324

Winchester, VA Homes for Sale

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  • /11

    $869,999 New Construction

    • 5 Beds
    • 3.5 Baths
    • 4,280 Sq Ft

    101 Abrams Pointe Blvd, Winchester, VA 22602

    The open, inviting layout of this ranch-style model home makes entertaining easy—and it boasts designer details like boxed oak stairs, quartz countertops and luxury vinyl flooring. Inside, you’ll find a great room with a gas fireplace, a generous dining room and a gourmet kitchen featuring a center island, double oven, walk-in pantry and modern matte white appliances. An elegant primary suite

    Jay Day LPT Realty, LLC

    101 Abrams Pointe Blvd, Winchester, VA 22602
  • /25

    $79,900

    • 3 Beds
    • 2 Baths
    • 1,453 Sq Ft

    102 Conrad Ct, Winchester, VA 22603

    Resort-Style Living at Regency Lakes! This spacious manufactured/mobile home offers beautiful water views and a low-maintenance lifestyle. Enjoy your morning coffee or evening sunsets from the large deck overlooking the lake. Inside, the open floor plan features a generous kitchen with an island and abundant cabinet space, perfect for cooking and entertaining. The primary suite includes an

    Heloisa Amar Samson Properties

    102 Conrad Ct, Winchester, VA 22603
  • /34

    $245,000 Coming Soon

    • 2 Beds
    • 1 Bath
    • 572 Sq Ft

    177 Dicks Hollow Rd, Winchester, VA 22603

    Newly remodeled 2-bedroom, 1-bath rancher just minutes from Winchester! This charming home features covered front and side porches, a gravel driveway, and a storage building, all situated on a .29-acre lot that backs to trees for added privacy. Inside, you’ll find luxury vinyl plank flooring throughout, stainless steel appliances, and a modern walk-in shower. Enjoy easy one-level living with

    Sheila Pack RE/MAX Roots

    177 Dicks Hollow Rd, Winchester, VA 22603
  • /86

    $2,125,000

    • 5 Beds
    • 4 Baths
    • 4,166 Sq Ft

    1631 Back Mountain Rd, Winchester, VA 22602

    This unique property is the definition of an oasis in the woods. Surrounded by 180 glorious private acres, this home dazzles with grandeur while blending natural elements that mesh with the environment. The handsome hunter green standing seam metal roof with matching accents against wood siding is the ideal look for this 4,166 square foot architectural marvel. Indoors, there’s a thoughtful

    Dan Whitacre Colony Realty

    1631 Back Mountain Rd, Winchester, VA 22602
  • /16

    $309,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,333 Sq Ft

    511 Grouse Dr, Winchester, VA 22602

    **Estimated completion March 2026** This is a fantastic opportunity to purchase a new construction home and have the ability to select the colors and finishes desired. The purchaser will have the ability to customize the home through numerous optional upgrades. This home will feature upgraded 2x6 exterior framed walls with R-21 insulation for added strength, energy efficiency, and improved

    Benjamin Ashlock Samson Properties

    511 Grouse Dr, Winchester, VA 22602
  • /35

    $590,000

    • 4 Beds
    • 2.5 Baths
    • 2,280 Sq Ft

    157 Oak Dr, Winchester, VA 22603

    Welcome home to 157 Oak Dr. in Winchester, VA—an inviting property offering comfort, thoughtful updates, and a peaceful setting. This home has been refreshed with luxury vinyl plank flooring throughout most of the home and fresh paint, creating a clean, move-in-ready feel. Be Sure to Watch The Video to Experience Even More of This Home!The primary suite has been remodeled, including an

    Phyllis Guthrie Keller Williams Realty

    157 Oak Dr, Winchester, VA 22603
  • /3

    $412,365 New Construction

    • 3 Beds
    • 3.5 Baths
    • 1,966 Sq Ft

    117 Bonnings Dr, Winchester, VA 22603

    Introducing the St. Paul, one of Maronda’s latest townhome designs.The St. Paul offers a range of 1,966 to 1,989 square feet of living space, including 3 to 4 bedrooms, 2.5 to 3.5 bathrooms, and a spacious 1-car garage. This new design offers plenty of personalization opportunities to fit your family’s unique needs.On the first floor of the home, you will find a spacious, open-concept floor plan.

