Winchester County, VA Homes

/28
$409,000
- 4 Beds
- 2 Baths
- 1,432 Sq Ft
115 E Monmouth St, Winchester, VA 22601

Welcome to this 2 level house, the spacious patio backyard will be the perfect spot to relax and enjoy a relaxing day. Located near multiple stores and parks. Schedule your showing today!

Mafe Zambrano Inmobiliaria De Las Casas LLC

115 E Monmouth St, Winchester, VA 22601
/3
$2,500 Plus Fees
- 4 Beds
- 2 Baths
- 1,534 Sq Ft
- Condo for Rent
323 Russellcroft Rd, Winchester, VA 22601

Welcome to your new home in Winchester, VA! This charming property offers a comfortable living experience in a vibrant neighborhood, perfect for those who enjoy being close to local amenities and attractions.The residence features spacious bedrooms and well-appointed bathrooms, providing ample space for relaxation and daily routines. The central heating and cooling system, along with

(571) 520-2548

323 Russellcroft Rd, Winchester, VA 22601
/28
$580,000 Sold Oct 24, 2025

230 W Boscawen St, Winchester, VA 22601
- 7,650 Sq Ft
- Built 1891
Last Sold Summary
- $76/SF
- 284 Days On Market
Current Estimated Value $573,972

Last Listing Agent Gillian Greenfield Coldwell Banker Premier

230 W Boscawen St, Winchester, VA 22601

/15
Not Listed For Sale

642 Hemsworth Ln, Winchester, VA 22601
- 4 Beds
- 3.5 Baths
- 2,085 Sq Ft
- Built 2024
642 Hemsworth Ln, Winchester, VA 22601

Last Sold Summary
- $196/SF
- 7 Days On Market
- Last Sold Price $408,153
- Feb 07, 2025
Last Listing Agent Brittany Newman DRB Group Realty, LLC

/33
$424,900
- 3 Beds
- 2.5 Baths
- 2,100 Sq Ft
1025 S Loudoun St, Winchester, VA 22601

**Motivated sellers!! Now offering to pay buyers closing costs!!** TONS OF UPGRADES! This home has been updated top to bottom. From the roof, windows, kitchen, bathrooms, light fixtures, HVAC, and so on. Located just 1 block from Handley High School, this home and all of its high end improvements make it a treasure waiting to be discovered. As you walk through this home you'll notice that a ton

Michael Sprague Samson Properties

1025 S Loudoun St, Winchester, VA 22601
/13
$1,500 Per Month
- 2 Beds
- 1 Bath
- 1,100 Sq Ft
- House for Rent
21 S Stewart St Unit 2, Winchester, VA 22601

2 Bedroom Apartment for Rent – Downtown Winchester Great 2nd-floor apartment located in downtown Winchester with 2 bedrooms and 1 bathroom. This home is just a short walk from Old Town Winchester, giving you easy access to local restaurants, shops, and entertainment. The apartment features very spacious bedrooms, a comfortable family room, and a fully enclosed back porch, perfect for relaxing or

Frank Armstrong, IV

Colony Realty

(540) 534-4239

21 S Stewart St Unit 2, Winchester, VA 22601
/30
$325,000 Sold Oct 20, 2025

966 Woodstock Ln, Winchester, VA 22601
- 3 Beds
- 2 Baths
- 1,529 Sq Ft
- Built 1980
Last Sold Summary
- $213/SF
- 31 Days On Market
Current Estimated Value $333,928

Last Listing Agent Anselm Tamasang Weichert Realtors - Blue Ribbon

966 Woodstock Ln, Winchester, VA 22601

/15
Not Listed For Sale

644 Hemsworth Ln, Winchester, VA 22601
- 4 Beds
- 3.5 Baths
- 1,916 Sq Ft
- Built 2024
644 Hemsworth Ln, Winchester, VA 22601

Last Sold Summary
- $204/SF
- 105 Days On Market
- Last Sold Price $389,937
- Jan 10, 2025
Last Listing Agent Amy Capitano MarketPlace REALTY

