Winchester, VA Homes for Sale

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  /49

  $395,000

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  1355 Perry Rd, Winchester, VA 22602

  This beautifully remodeled home showcases quality and attention to detail from the moment you step inside. The kitchen has been completely transformed with abundant cabinetry, generous counter space, and brand-new stainless steel appliances, creating both style and functionality. Throughout the home, you will find new flooring, doors, trim, and fresh paint, giving every room a clean, modern feel.

  Roxane Morrison NextHome Realty Select

  1355 Perry Rd, Winchester, VA 22602
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  /16

  $85,000

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  140 Fiddler Ave, Winchester, VA 22603

  Welcome to this impeccably updated, 2013-built manufactured home offering 1,000 sq. ft. of move-in-ready living space. Featuring a desirable floor plan with a nice flow from the kitchen to the living room, this home offers 2 bedrooms and 2 full, totally renovated bathrooms. The modern interior boasts recessed lighting throughout and new flooring. Outside, you'll find a brand-new walkway, a

  Jeremiah Wilson Realty ONE Group Old Towne

  140 Fiddler Ave, Winchester, VA 22603
• 

  

  

  /23

  $49,000

  • Land
  • 1.49 Acres
  • $32,886 per Acre

  Lot 37 Poplar Trail, Winchester, VA 22602

  Build your dream home on this spacious 1.49-acre corner lot located in the desirable Shawneeland community. Offering ample space and flexibility for your future home, this property is ready for its next owner to bring their vision to life. With a reasonable offer, the seller will provide two sets of architectural plans to help jumpstart the building process: Plan #1: Approximately 1,541 square

  Jennifer Forsch Pearson Smith Realty, LLC

  Lot 37 Poplar Trail, Winchester, VA 22602
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  /47

  $319,900

  • 3 Beds
  • 1.5 Baths
  • 1,242 Sq Ft

  936 Allen Dr, Winchester, VA 22601

  Charming, beautifully maintained ranch home in a well-established Winchester neighborhood! Meticulously maintained and thoughtfully updated over the years, this special property was built in 1965 by Kingsberry Homes using the sought-after Belden model. Lovingly cared for by just one family since its construction, the home even comes with the original architectural floor plans provided by the

  Jody Elson Dream Real Estate

  936 Allen Dr, Winchester, VA 22601
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  /3

  $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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  /65

  $599,900

  • 6 Beds
  • 4 Baths
  • 3,511 Sq Ft

  1400 Valley Ave, Winchester, VA 22601

  Versatile on Valley! So many possibilities! This versatile duplex is full of charm and opportunity! The original 1936 home features beautiful original hardwood floors, tall ceilings, fireplace, 4 season sunroom, and a stunning staircase that adds timeless character. The front unit is perfect for an owner-occupant who wants to enjoy historic charm while generating income from the back unit, or you

  Danielle Spriggs Samson Properties

  1400 Valley Ave, Winchester, VA 22601
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  /47

  $349,000

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

  101 Locust Ave, Winchester, VA 22601

  Welcome to 101 Locust Avenue in the heart of Winchester on a spacious corner lot! This solid brick ranch home offers 3 bedrooms, 2.5 bathrooms, and comfortable one-level living with additional space in the lower level. The bright and spacious living room serves as the centerpiece of the home, featuring a large bay window that fills the space with natural light. On the main level there are three

  Angela Duncan MarketPlace REALTY

  101 Locust Ave, Winchester, VA 22601
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  /15

  $405,990

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,094 Sq Ft

  112 Coriander Way, Winchester, VA 22603

  The three-level Skyline model masterfully combines a traditional exterior with a contemporary, open-concept floor plan. On the main level, you’ll find an expansive living room, bathed in natural light from numerous windows, flows effortlessly into the dining area and kitchen. The kitchen is designed with an L-shaped countertop and an island that borders the dining room. A cozy nook serves as a

  Brookfield Residential Builder

  112 Coriander Way, Winchester, VA 22603
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  /40

  $299,900

  Open Sun 1PM - 2PM $15K PRICE DROP

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

  406 Raccoon Dr, Winchester, VA 22602

  Join us Sunday July 12, 1-2PM for an open house! Back on market, no fault of seller! Seller has replaced main beam and has replaced several logs. Tucked away in the peaceful Wilde Acres neighborhood, this beautiful home offers the perfect balance of privacy, character, and comfort. Inside, you’re welcomed by stunning wide-plank heart pine flooring that brings warmth and timeless character to the