    Maronda Homes Builder
    117 Bonnings Dr, Winchester, VA 22603
  • /84

    $459,990

    • 3 Beds
    • 2 Baths
    • 2,080 Sq Ft

    110 Elaine Dr, Winchester, VA 22602

    WELCOME HOME TO THIS BEAUTIFULLY RE-IMAGINED 3-BED, 2-BATH WINCHESTER GEM! THIS SINGLE FAMILY HOME HAS BEEN RECENTLY & METICULOUSLY RENOVATED FROM THE STUDS OUT (built in 1990). THIS HOME BLENDS TIMELESS CHARM WITH TODAY'S MODERN UPDATES. STEP INSIDE TO DISCOVER AN OPEN, LIGHT-FILLED FLOOR PLAN FEATURING RECESSED LIGHTING THRU OUT, A NEST THERMOSTAT TO REMOTELY CONTROL YOUR HOMES TEMPERATURE, A

    JoAnn Walker Century 21 Redwood Realty

    110 Elaine Dr, Winchester, VA 22602
  • /46

    $629,990 New Construction

    • 4 Beds
    • 3 Baths
    • 3,031 Sq Ft

    AZALEA Plan at Willow Run, Winchester, VA 22601

    Discover the charm of the Azalea at Willow Run, a thoughtfully designed 1,888 square foot ranch home that embodies comfort and accessibility. With three spacious bedrooms and two modern bathrooms, this single-story layout caters to those who appreciate both style and functionality. Step inside to find an inviting foyer that leads to a seamless open floor plan, merging the dining room, family

    D.R. Horton Builder
    105 Trellis View Ln Unit 36405635, Winchester, VA 22601
  • /23

    $374,990 New Construction

    • 3 Beds
    • 1.5 Baths
    • 1,752 Sq Ft

    103 Castaway Place, Winchester, VA 22603

    This stunning two-level villa boasts a modern open concept design that seamlessly connects living spaces for an inviting and spacious feel. The main level features a living room that opens effortlessly to the dining area, creating a perfect space for entertaining and family gatherings. The expansive rear kitchen includes an L-shaped layout with an eating bar and an island with additional bar

    Brookfield Residential Builder
    103 Castaway Place, Winchester, VA 22603
  • /30

    $350,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,381 Sq Ft

    628 Cardinal Dr, Winchester, VA 22602

    Welcome to this beautiful 3-bedroom, 2-bathroom split-level home, a brand-new build nestled on a spacious 0.34-acre lot in the Mountain Falls Park community. Enjoy a warm welcome with a cozy covered porch. Inside, the home features luxury vinyl plank flooring throughout, providing a modern, durable finish. The kitchen is a chef's delight, with stainless steel appliances, premium shaker-style

    Sheila Pack RE/MAX Roots

    628 Cardinal Dr, Winchester, VA 22602
  • /9

    $17,000

    • Land
    • 0.42 Acre
    • $40,476 per Acre

    Lot 76 Bear Trail, Winchester, VA 22602

    Looking for a lot in a quiet, rural development where you can enjoy the beauty of nature, listen to the birds, and view an occasional wild turkey or deer? This undeveloped lot in Shawneeland may be just the place for you. With its spring-fed lake, great for fishing or swimming, and mountain trails, Shawneeland is the perfect place to build a getaway retreat or a full-time residence. Located

    Rebecca McTavish Long & Foster Real Estate, Inc.

    Lot 76 Bear Trail, Winchester, VA 22602
  • /8

    $1,400,000

    • Land
    • 5.73 Acres
    • $244,328 per Acre

    1667 N Frederick Pike, Winchester, VA 22603

    Great highway exposure exposure to state route 37 the bypass around the West side of Winchester and and 5222 north or North Frederick Pike entrance at a signalized intersection

    John Scully Colony Realty

    1667 N Frederick Pike, Winchester, VA 22603
  • /2

    $2,525,100

    • Land
    • 8.86 Acres
    • $285,000 per Acre

    0 Kavanaugh Dr Unit VAFV2017570, Winchester, VA 22602

    8.86 Acres of undeveloped commercial land zoned B-2 with excellent US 37 future signage visibility, exposure, and location. All utilities available for connection. Approved uses include self-storage warehouses, distribution warehouses, car washes, new car dealerships, hotels and restaurants.

    Marie DiLorenzo Oakcrest Commercial LLC.

    0 Kavanaugh Dr Unit VAFV2017570, Winchester, VA 22602
  • /20

    $439,900

    • Studio
    • 2,376 Sq Ft

    510 N Loudoun St, Winchester, VA 22601

    All brick 3 unit complex with off street parking and near Old Town Mall..2nd floor has 2BD/1BA with unfinished attic, main floor is 1BR/1BA (Both have rear balcony) and basement unit has access to storage area and includes1BD/1BA. All units have washer/dryer (Basement unit washer/dryer belongs to tenant). Owner/Agent and home inspection report available upon request.

