Winchester County, VA Homes

/5
$263,900
- 3 Beds
- 2 Baths
- 1,682 Sq Ft
21 E Germain St, Winchester, VA 22601

Charming 3-Bedroom Home in Historic Winchester, Virginia Discover this beautifully located 3-bedroom, 2-full bath home nestled in the heart of Historic Winchester. This residence boasts an exceptional location, just a short stroll away from the Old Town Mall, allowing you to enjoy local shops and dining. Positioned along the scenic Apple Blossom parade route, this home is perfect for anyone

Corey Morgan

CENTURY 21 Envision

(540) 802-5749

21 E Germain St, Winchester, VA 22601
/32
$2,100 per month
- 2 Beds
- 1.5 Baths
- 1,369 Sq Ft
- Condo for Rent
6 E Cecil St, Winchester, VA 22601

Charming Historic 2-Bedroom Rental Just Two Blocks from the Loudoun Street Walking Mall! Live steps from downtown in this beautifully appointed duplex featuring 2-bedrooms and an additional small office/den upstairs. The home is full of historic character and modern comfort, boasting original hardwood floors, soaring ceilings, and timeless architectural charm throughout. Home can be rented

Jeanne Mezzatesta

Colony Realty

(540) 452-9535

6 E Cecil St, Winchester, VA 22601
/43
$409,000 Sold Jan 03, 2025

230 Chestnut St, Winchester, VA 22601
- Studio
- 1,238 Sq Ft
- Built 1951
Last Sold Summary
- $330/SF
- 4 Days On Market
Current Estimated Value $424,732

Last Listing Agent Jeff Boppe Long & Foster Real Estate, Inc.

230 Chestnut St, Winchester, VA 22601

/29
Est $324,045 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,183 Sq Ft
3141 Papermill Rd, Winchester, VA 22601

3141 Papermill Rd, Winchester, VA 22601

/29
$295,000
- 3 Beds
- 1 Bath
- 1,325 Sq Ft
312 Shawnee Ave, Winchester, VA 22601

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. Nestled in the charming Shawnee Heights neighborhood, this delightful cottage-style home offers a

Lori Bales

Keller Williams Realty

(540) 209-9771

312 Shawnee Ave, Winchester, VA 22601
/7
$1,500 per month
- 2 Beds
- 1 Bath
- 3,150 Sq Ft
- Townhouse for Rent
121 Taft Ave, Winchester, VA 22601

Charming 2-Bedroom Apartment – Prime Location Near Shenandoah University! This well-maintained 1-level apartment features 2 bedrooms and 1 full bathroom. Enjoy the convenience of a great location—just minutes from Shenandoah University, shopping, dining, and more! WASHER and Dryer in the unit!

Frank Armstrong, IV

Colony Realty

(540) 755-3946

121 Taft Ave, Winchester, VA 22601
/41
$362,000 Sold Jan 07, 2025

416 Marion St, Winchester, VA 22601
- 3 Beds
- 3 Baths
- 2,226 Sq Ft
- Built 1974
Last Sold Summary
- $163/SF
- 16 Days On Market
Current Estimated Value $412,384

Last Listing Agent Jeanne Mezzatesta Colony Realty

416 Marion St, Winchester, VA 22601

/26
Est $228,763 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,160 Sq Ft
22 Jigsaw Place, Winchester, VA 22601

22 Jigsaw Place, Winchester, VA 22601

/30
$285,000 Under Contract
- 3 Beds
- 1 Bath
- 1,176 Sq Ft
1116 Opequon Ave, Winchester, VA 22601

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 floors throughout the living spaces, three bedrooms, and a full bathroom. The full basement offers great

Bradley Comstock

ERA Oakcrest Realty, Inc.

