Winchester, VA Homes

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  /32

  $244,900

  • 3 Beds
  • 2 Baths
  • 1,070 Sq Ft

  311 Ash Hollow Dr, Winchester, VA 22602

  Opportunity awaits in Ash Hollow Estates! This 3-bedroom, 2-bath townhouse is full of potential—solid bones, a smart layout, and endless possibilities for transformation. Whether you're an investor or a first-time buyer ready to create something special, this home is the perfect canvas. With a little TLC, a fresh new look is on the horizon!Located just off Route 7, this property offers

  Josh Medina ERA Oakcrest Realty, Inc.

  311 Ash Hollow Dr, Winchester, VA 22602
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  /27

  $320,000 Sold Jun 27, 2025

  • 2,051 Sq Ft
  • $156/SF
  • 7 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1978

  228 Doe Trail, Winchester, VA 22602

  Welcome to your own spot on Great North Mountain. This fully renovated home in Shawneeland offers the kind of space, freedom, and natural setting that’s getting harder to find. It sits on two separate parcels totaling 0.68 acres, giving you breathing room and flexibility for the future. Whether you want a larger yard, extra privacy, or room for something else down the line, you’ve got

  Yvonne Holland Samson Properties

  228 Doe Trail, Winchester, VA 22602
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  /49

  Est $538,427 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
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  /81

  $1,224,000

  • 5 Beds
  • 5 Baths
  • 5,695 Sq Ft

  801 Armistead St, Winchester, VA 22601

  Step into refined elegance and exceptional quality in this beautifully upgraded residence, located in one of Winchester’s most desirable and walkable neighborhoods. This stately home offers the perfect blend of timeless architecture, sophisticated updates, and a lifestyle of convenience—just minutes from charming downtown shops, acclaimed restaurants, picturesque parks, and Winchester Medical

  Tiffany Hunter ERA Oakcrest Realty, Inc.

  801 Armistead St, Winchester, VA 22601
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  /41

  $365,000 Sold Jun 27, 2025

  • 1,727 Sq Ft
  • $211/SF
  • 11 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1948

  512 Dunlap St, Winchester, VA 22601

  Conveniently located near Route 7 and I-81, this beautiful all-brick home offers easy access to everything Winchester has to offer. Situated in the heart of the city, you're just minutes from downtown, schools, shopping, Jim Barnett Park, and a variety of entertainment options. Inside, the main level features classic hardwood floors, a full bathroom, and a cozy wood-burning fireplace — perfect

  Sheila Pack RE/MAX Roots

  512 Dunlap St, Winchester, VA 22601
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  /55

  Est $545,465 Not Listed For Sale

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

  2821 Saratoga Dr, Winchester, VA 22601

  2821 Saratoga Dr, Winchester, VA 22601
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  /40

  $699,900

  • 3 Beds
  • 2 Baths
  • 2,342 Sq Ft

  200 Sweetbriar Ln, Winchester, VA 22603

  Welcome to your dream escape! This custom-built cabin on 7.02 acres in Winchester, VA offers the perfect blend of peace, privacy, and high-end living. Whether you're seeking a serene getaway or a functional farmette, this property has it all — with a mix of open pasture and woods, it’s ideal for animals, gardening, or simply soaking in nature.Step inside to find gleaming hardwood floors

  Lori Hoffman Realty ONE Group Old Towne

  200 Sweetbriar Ln, Winchester, VA 22603
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  /24

  $315,000 Sold Jun 27, 2025

  • 1,120 Sq Ft
  • $281/SF
  • 4 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1968

  398 Old Bethel Church Rd, Winchester, VA 22603

  Lovely Ranch offers New Roof, New Stove, New Water Softener, New Garage Door, and has been painted inside and out, and has hardwood floors. Nice large deck on the back of home. Large back yard. Offstreet parking and garage parking. The basement has several rooms to use as additional media room, playrooom or whatever you may choose. Make an appointment to see won't last long.

  Janet Broyles CENTURY 21 New Millennium

  398 Old Bethel Church Rd, Winchester, VA 22603
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  /53

  Est $507,395 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
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  /45

  $449,900

  • 3 Beds
  • 3 Baths
  • 1,924 Sq Ft

  275 Greenwood Rd, Winchester, VA 22602

  Charming split-foyer home situated on a generous 13,000 sq. ft. lot with convenient access to Routes 7 and 81. The main level boasts neutral-toned walls and a distinctive dual-sided fireplace, seamlessly connecting the living and dining areas. The dining room and well-appointed kitchen feature elegant hardwood flooring and an abundance of natural light, enhanced by a full-size window and sliding

