Winchester, VA Homes

/12
$54,900
- Land
- 0.73 Acre
- $75,205 per Acre
LOTS 7 & 8 Manor Dr, Winchester, VA 22602

Limited opportunity to pick up a prime building site in a desirable, rural community that is thriving and growing! High View Manor features lovely, new construction with some green space between homes, and mature trees all around. Ready to build lots just minutes from town, perfect for someone who wants to be in a community, but still have some space between neighbors. Lots 7 & 8 are being sold

Bradley Comstock

ERA Oakcrest Realty, Inc.

(540) 565-5562

LOTS 7 & 8 Manor Dr, Winchester, VA 22602
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/21
$2,400 per month
- 4 Beds
- 3.5 Baths
- 1,889 Sq Ft
- Townhouse for Rent
172 Munsee Cir, Winchester, VA 22602

Brand New Luxury End Unit Townhome!! Excellent Location!! Be the first to live in this stunning, brand-new three-level townhome at The Retreat at Winding Creek! This Adams design offers 1,889 sq. ft. of stylish and spacious living, perfect for modern families and professionals alike. Features You'll Love: 4 Bedrooms & 3.5 Bathrooms: Enjoy ample space and privacy for everyone. Modern Kitchen:

venkateswararao nekkalapudi Alluri Realty, Inc.

172 Munsee Cir, Winchester, VA 22602
/9
$225,000 Sold Nov 24, 2025
- Land
- 5.75 Acres
- $39,130 per Acre
- 87 Days On Market
Lot 3 Cedar Creek Grade, Winchester, VA

Beautiful lot in a small neighborhood on the very desirable west side of Winchester off Cedar Creek Grade! Lot is already perked for 4 BR septic system. This opportunity doesn’t come along often! Rolling hills with beautiful surroundings and views. The location is less than 10 minutes to grocery stores, downtown Winchester, or Winchester Medical Center. It’s also located within 2 miles of Marker

Lori Bales Keller Williams Realty

Lot 3 Cedar Creek Grade, Winchester, VA

/141
Est $1,837,074 Not Listed For Sale
- 4 Beds
- 5.5 Baths
- 7,773 Sq Ft
210 Rubinette Way, Winchester, VA 22602

210 Rubinette Way, Winchester, VA 22602

/3
$674,990 New Construction
- 3 Beds
- 2 Baths
- 1,954 Sq Ft
Lot 23 Williamson, Winchester, VA 22602

The Drexel home design is a spacious and versatile single-family home designed to suit a variety of lifestyles. With 3,213 finished square feet, the Drexel offers generous living space that can be customized to meet your needs. It features main-level living with three bedrooms, including a private master suite with a walk-in closet and en-suite bathroom, along with two full bathrooms and a 2-car

Maronda Homes

Builder

Lot 23 Williamson, Winchester, VA 22602
/46

$1,770 - $2,660 per month

Stuart Hill

1 - 3 Beds

1981 Randolph Place, Winchester, VA 22601

Nestled in the picturesque Shenandoah Valley in historic Winchester, Virginia, Stuart Hill Apartments combines convenience, a quality lifestyle, and warm, personalized service. Ideally situated just minutes from Historic Downtown Winchester, local shopping and dining, Shenandoah University, and the top-rated Winchester Medical Center, our community offers unparalleled access to everything you

1981 Randolph Place, Winchester, VA 22601
/48
$349,900 Sold Nov 24, 2025
- 2,444 Sq Ft
- $143/SF
- 29 Days On Market
- 3 Beds
- 4 Baths
- Built 2012
105 Worsham Terrace, Winchester, VA 22602

This Is IT! Updated and modern 3 bed/ 4 bath Townhome, ready for You! Ground level entry leads up the stairway, to your main level living. Take in your bright and open Living Room, with ample natural light flooding in, and powder room just off entry. Stepping into the modern Kitchen, enjoy the granite counters, extended center island, hardwood floors, and ceiling-height cabinets. With space to

Cindy Greenya Keller Williams Realty

105 Worsham Terrace, Winchester, VA 22602

/17
Est $270,727 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 734 Sq Ft
228 Weems Ln, Winchester, VA 22601

228 Weems Ln, Winchester, VA 22601

/10
$619,880 New Construction
- 4 Beds
- 4.5 Baths
- 3,191 Sq Ft
107 Malbec Rd, Winchester, VA 22602

The Rockford home design offers a thoughtful blend of modern functionality and classic comfort, perfect for homeowners who value both style and efficiency. With 4 bedrooms, 2 to 3 bathrooms, and 2,533 square feet of living space, the Rockford is an ideal choice for first-time buyers, growing families, or anyone looking to right-size their lifestyle.Step inside to find an inviting open-concept

