Winchester, VA Homes

• 

  

  

  /28

  $150,000

  • Land
  • 5.1 Acres
  • $29,412 per Acre

  0 Hedrick Ln, Winchester, VA 22602

  5.10 Unrestricted Private Acres with Electric, Septic, and Foundation – Ready to Build! Opportunities like this don’t come along often, this beautiful 5.10 acre lot features mature hardwoods and valuable improvements already in place, offering a jump start on your dream build. The property includes an installed 24' x 50' foundation w/ a walk-out basement, an installed three-bedroom septic system,

  Erik Thorpe ERA Valley Realty

  0 Hedrick Ln, Winchester, VA 22602
• 

  

  

  /19

  $1,850 per month

  • 3 Beds
  • 2.5 Baths
  • 1,488 Sq Ft
  • Townhouse for Rent

  127 Lighthouse Ln, Winchester, VA 22602

  Location, Location, Location!!! This 3 level townhome features 3 bedrooms, 2 1/2 baths, large eat-in country kitchen with pantry, living room, office and garage with auto-opener. All appliances included. There is a deck off the dining area. Primary bedroom has full bath and walk-in closet. Community amenities include fenced pool and mowing. Landlord pays the HOA Fee. Non smoking. No

  Barbara Gaul Jim Barb Realty, Inc.

  127 Lighthouse Ln, Winchester, VA 22602
• 

  

  

  /24

  $385,000 Sold Oct 21, 2025

  • 1,970 Sq Ft
  • $195/SF
  • 30 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2023

  158 Tye Ct, Winchester, VA 22602

  Welcome to this end-unit Lancaster Model by Lennar Homes which is only 2 years young and offers the perfect blend of modern style and low-maintenance living. The open-concept main level features durable LVP flooring, granite countertops, stainless steel appliances, and a spacious kitchen island with a deep sink, disposal, and bar seating. A convenient half bath completes the main floor. Just off

  Richie Hanna RE/MAX Gateway

  158 Tye Ct, Winchester, VA 22602
• 

  

  

  /34

  Est $384,622 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,847 Sq Ft

  523 Applecroft Rd, Winchester, VA 22601

  523 Applecroft Rd, Winchester, VA 22601
• 

  

  

  /25

  $625,000

  • 5 Beds
  • 4 Baths
  • 3,550 Sq Ft

  681 Hillman Dr, Winchester, VA 22601

  No HOA! Only 2 years young! Main floor bedroom + full bath! Thoughtfully designed and meticulously maintained, this property blends comfort, style, and functionality across every level. The attached 2-car garage provides convenience and additional storage. Designer finishes, a spacious custom shower, and elegant details that create a spa-like experience. Third floor has a large entertaining loft

  Sarah Reynolds Keller Williams Realty

  681 Hillman Dr, Winchester, VA 22601
• 

  

  /31

  $2,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,220 Sq Ft
  • Townhouse for Rent

  290 Sage Cir, Winchester, VA 22603

  Welcome Home! This move-in ready end-unit townhome in Regents Crest sits on a desirable corner lot with a larger yard that backs to a wooded nature path and walking trail for extra privacy. Offering 3 bedrooms, 2.5 baths, and a 1-car garage, this bright and open home is designed for comfort and convenience.The entry level includes a welcoming foyer with a large coat closet, garage access,

  Rachel Olsen Keller Williams Realty

  290 Sage Cir, Winchester, VA 22603
• 

  

  /30

  $325,000 Sold Oct 20, 2025

  • 1,529 Sq Ft
  • $213/SF
  • 31 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  966 Woodstock Ln, Winchester, VA 22601

  Beautiful 3-bedroom, 2-bath split-foyer home in the heart of Winchester City! The main level features hardwood floors, an open kitchen/dining/living layout, and an eat-in kitchen with stainless steel appliances and upgraded countertops. The upper-level bath includes a tiled floor, vanity, and tub surround. The finished basement offers a spacious family room with a brick hearth, third bedroom,

