356

Winchester, VA Homes for Sale

Section Image Section Image
  • /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
  • /30

    $594,990 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
  • /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
  • /17

    $330,000

    • 3 Beds
    • 1 Bath
    • 1,237 Sq Ft

    117 W Oates Ave, Winchester, VA 22601

    This charming bungalow, nestled in the heart of the Arthur C Oates Estate, offers a delightful blend of comfort and community. Built in 1953, this home features 3 cozy bedrooms, 1 full bathrooms, and an upstairs loft perfect for relaxation. The inviting kitchen is equipped with essential appliances, including a single oven and refrigerator, making meal preparation a breeze. The unfinished

    Jeffrey Konrady Realty ONE Group Old Towne

    117 W Oates Ave, Winchester, VA 22601
  • /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
  • /62

    $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
  • /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
  • /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
  • /51

    $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
  • /51

    $578,790 New Construction

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

    0 Webster Ct 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

    0 Webster Ct Unit SIERRA 39-F2, Winchester, VA 22603
  • /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
  • /10

    $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
  • /24

    $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
  • /46

    $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
  • /29

    $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
  • /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
  • /27

    $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
  • /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
  • /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
  • /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
  • /2

    $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
  • /46

    $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
  • /47

    $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
  • /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
  • /4

    $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
  • /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
  • /8

    $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
  • /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
  • /48

    $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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /60

    $735,000

    • 4 Beds
    • 3 Baths
    • 3,482 Sq Ft

    1419 Ramseur Ln, Winchester, VA 22601

    This property is NOT in a 55+ community. A rare opportunity for one-level living with over 3,400 finished sq ft in Early’s Green at Meadowbranch. This 4 bedroom, 3 bath brick-front rancher offers a fully finished basement with a custom built bar, a chef’s kitchen, and major upgrades including a Generac whole-house generator and new HVAC (2024). The finished lower level functions as an ideal guest

    Sheila Pack RE/MAX Roots

    1419 Ramseur Ln, Winchester, VA 22601
  • /11

    $34,900

    • Land
    • 0.81 Acre
    • $43,086 per Acre

    Lot 9, 11, 13 Cougar Trail, Winchester, VA 22602

    Tucked into the scenic mountains of Wilde Acres subdivision, this 0.81-acre offering combines three wooded lots into one unique opportunity for your future homesite or getaway retreat. Surrounded by mature trees and natural beauty, the property offers privacy, flexibility, and the potential to build in a peaceful setting away from the noise of town. Whether you're looking to create a full-time

    Brad Cohen Connexa Real Estate

    Lot 9, 11, 13 Cougar Trail, Winchester, VA 22602

Showing Results 321 - 356, Page 9 of 9

How to Buy a Home How to Finance a Home How to Sell a Home