    Dave Spence RE/MAX Roots

    510 N Loudoun St, Winchester, VA 22601
  • /29

    $449,000

    • 4 Beds
    • 3 Baths
    • 2,800 Sq Ft

    570 Welltown Rd, Winchester, VA 22603

    Built to last but updated and move in ready! This charming brick home has a lot to offer. The location is perfect with quick access to I-81 for commuting, is only minutes away from restaurants, shopping and other amenities, and maybe best of all, it has a separate apartment on the lower level! The basement apartment has a bedroom, a full bathroom, full kitchen, a living area, as well as it's own

    Marielle Fusaro Keller Williams Realty

    570 Welltown Rd, Winchester, VA 22603
  • /29

    $356,000

    • 3 Beds
    • 1.5 Baths
    • 1,164 Sq Ft

    111 Meadowview Ct, Winchester, VA 22602

    Step into this well-cared-for home in the peaceful Greenwood Heights neighborhood convenient to Route 50, Route 7, and Winchester. This easy single-floor layout features 3 bedrooms and 1.5 baths and is ideal for those just starting out or looking to downsize. The comfortable floor plan is ready for your personal touch, and the spacious fenced backyard with deck and storage shed are perfect for

    Kathleen Hobbs ERA Oakcrest Realty, Inc.

    111 Meadowview Ct, Winchester, VA 22602
  • /8

    $574,990 New Construction

    • 3 - 5 Beds
    • 2 - 4 Baths
    • 2,137+ Sq Ft

    Rembrandt Plan at Hiatt Pointe at Snowden Bridge - 55+ Single Family Homes Collection, Winchester, VA 22603

    The Rembrandt is thoughtfully designed to offer a seamless balance of private and communal spaces, all while prioritizing main-level living. A covered entryway gracefully welcomes you home, leading to a central gathering area encompassing the family room, kitchen, and dining area. The kitchen is a culinary enthusiast's haven, featuring a substantial center island, ample cabinetry, and a

    Brookfield Residential Builder
    105 Wagtail Ln Unit 36578844, Winchester, VA 22603
  • /15

    $599,990 New Construction

    • 3 Beds
    • 1 Bath
    • 2,812 Sq Ft

    108 Lawford, Winchester, VA 22603

    Experience the epitome of modern living in the Matisse. This thoughtfully designed home offers main-level living at its finest, providing unparalleled comfort and flexibility to suit your unique lifestyle. The heart of the home is an open-concept haven, seamlessly blending a gourmet kitchen, dining room, and spacious family room. The kitchen, a chef's dream, features a functional island, abundant

    Brookfield Residential Builder
    108 Lawford, Winchester, VA 22603
  • /51

    $469,900

    • 3 Beds
    • 4 Baths
    • 3,359 Sq Ft

    227 Miller St, Winchester, VA 22601

    BE SURE TO WATCH THE VIDEO TOUR! Welcome to 227 Miller Street — a home that instantly feels inviting. Recent improvements include new flooring in both upstairs and downstairs bathrooms (2025), new toilets in all bathrooms (2024), refreshed hardwood floors (2025), a professionally cleaned chimney (2025). The back deck was replaced in 2024, and the home offers multiple outdoor spaces, including a

    Leah Marabella Realty ONE Group Old Towne

    227 Miller St, Winchester, VA 22601
  • /40

    $469,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,195 Sq Ft

    117 Wagtail Ln, Winchester, VA 22603

    Welcome to 117 Wagtail Lane, a brand-new Van Metre townhome located in the sought-after 55+ community of Hiatt Point at Snowden Bridge. Designed for low-maintenance living, this thoughtfully crafted home features an open-concept main level filled with natural light and a modern kitchen with stylish finishes—ideal for everyday living and entertaining. The spacious primary suite is located on the

    Lindsay Potter Real Broker, LLC

    117 Wagtail Ln, Winchester, VA 22603
  • /129

    $1,095,000

    • 5 Beds
    • 4.5 Baths
    • 5,426 Sq Ft

    410 Valley View Dr, Winchester, VA 22603

    Fresh to market is this unexpected property that offers the sense of home combined with the amenities of a full-time retreat. This country escape is located within minutes of town with NO HOA. Markets, restaurants, stores, shopping are handy for a quick errand and allows you to get back fast and enjoy a lazy day at the pool. Additional offerings include 9.83 private acres, a fully outfitted

