Winchester, VA Homes for Sale with Garage

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  $524,000

  • 4 Beds
  • 2.5 Baths
  • 2,098 Sq Ft

  129 Old Wagon Rd, Winchester, VA 22602

  *Sellers are offering $850 towards a home warranty of the buyer's choice* "Outstanding On Old Wagon" This 4 bedroom, 2 1/2 bath colonial style home sits in a cul-de-sac in the highly desirable Pioneer Heights Neighborhood. This home has had a ton of upgrades over the years! Gorgeous, updated custom kitchen with Frigidaire Gallery Appliances, custom built cabinets with pull out shelves, extra

  Matt Kilmer Samson Properties

  129 Old Wagon Rd, Winchester, VA 22602
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  $760,000

  • 4 Beds
  • 2.5 Baths
  • 2,937 Sq Ft

  442 Frog Hollow Rd, Winchester, VA 22603

  Nestled in the serene Frog Hollow Estates, this charming Colonial home offers a perfect blend of comfort and functionality. With four spacious bedrooms and 2.5 bathrooms, the interior is designed for modern living. The traditional floor plan flows seamlessly into a family room off the kitchen, creating a warm atmosphere for entertaining. Step outside to discover 11 acres of picturesque land,

  Wendy Conner Coldwell Banker Premier

  442 Frog Hollow Rd, Winchester, VA 22603
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  $767,900

  • 3 Beds
  • 3 Baths
  • 2,112 Sq Ft

  1049 Laurel Grove Rd, Winchester, VA 22602

  Tucked away on a quiet cul-de-sac, this custom 3-bedroom, 3-bath home is sited on a private, wooded lot offering stunning mountain views and a true sense of seclusion. The property provides a serene, park-like setting that feels worlds away, yet is conveniently located. The main-level primary suite features an elegant bathroom with a walk-in shower and soaking tub. The additional Two bedrooms on

  LESLIE WEBB Long & Foster Real Estate, Inc.

  1049 Laurel Grove Rd, Winchester, VA 22602
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  $479,900

  • 4 Beds
  • 1.5 Baths
  • 1,932 Sq Ft

  420 W Cork St, Winchester, VA 22601

  Discover the perfect blend of historic charm and modern convenience at 420 W Cork Street. This captivating four-level brick home offers 4 bedrooms and 1.5 baths, boasting beautiful hardwood floors, gorgeous trim and plenty of space for you and yours. The main level offers a spacious living room, dining room and kitchen. Upstairs you will find 4 sizable bedrooms and a full bath. The top level is a

  Dan Whitacre Colony Realty

  420 W Cork St, Winchester, VA 22601
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  $799,900

  • 4 Beds
  • 3.5 Baths
  • 5,040 Sq Ft

  2411 Hunting Ridge Rd, Winchester, VA 22603

  This is the one you've been waiting for! Welcome to 2411 Hunting Ridge Rd. This large and private classic colonial is ready for you. With over 5000 sq ft and more than 5 acres of property, this beautiful home has it all. The winding tree-lined (and paved!) driveway invites you in. Enter into the welcoming two story foyer, which is flanked by lovely formal dining and sitting rooms. Exploring

  Amanda White Nova Home Hunters Realty

  2411 Hunting Ridge Rd, Winchester, VA 22603
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  $365,000

  • 3 Beds
  • 3 Baths
  • 1,280 Sq Ft

  134 Cardinal Ln, Winchester, VA 22602

  One-level living with commuter convenience! This 3-bedroom, 2-bath home features a comfortable main-level layout, including a primary suite with private bath. The walkout lower level is conditioned and ready to finish—perfect for adding extra living space—and already includes a full bathroom. Direct access to the attached one-car garage provides additional storage and flexibility. Located just

  Barton Chasler Realty ONE Group Old Towne

  134 Cardinal Ln, Winchester, VA 22602
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  $960,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 5.5 Baths
  • 6,256 Sq Ft

  150 Ewell Dr, Winchester, VA 22602

  Welcome to Equestrian Estates, a sought-after Winchester community with no HOA, where this stately 5-bedroom, 6-bath Colonial offers over 6,700 square feet of beautifully finished living space on nearly 3 acres. Originally built in 2007 and extensively updated in 2020, the home showcases high-end finishes throughout, including fully renovated bathrooms with luxury details such as smart toilets,