Maronda Homes

Builder

107 Malbec Rd, Winchester, VA 22602
/17
$2,900 per month
- 4 Beds
- 3.5 Baths
- 2,472 Sq Ft
- House for Rent
2639 Middle Rd, Winchester, VA 22601

Discover the charm of this delightful Colonial-style home nestled in the serene Westridge community. Built in 1998, this spacious detached residence boasts 4 inviting bedrooms and 3.5 well-appointed bathrooms, providing ample space for relaxation and comfort. The full daylight basement offers endless possibilities for recreation or storage, while the attached front-entry garage ensures

Minh-Thieng Le Levi Clarke, LLC

2639 Middle Rd, Winchester, VA 22601
/44
$525,000 Sold Nov 24, 2025
- 2,783 Sq Ft
- $189/SF
- 5 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2005
117 Nassau Dr, Winchester, VA 22602

Beautifully Updated & Upgraded Whistler Model with 3-Level Rear Extension including Newer Wide Plank LVP, Carpeting, Lighting & Neutral 2-Tone Paint Throughout! Private Lot backing to Trees | Main Level Library | HUGE Extended Family Rm w/Gas Fireplace | Gourmet Kit w/Center Island Cooktop, Granite Counters & 42" Cabs | Sunny Breakfast Rm | Oversized Primary Suite w/Large Sitting Rm, 2 Walk-In

Bob Caines RE/MAX Distinctive Real Estate, Inc.

117 Nassau Dr, Winchester, VA 22602

/83
Est $965,516 Not Listed For Sale
- 4 Beds
- 5 Baths
- 4,632 Sq Ft
420 N Hayfield Rd, Winchester, VA 22603

420 N Hayfield Rd, Winchester, VA 22603

/11
$624,880 New Construction
- 2 Beds
- 2 Baths
- 2,658 Sq Ft
159 Williamson Rd, Winchester, VA 22602

Maronda Homes

Builder

159 Williamson Rd, Winchester, VA 22602
/50

$1,977 - $3,244 per month

The Lofts at Jubal Square

1 - 3 Beds

1864 Old Jube Square, Winchester, VA 22601

Weve got it all at the Lofts at Jubal Square, the newest addition to the charming andhistoric Winchester cityscape. We offer a total commitment to better living, boasting largeapartments with loft and garage options, as well as amenities ideal for all those seeking anexceptional apartment lifestyle. Discover the Lofts at Jubal Square and discover what itmeans to live the good life.

1864 Old Jube Square, Winchester, VA 22601
/56
$539,900 Sold Nov 24, 2025
- 2,847 Sq Ft
- $190/SF
- 56 Days On Market
- 3 Beds
- 3 Baths
- Built 2012
118 Harvest Ridge Dr, Winchester, VA 22601

Beautifully conceived HOME....floorplan maximizes one level living. Meticulously maintained neighborhood of 55 and better homes. Move in ready with freshly painted interior. Updated kitchen with SS appliances. Brand new top of the line HVAC system. Tankless hot water heater. Main level features low level threshold from garage to main entry. Complemented by full basement with large rec room, full

Dallas Croft Samson Properties

118 Harvest Ridge Dr, Winchester, VA 22601

/3
Est $241,500 Not Listed For Sale
403 Panther Dr, Winchester, VA 22602

403 Panther Dr, Winchester, VA 22602

/13
$200,000 Pending
- 3 Beds
- 2 Baths
- 2,430 Sq Ft
163 Cabin Ln, Winchester, VA 22603

Discover the potential in this 3 bedroom, 2 bath home on 6.10 unrestricted acres, the perfect opportunity for buyers looking to create their own country retreat. The home is in need of significant work and is being sold AS IS. Outside, you’ll find a detached garage with an apartment above, ideal for guests, rental income, or multi-generational living. Multiple sheds provide ample storage for

Kerry Wysong

Long & Foster Real Estate, Inc.

(540) 709-8545

163 Cabin Ln, Winchester, VA 22603
/14
$1,625 per month
- 2 Beds
- 2 Baths
- 1,173 Sq Ft
- Condo for Rent
151 Brookland Terrace Unit 8, Winchester, VA 22602

*** TOTALLY REMODELED 2BR/2BA TOP LEVEL CONDO *** FEATURES NEW LUXURY VINYL FLOORING THROUGHOUT; KITCHEN WITH NEW STAINLESS APPLIANCES; FRESH NEUTRAL PAINT; BATHROOMS WITH NEW FLOORING AND VANITIES. WATER/SEWER & TRASH INCLUDED IN RENT. ALL ADULTS WILL BE ON THE LEASE; RENTERS INSURANCE REQUIRED PER LEASE. PLEASE USE THE RENTSPREE ONLINE APPLICATION LINK TO APPLY. LOCKBOX COMBINATION IS IN THE

Linda Lawson Dulles Properties, Inc.

