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Newest Homes for Sale in Winchester, VA

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  • /109

    $999,900

    • 5 Beds
    • 5.5 Baths
    • 5,670 Sq Ft

    530 Laurel Grove Rd, Winchester, VA 22602

    If you’re looking for a truly impressive property with unexpected benefits, welcome to 530 Laurel Grove Road. With nearly 6,000 finished square feet and five bedrooms and 5.5 baths, this home allows for easy gathering, relaxing, living, and entertaining—and includes a private in-law suite perfect for multi-generational living, guests, or rental potential. Ensconced in nature on 8.6 acres and

    Dan Whitacre Colony Realty

    530 Laurel Grove Rd, Winchester, VA 22602
  • /32

    $255,000

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    138 Parkside Dr, Winchester, VA 22602

    Great investment opportunity! This tenant-occupied property is currently rented for $1,650/month with a lease in place through January 2027, offering immediate income. Ideal for investors looking for a turnkey rental. Seller is motivated, don’t miss this opportunity! Welcome to 138 Parkside Drive, a charming 3-bedroom, 1.5-bath townhome in a quiet, convenient Winchester neighborhood! This home

    Jas Kaur Prime Properties DMV, LLC.

    138 Parkside Dr, Winchester, VA 22602
  • /6

    $230,000

    • 2 Beds
    • 1.5 Baths
    • 1,064 Sq Ft

    523 Monticello St, Winchester, VA 22601

    Nice duplex. Needs a little updating. Hardwood floors in living room and throughout the 2nd level. Property at this price doesn't include the lot that is being used as part of the yard now. Property can be bought with the lot for $250k Tax id number 330-02-19.Agent related to seller.

    Agent Photo

    Ned Stock

    Berkshire Hathaway HomeServices PenFed Realty

    (540) 660-7920

    523 Monticello St, Winchester, VA 22601
  • /19

    $549,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,985 Sq Ft

    118 Scented Rose Way, Winchester, VA 22602

    The 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 gas

    D.R. Horton Builder
    118 Scented Rose Way, Winchester, VA 22602
  • /2

    $799,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,331 Sq Ft

    123 Stetson St, Winchester, VA 22603

    Don’t miss this incredible opportunity to own a brand-new ranch home set on 2.66 beautiful acres, conveniently located near shopping and commuter routes to Winchester, Martinsburg, and Northern Virginia and approximately 10 minutes from the Winchester Medical Center. This thoughtfully designed home features an open-concept layout with a desirable split-bedroom design, offering both comfort and

    Agent Photo

    Brett Sowder

    RE/MAX Roots

    (540) 619-5465

    123 Stetson St, Winchester, VA 22603
  • /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
  • /37

    $399,500 Open Sat 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,365 Sq Ft

    1033 Sunnyside Dr, Winchester, VA 22603

    Welcome to 1033 Sunnyside Drive, a beautifully renovated bungalow tucked away on a quiet street just minutes from historic downtown Winchester. This charming home blends classic character with modern upgrades, creating a warm and inviting place to call home.Start your day on the inviting 9’ x 11’ tiled front porch, complete with new railings and stairs, the perfect spot for morning coffee or

    Tien Dao Redfin Corporation

    1033 Sunnyside Dr, Winchester, VA 22603
  • /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
  • /4

    $9,500

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

    Lot 6 Quail Dr, 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 on Quail Drive 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

    Bridget Aikens Colony Realty

    Lot 6 Quail Dr, Winchester, VA 22602
  • /47

    $579,990 New Construction

    • 6 Beds
    • 4.5 Baths
    • 2,632 Sq Ft

    123 Wappinger Terrace, Winchester, VA 22602

    Quick Move-In Salem! This spacious 6 bedroom, 4.5 bath home offers 2,686 sq ft on the top two floors with a first-floor primary suite for easy main-level living. The open-concept design is perfect for entertaining, and the stone front elevation adds timeless curb appeal. Enjoy the added space of a finished recreation room with an additional bedroom—ideal for guests or a home office. Ask about

    D.R. Horton Builder
    123 Wappinger Terrace, Winchester, VA 22602
  • /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
  • /9