  Reed Jimenez Hunt Country Sotheby's International Realty

  150 Ewell Dr, Winchester, VA 22602
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  $544,990

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

  121 Raven Oaks Dr, Winchester, VA 22602

  Motivated Seller!!! HUGE UNFINISHED BASEMENT! Immaculately maintained, this like-new home offers the space, style, and modern features you deserve! One standout is the large unfinished basement -clean, open, and already equipped with rough plumbing for a future bathroom. Whether you envision extra storage, a spacious in-law suite, or the ultimate entertainment retreat, the possibilities are

  Rachel Lowell Trowbridge Realty Corporation

  121 Raven Oaks Dr, Winchester, VA 22602
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  /53

  $654,000

  • Studio
  • 3,511 Sq Ft

  1400 Valley Ave, Winchester, VA 22601

  Versatile on Valley!So many possibilities! This versatile duplex is full of charm and opportunity! The original 1936 home features beautiful wood floors, tall ceilings, fireplace, sunroom, and a stunning staircase that adds timeless character. The front unit is perfect for an owner-occupant who wants to enjoy historic charm while generating income from the back unit, or you can rent out

  Danielle Spriggs Real Broker LLC

  1400 Valley Ave, Winchester, VA 22601
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  $545,000

  • 4 Beds
  • 3.5 Baths
  • 2,976 Sq Ft

  2812 Ridgetop Ct, Winchester, VA 22601

  HUGE PRICE IMPROVEMENT! Welcome to this beautiful "picture perfect" brick front 4-bedroom, 3.5-bath home in the desirable Rolling Hills community of Winchester, VA. Perfectly located at the end of a cul-de-sac in an established (and sought after) neighborhood, this one-owner property has been meticulously maintained and is ready for its next chapter.Inside, you’ll find a spacious and inviting

  Sara Duncan RE/MAX Distinctive Real Estate

  2812 Ridgetop Ct, Winchester, VA 22601
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  $279,900

  • 2 Beds
  • 2 Baths
  • 897 Sq Ft

  939 Woodland Ave, Winchester, VA 22601

  Motivated sellers, Price Reduced!!! Need your Own Space? or you're looking to Downsize or Just Starting Out, Come Checkout this 1–2-bedroom 2 full bath home on 3 Levels Updated Kitchen with Stainless Steel Appliances, a Living room Dining room or Main level Bedroom with a Full bath attached., Washer & Dryer in the shed convey. 2nd Level has a Bedroom Full bathroom and a loft area. Theres a

  Richard Kozlowski Long & Foster Real Estate, Inc.

  939 Woodland Ave, Winchester, VA 22601
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  $659,000

  • 3 Beds
  • 2.5 Baths
  • 2,348 Sq Ft

  280 Plow Run Ln, Winchester, VA 22602

  Now available: a custom-built, one-level home situated on 3.02 peaceful acres. This property boasts a highly convenient country location, less than nine miles from Winchester Medical Center. Constructed in 2017, this elegant home offers a functional floor plan with a contemporary flair. Entryway leads into an open living area featuring nine-foot ceilings and gorgeous hardwood floors, seamlessly

  Angela Duncan MarketPlace REALTY

  280 Plow Run Ln, Winchester, VA 22602
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  /75

  $644,900

  • 5 Beds
  • 4 Baths
  • 3,432 Sq Ft

  3782 Wardensville Grade, Winchester, VA 22602

  Second chance on this Spacious Ranch-Style Retreat on 5+ Acres with Mountain Views Welcome to this beautifully updated ranch-style home offering over 5 acres of privacy, modern comforts, and sweeping mountain views. From the inviting covered front porch, step inside to a bright, open living room featuring durable LVP flooring and sliding glass doors that lead to an expansive deck—the perfect spot

  Amanda Gulla Preslee Real Estate

  3782 Wardensville Grade, Winchester, VA 22602
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  $389,990

  • 3 Beds
  • 3.5 Baths
  • 1,658 Sq Ft

  TBB Monteith Dr Unit BEDFORD II, Winchester, VA 22601

  ***OFFERING UP TO $7K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** 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 walk-in closet, dual vanity, and oversized

