Winchester, VA Homes

/41
$410,000
- 4 Beds
- 2.5 Baths
- 1,800 Sq Ft
115 Etnam St, Winchester, VA 22602

Well maintained colonial in a mature neighborhood. Take a look at the curb appeal as you pull up to the large front porch. Walk through the front door to find a generous sized dining room. The kitchen is a welcoming place to cook all of your favorite meals. There is great counterspace for easy food prep. Off the kitchen you will find 2 living spaces, great for spreading out and having your own

Dave Spence RE/MAX Roots

115 Etnam St, Winchester, VA 22602
/32
$1,400 per month
- 1 Bath
- 650 Sq Ft
- Condo for Rent
402 S Loudoun St Unit 5, Winchester, VA 22601

History Meets Modern DayOn the doorstep of Winchester’s Historic Pedestrian Mall this Modern and Chic Apartment awaits your occupancy. The short distance to the walking mall with the perfect new brick sidewalks is a delight! Imagine this stroll every time you would like some fresh air, coffee, a meal or some live music!This historic all brick building has been completely restored

Jen Richards MarketPlace REALTY

402 S Loudoun St Unit 5, Winchester, VA 22601
/29
$599,977 Sold Jul 10, 2025
- 2,853 Sq Ft
- $210/SF
- 197 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2024
465 Skylar Lanes Way, Winchester, VA 22603

Move-in ready, this new construction sits on 2.92 acres! Introducing the Rockford, a stunning single-family home meticulously designed by Maronda Homes, offering a spacious and luxurious living space of 2,835 square feet. As you approach the house, you are greeted by a welcoming 16 ft x 6 ft front porch that sets the tone for what lies within. Upon entering, the open front room and foyer

Dick Bryan New Home Star Virginia, LLC

465 Skylar Lanes Way, Winchester, VA 22603

/33
Est $422,771 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,366 Sq Ft
417 Circle Dr, Winchester, VA 22601

417 Circle Dr, Winchester, VA 22601

/34
$350,000
- 3 Beds
- 2.5 Baths
- 2,436 Sq Ft
216 Monticello Square, Winchester, VA 22602

Step into this beautifully designed 3-level townhome that offers both space and sophistication. With 3 bedrooms, 2.5 baths, and a 1-car garage, this home balances comfort and functionality perfectly. Interior Highlights:An upgraded kitchen featuring modern appliances, stylish cabinetry, and ample counter space—ideal for cooking and entertaining.Not one, but two spacious living areas

LESLIE WEBB Long & Foster Real Estate, Inc.

216 Monticello Square, Winchester, VA 22602
/13
$2,500 per month
- 3 Beds
- 2.5 Baths
- 1,634 Sq Ft
- Townhouse for Rent
126 Maury Way, Winchester, VA 22602

Almost new. Well mainted home located in the 55+ community of Winchester Landing. Main level primary suite with walk-in closet, hardwood floor, and tiled bathroom floor and shower. Kitchen complete with granite counters, stainless steel appliances, gas cooking, island, and tile backsplash. Hardwood and Tile flooring throughout the main level. Two additional bedrooms with hardwood flooring on the

Rodolfo Balarezo LPT Realty, LLC

126 Maury Way, Winchester, VA 22602
/64
$508,500 Sold Jul 09, 2025
- 1,830 Sq Ft
- $278/SF
- 3 Days On Market
- 4 Beds
- 4 Baths
- Built 1972
1104 Milroy Ct, Winchester, VA 22601

Step into this beautifully cared-for home featuring gleaming hardwood floors throughout and a spacious, inviting layout. The large kitchen offers plenty of room for meal prep and flows effortlessly into the dining and living rooms — perfect for family gatherings and entertaining.Enjoy the convenience of a sizable laundry room equipped with a front-loading washer and dryer. The finished

Hailey Mooney Real Broker, LLC

1104 Milroy Ct, Winchester, VA 22601

/36
Est $502,297 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 3,600 Sq Ft
2816 Baldwin St, Winchester, VA 22601