  STEVEN REESE EXP REALTY LLC - STAFFORD

  406 Raccoon Dr, Winchester, VA 22602
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  /86

  $559,900

  • 2 Beds
  • 2.5 Baths
  • 2,031 Sq Ft

  411-U105 N Loudoun St Unit 105, Winchester, VA 22601

  Experience a rare opportunity to own a piece of Winchester history at The Fort, one of Old Town's most distinctive residential communities. Located just blocks from the vibrant Walking Mall, this beautifully renovated 2-bedroom, 2.5-bath condominium seamlessly blends historic character with modern luxury. Unit 105 features an open-concept floor plan with soaring ceilings, rich architectural

  Jen Richards MarketPlace REALTY

  411-U105 N Loudoun St Unit 105, Winchester, VA 22601
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  /35

  $365,000

  $30K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,656 Sq Ft

  330 Wardensville Grade, Winchester, VA 22602

  MOTIVATED SELLER! Experience the perfect blend of peaceful country charm and modern convenience in this beautifully remodeled 3-bedroom, 1.5-bath home offering comfortable two-level living and true move-in-ready appeal. Sitting on 1.38 acres, this home features all new windows, siding, and roof installed in 2022, along with a HVAC system installed in 2021 with warranty coverage for added peace of

  Stacey Rowe Real Broker LLC

  330 Wardensville Grade, Winchester, VA 22602
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  /15

  $30,000

  • Land
  • 1.53 Acres
  • $19,608 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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  /4

  $749,990

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,614 Sq Ft

  154 Williamson Rd, Winchester, VA 22602

  The Carlisle home design by Maronda Homes offers the perfect balance of style, space, and flexibility—designed to meet the needs of modern families and active lifestyles. Featuring 4 to 6 bedrooms, 2.5 to 5 bathrooms, and 3,614 square feet of living space, the Carlisle provides room to grow without sacrificing comfort or function.From the welcoming front entry to the spacious open-concept layout,

  Maronda Homes Builder

  154 Williamson Rd, Winchester, VA 22602
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  /63

  $848,000

  $41K PRICE DROP

  • 6 Beds
  • 5 Baths
  • 4,891 Sq Ft

  161 Skylar Lanes Way, Winchester, VA 22603

  Gorgeous Country Home on Two Acres — Nearly 5,000 Sq Ft of Well-Appointed Living!! Welcome to 161 Skylar Lanes Way, a thoughtfully-updated and well-maintained six-bedroom, five-bath home just 20 minutes from downtown Winchester. This inviting property features modern updates and practical design throughout - see the attached list of recent upgrades! Bright and airy, the two-story family room

  Kristin Crosby Samson Properties

  161 Skylar Lanes Way, Winchester, VA 22603
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  /46

  $345,000

  Open Sat 10AM - 12PM $15K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  307 1/2 E Piccadilly St, Winchester, VA 22601

  Welcome to 307 1/2 E Piccadilly Street, a charming detached home offering comfort, convenience, and character in the heart of Winchester. Ideally located just minutes from Old Town Winchester, the Walking Mall, local restaurants, shopping, parks, and commuter routes, this property places you close to downtown amenities while still offering the privacy and feel of a standalone home. Inside, you’ll

  Nate Crandell HoneyWay

  307 1/2 E Piccadilly St, Winchester, VA 22601
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  /58

  $425,000

  Open Sat 11AM - 1PM $5K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,714 Sq Ft

  101 Charlton Rd, Winchester, VA 22602

  Welcome to 101 Charlton Road, a charming 4-bedroom, 2.5-bath Cape Cod situated on a desirable corner lot. This well-maintained home features a main-level primary suite and beautiful hardwood floors throughout the main living areas. The spacious kitchen is equipped with stainless steel appliances, a center island, breakfast nook, and flows seamlessly into the separate dining room and inviting

  RoxAnn Grimes RE/MAX Roots

  101 Charlton Rd, Winchester, VA 22602
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  /23

  $94,500

  $5K PRICE DROP

  • Land
  • 5.49 Acres
  • $17,213 per Acre

  0 Whispering Knolls Dr, Winchester, VA 22603

  *Price Improvement* Discover the perfect blend of privacy and natural beauty with this 5.49-acre parcel on Whispering Knolls Dr in Winchester, VA. Nestled among scenic country roads, this property offers a peaceful setting to build your dream home. Located approximately 6 miles from I-81, it provides a manageable commute while still offering the charm of rural living. Winchester Medical Center is