  Brittany Newman DRB Group Realty, LLC

  TBB Monteith Dr Unit BEDFORD II, Winchester, VA 22601
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  $329,900

  • 1 Bed
  • 1 Bath
  • 1,348 Sq Ft

  242 Footstone Ln, Winchester, VA 22603

  Peaceful Country Retreat on 4.7 Acres – Minutes from WinchesterThis private country home combines solid craftsmanship with serene mountain views. Located on a quiet gravel lane with a road maintenance agreement, the property features a durable stone-and-brick exterior and hardwood floors throughout. Inside, two stone fireplaces—including one in the primary bedroom—add warmth and character.

  Kristina Towns Weichert Realtors - Blue Ribbon

  242 Footstone Ln, Winchester, VA 22603
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  $849,000

  • 4 Beds
  • 3.5 Baths
  • 3,532 Sq Ft

  430 Saddleback Ln, Winchester, VA 22602

  Welcome to 430 Saddleback Lane in Sheridan's Miss. Located minutes to downtown Winchester, VA. This 8.51 acre lot features lush landscaping and mature trees, with just the right amount of open space. The in ground salt water pool is the perfect spot for these hot summer days! This home has been well maintained and it shows. Enjoy morning coffee on your covered wrap around deck on the front of the

  Jim Stafford ERA Oakcrest Realty, Inc.

  430 Saddleback Ln, Winchester, VA 22602
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  $1,129,000

  • 5 Beds
  • 4.5 Baths
  • 5,426 Sq Ft

  410 Valley View Dr, Winchester, VA 22603

  Fresh to market is this unexpected property that offers the sense of home combined with the amenities of a full-time retreat. This country escape is located within minutes of town with NO HOA. Markets, restaurants, stores, shopping are handy for a quick errand and allows you to get back fast and enjoy a lazy day at the pool. Additional offerings include 9.83 private acres, a fully outfitted

  Angela Duncan MarketPlace REALTY

  410 Valley View Dr, Winchester, VA 22603
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  /40

  $890,000

  • 5 Beds
  • 6.5 Baths
  • 4,301 Sq Ft

  254 Whistlewood Ln, Winchester, VA 22602

  Situated in the picturesque countryside of Winchester Virginia boasting a modern aesthetic and elevation. Welcome home to 254 Whistlewood Ln! The home is beautifully positioned within the Royal Oaks community on a private 5 acre lot! It benefits from the serenity one would expect from a countryside home and the convenience of a short distance to town, commuter routes and just 15 minutes to Valley

  Stuart Pollard Pearson Smith Realty, LLC

  254 Whistlewood Ln, Winchester, VA 22602
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  $685,000

  • 4 Beds
  • 2.5 Baths
  • 3,108 Sq Ft

  1950 Melvor Ln, Winchester, VA 22601

  Step into this meticulously maintained colonial home, a testament to quality craftsmanship and thoughtful design by Richmond American Homes. Situated in the desirable Meadow Branch South neighborhood, this residence offers an exceptional living experience with a perfect balance of formal and casual spaces This home is situated in a vibrant community with easy access to major roads, shopping, and

  Kim Kroner Washington Dulles Real Estate Group

  1950 Melvor Ln, Winchester, VA 22601
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  $899,000 Open Sun 11AM - 1PM

  • 5 Beds
  • 4.5 Baths
  • 4,438 Sq Ft

  769 Seldon Dr, Winchester, VA 22601

  Welcome to 769 Seldon Drive—an elegant brick-front colonial situated on nearly half an acre in one of Winchester’s most desirable neighborhoods. Offering over 4,500 finished square feet, this spacious 5-bedroom, 4.5-bath home is designed for comfort, flexibility, and multi-generational living. The main level features a generously sized primary suite with a walk-in closet and en-suite bath, along