    $9,500

    • Land
    • 0.55 Acre
    • $17,273 per Acre

    LOTS 8 & 9 Elk Trail, Winchester, VA 22602

    Great opportunity to own two beautiful wooded lots full of mature trees and plenty of privacy! These adjoining parcels offer a wonderful chance to connect with nature and enjoy peaceful surroundings. Located just about 30 minutes from downtown Winchester, you get the perfect mix of country calm and town convenience. Whether you’re thinking about outdoor fun, future plans, or simply an investment,

    Kristin Crosby Samson Properties

    LOTS 8 & 9 Elk Trail, 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
  • /34

    $699,990 New Construction

    • 6 Beds
    • 4 Baths
    • 2,511 Sq Ft

    104 Wappinger Terrace, Winchester, VA 22602

    The Hayden is a spacious two-story home featuring 6 bedrooms and 4 bathrooms across more than 6,000 square feet. The main level includes a versatile flex room off the foyer—perfect for a formal dining area or home office. The gourmet kitchen boasts an oversized island with seating, a large pantry, and opens to the dining area and expansive living room. A main-level bedroom with a full bathroom

    D.R. Horton Builder
    104 Wappinger Terrace, Winchester, VA 22602
  • /45

    $329,900

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

    2015 Senseny Rd, Winchester, VA 22602

    Price reduced! 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

    Alex Fernandez Epic Realty, LLC.

    2015 Senseny Rd, Winchester, VA 22602
  • /21

    $399,900 New Construction

    • 3 Beds
    • 3 Baths
    • 1,914 Sq Ft

    208 Beaver Trail, Winchester, VA 22602

    4-7-26 framing almost complete and 60 days to complete. Stunning 3BR/3BA home on 0.33+ acre lot with public water & available Xfinity internet. Easy entrance access. Open floor plan features vaulted family room & kitchen. Upgraded kitchen boasts Bonus Granite Island & premium cabinets. Luxury finishes include hardwood throughout the entire main floor, stairs & bedrooms, plus tile in all baths.

    Jim Thomson Realty ONE Group Old Towne

    208 Beaver Trail, Winchester, VA 22602
  • /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
  • /62

    $715,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 3.5 Baths
    • 4,808 Sq Ft

    121 Windrow Ct, Winchester, VA 22602

    Exquisite Home In Frederick County VA. This Custom Built Ranch Style Home Is The Perfect One Level Living Home, With Over 5,000 Finished Square Feet Of Living Space. The Open Living Concept Offers 9+ Foot Ceilings, High Loft Ceiling With Custom Wooden Decorative Beams And Floor To Ceiling Fireplace In Main Living Room With Decorative Wood Trim And Mantle, Kitchen To Living Room Space With Full

    Tracy Link Coldwell Banker Premier

    121 Windrow Ct, Winchester, VA 22602
  • /46

    $449,000

    • 3 Beds
    • 2.5 Baths
    • 1,904 Sq Ft

    25 W Southwerk St, Winchester, VA 22601

    Welcome to this beautifully updated gem in the heart of Winchester! From the moment you arrive, the expansive front porch invites you to sit back and enjoy the charm of one of the city's most sought-after locations. Situated just moments from Handley High School, vibrant downtown shops, local restaurants, and scenic parks, this home offers the perfect balance of neighborhood tranquility and

    Dan Whitacre Colony Realty

    25 W Southwerk St, Winchester, VA 22601
  • /63

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,999 Sq Ft

    520 N Braddock St, Winchester, VA 22601

    Welcome to this charming home in the heart of Winchester offering character, natural light, and a highly walkable location.This home features 3 bedrooms and 2 full bathrooms, with all bedrooms located on the upper level. At the top of the stairs you’ll find a spacious primary bedroom filled with natural light, creating a bright and inviting retreat. Large windows throughout the home allow

    Angela Duncan MarketPlace REALTY

    520 N Braddock St, Winchester, VA 22601
  • /32

    $399,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,338 Sq Ft

    3138 Eton Place, Winchester, VA 22601

    Beautiful, just like brand new, 3 bedroom 2.5 bath end unit townhome located in The Lofts at Creekside! Walking distance to local restaurants and shopping here in Creekside. Home features large kitchen island, stainless steel appliances, and luxury vinyl plank flooring, private balcony, surrounded by open floor plan which provides for great entertainment. Nice upgrades all throughout the house!

