377

Newest Homes for Sale in Winchester, VA

Section Image Section Image
  • /24

    $600,000

    • 5 Beds
    • 3.5 Baths
    • 3,494 Sq Ft

    127 Kinross Dr, Winchester, VA 22602

    A peaceful setting at the edge of Winchester pairs nicely with everyday convenience in this well-cared-for home at 127 Kinross Dr. Located in a quiet and welcoming neighborhood, this property offers the perfect balance of tranquility and practicality. The area provides a calm, residential atmosphere while still being just a short drive from Winchester's charming downtown area, where you'll find a

    Sarah Reynolds Keller Williams Realty

    127 Kinross Dr, Winchester, VA 22602
  • /63

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,974 Sq Ft

    832 Winder Ct, Winchester, VA 22601

    All-brick rancher located in the sought-after Early’s Green at Meadow Branch community, offering 1,974 finished square feet with 9-foot ceilings and true one-level living. The open floor plan provides excellent flow and is ideal for both everyday living and entertaining. Recent interior updates include new hardwood flooring in the main living room, and new carpet in all bedrooms. Tile flooring

    Barton Chasler Realty ONE Group Old Towne

    832 Winder Ct, Winchester, VA 22601
  • /2

    $514,900 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 3,152 Sq Ft

    407 Tamarack Cir, Winchester, VA 22602

    Beautiful colonial located on a quiet cul-de-sac. The formal living and dining rooms feature hardwood floors, crown molding, and chair rail. The light-filled, spacious kitchen offers an island and an eat-in area, perfect for everyday living and entertaining. A half bath completes the main level.Upstairs, enjoy a relaxing primary suite with a walk-in closet and attached bath with dual sinks,

    Heloisa Amar Samson Properties

    407 Tamarack Cir, 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
  • /3

    $275,000

    • Land
    • 5.79 Acres
    • $47,496 per Acre

    LOT 1 - 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 approved perc on file. Buyer can buy the lot and build their dream house or for future investment purposes. This corner lot is cleared with existing road

    JP Carr Merrifield Realty, LLC

    LOT 1 - Handley Dr, Winchester, VA 22603
  • /20

    $299,900

    • Land
    • 7.82 Acres
    • $38,350 per Acre

    TBD Gough Rd, Winchester, VA 22602

    Premium lot, ready to build on! This 8 acre parcel offers a rare combination of views, usable acreage, and convenience. Set approximately 800 feet off Cedar Creek Grade with frontage on Gough Road, the elevated homesite captures exceptional, wide-open mountain views and a peaceful, bucolic setting. Surrounded by farmland and in an area with attractive and newer, custom homes, this property feels

    Agent Photo

    Bradley Comstock

    ERA Oakcrest Realty, Inc.

    (540) 348-3423

    TBD Gough Rd, Winchester, VA 22602
  • /27

    $349,900 New Construction

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

    212 Falcon Trail, Winchester, VA 22602

    4-7-26 Going to drywall. 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
  • /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
  • /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

    $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
  • /35

    $525,000

    • 4 Beds
    • 2.5 Baths
    • 2,280 Sq Ft

    157 Oak Dr, Winchester, VA 22603

    STOP THE PRESSES!! This PRICE ADJUSTMENT is not a typo! The weather is warmer and Spring is in the air.... This home is ready for YOU! Welcome home to 157 Oak Dr. in Winchester, VA—an inviting property offering comfort, thoughtful updates, and a peaceful setting. This home has been refreshed with luxury vinyl plank flooring throughout most of the home and fresh paint, creating a clean,

    Phyllis Guthrie Keller Williams Realty

    157 Oak Dr, Winchester, VA 22603
  • /16

    $299,000

    • Studio
    • 1,249 Sq Ft

    45 and 45 1/2 Race St, Winchester, VA 22601

    Time to sell - you get a great deal - $36,000 rental income, low maintenance, tenants in place. This is a great starter property for those looking to build a real estate portfolio or add to an existing one. Both apartments were completely rehabbed last year - new wiring and plumbing, new appliances, including washer and dryer, new carpet and vinyl plank flooring installed and fenced backyards.