2816 Baldwin St, Winchester, VA 22601

/57
$460,000
- 4 Beds
- 3.5 Baths
- 1,676 Sq Ft
125 Alliance Ct, Winchester, VA 22602

Welcome to this beautifully maintained home in the highly desirable Freedom Manor subdivision in Winchester, VA—ideally located just minutes from shopping, dining, and everyday conveniences. Offering a perfect blend of comfort, functionality, and location, this property is ready to impress.The main level features durable and stylish luxury vinyl plank (LVP) flooring throughout. The living

Rhonda Shade ERA Oakcrest Realty, Inc.

125 Alliance Ct, Winchester, VA 22602
/27
$2,200 per month
- 1 Bed
- 1 Bath
- 700 Sq Ft
- Condo for Rent
210 E Boscawen St Unit 203, Winchester, VA 22601

This one bedroom and one bath apartment overlooks the roof onto Vibrissa's beautiful courtyard and mural. You will have a front row seat to live music and super quick access to tons of Apple Blossom events! Easy to clean and maintain LVP flooring has been installed throughout. The kitchen features a beautiful island, tons of cabinet space, with plenty of drawers for easy organizing, and stainless

Katie Landi Jordan Samson Properties

210 E Boscawen St Unit 203, Winchester, VA 22601
/46
$539,900 Sold Jul 09, 2025
- 2,389 Sq Ft
- $226/SF
- 12 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2004
116 Wayfaring Dr, Winchester, VA 22602

This rancher on the east side of Winchester is pure elegance from the inside out. Wrapped in organic stone hues with fine workmanship details, a stately green door welcomes you from the matching portico. Surrounded by mature landscaping and a lush lawn, you know you’re in for something special. Inside, sophisticated paint colors, architectural details, high ceilings, natural light, and pristine

Dan Whitacre Colony Realty

116 Wayfaring Dr, Winchester, VA 22602

/52
Est $407,149 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,702 Sq Ft
209 W Cedarmeade Ave, Winchester, VA 22601

209 W Cedarmeade Ave, Winchester, VA 22601

/25
$445,000
- 4 Beds
- 3.5 Baths
- 2,892 Sq Ft
112 Hites St, Winchester, VA 22602

No HOA! Discover the expanded comfort of this charming home, featuring a spacious addition completed in 2011. Two master suites: one upstairs and the other one at the main level—it’s ideal for multigenerational living or a private in-law suite. Enjoy a fenced backyard, attached single-car garage, and updates including a newer roof (2015) and HVAC system with heat pump and gas furnace (2011). The

Rocio Benavides Orus Realty Inc

112 Hites St, Winchester, VA 22602
/13
$1,700 per month
- 2 Beds
- 2 Baths
- 1,173 Sq Ft
- Condo for Rent
5 Brookland Ct, Winchester, VA 22602

Well maintained 2 bedroom 2 bath unit on 2nd floor. Gas fireplace and private balcony. Ready for move in. Landlord requires Minimum credit score of 700 and income of 3X the rent. Pets are welcome case by case. No prior evictions. Apply online using RentSpree link. All adults over 18 must apply $35 application fee per applicant.

Hushai Mesfin Samson Properties

5 Brookland Ct, Winchester, VA 22602
/29
$350,000 Sold Jul 09, 2025
- 1,200 Sq Ft
- $292/SF
- 4 Days On Market
- 3 Beds
- 2 Baths
- Built 1978
1109 Opequon Ave, Winchester, VA 22601

This delightful single-level home sits in the heart of vibrant Winchester City. Meticulously updated and maintained, it features an updated kitchen boasting stainless steel appliances (all less than five years old), tasteful subway tile backsplash and classic quartz countertops. Offering three bedrooms, two FULL bathrooms, a living room AND a den, the design and layout can meet all of your

Stephanie Ryall Realty ONE Group Old Towne

1109 Opequon Ave, Winchester, VA 22601

/53
Est $430,794 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,518 Sq Ft
102 Russelcroft Rd, Winchester, VA 22601

