Winchester, VA Homes

• 

  

  

  /50

  $450,000 Sold Jun 26, 2025

  • 2,309 Sq Ft
  • $195/SF
  • 14 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1968

  319 Walker St, Winchester, VA 22601

  Charm and Character, awaining your touch in Desirable Whittier Acres!This charming 4-bedroom, 2.5-bath Colonial is located just a few blocks from thriving downtown Winchester. Featuring a fantastic floorplan, a bright and inviting sunroom, and a beautifully landscaped yard, this home offers great curb appeal and endless potential. While it awaits your personal updates, its solid layout and

  Tiffany Hunter ERA Oakcrest Realty, Inc.

  319 Walker St, Winchester, VA 22601
• 

  

  

  /21

  Est $245,210 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,160 Sq Ft

  18 Jigsaw Place, Winchester, VA 22601

  18 Jigsaw Place, Winchester, VA 22601
• 

  

  

  /37

  $389,000

  • 3 Beds
  • 1.5 Baths
  • 1,416 Sq Ft

  31 W Whitlock Ave, Winchester, VA 22601

  Charming Home Near Handley High School – Move-In Ready!Welcome to this beautifully updated home in a fantastic downtown location—just a short walk to shops, restaurants, and all that the vibrant city center has to offer. This property features a converted garage that now serves as a versatile studio space, perfect for a home office, art studio, or guest suite.Enjoy a spacious,

  Meridee Powars Link Realty Services LLC

  31 W Whitlock Ave, Winchester, VA 22601
• 

  

  

  /28

  $479,990 Sold Jun 25, 2025

  • 1,953 Sq Ft
  • $246/SF
  • 100 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  107 Monacan St, Winchester, VA 22602

  Offering 1,964 square feet of modern living space, the Pine floor plan is perfect for growing families or those who love to entertain. This thoughtfully designed single-family home features four spacious bedrooms, two and a half bathrooms, and a two-car garage on a slab foundation for added convenience. The open-concept layout highlights a stylish kitchen with stainless steel appliances, granite

  Tracy Jennings D R Horton Realty of Virginia LLC

  107 Monacan St, Winchester, VA 22602
• 

  

  

  /29

  Est $248,829 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,160 Sq Ft

  31 Jigsaw Place, Winchester, VA 22601

  31 Jigsaw Place, Winchester, VA 22601
• 

  

  /54

  $724,900

  • 4 Beds
  • 3 Baths
  • 3,482 Sq Ft

  1419 Ramseur Ln, Winchester, VA 22601

  (Not a 55 community)This beautifully maintained brick front rancher offers a spacious layout with 4 bedrooms and 3 full baths, situated in the desirable Early's Green at Meadowbranch community.Enjoy the comfort of single-level living with the added bonus of a finished basement with a professionally built bar—perfect for entertaining, hobbies, or extra living space. Hardwood flooring under

  Sheila Pack RE/MAX Roots

  1419 Ramseur Ln, Winchester, VA 22601
• 

  

  /46

  $375,000 Sold Jun 24, 2025

  • 1,520 Sq Ft
  • $247/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1984

  107 Massie Dr, Winchester, VA 22602

  Welcome to this well-cared-for ranch-style home located in a quiet, established neighborhood just minutes from the heart of Winchester. Offering 3 spacious bedrooms and 2.5 bathrooms, this home blends everyday comfort with thoughtful updates and a layout perfect for easy, one-level living. The home has seen several major improvements in 2019 and 2023, including a new architectural roof, new

  Daniel Gwak Pearson Smith Realty, LLC

  107 Massie Dr, Winchester, VA 22602
• 

  

  /42

  Est $326,627 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,823 Sq Ft

  2513 Hillside Terrace, Winchester, VA 22601

  2513 Hillside Terrace, Winchester, VA 22601
• 

  

