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Winchester Real Estate

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Winchester and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

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Browse All Winchester VA Properties for Sale

1826 Kershaw Ln, Winchester image
1826 Kershaw Ln, Winchester $385,500

This charming one-level home is perfectly situated in one of Winchester's desirable 55+ senior communities, Willow Lawn Cottages at 1826 Kershaw Lane. This pristine home ...

  • 2 Beds
  • 2 Baths
  • Willow Lawn Cottages SubDv.
  • 22601 Zip Code
  • ACTIVE Status
130 Wagtail Ln Unit HOMESITE 1016, Winchester image
130 Wagtail Ln Unit HOMESITE 1016, Winchester $582,490

Designed for Active Adult (55+) living, this never lived-in before SINGLE FAMILY HOME offers main-level living and low-maintenance design at Hiatt Pointe, a gated communi...

  • 3 Beds
  • 3 Baths
  • Hiatt Pointe At Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
132 Wagtail Ln Unit HOMESITE 1015, Winchester image
132 Wagtail Ln Unit HOMESITE 1015, Winchester $598,490

Designed for Active Adult (55+) living, this never lived-in before SINGLE FAMILY HOME offers main-level living and low-maintenance design at Hiatt Pointe, a gated communi...

  • 3 Beds
  • 3 Baths
  • Hiatt Pointe At Snowden Bridge SubDv.
  • 22603 Zip Code
  • ACTIVE Status
805 S Kent St, Winchester image
805 S Kent St, Winchester $319,900

Welcome home! This beautifully maintained two-level home offers 4 bedrooms and 2 full bathrooms in the heart of Winchester. Warm and inviting, the home features a comfort...

  • 4 Beds
  • 2 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE Status
1802 Tilghman Ln, Winchester image
1802 Tilghman Ln, Winchester $394,000

Nestled in the charming CITY OF WINCHESTER, this exquisite cottage-style residence offers a serene retreat for those seeking a luxurious yet comfortable lifestyle. Spanni...

  • 2 Beds
  • 2 Baths
  • City Of Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE Status
1950 Melvor Ln, Winchester image
1950 Melvor Ln, Winchester $650,000

Prime, central Winchester living meets unmatched space and versatility at 1950 Melvor Lane. Set on a generous lot framed by mature foliage, this move-in-ready home offers...

  • 4 Beds
  • 3 Baths
  • Branch South SubDv.
  • 22601 Zip Code
  • ACTIVE Status
405 Spring Valley Dr, Winchester image
405 Spring Valley Dr, Winchester $675,000

Professional photos coming soon! **NO HOA!** Enjoy the privacy, space, and flexibility of over 2 wooded acres in this beautifully maintained property offering an exceptio...

  • 4 Beds
  • 3 Baths
  • Braddock Hills Estates SubDv.
  • 22603 Zip Code
  • ACTIVE Status
414 Grouse Dr, Winchester image
414 Grouse Dr, Winchester $355,000

Discover this charming ranch-style home nestled in the serene Wilde Acres community. With construction still underway, this property offers a unique opportunity to custom...

  • 3 Beds
  • 2 Baths
  • Wilde Acres SubDv.
  • 22602 Zip Code
  • COMING SOON Status
1293 Gough Rd, Winchester image
1293 Gough Rd, Winchester $1,149,000

Exceptional Country Retreat on 2.672 Acres — Designed for Entertaining & Tranquil Living! Discover the perfect balance of elegant entertaining and peaceful country livi...

  • 5 Beds
  • 5 Baths
  • Royal Oaks SubDv.
  • 22602 Zip Code
  • ACTIVE Status
816 Allen Dr, Winchester image
816 Allen Dr, Winchester $129,900

ATTENTION BUILDERS — THE LOT, THE PLANS, AND THE GARAGE ARE ALREADY HERE! Here's an opportunity to get a head start on your next project in Winchester's Eastview Subdivis...