102 Russelcroft Rd, Winchester, VA 22601

/23
$300,000
- 2 Beds
- 2 Baths
- 1,446 Sq Ft
209 S Braddock St, Winchester, VA 22601

Opportunity is knocking! Here's your chance to purchase a unique home in the beautiful Winchester Historic district. Freshly painted interior is light and bright-Step inside to hardwood flooring on your left is the formal living room featuring a decorative brick fireplace with a mantel to display your treasures, on the main level you will find a full bath, laundry, and kitchen with Tiled Floors-

Manuela Moyer Long & Foster Real Estate, Inc.

209 S Braddock St, Winchester, VA 22601
/2
$1,630 per month
- 2 Beds
- 2 Baths
- 1,173 Sq Ft
- Condo for Rent
129 8 Brookland Terrace Unit 8, Winchester, VA 22602

Freshly painted and new flooring, clean and move-in ready for immediate occupancy. Dogs case-by-case. Great location just off Rt. 7. Two bedrooms, two full baths, balcony. Credit 680+ and no more than 2 applicants to qualify.

Leslie Carpenter Compass

129 8 Brookland Terrace Unit 8, Winchester, VA 22602
/23
$270,000 Sold Jul 08, 2025
- 5 Days On Market
- 3 Beds
- 2 Baths
- Built 2013
332 Caldwell Ln, Winchester, VA 22602

Here is your opportunity to own over 2.5 acres within minutes of Downtown Winchester. This property is located at the very end of a street with no cut through. The land is relatively flat and the septic system was recently inspected and fully repaired. This manufactured home is deeded as real estate and completely move-in ready. Neighboring properties also have large yards so there is plenty

Lori Bales Keller Williams Realty

332 Caldwell Ln, Winchester, VA 22602

/27
Est $324,919 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,199 Sq Ft
2939 S Pleasant Valley Rd, Winchester, VA 22601

2939 S Pleasant Valley Rd, Winchester, VA 22601

/16
$150,000
- 3 Beds
- 2 Baths
- 2,016 Sq Ft
119 Averell Ave Unit 497, Winchester, VA 22603

Welcome to Regency Lakes a all age active and vibrant community, where you can find your dream home.We have a beautiful maintenance free home that has a brand new roof with a transferable 30 year warranty. It has a beautiful gas fire place for those cold winter nights. New LPV flooring throughout the home, 2 year old HVAC system, 5 year old water heater and a recently installed water softner. The

Kristina Kelly Regency Lakes

119 Averell Ave Unit 497, Winchester, VA 22603
/2
$1,800 per month
- 3 Beds
- 4 Baths
- 1,680 Sq Ft
- Townhouse for Rent
103 Ridge Ct, Winchester, VA 22603

Currently being painted and will include new carpet.One car garage, 3 bedroom 2 full bath, 2 half baths, with updated appliances in eat-in kitchen that leads to a deck with tree lined view and plenty of windows to allow the light in. Basement fully finished with a half bath and separate access to outside and a laundry area. Townhouse is located with easy access to shopping and major travel

Janet Jackson MarketPlace REALTY

103 Ridge Ct, Winchester, VA 22603
/33
$375,000 Sold Jul 08, 2025
- 1,215 Sq Ft
- $309/SF
- 17 Days On Market
- 3 Beds
- 2 Baths
- Built 1966
790 McDonald Rd, Winchester, VA 22602

Beautifully Updated 3-Bedroom Home on 1.5+ Acres in Winchester, VADon’t miss this move-in-ready gem—an updated 3-bedroom, 2-bathroom home situated on over 1.5 private acres in beautiful Winchester, Virginia. From top to bottom, this home has been thoughtfully renovated with modern finishes and quality upgrades throughout.Step inside to find brand-new hardwood floors, fresh paint,

