491

Winchester, VA Homes for Sale

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  • /44

    $619,990

    New Construction $34K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,031 Sq Ft

    232 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,

    D.R. Horton Builder
    232 Hydrangea Way, Winchester, VA 22602
  • /6

    $40,000

    $10K PRICE DROP
    • 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
  • /19

    $477,990

    New Construction
    • 2 Beds
    • 1 Bath
    • 1,564 Sq Ft

    107 Lawford Way, Winchester, VA 22603

    Welcome to your ideal one-level villa- the Hemingway! This thoughtfully designed home centers around a spacious kitchen, perfect for both daily life and entertaining guests. The main level offers two generous bedrooms, including a primary suite featuring a large walk-in closet and a private en suite bathroom for ultimate comfort. Convenience is key with a laundry room located just off the 2-car

    Brookfield Residential Builder
    107 Lawford Way, Winchester, VA 22603
  • /47

    $395,000

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,970 Sq Ft

    135 Tye Ct, Winchester, VA 22602

    PRICE IMPROVEMENT! This wonderful home is now offered at a new price. Come see all it has to offer!Welcome to this beautifully designed end-unit townhome featuring three finished levels, a 1-car garage, and an open, light-filled floor plan that perfectly blends style and functionality. The main living areas are enhanced with durable luxury vinyl plank flooring, while the gourmet kitchen

    Leah Clowser RE/MAX Roots

    135 Tye Ct, Winchester, VA 22602
  • /36

    $320,000

    • 3 Beds
    • 3 Baths
    • 1,281 Sq Ft

    115 S Purcell Ave, Winchester, VA 22601

    Don't miss this 3-bedroom, 3 full-bath bungalow in a prime location! Just minutes from vibrant downtown shopping and dining, and a short walk to Jim Barnett Park. The park includes a dog park, swimming pool, and pickleball courts. This home offers the ideal combination of convenience, charm, and access to outdoor amenities. New roof installed in 2018. Open House on Sat. 22 from 11-1.

    Matthew Berry MarketPlace REALTY

    115 S Purcell Ave, Winchester, VA 22601
  • /27

    $459,990

    New Construction $8K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,461 Sq Ft

    125 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, complete with a 2-car garage. This stunning 1,492 sq. ft. residence features three bedrooms and two baths on the main level, with the finished loft offering an additional 676 sq ft of

    D.R. Horton Builder
    125 Trellis View Ln, Winchester, VA 22602
  • /40

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 2,180 Sq Ft

    104 Lenore Ln, Winchester, VA 22602

    Like New -Welcome to this beautiful home in the desirable Raven Oaks. This thoughtfully designed home features an open-concept floor plan perfect for both everyday living and entertaining. The spacious kitchen offers a large island, ample cabinetry, and flows seamlessly into the dining area and Great Room with a cozy fireplace, creating a warm and inviting gathering space. Upstairs, a versatile

    RoxAnn Grimes RE/MAX Roots

    104 Lenore Ln, Winchester, VA 22602
  • /62

    $439,000

    • 3 Beds
    • 2 Baths
    • 1,822 Sq Ft

    109 Keswick Ct, Winchester, VA 22602

    Some homes have a screened porch. This one has a screened porch you may never want to leave. You could sit on your front porch and enjoy a rain shower, but you might be happier on your large, screened-in porch overlooking a wooded view and your gorgeous backyard. Wood floors welcome you into the home and you're immediately drawn to the recently remodeled kitchen. The large kitchen island,

    Natalie Langford ERA Oakcrest Realty, Inc.

    109 Keswick Ct, Winchester, VA 22602
  • /32

    $630,000

    • 5 Beds
    • 3.5 Baths
    • 3,135 Sq Ft

    313 Lehigh Dr, Winchester, VA 22602

    Set within the desirable Senseny Village community, 313 Lehigh Drive offers an exceptional blend of refined living and effortless comfort. This beautifully appointed five-bedroom, three-and-a-half-bath residence features 3,900 square feet of finished living space, with thoughtfully designed interiors, an upgraded kitchen, and a dramatic stone fireplace creating an inviting sense of elegance. The

    Maqsood Khan Golston Real Estate Inc.

