 W Germain St, Winchester image
11 W Germain St, Winchester $265,000 ▼

Step inside this historic home in the heart of Winchester and discover a home that offers far more than you might expect. Generously sized rooms provide plenty of space t...

  • 2 Beds
  • 1 Baths
  • Winchester City SubDv.
  • 22601 Zip Code
  • ACTIVE UNDER CONTRACT Status
580 York Ave, Winchester image
580 York Ave, Winchester $268,000 ▼

**PRICE REDUCTION** This charming house in the heart of the City of Winchester has already been renovated, offering the perfect blend of classic charm and modern living...

  • 2 Beds
  • 1 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE UNDER CONTRACT Status
Lot 40 Huntersridge Rd., Winchester image
Lot 40 Huntersridge Rd., Winchester $215,000

A rare offering in the established Oakdale Crossing Community. This 0.61 acre-lot boasts a flat topography, tucked on a quiet cul-de-sac, and framed with large lush trees...

  • 22602 Zip Code
  • ACTIVE Status
321 N Kent St, Winchester image
321 N Kent St, Winchester $262,000 ▼

Attention investors…24 month lease in place and new HVAC! Wonderful opportunity to own in downtown Winchester! Walking distance to the Old Town Mall restaurants, shoppin...

  • 3 Beds
  • 2 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • ACTIVE Status
126 Marple Rd, Winchester image
126 Marple Rd, Winchester $290,000 ▼

Charming Cape Cod-style home located at 126 Marple Rd in the desirable north end of Winchester! This well-maintained 3-bedroom, 1.5-bath home offers timeless character, f...

  • 3 Beds
  • 2 Baths
  • None Available SubDv.
  • 22603 Zip Code
  • ACTIVE Status
Lot 36 Lake Serene Dr, Winchester image
Lot 36 Lake Serene Dr, Winchester $229,900 ▼

Lake Serene Winchester Va. Don’t miss this rare opportunity to own the last available build-able lot in peaceful, secluded Lake Serene, a private, established lake commun...

  • 22603 Zip Code
  • ACTIVE Status
823 Armistead St, Winchester image
823 Armistead St, Winchester $269,000

*** Price shown is for lot only. Seller is willing to assist Buyer in building this beautiful home plan designed by Seller customized for this lot and optimized for cost...

  • 22601 Zip Code
  • ACTIVE Status
136 Brookland Ct Unit #8, Winchester image
136 Brookland Ct Unit #8, Winchester — Parkplace $249,900 ▼

✨ Fully Renovated 2026 | Turnkey 2BR/2BA Condo in Park Place ✨ Welcome to 136-8 Brookland Ct—where style, comfort, and convenience come together. This stunning second-fl...

  • 2 Beds
  • 2 Baths
  • Park Place Condominiums SubDv.
  • 22602 Zip Code
  • ACTIVE Status
902 Enfield Dr, Winchester image
902 Enfield Dr, Winchester $275,000 ▼

None

  • 2 Beds
  • 3 Baths
  • Wilde Acres SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
TBD (0) Cather Ln, Winchester image
TBD (0) Cather Ln, Winchester $210,000 ▼

Searching for the ideal place to build your dream home? This awesome 5.39 acre parcel delivers stunning views and a convenient location just minutes from town. Situated r...

  • 22602 Zip Code
  • ACTIVE Status
Easter Ridge Ln, Winchester image
Easter Ridge Ln, Winchester $285,000

Beautiful 40-acre wooded retreat with cabin and development potential! Discover the possibilities with this wooded property offering privacy, natural beauty, and future o...

  • Siler Heights SubDv.
  • 22603 Zip Code
  • ACTIVE UNDER CONTRACT Status

Between $200K - $300K Winchester Real Estate

Our website features the best real estate search for between $200k - $300k properties available in Winchester and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

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Anne Nouri

keller william luxury
1.888.840.5553
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