Winchester, VA Homes for Sale

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  $542,990 New Construction

  • 6 Beds
  • 4.5 Baths
  • 3,619 Sq Ft

  SALEM Plan at Retreat at Winding Creek - Single Family, Winchester, VA 22602

  Welcome to the Salem floor plan, available at Retreat at Winding Creek, VA. This is one of our most popular floorplans. On the main floor, you will find a formal dining room, laundry room, and powder room. The open-concept kitchen and living areas are perfect for entertaining. The kitchen boasts a breakfast nook, a pantry, and an island with countertop seating. From the breakfast nook, you can

  D.R. Horton Builder

  137 Seminole Dr Unit 36203783, Winchester, VA 22602
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  /25

  $389,990 New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,784 Sq Ft

  201 Monteith Dr, Winchester, VA 22601

  End Of Row Townhome With 1 Car Garage & Rear Deck! MOVE-IN READY! Explore Winchester’s new luxury townhome community. This three level end of row home features three bedrooms, three and a half baths, and bright box bay window in the rear. An attached one car garage provides easy parking and storage. Inside, the kitchen stands out with an extended island that seats four at counter height, range

  DRB Homes Builder

  201 Monteith Dr, Winchester, VA 22601
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  /2

  $215,000

  • Land
  • 0.92 Acre
  • $233,696 per Acre

  0 7 Building Lots In Shawneeland Unit VAFV2032844, Winchester, VA 22602

  REDUCED by $20k! CALLING ALL BUILDERS!! 7 BUILDING LOTS for $215,000 (being sold as a bundle) located in Shawneeland in Frederick County, VA. . Perc approved certification letter, plat and sewer docs on file for each lot. The lots range in size from 0.40-0.92 acres. Potential home sites for permanent home or weekends and vacations. Enjoy hiking, fishing, swimming in the lake, nature walks and

  Caroline W. Barb, REALTOR Jim Barb Realty, Inc.

  0 7 Building Lots In Shawneeland Unit VAFV2032844, Winchester, VA 22602
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  $479,900 Open Sat 11:30AM - 1:30PM

  • 3 Beds
  • 2.5 Baths
  • 1,992 Sq Ft

  703 S Loudoun St, Winchester, VA 22601

  Location? Check. Beautiful federal-style architecture? Check. A separate dwelling unit? Check. Endless possibilities? Check!!! This amazing property, located within the Historic Winchester District, presents a one-of-a-kind opportunity to own a piece of history - all just minutes from the Old Town mall. The front of the main home dates back to 1856! You will surely fall in love with the wood

  Kristin Crosby Samson Properties

  703 S Loudoun St, Winchester, VA 22601
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  /11

  $599,000

  • Land
  • 15.5 Acres
  • $38,645 per Acre

  0 Cedar Creek Grade Unit VAFV2036934, Winchester, VA 22602

  This exceptional 15.5-acre buildable lot on Cedar Creek Grade in Winchester, VA offers the perfect canvas for your dream home. With a premier location that balances peaceful seclusion with urban convenience, this property is just minutes away from shopping, restaurants, schools, and more. Its close proximity to Winchester Medical Center also makes it an ideal location for medical professionals or

  Dan Whitacre Colony Realty

  0 Cedar Creek Grade Unit VAFV2036934, Winchester, VA 22602
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  $589,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,818 Sq Ft

  115 Scented Rose Way, Winchester, VA 22602

  Experience effortless living in our Willow Run Active Adult community! Our Bristol floorplan is a thoughtfully designed 1,748 sq. ft. ranch home, blending style and functionality in a single-level open layout. The moment you step inside the home; you will be greeted by an inviting foyer leading you into the heart of the home. The dining room seamlessly connects with the living room and kitchen,