  Jose Ugaz Gates Smart Realty, LLC

  275 Greenwood Rd, Winchester, VA 22602
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  /52

  $410,000 Sold Jun 27, 2025

  • 1,889 Sq Ft
  • $217/SF
  • 19 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2025

  160 Munsee Cir, Winchester, VA 22602

  The Adams townhome design comes complete with 4 bedrooms, 3.5 bathrooms, and a 1 car garage. You will love the granite countertops, stainless steel appliances, and recessed lighting in the kitchen. Create the 4th bedroom of your dreams in the lower level bonus space! Other highlights include: Spacious 9 ft ceilings on the main level, over-sized kitchen island, upgraded cabinets, stainless

  Brooks Sears D R Horton Realty of Virginia LLC

  160 Munsee Cir, Winchester, VA 22602
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  /50

  Est $478,607 Not Listed For Sale

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

  2612 Stonegate Dr, Winchester, VA 22601

  2612 Stonegate Dr, Winchester, VA 22601
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  /52

  $300,000

  • 2 Beds
  • 4 Baths
  • 2,438 Sq Ft

  102 Duwamish Trail, Winchester, VA 22602

  If you are looking for a home with privacy and a peaceful rural feel but only 15 minutes to Winchester then this home is for you! Set in a natural habitat, 102 Duwamish Trail has a vintage feel and could be a weekend getaway or your primary residence away from the city. No HOA! There is an open feel to the main level which has a versatile floor plan. There is a sunroom, a family room & a

  Dorothy Beach Samson Properties

  102 Duwamish Trail, Winchester, VA 22602
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  /69

  $675,000 Sold Jun 27, 2025

  • 3,432 Sq Ft
  • $197/SF
  • 15 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2001

  237 Aspen Trail, Winchester, VA 22602

  Enjoy the ease of one-level living in this beautifully designed rancher, perfectly situated on 3.5 scenic acres in the Emerald Lake community. This 3-bedroom, 3.5-bath home features hardwood flooring throughout a spacious, open floor plan. The kitchen boasts a cozy window seat, a built-in desk area, a double wall oven (including a convection oven), and plenty of storage space. Furnace 2023,

  Sheila Pack RE/MAX Roots

  237 Aspen Trail, Winchester, VA 22602
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  /46

  Est $428,251 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
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  /27

  $339,000

  • 4 Beds
  • 3 Baths
  • 2,056 Sq Ft

  425 Beechcroft Rd, Winchester, VA 22601

  Looking for one level living in a sturdy, large (over 2000+/- SF) brick rancher close to all amenities? Restaurants and stores all within a couple of miles including Jim Barnett Park (swimming pools, yay). Easy access to major commuter routes. Relax on the huge front porch or rear covered patio in the private, fully fenced backyard. Semi-open floor plan in the main area bracket the kitchen

  Laurel Murray Samson Properties

  425 Beechcroft Rd, Winchester, VA 22601
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  /38

  $499,000 Sold Jun 27, 2025

  • 2,926 Sq Ft
  • $171/SF
  • 3 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1964

  305 W Whitlock Ave, Winchester, VA 22601

  Welcome to 305 W. Whitlock, also known as 'Walkable Whitlock'! Imagine the ease of strolling to Handley High School, enjoying a delicious dinner at Oakstone, or exploring the chic shops and Old Town events just a short walk from your doorstep.Walkable Whitlock offers the perfect blend of convenience and lifestyle. Picture yourself relaxing on your spacious front patio, hosting a summer

  Gillian Greenfield Coldwell Banker Premier

  305 W Whitlock Ave, Winchester, VA 22601
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  /21

  Est $394,826 Not Listed For Sale

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

  2627 Stonegate Dr, Winchester, VA 22601

  2627 Stonegate Dr, Winchester, VA 22601
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  /60

  $349,990

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

  1005 Pennsylvania Ave, Winchester, VA 22601

  This charming classic brick ranch in Winchester, VA, features 3 bedrooms and 2 full bathrooms, with easy access to downtown Winchester. As you approach, the covered front porch sets a welcoming tone. The basement has a separate entrance and additional space for bedrooms, a laundry area, and a full bathroom. Recent updates include an HVAC system, a washer and dryer, and complete renovations of

  Nathalie Acosta Spring Hill Real Estate, LLC.

  1005 Pennsylvania Ave, Winchester, VA 22601
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  /23

  $329,900 Sold Jun 27, 2025

  • 1,272 Sq Ft
  • $259/SF
  • 23 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1976

  202 Falcon Trail, Winchester, VA 22602

  Beautiful 3 Bed 2 Bath Single Family Home on a Large One + Acre Lot. New carpet, Fresh Paint, UpgradedCounter Tops, Walk in Closet, Primary Bath, Walkout Basement, Many Upgrades. Must See!

