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Winchester, VA Homes for Sale

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  • /3

    $6,500

    • Land
    • 0.26 Acre
    • $25,000 per Acre

    0 Fox Trail Unit VAFV2040348, Winchester, VA 22602

    Vacant lot on Fox Trail in Wilde Acres! This is raw land, no perc test has been done. Affordable and at the top, for lots of views of North Mountain. Private - not many homes around this lot. Sign on Property

    Traci Shoberg Samson Properties

    0 Fox Trail Unit VAFV2040348, Winchester, VA 22602
  • /97

    $1,250,000 Open House 4/12

    • 4 Beds
    • 3.5 Baths
    • 4,880 Sq Ft

    199 Laurel Grove Rd, Winchester, VA 22602

    Nestled in the scenic countryside of Winchester, this impressive custom built home offers space, privacy, and beautiful Shenandoah Valley surroundings. Located in Frederick County, the property combines peaceful rural living with convenient access to shopping, dining, and commuter routes.Custom built in 2020, this spacious residence offers approximately 4,800+ square feet of living space on

    RoxAnn Grimes RE/MAX Roots

    199 Laurel Grove Rd, Winchester, VA 22602
  • /7

    $1,100,000

    • Land
    • 2.3 Acres
    • $478,261 per Acre

    0 S Pleasant Valley Rd Unit VAFV2039602, Winchester, VA 22601

    2.3 Acre Outparcel on Pleasant Valley Road for Sale Neighbors include Walmart, Ross, Target, Panera Bread, Olive Garden, Petco, and the list goes on! Zoned CM1, ideal for auto sales, offices, retail, and flex development. All utilities to site. Outstanding proximity to massive commercial and multifamily growth. VA's fastest growing City in it's fastest growing commercial district. Almost 500'

    Gillian Greenfield Coldwell Banker Premier

    0 S Pleasant Valley Rd Unit VAFV2039602, Winchester, VA 22601
  • /18

    $625,000

    • 5 Beds
    • 3.5 Baths
    • 2,967 Sq Ft

    219 Lehigh Dr, Winchester, VA 22602

    This nearly new Lennar home offers the advantages of modern construction combined with thoughtful upgrades and future expansion potential in a location that keeps you connected to everything Winchester has to offer. Built just two years ago, the home provides the confidence of newer systems and energy efficiency, enhanced by a complete security system and water softener for added comfort and

    Sarah Reynolds Keller Williams Realty

    219 Lehigh Dr, Winchester, VA 22602
  • /16

    $450,000

    • Land
    • 77 Acres
    • $5,844 per Acre

    92 Bobcat Trail, Winchester, VA 22602

    Calling all hunters or just someone who wants seclusion! This property has amazing views and already has a structure perfect to finish your way! Perfect for getting away from it all or long hunting trips. No septic or power to structure yet. Gate to enter property. Property has 2 pink flags at the beginning of property and runs all the way to the power lines.

    Daryl Stout RE/MAX Real Estate Connections

    92 Bobcat Trail, Winchester, VA 22602
  • /6

    $40,000

    • Land
    • 1.38 Acres
    • $28,986 per Acre

    105 Arum Trail, Winchester, VA 22602

    Welcome to your buildable, oversized 1.38 acre lot in Duck Run. Ready for your forever home? Come check this property out! No utilities on property. Blank slate ready for all your design ideas.

    Cat Haines Cedar Creek Real Estate

    105 Arum Trail, Winchester, VA 22602
  • /58

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,585 Sq Ft

    139 Bryarly Rd, Winchester, VA 22603

    Motivated seller!! Seller is moving out of state. Welcome home to timeless charm with this beautiful 3-bedroom, 2–full-bath home, featuring stunning original woodwork that has been exceptionally well preserved. From the moment you enter, you’ll appreciate the character and craftsmanship that make this home truly special. While leaving the character of the home, it has been well cared for. New

    Hailey Mooney Real Broker, LLC

    139 Bryarly Rd, Winchester, VA 22603
  • /43

    $414,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,251 Sq Ft

    713 Ross St, Winchester, VA 22601

    NEW AND READY TO MOVE IN!!!BRAND NEW 3 BEDROOM, 2.5 BATH COLONIAL! NO HOA FEES AND NO SUBDIVISION RULES!Be the first to call this beautiful new construction yours. Conveniently located just outside the City of Winchester and close to shopping, this home offers an open layout designed for entertaining. The great room leads into the spacious kitchen featuring an oversized island, granite

