Winchester, VA Homes for Sale under $900,000

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  /69

  $639,900

  $10K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,179 Sq Ft

  1529 Dalton Place, Winchester, VA 22601

  Roof 2017 - Water Heater 2017 - HVAC 2023. Welcome to 1529 Dalton Place, an exceptional home tucked away on a quiet cul-de-sac in one of Winchester's most desirable locations. Offering 4 spacious bedrooms, 3.5 bathrooms, and an expansive floor plan, this beautifully designed residence delivers the perfect blend of comfort, style, and functionality. From the moment you enter, you'll appreciate the

  RoxAnn Grimes RE/MAX Roots

  1529 Dalton Place, Winchester, VA 22601
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  /106

  $849,000

  • 6 Beds
  • 4.5 Baths
  • 4,714 Sq Ft

  226 Summerfield Dr, Winchester, VA 22602

  UP TO $5000 SELLER CONCESSION FOR PAINT. CALL FOR DETAILS. Welcome to this stunning Colonial estate nestled in the highly sought-after Raven Pointe neighborhood of Winchester, VA. This exceptional home flawlessly pairs a grand interior layout with panoramic views, perfectly situated directly adjacent to peaceful farmland while remaining just 7 minutes away from historic Old Town Winchester. Built

  Jeffrey Stack CENTURY 21 New Millennium

  226 Summerfield Dr, Winchester, VA 22602
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  /79

  $850,000

  • 5 Beds
  • 5.5 Baths
  • 6,256 Sq Ft

  150 Ewell Dr, Winchester, VA 22602

  Welcome to Equestrian Estates, a highly sought-after Winchester community with no HOA, where space, style, and flexibility come together beautifully. This stately 5-bedroom, 6-bath Colonial offers over 6,700 square feet of finished living space on nearly 3 private acres, creating the perfect setting for both everyday living and entertaining. The home was not available for showings over the past

  Sherry Santmyer Hunt Country Sotheby's International Realty

  150 Ewell Dr, Winchester, VA 22602
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  /59

  $667,000

  $18K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,399 Sq Ft

  108 Nevermore Dr, Winchester, VA 22602

  ATTENTION:Best price per sq ft in the development . Practicality meets long-term value with a $70,000 IN UPGRADES to install a 32 PANEL SOLAR SYSTEM., that that virtually reduces monthly electric bills. An additional $30,000 was invested into a COMPOSITE DECK AND FENCE.Welcome to 108 Nevermore Drive, nestled in the sought-after Raven Oaks community of Winchester, where comfort, energy

  Mike Dotterweich RE/MAX Gateway, LLC

  108 Nevermore Dr, Winchester, VA 22602
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  /77

  $710,000

  $10K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 4,542 Sq Ft

  103 Renee Ln, Winchester, VA 22602

  Welcome to this gorgeous single family home with custom details galore in the lovely Lynnehaven community! Approaching the home you are welcomed by a spacious front porch with columns perfect for enjoying your morning coffee on the porch swing. Upon entering you will love the impressive two-story foyer, the luxury vinyl plank flooring throughout the entire main level and the sun flooding through

  Leila Smith Pearson Smith Realty, LLC

  103 Renee Ln, Winchester, VA 22602
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  /74

  $624,900

  $40K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,904 Sq Ft

  104 Bramble Ct, Winchester, VA 22602

  Welcome to this beautifully maintained 3-level Colonial tucked away on a quiet cul-de-sac in sought-after Oakdale Crossing. With 4 bedrooms, 2.5 baths, a remodeled kitchen, spacious living areas, and room to make the home your own, this is the kind of place that checks the boxes for today—and gives you plenty of space for whatever comes next.The main level is made for living, hosting, and

  Laura White ERA Oakcrest Realty, Inc.

  104 Bramble Ct, Winchester, VA 22602
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  /90

  $649,900

  $25K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 4,030 Sq Ft

  146 Stonebrook Rd, Winchester, VA 22602

  Spacious ranch home on a beautiful 1-acre lot in the highly desirable Stonebrook Farms community! Surrounded by mature trees and offering a peaceful setting, this home combines the space of country living with the convenience of being just minutes from shopping, dining, medical facilities, and all that Winchester has to offer.Designed with flexibility in mind, this home features 5

  Bradley Comstock ERA Oakcrest Realty, Inc.