    313 Lehigh Dr, Winchester, VA 22602
  • /42

    $400,000

    • 3 Beds
    • 2.5 Baths
    • 2,176 Sq Ft

    116 Cloverdale Ct, Winchester, VA 22602

    Located in the Brentwood Terrace Subdivision Near Greenwood Drive & Valley Mill Rd This Spectacular Three Level 3 Bedroom 2.5 Bathroom Single Family Home is Situated on a Beautifully Manicured Private Cul-De-Sac Lot Surrounded by Trees, Inviting Front Porch, Fenced-In Back Yard, Deck, & Newly Paved Driveway! The Sellers Pride of Ownership Includes 2 Brand New Upgraded Dual HVAC Systems (2026),

    Bill Fritz RE/MAX Executives

    116 Cloverdale Ct, Winchester, VA 22602
  • /36

    $397,990

    New Construction
    • 3 Beds
    • 2.5 - 3.5 Baths
    • 1,966+ Sq Ft

    St Paul Plan at Winchester Ridge Townhomes, Winchester, VA 22602

    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
    161 Williamson Rd Unit 37409245, Winchester, VA 22602
  • /46

    $499,999

    • 4 Beds
    • 3.5 Baths
    • 2,524 Sq Ft

    2643 Middle Rd, Winchester, VA 22601

    Location, Location, Location! NO HOA!!! Priced below assessed value! Hardwood floors on the main level. Formal living and dining room leads to the Family room with stone fireplace, breakfast nook and kitchen. Step out on to the deck to enjoy the views. Large fenced level backyard. Large Primary suite with sitting room and luxury bath. Good sized bedrooms, one with an attached bath. Lower level

    Lorraine Arora Berkshire Hathaway HomeServices PenFed Realty

    2643 Middle Rd, Winchester, VA 22601
  • /29

    $369,999

    • 3 Beds
    • 2.5 Baths
    • 1,630 Sq Ft

    120 Maury Way, Winchester, VA 22602

    Welcome to this beautifully upgraded townhome in the highly sought-after Winchester Landing active adult community! Built in 2023, this move-in-ready home offers the perfect blend of modern style, comfort, and convenience. Designed with true main-level living in mind, the spacious first floor features a desirable primary suite, full bath, and laundry room, making everyday living effortless. The

    Samiirah Ruhomutally Pearson Smith Realty, LLC

    120 Maury Way, Winchester, VA 22602
  • /4

    $74,000

    • Land
    • 40,510 Sq Ft
    • $79,570 per Acre

    Lot 315A Timber Ridge Trail, Winchester, VA 22602

    Rare Double Lot – Nearly One Acre of Prime Ridge Top Privacy in Shawneeland! This exceptional, nearly one-acre, double lot offers a perfect blend of privacy and potential - and is ready for you to build the home of your dreams! Nestled atop the ridge in Shawneeland, this wooded parcel has been perc’d and approved for a three-bedroom septic system, with a certification letter on file with the

    Kristin Crosby Samson Properties

    Lot 315A Timber Ridge Trail, Winchester, VA 22602
  • /17

    $199,900

    $15K PRICE DROP
    • Land
    • 15,681 Sq Ft
    • $555,278 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
  • /2

    $625,000

    Coming Soon Sep 4
    • 5 Beds
    • 2.5 Baths
    • 3,093 Sq Ft

    139 Darby Dr, Winchester, VA 22602

    COMING SOON!Being beautifully remodeled and updated, this home is getting a fresh new look inside and out! Enjoy relaxing times on the expansive front porch and entertain year-round on the covered rear deck in private back yard.More details, professional photos, and a full list of features are coming soon—stay tuned for this exciting opportunity in Winchester!

    Ally Goldwater Coldwell Banker Realty

    139 Darby Dr, Winchester, VA 22602
  • /36

    $355,500

    $4K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,644 Sq Ft

    423 Panther Dr, Winchester, VA 22602

    Welcome to 423 Panther Dr in Winchester, VA! This spacious split-level home offers 4 bedrooms, 3 full bathrooms, a 2-car front-entry garage, gravel driveway, and a storage shed, all situated in a convenient and peaceful setting.The upper level features 3 bedrooms and 2 full bathrooms. The kitchen and living areas showcase beautiful hardwood flooring, with new carpet throughout the

    Caleb Fowler Samson Properties

    423 Panther Dr, Winchester, VA 22602
  • /127

    $3,175,000

    • 6 Beds
    • 7 Baths
    • 8,593 Sq Ft

    730 Merrimans Ln, Winchester, VA 22601

    A Once-in-a-Generation Opportunity: 1765 Heritage Meets Modern LuxuryRarely does a property of this caliber, history, and scale become available within Winchester city limits. Perfectly positioned on 5.49 acres of breathtaking, park-like grounds, this historic masterpiece is a true private oasis. Painstakingly and lovingly renovated, the estate offers an unparalleled blend of 18th-century

    Justin Mistretta Berkshire Hathaway HomeServices PenFed Realty

    730 Merrimans Ln, Winchester, VA 22601
  • /2

    $575,000

    Coming Soon Sep 14
    • 3 Beds
    • 2 Baths
    • 2,205 Sq Ft

    123 Harvest Ridge Dr, Winchester, VA 22601

    Brian Yoder Realty ONE Group Old Towne

    123 Harvest Ridge Dr, Winchester, VA 22601
  • /52

    $530,000

    • 5 Beds
    • 3.5 Baths
    • 2,417 Sq Ft

    1605 Fort Braddock Ct, Winchester, VA 22601

    Fort Braddock Heights (Winchester City) - Detached Two-Level Home with Five (5) Bedrooms + Three (3) Full Bathrooms + One (1) Half Bathroom *Approx. 2,417 Finished Square Feet Across Two (2) Levels *Built 1992 *0.23 Acre Lot (Approx. 10,019 Square Feet) *One (1) Car Attached Front-Loading Garage + Paved Driveway *Second Garage Bay Converted to Oversized Main Level Laundry and Storage with Bonus

    Timothy Kotlowski Long & Foster Real Estate, Inc.