  Theresa Marshall Samson Properties

  0 Whispering Knolls Dr, Winchester, VA 22603
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  /48

  $749,000

  New Construction $76K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,127 Sq Ft

  106 Mate Ct, Winchester, VA 22602

  Welcome to 106 Mate Court, a beautifully custom-designed 2026 new construction home situated on a private 0.27-acre cul-de-sac lot in Winchester’s desirable Red Fox Run community. Backing to mature trees with scenic natural views, this stunning property offers the perfect blend of privacy, modern craftsmanship, thoughtful design, and peaceful living. Featuring over 3,100 square feet of total

  deborah longo Taylor Properties

  106 Mate Ct, Winchester, VA 22602
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  /18

  $388,190

  New Construction $2K PRICE INCREASE

  • 4 Beds
  • 3.5 Baths
  • 1,655 Sq Ft

  1805 Sloane St, Winchester, VA 22601

  1805 Sloane St. is an attractive new 3 level townhome with full brick front in Winchester, VA for August move-in. Free Deck for first 3 homebuyers! Our modern Adams floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. The main level with LVP Floors features a kitchen equipped with beautiful Quartz countertops, white cabinets, and stainless-steel appliances. The

  D.R. Horton Builder

  1805 Sloane St, Winchester, VA 22601
• 

  

  /19

  $406,190

  New Construction $2K PRICE INCREASE

  • 4 Beds
  • 3.5 Baths
  • 1,689 Sq Ft

  1813 Sloane St, Winchester, VA 22601

  1813 Sloane St. is an attractive new 3 level townhome with full brick front in Winchester, VA for August move-in. Included Deck for first 3 homebuyers! Our modern Adams floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. The main level with LVP Floors features a kitchen equipped with beautiful Quartz countertops, white cabinets, and stainless-steel appliances.

  D.R. Horton Builder

  1813 Sloane St, Winchester, VA 22601
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  /29

  $259,900

  • 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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  /6

  $299,000

  • Studio
  • 1,730 Sq Ft

  384 National Ave, Winchester, VA 22601

  Discover the potential of this 4-bedroom, 2-bath multi-family property offering 1,730 sq ft of living space ona 2,684 sq ft lot. Built in 1930, this property is a great opportunity for investors or buyers looking torenovate and add value. Don't miss your chance to make this income-producing property your next project!

  Derek Greene The Greene Realty Group

  384 National Ave, 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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  /39

  $374,000

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,809 Sq Ft

  328 Longview Ave, Winchester, VA 22601

  Price Reduced $15,000! Highly Motivated Seller! Welcome to this meticulously maintained, move-in-ready ranch home located within Winchester City limits. Perfectly situated on a premium, near-half-acre lot (.46 acres) off Papermill Road, this property offers the ultimate blend of city convenience and peaceful privacy with no backyard neighbors. Property Highlights:Flexible Layout: Features

  Kelly Bauer Coldwell Banker Premier

  328 Longview Ave, Winchester, VA 22601
• 

  

  /19

  $399,900

  New Construction Open Sat 11AM - 2PM $10K PRICE INCREASE

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

  107 Pinto Trail, Winchester, VA 22602

  I AM DONE AND READY! Split foyer low in community and flat lot with easy access out of subdivision (mailboxes, community trash drop off and exit very close to home).

  Jim Thomson Realty ONE Group Old Towne

  107 Pinto Trail, Winchester, VA 22602
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  /41

  $514,900

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,072 Sq Ft

  120 Gabriel Ct, Winchester, VA 22602

  Upgraded home in a desirable 55+ community on Winchester's east side! Thoughtfully upgraded and beautifully maintained, this exceptional residence offers the perfect blend of comfort, convenience, and low-maintenance living. Inside, you'll find upgraded flooring, elevated finishes, and an open-concept layout designed for both everyday living and entertaining. The beautifully appointed kitchen

  Stephanie Feltner Realty ONE Group Old Towne

  120 Gabriel Ct, Winchester, VA 22602
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  /61

  $435,000

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

  113 Wertland Place, Winchester, VA 22602

  Luxury upgrades and thoughtful custom features make this exceptional end-unit townhome a standout in the desirable Winchester Landing 55+ community. With over $80,000 in owner-added upgrades, this beautifully appointed residence offers 3 bedrooms, 2.5 baths, and the convenience of main-level living with premium finishes throughout. The spacious main-level primary suite provides a private retreat,

  Laura White ERA Oakcrest Realty, Inc.