  146 Stonebrook Rd, Winchester, VA 22602
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  /52

  $635,000

  $15K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,646 Sq Ft

  117 Glen Ridge Rd, Winchester, VA 22602

  Welcome to 117 Glen Ridge Road! Discover the perfect blend of privacy, space, and convenience on 6.65 beautiful wooded acres just minutes from Winchester. Tucked away in a peaceful setting, this property offers the tranquility of country living while remaining close to Winchester Medical Center, shopping, dining, schools, and I-81 for an easy commute.Designed for buyers who want room to

  Joanne Cembrook Coldwell Banker Premier

  117 Glen Ridge Rd, Winchester, VA 22602
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  /63

  $749,050

  $26K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,757 Sq Ft

  107 Cahille Dr, Winchester, VA 22602

  Welcome to this exceptional 4-bedroom, 3.5-bath Colonial in the sought-after Raven Pointe subdivision, where luxury living extends well beyond the front door.The backyard is a true showstopper, featuring a one-year-old 20' x 40' heated Hayward OmniLogic saltwater pool with a tanning ledge, sunken spa, and Coverstar automatic safety cover. A covered Trex deck with a porch swing overlooks

  Laura White ERA Oakcrest Realty, Inc.

  107 Cahille Dr, Winchester, VA 22602
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  /73

  $615,000

  • 5 Beds
  • 3.5 Baths
  • 3,626 Sq Ft

  922 Wayne Dr, Winchester, VA 22601

  Welcome home to this beautifully updated brick-front residence in the City of Winchester, where a thoughtful floor plan, generous living spaces with 9' ceilings on the main and upper levels, and meaningful improvements come together across three finished levels.The main level is designed for connection and comfort, beginning with a two-story foyer that opens into an airy, open-concept layout.

  Katrina Smith Samson Properties

  922 Wayne Dr, Winchester, VA 22601
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  /85

  $690,000

  $10K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,918 Sq Ft

  108 Norfolk Ct, Winchester, VA 22602

  Welcome home to Norfolk Ct!!! Oh my, where to begin? If you're looking for a turnkey home with ample space and lots of room for your dreams, then this is the home for you! Located on a quiet Cul-de-Sac, this beautiful brick home welcomes you with an impressive foyer and high ceilings. The first floor of this home houses a lovely kitchen with an ample great room, combination formal living/dining

  Nicole Lewis Coldwell Banker Premier

  108 Norfolk Ct, Winchester, VA 22602
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  /31

  $607,990

  New Construction

  • 2 Beds
  • 2 Baths
  • 1,748 Sq Ft

  227 Hydrangea 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

  227 Hydrangea Way, Winchester, VA 22602
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  /11

  $624,880

  New Construction

  • 2 Beds
  • 2 Baths
  • 2,658 Sq Ft

  159 Williamson Rd, Winchester, VA 22602

  159 Williamson Rd, Winchester, VA 22602
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  /27

  $609,990

  New Construction

  • 4 Beds
  • 3 Baths
  • 3,000 Sq Ft

  601 Granite Ridge Dr, Winchester, VA 22603

  Brand New Main Level home is under construction and with special financing and closing cost assistance available, there is no reason to wait to make this the next place you call home! Located within Hiatt Pointe at Snowden Bridge, an active adult community for those 55 or better!This Rembrandt, located on a corner lot, a stunning home offering a harmonious blend of private sanctuaries and

  Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  601 Granite Ridge Dr, Winchester, VA 22603
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  $649,900

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,242 Sq Ft

  132 Triangle Ct, Winchester, VA 22602

  **HUGE PRICE REDUCTION** Nearly new and designed for easy main-level living, this beautifully maintained Winchester ranch offers 2,242 finished square feet on the main level plus a full 2,242-square-foot walkout lower level—more than 4,400 total square feet of space and opportunity.Built in 2024, the warm, open floor plan features 9-foot ceilings, abundant natural light, durable LVP

  Kelly Davis RE/MAX Gateway, LLC

  132 Triangle Ct, Winchester, VA 22602
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  /31

  $824,900

  $75K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,943 Sq Ft

  230 Conifer Ln, Winchester, VA 22602

  WOW - what a price improvement - schedule your viewing now!! Perched on a picturesque knoll with sweeping mountain views, this thoughtfully designed modern farmhouse colonial offers the perfect balance of luxury, comfort, and peaceful country living—without sacrificing modern convenience. Built in 2018, this 4-bedroom, 3-bath home offers over 3,100 square feet of beautifully designed living space