  D.R. Horton Builder

  115 Scented Rose Way, Winchester, VA 22602
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  /34

  $579,990 New Construction

  • 5 Beds
  • 4 Baths
  • 2,511 Sq Ft

  119 Wappinger Terrace, Winchester, VA 22602

  The Hayden is a spacious two-story home featuring 6 bedrooms and 4 bathrooms across more than 3200 square feet. The main level includes a versatile flex room off the foyer—perfect for a formal dining area or home office. The gourmet kitchen boasts an oversized island with seating, a large pantry, and opens to the dining area and expansive living room. A main-level bedroom with a full bathroom

  D.R. Horton Builder

  119 Wappinger Terrace, Winchester, VA 22602
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  $3,025,000

  • Land
  • 27.09 Acres
  • $111,665 per Acre

  0 Renaissance Dr, Winchester, VA 22602

  27.09 +/- acres in the direct path of Light Industrial-Zoned land. The subject property is in the comprehensive plan to be zoned Light Industrial for warehousing, distribution, self-storage warehousing or light manufacturing. The 27.09 +/- acre site has excellent proximity and access to US 11, Route 37. and I-81. The property provides location, visibility, and exposure. All utilities are

  H. Paige Manuel Oakcrest Commercial LLC.

  0 Renaissance Dr, Winchester, VA 22602
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  /46

  $950,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 3,100 Sq Ft

  Lot 12 Keval Gyan Way, Winchester, VA 22603

  Seize a rare opportunity to own one of just fifteen premier lots within the prestigious, upper-scale Keplinger Estates near the Apple Pie Ridge area. This is not just a house; it is a bespoke sanctuary offering a sophisticated lifestyle with the ultimate convenience of being close to town, yet free from the constraints of an HOA. Experience the pinnacle of single-level living in this immaculate,

  Jim Thomson Realty ONE Group Old Towne

  Lot 12 Keval Gyan Way, Winchester, VA 22603
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  $1,200,000

  • Land
  • 124 Acres
  • $9,677 per Acre

  0 Frog Hollow Rd, Winchester, VA 22603

  Here’s a piece of pristine land on the market for the first time since the late 70’s with nearly endless possibilities for the next owner(s). This property is located north of Winchester and very near the West Virginia line. This prime piece of real estate has been family owned and operated for decades. Mix of mostly flat hay ground and wooded acreage that stretches to the top of North Mountain.

  Chad Pangle Whitetail Properties Real Estate, LLC

  0 Frog Hollow Rd, Winchester, VA 22603
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  /17

  $389,990 New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,784 Sq Ft

  TBB Monteith Dr Unit BEDFORD II, Winchester, VA 22601

  ***OFFERING UP TO $12K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS*Featuring Bedford II in Valor Crossing! Open concept kitchen located next to the country kitchen and living room. Optional features include box bay rear window and 10' x 14' deck. Primary suite with large

  Brittany Newman DRB Group Realty, LLC

  TBB Monteith Dr Unit BEDFORD II, Winchester, VA 22601
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  /10

  $75,900

  • 3 Beds
  • 2 Baths
  • 1,136 Sq Ft

  212 Artifact Ave Unit 429, Winchester, VA 22603

  Welcome to Regency Lakes an all age]active and vibrant community, where you can find yourself in your dream home. We have a stunning, 2016 3 bed, 2 bath home for sale featuring a wonderful open floor plan. Located in Winchester, this property offers the perfect blend of modern amenities and timeless charm. Step inside to find an impeccably maintained home featuring new flooring throughout. The

  Kristina Kelly Regency Lakes

  212 Artifact Ave Unit 429, Winchester, VA 22603
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  $489,999

  • 3 Beds
  • 3 Baths
  • 2,483 Sq Ft

  3466 Middle Rd, Winchester, VA 22602

  Welcome to a private retreat where timeless charm meets peaceful mountain beauty. Set on 0.59 acres of fully fenced, professionally landscaped grounds, this all-brick hillside home offers breathtaking views of the Blue Ridge Mountains along a quiet stretch of Middle Road. Inside, sunlight pours through expansive living spaces, creating a warm and inviting atmosphere. The open-concept design flows

  LESLIE WEBB Long & Foster Real Estate, Inc.