    1605 Fort Braddock Ct, Winchester, VA 22601
  • /41

    $624,990

    Coming Soon Sep 1
    • 4 Beds
    • 2.5 Baths
    • 2,793 Sq Ft

    101 Poe Dr, Winchester, VA 22602

    Welcome to this lovely 4 Bedroom, 2.5 Bath Craftsman Style Home where modern design meets everyday comfort! This beautifully maintained home & unique designs include an Upper-Level Loft and offers flexibility to expand the Large Basement to meet all of your needs. Positioned on a desirable Corner Lot, this home offers an expansive yard and backs to a Cul-de-sac providing for extra privacy. The

    Susanne Riggs Samson Properties

    101 Poe Dr, Winchester, VA 22602
  • /22

    $459,990

    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
  • /15

    $375,990

    New Construction $16K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,752 Sq Ft

    105 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
    105 Heirloom Way, Winchester, VA 22603
  • /14

    $499,990

    New Construction $10K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,216 Sq Ft

    101 Seminole Dr, Winchester, VA 22602

    The Glendale is a 2,216 square foot corner homesite, open concept two-story home with a finished basement that offers four bedrooms, three and a half bathrooms with a two-car garage. You will immediately feel at home as you enter the foyer and make your way into the spacious family room. This living space flows nicely into the eat-in kitchen with plenty of cabinets and island overlooking the

    D.R. Horton Builder
    101 Seminole Dr, Winchester, VA 22602
  • /22

    $549,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,658 Sq Ft

    206 Williamson Rd, Winchester, VA 22602

    THIS IS A TO-BE-BUILT HOME THAT CAN BE BUILT ON ANY AVAILABLE HOMESITE. If the homesite shown is no longer available, we have other lots to choose from. The Avalon is a stunning 3‐bedroom, 2‐bath home offering up to 2,538 square feet of thoughtfully designed living space. This single‐family layout emphasizes main‐level living with an open floor plan that brings together a spacious great room, a

    Greta Fernandez New Home Star Virginia, LLC

    206 Williamson Rd, Winchester, VA 22602
  • /50

    $799,000

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 3,256 Sq Ft

    201 Nathaniel Dr, Winchester, VA 22603

    Stunning new construction modern contemporary home situated on nearly 6 private wooded acres, offering the perfect balance of privacy and convenience. This thoughtfully designed home features an open-concept layout filled with abundant natural sunlight and beautiful wooded views throughout.The main living area showcases engineered hardwood flooring, a spacious living room and dining area, and

    Renee Waymire Samson Properties

    201 Nathaniel Dr, Winchester, VA 22603
  • /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
  • /96

    $459,999

    $30K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 1,887 Sq Ft

    419 Summit Ave, Winchester, VA 22601

    Welcome Home! This beautifully renovated single-family home offers everything you need and more. Featuring hardwood floors throughout the main level, custom cabinets, and granite countertops in the kitchen, this home combines style and functionality. A new roof adds peace of mind, and the fully finished lower level provides additional living space for relaxation or entertainment. With 5 spacious

    Waqas Abbasi Lifestyle Realty, LLC.

    419 Summit Ave, Winchester, VA 22601
  • /17

    $385,690

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 1,889 Sq Ft

    660 Arden Ct, Winchester, VA 22601

    660 Arden Court is an attractive new 3 level townhome with brick backing to trees in Winchester's premier Meadow Branch community for September move-in. Our modern Adams floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. The main level with LVP Floors features a kitchen equipped with beautiful Quartz countertops, white cabinets, and stainless-steel appliances.