  Traci Shoberg Samson Properties

  230 Conifer Ln, Winchester, VA 22602
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  /50

  $849,900

  New Construction

  • 5 Beds
  • 3 Baths
  • 3,057 Sq Ft

  Lot 10 Desant Cir, Winchester, VA 22603

  Four month build time from contract. 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 a

  Jim Thomson Realty ONE Group Old Towne

  Lot 10 Desant Cir, Winchester, VA 22603
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  /83

  $825,000

  $64K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,800 Sq Ft

  107 Launchris Dr, Winchester, VA 22602

  Looking for a home that gives you space, style, privacy, and the freedom to make it your own? Welcome to this stately Colonial set on nearly an acre of beautiful, private land—where timeless architecture meets the upgrades today's buyers want.The seller has invested more than $150,000 in improvements, including a fully renovated HVAC system with all-new ductwork and high-end components.

  Laura White ERA Oakcrest Realty, Inc.

  107 Launchris Dr, Winchester, VA 22602
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  /31

  $649,500

  • 3 Beds
  • 2 Baths
  • 2,450 Sq Ft

  1400 Gordon Place, Winchester, VA 22601

  One level living in The Downs at Meadow Branch, a sought after community convenient to shopping, medical center, and Old Town Winchester. Expansive all-brick home offers 3 bedrooms, 2 bathrooms, attached 2-car garage and 2450 square feet of living space! What's better than an idyllic 1/5 acre corner lot... how about an idyllic 1/5 acre corner lot you don't have to mow? HOA fees include lawn

  Stacy Rodgers Berkshire Hathaway HomeServices PenFed Realty

  1400 Gordon Place, Winchester, VA 22601
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  /101

  $829,900

  $60K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 5,226 Sq Ft

  102 Julie Ct, Winchester, VA 22602

  Opportunities of this caliber in the highly coveted Stonebrook Farms community are exceptionally rare. Positioned on a premium cul-de-sac lot backing directly to mature, private woods, this property is a true unicorn in today’s market: a sprawling, intelligently designed estate paired with a resort-style backyard and an exhaustive list of major capital improvements.The main level makes an

  Charles Witt Nova Home Hunters Realty

  102 Julie Ct, Winchester, VA 22602
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  /37

  $749,900

  • 3 Beds
  • 3 Baths
  • 2,112 Sq Ft

  1049 Laurel Grove Rd, Winchester, VA 22602

  This is the one that offers the perfect blend of privacy, comfort, and natural beauty. This custom-built 3-bedroom, 3-bath retreat sits on a private, wooded lot with expansive mountain views, creating a peaceful setting that still keeps you close to everyday conveniences.The main-level primary suite provides a relaxing escape with its elegant walk-in shower and soaking tub. Two additional

  LESLIE WEBB Long & Foster Real Estate, Inc.

  1049 Laurel Grove Rd, Winchester, VA 22602
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  /137

  $819,900

  • 3 Beds
  • 3.5 Baths
  • 2,484 Sq Ft

  250 Creola Dr, Winchester, VA 22603

  Contract fell thru at no fault of the seller or the home. Contract was contingent on Home Sale. Tucked away on 3.54 private wooded acres, this beautifully designed custom home offers the perfect balance of luxury, privacy, and convenience—just 15 minutes from Winchester, VA and Winchester Medical Center. With almost 2,500 square feet of thoughtfully designed living space, a full unfinished

  Curtis Siever NextHome Realty Select

  250 Creola Dr, Winchester, VA 22603
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  /56

  $685,000

  • 4 Beds
  • 2.5 Baths
  • 2,722 Sq Ft

  123 Kinross Dr, Winchester, VA 22602

  Beautifully updated home in Ravenwing subdivision conveniently located close to dining, shopping, and everyday amenities. This home offers a wonderful combination of comfort, style, and entertaining space both inside and out.The completely remodeled kitchen, updated in 2017, features modern finishes and includes a gas hookup option for a gas cooktop if desired. Hardwood floors flow throughout

  Sharon Farinholt Realty ONE Group Old Towne

  123 Kinross Dr, Winchester, VA 22602
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  /77

  $634,000

  $65K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,120 Sq Ft

  256 Brookneil Dr, Winchester, VA 22602

  PRICE REDUCTION ALERT! This is your chance to own the private retreat buyers have been waiting for. Step into something special at 256 Brookneil Dr—where space, privacy, and flexibility come together beautifully.Nestled on 2.1 wooded acres just minutes from Winchester, this property offers a peaceful retreat with the soothing sounds of nature all around. Whether you're sipping coffee on

  Jacquelyn Sowers ERA Oakcrest Realty, Inc.