    Donna Anderson Samson Properties

    713 Ross St, Winchester, VA 22601
  • /25

    $799,900 New Construction

    • 3 Beds
    • 2 Baths
    • 2,139 Sq Ft

    169 Cather Ln, Winchester, VA 22602

    Estimated completion August 2026. Photos shown are of a similar home previously constructed by the builder. Finishes and features may vary. Welcome to 169 Cather Lane, a spacious rancher situated on 5 beautiful pastoral acres with stunning views and an unbeatable location just minutes from town. Built by local builder Scott & Scott Construction, this home offers the perfect blend of quality

    Kaitlyn Behr Samson Properties

    169 Cather Ln, Winchester, VA 22602
  • /17

    $215,000

    • Land
    • 0.36 Acre
    • $597,222 per Acre

    506 Fairmont Ave, Winchester, VA 22601

    NEW CITY LOT! This newly configured lot in the heart of downtown Winchester has been expanded and is ready for you to build your dream home. Featuring a width of approximately 100 feet, you have plenty of space to accommodate nearly any home of your choice. As a bonus, the driveway will be on the neighboring lot, which allows even more buildable space. Additionally, you do not have to worry about

    Dan Whitacre Colony Realty

    506 Fairmont Ave, Winchester, VA 22601
  • /21

    $99,900

    • Land
    • 0.65 Acre
    • $153,692 per Acre

    222 Siler Ln, Winchester, VA 22603

    UPDATE--NEW PRICE. Seller says SELL...UNRESTRICTED LAND and a BRAND NEW WELL installed by SHIRLEY WELL DRILLING - 11 GPM. SELLING AT ASSESSED VALUE for 2025 ($83,000.00) plus cost of well ($ 16,900) Engineering report complete for drain field and all conveys $1,450.00 value- conveys. New Survey done -$800,00 Value-The lot has been leveled for a beautiful home site (cost $ 16,000.,00).

    Erick Erdal Long & Foster Real Estate, Inc.

    222 Siler Ln, Winchester, VA 22603
  • /21

    $369,990 New Construction

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

    11111 Shouner Ct, Winchester, VA 22602

    JOIN OUR VIP LIST! Welcome to Maronda Homes newest townhome community opening soon! Winchester Ridge is 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

    Holly Horne Poole New Home Star Virginia, LLC

    11111 Shouner Ct, Winchester, VA 22602
  • /23

    $449,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,492 Sq Ft

    124 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. 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, ideal for

    D.R. Horton Builder
    124 Trellis View Ln, Winchester, VA 22602
  • /22

    $469,990 New Construction

    • 2 - 3 Beds
    • 1 Bath
    • 1,670+ Sq Ft

    Fitzgerald Plan at Hiatt Pointe at Snowden Bridge - 55+ Garden Homes Collection, Winchester, VA 22603

    Welcome to your dream one-level villa, the Fitzgerald! This beautifully designed home features a central kitchen that serves as the heart of the house, perfect for both everyday living and entertaining. The main level includes two spacious bedrooms, including a luxurious primary suite with an expansive walk-in closet and an en suite bathroom for your comfort and privacy. Additionally, you'll find

    Brookfield Residential Builder
    105 Wagtail Ln Unit 36578849, Winchester, VA 22603
  • /32

    $335,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,512 Sq Ft

    718 Panther Dr, Winchester, VA 22602

    Brand-new construction in the Wilde Acres community of Frederick County, now offered with a $5,000 credit toward buyer closing costs with acceptable terms. This Colonial-style home offers approximately 1,512 finished square feet across three levels on a 0.25-acre lot. The main level features an open-concept layout with luxury vinyl plank flooring, a well-appointed kitchen with pantry and upgraded

    Abby Walters Preslee Real Estate

    718 Panther Dr, Winchester, VA 22602
  • /39

    $659,900

    • 4 Beds
    • 3.5 Baths
    • 2,110 Sq Ft

    188 Marquis Ct, Winchester, VA 22603

    This spacious 4 bedroom ranch style home situated on 8.72 acres has a GREAT location convenient to schools, parks, shopping and major highways at a GREAT price consisting over 1,900 sq. ft. on the main level offering a full partially finished walkout basement with a full bath and daylight windows. The home consist of an open floor plan , handicapped access and offers a wonderful kitchen with an

    Sue Carpenter Long & Foster Real Estate, Inc.