  3466 Middle Rd, Winchester, VA 22602
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  $578,790 New Construction

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

  1 Wagtail Ln Unit SIERRA 39-F2, Winchester, VA 22603

  Discover new 55+ SINGLE FAMILY HOMES by Van Metre Homes at Hiatt Pointe (55+) in Winchester, VA that will be ready for you to move in 2026. Step into the Sierra 39-F2 at Hiatt Pointe—a two-car, front-load garage single family home with up to four bedrooms and three full bathrooms. Designed for ease and everyday function, this floorplan welcomes you with a charming front porch and

  Shannon L Bray Pearson Smith Realty, LLC

  1 Wagtail Ln Unit SIERRA 39-F2, Winchester, VA 22603
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  /15

  $39,000

  • Land
  • 1.53 Acres
  • $25,490 per Acre

  Lot 10,11,12-13 A 60 Fox Trail, Winchester, VA 22602

  Attention Builders! 4 Pack of contiguous building lots in Wilde Acres -Mountain Falls Park, you have the opportunity to construct your very own mountain top retreat. Mountain Falls Park is conveniently located, just a short drive away from Stephens City or downtown Winchester, VA, providing an easy commute while still offering the seclusion and serenity of the mountains. Immerse yourself in

  Nadeem Helfer Samson Properties

  Lot 10,11,12-13 A 60 Fox Trail, Winchester, VA 22602
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  $17,500

  • Land
  • 0.27 Acre
  • $64,815 per Acre

  Lot 18 Pheasant Dr, Winchester, VA 22602

  Talk about Location! Situated in Scenic Mountain Falls (Wilde Acres) It's beautiful & peaceful with mountain views coming and going. Enjoy the amenities of the community, Recreational Park, Pond, Picnic Pavilion Playground & more. Build a full or part time home on this rather level .27 acre lot. Certification Letter - 3 bedroom Perc. Short Distance to Schools, Rt 50, Shopping, Hospital, Downtown

  Gina Griffith MarketPlace REALTY

  Lot 18 Pheasant Dr, Winchester, VA 22602
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  $130,000

  • Land
  • 22.44 Acres
  • $5,793 per Acre

  83 Bobcat Ct, Winchester, VA 22602

  Just west of the town of Winchester, Lot 83 Bobcat Trail is a on a private gated road. Enjoy camping, hiking, hunting, or just relax in the peace and quiet. This property has three wooden platforms for tents and seating. One outhouse, a hand placed stone fire pit and wood counter for food preparation. Surrounded by mature trees, stone paths and 360 distant views at the top of the mountain. Enjoy

  Brad Meletti Samson Properties

  83 Bobcat Ct, Winchester, VA 22602
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  $550,000

  • 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
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  $269,900

  • 2 Beds
  • 1 Bath
  • 870 Sq Ft

  1125 Conway St, Winchester, VA 22601

  Check out this Very Cute Bungalow in Winchester City! It has a Brand NEW Roof, Freshly Painted throughout, NEW kitchen/hall/bath flooring, NEW Stainless Steel Refrigerator, Restored deck, and Lovely Hardwood! Cozy with 2 Bedrooms and 1 Bath. Surely to be perfect for the first time Home Buyer! Great Location close to shopping & restaurants. Great for commuters as well as it's on the East side of

  Jodi Costello ERA Oakcrest Realty, Inc.

  1125 Conway St, Winchester, VA 22601
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  /12

  $369,900

  • Land
  • 11.49 Acres
  • $32,193 per Acre

  Lot 1 Tavistock Dr, Winchester, VA 22602

  Beautiful 11.49 acre Lot, approved for 3 bedroom perk, Tavistock Estates one of the last lots remaining! A gorgeous 7 minute drive from town through farmland and full of mountain views. Excellent neighborhood, road access is great, level lot among 'horse country' estates! Build your dream mini equestrian farm or just enjoy peace, quiet, and serenity with the genius of a quick commute into town!