    Angela Duncan MarketPlace REALTY

    410 Valley View Dr, Winchester, VA 22603
  • /52

    $449,900

    • 4 Beds
    • 2.5 Baths
    • 2,850 Sq Ft

    1105 Henry Dr, Winchester, VA 22602

    Home offers nearly 3000 sqft of finished living space that has Luxury Vinyl flooring through out both levels (absolutely no carpet) that features 4 bedrooms and 2.5 baths situated on over a 1/2 acre (.61) of ground. Upon entering you will find an open floor plan that encompasses a large living room and dining room with canned lighting then pours into the large eat in kitchen (new appliances) that

    James Amick RE/MAX Roots

    1105 Henry Dr, Winchester, VA 22602
  • /2

    $3,200,000

    • Land
    • 451 Acres
    • $7,095 per Acre

    472 Mccubbin, Winchester, VA 22601

    Adrian Small TTR Sotheby's International Realty

    472 Mccubbin, Winchester, VA 22601
  • /7

    $1,045,000 New Construction

    • 3 Beds
    • 3 Baths
    • 2,875 Sq Ft

    60 Gravenstein Ct, Winchester, VA 22602

    DECORATED MODEL HOMES NOW OPEN!!!SATURDAYS and SUNDAYS from 11am to 5pmCall Sales Manager for Appointment MAIN LEVEL LIVING in an Idyllic Setting - Welcome to Stonymeade ! -2 acre Home Site in Winchester Virginia Base price shown is for the Dogwood MAIN LEVEL LIVING FLOORPLAN and we have many other plans including those with first floor primary suites, farmhouse kitchens, and

    Daniel Boris Pearson Smith Realty, LLC

    60 Gravenstein Ct, Winchester, VA 22602
  • /3

    $3,200,000

    • Land
    • 13.05 Acres
    • $245,211 per Acre

    0 0 Northwestern Pike, Winchester, VA 22602

    Prime opportunity on 13.05 acres in an unbeatable high-visibility location along Route 50 in Winchester, VA. Positioned directly across from major retailers and conveniences—including Walmart, Sheetz, Tractor Supply, Applebee’s, Dunkin’, Bojangles, and the Winchester Medical Center campus—this property offers exceptional exposure and accessibility. Zoned for multiple development possibilities,

    Sarah Reynolds Keller Williams Realty

    0 0 Northwestern Pike, Winchester, VA 22602
  • /49

    $850,000 New Construction

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

    Lot 5 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 a large family living in this

    Jim Thomson Realty ONE Group Old Towne

    Lot 5 Keval Gyan Way, Winchester, VA 22603
  • /12

    $895,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 6,339 Sq Ft

    189 Babbs Mountain Rd, Winchester, VA 22603

    Stunning 4 Bed / 3.5 Bath Chalet on 3.26 Acres with Over 6,300 Sq Ft — Minutes from Winchester This exceptional chalet-style home offers over 6,300 sq ft of living space on a private, partially wooded 3.26-acre lot just minutes from Winchester. Designed to capture mountain views, the home features soaring cathedral ceilings, a striking stone fireplace, and walls of windows that flood the great

    Sheila Pack RE/MAX Roots

    189 Babbs Mountain Rd, Winchester, VA 22603
  • /27

    $509,990 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,

    D.R. Horton Builder
    113 Trellis View Ln, Winchester, VA 22602
  • /15

    $399,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    7 Comanche Trail, Winchester, VA 22602

    Discover your dream home on a spacious, level lot, available for an end-of-April completion. This stunning new construction boasts a generous 3-bedroom, 2-full-bathroom layout, featuring an impressive list of builder upgrades included at no extra cost. Enjoy elegant hardwood flooring installed throughout the entire home, including all bedrooms, and classic tile in the baths. The gourmet kitchen

    Jim Thomson Realty ONE Group Old Towne

    7 Comanche Trail, Winchester, VA 22602
  • /20

    $389,900

    • 2 Beds
    • 2 Baths
    • 1,550 Sq Ft

    1885 Rosser Ln, Winchester, VA 22601

    Welcome to 1885 Rosser Lane. Located in one of Winchester's sought after 55+ retirement communities, Willow Lawn Cottages. This cute and cozy 2 bedroom 2 full bath home features spacious one level living with vaulted ceilings, den/office, sunroom, gas fireplace, separate laundry room, walk in closets, 1 car garage and more.