  Thomas Luster Epique Realty

  202 Falcon Trail, Winchester, VA 22602
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  /55

  Est $442,387 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,630 Sq Ft

  313 W Tevis St, Winchester, VA 22601

  313 W Tevis St, Winchester, VA 22601
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  /62

  $765,000

  • 4 Beds
  • 4.5 Baths
  • 5,183 Sq Ft

  1877 Clayton Ridge Dr, Winchester, VA 22601

  Nestled at the end of a quiet cul-de-sac and backing to serene wetlands and a protected preserve, this expansive colonial offers over 5,000 square feet of refined living space on nearly half an acre—providing both privacy and picturesque views. Boasting 4 generously sized bedrooms and 4.5 bathrooms, this home features a comfortable and functional main level layout perfect for everyday living and

  Dave Spence RE/MAX Roots

  1877 Clayton Ridge Dr, Winchester, VA 22601
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  /37

  $251,111 Sold Jun 27, 2025

  • 1,341 Sq Ft
  • $187/SF
  • 12 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1921

  372 Gray Ave, Winchester, VA 22601

  Enjoy the charm of this all-brick traditional home with lovely hardwood floors throughout. Nice size primary bedroom, all bedrooms have closets, and several recent updates in 2024 make this home absolutely move-in ready! You can decide if you prefer relaxing on your front or back porch or enjoying coffee on your rear balcony. There is also a back patio area if you want to grill your favorite

  Pamela Foltz Realty ONE Group Old Towne

  372 Gray Ave, Winchester, VA 22601
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  /24

  Est $262,108 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,024 Sq Ft

  2651 Limestone Ct, Winchester, VA 22601

  2651 Limestone Ct, Winchester, VA 22601
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  /49

  $599,000

  • 5 Beds
  • 3 Baths
  • 3,200 Sq Ft

  1019 Berryville Ave, Winchester, VA 22601

  1019 Berryville Avenue, Winchester, VA 22601 is a Fully-rented triplex located just minutes from Old Town Winchester and Shenandoah University. This approximately 3,000 sq. ft. property is configured as three fully independent residential and commercial units. All units have private entrances, full kitchens, and separate electric. Middle unit may be used for commercial space. Units have been

  Pamela Debnam Houwzer, LLC

  1019 Berryville Ave, Winchester, VA 22601
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  /36

  $550,000 Sold Jun 27, 2025

  • 1,992 Sq Ft
  • $276/SF
  • 3 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  212 Allison Ave, Winchester, VA 22601

  NEW CONSTRUCTION! Conveniently placed 1.0 mile from Winchester Medical Center, minutes to Walmart Supercenter and Downtown! Don’t miss your chance to see this gorgeous two level home, attached with a spacious 25ftx8ft shed, 20ftx19ft garage and a finished driveway. Builder’s Warranty good for 1 year.Schedule showings through ShowingTime.Email all offers to listing agent.

  Brittany Reyes Medrano Century 21 Redwood Realty

  212 Allison Ave, Winchester, VA 22601
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  /25

  Est $286,899 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,145 Sq Ft

  2668 Limestone Ct, Winchester, VA 22601

  2668 Limestone Ct, Winchester, VA 22601
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  /22

  $327,500

  • 3 Beds
  • 1.5 Baths
  • 1,634 Sq Ft

  102 Zephyr Ln, Winchester, VA 22602

  Motivated Sellers! Carpet allowance and Professional Cleaning will be provided prior to closing. Don’t miss this opportunity for a Beautifully Updated 3-Bedroom Town home in Prime Location!Welcome to this charming 3-bedroom, 1.5-bath town home located in a highly sought-after neighborhood. Featuring a cozy fireplace in the living room and a stylishly remodeled kitchen with modern finishes,

  Kandi McKenzie Realty ONE Group Old Towne

  102 Zephyr Ln, Winchester, VA 22602
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  /27

  $250,000 Sold Jun 27, 2025

  • 980 Sq Ft
  • $255/SF
  • 68 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1960

  1309 Commerce St, Winchester, VA 22601

  This charming all-brick ranch is making its first appearance on the market since the 1970s! It's a fantastic opportunity for first-time homebuyers or investors looking to add their personal touch. The home features three bedrooms, with hardwood floors, carpet, and a full bath on the main level. The cozy family room and kitchen complete the main floor, with hardwood flooring said to be beneath

  Jeff Boppe Long & Foster Real Estate, Inc.