  • Eastview Subdivision SubDv.
  • 22601 Zip Code
  • ACTIVE Status
117 E Pall Mall St, Winchester image
117 E Pall Mall St, Winchester $350,000

**SPECIAL FINANCING INCENTIVE! Sellers to offer up to $8133 in seller subsidy for temporary rate buy down (with Preferred lender) to subsidize and lower monthly payment ...

  • 3 Beds
  • 3 Baths
  • Winchester SubDv.
  • 22601 Zip Code
  • ACTIVE Status
719 Pennsylvania Ave, Winchester image
719 Pennsylvania Ave, Winchester $399,990

COMPLETELY RENOVATED & BETTER THAN NEW! This beautifully renovated home offers 4 bedrooms, 2 full bathrooms, and extensive upgrades throughout including luxurious granite...

  • 4 Beds
  • 2 Baths
  • Loudoun Manor SubDv.
  • 22601 Zip Code
  • ACTIVE Status
Tbb Castle Court, Winchester image
Tbb Castle Court, Winchester $681,120

THE DREXEL | RANCH LIVING ON 0.41 ACRES | LATE SPRING/EARLY SUMMER DELIVERY! Discover elevated main-level living with the beautifully designed Drexel ranch by Maronda Hom...

  • 3 Beds
  • 2 Baths
  • Abrams Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
236 Asbury Rd, Winchester image
236 Asbury Rd, Winchester $524,900

Don't miss this fabulous home in Pioneer Heights. You will love to enjoy the gourmet kitchen with gas stove, stainless steel appliances, granite counters and recessed lig...

  • 4 Beds
  • 3 Baths
  • Pioneer Heights SubDv.
  • 22602 Zip Code
  • ACTIVE Status
170 Mount Vista Dr, Winchester image
170 Mount Vista Dr, Winchester $449,000

PRIVATE 2-ACRE SETTING, TWO FIREPLACES & CONVENIENT WINCHESTER LOCATION! Welcome to 170 Mt Vista Drive in Winchester, VA, where peaceful country living meets everyday con...

  • 3 Beds
  • 2 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • ACTIVE Status
100 Buffalo Trl, Winchester image
100 Buffalo Trl, Winchester $205,000

This well-maintained home is in good overall condition and offers an excellent opportunity for both homeowners and real estate investors. The property is move-in ready, a...

  • 3 Beds
  • 2 Baths
  • Shawnee Land SubDv.
  • 22602 Zip Code
  • ACTIVE Status
113 Teaberry Dr, Winchester image
113 Teaberry Dr, Winchester $549,000

Some homes are beautiful. Some homes are unique. And then there’s **113 Teaberry Drive in Winchester, VA**, a home that apparently decided being both just wasn't enough! ...

  • 4 Beds
  • 3 Baths
  • Briarwood Estates SubDv.
  • 22602 Zip Code
  • ACTIVE Status
106 Country Club Cir, Winchester image
106 Country Club Cir, Winchester $419,900

Looking for space, convenience, and an opportunity to make a home your own? Welcome to 106 Country Club Circle! This 4-bedroom, 3-full-bath home is conveniently located o...

  • 4 Beds
  • 3 Baths
  • A Melvin Lewis SubDv.
  • 22602 Zip Code
  • COMING SOON Status
1400 Gordon Pl, Winchester image
1400 Gordon Pl, Winchester $650,000

NOVEMBER PROMOTION: Seller giving a $15K credit for a 2/1 Interest Rate Buydown or decorator credit with full price ratified contract by 11/23/26 with settlement in Decem...

  • 3 Beds
  • 2 Baths
  • Downs At Meadows Branch SubDv.
  • 22601 Zip Code
  • ACTIVE Status
1868 Rosser Ln, Winchester image
1868 Rosser Ln, Winchester $370,000

Property is in great move-in condition! Many recent improvements (see list in "Documents). Open floor plan, perfect for entertaining. Large Main bedroom, cathedral ceilin...