  113 Wertland Place, Winchester, VA 22602
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  /56

  $1,275,000

  $55K PRICE DROP

  • Land
  • 140.54 Acres
  • $9,072 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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  /29

  $369,900

  $19K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,263 Sq Ft

  224 Hawk Trail, Winchester, VA 22602

  Welcome home to this charming retreat nestled in the Shawneeland community of Winchester, Virginia. This beautifully reimaged rambler has been fully remodeled. The 3-bedroom, 2-bathroom home offers the perfect blend of modern finishes and relaxed mountain community living – ready for you to move-in and enjoy! Step outside and breathe it all in. A delightful front porch sets the tone the moment

  Joelle Graham Weichert, REALTORS

  224 Hawk Trail, Winchester, VA 22602
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  /26

  $380,000

  • 4 Beds
  • 2 Baths
  • 1,840 Sq Ft

  140 Graywolf Trail, Winchester, VA 22602

  This fully finished 1,840 sq. ft. home offers the space, updates, and setting buyers are looking for. Featuring a fully finished walkout-level basement, newer hardwood flooring, updated bathrooms, fresh paint, a beautiful rock fireplace, stainless steel appliances, quartz countertops, and two spacious decks, this home is move-in ready and perfect for enjoying the peaceful surroundings of Shawnee

  Rick Guthrie Keller Williams Realty

  140 Graywolf Trail, Winchester, VA 22602
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  /3

  $695,000

  New Construction $16K PRICE INCREASE

  • 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
• 

  /2

  $199,900

  $50K PRICE DROP

  • Land
  • 5.01 Acres
  • $39,900 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
• 

  /2

  $646,090

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,500 Sq Ft

  2450 Cardigan Way, Winchester, VA 22603

  This 5‐bedroom Torrington home with a main‐level primary suite is still available to personalize—choose your own flooring, quartz countertops, cabinets, and fixtures, and move in this year!The main level features luxury vinyl plank flooring and an open, light‐filled layout. The gourmet kitchen is appointed with stainless steel appliances, a statement range hood, quartz countertops, and a

  Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  2450 Cardigan Way, Winchester, VA 22603
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  /36

  $350,000

  New Construction $15K PRICE DROP

  • 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
• 

  

  /45

  $474,490

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,168 Sq Ft

  113 Trellis View Ln, Winchester, VA 22602

  Experience effortless living in our Willow Run Active Adult community! Our Freeport floorplan is a thoughtfully designed villa blending style and functionality in a single-level open layout and finished loft.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,

  Victoria Clark D R Horton Realty of Virginia LLC

  113 Trellis View Ln, Winchester, VA 22602
• 

  

  /70

  $474,500

  • 3 Beds
  • 3.5 Baths
  • 2,650 Sq Ft

  121 Cherokee Trail, Winchester, VA 22602

  Lake and mountain views, a private in-ground pool, and an adjoining .63-acre lot — this beautifully updated Shawneeland home sits on .37 acres and conveys with an additional .63 acre of record (Tax Map ID #49A031A13A), for approximately 1 acre of mountain privacy. Filled with natural light, the home features hardwood floors, fireplaces throughout, and a renovated kitchen with quartz countertops,

  Sebastian Langenberg Corcoran McEnearney

  121 Cherokee Trail, Winchester, VA 22602
• 

  

  /42

  $539,900

  $20K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,302 Sq Ft

  105 Travis Ct, Winchester, VA 22602

  Tucked just outside Winchester City limits, this spacious three-level Colonial offers a comfortable layout with plenty of room for everyday living, entertaining, and making memories. The main level features beautiful wood floors, a formal dining room, a welcoming living area, and an easy flow from the kitchen to the breakfast area and family room.The kitchen features granite countertops and

  Tina Nichols Samson Properties

  105 Travis Ct, Winchester, VA 22602
• 

  

  /3

  $79,900

  • Land
  • 6.06 Acres
  • $13,185 per Acre

  0 Four Wheel Dr Unit VAFV2041542, Winchester, VA 22602

  All wooded in private area with other nice homes. About 30 minutes south west of hospital, Wal-Mart. No HOA that allows you to do anything with your property. Older 3BR Perc expired. You could potentially renew it. Ideal to build a dream home and unlimited options. Last mile is a deeded dirt road. Listing agent has interest in the property

  Ravinder Avala Premium Realty, LLC

  0 Four Wheel Dr Unit VAFV2041542, Winchester, VA 22602
• 

  

  /8

  $689,000

  • 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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