151 Brookland Terrace Unit 8, Winchester, VA 22602
/41
$300,000 Sold Nov 21, 2025
- 1,840 Sq Ft
- $163/SF
- 58 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2009
211 Eastside Ln, Winchester, VA 22602

Welcome to this spacious 4-bedroom, 2.5-bath townhouse in the heart of Winchester! Ideally located for commuters, this home offers quick and easy access to Rt. 7 and I-81. Step inside to find beautiful hardwood flooring throughout the main level and upstairs hallways, offering timeless style, durability, and low-maintenance living. The open floor plan offers generous living and dining areas —

Brooke Bare Samson Properties

211 Eastside Ln, Winchester, VA 22602

/36
Not Listed For Sale
- Studio
- 3,790 Sq Ft
912 S Braddock St, Winchester, VA 22601

912 S Braddock St, Winchester, VA 22601

/6
$55,000 Pending
- Land
- 5.23 Acres
- $10,516 per Acre
0 0 Shockeysville Rd, Winchester, VA 22603

Embrace the serenity of nature on this 5.23-acre wooded lot, offering the perfect blend of privacy, beauty, and possibility. Tucked away in a peaceful setting, this property features a picturesque pond, creating an ideal backdrop for your future home, weekend getaway, or recreational escape. Whether you're dreaming of building a custom home, setting up a private retreat, or simply investing in

Kerry Wysong

Long & Foster Real Estate, Inc.

(540) 329-2751

0 0 Shockeysville Rd, Winchester, VA 22603
/26

$1,195 - $1,795 per month

Fort Collier Terrace

1 - 3 Beds

900-1024 N Braddock St, Winchester, VA 22601

Welcome to Fort Collier Terrace, an inviting community youll love being part of. Our apartments in Winchester, VA, come in one, two, and three-bedroom layouts that range from 800 to 1,000 square feet. Aside from the generous living quarters, youll find everything you need to feel right at home. Located near N Cameron Street and Martinsburg Pike, youre a stones throw away from the top dining,

900-1024 N Braddock St, Winchester, VA 22601
/69
$299,000 Sold Nov 21, 2025
- 2,137 Sq Ft
- $140/SF
- 4 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2009
542 Cardinal Dr, Winchester, VA 22602

4-bedroom Colonial set on a spacious .52-acre lot! This home features 2 full bathrooms, 1 half bath, and a walk-out basement with a partially finished area—perfect for extra living space or storage. The spacious living room opens to a deck, offering seamless indoor-outdoor living and great views of the backyard. Enjoy evenings around the fire pit or host gatherings in your generous outdoor space.

Del Grimes Samson Properties

542 Cardinal Dr, Winchester, VA 22602

/49
Est $413,188 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,728 Sq Ft
110 W Monmouth St, Winchester, VA 22601

110 W Monmouth St, Winchester, VA 22601

/2
$365,000 Coming Soon
- 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
/32
$2,000 per month
- 3 Beds
- 1 Bath
- 1,214 Sq Ft
- House for Rent
675 Berryville Ave, Winchester, VA 22601

Quaint Winchester city home with off street parking, hardwood floors, spacious bedrooms, and near conveniences with swift access to Rt 7/I-81. Formal rooms, decent kitchen, backyard, porches and move in ready should put this one on your radar. RentSpree application required for all interested tenants.

Dave Spence RE/MAX Roots

675 Berryville Ave, Winchester, VA 22601
/36
$335,000 Sold Nov 21, 2025
- 1,232 Sq Ft
- $272/SF
- 26 Days On Market
- 3 Beds
- 2 Baths
- Built 2009
614 Remington Dr, Winchester, VA 22602

Nestled in the serene Wilde Acres, this charming raised ranch offers a perfect blend of comfort and functionality. With 3 bedrooms, 2 full bathrooms, and a large basement. The full basement provides endless possibilities for customization. A finished room in the basement can turn into a large home office or a space for your guest. The basement is roughed in to add a 3rd bathroom. Step outside to

Michael Sprague Samson Properties

614 Remington Dr, Winchester, VA 22602

/66
Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,992 Sq Ft
703 S Loudoun St, Winchester, VA 22601

703 S Loudoun St, Winchester, VA 22601

/58
$445,000 Under Contract
- 4 Beds
- 3.5 Baths
- 2,176 Sq Ft
125 Alliance Ct, Winchester, VA 22602

Welcome to this beautifully maintained home located in the highly sought-after Freedom Manor community in Winchester, VA! Ideally situated just minutes from shopping, dining, and everyday conveniences—with quick access to I-81—this home offers the perfect combination of comfort, functionality, and location.Inside, the main level features stylish and durable luxury vinyl plank (LVP)

Rhonda Shade

ERA Oakcrest Realty, Inc.

