355

Winchester, VA Homes for Sale

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  • /8

    $350,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    720 Panther Dr, Winchester, VA 22602

    Welcome to 720 Panther Dr, Winchester, VA – a stunning new construction home scheduled for completion in May 2026. This beautifully designed 3-bedroom, 2-bathroom residence showcases exceptional upgrades throughout, offering the perfect blend of modern luxury and everyday comfort. The stylish kitchen is equipped with granite countertops and upgraded stainless steel appliances, ideal for both

    Abby Walters Preslee Real Estate

    720 Panther Dr, Winchester, VA 22602
  • /9

    $17,000

    • Land
    • 0.5 Acre
    • $34,000 per Acre

    Lot 111 Cub Trail, Winchester, VA 22602

    Tired of the bustle of city life? Visit Shawneeland in northwestern Frederick County, Virginia. Visit for a day and stay for a lifetime. This mountaintop lot on the western slope is just the place to build a home. Enjoy Shawneeland's amenities: a spring-fed lake perfect for swimming and fishing, a playground for the children, and hiking trails for the entire family.Love the country but want

    Rebecca McTavish Long & Foster Real Estate, Inc.

    Lot 111 Cub Trail, Winchester, VA 22602
  • /20

    $474,990 New Construction

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

    110 Carnation 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
    110 Carnation Way, Winchester, VA 22603
  • /21

    $379,990 New Construction

    • 3 Beds
    • 3.5 Baths
    • 1,784 Sq Ft

    218 Monteith Dr, Winchester, VA 22601

    End of Row Townhome With All Three Finished Levels! This three level end of row townhome features three bedrooms, three and a half baths, and bright box bay window in the rear. An attached one car garage provides easy parking and storage. Inside, the kitchen stands out with an extended island that seats four at counter height. The first level includes a private finished recreation room and

    DRB Homes Builder
    218 Monteith Dr, Winchester, VA 22601
  • /38

    $449,990 New Construction

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

    1819 Reese Ct, Winchester, VA 22601

    1819 Reese Court is a move-in ready 3-level townhome with full brick front in Winchester, VA. Our modern Adams floorplan features a 1-car garage, and along with a bedroom and full bathroom on the first floor. Stained oak stairs lead you to the main level with LVP flooring. The kitchen is equipped with beautiful quartz countertops, sasparilla cabinets, and stainless-steel appliances. The upper

    D.R. Horton Builder
    1819 Reese Ct, Winchester, VA 22601
  • /30

    $370,000

    • 3 Beds
    • 2 Baths
    • 1,510 Sq Ft

    616 Cardinal Dr, Winchester, VA 22602

    Nestled in the serene Wilde Acres community, this exquisite split foyer home, built in 2024, offers a harmonious blend of modern luxury and inviting comfort. With three spacious bedrooms and two full bathrooms, this residence is designed for both relaxation and entertaining, making it the perfect sanctuary for those who appreciate the finer things in life. Step inside to discover a thoughtfully

    Brett Shankle Samson Properties

    616 Cardinal Dr, Winchester, VA 22602
  • /3

    $275,000

    • Land
    • 6.41 Acres
    • $42,902 per Acre

    LOT 27A - Handley Dr, Winchester, VA 22603

    Spring Valley Estates. A rare opportunity to find a 5-Acre lots within 5 minutes of downtown Winchester and the Valley Health Medical Center. James Wood High School and Apple Pie Elementary within a mile of this lot. Fully built lot with road to the lot. No cert letter on file. Buyer can buy the lot and build their dream house or for future investment purposes.

    JP Carr Merrifield Realty, LLC

    LOT 27A - Handley Dr, Winchester, VA 22603
  • /47

    $985,000

    • 7 Beds
    • 5.5 Baths
    • 6,540 Sq Ft

    1020 Breckinridge Ln, Winchester, VA 22601

    This property exudes luxury multigenerational living in Meadowbranch! • Main level bedroom + bath• 6500 sq ft• Wet bar in primary suite• 3-car garage• No HOA• Backing to trees, and more..... Approximately 6,500 finished square feet of living space! A place to grow, gather, and stay awhile! A brick-paved, rocking chair-worthy, front porch sets the tone, and the charming side

    Sheila Pack RE/MAX Roots

    1020 Breckinridge Ln, Winchester, VA 22601
  • /8

    $250,000

    • Land
    • 15.63 Acres
    • $15,995 per Acre

    15.63 Acres 52-2-b, Winchester, VA 22603

    15.63 +/- acres, located at the top of Round Hill, call for information about access, the property will be sold with deed restrictions against building at the top of the hill.