  Anselm Tamasang Weichert Realtors - Blue Ribbon

  966 Woodstock Ln, Winchester, VA 22601
• 

  

  /54

  Est $532,009 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,495 Sq Ft

  604 Kernstown Ct, Winchester, VA 22601

  604 Kernstown Ct, Winchester, VA 22601
• 

  

  /71

  $449,900

  • 3 Beds
  • 2.5 Baths
  • 2,012 Sq Ft

  4403 Back Mountain Rd, Winchester, VA 22602

  Nestled on two private wooded acres, 4403 Back Mountain Road in Winchester, VA offers a peaceful country retreat with no HOA or restrictions. Built in 2001, this traditional Colonial-style home features approximately 2,012 square feet of comfortable finished living space, including three bedrooms and two and a half baths . The walk-out basement provides excellent storage and potential for future

  RoxAnn Grimes RE/MAX Roots

  4403 Back Mountain Rd, Winchester, VA 22602
• 

  

  /10

  $1,540 per month

  • 2 Beds
  • 2 Baths
  • 1,173 Sq Ft
  • Condo for Rent

  129 8 Brookland Terrace Unit 8, Winchester, VA 22602

  December **RENT SPECIAL**: Half off January 2026 rent with approved application and Lease start date of December 15, 2025. Freshly painted and new flooring, clean and move-in ready for immediate occupancy. New LVP flooring throughout, new flooring in the bathrooms and new toilets. Light-filled unit with outdoor balcony. New stove and dishwasher just installed. Dogs case-by-case, no cats. Great

  Leslie Carpenter Compass

  129 8 Brookland Terrace Unit 8, Winchester, VA 22602
• 

  

  /36

  $385,000 Sold Oct 20, 2025

  • 1,215 Sq Ft
  • $317/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1966

  790 McDonald Rd, Winchester, VA 22602

  Welcome to this charming 3-bedroom, 2-bath ranch-style home, perfectly situated on over 1.5 acres in a peaceful yet convenient Winchester location. This property offers the best of both worlds — a private setting with plenty of space to spread out, while still being just minutes from restaurants, shopping, and everyday amenities. With easy access to Interstate 81, Route 37, Route 50, and Route 7,

  Brian Doman Preslee Real Estate

  790 McDonald Rd, Winchester, VA 22602
• 

  

  /90

  Est $541,978 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,632 Sq Ft

  627 Pritchards Hill Ct, Winchester, VA 22601

  627 Pritchards Hill Ct, Winchester, VA 22601
• 

  

  /48

  $550,000

  • 3 Beds
  • 1.5 Baths
  • 2,177 Sq Ft

  216 Fairmont Ave, Winchester, VA 22601

  Classy colonial on the stately Fairmont Avenue with million dollar homes nearby, walking mall in close proximity with a plethora of boutique shops and eateries. The 2000 square feet is designed for comfort and coziness accented by 9ft ceilings, sunlit formal rooms, a well appointed kitchen, spacious bedrooms, adorable loft on 3rd level for a playroom/den/office, and the best part is entering your

  Dave Spence RE/MAX Roots

  216 Fairmont Ave, Winchester, VA 22601
• 

  

  /58

  $3,000 per month

  • 4 Beds
  • 3 Baths
  • 3,060 Sq Ft
  • House for Rent

  209 N Washington St, Winchester, VA 22601

  Live in the heart of historic Winchester! This beautifully maintained 1853 home on Washington Street offers more than just a place to live—it’s a lifestyle. With over 3,000 square feet of finished space, this one-of-a-kind rental blends timeless character with modern updates just blocks from the Old Town Walking Mall and steps from the Apple Blossom Parade Route. Inside, you’ll find 10-foot

  Chris Roszko Colony Realty

  209 N Washington St, Winchester, VA 22601
• 

  