  • 2 Beds
  • 2 Baths
  • Willow Lawn Cottages SubDv.
  • 22601 Zip Code
  • ACTIVE Status
1074 Merrimans Ln, Winchester image
1074 Merrimans Ln, Winchester $1,459,000

"Stony Acres" is a historic, circa 1846, federal-style home on 10 acres, just minutes from Valley Health and downtown Winchester. Lovingly restored by the current owners,...

  • 5 Beds
  • 5 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • ACTIVE Status
231 Little Pond Ln, Winchester image
231 Little Pond Ln, Winchester $949,900

Unicorn alert! Welcome home to your own private resort!!! Perfectly situated on 3 private acres with no HOA, a custom saltwater pool with fountains and a waterfall, a 3-...

  • 5 Beds
  • 3 Baths
  • Fred E Unger SubDv.
  • 22603 Zip Code
  • COMING SOON Status
2604 Cornerstone Cir, Winchester image
2604 Cornerstone Cir, Winchester $345,000

Low-Maintenance Home in Stonecrest Village Stonecrest Village offers a comfortable Winchester City home in a small, established community with beautiful trees Property Ov...

  • 2 Beds
  • 2 Baths
  • Stonecrest Village SubDv.
  • 22601 Zip Code
  • COMING SOON Status
500 Canyon Rd, Winchester image
500 Canyon Rd, Winchester $535,000

Welcome to this inviting 4-bedroom, 3.5-bath Colonial offering the perfect blend of space, comfort, and classic style. Located in the desirable Sovereign Village communit...

  • 4 Beds
  • 4 Baths
  • Sovereign Village SubDv.
  • 22602 Zip Code
  • ACTIVE Status
1000 Opequon Ave, Winchester image
1000 Opequon Ave, Winchester $185,000

Discover a prime opportunity in Forest Hills subdivision. This charming 3-bedroom, 1-bathroom ranch-style home, offers 1,020 sq. ft. and a full unfinished basement.

  • 3 Beds
  • 1 Baths
  • Forest Hills SubDv.
  • 22601 Zip Code
  • ACTIVE Status
103 Crest Cir, Winchester image
103 Crest Cir, Winchester $289,900

Nestled in the charming Heritage Hills community, this delightful ranch-style home offers a perfect blend of comfort and functionality. With 1,008 sq. ft. , this well-mai...

  • 3 Beds
  • 1 Baths
  • Heritage Hills SubDv.
  • 22602 Zip Code
  • ACTIVE Status
430 Babbs Mountain Rd, Winchester image
430 Babbs Mountain Rd, Winchester $595,000

Set on over 2.5 private, tree-lined acres, this fully renovated Winchester home delivers the perfect blend of country seclusion and modern design. Located off of Apple Pi...

  • 3 Beds
  • 3 Baths
  • Babbs Mountain SubDv.
  • 22603 Zip Code
  • ACTIVE Status
2025 Senseny Rd, Winchester image
2025 Senseny Rd, Winchester $340,000

Welcome to 2025 Senseny Road! This home offers a comfortable layout with a welcoming front porch, recently refreshed with a fresh coat of paint. Inside, you’ll find an in...

  • 3 Beds
  • 2 Baths
  • Senseny Road SubDv.
  • 22602 Zip Code
  • ACTIVE Status
1915 Wayland Dr, Winchester image
1915 Wayland Dr, Winchester — None Available $464,900

There's a lot to love about 1915 Wayland Drive, starting with the location! Tucked into an established Winchester neighborhood, this well-maintained Colonial is just minu...

  • 4 Beds
  • 3 Baths
  • Westside Station SubDv.
  • 22601 Zip Code
  • ACTIVE Status
609 Quartzite Cir, Winchester image
609 Quartzite Cir, Winchester $489,900

Welcome to 609 Quartzite Circle! A beautifully maintained 4-bedroom, 3-bath home offering a spacious and functional layout designed for modern living. The main level fea...