  /87

  $699,900

  • 5 Beds
  • 6 Baths
  • 3,824 Sq Ft

  504 Old Fort Rd, Winchester, VA 22601

  Handsome Colonial loaded with possibilities, from a multigenerational home to spacious entertaining venues. It features a Main Floor ensuite Bedroom and expansive finished basement with kitchenette and outside entrance for possible in-law suite. Inviting lot with large pool and covered and open decks in large privacy fenced back yard. Conveniently located in lovely, well-maintained

  Dallas Croft Samson Properties

  504 Old Fort Rd, Winchester, VA 22601
• 

  

  /20

  $390,000 Sold Jun 24, 2025

  • 2,365 Sq Ft
  • $165/SF
  • 12 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2013

  111 Kingsley Dr, Winchester, VA 22602

  Welcome home to effortless living! This stunning open-concept design is perfect for both daily enjoyment and entertaining. The main level shines with 10 ft ceilings, gleaming hardwood floors, and a gourmet kitchen featuring 42" cabinets, stainless steel appliances, and a show-stopping 10-foot granite island. Step out to your private 10' x 20' deck and savor beautiful sky views. Upstairs, discover

  Norge Sandoval Weichert, REALTORS

  111 Kingsley Dr, Winchester, VA 22602
• 

  

  /53

  Est $312,801 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,741 Sq Ft

  2436 Massanutten Terrace, Winchester, VA 22601

  2436 Massanutten Terrace, Winchester, VA 22601
• 

  

  /27

  $339,900

  • 3 Beds
  • 1 Bath
  • 1,024 Sq Ft

  509 W Cork St, Winchester, VA 22601

  Location, Location, Location! Nestled in the heart of Winchester on the sought-after west side, this recently renovated 3-bedroom, 1-bath home offers modern comforts with a touch of classic charm. Step inside to discover a brand-new kitchen featuring gleaming white cabinets and exquisite granite countertops, perfect for culinary enthusiasts. The updated bathroom boasts a stylish tiled tub,

  Dan Whitacre Colony Realty

  509 W Cork St, Winchester, VA 22601
• 

  

  /49

  $528,000 Sold Jun 24, 2025

  • 2,748 Sq Ft
  • $192/SF
  • 19 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2007

  645 Beehive Way, Winchester, VA 22601

  Welcome to this impressive large colonial home situated on a tranquil cul-de-sac in the highly desirable ParkPlace subdivision of Winchester. This charming residence offers a spacious kitchen featuring a central island,gas cooktop, and wall oven; perfect for both everyday living and entertaining. The family room, adornedwith hardwood floors, provides a warm and inviting space for

  Laura White ERA Oakcrest Realty, Inc.

  645 Beehive Way, Winchester, VA 22601
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  /42

  Est $331,955 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,676 Sq Ft

  2428 Massanutten Terrace, Winchester, VA 22601

  2428 Massanutten Terrace, Winchester, VA 22601
• 

  

  /13

  $910,000

  • 2 Beds
  • 1 Bath
  • 609 Sq Ft

  196 Hodges Ln, Winchester, VA 22603

  Incredible Builder or Private Estate Opportunity on Nearly 80 Acres!This 79.16-acre property, located less than 15 miles from Winchester, offers the perfect blend of rural seclusion and convenient access. Tucked away in a peaceful setting, this land presents a rare opportunity for developers to build 7+ homes, or for an individual to create a private dream retreat surrounded by nature. The

  Sarah Reynolds Keller Williams Realty

  196 Hodges Ln, Winchester, VA 22603
• 

  /2

  $469,900 Sold Jun 24, 2025

  • 2,351 Sq Ft
  • $200/SF
  • 18 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  100 Meadow Way, Winchester, VA 22602

  Brand new construction with stunning mountain views! This beautiful 4 bedroom, 2.5 bath home features elegant hardwood floors and crown molding throughout the main living areas. Enjoy the convenience of the laundry room located on the upper level. The full basement offers endless possibilities for future expansion or storage. Don't miss your chance to own beautiful home with breathtaking views!