    John Scully Colony Realty

    15.63 Acres 52-2-b, Winchester, VA 22603
  • /19

    $658,490 New Construction

    • 4 Beds
    • 3 Baths
    • 2,712 Sq Ft

    249 Hydrangea Way, Winchester, VA 22602

    he Dover by D.R. Horton offers 1,958 square feet of thoughtfully designed, single-level living with 3 bedrooms, 2 full baths, and a 2-car garage. A private flex room with LVP flooring sits just off the foyer – ideal for a home office or craft room.9-foot ceilings lead into the open-concept kitchen, dining, and family room. The kitchen features quartz countertops, soft-close cabinet doors, a

    Brooks Sears D R Horton Realty of Virginia LLC

    249 Hydrangea Way, Winchester, VA 22602
  • /51

    $309,000

    • 2 Beds
    • 3.5 Baths
    • 1,740 Sq Ft

    218 Tudor Dr, Winchester, VA 22603

    OPTIONAL THIRD BEDROOM! Welcome home to this beautifully updated townhome tucked away in a private, peaceful neighborhood—yet just minutes from major commuter routes, everyday amenities, and only 5 minutes to downtown Winchester! This bright and inviting home features fresh paint throughout, brand-new carpet, updated outlets, switches, lighting, and two new toilets—making it truly move-in ready.

    Stephanie Feltner Realty ONE Group Old Towne

    218 Tudor Dr, Winchester, VA 22603
  • /42

    $521,490 New Construction

    • 4 Beds
    • 3 Baths
    • 2,168 Sq Ft

    116 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

    Brooks Sears D R Horton Realty of Virginia LLC

    116 Trellis View Ln, Winchester, VA 22602
  • /3

    $385,000

    • 3 Beds
    • 2.5 Baths
    • 1,505 Sq Ft

    101 Maury Way, Winchester, VA 22602

    Winchester Landing, 55+ End-Unit Townhome with GarageA private main level bedroom and two upstairs. Kitchen walks out to back patio and landscaping is very nice.Lots of light and open space, in great condition.Stainless appliances, walk-out to spacious back patio, full size washer & dryer.Active-adult community, lawn maintenance included, Great Location.

    Anita Hartke National Realty, LLC

    101 Maury Way, Winchester, VA 22602
  • /24

    $509,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,953 Sq Ft

    124 Wappinger Terrace, Winchester, VA 22602

    The Pine offers 1,964 square feet of modern living space - perfect for growing families or those who love to entertain. This well-designed single family home includes four spacious bedrooms, two and a half bathrooms, and a two-car garage on slab foundation. The open-concept design showcases a contemporary kitchen with stainless steel appliances, quartz countertops, and white cabinetry - combining

    D.R. Horton Builder
    124 Wappinger Terrace, Winchester, VA 22602
  • /23

    $235,000

    • 2 Beds
    • 1 Bath
    • 640 Sq Ft

    228 Graywolf Trail, Winchester, VA 22602

    Move‐in ready 2 bedroom, 1 bath rancher featuring easy one‐level living and a covered front porch on a quiet lot. This home has been updated throughout, including LVP flooring, mini‐split heating and cooling with back up propane wall heat, new water heater, updated kitchen, and new washer and dryer.A circular driveway provides convenient access, and the nice‐sized outbuilding with electric

    Julie Shiley Coldwell Banker Realty

    228 Graywolf Trail, Winchester, VA 22602
  • /34

    $245,000

    • 2 Beds
    • 1 Bath
    • 650 Sq Ft

    177 Dicks Hollow Rd, Winchester, VA 22603

    Newly remodeled turn-key starter home with modern updates. 2-bedroom 1-bathroom rancher just minutes from Winchester! Situated on a private .29-acre lot that backs to trees, this home offers peaceful country living with convenient access to Route 50 and town amenities. Interior features include luxury vinyl plank flooring throughout, stainless steel appliances, upgraded countertops, and a modern

    Sheila Pack RE/MAX Roots

    177 Dicks Hollow Rd, Winchester, VA 22603
  • /16

    $335,000

    • 3 Beds
    • 2 Baths
    • 1,147 Sq Ft

    2015 Senseny Rd, Winchester, VA 22602

    Renovated house with NO HOA. The lot is almost half acre, it goes beyond the metal fence on the back to the tree line. The following are new: HVAC, siding, kitchen, bathrooms. floors, gutters, washer and dryer . The roof was installed in 2018. The windows in 2015. Fenced back yard. The driveway has gravel. 4 cars can fit easily in the front, plus another car in the backyard. This home is about 10

    Alex Fernandez Epic Realty, LLC.