(540) 413-0030

1116 Opequon Ave, Winchester, VA 22601
/12
$2,200 per month
- 2 Beds
- 2 Baths
- 1,600 Sq Ft
- Condo for Rent
21 S Stewart St Unit 4, Winchester, VA 22601

Charming Remodeled 2-Bedroom Apartment Near Old Town Winchester!Enjoy the perfect mix of comfort and convenience in this beautifully remodeled 2 bedroom, 2 bathroom apartment located just steps from historic Old Town Winchester. This spacious unit features modern updates, in-unit laundry, and a fully fenced private yard—ideal for relaxing or entertaining. You'll also love the generous storage

Frank Armstrong, IV

Colony Realty

(540) 781-1596

21 S Stewart St Unit 4, Winchester, VA 22601
/80
$415,000 Sold May 08, 2025

526 N Braddock St, Winchester, VA 22601
- 4 Beds
- 2.5 Baths
- 2,375 Sq Ft
- Built 1927
Last Sold Summary
- $175/SF
- 5 Days On Market
Current Estimated Value $443,830

Last Listing Agent Leah Clowser RE/MAX Roots

526 N Braddock St, Winchester, VA 22601

/59
Est $403,792 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,585 Sq Ft
2543 Middle Rd, Winchester, VA 22601

2543 Middle Rd, Winchester, VA 22601

/39
$269,000
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
423 Highland Ave, Winchester, VA 22601

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 own. Enjoy ample off-street parking for up to 8 cars with rear access from West Lane, fresh renovations,

Carlos Soares

Samson Properties

(540) 924-3305

423 Highland Ave, Winchester, VA 22601
/14
$1,450 per month
- 2 Beds
- 1 Bath
- 800 Sq Ft
- Townhouse for Rent
735 S Kent St, Winchester, VA 22601

This brick rowhouse with covered back patio for 2 and shared green space is on the south side of Winchester City just one block from the Green Circle Trail & within walking distance of Shenandoah University. Water, sewer, trash and lawncare are included in the monthly rent. The property offers lvp flooring, washer and dryer in unit, & central heat and air. 1 pet is considered on a case-by-case

Anna Fox

NextHome Realty Select

(540) 384-9966

735 S Kent St, Winchester, VA 22601
/73
$1,400,000 Sold Feb 28, 2025

778 Johnston Ct, Winchester, VA 22601
- 6 Beds
- 8 Baths
- 10,500 Sq Ft
- Built 1998
Last Sold Summary
- $133/SF
- 34 Days On Market
Current Estimated Value $1,488,141

Last Listing Agent Carolyn Young Samson Properties

778 Johnston Ct, Winchester, VA 22601

/14
Est $447,447 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,325 Sq Ft
301 Bellview Ave, Winchester, VA 22601

301 Bellview Ave, Winchester, VA 22601

/55
$659,000
- 5 Beds
- 2.5 Baths
- 3,420 Sq Ft
501 Jefferson St, Winchester, VA 22601

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

Jeanne Mezzatesta

Colony Realty

(540) 306-5775

501 Jefferson St, Winchester, VA 22601
/11
$2,000 per month
- 3 Beds
- 1.5 Baths
- 1,440 Sq Ft
- Townhouse for Rent
2047 Harvest Dr, Winchester, VA 22601

Centrally located townhome available for rent! This home is conveniently situated just minutes from Route 11 with easy access to I-81, this home offers an ideal location for commuters. Nestled in a quiet residential neighborhood with no HOA, it features a one-car garage and a driveway with parking for up to three vehicles. The main level offers durable laminate flooring and a cozy living room

Brock Harris

Samson Properties

(540) 417-9298

2047 Harvest Dr, Winchester, VA 22601
/45
$393,000 Sold Jan 09, 2025

97 Molden Dr, Winchester, VA 22601
- 3 Beds
- 2 Baths
- 2,157 Sq Ft
- Built 1963
Last Sold Summary
- $182/SF
- 0 Days On Market
Current Estimated Value $416,488

Last Listing Agent Elizabeth Page Boxwell MarketPlace REALTY

97 Molden Dr, Winchester, VA 22601

/22
Est $265,804 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,056 Sq Ft
1015 S Cameron St, Winchester, VA 22601