/20
$364,990 New Construction
- 3 Beds
- 4 Baths
- 2,000 Sq Ft
105 Boone Ct, Winchester, VA 22602

Brand New & Move-In Ready in Rossum Crossing!Located close to shopping and dining — convenience at its best! The St. Paul Townhome offers up to 2,000 sq ft with: 3 Bedrooms 2 Full Baths + 2 Half Baths 1-Car Garage Open-concept main level with a spacious family room flowing into a modern kitchen featuring: Large island Breakfast nook Pantry Composite deck – perfect for relaxing or entertaining

Jimmy Thomas New Home Star Virginia, LLC

105 Boone Ct, Winchester, VA 22602
/15
$1,300 Plus Fees
- 2 Beds
- 2 Baths
- 790 Sq Ft
- Condo for Rent
800 Thomas Ct Unit 1, Winchester, VA 22601

Welcome to your new home in the heart of Winchester, VA! This charming 2-bedroom, 2-bathroom apartment offers 790 square feet of comfortable living space, ideal for anyone looking for a cozy place to call home.Key property features include a convenient in-unit washer and dryer, ensuring laundry days are hassle-free. The functional kitchen comes equipped with essential appliances, while

(540) 546-4353

800 Thomas Ct Unit 1, Winchester, VA 22601
/36
$635,500 Sold Nov 19, 2025

315 W Leicester St, Winchester, VA 22601
- 4 Beds
- 4 Baths
- 3,100 Sq Ft
- Built 1923
Last Sold Summary
- $205/SF
- 5 Days On Market
Current Estimated Value $640,262

Last Listing Agent Leigh Phillips MarketPlace REALTY

315 W Leicester St, Winchester, VA 22601

/30
Not Listed For Sale

646 Hemsworth Ln, Winchester, VA 22601
- 3 Beds
- 2.5 Baths
- 1,916 Sq Ft
- Built 2024
646 Hemsworth Ln, Winchester, VA 22601

Last Sold Summary
- $203/SF
- 20 Days On Market
- Last Sold Price $388,551
- Mar 04, 2025
Last Listing Agent Brittany Newman DRB Group Realty, LLC

/45
$382,500 Open Sat 12PM - 2PM
- 3 Beds
- 2 Baths
- 1,450 Sq Ft
540 Eagle Place, Winchester, VA 22601

Great opportunity for a rental investment! This well-maintained one-level rancher is tucked away in a quiet cul-de-sac, offering both convenience and long-term potential. With its prime location within walking distance to the university and easy access to Route 81, downtown, and the Apple Blossom Mall, this property is ideal for investors or owner-occupants alike. Inside, you’ll find easy,

Camryn Jeremiah NextHome Realty Select

540 Eagle Place, Winchester, VA 22601
/2
$1,350 Per Month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- Condo for Rent
550 N Loudoun St Unit 4, Winchester, VA 22601

Beautifully renovated in 2022, this charming 1 bedroom, 1 bathroom apartment is located in historic Winchester and offers updated living with classic character. The apartment features access to a shared coin-operated laundry room located next door at 548 N. Loudoun St. Tenant is responsible for all utilities. Available approximately June 14, 2026. Pets are considered on a case-by-case basis with

Robert Adams

Weichert Realtors - Blue Ribbon

(540) 503-4407

550 N Loudoun St Unit 4, Winchester, VA 22601
/35
$540,000 Sold Jul 01, 2025

2008 Taylor Grace Ct, Winchester, VA 22601
- 4 Beds
- 4 Baths
- 1,976 Sq Ft
- Built 2008
Last Sold Summary
- $273/SF
- 26 Days On Market
Current Estimated Value $532,846

Last Listing Agent Kent Mull Link Realty Services LLC

2008 Taylor Grace Ct, Winchester, VA 22601

/28
Not Listed For Sale

640 Hemsworth Ln, Winchester, VA 22601
- 3 Beds
- 2.5 Baths
- 1,916 Sq Ft
- Built 2024
640 Hemsworth Ln, Winchester, VA 22601