    2015 Senseny Rd, Winchester, VA 22602
  • /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
  • /22

    $304,900 New Construction

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

    511 Grouse Dr, Winchester, VA 22602

    **Estimated completion by end of 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

    Benjamin Ashlock Samson Properties

    511 Grouse Dr, Winchester, VA 22602
  • /26

    $360,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    16 S Pleasant Valley Rd, Winchester, VA 22601

    Welcome to this one-of-a-kind property offering a unique and inviting layout designed with a seamless flow from front to back, filled with natural light throughout. Start your mornings on the rear patio enjoying peaceful sunrise views, and unwind in the evenings on the welcoming front porch with beautiful sunsets — the best of both worlds right at home.This home has been thoughtfully updated

    Vanessa Couture Samson Properties

    16 S Pleasant Valley Rd, Winchester, VA 22601
  • /57

    $424,990

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

    110 Elaine Dr, Winchester, VA 22602

    Just signing a lease Friday 3/27/2026, house will be removed final signature is done.

    JoAnn Walker Century 21 Redwood Realty

    110 Elaine Dr, Winchester, VA 22602
  • /46

    $579,990 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
  • /30

    $350,000 New Construction

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

    628 Cardinal Dr, Winchester, VA 22602

    Brand-new construction in Wilde Acres offering modern finishes, functional space, and access to a scenic community—all just minutes from Winchester. This 3-bedroom, 2-bath home features durable luxury vinyl plank flooring throughout and an open main level designed for everyday living. The kitchen stands out with granite countertops, stainless steel appliances, and classic shaker cabinetry—clean,

    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
  • /22

    $299,900

    • 3 Beds
    • 1 Bath
    • 1,204 Sq Ft

    625 Watson Ave, Winchester, VA 22601

    Nestled in Orchard Terrace, this beautifully updated Colonial home is ideally located within Winchester city limits, just a short walk to the vibrant downtown walking mall with its shops, dining, and entertainment. The updated kitchen features new cabinets, granite countertops, stainless steel appliances, a new sink and faucet, and vinyl plank flooring. The bathroom includes a new vanity, vanity

    Jennifer Sacco RE/MAX Roots

    625 Watson Ave, Winchester, VA 22601
  • /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
  • /31

    $289,999

    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    202 Emily Ln, Winchester, VA 22602

    This 3-bedroom home offers a functional layout with a welcoming entry into the main living area, flowing seamlessly into the dining space with access to the backyard. Natural light fills the home, creating a warm and inviting atmosphere. The spacious basement provides laundry space, ample storage, and room for a workshop or hobby area. **Currently tenant-occupied. Lease in place through May 31,

    Gabrielle Hernandez-Ortiz Spring Hill Real Estate, LLC.

    202 Emily Ln, Winchester, VA 22602
  • /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
  • /61

    $459,000 Open Sat 1PM - 3PM

    • 6 Beds
    • 3 Baths
    • 1,552 Sq Ft

    2250 Roosevelt Blvd, Winchester, VA 22601

    Charming Cape Cod nestled in a quiet residential neighborhood, just minutes from Route 11 and I-81 for easy commuting. This light-filled home welcomes you with a bright living room featuring a stunning stone fireplace as its centerpiece. The cabinet-packed kitchen is the heart of the home and offers granite countertops and a bar-height peninsula that opens seamlessly to the living room . The main

    Heloisa Amar Samson Properties

    2250 Roosevelt Blvd, Winchester, VA 22601
  • /94

    $950,000

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

    226 Summerfield Dr, Winchester, VA 22602

    Nestled in the charming and sought-after Raven Pointe neighborhood,adjacent to farmland yet 7 minutes from Old Town Winchester, thisstunning Colonial home offers a perfect blend of modern comfort andtimeless elegance. This spacious residence boasts 4,714 finishedsquare feet, providing ample room for both relaxation andentertainment. Front porch entrance greets guests with a