  Gillian Greenfield Coldwell Banker Premier

  Lot 1 Tavistock Dr, Winchester, VA 22602
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  $399,900 New Construction

  • 3 Beds
  • 3 Baths
  • 1,914 Sq Ft

  107 Pinto Trail, Winchester, VA 22602

  3-26-26 house complete and once drain field installed can close. Hurry! Level lot in the subdivision with views and privacy. "Brand New & Fully Loaded: Your Dream Home Awaits"The best value proposition in the subdivision! This stunning new construction offers 3 bedrooms, 3 full baths, and a 2-car side-load garage with excellent curb appeal. Comcast/Xfinity available on this street.Enjoy a

  Jim Thomson Realty ONE Group Old Towne

  107 Pinto Trail, Winchester, VA 22602
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  /16

  $299,000

  • Studio
  • 1,249 Sq Ft

  45 and 45 1/2 Race St, Winchester, VA 22601

  Time to sell - you get a great deal - $36,000 rental income, low maintenance, tenants in place. This is a great starter property for those looking to build a real estate portfolio or add to an existing one. Both apartments were completely rehabbed last year - new wiring and plumbing, new appliances, including washer and dryer, new carpet and vinyl plank flooring installed and fenced backyards.

  Teri Domanski Corcoran McEnearney

  45 and 45 1/2 Race St, Winchester, VA 22601
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  /2

  $1,800,000

  • Land
  • 4.93 Acres
  • $365,112 per Acre

  0 Sulky Dr, Winchester, VA 22602

  4.93 acres with great interstate exposure. End of cul de sac. Owners have proposed platt showing parcel subdivided into 4 parcels

  Jeff Webber Long & Foster Real Estate, Inc.

  0 Sulky Dr, Winchester, VA 22602
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  $1,330,000

  • Land
  • 140.54 Acres
  • $9,463 per Acre

  0 Wardensville Grade Unit VAFV2040642, Winchester, VA 22602

  If you’ve been searching for space to breathe, this is it.Spanning 140.54 acres of wide-open and wooded land, this incredible property on Wardensville Grade offers the kind of peace, privacy, and freedom that’s getting harder to find. The moment you step onto the land, you’ll feel it, room to breathe, space to roam, and endless possibilities in every direction.There’s a beautiful homesite

  Kristi Cooper Realty ONE Group Old Towne

  0 Wardensville Grade Unit VAFV2040642, Winchester, VA 22602
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  $584,990 New Construction

  • 5 Beds
  • 4 Baths
  • 2,511 Sq Ft

  121 Wappinger Terrace, Winchester, VA 22602

  The Hayden is a spacious two-story home featuring 6 bedrooms and 4 bathrooms across more than 3200 square feet. The main level includes a versatile flex room off the foyer—perfect for a formal dining area or home office. The gourmet kitchen boasts an oversized island with seating, a large pantry, and opens to the dining area and expansive living room. A main-level bedroom with a full bathroom

  D.R. Horton Builder

  121 Wappinger Terrace, Winchester, VA 22602
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  /2

  $679,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft

  0 Tumble Leaf Ln, Winchester, VA 22602

  CARRINGTON HOMES AT FALL RIDGE ESTATES- 5 Acre Wooded LOTS WITH MOUNTAIN VIEWS. Choose from 7 different floorplans including our Main Level Living Evergreene model with standard 13' Family Rm Ceilings Model Home Open on Weekends from 11-5 at 156 Covey Lane Winchester Va

  Daniel Boris Pearson Smith Realty, LLC

  0 Tumble Leaf Ln, Winchester, VA 22602
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  $250,000

  • Land
  • 5.01 Acres
  • $49,900 per Acre

  Lot 7 Oak, Winchester, VA 22603

  Build Your Vision at the End of the LaneDiscover a rare opportunity to create a custom estate in an established community of luxury homes (up to 4,000 sq. ft.). Located at the quiet end of the street, this lot offers the perfect blend of privacy and prestige. Enjoy the peace of a secluded setting without sacrificing convenience—you are minutes from town with effortless access to Route 50.