(540) 730-2810

125 Alliance Ct, Winchester, VA 22602
/22

$1,375 - $2,065 per month

Blue Ridge Apartments

2 - 4 Beds

2260 Wilson Blvd, Winchester, VA 22601

Discover the perfect blend of comfort and convenience at Blue Ridge Apartments in Winchester, VA. Our recently updated homes feature a variety of floor plans. Nestled in a pet-friendly community, you're just minutes away from Winchester's scenic spots, historic downtown, Apple Blossom Mall, and major employers. With easy access to I-81 and Route 7, the best of Winchester is always within reach.

2260 Wilson Blvd, Winchester, VA 22601
/51
$450,000 Sold Nov 21, 2025
- 2,868 Sq Ft
- $157/SF
- 31 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1990
609 Crystal Ct, Winchester, VA 22601

Welcome to 609 Crystal Court, a beautifully maintained, move-in-ready home that perfectly blends modern updates, cozy comfort, and a friendly feel. Nestled in a quiet cul-de-sac just minutes from historic downtown Winchester, this property offers both tranquility and convenience.Inside, you’ll find bright, open living spaces with 9 ft ceilings on the lower level, contemporary finishes that

Tiffany Hunter ERA Oakcrest Realty, Inc.

609 Crystal Ct, Winchester, VA 22601

/2
Est $256,163 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,120 Sq Ft
127 S Euclid Ave, Winchester, VA 22601

127 S Euclid Ave, 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
/9
$1,650 per month
- 3 Beds
- 1.5 Baths
- 1,200 Sq Ft
- Townhouse for Rent
109 Stratford Dr, Winchester, VA 22601

Charming three-bedroom townhome in Winchester featuring a spacious backyard perfect for outdoor enjoyment. Conveniently located near shopping, dining, and major commuter routes, this home offers both comfort and accessibility. Don’t miss this fantastic opportunity in a prime location!Pets case by case

Amy Emerson-Kerns Cambridge Premier Realty, LLC.

109 Stratford Dr, Winchester, VA 22601
/41
$375,000 Sold Nov 21, 2025
- 1,584 Sq Ft
- $237/SF
- 11 Days On Market
- 2 Beds
- 2 Baths
- Built 2000
105 Buckwood Ln, Winchester, VA 22602

Enjoy the ease of one-level living in this spacious 2-bedroom, 2-bath home located in a well-maintained 55+ community just outside Winchester. Thoughtfully designed with two generously sized primary suites, each with a full bath, this home offers both comfort and privacy. Relax in the enclosed sunroom or unwind on the covered front porch. Additional features include a one-car garage and

Laura White ERA Oakcrest Realty, Inc.

105 Buckwood Ln, Winchester, VA 22602

/72
Est $854,104 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,340 Sq Ft
2101 Cedar Grove Rd, Winchester, VA 22603

2101 Cedar Grove Rd, Winchester, VA 22603

/50
$425,000
- 2 Beds
- 1 Bath
- 864 Sq Ft
220 Chestnut Grove Rd, Winchester, VA 22603

Experience the best of country living with this charming 2-Bedroom, 1-Bath Rancher nestled on 15 unrestricted acres in beautiful Frederick County, VA. Perfect as a full-time residence, weekend retreat, or potential farm, this property offers the peace and privacy of rural life while still being within easy reach of town conveniences.Step inside to find a cozy and move-in ready Home featuring

Laura King

MarketPlace REALTY

(540) 351-9580

220 Chestnut Grove Rd, Winchester, VA 22603
/36

$1,195 - $1,825 per month

Fay Street Apartments

1 - 3 Beds

121 Fay St, Winchester, VA 22602

Live on your own terms with Fay Street Apartments. Find the comfort and convenience you crave among our one, two, and three-bedroom residences, on our well-kept premises, and in the nearby, quaint town of Winchester, VA. Our apartments open doors to a myriad of opportunitieswill you reach out and seize them all.

121 Fay St, Winchester, VA 22602
/51
$689,000 Sold Nov 21, 2025
- 2,250 Sq Ft
- $306/SF
- 164 Days On Market
- 3 Beds
- 2 Baths
- Built 2018
881 Adams Rd, Winchester, VA 22603

Back on the Market and fully Certified! Appraised over asking, All inspections completed (including well and septic) and no defects! Back through no fault of the seller so this is your second chance to acquire this property on 9 unrestricted, private acres! This home may have been constructed in 2018 but it is in New Construction condition with an upgraded package. This 3 bedroom 2 bath Rancher

Kimberly Schroeder Long & Foster Real Estate, Inc.

881 Adams Rd, Winchester, VA 22603

/19
Est $429,373 Not Listed For Sale
- 2 Beds
- 4 Baths
- 2,052 Sq Ft
204 N Kent St, Winchester, VA 22601

204 N Kent St, Winchester, VA 22601

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