  Pamela Russell CENTURY 21 New Millennium

  100 Meadow Way, Winchester, VA 22602
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  /76

  Est $478,342 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,095 Sq Ft

  2316 Tower Ave, Winchester, VA 22601

  2316 Tower Ave, Winchester, VA 22601
• 

  

  /28

  $475,000

  • 6 Beds
  • 3 Baths
  • 2,736 Sq Ft

  386 Round Hill Rd, Winchester, VA 22602

  ATTENTION INVESTORS - OFFERED AT A NEW PRICE!! *** You will want to check out this fantastic opportunity - with a history of POSITIVE CASH FLOW these two ADJACENT PROPERTIES on a combined total of 1.91-acres in Winchester, just minutes from Valley Health Campus, shopping, restaurants and Rt. 37, may be what you are looking for! *** These two parcels are to be sold TOGETHER; they are not

  Bridget Aikens Colony Realty

  386 Round Hill Rd, Winchester, VA 22602
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  /68

  $350,000 Sold Jun 24, 2025

  • 1,691 Sq Ft
  • $207/SF
  • 54 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1992

  611 Manito Trail, Winchester, VA 22602

  Nestled in the highly sought-after rural enclave of Shawneeland, this meticulously maintained and cherished cedar-sided rancher offers the perfect blend of comfort and convenience. Boasting four bedrooms and two bathrooms, this charming single-level residence is set on a generous 0.44-acre lot, surrounded by mature trees with serene mountain views. Unlike some other homes, the home features a

  Tracy Link Coldwell Banker Premier

  611 Manito Trail, Winchester, VA 22602
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  /56

  Est $577,596 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,842 Sq Ft

  908 Crestview Terrace, Winchester, VA 22601

  908 Crestview Terrace, Winchester, VA 22601
• 

  

  /46

  $344,000

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  308 Fawn Dr, Winchester, VA 22602

  Charming 3-Bedroom Home in Desirable Wilde Acres CommunityWelcome to this beautifully maintained 3-bedroom, 2.5-bath home, nestled on a spacious and flat lot in the sought-after Wilde Acres neighborhood. Featuring a 2-bay garage and fresh paint throughout, this move-in-ready home offers comfort, functionality, and a touch of nature all in one.Inside, enjoy a generous kitchen perfect for

  Kathrin Donovan Keller Williams Realty

  308 Fawn Dr, Winchester, VA 22602
• 

  

  /60

  $572,000 Sold Jun 23, 2025

  • 2,564 Sq Ft
  • $223/SF
  • 2 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2002

  2411 Windwood Dr, Winchester, VA 22601

  ALL OFFERS DUE BY 7PM, SUNDAY, MAY 25! Welcome to this beautiful one owner, 3 level Colonial in the City of Winchester! Homes available in this fantastic neighborhood don't hit the market often! NO HOA! NEW ROOF in 2024! This custom built home boasts beautiful hardwood floors on the main and upstairs level (NO CARPET). There is a main level bedroom with attached 3 piece bath. Would

  Feletia Sharples Realty FC, LLC

  2411 Windwood Dr, Winchester, VA 22601
• 

  

  /54

  Est $631,981 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,923 Sq Ft

  2646 Stoneridge Rd, Winchester, VA 22601

  2646 Stoneridge Rd, Winchester, VA 22601
• 

  

  /5

  $62,000

  • 3 Beds
  • 2 Baths
  • 980 Sq Ft

  114 Gregory Place Unit A130, Winchester, VA 22603

  Welcome to Regency Lakes, a vibrant and active all age community! This adorable, well-maintained 3 bedroom, 2 bath home is Move in Ready!! It has an open floor plan for socializing with guess while creating your favorite meal. Inside you will find thoughtful updates from the kitchen cabinets, stove, dishwasher, HVAC, to the large water heater. This home offers a perfect blend of comfort,