    Teri Domanski Corcoran McEnearney

    45 and 45 1/2 Race St, Winchester, VA 22601
  • /16

    $2,124,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,801 Sq Ft

    152.44 Acres Lot 2 Laurel Grove Rd, Winchester, VA 22602

    This is a rare opportunity to build a fully custom home tailored to your vision, crafted by Winchester’s award-winning builder, Hepler Homes. The home shown is a representative example of what can be built on this exceptional property. List price reflects the included options outlined in the documents section and is subject to change based on custom selections.The featured model offers a

    Nadeem Helfer Samson Properties

    152.44 Acres Lot 2 Laurel Grove Rd, Winchester, VA 22602
  • /12

    $16,000

    • Land
    • 0.26 Acre
    • $61,538 per Acre

    Lot 23 Panther Dr, Winchester, VA 22602

    Nestled in the tranquil community of Wilde Acres, this partially cleared, .26 acre lot offers endless potential for your dream home. Enjoy the serenity of nature while still being just a short drive from local amenities, the perfect balance of peace and convenience. Whether you’re looking for a weekend retreat or a full-time residence, this property provides the ideal setting to make your vision

    Amanda Toothman Dandridge Realty Group, LLC

    Lot 23 Panther Dr, Winchester, VA 22602
  • /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
  • /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
  • /40

    $358,000

    • 4 Beds
    • 2 Baths
    • 1,534 Sq Ft

    323 Russelcroft Rd, Winchester, VA 22601

    Looking for a home in amazing shape for your buyers? You've found it. 2108sf total living space. Beautiful cared for by the homeowners. 3 bedrooms 2 full baths detached home.Beautiful Detached home with 3 bedrooms and 2 full baths + bonus room on the basement isfull finished with a family room. Looking for a home in amazing shape for your buyers? You've found it. 2108sf total living

    Alexandra Brown Spring Hill Real Estate, LLC.

    323 Russelcroft Rd, Winchester, VA 22601
  • /50

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 2,072 Sq Ft

    129 Doonbeg Ct, Winchester, VA 22602

    ENJOY YOUR RETIREMENT! Newer, beautifully maintained 4-bedroom home with open floor plan and upgrades. On a pleasant cul-de-sac in Cottage Glen, an age 55-plus community that's convenient to I-81 and Rt. 37 and near restaurants, shopping, services, regional Medical Center and historic downtown Winchester. National publications and TV have hailed Winchester as a prime location for retirement.

    Teresa Strohmeyer ERA Oakcrest Realty, Inc.

    129 Doonbeg Ct, Winchester, VA 22602
  • /51

    $489,999 Open Sun 11AM - 1PM

    • 3 Beds
    • 3 Baths
    • 2,483 Sq Ft

    3466 Middle Rd, Winchester, VA 22602

    Welcome to a private retreat where timeless charm meets peaceful mountain beauty. Set on 0.59 acres of fully fenced, professionally landscaped grounds, this all-brick hillside home offers breathtaking views of the Blue Ridge Mountains along a quiet stretch of Middle Road. Inside, sunlight pours through expansive living spaces, creating a warm and inviting atmosphere. The open-concept design flows

    LESLIE WEBB Long & Foster Real Estate, Inc.

    3466 Middle Rd, Winchester, VA 22602
  • /17

    $349,990 New Construction

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

    TBB Monteith Dr Unit BEDFORD II, Winchester, VA 22601

    ***OFFERING UP TO $5K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS*Featuring Bedford II in Valor Crossing! Open concept kitchen located next to the country kitchen and living room. Optional features include box bay rear window and 10' x 14' deck. Primary suite with large

    Brittany Newman DRB Group Realty, LLC

    TBB Monteith Dr Unit BEDFORD II, Winchester, VA 22601
  • /55

    $434,999

    • 4 Beds
    • 2.5 Baths
    • 2,850 Sq Ft

    1105 Henry Dr, Winchester, VA 22602

    Home offers nearly 3000 sqft of finished living space that has Luxury Vinyl flooring through out both levels (absolutely no carpet) that features 4 bedrooms and 2.5 baths situated on over a 1/2 acre (.61) of ground. Upon entering you will find an open floor plan that encompasses a large living room and dining room with canned lighting then pours into the large eat in kitchen (new appliances) that

    James Amick RE/MAX Roots

    1105 Henry Dr, Winchester, VA 22602
  • /2

    $12,800

    • Land
    • 0.4 Acre
    • $32,000 per Acre

    0 Budwood Trail Unit 11620368, Winchester, VA 22602

    Nice level corner wooded lot. Corner of Budwood and Rockwood Follow your GPS to the corner point. All measurements are taken from government sources. Such as the actual .4. acres is actually .398 acres rounded up.