    Christopher Hild Realty FC, LLC

    3138 Eton Place, 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
  • /65

    $389,990

    • 4 Beds
    • 2.5 Baths
    • 1,536 Sq Ft

    317 Gray Ave, Winchester, VA 22601

    Welcome to 317 Gray Ave in Winchester, Virginia. This charming Colonial blends historic character with extensive modern updates, creating the perfect balance of vintage appeal and contemporary comfort. The home features 4 bedrooms, 2 full bathrooms, and 1 half bathroom, along with a recently finished attic that offers flexible additional living space. The primary suite includes a beautifully

    Agent Photo

    Matthew Abregu

    Keller Williams Realty

    (540) 701-3590

    317 Gray Ave, Winchester, VA 22601
  • /25

    $240,000

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    303 Fox Dr, Winchester, VA 22601

    Major Price Reduction! Welcome to this beautifully renovated 2-bedroom, 1-bath ranch-style home nestled in the peaceful, private community of Wild Acres. Surrounded by trees, this cozy 960 sq ft retreat offers the perfect blend of modern updates and natural charm. Inside, you’ll find a bright, refreshed interior with thoughtful updates throughout. Major improvements—including a new well, septic

    Brandy Clem Johnston and Rhodes Real Estate

    303 Fox Dr, Winchester, VA 22601
  • /29

    $369,990 New Construction

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

    213 Monteith Dr, Winchester, VA 22601

    MOVE-IN READY! 3 Level Condo with Deck and Gourmet Kitchen! Explore Winchester’s new luxury townhome community. This three level interior row home 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

    DRB Homes Builder
    213 Monteith Dr, Winchester, VA 22601
  • /36

    $369,000

    • 3 Beds
    • 2.5 Baths
    • 1,710 Sq Ft

    102 Stribling Way, Winchester, VA 22602

    Beautifully maintained townhome located in the convenient Winchester community known as Freedom Manor. This location is close to everything yet out of the hurly-burly. Built in 2022 this home looks and feels brand new. Come inside! The entry level features a roomy foyer, a spacious finished room that is perfect for office, a one-car garage and an unfinished bathroom space with rough-in offering

    Angela Duncan MarketPlace REALTY

    102 Stribling Way, Winchester, VA 22602
  • /43

    $399,900

    • 2 Beds
    • 2 Baths
    • 1,405 Sq Ft

    1851 Melvor Ln, Winchester, VA 22601

    Extremely well-maintained 2-bedroom, 2-bath Ranch home in the desirable Willow Lawn Cottages 55+ community. This main-level living home features an open floor plan, vaulted ceiling, solar tubes for natural light, and a cozy gas fireplace in the living room. The primary suite offers a private bath, while a bright Florida room provides additional space for relaxing or entertaining. Step outside to

    RoxAnn Grimes RE/MAX Roots

    1851 Melvor Ln, Winchester, VA 22601
  • /36

    $314,900

    • 3 Beds
    • 1 Bath
    • 1,086 Sq Ft

    126 S Euclid Ave, Winchester, VA 22601

    This 3-bedroom, 1 full bath home is ready for you to move right in! Entire inside has been freshly painted. As you enter, you'll see the spacious living room with LVP flooring. Kitchen with new LVP flooring, new stainless-steel stove, new stainless-steel hood vent, new stainless-steel refrigerator and an eating area. Beautiful full bath with tile shower. 3 great sized bedrooms with LVP flooring.

    Matt Kilmer Samson Properties

    126 S Euclid Ave, Winchester, VA 22601
  • /3

    $385,000

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

    101 Maury Way, Winchester, VA 22602

    Perfect End-Townhome at Winchester Landing with Garage/patioPrivate main level bedroom & bath, big closet and two bedrooms with bath upstairs. Kitchen walks out to back patio and landscaping is really nice.Lots of light and open space, great condition.Stainless appliances, walk-out to spacious back patio, full size washer & dryer near garage in seperate spot.Active-adult

    Anita Hartke National Realty, LLC

    101 Maury Way, Winchester, VA 22602
  • /61

    $459,000

    • 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
  • /13

    $199,000

    • Land
    • 20.05 Acres
    • $9,925 per Acre

    951 Bobcat Trail, Winchester, VA 22602

    Breathtaking Views and Endless Possibilities! Discover your own slice of paradise on this stunning 20.05-acre property! With a 3-bedroom perc already in place, drainfield and distribution box installed, and electric at the property, you're just a septic tank away from breaking ground. Part of the lot is already cleared, making it the perfect spot to build your dream home, weekend getaway, or cozy