  1309 Commerce St, Winchester, VA 22601
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  /11

  Est $256,629 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,024 Sq Ft

  2639 Limestone Ct, Winchester, VA 22601

  2639 Limestone Ct, Winchester, VA 22601
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  /10

  $58,900

  • Land
  • 0.69 Acre
  • $85,362 per Acre

  Lots 4 & 5 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 4 & 5 Glen Ridge Rd, Winchester, VA 22602
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  /32

  $507,990 Sold Jun 27, 2025

  • 2,415 Sq Ft
  • $210/SF
  • 5 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2025

  124 Manasquan Way, Winchester, VA 22602

  The Elm floor plan features a flexible design with 2,415 square feet of living space, making it ideal for families or hosting guests. On the main level, you’ll find a secondary bedroom and a full bath - perfect for convenience or multi-generational living. Upstairs, four additional bedrooms, including a spacious primary suite, along with two full baths and a conveniently located laundry room,

  Tracy Jennings D R Horton Realty of Virginia LLC

  124 Manasquan Way, Winchester, VA 22602
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  /30

  Est $355,449 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,264 Sq Ft

  2626 Cornerstone Cir, Winchester, VA 22601

  2626 Cornerstone Cir, Winchester, VA 22601
• 

  

  /14

  $324,900

  • 3 Beds
  • 1.5 Baths
  • 1,704 Sq Ft

  10 Richards Ave, Winchester, VA 22601

  Back on the market with updated baths and brand-new flooring in the enclosed porch! Welcome to this charming classic home located in the City of Winchester. Built in 1940, this home offers timeless appeal and craftsmanship. Inside, you'll find 3 bedrooms, 1.5 baths, and a versatile fourth room—ideal for a home office, guest room, or creative space. The main level greets you with a welcoming

  Lindsey Richardson ERA Oakcrest Realty, Inc.

  10 Richards Ave, Winchester, VA 22601
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  /9

  $4,000 Sold Jun 26, 2025

  • Land
  • 0.25 Acre
  • $16,000 per Acre

  • 3 Days On Market

  Lot 15 Panther Dr, Winchester, VA 22602

  Dreaming of a mountain retreat? This beautiful quarter-acre lot in Wilde Acres offers the perfect canvas for your cozy cottage in the woods. Nestled in the heart of the Mountain Falls community just outside of Winchester, VA, this level, wooded parcel provides both privacy and potential, surrounded by nature yet close to everything you need.Enjoy community amenities including a scenic

  Michelle Baker Pearson Smith Realty, LLC

  Lot 15 Panther Dr, Winchester, VA 22602
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  /35

  Est $399,695 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,922 Sq Ft

  2627 Cornerstone Cir, Winchester, VA 22601

  2627 Cornerstone Cir, Winchester, VA 22601
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  /26

  $245,000

  • Land
  • 23 Acres
  • $10,452 per Acre

  0 Easter Ridge Lot 7 Ln, Winchester, VA 22603

  Own a piece of the beautiful Siler Heights community in Cross Junction. Located just minutes northwest of Winchester near Lake Holiday. Access is secured via extensive road frontage on Easter Ridge Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. There are potential building sites located throughout the

  Chad Pangle Whitetail Properties Real Estate, LLC

  0 Easter Ridge Lot 7 Ln, Winchester, VA 22603
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  /18

  $18,500 Sold Jun 26, 2025

  • Land
  • 0.52 Acre
  • $35,577 per Acre

  • 17 Days On Market

  Lot 1 Crow Dr, Winchester, VA 22602

  Build-Ready Corner Lot in Mountain Falls! This beautifully wooded lot sits on a quiet corner in the Wilde Acres community, offering just over half an acre of level ground—a perfect setting for your mountain retreat or full-time residence. With a 4-bedroom septic system already approved through the county, this lot is primed and ready for construction. Buy now and build later or take

  Michelle Baker Pearson Smith Realty, LLC

  Lot 1 Crow Dr, Winchester, VA 22602
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  /39

  Est $485,625 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,986 Sq Ft

  434 Crescent Dr, Winchester, VA 22601

  434 Crescent Dr, Winchester, VA 22601
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  /49

  $280,000

  • Land
  • 25 Acres
  • $11,129 per Acre

  0 Easter Ridge Lot 7a Ln, Winchester, VA 22603

  Own a piece of the beautiful Siler Heights community in Cross Junction. Located just minutes northwest of Winchester near Lake Holiday. Access is secured via extensive road frontage on Easter Ridge Lane. Features a fully functional hunting cabin wired for a generator hook up with propane used for heating and cooking. The cabin has an open layout and separate sleeping quarters in an attached

  Chad Pangle Whitetail Properties Real Estate, LLC

  0 Easter Ridge Lot 7a Ln, Winchester, VA 22603

Showing Results 441 - 480, Page 12 of 18