    John Holsinger JOHN S HOLSINGER REAL ESTATE BROKER LLC

    0 Budwood Trail Unit 11620368, Winchester, VA 22602
  • /22

    $549,990 New Construction

    • 3 Beds
    • 2 Baths
    • 2,476 Sq Ft

    206 Williamson Rd, Winchester, VA 22602

    The to be built 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 bright, airy kitchen, and a welcoming breakfast area. The main level includes three bedrooms and two full baths, with the option to transform

    Greta Fernandez New Home Star Virginia, LLC

    206 Williamson Rd, Winchester, VA 22602
  • /21

    $384,900

    • 2 Beds
    • 1.5 Baths
    • 1,186 Sq Ft

    711 E Cork St, Winchester, VA 22601

    This stunning property boasts a brand-new kitchen with quartz countertops, new appliances (refrigerator, microwave, stove) and a fresh new look. The laundry room got an upgrade too, with brand-new appliances. Newly installed waterproof vinyl flooring that's been laid down throughout, perfect for any occasion. Also, with a fresh coat of paint on the walls including the garage along with the door.

    Marco Novillo Spring Hill Real Estate, LLC.

    711 E Cork St, Winchester, VA 22601
  • /23

    $349,900 New Construction

    • 2 Beds
    • 1 Bath
    • 1,140 Sq Ft

    116 Pinto Trail, Winchester, VA 22602

    The Perfect Starter Home Awaits! 3-26-26 almost done. Granite and septic going in and final clean up grading and seed and straw beginning. Ready for you within 30 days.Comcast/Xfinity available on this street. New plan on almost 1/3 of acre! Affordable new home close to town with full unfinished basement (two double windows and walkout exit with ruff in for future bath) for future needs.

    Jim Thomson Realty ONE Group Old Towne

    116 Pinto Trail, Winchester, VA 22602
  • /17

    $1,550,000

    • Land
    • 152.44 Acres
    • $10,168 per Acre

    152.44 Acres Lot 2 Laurel Grove Rd, Winchester, VA 22602

    An unparalleled opportunity to own one of the most accessible yet private properties near the city of Winchester. Just under an hour and half from Dulles International Airport it is the perfect weekend escape in the countryside or full time residence. As you meander through the forest on the beautiful drive to the property you will become enchanted with your surroundings. This is one of 3

    Nadeem Helfer Samson Properties

    152.44 Acres Lot 2 Laurel Grove Rd, Winchester, VA 22602
  • /27

    $399,900 New Construction

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

    107 Pinto Trail, Winchester, VA 22602

    3-26-26 house complete and once drain field installed can close. Hurry! Level lot in the subdivision with views and privacy. "Brand New & Fully Loaded: Your Dream Home Awaits"The best value proposition in the subdivision! This stunning new construction offers 3 bedrooms, 3 full baths, and a 2-car side-load garage with excellent curb appeal. Comcast/Xfinity available on this street.Enjoy a

    Jim Thomson Realty ONE Group Old Towne

    107 Pinto Trail, Winchester, VA 22602
  • /20

    $349,900 New Construction

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

    1619 Tomahawk Trail, Winchester, VA 22602

    Just some finishing touches left. Discover the best value for square footage in this stunning 3 bed, 3 bath home. Perched on over half an acre with panoramic valley/mountain views. Enjoy an open floor plan, vaulted kitchen, hardwood floors throughout the main level & bedrooms, and a huge finished rec room. Builder bonuses include granite counters, kitchen island, and upgraded cabinets. Side-load

    Jim Thomson Realty ONE Group Old Towne

    1619 Tomahawk Trail, Winchester, VA 22602
  • /49

    $850,000 New Construction

    • 5 Beds
    • 3 Baths
    • 3,057 Sq Ft

    Lot 5 Keval Gyan Way, Winchester, VA 22603

    Seize a rare opportunity to own one of just fifteen premier lots within the prestigious, upper-scale Keplinger Estates near the Apple Pie Ridge area. This is not just a house; it is a bespoke sanctuary offering a sophisticated lifestyle with the ultimate convenience of being close to town, yet free from the constraints of an HOA. Experience the pinnacle of a large family living in this

    Jim Thomson Realty ONE Group Old Towne

    Lot 5 Keval Gyan Way, Winchester, VA 22603
  • /47

    $1,029,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,100 Sq Ft

    Lot 1 Keval Gyan Way, Winchester, VA 22603

    Seize a rare opportunity to own one of just fifteen premier lots within the prestigious, upper-scale Keplinger Estates near the Apple Pie Ridge area. This is not just a house; it is a bespoke sanctuary offering a sophisticated lifestyle with the ultimate convenience of being close to town, yet free from the constraints of an HOA.Experience the pinnacle of single-level living in this