    D.R. Horton Builder
    660 Arden Ct, Winchester, VA 22601
  • /48

    $519,900

    $39K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,279 Sq Ft

    104 Wagtail Ln, Winchester, VA 22603

    BETTER THAN NEW—MOVE IN NOW! Welcome to 104 Wagtail Lane, a beautifully upgraded 2025 end-unit villa offering a premium location, exceptional privacy, main-level living, and a long list of upgrades already completed for you. Located in the gated 55+ community of Hiatt Pointe at Snowden Bridge, this home combines the ease of new construction with the advantage of being completely finished and

    Katy Donovan Keller Williams Realty

    104 Wagtail Ln, Winchester, VA 22603
  • /18

    $290,000

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    132 Geronimo Trail, Winchester, VA 22602

    Professional photos coming soon. Welcome home to 132 Geronimo Trail! Situated in a quiet and highly desirable neighborhood, this charming single-family home is perfect for first-time buyers, downsizers, or anyone seeking a peaceful retreat. This 1,232 square-foot rancher features 3 bedrooms, 2 full bathrooms, eat-in kitchen, living room, a brick fireplace with highly a efficient wood-burning

    Shane Price Long & Foster Real Estate, Inc.

    132 Geronimo Trail, Winchester, VA 22602
  • /2

    $139,900

    • 3 Beds
    • 2 Baths
    • 1,564 Sq Ft

    130 Wollaston Dr Unit A34, Winchester, VA 22603

    COMING SOON! Currently under construction. Welcome to Regency Lakes, an all age active and vibrant community, where your dream home is coming to life. We are excited to offer a brand new, 2026 3 bed, 2 bath home for sale, featuring approximately 1564.80 sq ft of thoughtfully designed living space. Located in Winchester, this soon-to-be-completed property will offer the perfect blend of modern

    Kristina Kelly Regency Lakes

    130 Wollaston Dr Unit A34, Winchester, VA 22603
  • /83

    $2,200,000

    • 5 Beds
    • 4.5 Baths
    • 5,884 Sq Ft

    2230 Jones Rd, Winchester, VA 22602

    Set on 21.5 acres just minutes from downtown Winchester, this 5-bedroom home offers over 5,800 finished square feet with a blend of space, functionality, and outdoor living in a highly convenient location. Combining usable land, thoughtful improvements, and indoor and outdoor entertaining spaces, this property offers a rare opportunity close to town amenities. While a neighboring property's drive

    Jennifer Sacco RE/MAX Roots

    2230 Jones Rd, Winchester, VA 22602
  • /12

    $17,000

    • Land
    • 16,552 Sq Ft
    • $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
  • /28

    $400,000

    $29K PRICE DROP
    • 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
  • /33

    $399,000

    $26K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    1025 S Loudoun St, Winchester, VA 22601

    TONS OF UPGRADES! This home has been updated top to bottom. From the roof, windows, kitchen, bathrooms, light fixtures, HVAC, and so on. Located just 1 block from Handley High School, this home and all of its high end improvements make it a treasure waiting to be discovered. As you walk through this home you'll notice that a ton of care and thoughtfulness was put into what it is today. The

    Michael Sprague Samson Properties

    1025 S Loudoun St, Winchester, VA 22601
  • /5

    $22,500

    • Land
    • 21,344 Sq Ft
    • $45,918 per Acre

    Lot 181 Rockwood Trail, Winchester, VA 22602

    It's time to MAKE YOUR DREAMS A REALITY with this beautiful, nearly HALF-ACRE building lot on the PREMIUM VIEW-SIDE of Rockwood Trail - just 30 minutes from downtown Winchester! Picture a cozy, custom-built home nestled atop quiet Shawneeland, with a gentle breeze carrying whispers of nature and potential stunning valley vistas stretching as far as the eye can see. Approved for a two-bedroom

    Kristin Crosby Samson Properties

    Lot 181 Rockwood Trail, Winchester, VA 22602
  • /13

    $649,900

    $49K PRICE DROP
    • 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 Cossette ERA Oakcrest Realty, Inc.

    115 Dairy Corner Place, Winchester, VA 22602
  • /11

    $189,900

    • Land
    • 5 Acres
    • $37,980 per Acre

    0 0 Perry Rd, Winchester, VA 22602

    10 min or less into Winchester City, discover the possibilities on this beautiful 5-acre parcel, offering a peaceful mix of mature woods, open clearing areas, a creek, and a small pond that sits partially on the property. With 4-bedroom septic approval and no restrictions, this property provides the flexibility to create a private country retreat, recreational getaway, or secluded

    Lorie Crabill Sager Real Estate

    0 0 Perry Rd, Winchester, VA 22602
  • /105

    $589,000

    • 4 Beds
    • 4.5 Baths
    • 3,816 Sq Ft

    136 Travis Ct, Winchester, VA 22602

    Welcome to 136 Travis Court in Winchester, VA—an impressive, sun-drenched Colonial designed for seamless living and entertaining! An inviting covered front porch welcomes you to sit back with your morning coffee and admire the beautifully manicured lawn and mature trees. Inside, a tiled foyer with a convenient coat closet opens to a living room with rich hardwood floors and an elegant formal

    Dan Whitacre Colony Realty

    136 Travis Ct, Winchester, VA 22602

Showing Results 121 - 160, Page 4 of 13

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