  Amanda Slate Keller Williams Realty

  769 Seldon Dr, Winchester, VA 22601
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  $999,000 Under Contract

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

  1020 Breckinridge Ln, Winchester, VA 22601

  Buy your new home and enjoy a 1% lower interest rate for the first year with a temporary buydown incentive - helping make your first year of homeownership more affordable! Ask for details!Recent Updates include a new roof (2023), attic HVAC serviced/replaced A coil (2024), basement HVAC replaced A Coil & condenser (2021), and a new water softener to be installed (2025) One-owner, custom home,

  Sheila Pack RE/MAX Roots

  1020 Breckinridge Ln, Winchester, VA 22601
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  $435,000

  • 3 Beds
  • 1.5 Baths
  • 1,952 Sq Ft

  164 Bethel Grange Rd, Winchester, VA 22603

  Beautiful brick ranch in a lovely, country rural setting with mountain views and only minutes to schools and town amenities. Sellers just installed new heat pump air conditioning and heat. 3 bedrooms, 1 1/2 baths with a shower stall in mud room downstairs. Country kitchen with adjoining carport. Large living room front window with nice view of Round Hill. Extra closets. 4 foot hallway with

  Cathy Durbin Crum Realty, Inc.

  164 Bethel Grange Rd, Winchester, VA 22603
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  $475,000

  • 6 Beds
  • 3 Baths
  • 2,736 Sq Ft

  386 Round Hill Rd, Winchester, VA 22602

  *** ATTENTION INVESTORS - OFFERED AT A NEW PRICE!! *** You will want to check out this fantastic opportunity - with a history of POSITIVE CASH FLOW these two ADJACENT PROPERTIES on a combined total of 1.91-acres in Winchester (just minutes from Valley Health Campus, shopping, restaurants and Rt. 37) may be what you are looking for! *** These two parcels are to be sold TOGETHER; they are not

  Bridget Aikens Colony Realty

  386 Round Hill Rd, Winchester, VA 22602
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  $669,900

  • 4 Beds
  • 3.5 Baths
  • 4,411 Sq Ft

  226 Taggart Dr, Winchester, VA 22602

  Welcome to 226 Taggart Drive – a sunlit Colonial in the heart of Winchester's sought-after Raven Pointe community.This spacious 4-bedroom, 3.5 bath home offers over 4,200 square feet of beautifully finished living space across three levels, thoughtfully designed for comfort, functionality, and quiet everyday living. Nestled on a peaceful street just minutes from historic downtown Winchester,

  Lilly Triplett Colony Realty

  226 Taggart Dr, Winchester, VA 22602
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  $1,095,000

  • 4 Beds
  • 4 Baths
  • 4,949 Sq Ft

  1460 Pitcock Ln, Winchester, VA 22602

  Escape to Your Private Retreat – Just 10 Minutes from Winchester!Don’t miss the 3D tour attached to this listing! Welcome to a truly one-of-a-kind property offering 27.65 secluded acres across three parcels, complete with towering trees, a tranquil pond, and breathtaking natural surroundings. This charming log home is rich with character and history—originally relocated here in the 1960s,

  Sheila Pack RE/MAX Roots

  1460 Pitcock Ln, Winchester, VA 22602
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  $669,000

  • 3 Beds
  • 3.5 Baths
  • 3,008 Sq Ft

  355 Fishel Rd, Winchester, VA 22602

  Experience the epitome of homeownership with this stunning colonial home property perfectly set on 2.5+ acres of serene land just moments from all the conveniences of town. Offering the perfect blend of classic charm and modern amenities, this home is ideal for those seeking privacy without sacrificing accessibility. Thoughtfully designed with generous living spaces. Upon entering, you're greeted

  Daniel Brereton RE/MAX Roots

  355 Fishel Rd, Winchester, VA 22602
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  $375,000

  • 2 Beds
  • 2 Baths
  • 1,372 Sq Ft

  105 Tanglewood Ln, Winchester, VA 22602

  Allen Stewart EXP Realty, LLC

  105 Tanglewood Ln, Winchester, VA 22602
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  $494,900 Open Sun 12PM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 3,330 Sq Ft

  118 Russelcroft Rd, Winchester, VA 22601

  Tina Jacobin Main Street Realty

  118 Russelcroft Rd, Winchester, VA 22601
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  $639,990 New Construction