    Sharon Farinholt Realty ONE Group Old Towne

    951 Bobcat Trail, Winchester, VA 22602
  • /60

    $799,000 Open Sat 11AM - 1PM

    • 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
  • /36

    $415,000

    • 3 Beds
    • 2.5 Baths
    • 1,528 Sq Ft

    209 Wood Ave, Winchester, VA 22601

    **OPEN HOUSE THIS SATURDAY, APRIL 11th, FROM 11-1pm!!**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

    Dan Whitacre Colony Realty

    209 Wood Ave, Winchester, VA 22601
  • /97

    $1,200,000

    • 6 Beds
    • 5 Baths
    • 6,682 Sq Ft

    217 W Boscawen St, Winchester, VA 22601

    Historic Water Street Inn a magnificent legacy residence, profitable Bed & Breakfast, or sophisticated professional office opportunity! Located in Winchester's Historic District, two blocks from Old Town Walking Mall! Six large bedrooms and five full baths, this historically significant property is one of a kind, offering private garden spaces, romantic terraces, sunlight filled porches, and

    Gillian Greenfield Coldwell Banker Premier

    217 W Boscawen St, Winchester, VA 22601
  • /28

    $415,000

    • 3 Beds
    • 1 Bath
    • 2,683 Sq Ft

    307 Fox Run Ln, Winchester, VA 22602

    Wake up to breathtaking views of the Shenandoah Valley every day in this peaceful, beautifully renovated cottage. Completely updated in 2024, the home blends modern amenities with warm, inviting charm.The bright, open living space features a vaulted ceiling and abundant natural light, creating an airy, welcoming atmosphere. The living room showcases large windows, custom built-ins, and a

    Karen Sparks Corcoran McEnearney

    307 Fox Run Ln, Winchester, VA 22602
  • /56

    $349,900 Open Sat 2:30PM - 4:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,058 Sq Ft

    224 Doe Trail, Winchester, VA 22602

    Welcome home to this spacious 4-bedroom, 2.5-bath ranch nestled on two wooded lots in Shawneeland - which has a lake, playground, beach and more! Situated on over half an acre, this property offers privacy, beautiful natural surroundings, and an abundance of flowers and mature plantings that create a peaceful setting. Inside, you'll find finished living space on both levels, offering flexibility

    Traci Shoberg Samson Properties

    224 Doe Trail, Winchester, VA 22602
  • /26

    $305,000

    • 3 Beds
    • 2 Baths
    • 984 Sq Ft

    110 Duwamish Trail, Winchester, VA 22602

    Charming and Move-In Ready Ranch in a Peaceful Setting!Welcome home to this beautifully refreshed single-level ranch nestled on a spacious, tree-lined lot. This inviting home features a bright and functional layout with updated finishes throughout. The kitchen offers grey cabinetry, granite countertops, and stainless steel appliances, creating a clean and modern space perfect for everyday

    Tina Jacobin Main Street Realty

    110 Duwamish Trail, Winchester, VA 22602
  • /45

    $110,000

    • 3 Beds
    • 2 Baths
    • 1,495 Sq Ft

    135 Gregory Place, Winchester, VA 22603

    This 2018-built manufactured ranch-style home is move-in ready and well maintained for its new owner. The home offers an open floor plan featuring a spacious kitchen with abundant countertop space, a large pantry, and a dining area that flows into the main living space. The living room provides plenty of open space for comfortable everyday living, and the home also includes a dedicated laundry

    Agent Photo

    Diego Abregu

    Keller Williams Realty

    (540) 329-2535

    135 Gregory Place, Winchester, VA 22603
  • /97

    $1,250,000 Open Sun 12PM - 2PM

    • 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
  • /54

    $449,990

    • 3 Beds
    • 3.5 Baths
    • 2,239 Sq Ft

    142 Sequoia Dr, Winchester, VA 22602

    Some homes check the boxes. Others quietly stand apart the moment you pull up. This one does that. Not because it tries to impress, but because the setting, the layout, and the way the house sits on the land just make sense. Start with the lot. It’s a premium double-sized end-unit lot, something you simply don’t see often in townhouse communities. The home sits at the edge of the

    Alexander Bracke Real Broker, LLC

    142 Sequoia Dr, Winchester, VA 22602

Showing Results 121 - 160, Page 4 of 10

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