  Kristina Kelly Regency Lakes

  114 Gregory Place Unit A130, Winchester, VA 22603
• 

  

  /25

  $325,000 Sold Jun 23, 2025

  • 1,790 Sq Ft
  • $182/SF
  • 12 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2019

  283 Sage Cir, Winchester, VA 22603

  Make this beautiful end unit townhome yours. This home offers a wonderful spacious kitchen to make cooking a dream. With its open concept into the living room, don't miss a moment of family fun or entertaining. All with wonderful sunlight coming through the windows making the living room bright and airy. Head upstairs to 3 bedrooms and 2 full baths. The master suite is a wonderful size to

  Dave Spence RE/MAX Roots

  283 Sage Cir, Winchester, VA 22603
• 

  

  /90

  Est $645,910 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,042 Sq Ft

  953 Meadow Ct, Winchester, VA 22601

  953 Meadow Ct, Winchester, VA 22601
• 

  

  /27

  $344,990

  • 3 Beds
  • 2.5 Baths
  • 1,566 Sq Ft

  144 Falcon Trail, Winchester, VA 22602

  Charming Split Foyer Home in Shawneeland – 144 Falcon Trail, Winchester, VAWelcome to 144 Falcon Trail, a delightful 3-bedroom, 2.5-bathroom split foyer residence nestled in the serene Shawneeland community of Winchester, VA. Built in 2009, this 1,566 sq ft home offers a perfect blend of comfort and potential, making it an ideal choice for first-time buyers or savvy investors.Enjoy a traditional

  Susan Wathen EXP Realty, LLC

  144 Falcon Trail, Winchester, VA 22602
• 

  

  /23

  $240,000 Sold Jun 20, 2025

  • 1,200 Sq Ft
  • $200/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1988

  372 Valley Mill Rd, Winchester, VA 22602

  Don't miss this incredible opportunity to own a three-bedroom, one-and-a-half-bathroom townhouse on Valley Mill Road, just minutes from downtown Winchester! It is close to both Interstate 81 and Route 7 - making it a commuter's dream. This home has excellent potential and is ready for its next owner to add their personal touches. With a spacious family room and kitchen, abundant natural light,

  Kristin Crosby Samson Properties

  372 Valley Mill Rd, Winchester, VA 22602
• 

  

  /62

  Est $699,433 Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 4,886 Sq Ft

  946 Meadow Ct, Winchester, VA 22601

  946 Meadow Ct, Winchester, VA 22601
• 

  

  /18

  $355,000

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft

  2940 Grace St, Winchester, VA 22601

  Welcome to your charming Cape Cod retreat! Built in 1955, this delightful 3-bedroom, 1-bath home offers a warm and inviting atmosphere—perfect for anyone looking for a cozy and welcoming place to call home. --- Step inside to a thoughtfully designed layout that makes the most of the 936 square feet of finished living space. --- Home is equipped with energy-efficient solar panels to help reduce

  Lauren Smith-Washbourne Coldwell Banker Premier

  2940 Grace St, Winchester, VA 22601
• 

  

  /35

  $335,000 Sold Jun 20, 2025

  • 1,008 Sq Ft
  • $332/SF
  • 20 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1975

  107 Hilltop Terrace, Winchester, VA 22602

  Welcome home to this beautifully remodeled ranch home. This house has everything you are looking for in a convenient one level floor plan. Walk up to the welcoming front porch. Open the door to the living room with beautiful refinished hard wood floors. Continue to the newly remodeled eat in kitchen, complete with new appliances. There is a newly added half bath off of the kitchen. Just

  Dave Spence RE/MAX Roots

  107 Hilltop Terrace, Winchester, VA 22602
• 

  

  /62

  Est $649,326 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,419 Sq Ft

  2304 Stoneridge Rd, Winchester, VA 22601

  2304 Stoneridge Rd, Winchester, VA 22601
• 

  

  /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.