Caleb Fowler Samson Properties

790 McDonald Rd, Winchester, VA 22602

/19
Est $323,929 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,199 Sq Ft
2927 S Pleasant Valley Rd, Winchester, VA 22601

2927 S Pleasant Valley Rd, Winchester, VA 22601

/46
$460,000
- 4 Beds
- 2.5 Baths
- 2,523 Sq Ft
2876 Packer St, Winchester, VA 22601

Spacious 4-Bedroom Colonial in a Prime Winchester Location!This 4-bedroom, 2.5-bath colonial offers over 2,500 square feet of finished living space across three levels, ideally located just minutes from I‐81 and Route 66 for easy commuting and convenience.Inside, hardwood floors span the main level, where a bright, open layout is perfect for everyday living and entertaining. The kitchen

Kristina Towns Weichert Realtors - Blue Ribbon

2876 Packer St, Winchester, VA 22601
/14
$1,375 per month
- 2 Beds
- 1 Bath
- 1,036 Sq Ft
- House for Rent
131 S Purcell Ave, Winchester, VA 22601

Rebecca Sims Century 21 Redwood Realty

131 S Purcell Ave, Winchester, VA 22601
/57
$424,000 Sold Jul 08, 2025
- 1,720 Sq Ft
- $247/SF
- 17 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1928
803 Berryville Ave, Winchester, VA 22601

Your search ends here...This charming 4 bedroom home is an exquisitely restored 1928 American Four Square, just minutes from Winchester’s Historic District and a commuter’s dream with easy access to Leesburg, Tysons Corner, and the DC Metro area.**This timeless beauty has been *renovated from top to bottom*, blending historic charm with modern luxury. Step through the generous foyer and

Tanya Spotts Long & Foster Real Estate, Inc.

803 Berryville Ave, Winchester, VA 22601

/23
Est $352,826 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,388 Sq Ft
2919 S Pleasant Valley Rd, Winchester, VA 22601

2919 S Pleasant Valley Rd, Winchester, VA 22601

/52
$250,000
- 3 Beds
- 3 Baths
- 2,090 Sq Ft
123 Old Bethel Ln, Winchester, VA 22603

Welcome to 123 Old Bethel Ln – a spacious manufactured home situated on a beautiful lot that may exceed tax-recorded acreage (buyer to verify with survey). This property has served as a long-time family home and is now ready for a new chapter—offering affordability, space, and potential. The home includes multiple living areas, intact appliances, some updated windows, and a layout that could be

Fawn Deitsch RE/MAX Gateway

123 Old Bethel Ln, Winchester, VA 22603
/19
$2,500 per month
- 3 Beds
- 2.5 Baths
- 1,637 Sq Ft
- House for Rent
114 Haida Ln, Winchester, VA 22602

Welcome to this spacious and inviting home featuring 3 bedrooms, 2.5 bathrooms, an open loft, and a 2-car garage. Whether you’re looking for a quiet office space or a second living area, the open loft upstairs offers that perfect flexibility.Step into the bright and airy open-concept living room, which flows seamlessly into a well-appointed eat-in kitchen. The kitchen features a tasteful

Mauricio Argandona Fairfax Realty Select

114 Haida Ln, Winchester, VA 22602
/31
$117,000 Sold Jul 08, 2025
- Land
- 23 Acres
- $5,039 per Acre
- 137 Days On Market
0 Bear Trail Unit VAFV2023242, Winchester, VA 22602

Idyllic mostly wooded mountain top sanctuary made up of three parcels with many residential and recreational possibilities. Located just a few miles west of Winchester above Shawneeland. The large parcel is part of the Great North Mountain Wilderness community. The soil work on one of the small parcels is approved for a two bedroom septic system and the owner has stated that at one time the large

Chad Pangle Whitetail Properties Real Estate, LLC

0 Bear Trail Unit VAFV2023242, Winchester, VA 22602

/19
Est $334,189 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,199 Sq Ft
2951 S Pleasant Valley Rd, Winchester, VA 22601