1015 S Cameron St, Winchester, VA 22601

/7
$469,900
- 3 Beds
- 1.5 Baths
- 1,698 Sq Ft
312 W Cecil St, Winchester, VA 22601

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 living room features a recently converted gas fireplace, lovely built-ins, and crown molding. This space

Jeanne Mezzatesta

Colony Realty

(540) 413-0699

312 W Cecil St, Winchester, VA 22601
/11
$2,500 per month
- 2 Beds
- 1 Bath
- 2,500 Sq Ft
- House for Rent
23 S Stewart St, Winchester, VA 22601

About 2500 sqft. of completely updated DOWNSTAIRS apartment space in Downtown Winchester. All newer appliances, repainted, refinished wood floors. Sun Room, Porch, Dining room, Living room. even has some cedar closets! What more could you ask for in the heart of downtown Winchester. Landlord pays water, sewer, and all landscaping. Tenants must have minimum 650 Credit score. NO SMOKING.. NO PETS..

Frank Armstrong, IV

Colony Realty

(540) 698-5153

23 S Stewart St, Winchester, VA 22601
/57
$630,000 Sold Jul 03, 2025

716 S Washington St, Winchester, VA 22601
- 4 Beds
- 3.5 Baths
- 2,774 Sq Ft
- Built 1865
Last Sold Summary
- $227/SF
- 28 Days On Market
Current Estimated Value $646,767

Last Listing Agent Lisa Alberti Pearson Smith Realty, LLC

716 S Washington St, Winchester, VA 22601

/21
Est $354,141 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,400 Sq Ft
952 Allen Dr, Winchester, VA 22601

952 Allen Dr, Winchester, VA 22601

/46
$375,000 Pending
- 3 Beds
- 3 Baths
- 2,016 Sq Ft
7 N Purcell Ave, Winchester, VA 22601

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 farmhouse-style sink, and plenty of cabinet space—perfect for everyday meals or entertaining. Retreat to

Jodi Cilley

Realty ONE Group Old Towne

(540) 559-5146

7 N Purcell Ave, Winchester, VA 22601
/74

$1,700 - $2,400 per month

The Local

1 - 4 Beds

230 Spring St, Winchester, VA 22601

Modern designs, elegant finishes, and the most desirable amenities await you at the areas newest apartment home living destination, the Local. Our Winchester apartments come in one, two, three, and four-bedroom floorplans, each featuring spacious and adaptable layouts. Various interior extras adorn them including an open floorplan concept, walk-in closets, in-unit washers/dryers, and more. As a

230 Spring St, Winchester, VA 22601
/56
$545,000 Sold Nov 07, 2025

509 Marion St, Winchester, VA 22601
- 4 Beds
- 2.5 Baths
- 2,691 Sq Ft
- Built 1992
Last Sold Summary
- $203/SF
- 3 Days On Market
Last Listing Agent Mark Francis Real Broker LLC

509 Marion St, Winchester, VA 22601

/61
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,805 Sq Ft
411 N Loudoun St Unit 202, Winchester, VA 22601

411 N Loudoun St Unit 202, Winchester, VA 22601

/88
$435,000
- Studio
- 2,152 Sq Ft
26 A Jackson Ave, Winchester, VA 22601

Rare Opportunity: Turnkey Duplex in Winchester – Vacant, Updated, and Ready for Your Next Move! A rare and an exceptional opportunity to own a two-unit duplex in Winchester City— vacant and ready for your plans. Whether you’re an investor seeking strong cash flow or an owner-occupant looking to live in one unit and rent the other, this property offers flexibility, income potential, and low

Melanie Lucero

Real Broker, LLC

(540) 386-1285

26 A Jackson Ave, Winchester, VA 22601
/13
$1,599 per month
- 2 Beds
- 1.5 Baths
- 900 Sq Ft
- Townhouse for Rent
3107 Shawnee Dr Unit 7, Winchester, VA 22601