  256 Brookneil Dr, Winchester, VA 22602
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  /4

  $700,000

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,822 Sq Ft

  102 Duke Ct, 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

  102 Duke Ct, Winchester, VA 22602
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  /103

  $750,000

  • 5 Beds
  • 4.5 Baths
  • 4,731 Sq Ft

  136 Cahille Dr, Winchester, VA 22602

  Nestled towards the end of a quiet dead-end street in the sought-after Raven Pointe community, this stunning 5-bedroom, 4.5-bath home offers the perfect blend of elegance, functionality, and convenience. Ideally located for commuters with easy access to major routes, you’ll enjoy peaceful neighborhood living without sacrificing accessibility.Designed with flexibility in mind, the highly

  Victoria Davis Century 21 Redwood Realty

  136 Cahille Dr, Winchester, VA 22602
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  /51

  $615,000

  • 5 Beds
  • 3 Baths
  • 2,515 Sq Ft

  102 Forest Valley Rd, Winchester, VA 22602

  Welcome to this beautifully maintained home in the established Stonebrook Farms community, perfectly situated on a quiet cul-de-sac and surrounded by mature trees and landscaping. This inviting home offers a spacious and versatile floor plan, including a main-level bedroom and full bath—ideal for guests, multigenerational living, or anyone needing convenient main-level accommodations.At

  Julie Teets ERA Oakcrest Realty, Inc.

  102 Forest Valley Rd, Winchester, VA 22602
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  /81

  $699,000

  Open Sun 2PM - 4PM $51K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,767 Sq Ft

  199 Meeting House Dr, Winchester, VA 22602

  3.46 ACRES • MOUNTAIN VIEWS • NO HOA • MAIN-LEVEL PRIMARYDiscover a different kind of Winchester living at 199 Meeting House Drive. Tucked at the end of a quiet cul-de-sac on 3.46 acres, this beautifully updated home combines privacy, space and mountain views with more than 3,700 finished square feet of versatile living.Inside, thoughtful improvements include fresh paint, coffered

  Katie Deskins Century 21 Redwood Realty

  199 Meeting House Dr, Winchester, VA 22602
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  /80

  $655,000

  • 4 Beds
  • 3.5 Baths
  • 3,556 Sq Ft

  185 Hannah Ct, Winchester, VA 22603

  Welcome to this stunning 1997 Colonial set on 2 private acres, offering a perfect blend of main-level convenience and exceptional entertainment spaces. The main floor features a primary bedroom suite with a private bath, a light-filled living room with a cozy stone fireplace, a formal dining room, main-floor laundry, mud room, and an eat-in kitchen with stainless steel appliances. The upper level

  Joey Badgett-Gonzalez Berkshire Hathaway HomeServices PenFed Realty

  185 Hannah Ct, Winchester, VA 22603
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  /83

  $675,000

  • 2 Beds
  • 1 Bath
  • 1,540 Sq Ft

  531 Cedar Grove Rd, Winchester, VA 22603

  Discover a rare opportunity to own a piece of Frederick County history with this unique farmette property offering approximately 9.79 acres, a charming farmhouse, extensive outbuildings, and an established farm market setup.Originally built in the 1800s with later additions, the home offers character that is difficult to replicate while providing the space and functionality today's buyers

  Tyler Hazelwood Virginia Real Estate

  531 Cedar Grove Rd, Winchester, VA 22603
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  /8

  $775,000

  New Construction $10K PRICE INCREASE

  • 4 Beds
  • 2.5 Baths
  • 3,150 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 Chestnut model with standard 10' Main Level CeilingsModel 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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  /85

  $725,000

  • 5 Beds
  • 4 Baths
  • 4,408 Sq Ft

  223 Fairfield Dr, Winchester, VA 22602

  Beautifully remodeled with exceptional care and attention to detail by its current owners, this stunning 5-bedroom, 3-bath home offers over 4,400 finished square feet on a private 0.35-acre corner lot with NO HOA. Thoughtfully designed for comfortable everyday living, the home features four bedrooms on the upper level and a fifth bedroom on the main level with convenient access to a full bath,