  LOTS 7 & 8 Manor Dr, Winchester, VA 22602
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  /38

  $330,000 Sold Jun 20, 2025

  • 1,172 Sq Ft
  • $282/SF
  • 3 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1955

  111 Montague Ave, Winchester, VA 22601

  This charming all-brick rancher is perfectly located within walking distance to Handley High School, the Old Town Mall, and the Apple Blossom Festival—putting you right in the center of Winchester’s most loved events and amenities. Bursting with character, this home features original hardwood floors, built-ins, a cozy fireplace, and quaint details that reflect its historic roots. Enjoy outdoor

  Tracie Clawson ERA Oakcrest Realty, Inc.

  111 Montague Ave, Winchester, VA 22601
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  /48

  Est $683,031 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,529 Sq Ft

  2329 Stoneridge Rd, Winchester, VA 22601

  2329 Stoneridge Rd, Winchester, VA 22601
• 

  

  /40

  $374,500

  • 3 Beds
  • 2.5 Baths
  • 1,466 Sq Ft

  124 Wilkins Dr, Winchester, VA 22602

  Welcome home to this newly remodeled and upgraded ranch style home. All the convenience of one level living, with the option of a basement full of possibilities. Step into the spacious living room, complete with fireplace, as you walk in the front door. Continue through the wonderful flow of the house into the dining room and open kitchen. Enjoy making your meals in the fully renovated kitchen

  Dave Spence RE/MAX Roots

  124 Wilkins Dr, Winchester, VA 22602
• 

  

  /47

  $310,000 Sold Jun 20, 2025

  • 1,661 Sq Ft
  • $187/SF
  • 48 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1957

  500 McDonald Rd, Winchester, VA 22602

  Charming 1957 Cape Cod on Sprawling 2 AcresDiscover the timeless allure of this Cape Cod style home, nestled on a generous 2-acre plot with a scenic, flat landscape. Built in 1957, this residence is brimming with character, featuring original hardwood floors throughout the main level and a host of outbuildings that beckon for restoration.The heart of this home retains its vintage

  Sharon Farinholt Realty ONE Group Old Towne

  500 McDonald Rd, Winchester, VA 22602
• 

  

  /79

  Est $710,803 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,394 Sq Ft

  2325 Stoneridge Rd, Winchester, VA 22601

  2325 Stoneridge Rd, Winchester, VA 22601
• 

  

  /17

  $235,000

  • Land
  • 0.36 Acre
  • $652,778 per Acre

  506 Fairmont Ave, Winchester, VA 22601

  Introducing a newly configured Winchester City lot ready for you to build your dream home! The heavy lifting has already been done. The current owner worked with the neighbors and the City to widen the lot to accommodate a sizable home. With a width of approximately 100 feet you will have plenty of space to spread out. Located on a storied street in downtown Winchester, you will enjoy the perks

  Dan Whitacre Colony Realty

  506 Fairmont Ave, Winchester, VA 22601
• 

  

  /79

  $494,000 Sold Jun 20, 2025

  • 2,480 Sq Ft
  • $199/SF
  • 23 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1947

  610 S Hayfield Rd, Winchester, VA 22602

  ''PRICE REDUCED $20K '' DON'T MISS OUT ON THIS NEWLY RENOVATED COUNTRY HOME THAT SIT ON 2.14 ACRE WITH 3 BEDROOM 4 BATH, TRI-LEVEL HOME. WALK-IN TO THE OVERSIZED FAMILY ROOM AND COZY UP AND FEEL THE HEAT FROM THE STONEWALL WOOD STOVE. GENEROUS SIZE SUNROOM WITH AN ELECTRIC FIREPLACE & A POWDER ROOM COMPLETE THIS LEVEL. UP TO THE BRAND-NEW GOURMET KITCHEN WITH GRANITE COUNTER TOPS & STAINLESS

  Richard Kozlowski Long & Foster Real Estate, Inc.

  610 S Hayfield Rd, Winchester, VA 22602

Showing Results 521 - 560, Page 14 of 18