Beautifully Renovated Unit Two level townhome*Full size Washer & Dryer*Hardwood like Floors* Huge Brand New Eat-In Kitchen*Granite counters & Stainless Steel Appliances*Spacious bedrooms*Large closets*Individually controlled HVAC and hot water heater*Plenty of parking*1 mile from great shopping on Valley Avenue, 10 minute from downtown Winchester and 9 minute from Shenandoah University. No pets

Steve DuBrueler Coldwell Banker Premier

3107 Shawnee Dr Unit 7, Winchester, VA 22601
/33
$421,000 Sold Mar 07, 2025

716 Frederick Ave, Winchester, VA 22601
- 3 Beds
- 2 Baths
- 1,732 Sq Ft
- Built 1941
Last Sold Summary
- $243/SF
- 3 Days On Market
Current Estimated Value $438,280

Last Listing Agent Lori Bales Keller Williams Realty

716 Frederick Ave, Winchester, VA 22601

/37
Est $423,561 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,052 Sq Ft
222 E Piccadilly St, Winchester, VA 22601

222 E Piccadilly St, Winchester, VA 22601

/36
$365,000
- 4 Beds
- 2 Baths
- 1,780 Sq Ft
127 Shirley St, Winchester, VA 22601

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,

Bradley Comstock

ERA Oakcrest Realty, Inc.

(540) 802-5087

127 Shirley St, Winchester, VA 22601
/22

Call for Price

Meadow Branch Luxury Apartments

1 - 3 Beds

424 Ridgewood Ln, Winchester, VA 22601

Welcome to Meadow Branch, where luxury and convenience are standard. Our community offers beautiful 1,2 and 3 bedroom apartment homes. Community means convenience and at Meadow Branch, everything you need is nearby. We are conveniently located adjacent to Winchester Medical Center and 2 miles from Old Town Winchester.

424 Ridgewood Ln, Winchester, VA 22601
/48
$335,200 Sold Jul 25, 2025

128 Fox Dr, Winchester, VA 22601
- 4 Beds
- 3 Baths
- 2,606 Sq Ft
- Built 1961
Last Sold Summary
- $129/SF
- 25 Days On Market
Current Estimated Value $336,123

Last Listing Agent MJ Frazier Serhant

128 Fox Dr, Winchester, VA 22601

/20
Est $432,854 Not Listed For Sale
- 2 Beds
- 4 Baths
- 2,160 Sq Ft
206 N Kent St, Winchester, VA 22601

206 N Kent St, Winchester, VA 22601

/24
$299,900 Under Contract
- 2 Beds
- 1 Bath
- 858 Sq Ft
525 E Cork St, Winchester, VA 22601

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.

Kimberly Schroeder

Long & Foster Real Estate, Inc.

(540) 900-1951

525 E Cork St, Winchester, VA 22601
/14
$2,300 per month
- 4 Beds
- 3.5 Baths
- 1,889 Sq Ft
- Townhouse for Rent
1815 Reese, Winchester, VA 22601

Beautiful, new, spacious (4 bedrooms; plus, 3 and a half baths) townhouse next to Green Trail. less than 10 minutes to hospital, downtown, SU and the soon to be new shopping center at Valley Ave. and Cedar Creek Grade.

Kathryn Hallett Long & Foster Real Estate, Inc.

1815 Reese, Winchester, VA 22601
/61
$580,000 Sold Dec 09, 2025

553 Bellview Ave, Winchester, VA 22601
- 5 Beds
- 2.5 Baths
- 2,386 Sq Ft
- Built 1978
Last Sold Summary
- $243/SF
- 2 Days On Market
Last Listing Agent Dan Whitacre Colony Realty

553 Bellview Ave, Winchester, VA 22601

/17
Est $291,541 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 734 Sq Ft
228 Weems Ln, Winchester, VA 22601

228 Weems Ln, Winchester, VA 22601

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