  /61

  $530,000 Sold Oct 20, 2025

  • 3,263 Sq Ft
  • $162/SF
  • 198 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1992

  1380 Magruder Ct, Winchester, VA 22601

  ANOTHER SIGNIFICANT PRICE REDUCTION!!!Rare opportunity in a most desirable location...walk to the Museum of the Shenandoah Valley and Winchester Medical Center!! Close to Old Town Winchester and other shopping. Well maintained colonial style home in highly sought after Downs at Meadow Branch community. Bright and airy with lots of natural light, 4 bedroom, 2.5 baths with incredibly large

  Stuart Wolk ERA Oakcrest Realty, Inc.

  1380 Magruder Ct, Winchester, VA 22601
• 

  

  /49

  Est $547,085 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,424 Sq Ft

  2833 Saratoga Dr, Winchester, VA 22601

  2833 Saratoga Dr, Winchester, VA 22601
• 

  

  /51

  $430,000

  • 4 Beds
  • 2 Baths
  • 1,920 Sq Ft

  133 Cardinal Ln, Winchester, VA 22602

  Welcome to this well maintained and fully remodeled split foyer, tucked away in a private cul-de-sac setting. Located just minutes from route 7 and I-81, commuting will be a breeze. Brand new LVP flooring flow seamlessly across both levels, as does the neutral colors throughout. The spacious eat-in kitchen is the heart of the home-with white cabinetry, granite countertops, tile backsplash and

  Heloisa Amar Samson Properties

  133 Cardinal Ln, Winchester, VA 22602
• 

  

  /15

  $1,750 per month

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Townhouse for Rent

  307 Willowbrook Ct, Winchester, VA 22602

  Located in the highly sought-after East End of Winchester, this exceptional all-brick end-unit townhome is just minutes from Rt. 7 and I-81, offering an unbeatable commuter location. Close to shopping and only a short drive to the charming downtown Winchester walking mall, this home is perfectly positioned for convenience and comfort.Meticulously maintained by the owners, this move-in ready

  Jeff Boppe Long & Foster Real Estate, Inc.

  307 Willowbrook Ct, Winchester, VA 22602
• 

  

  /14

  $364,990 Sold Oct 17, 2025

  • 1,442 Sq Ft
  • $253/SF

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  627 Laurelwood Cir, Winchester, VA 22601

  Move-In Ready Poplar Available at Laurelwood Commons in Winchester, VA! This end unit home features 3 bedrooms, 2.5 baths, 1-car garage, 1,442 square feet, October delivery, kitchen island, stainless steel appliances, powder room, LVP flooring throughout the main level and all closing costs paid with use of NVR Mortgage!* Click here to learn more about this home.

  Ryan Homes

  627 Laurelwood Cir, Winchester, VA 22601
• 

  

  /55

  Est $550,629 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,742 Sq Ft

  2821 Saratoga Dr, Winchester, VA 22601

  2821 Saratoga Dr, Winchester, VA 22601
• 

  

  /25

  $384,000

  • 3 Beds
  • 1 Bath
  • 1,918 Sq Ft

  1327 Front Royal Pike, Winchester, VA 22602

  Don't miss this opportunity to own this wonderful, well maintained home. Just minutes from town, this home has hardwood floors throughout and a bright, sunny sunroom facing the spacious back yard. There is a huge shop in the back that would be prefect for the car enthusiast or for additional garage space. The woodstove in the basement rec room would save on heating costs and includes a cute art

  Katherine Solenberger Colony Realty

  1327 Front Royal Pike, Winchester, VA 22602
• 

  

  /50

  $2,500 per month

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft
  • House for Rent

  709 Dicks Hollow Rd, Winchester, VA 22603

  Welcome to this private gem nestled on a corner lot in beautiful Winchester, VA! This stunning 3-bedroom, 2-bath home offers the perfect balance of modern upgrades, comfort, and peace of mind. Step inside to find a fully remodeled primary bathroom featuring a luxurious walk-in shower — a spa-like retreat in the comfort of your own home. The entire house benefits from a state-of-the-art water