    Misty Miller OliveTree Property Group, LLC

    1885 Rosser Ln, Winchester, VA 22601
  • /38

    $604,990 New Construction

    • 4 Beds
    • 3 Baths
    • 1,748 Sq Ft

    121 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
    121 Scented Rose Way, Winchester, VA 22602
  • /54

    $999,999 New Construction

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

    Lot 52A Keval Gyan Way, Winchester, VA 22603

    2-10-26 roof going on with projected end of March completion. At front of Keplinger Estates near the Apple Pie Ridge area.Seize a truly unique opportunity to own a brand-new, luxury estate set on over 7 acres of private, wooded land. While this stunning property sits at the entrance to the prestigious, upper-scale 15-lot Keplinger Estates community, it does not have HOA, offering unparalleled

    Jim Thomson Realty ONE Group Old Towne

    Lot 52A Keval Gyan Way, Winchester, VA 22603
  • /51

    $450,000

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

    129 Doonbeg Ct, Winchester, VA 22602

    ENJOY AN AFFORDABLE RETIREMENT! Newer, beautifully maintained 4-bedroom home with open floor plan and upgrades. In Cottage Glen, an age 55-plus community that's convenient to I-81 and Rt. 37 and near restaurants, shopping, services, regional Medical Center and historic downtown Winchester. National publications and TV have hailed Winchester as a prime location for retirement. Tucked away on a

    Teresa Strohmeyer ERA Oakcrest Realty, Inc.

    129 Doonbeg Ct, Winchester, VA 22602
  • /12

    $394,990 New Construction

    • 3 Beds
    • 1.5 Baths
    • 1,752 Sq Ft

    119 Castaway Place, Winchester, VA 22603

    This stunning two-level villa boasts a modern open concept design that seamlessly connects living spaces for an inviting and spacious feel. The main level features a living room that opens effortlessly to the dining area, creating a perfect space for entertaining and family gatherings. The expansive rear kitchen includes an L-shaped layout with an eating bar and an island with additional bar

    Brookfield Residential Builder
    119 Castaway Place, Winchester, VA 22603
  • /3

    $37,100

    • Land
    • 3.57 Acres
    • $10,392 per Acre

    0 Remington & Bluebird, Winchester, VA 22602

    John Holsinger JOHN S HOLSINGER REAL ESTATE BROKER LLC

    0 Remington & Bluebird, Winchester, VA 22602
  • /59

    $649,000

    • 4 Beds
    • 3.5 Baths
    • 2,864 Sq Ft

    116 Wickham Terrace, Winchester, VA 22602

    116 Wickham Terrace, Winchester, VA 22602 -- This beautifully maintained brick-front Colonial offers a perfect blend of timeless charm, modern comfort, and generous living space. The home features 4 bedrooms, 3.5 baths, and a total of over 5,000 square feet of thoughtfully designed living space, with quality finishes throughout! Step inside to gleaming hardwood floors throughout the main level,

    Lisa Behr Hunt Country Sotheby's International Realty

    116 Wickham Terrace, Winchester, VA 22602
  • /42

    $767,900

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

    1049 Laurel Grove Rd, Winchester, VA 22602

    This CUSTOM 3-bedroom, 3-bath home is sited on a private, wooded lot offering stunning mountain views and a true sense of seclusion. The property provides a serene, park-like setting that feels worlds away, yet is conveniently located. The main-level primary suite features an elegant bathroom with a walk-in shower and soaking tub. The additional Two bedrooms on the amin floor are large with great

    LESLIE WEBB Long & Foster Real Estate, Inc.

    1049 Laurel Grove Rd, Winchester, VA 22602
  • /3

    $409,990 New Construction

    • 3 Beds
    • 2 Baths
    • 2,060 Sq Ft

    Deep Creek II Plan at Village at Valor Crossing - Townhomes, Winchester, VA 22601

    Attached 1-car garage or flex option. Open concept kitchen with optional island opens to country kitchen, sun room, and living room. Alternative main level option available. Optional choices available include a study and a fireplace. Owner’s suite with a generous walk-in closet, dual vanity, and seated shower.

    DRB Homes Builder
    0 Tbd Weems Ln Unit 38608305, Winchester, VA 22601
  • /2

    $459,000 Coming Soon

    • 4 Beds
    • 2 Baths
    • 1,884 Sq Ft

    108 Rawlings Ave, Winchester, VA 22603

    Welcome to this Nice Home, a 4 Bed 2 Bath split foyer home in the wonderful community of Dominion Knolls. This location is close to everything, minutes to Route 81. Great commuter location, with a 1-car garage with storage, a fenced backyard with concrete driveway, and a finished ground-level family Room with an adjacent large laundry/Utility room. New Carpet & Freshly Painted throughout! Must

    Maritza Munoz Samson Properties

    108 Rawlings Ave, Winchester, VA 22603

Showing Results 201 - 240, Page 6 of 9

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