  Jim Thomson Realty ONE Group Old Towne

  Lot 7 Oak, Winchester, VA 22603
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  $579,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,888 Sq Ft

  Lot 0001 Hydrangea Way, Winchester, VA 22602

  Experience effortless living in our Willow Run Active Adult community! Our Azalea floorplan is a thoughtfully designed 1,888 sq. ft. ranch home blending style and functionality in a single-level open layout. The moment you step inside the home; you will be greeted by an inviting foyer leading you into the heart of the home. The dining room seamlessly connects with the living room and kitchen,

  Brooks Sears D R Horton Realty of Virginia LLC

  Lot 0001 Hydrangea Way, Winchester, VA 22602
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  $409,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft

  123 Lakota St, Winchester, VA 22602

  Don't miss this fantastic Adams end-unit townhome with included deck, washer and dryer, and blinds! The Adams offers 4 bedrooms, 3.5 baths, and a 1-car garage spread across three levels with a total of 1,889 square feet. The main level features 9-foot ceilings, luxury vinyl plank flooring, white cabinets with granite countertops, and stainless steel appliances by Whirlpool. With all the smart

  D.R. Horton Builder

  123 Lakota St, Winchester, VA 22602
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  /36

  $350,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft

  513 Pheasant Dr, Winchester, VA 22602

  Welcome to this newly built colonial in Wilde Acres situated on 1/4 acre lot nestled among the trees and surrounded by a wall made of native stone. Upon entry, enjoy the open living area and wood floors which make the space warm and comfortable. The galley kitchen offers ample counterspace and new stainless steel appliances. The convenient main level full bath also has hookup for stackable washer

  Ismael Carino MarketPlace REALTY

  513 Pheasant Dr, Winchester, VA 22602
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  $516,500 Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 1,962 Sq Ft

  235 Peppermint Spring Ln, Winchester, VA 22603

  Discover Your Private Retreat: 235 Peppermint Spring LaneNestled in the serene landscape of Winchester, Virginia, 235 Peppermint Spring Lane offers a rare combination of spacious country living and modern convenience. This charming single-family home sits on a sprawling 6.67-acre lot, providing a peaceful sanctuary just minutes from the vibrant energy of historic Downtown

  Andrew Hensley Samson Properties

  235 Peppermint Spring Ln, Winchester, VA 22603
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  /19

  $379,900 New Construction

  • 3 Beds
  • 3 Baths
  • 1,914 Sq Ft

  1619 Tomahawk Trail, Winchester, VA 22602

  Discover the best value for square footage in this stunning 3 bed, 3 bath home. Perched on over half an acre with panoramic mountain views. Enjoy an open floor plan, vaulted kitchen, hardwood floors throughout the main level & bedrooms, and a huge finished rec room. Builder bonuses include granite counters, kitchen island, and upgraded cabinets. Side-load 2-car garage & paved drive. A must-see!

  Jim Thomson Realty ONE Group Old Towne

  1619 Tomahawk Trail, Winchester, VA 22602
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  $685,000

  • 4 Beds
  • 2.5 Baths
  • 3,108 Sq Ft

  1950 Melvor Ln, Winchester, VA 22601

  Step into this meticulously maintained colonial home, a testament to quality craftsmanship and thoughtful design by Richmond American Homes. Situated in the desirable Meadow Branch South neighborhood, this residence offers an exceptional living experience with a perfect balance of formal and casual spaces This home is situated in a vibrant community with easy access to major roads, shopping, and