  Fehiber Rosario NBI Realty, LLC

  709 Dicks Hollow Rd, Winchester, VA 22603
• 

  

  /20

  $193,000 Sold Oct 17, 2025

  • Land
  • 10 Acres
  • $19,300 per Acre

  • 29 Days On Market

  0 Adams Rd Unit VAFV2034928, Winchester, VA 22603

  Two building lots! These two lots totaling 10-acres are absolutely pristine and just minutes from downtown Winchester. The property features large frontage along quiet and paved Adams Road and Dry Creek Lane. The land features four separate fields surrounded by ample hardwoods. A wet-weather stream bisects the easily walkable property. Wildlife is abundant, including numerous deer and

  Jeffrey Konrady Realty ONE Group Old Towne

  0 Adams Rd Unit VAFV2034928, Winchester, VA 22603
• 

  

  /53

  Est $509,623 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,596 Sq Ft

  2832 Saratoga Dr, Winchester, VA 22601

  2832 Saratoga Dr, Winchester, VA 22601
• 

  

  /46

  $599,900

  • 3 Beds
  • 2 Baths
  • 1,946 Sq Ft

  289 Westview Dr, Winchester, VA 22603

  Welcome to your private contemporary retreat at 289 Westview Drive in Winchester, VA! This truly exceptional property offers the ultimate escape, situated on over 13 magnificent acres with gorgeous mature trees, stunning views, and unparalleled peace and quiet. Step inside the sun-filled main level, featuring an open layout that seamlessly connects the living room, dining room, and kitchen.

  Dan Whitacre Colony Realty

  289 Westview Dr, Winchester, VA 22603
• 

  

  /27

  $2,100 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
• 

  

  /48

  $574,900 Sold Oct 17, 2025

  • 2,602 Sq Ft
  • $221/SF
  • 83 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1995

  1629 Pondview Dr, Winchester, VA 22601

  Discover tranquility and spacious living in this exceptional 4-bedroom, 3.5-bath home, with a main-level primary suite, ideally situated on one half of an acre backing to picturesque trees and wide-open fields. From the moment you step inside, you'll appreciate the meticulously maintained interior and inviting open floor plan. The living room features a cathedral ceiling and a cozy gas fireplace,

  Kerry & Ed Stinson Berkshire Hathaway HomeServices PenFed Realty

  1629 Pondview Dr, Winchester, VA 22601
• 

  

  /50

  Est $463,805 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,968 Sq Ft

  2612 Stonegate Dr, Winchester, VA 22601

  2612 Stonegate Dr, Winchester, VA 22601
• 

  

  /61

  $799,999 Open Sat 11AM - 1:30PM

  • 4 Beds
  • 3.5 Baths
  • 4,461 Sq Ft

  162 Janes Way, Winchester, VA 22602

  Discover this beautifully updated home on 5 private acres in the sought-after Brookneill Subdivision—just minutes from Winchester! The home includes numerous updates, including new hardwood floors through the living room, and stairs, new kitchen cabinets, countertops, sink, and appliances. Upstairs features two huge bedrooms with new carpet, the finished basement offers new luxury vinyl plank

  Tanner Pack RE/MAX Roots

  162 Janes Way, Winchester, VA 22602
• 

  

  /13

  $1,650 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
• 

  

  /8

  $225,000 Sold Oct 17, 2025

  • Land
  • 5.99 Acres
  • $37,563 per Acre

  • 40 Days On Market

  Lot 6 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 an alternative 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

  Lori Bales Keller Williams Realty

  Lot 6 Cedar Creek Grade, Winchester, VA
• 

  

  /46

  Est $432,888 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,961 Sq Ft

  2641 Stonegate Dr, Winchester, VA 22601

  2641 Stonegate Dr, Winchester, VA 22601
• 

  