2951 S Pleasant Valley Rd, Winchester, VA 22601

/39
$419,900
- 5 Beds
- 2 Baths
- 2,363 Sq Ft
707 S Braddock St, Winchester, VA 22601

Welcome to this charming, fully remodeled home located in the heart of Winchester.Experience the timeless appeal of Old Winchester charm, just minutes from the vibrant walking mall, shops, restaurants, and the famous Apple Blossom Parade route. This beautifully remodeled home features LVP flooring throughout and a light-filled open floor plan that seamlessly blends historic character with

Heloisa Amar Samson Properties

707 S Braddock St, Winchester, VA 22601
/2
$1,750 per month
- 3 Beds
- 3 Baths
- 2,224 Sq Ft
- House for Rent
201 Cochise Trail, Winchester, VA 22602

3 Bed/3 Bath log rancher with a finished basement apporximately six miles from Winchester Medical Center and downtown Winchester. Over 2,200 sq ft of living space! Spacious yard & driveway. Enjoy Cherokee Lake where residents can enjoy amenities like Cherokee Beach, playgrounds, and a 4-hole golf course in addition to the lake activities. Rent Spree application link attached to listing. **670+

Sheila Pack RE/MAX Roots

201 Cochise Trail, Winchester, VA 22602
/45
$450,000 Sold Jul 07, 2025
- 1,782 Sq Ft
- $253/SF
- 3 Beds
- 2 Baths
- Built 1999
212 Bentley Ave, Winchester, VA 22602

Welcome to 212 Bentley Ave, Winchester VA! One level living! Move in ready! Fresh paint throughout, including ceilings, walls, and trim! New carpet in bedrooms! You are going to love this ranch home with split bedroom floorplan. INTERIOR: Enjoy bamboo floors throughout the main living space. Living room and family room both open up to rear deck! Updated kitchen with newer stove replaced in the

Jennifer Avery Crum Realty, Inc.

212 Bentley Ave, Winchester, VA 22602

/19
Est $330,141 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,199 Sq Ft
2947 S Pleasant Valley Rd, Winchester, VA 22601

2947 S Pleasant Valley Rd, Winchester, VA 22601

/36
$390,000
- 3 Beds
- 2.5 Baths
- 1,664 Sq Ft
111 Old Dominion Dr, Winchester, VA 22603

Welcome to 111 Old Dominion Dr — a beautifully maintained colonial nestled in a desirable Winchester neighborhood. This 3-bedroom, 2.5-bath detached home offers 1,664 square feet of bright, open living space featuring crown molding, recessed lighting, and modern finishes throughout (roof was changed in 2021, AC changed in 2021, water heater in 2021). The updated kitchen boasts quartz countertops,

Carolina Mosquera Weichert, REALTORS

111 Old Dominion Dr, Winchester, VA 22603
/10
$58,900 Sold Jul 07, 2025
- Land
- 0.69 Acre
- $85,362 per Acre
- 23 Days On Market
Lots 6 & 7 Glen Ridge Rd, Winchester, VA 22602

Amazing builder opportunity, new section availability. 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

Bradley Comstock ERA Oakcrest Realty, Inc.

Lots 6 & 7 Glen Ridge Rd, Winchester, VA 22602

/13
Est $364,695 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,248 Sq Ft
2912 Grace St, Winchester, VA 22601

2912 Grace St, Winchester, VA 22601

/91
$959,000
- 4 Beds
- 4.5 Baths
- 6,566 Sq Ft
1509 Stone House Ct, Winchester, VA 22601

Perched on the edge of the walking trail with fall views of the lake, and host to a private oasis in the back yard, you'll find 1509 Stone House Court, one of the largest homes in Morlyn Hills. The current owners added the pool, extensive hardscaping, retainer walls, privacy fence, and a composite deck with angled stairs to the pool area. Marble floors welcome you to a light filled foyer that

Natalie Langford ERA Oakcrest Realty, Inc.

1509 Stone House Ct, Winchester, VA 22601

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