  Kim Kroner Washington Dulles Real Estate Group

  1950 Melvor Ln, Winchester, VA 22601
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  /17

  $1,550,000

  • Land
  • 152.44 Acres
  • $10,168 per Acre

  152.44 Acres Lot 2 Laurel Grove Rd, Winchester, VA 22602

  An unparalleled opportunity to own one of the most accessible yet private properties near the city of Winchester. Just under an hour and half from Dulles International Airport it is the perfect weekend escape in the countryside or full time residence. As you meander through the forest on the beautiful drive to the property you will become enchanted with your surroundings. This is one of 3

  Nadeem Helfer Samson Properties

  152.44 Acres Lot 2 Laurel Grove Rd, Winchester, VA 22602
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  $580,000 Open House 4/12

  • 4 Beds
  • 2.5 Baths
  • 3,414 Sq Ft

  3336 Hunting Ridge Rd, Winchester, VA 22603

  Colonial home 21 yrs young on 5 acres in Frederick county 4 bedroom 2 full baths with 1 half bath ., Whole house freshly painted in Jan/Feb 2025, laundry on main level with large pantry and large eat in kitchen with breakfast bar, granite countertops (new in Jan/Feb 2025) Family room formal dining room and living room (currently being used as a dining room) Large flat back yard with above ground

  Leslie Carter Carter Real Estate, Inc.

  3336 Hunting Ridge Rd, Winchester, VA 22603
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  /36

  $429,000

  • 3 Beds
  • 2.5 Baths
  • 1,528 Sq Ft

  209 Wood Ave, Winchester, VA 22601

  Welcome to this beautifully-updated brick rancher, a masterclass in blending timeless character with high-end, modern sophistication. From the moment you arrive, the covered front porch and classic silhouette command attention, offering undeniable curb appeal in one of Winchester’s most sought-after locations. Step inside to find a main level bathed in natural light, showcasing gleaming hardwood

  Dan Whitacre Colony Realty

  209 Wood Ave, Winchester, VA 22601
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  /21

  $389,990 New Construction

  • 3 Beds
  • 4 Baths
  • 1,989 Sq Ft

  117 Boone Ct, Winchester, VA 22602

  Immediate Move-in at Rossum Crossing! Winchester's newest and most popular townhome community, conveniently located near shopping and dining options. The St. Paul Townhome features three bedrooms, two and a half baths, and a one-car garage. The main floor boasts an open-concept floor plan, with a spacious family room that flows into a fully equipped kitchen. The kitchen includes an island, a

  Dorelba Estrada New Home Star Virginia, LLC

  117 Boone Ct, Winchester, VA 22602
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  /63

  $535,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,023 Sq Ft

  619 Farmington Blvd, Winchester, VA 22602

  The home is vacant, move-in ready, and includes pre-selected upgrades and a new-construction warranty. Welcome to this beautifully crafted new home by a respected local builder, offering over 2,000 square feetof thoughtfully designed living space in the desirable Sovereign Village community. The inviting open-concept main level features a spacious kitchen with a large island perfect for

  Marisa Varley ERA Oakcrest Realty, Inc.

  619 Farmington Blvd, Winchester, VA 22602
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  /5

  $879,900 New Construction

  • 3 Beds
  • 2 Baths
  • 2,488 Sq Ft

  Lot 11 Keval Gyan Way, Winchester, VA 22603

  Seize a rare opportunity to own one of just fifteen premier lots within the prestigious, upper-scale Keplinger Estates near the Apple Pie Ridge area. This is not just a house (new PIN OAK model); it is a bespoke sanctuary offering a sophisticated lifestyle with the ultimate convenience of being close to town, yet free from the constraints of an HOA. Experience the pinnacle of single-level living

  Jim Thomson Realty ONE Group Old Towne

  Lot 11 Keval Gyan Way, Winchester, VA 22603
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  /25

  $141,500

  • Land
  • 11.8 Acres
  • $11,992 per Acre

  16 Hodges Ln, Winchester, VA 22603

  Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and is the

  Chad Pangle Whitetail Properties Real Estate, LLC

  16 Hodges Ln, Winchester, VA 22603

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