  • 4 Beds
  • 3 Baths
  • Limestone Terrace SubDv.
  • 22601 Zip Code
  • ACTIVE Status
119 Gravenstein Ct, Winchester image
119 Gravenstein Ct, Winchester $1,399,000

AN EXTRAORDINARY OPPORTUNITY Coming Soon 119 Gravenstein Court, a spacious, beautifully maintained home where exceptional quality meets an unforgettable setting. Enj...

  • 5 Beds
  • 5 Baths
  • Stonebrook Farms SubDv.
  • 22602 Zip Code
  • COMING SOON Status
425 Crow Dr, Winchester image
425 Crow Dr, Winchester $355,000

Nestled in the serene Wilde Acres community, this charming split foyer home is a canvas awaiting your personal touch. With construction set to be completed in 2026, you h...

  • 3 Beds
  • 2 Baths
  • Wilde Acres SubDv.
  • 22602 Zip Code
  • COMING SOON Status
102 Duke, Winchester image
102 Duke, Winchester $700,000

**QUICK DELIVERY – DECEMBER 2026!** Welcome to Abrams Pointe, a beautiful new single-family home community featuring spacious homesites in Winchester, Virginia! **W...

  • 4 Beds
  • 5 Baths
  • Abrams Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
0000 Light Rd Ne, Winchester image
0000 Light Rd Ne, Winchester $122,500

Hurry! Don't miss this wooded lot opportunity, in the perfect location on peaceful Light Rd.. No restrictions! Large lot available! WELL ON SITE! Over 8 acres for sale ...

  • 22603 Zip Code
  • ACTIVE Status
112 Killaney Ct, Winchester image
112 Killaney Ct, Winchester $620,000

Pride of ownership exudes from this cul-de-sac Colonial in Raven Pointe. From the moment you walk up to the brick porch to start your tour imagine relaxing in your rocki...

  • 4 Beds
  • 4 Baths
  • Raven Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
694 Round Hill Rd, Winchester image
694 Round Hill Rd, Winchester $300,000

The moment you step inside, you’re enveloped by the unmistakable feeling of HOME. Nestled on an expansive double lot totaling over half an acre, this charming 1950s resid...

  • 3 Beds
  • 1 Baths
  • None Available SubDv.
  • 22602 Zip Code
  • ACTIVE Status
104 Mountain Ldg, Winchester image
104 Mountain Ldg, Winchester $345,000

Peaceful Wooded Views & Numerous Recent Updates! Welcome home to this inviting Colonial built in 2009, offering 1,912 finished sq. ft. across two finished levels. Enjoy h...

  • 3 Beds
  • 3 Baths
  • Wilde Acres SubDv.
  • 22602 Zip Code
  • COMING SOON Status
134 Wilkins Dr, Winchester image
134 Wilkins Dr, Winchester $399,900

Welcome to this spacious 4-bedroom, 2-full-bath split-level home in Winchester! Offering 2,556 square feet of living space, there's plenty of room to spread out and enjoy...

  • 4 Beds
  • 2 Baths
  • Green Acres SubDv.
  • 22602 Zip Code
  • ACTIVE Status
Dicks Hollow Road, Winchester image
Dicks Hollow Road, Winchester $325,000

Rare opportuntiy to own 20 unrestricted acres only minutes from Winchester City! This listing includes two parcels, (5.25 acres and 14.79 acres), each currently vacant, ...

  • 22603 Zip Code
  • PENDING Status
135 Mascouten St, Winchester image
135 Mascouten St, Winchester $600,000

Welcome home to 135 Mascouten St!!! Walk in to find a lovely foyer and flex space, proceeding to an large open and welcoming floor plan with living/dining and kitchen wit...