    188 Marquis Ct, Winchester, VA 22603
  • /57

    $465,525

    • Land
    • 64.21 Acres
    • $7,250 per Acre

    0 Trojan Ln, Winchester, VA 22603

    This pristine piece of land is located just minutes north of Winchester in the Green Spring area of the county. The entrance is gated and access into this parcel is secured via a 20 ft wide deeded right of way off of Cattail Road named Trojan Lane. An additional 60 ft wide deeded right of way off of Cattail Road is also included. The soil work is complete and this land was approved for a 4

    Chad Pangle Whitetail Properties Real Estate, LLC

    0 Trojan Ln, Winchester, VA 22603
  • /55

    $585,000

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

    308 Ridge Ave, Winchester, VA 22601

    Charming all-brick ranch offering comfortable one-level living in a highly convenient location! This well-maintained home features 3 bedrooms and 2 baths on the main level, along with a spacious living room highlighted by a cozy fireplace. A formal dining room provides the perfect space for entertaining, while the kitchen offers ample workspace and connects conveniently to the main-level laundry

    John Scully Colony Realty

    308 Ridge Ave, Winchester, VA 22601
  • /7

    $499,000

    • Land
    • 17.98 Acres
    • $27,753 per Acre

    Lot 13 Tavistock Dr, Winchester, VA 22602

    Beautiful 17.98 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 13 Tavistock Dr, Winchester, VA 22602
  • /23

    $314,900

    • 2 Beds
    • 2 Baths
    • 1,154 Sq Ft

    151 Mccormick Cir Unit 105, Winchester, VA 22602

    Welcome to refined 55+ living in the highly sought-after Winchester Landing Commons. This exceptional ground-floor residence offers two bedrooms and two full baths, showcasing model-quality finishes and sun-drenched interiors with beautiful views. Designed for both comfort and convenience, this unit features a rare private entrance in addition to the main building access. The thoughtfully

    Mike Campbell EXP Realty, LLC

    151 Mccormick Cir Unit 105, Winchester, VA 22602
  • /20

    $349,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,152 Sq Ft

    212 Falcon Trail, Winchester, VA 22602

    3-31-26 Under roof and trades start 3-30-26. Delivery end of April. 1/3 Acre – No Carpet!This affordable 2-bed, 2.5-bath home offers high-end finishes and incredible growth potential.Premium Finishes: Hardwood floors throughout (including all bedrooms), tile in all baths, and granite kitchen countertops.Open Layout: Bright family room and a spacious kitchen/dining area perfect for

    Jim Thomson Realty ONE Group Old Towne

    212 Falcon Trail, Winchester, VA 22602
  • /12

    $17,000

    • Land
    • 0.38 Acre
    • $44,737 per Acre

    Lot 231 Timber Ridge, Winchester, VA 22602

    This lot is located in the Shawneeland community of northwestern Frederick County, Virginia on the western-facing slope of Great North Mountain. Level and partially treed, it's a spectacular place to build your weekend getaway cabin or year-round home. Swim in Shawneeland's spring-fed lake, fish, hike, and picnic, or simply enjoy the quiet beauty of nature. Located just 12 miles from

    Rebecca McTavish Long & Foster Real Estate, Inc.

    Lot 231 Timber Ridge, Winchester, VA 22602
  • /32

    $364,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,590 Sq Ft

    203 Crestwood Ln, Winchester, VA 22602

    Property is back on the market due to buyer’s home sale contingency not being satisfied—no fault of the seller.Welcome home to this well-maintained property located in an established Winchester neighborhood. The property features a functional main-level layout with a bright living area and a sunroom that adds additional usable space. Recent updates include a roof installed around 5 years ago,

    Jen Richards MarketPlace REALTY

    203 Crestwood Ln, Winchester, VA 22602
  • /28

    $419,000

    • 4 Beds
    • 2 Baths
    • 1,432 Sq Ft

    115 E Monmouth St, Winchester, VA 22601

    Welcome to this 2 level house, the spacious patio backyard will be the perfect spot to relax and enjoy a relaxing day. Located near multiple stores and parks. Schedule your showing today!