Last Sold Summary
- $205/SF
- 23 Days On Market
- Last Sold Price $392,201
- Mar 11, 2025
Last Listing Agent Debbie Menzer Weichert Corporate

/51
$425,000 Under Contract
- 3 Beds
- 2.5 Baths
- 1,800 Sq Ft
202 Russelcroft Rd, Winchester, VA 22601

Welcome to this charming brick rancher, ideally located within city limits and offering the ease and comfort of one-level living. This well-designed home features 3 spacious bedrooms and 2.5 bathrooms, with a thoughtful layout that provides both functionality and flow. The inviting family room is the heart of the home, complete with a cozy gas fireplace—perfect for relaxing evenings or gathering

Laura White ERA Oakcrest Realty, Inc.

202 Russelcroft Rd, Winchester, VA 22601
/18
$1,395 Plus Fees
- 1 Bed
- 1 Bath
- Condo for Rent
406 N Loudoun St Unit 14, Winchester, VA 22601

Property Id: 2365945Cozy and well-kept 1-bedroom, 1-bath apartment with classic character and beautiful hardwood floors throughout. This unit offers a comfortable layout with a bright living space, spacious bedroom, and an updated bathroom with tiled shower.The kitchen features full-size appliances, ample cabinet space, and everything you need for everyday living. Unique touches

(540) 546-5258

406 N Loudoun St Unit 14, Winchester, VA 22601
/116
$537,500 Sold Jan 08, 2026

510 S Washington St, Winchester, VA 22601
- 3 Beds
- 1.5 Baths
- 2,874 Sq Ft
- Built 1920
Last Sold Summary
- $187/SF
- 14 Days On Market
Current Estimated Value $560,232

Last Listing Agent Laurie Webber Century 21 Modern Realty Results

510 S Washington St, Winchester, VA 22601

/4
Est $1,382,849 Not Listed For Sale

601 W Jubal Early Dr, Winchester, VA 22601
- Built 2009
601 W Jubal Early Dr, Winchester, VA 22601

Last Sold Summary
- 113% Above List Price
- 326 Days On Market
- Last Sold Price $650,000
- Jul 01, 2023
Last Listing Agent Gillian Greenfield Coldwell Banker Premier

/64
$399,900
- 3 Beds
- 2.5 Baths
- 2,180 Sq Ft
706 S Cameron St, Winchester, VA 22601

Claim your spot in the heart of the city with this authentic 1866 gem, perfectly positioned to enjoy everything downtown Winchester has to offer. Proudly displaying its Winchester Historic Building plaque, this home is just steps from the vibrant local dining scene, boutique shopping, parks, and schools. It’s a rare find that pairs 19th-century soul with modern reliability, featuring the coveted

Dan Whitacre Colony Realty

706 S Cameron St, Winchester, VA 22601
/8
$1,600 Per Month
- 1 Bed
- 1 Bath
- 1,000 Sq Ft
- Condo for Rent
619 S Cameron St Unit 1, Winchester, VA 22601

Charming apartment located in 2 family unit, walking distance to Old Town Winchester. Original hardwood floors, light and bright unit with washer and dryer in unit. Landlord pays water and sewer and tenant pays electric. Shared yard.

Brock Harris

Samson Properties

(540) 235-5717

619 S Cameron St Unit 1, Winchester, VA 22601
/47
$295,000 Sold Nov 03, 2025

2964 Grace St, Winchester, VA 22601
- 2 Beds
- 1 Bath
- 780 Sq Ft
- Built 1955
Last Sold Summary
- $378/SF
- 22 Days On Market
Current Estimated Value $297,870

Last Listing Agent Jane Norton United Real Estate Premier

2964 Grace St, Winchester, VA 22601

/63
Not Listed For Sale

327 Russellcroft Rd, Winchester, VA 22601
- 3 Beds
- 3 Baths
- 3,873 Sq Ft
- Built 1968
327 Russellcroft Rd, Winchester, VA 22601