    Jim Thomson Realty ONE Group Old Towne

    Lot 1 Keval Gyan Way, Winchester, VA 22603
  • /46

    $950,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 3,100 Sq Ft

    Lot 12 Keval Gyan Way, Winchester, VA 22603

    Seize a rare opportunity to own one of just fifteen premier lots within the prestigious, upper-scale Keplinger Estates near the Apple Pie Ridge area. This is not just a house; it is a bespoke sanctuary offering a sophisticated lifestyle with the ultimate convenience of being close to town, yet free from the constraints of an HOA. Experience the pinnacle of single-level living in this immaculate,

    Jim Thomson Realty ONE Group Old Towne

    Lot 12 Keval Gyan Way, Winchester, VA 22603
  • /5

    $879,900 New Construction

    • 3 Beds
    • 2 Baths
    • 2,488 Sq Ft

    Lot 11 Keval Gyan Way, Winchester, VA 22603

    Seize a rare opportunity to own one of just fifteen premier lots within the prestigious, upper-scale Keplinger Estates near the Apple Pie Ridge area. This is not just a house (new PIN OAK model); it is a bespoke sanctuary offering a sophisticated lifestyle with the ultimate convenience of being close to town, yet free from the constraints of an HOA. Experience the pinnacle of single-level living

    Jim Thomson Realty ONE Group Old Towne

    Lot 11 Keval Gyan Way, Winchester, VA 22603
  • /2

    $3,500

    • Land
    • 0.25 Acre
    • $14,000 per Acre

    107 Fox Trail, Winchester, VA 22602

    Babak Taghavi Venture Realty

    107 Fox Trail, Winchester, VA 22602
  • /80

    $795,000

    • 5 Beds
    • 4.5 Baths
    • 3,767 Sq Ft

    199 Meeting House Dr, Winchester, VA 22602

    Legendary Living on 3.46 Acres — 5BR Estate With Mountain Views, Luxe Updates & Iconic History Welcome to a truly one-of-a-kind estate offering over 3,700 sq. ft. of finished living space on nearly 3.46 acres, complete with mountain views, extensive updates, and a legendary past. This 5-bedroom, 4.5-bath home has been thoughtfully renovated throughout. The main level features a primary suite with

    Katie Deskins Century 21 Redwood Realty

    199 Meeting House 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
  • /45

    $285,000

    • 2 Beds
    • 1 Bath
    • 997 Sq Ft

    108 Martin Dr, Winchester, VA 22602

    Charming brick rambler situated on a spacious corner lot, just minutes from Route 7 and I-81—an ideal location for commuters. The property offers a driveway and a carport, perfect for convenient parking or doubling as a shaded outdoor space for entertaining, along with generous storage space. Inside, you’ll find an open-concept living room and eat-in kitchen with large windows that let in plenty

    Heloisa Amar Samson Properties

    108 Martin Dr, Winchester, VA 22602
  • /3

    $3,025,000

    • Land
    • 27.09 Acres
    • $111,665 per Acre

    0 Renaissance Dr, Winchester, VA 22602

    27.09 +/- acres in the direct path of Light Industrial-Zoned land. The subject property is in the comprehensive plan to be zoned Light Industrial for warehousing, distribution, self-storage warehousing or light manufacturing. The 27.09 +/- acre site has excellent proximity and access to US 11, Route 37. and I-81. The property provides location, visibility, and exposure. All utilities are

    H. Paige Manuel Oakcrest Commercial LLC.

    0 Renaissance Dr, Winchester, VA 22602
  • /32

    $364,000

    • 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
  • /34

    $1,485,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,484 Sq Ft

    Lot 18 Honeycrisp Way, Winchester, VA 22603

    Remarkable and new to the market Anderson subdivision lots. Located 5 minutes from downtown Winchester and Valley Health Medical Center (2 minutes from James Wood High School) off Apple Pie Ridge. These lots feature panoramic views of the entire Shenandoah Valley from Harper's Ferry to Strasburg to the Western Mountains, providing stunning views from an elevated, very private environment. These 5

    JP Carr Merrifield Realty, LLC

    Lot 18 Honeycrisp Way, Winchester, VA 22603
  • /3

    $3,200,000

    • Land
    • 13.05 Acres
    • $245,211 per Acre

    0 0 Northwestern Pike, Winchester, VA 22602

    Prime opportunity on 13.05 acres in an unbeatable high-visibility location along Route 50 in Winchester, VA. Positioned directly across from major retailers and conveniences—including Walmart, Sheetz, Tractor Supply, Applebee’s, Dunkin’, Bojangles, and the Winchester Medical Center campus—this property offers exceptional exposure and accessibility. Zoned for multiple development possibilities,

    Sarah Reynolds Keller Williams Realty

    0 0 Northwestern Pike, Winchester, VA 22602

Showing Results 241 - 280, Page 7 of 10

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