  Antonella Costa Samson Properties

  223 Fairfield Dr, Winchester, VA 22602
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  /58

  $674,900

  • 4 Beds
  • 3.5 Baths
  • 3,924 Sq Ft

  146 Darby Dr, Winchester, VA 22602

  Beautiful brick-front home in sought-after Ravenwing offering three finished levels and exceptional space throughout! This 4-bedroom, 3.5-bath home features a welcoming main level with formal living and dining rooms, plus a cozy family room with a gas fireplace—perfect for relaxing or entertaining.Dual staircases lead to the expansive upper level, highlighted by two owner’s suites, each with

  Traci Shoberg Samson Properties

  146 Darby Dr, Winchester, VA 22602
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  /4

  $660,435

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,822 Sq Ft

  Lot 213 Williamson, 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

  Lot 213 Williamson, Winchester, VA 22602
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  /33

  $679,900

  $60K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 4,050 Sq Ft

  405 Spring Valley Dr, Winchester, VA 22603

  NEW PRICE REDUCTION! NO HOA!!! Built in 1971, this 4 Bed/2.5 Bath home is located on over 2 wooded acres features built-ins, upgraded countertops, new water treatment system, new HVAC, hardwood floors throughout the main level, 2 fireplaces, French doors, bay windows, and many upgrades. Two car garage (attached) Circular driveway Main-level laundry room. The kitchen has granite countertops, an

  Ralph Harvey ListWithFreedom.com

  405 Spring Valley Dr, Winchester, VA 22603
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  /4

  $710,000

  Coming Soon Sep 10

  • 5 Beds
  • 3.5 Baths
  • 3,946 Sq Ft

  110 Bentpath Ct, Winchester, VA 22602

  Nestled in the prestigious Twin Lake Overlook, this exquisite Colonial home, built in 2019, offers a harmonious blend of elegance and comfort. Spanning 3,946 square feet, this residence features five spacious bedrooms and three and a half luxurious bathrooms, perfect for both relaxation and entertaining. Step inside to discover a fully finished basement with convenient outside access, ideal for

  Xinli Ji Realty Aspire

  110 Bentpath Ct, Winchester, VA 22602
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  /93

  $714,000

  $10K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 4,264 Sq Ft

  342 Canyon Rd, Winchester, VA 22602

  Welcome to 342 Canyon Rd, a spacious and beautifully maintained home in the desirable Twin Lakes Overlook community on Winchester's east side close to Rt 7. Situated on a beautifully landscaped corner lot of nearly .40 acres where the schoolbus stop is at the front door, this impressive home offers over 4,264 finished square feet with a thoughtfully designed floor plan perfect for both everyday

  Michele Gibson Samson Properties

  342 Canyon Rd, Winchester, VA 22602
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  /37

  $899,000

  Open House 10/03

  • Land
  • 158.44 Acres
  • $5,674 per Acre

  TRACT 2: 158.43+/- A Laurel Grove Rd, Winchester, VA 22602

  158.43± BEAUTIFUL ACRES IN WINCHESTER, VA! This outstanding property offers an incredible opportunity to build your dream home, cabin, or private retreat. The property features beautiful views, a cleared building site, an approved five-bedroom perc site, and electric is near to the property, providing an excellent foundation for future development. Outdoor enthusiasts will appreciate the great

  Matthew Hurley Hurley Real Estate & Auctions

  TRACT 2: 158.43+/- A Laurel Grove Rd, Winchester, VA 22602
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  /16

  $759,900

  Open Sun 11AM - 1PM

  • 5 Beds
  • 4.5 Baths
  • 2,383 Sq Ft

  174 Williamson Rd, Winchester, VA 22602

  This spectacular, move-in-ready home shows like a professional model, showcasing exquisite designer touches, custom window treatments (included), and premium finishes throughout. Built in 2023, the residence offers the ultimate convenience of main-level living with a bright, open-concept layout that beautifully blends comfortable luxury with timeless appeal.Nestled on a spacious .28-acre

  Brenda Miller Berkshire Hathaway HomeServices PenFed Realty

  174 Williamson Rd, Winchester, VA 22602
• 

  

  /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

Showing Results 41 - 80, Page 2 of 3