Last Sold Summary
- $126/SF
- 5 Days On Market
- Last Sold Price $489,900
- Mar 19, 2025
Last Listing Agent Matt Kilmer Samson Properties

/39
$421,000
- 3 Beds
- 2.5 Baths
- 2,277 Sq Ft
422 S Loudoun St, Winchester, VA 22601

Welcome home to this beautifully maintained historic log home in the heart of Winchester. Thoughtfully updated while maintaining the charm of yesteryear this home offers the conveniences of modern living. Traditionally appointed, the main level of the home provides the perfect separation of spaces with a large formal living room, dining room, gourmet kitchen, additional full bath and main level

Dana Cloud Realty ONE Group Old Towne

422 S Loudoun St, Winchester, VA 22601
/13
$2,100 Per Month
- 800 Sq Ft
- Condo for Rent
2971 Valley Ave, Winchester, VA 22601

Fully furnished loft style apartments. Lower level consists of living room, dining room, kitchen and bath. The bedroom is on the second level. These are full furnished units that allow pets. Perfect all inclusive rental. Owners pays for everything to include cable and internet.

Meridee Powars Link Realty Services LLC

2971 Valley Ave, Winchester, VA 22601
/45
$500,000 Sold Oct 15, 2025

436 W Leicester St, Winchester, VA 22601
- 3 Beds
- 1.5 Baths
- 1,592 Sq Ft
- Built 1925
Last Sold Summary
- $314/SF
Current Estimated Value $498,999

Last Listing Agent Jeanne Mezzatesta Colony Realty

436 W Leicester St, Winchester, VA 22601

/15
Not Listed For Sale

3136 Eton Place, Winchester, VA 22601
- 3 Beds
- 2.5 Baths
- 1,918 Sq Ft
- Built 2024
3136 Eton Place, Winchester, VA 22601

Last Sold Summary
- $211/SF
- 148 Days On Market
- Last Sold Price $404,251
- Nov 04, 2024
Last Listing Agent Brittany Newman DRB Group Realty, LLC

/21
$374,990 New Construction
- 3 Beds
- 3.5 Baths
- 1,784 Sq Ft
218 Monteith Dr, Winchester, VA 22601

End of Row Townhome With All Three Finished Levels! This three level end of row townhome features three bedrooms, three and a half baths, and bright box bay window in the rear. An attached one car garage provides easy parking and storage. Inside, the kitchen stands out with an extended island that seats four at counter height. The first level includes a private finished recreation room and

DRB Homes Builder

218 Monteith Dr, Winchester, VA 22601
/15
$1,700 Plus Fees
- 3 Beds
- 1 Bath
- 1,021 Sq Ft
- House for Rent
352 Opequon Ave, Winchester, VA 22601

Property Id: 2489685Recently renovated charming 3 bedroom, 1 bathroom single-family home in Winchester, VA. Laminate flooring, washer, dryer, microwave, oven, and refrigerator, fenced backyard and designated parking in a quiet neighborhood.Walking distance from Shenandoah university, old town Winchester, across the street from big and beautiful park, convenient location near big

352 Opequon Ave, Winchester, VA 22601
/30
$329,400 Sold Aug 08, 2025

613 Watson Ave, Winchester, VA 22601
- 4 Beds
- 2 Baths
- 1,668 Sq Ft
- Built 1946
Last Sold Summary
- $197/SF
- 4 Days On Market
Current Estimated Value $320,815

Last Listing Agent Teri Domanski Your Home Sold Guaranteed Realty - East LLC

613 Watson Ave, Winchester, VA 22601

/15
Not Listed For Sale

3142 Eton Place, Winchester, VA 22601
- 3 Beds
- 2.5 Baths
- 1,916 Sq Ft
- Built 2024
3142 Eton Place, Winchester, VA 22601

Last Sold Summary
- $203/SF
- 141 Days On Market
- Last Sold Price $388,638
- Sep 26, 2024
Last Listing Agent Brittany Newman DRB Group Realty, LLC