  • 4 Beds
  • 3 Baths
  • 1,865 Sq Ft

  111 Scented Rose Way, Winchester, VA 22602

  Experience effortless living in our Willow Run Active Adult community! Our Clifton floorplan is a thoughtfully designed 1,865 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 kitchen opens to a large great room with two windows that let in

  D.R. Horton Builder

  111 Scented Rose Way, Winchester, VA 22602
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  $629,990 New Construction

  • 4 Beds
  • 3 Baths
  • 1,888 Sq Ft

  113 Scented Rose 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

  113 Scented Rose Way, Winchester, VA 22602
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  $509,990 New Construction

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

  113 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. 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

  113 Trellis View Ln, Winchester, VA 22602
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  $499,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,964 Sq Ft

  128 Mascouten St, Winchester, VA 22602

  Offering 1,964 square feet of modern living space, the Pine floor plan is perfect for growing families or those who love to entertain. This thoughtfully designed single-family home features four spacious bedrooms, two and a half bathrooms, and a two-car garage on a slab foundation for added convenience. The open-concept layout highlights a stylish kitchen with stainless steel appliances, quartz

  D.R. Horton Builder

  128 Mascouten St, Winchester, VA 22602
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  $599,990 New Construction

  • 5 Beds
  • 3 Baths
  • 2,511 Sq Ft

  121 Mascouten St, Winchester, VA 22602

  The Hayden is a spacious two-story home featuring 6 bedrooms and 4 bathrooms across more than 3,100 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

  121 Mascouten St, Winchester, VA 22602
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  /27

  $509,990 New Construction

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

  111 Trellis View Ln, Winchester, VA 22601

  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. 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

  111 Trellis View Ln, Winchester, VA 22601
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  $629,990 New Construction

  • 4 Beds
  • 3 Baths
  • 1,748 Sq Ft

  115 Scented Rose 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 kitchen,

  D.R. Horton Builder

  115 Scented Rose Way, Winchester, VA 22602
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  /27

  $362,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  102 Pomo Ln, Winchester, VA 22602

  Introducing the Delmar by D.R. Horton—a spacious and stylish interior townhome designed for easy, low-maintenance living. This two-story home offers 1,500 square feet of well-planned space with 3 bedrooms, 2.5 bathrooms, and a 1-car garage. The open-concept main level features a modern kitchen with a large island, plenty of cabinet space, and an oversized pantry—all flowing seamlessly into the

  D.R. Horton Builder

  102 Pomo Ln, Winchester, VA 22602
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  /27

  $499,990 New Construction

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

  109 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. 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

  109 Trellis View Ln, Winchester, VA 22602
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  /21

  $360,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,276 Sq Ft

  425 Bluebird Trail, Winchester, VA 22602

  Welcome to your brand-new retreat in Mountain Falls! This thoughtfully designed split foyer home offers the perfect balance of modern comfort and functional living. The upper level features an open layout with a bright living room, dining area, and kitchen—ideal for gatherings or everyday living. Down the hall, you’ll find a comfortable private suite with its own full bath, plus two additional

  Abby Walters Preslee Real Estate

  425 Bluebird Trail, Winchester, VA 22602
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  /18

  $539,990 New Construction

  • 3 Beds
  • 3 Baths
  • 2,050 Sq Ft

  113 Sunflower Way, Winchester, VA 22603

  Brand new main level living Hemingway is almost finished construction and nearly ready for you to call home! At the heart of the home, the gourmet kitchen shines with stainless steel appliances, quartz countertops, and upgraded cabinetry. The kitchen flows seamlessly into the dining and family rooms, where additional windows create a bright, inviting atmosphere—perfect for entertaining. Just

  Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  113 Sunflower Way, Winchester, VA 22603
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  /10

  $649,990 New Construction

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

  601 Granite Ridge Dr, Winchester, VA 22603

  Brand New Main Level home is under construction and with special financing and closing cost assistance available, there is no reason to wait to make this the next place you call home! Located within Hiatt Pointe at Snowden Bridge, an active adult community for those 55 or better!This Rembrandt, located on a corner lot, a stunning home offering a harmonious blend of private sanctuaries and

  Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  601 Granite Ridge Dr, Winchester, VA 22603

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