    Mafe Zambrano Inmobiliaria De Las Casas LLC

    115 E Monmouth St, Winchester, VA 22601
  • /13

    $329,000 Coming Soon

    • 4 Beds
    • 2 Baths
    • 1,450 Sq Ft

    3221 Laurel Grove Rd, Winchester, VA 22602

    Welcome home to 3221 Laurel Grove Road! Your fully renovated 4-bedroom, 2-bath ranch awaits on 1.74 acres with stunning mountain and countryside views! Step inside to a high-end kitchen with granite countertops, stainless steel appliances, and modern finishes—perfect for entertaining or family meals. Updated bathrooms, new electrical service, luxury vinyl plank and carpet flooring, brand-new

    Chris Roszko Colony Realty

    3221 Laurel Grove Rd, Winchester, VA 22602
  • /13

    $649,900

    • Land
    • 1.75 Acres
    • $371,371 per Acre

    115 Dairy Corner Place, Winchester, VA 22602

    3 parcels of land to total 1.75 acres zoned B-2 in a great location right off I-81 and on Route 7 resulting in lots of exposure/high traffic area. Right next door to Walgreens. Approved for 10,000 sq ft of commercial space! Can easily be rezoned for apartments! Great opportunity. Currently has an income producing residential home on the lot. Will consider owner financing. Tax Map IDs: 54-9-2,

    Elizabeth Carroll ERA Oakcrest Realty, Inc.

    115 Dairy Corner Place, Winchester, VA 22602
  • /10

    $449,000

    • Land
    • 0.09 Acre
    • $4,988,889 per Acre

    1 N Braddock St, Winchester, VA 22601

    Make Offer! Excellent Development Opportunity! Downtown Winchester, VA! APPROVED (!) Mixed Use site plan for multi-story building consisting of 1st floor commercial space (1,340 SF) with 6x spacious luxury condos/apartments (potential for seven) with rooftop patio above (for total of 8 rental units)! Legacy development opportunity! One North is located in the second historical district and

    Gillian Greenfield Coldwell Banker Premier

    1 N Braddock St, Winchester, VA 22601
  • /14

    $1,499,000

    • Land
    • 2 Acres
    • $749,500 per Acre

    1625 Amherst St, Winchester, VA 22601

    Introducing a fantastic development opportunity! This parcel features 2 flat acres of commercial land in a prime location. Located on a major thoroughfare into downtown Winchester and a half mile from Winchester Medical Center, this lot is ideal for your commercial venture. The lot offers excellent road frontage and good topography. Ideal for medical/dental office, office space, restaurant, or

    Dan Whitacre Colony Realty

    1625 Amherst St, Winchester, VA 22601
  • /47

    $311,000

    • 2 Beds
    • 2 Baths
    • 1,156 Sq Ft

    151 Mccormick Cir Unit 203, Winchester, VA 22602

    Welcome to Winchester Landing, a 55+ condominium community offering comfort, convenience, and low-maintenance living. This secured building provides added peace of mind for residents. This well-designed 2-bedroom, 2-bath condo features a combination kitchen and dining area that opens to a spacious family room—perfect for everyday living. The primary suite features a walk-in shower and ample

    RoxAnn Grimes RE/MAX Roots

    151 Mccormick Cir Unit 203, Winchester, VA 22602
  • /45

    $465,000

    • 3 Beds
    • 2.5 Baths
    • 2,293 Sq Ft

    3137 Eton Place, Winchester, VA 22601

    Welcome to The Lofts at Creekside! Better than new and absolutely breathtaking, this four-level interior townhome delivers style, space, and an unbeatable lifestyle—all within walking distance to top-rated restaurants, shopping, and the historic Kernstown Battlefield. Offering 3 bedrooms and 2.5 baths, the home features a chic upper-level loft that opens to a stunning private terrace, perfect for

    Laura White ERA Oakcrest Realty, Inc.

    3137 Eton Place, Winchester, VA 22601
  • /30

    $224,990

    • 2 Beds
    • 1 Bath
    • 560 Sq Ft

    610 Puma Trail, Winchester, VA 22602

    Tucked away at the end of the neighborhood and surrounded by serene woods, 610 Puma Trl offers the perfect blend of privacy and charm. This adorable 2-bedroom, 1-bath rancher is a true retreat, featuring modern updates and a warm, inviting layout. Enjoy peaceful living with beautiful natural surroundings while still being conveniently located near town. A rare opportunity to own your own slice of

    James Podoley EXP Realty, LLC

    610 Puma Trail, Winchester, VA 22602
  • /12

    $598,990 New Construction

    • 3 Beds
    • 2 Baths
    • 3,056 Sq Ft

    Homesite 210 Duke Ct, Winchester, VA 22602

    Welcome to Abrams Pointe, featuring new single-family homes in an established Winchester neighborhood, complete with wooded cul-de-sac homesites. The DREXEL Floorplan is a spacious and versatile single-family home designed to suit a variety of lifestyles. With up to 3,213 finished square feet, the Drexel offers generous living space that can be customized to meet your needs. It features