/22
$364,990 Open Sat 12PM - 4PM
- 3 Beds
- 4 Baths
- 2,000 Sq Ft
117 Boone Ct, Winchester, VA 22602

Immediate Move-In Available at Rossum Crossing! Discover the convenience of townhome living in our vibrant community, ideally situated close to shopping and dining. The St. Paul Townhome offers three bedrooms, two and a half baths, and a private one-car garage. The main level features an open-concept layout, highlighted by a spacious family room that seamlessly connects to a modern kitchen. Enjoy

Holly Horne Poole New Home Star Virginia, LLC

117 Boone Ct, Winchester, VA 22602
/25
$2,790 Per Month
- 4 Beds
- 4 Baths
- 2,323 Sq Ft
- Townhouse for Rent
2638 Daniel Terrace, Winchester, VA 22601

4-level (yes, really!) brick townhouse tucked away on a private street, yet right in the heart of Winchester just off Valley Avenue—giving you the best of both privacy and convenience. This spacious home offers 4 bedrooms and 4 bathrooms (2 full, 2 half), plus a fully finished basement with flexible space perfect for a den, home office, or even a potential 5th bedroom, complete with its own half

Heloisa Amar Samson Properties

2638 Daniel Terrace, Winchester, VA 22601
/35
$270,000 Sold Mar 03, 2026

239 Chestnut St, Winchester, VA 22601
- 2 Beds
- 1 Bath
- 1,176 Sq Ft
- Built 1976
Last Sold Summary
- $230/SF
- 100 Days On Market
Current Estimated Value $285,286

Last Listing Agent William Wertz Wildhawks Realty LLC

239 Chestnut St, Winchester, VA 22601

/22
Not Listed For Sale

3146 Eton Place, Winchester, VA 22601
- 3 Beds
- 2.5 Baths
- 1,928 Sq Ft
- Built 2024
3146 Eton Place, Winchester, VA 22601

Last Sold Summary
- $210/SF
- 51 Days On Market
- Last Sold Price $405,250
- Sep 25, 2024
Last Listing Agent Brittany Newman DRB Group Realty, LLC

/30
$369,990 New Construction
- 3 Beds
- 3.5 Baths
- 1,784 Sq Ft
214 Monteith Dr, Winchester, VA 22601

MOVE-IN READY! END OF ROW, 3 Level Townhome with 3 bedrooms! Come and see Winchester's BRAND NEW LUXURY TOWNHOME COMMUNITY. Step into modern living with this stunning 3-level townhome offering 3 bedrooms and 3.5 baths. Designed for comfort and style, this home features box bay windows in both the front and rear, filling every floor with natural light. Enjoy the convenience of an attached 1-car

DRB Homes Builder

214 Monteith Dr, Winchester, VA 22601
/12
$900

Total Monthly Price
- 1 Bed
- 1 Bath
- 300 Sq Ft
- Condo for Rent
719 S Braddock St Unit Master Bedroom, Winchester, VA 22601

719 S Braddock St Unit Master Bedroom, Winchester, VA 22601
/40
$449,990 Sold Aug 12, 2025

1827 Reese Ct, Winchester, VA 22601
- 4 Beds
- 3.5 Baths
- 1,923 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $234/SF
- 6 Days On Market
D.R. Horton Abrams Crossing at Meadow Branch

1827 Reese Ct, Winchester, VA 22601

/22
Not Listed For Sale

3132 Eton Place, Winchester, VA 22601
- 3 Beds
- 2.5 Baths
- 2,074 Sq Ft
- Built 2024
3132 Eton Place, Winchester, VA 22601

Last Sold Summary
- $193/SF
- 21 Days On Market
- Last Sold Price $400,736
- Sep 24, 2024
Last Listing Agent Brittany Newman DRB Group Realty, LLC

Showing Results 121 - 160, Page 4 of 18

Virginia Winchester County

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Winchester County, VA Homes

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