  • 6 Beds
  • 5 Baths
  • Retreat At Winding Creek SubDv.
  • 22602 Zip Code
  • ACTIVE Status
2631 Jones Rd, Winchester image
2631 Jones Rd, Winchester $352,000

Nestled in Jackson Woods Estates, this charming ranch-style home offers a perfect blend of comfort and functionality. You will love all the large windows allowing tons of...

  • 3 Beds
  • 2 Baths
  • Jackson Woods Estates SubDv.
  • 22602 Zip Code
  • PENDING Status
150 Harvest Ridge Dr, Winchester image
150 Harvest Ridge Dr, Winchester $689,900

Enjoy the best of low-maintenance living in one of the larger homes in this desirable 55+ community, tucked away yet just minutes from all that Winchester has to offer! L...

  • 4 Beds
  • 3 Baths
  • The Village At Harvest Ridge SubDv.
  • 22601 Zip Code
  • ACTIVE Status
1907 Martinsburg Pike, Winchester image
1907 Martinsburg Pike, Winchester $390,000

Beautiful Cape Cod home situated on approximately 0.57 acres, featuring 3 bedrooms, 2 full bathrooms, 1 half bath, a 2-car garage, and ample driveway parking. The home of...

  • 3 Beds
  • 3 Baths
  • Stephenson SubDv.
  • 22603 Zip Code
  • ACTIVE Status
544 Dunlap St, Winchester image
544 Dunlap St, Winchester $220,000

Great investment opportunity in a convenient location just off Route 7! This property offers a spacious layout, off-street parking, and a carport. Hardwood flooring may b...

  • 3 Beds
  • 2 Baths
  • None Available SubDv.
  • 22601 Zip Code
  • ACTIVE Status
Lot 18 Siler, Winchester image
Lot 18 Siler, Winchester $389,900

Build your dream home and enjoy beautiful mountain views through every season! Imagine relaxing on your porch, watching the wildlife, and enjoying the privacy of your own...

  • 22603 Zip Code
  • ACTIVE Status
113 Malbec Ct, Winchester image
113 Malbec Ct, Winchester $677,130

UNDER CONSTRUCTION – THE BIRMINGHAM | WINTER DELIVERY AT ABRAMS POINTE! Welcome to Abrams Pointe! Discover the perfect blend of space, style, and functionality with the B...

  • 4 Beds
  • 3 Baths
  • Abrams Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
29 Williamson Rd, Winchester image
29 Williamson Rd, Winchester $549,990

TO BE BUILT – THE ROCKFORD | SPACIOUS THREE-LEVEL LIVING AT ABRAMS POINTE! Welcome to Abrams Pointe! Discover the perfect blend of comfort, style, and functionality with ...

  • 4 Beds
  • 3 Baths
  • Abrams Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
18 Williamson Rd, Winchester image
18 Williamson Rd, Winchester $598,990

TO BE BUILT – THE DREXEL | SPACIOUS RANCH-STYLE LIVING! Discover the perfect blend of comfort, style, and functionality with the Drexel, offering 3,213 square feet of tho...

  • 3 Beds
  • 2 Baths
  • Abrams Pointe SubDv.
  • 22602 Zip Code
  • ACTIVE Status
2691 Senseny Rd, Winchester image
2691 Senseny Rd, Winchester $359,900

Privacy and one-level convenience meet on Winchester’s desirable east side! Set back from the road on a peaceful 2-acre lot framed by mature trees, this updated brick-fro...

  • 3 Beds
  • 1 Baths
  • Burning Knolls SubDv.
  • 22602 Zip Code
  • ACTIVE UNDER CONTRACT Status
Winchester image
Winchester $145,000

Over 5 acres of unrestricted, wooded property with Well+Septic already installed! Save tens of thousands in well/septic costs, whether building your forever home or a pr...

  • 22602 Zip Code
  • ACTIVE Status
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Anne Nouri

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1.888.840.5553
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