    Greta Fernandez New Home Star Virginia, LLC

    Homesite 210 Duke Ct, Winchester, VA 22602
  • /16

    $379,990 New Construction

    • 3 Beds
    • 1.5 Baths
    • 2,433 Sq Ft

    106 Heirloom Way, 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
    106 Heirloom Way, Winchester, VA 22603
  • /8

    $2,286,000

    • Land
    • 5.08 Acres
    • $450,000 per Acre

    0 Market St Unit VAFV2004914, Winchester, VA 22602

    5.08 Acres zoned B-2 in Rutherford Crossing shopping center. Owner will consider subdivision of the property. Directly across from Lowes and Target and next to Spring Hill Marriot Hotel and Suites and FEMA call center. Ideal for hotels, restaurants, office buildings, retail, etc... John Schroth and John Scully, owners are licensed Realtors in the state of Virginia.

    John Schroth Colony Realty

    0 Market St Unit VAFV2004914, Winchester, VA 22602
  • /24

    $399,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,608 Sq Ft

    215 Cochise Trail, Winchester, VA 22602

    April Delivery -10 minutes from town - New Custom Colonial with upgrades and designed for modern living! This beautiful home offers 3 bedrooms, 2.5 baths, including a spacious primary suite with a private ensuite bath. The open-concept main level seamlessly connects the kitchen, dining, and living areas—perfect for everyday living and entertaining. Enjoy recessed lighting, stainless steel

    RoxAnn Grimes RE/MAX Roots

    215 Cochise Trail, Winchester, VA 22602
  • /44

    $495,000

    • Land
    • 20 Acres
    • $24,750 per Acre

    000 Light Rd, Winchester, VA 22603

    Gentle stretches of open meadow roll into quiet, wooded groves where sunlight filters through the trees. Hidden among them, peaceful little ponds shimmer like jewels, inviting you to pause and simply breathe. Imagine sundrenched mornings, afternoons exploring your own private trails, and evenings watching the sky glow across wide open fields. Whether you long to build a cozy retreat, a forever

    Melissa Johnston ERA Oakcrest Realty, Inc.

    000 Light Rd, Winchester, VA 22603
  • /2

    $199,900

    • Land
    • 0.16 Acre
    • $1,249,375 per Acre

    1415 Ramseur Ln, Winchester, VA 22601

    Steve DuBrueler Coldwell Banker Premier

    1415 Ramseur Ln, Winchester, VA 22601
  • /12

    $12,500

    • Land
    • 0.29 Acre
    • $43,103 per Acre

    155 Hawk Trail, Winchester, VA 22602

    Lot 155 on Hawk Trail , is located in the mountainous residential community of Shawneeland, just 12 miles from Winchester, VA. Enjoy the fresh mountain air, hiking, fishing and swimming in Lake Cherokee in this idyllic setting. Know, however, that you are close to Winchester Medical Center, the Museum of the Shenandoah Valley, and an abundance of restaurants and shopping opportunities. Build a

    Rebecca McTavish Long & Foster Real Estate, Inc.

    155 Hawk Trail, Winchester, VA 22602
  • /9

    $995,000

    • Land
    • 0.99 Acre
    • $1,005,051 per Acre

    0 Amoco Unit VAFV2010648, Winchester, VA 22601

    Interstate Commercial Lot for Sale: 1-acre +/- parcel zoned B2 with potential to rezone to B3. Graded pad with all utilities to site. Ideal for restaurant, retail business, etc. Interstate signage opportunity. Neighbors include Sheetz, National Tire and Battery, Highway 55 Burgers and Shakes, and a 78 room Wyndham Microtel Hotel. The area is also home to FEMA, Amazon Distribution Center, Proctor

    Randolph Craun Oakcrest Commercial LLC.

    0 Amoco Unit VAFV2010648, Winchester, VA 22601
  • /64

    $375,000 Open Fri 11AM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,520 Sq Ft

    506 Grouse Dr, Winchester, VA 22602

    Nestled in the charming Wilde Acres community, this stunning new construction home, completed in 2025,offers a perfect blend of modern design and traditional comfort. The Colonial architectural style, adorned with durable vinyl siding, invites you into a warm and welcoming space. Step inside to discover a thoughtfully designed interior featuring a traditional floor plan that seamlessly connects

    Steve DuBrueler Coldwell Banker Premier

    506 Grouse Dr, Winchester, VA 22602

Showing Results 121 - 160, Page 4 of 9

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