  /46

  $569,000

  • 4 Beds
  • 2.5 Baths
  • 2,275 Sq Ft

  326 Lehigh Dr, Winchester, VA 22602

  Welcome to 326 Lehigh Drive, a stunning, like-new home in a prime Winchester location—a pristine, only 2-year-old residence that feels brand new! This beautiful 4-bedroom, 2.5-bathroom home boasts exceptional high-end finishes and a modern, desirable design throughout. The interior showcases an airy open-concept layout and a stylish neutral color palette that allows any decorating style to

  Dan Whitacre Colony Realty

  326 Lehigh Dr, Winchester, VA 22602
• 

  /2

  $3,000 per month

  • 4 Beds
  • 3 Baths
  • 2,658 Sq Ft
  • House for Rent

  557 Bellview Ave, Winchester, VA 22601

  Welcome to 557 Bellview Ave. A beautifully remodeled split-level home featuring 4 bedrooms, 3 bathrooms, 2 sunrooms, a deck and new patio with built-in firepit, overlooking Abram's creek. Back yard is equipped with an invisible fence, and landlord will consider pets on a case by case basis. Professional photos to come.

  Matthew Berry MarketPlace REALTY

  557 Bellview Ave, Winchester, VA 22601
• 

  

  /34

  $450,000 Sold Oct 17, 2025

  • 2,052 Sq Ft
  • $219/SF
  • 7 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2016

  711 S Braddock St, Winchester, VA 22601

  This well-maintained 3-bedroom, 3.5-bath home offers bright, open living spaces with plenty of natural light. The main level features a spacious living room, an updated kitchen with stainless steel appliances, and a dining area. The back patio features an open area and green space with a fenced backyard—great for relaxing or entertaining. Upstairs, you’ll find a generous primary suite with a full

  Dave Spence RE/MAX Roots

  711 S Braddock St, Winchester, VA 22601
• 

  

  /21

  Est $393,729 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft

  2627 Stonegate Dr, Winchester, VA 22601

  2627 Stonegate Dr, Winchester, VA 22601
• 

  

  /45

  $400,000

  • 4 Beds
  • 2.5 Baths
  • 2,636 Sq Ft

  100 Winns Cir, Winchester, VA 22602

  Welcome home to Winns Circle! This lovely home is well maintained and ideally located on a corner lot near all that Winchester has to offer. With an open first floor floorplan and lots of room for entertaining, from the large eat in kitchen, to the spacious living room and walkout decking, this home is has so many possibilities! Upstairs hosts four large rooms, ready for hobby spaces, bedrooms,

  Nicole Lewis Coldwell Banker Premier

  100 Winns Cir, Winchester, VA 22602
• 

  

  /10

  $1,550 per month

  • 2 Beds
  • 2 Baths
  • 1,173 Sq Ft
  • Condo for Rent

  3 Brookland Ct, Winchester, VA 22602

  Amy Emerson-Kerns Cambridge Premier Realty, LLC.

  3 Brookland Ct, Winchester, VA 22602
• 

  

  /63

  $805,000 Sold Oct 17, 2025

  • 3,942 Sq Ft
  • $204/SF
  • 59 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1981

  756 Brookneil Dr, Winchester, VA 22602

  Some homes are lived in. Others are lived for. This one? It's the kind of place you wait for—the kind you watch for, and when it finally hits the market, you clear your calendar to see it.Set deep into over 9 private wooded acres, at the very end of a quiet cul-de-sac, this completely rebuilt ranch-style home in Winchester offers something you rarely find anymore: total privacy, modern

  Alexander Bracke Real Broker, LLC

  756 Brookneil Dr, Winchester, VA 22602
• 

  

  /28

  Est $450,435 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,580 Sq Ft

  314 Stonehenge Rd, Winchester, VA 22601

  314 Stonehenge Rd, Winchester, VA 22601

Showing Results 481 - 520, Page 13 of 18