    Rebecca Sims Century 21 Redwood Realty

    226 Summerfield Dr, Winchester, VA 22602
  • /20

    $374,990 New Construction

    • 3 Beds
    • 4 Baths
    • 1,910 Sq Ft

    105 Boone Ct, Winchester, VA 22602

    Move in ready at Rossum Crossing townhome community, conveniently located near shopping and dining options. The St. Paul Townhome features three bedrooms, two full and two 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 pantry closet, and a breakfast nook.

    Dorelba Estrada New Home Star Virginia, LLC

    105 Boone Ct, Winchester, VA 22602
  • /108

    $1,499,000

    • 5 Beds
    • 4.5 Baths
    • 4,100 Sq Ft

    100 Country Club Cir, Winchester, VA 22602

    This regal 1950s Colonial, named Eagle Gate, sits atop a knoll overlooking 6.34 pastoral acres on the east side of Winchester. This elegant home dazzles with nearly 4,000 finished square feet, three levels, five bedrooms, 4.5 baths, an expansive garage, a swimming pool, and renovations and updates that elevate the living experience to decadent. Majestic pillars are the hallmark of the handsome

    Dan Whitacre Colony Realty

    100 Country Club Cir, Winchester, VA 22602
  • /4

    $9,500

    • Land
    • 0.25 Acre
    • $38,000 per Acre

    Lot 5 Quail, Winchester, VA 22602

    Discover a serene 0.25-acre lot nestled in Winchester's Wilde Acres subdivision, where nature meets tranquility. This beautifully wooded parcel offers a perfect canvas for your dream home, surrounded by lush trees that provide both privacy and a picturesque backdrop. With convenient road frontage, access to your future home or cozy weekend retreat is effortless. The enchanting views of the

    Bridget Aikens Colony Realty

    Lot 5 Quail, Winchester, VA 22602
  • /34

    $429,000

    • 4 Beds
    • 3 Baths
    • 1,783 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 in-law suite on the lower level (tenant is currently on a month to month lease and is happy to stay if new owner allows)! The basement

    Marielle Thoburn Keller Williams Realty

    570 Welltown Rd, Winchester, VA 22603
  • /81

    $456,500

    • 3 Beds
    • 2 Baths
    • 2,094 Sq Ft

    101 Delaware Trail, Winchester, VA 22602

    Welcome to 101 Delaware Trail, a thoughtfully updated home nestled in the highly desirable Shawneeland community of Winchester, VA. Nearly the entire home has been updated, both inside and out, creating a fresh and modern living experience. Interior improvements include new flooring throughout (excluding existing wood flooring), an updated kitchen featuring Taj Mahal quartzite countertops, a

    Michael Putnam EXP Realty, LLC

    101 Delaware Trail, Winchester, VA 22602
  • /60

    $631,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,818 Sq Ft

    237 Hydrangea Way, Winchester, VA 22602

    Experience effortless living in our Willow Run Active Adult community! Our Bristol floorplan is a thoughtfully designed 1,748 sq. ft. ranch home, blending style and functionality in a single-level open layout.The moment you step inside the home; you will be greeted by an inviting foyer leading you into the heart of the home. The dining room seamlessly connects with the living room and

    Brooks Sears D R Horton Realty of Virginia LLC

    237 Hydrangea Way, 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
  • /11

    $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
  • /12

    $509,000 Coming Soon

    • 4 Beds
    • 3 Baths
    • 1,935 Sq Ft

    4494 Cedar Creek Grade, Winchester, VA 22602

    Full listing photos coming 4/1.Escape to Your Private Almost 3-Acre Oasis: The Ultimate Modern Homestead!Rarely does a property offer the perfect synergy of a high-end interior renovation and a fully functional hobby farm. Nestled on a lush, 2.87-acre lot, this stunning 4-bedroom, 3-full bath home has been reimagined from top to bottom. As you enter the circular driveway lined with

    Jaclyn Michelle Berkshire Hathaway HomeServices PenFed Realty

    4494 Cedar Creek Grade, Winchester, VA 22602
  • /43

    $444,990 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

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