Winchester, VA Homes for Sale with Basement

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  /45

  $479,900

  • 3 Beds
  • 2.5 Baths
  • 1,992 Sq Ft

  703 S Loudoun St, Winchester, VA 22601

  Location? Check. Beautiful federal-style architecture? Check. A separate dwelling unit? Check. Endless possibilities? Check!!! This amazing property, located within the Historic Winchester District, presents a one-of-a-kind opportunity to own a piece of history - all just minutes from the Old Town mall. The front of the main home dates back to 1856! You will surely fall in love with the wood

  Kristin Crosby Samson Properties

  703 S Loudoun St, Winchester, VA 22601
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  /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
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  /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
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  /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
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  /51

  $304,900

  • 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
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  /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
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  /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
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  /51

  $489,999

  • 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
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  /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
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  /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
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  /37

  $430,000

  • 4 Beds
  • 2 Baths
  • 2,100 Sq Ft

  17 E Leicester St, Winchester, VA 22601

  LOWER INTEREST RATE FOR YOU.....Sellers are offering you 2 percent of sales price so you can buy down your interest rate with an initial 2/1 interest rate buydown OR use the 2% seller concession for your closing costs on this classic brick “American Foursquare” house in Winchester’s historic district. This very well maintained 1928 home was designed and built by “ole time” craftsmen who had an

  Roger Lamborne MarketPlace REALTY

  17 E Leicester St, Winchester, VA 22601
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  /51

  $414,999

  • 3 Beds
  • 2 Baths
  • 2,131 Sq Ft

  204 Ridge Rd, Winchester, VA 22602

  Well maintained brick Rancher(upgraded vinyl clad tilt windows,newer architectural roof) on a full basement on the east side of Winchester featuring over 2100 sqft of finished living space that offers true hardwood flooring on the main level with 3 bedrooms and 1 full bath. Spacious living room that features a gas log fireplace that has a woodstove insert included. Basement is 90% finished with a

  James Amick RE/MAX Roots

  204 Ridge Rd, Winchester, VA 22602
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  $375,000

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  707 E Cork St, Winchester, VA 22601

  Make an offer! Don't let this location fool you - Plenty of parking on the side and back of the home and a large turn around space to exit onto Cork St easily! Centrally located colonial with gorgeous hardwood flooring and trim throughout! Step back in time, but enjoy all of the modern amenities with easy access to Jim Barnett Park just down the street, downtown walking mall and commuter roads,

  Misty Weaver Samson Properties

  707 E Cork St, Winchester, VA 22601
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  /29

  $269,900

  • 2 Beds
  • 1 Bath
  • 870 Sq Ft

  1125 Conway St, Winchester, VA 22601

  Check out this Very Cute Bungalow in Winchester City! It has a Brand NEW Roof, Freshly Painted throughout, NEW kitchen/hall/bath flooring, NEW Stainless Steel Refrigerator, Restored deck, and Lovely Hardwood! Cozy with 2 Bedrooms and 1 Bath. Surely to be perfect for the first time Home Buyer! Great Location close to shopping & restaurants. Great for commuters as well as it's on the East side of

  Jodi Costello ERA Oakcrest Realty, Inc.

  1125 Conway St, Winchester, VA 22601
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  /42

  $767,900

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

  1049 Laurel Grove Rd, Winchester, VA 22602

  This custom-built 3-bedroom, 3-bath home is perfectly positioned on a private, wooded lot with sweeping mountain views and a sense of seclusion. The setting feels like a peaceful retreat, offering a serene, park-like atmosphere while still providing convenient access to everyday amenities. The main-level primary suite is a standout, featuring an elegant bathroom with a walk-in shower and a

  LESLIE WEBB Long & Foster Real Estate, Inc.

  1049 Laurel Grove Rd, Winchester, VA 22602
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  /17

  $435,000

  • 5 Beds
  • 4 Baths
  • 2,014 Sq Ft

  122 Cherry Hill Cir, Winchester, VA 22602

  Nestled in the charming Green Acres subdivision, this delightful split-level home offers a perfect blend of comfort and functionality. With five spacious bedrooms and four full bathrooms, there's ample room for everyone to unwind and thrive. The heart of the home features a cozy fireplace, inviting you to gather with loved ones during chilly evenings. The fully finished basement, complete with

  Jen Moore ERA Oakcrest Realty, Inc.

  122 Cherry Hill Cir, Winchester, VA 22602
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  /79

  $860,000

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

  150 Ewell Dr, Winchester, VA 22602

  Price Reduction- Welcome to Equestrian Estates, a highly sought-after Winchester community with no HOA, where space, style, and flexibility come together beautifully. This stately 5-bedroom, 6-bath Colonial offers over 6,700 square feet of finished living space on nearly 3 private acres, creating the perfect setting for both everyday living and entertaining. Originally built in 2007 and

  Sherry Santmyer Hunt Country Sotheby's International Realty

  150 Ewell 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 both

  Danielle Spriggs Real Broker LLC

  1400 Valley Ave, Winchester, VA 22601
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  /8

  $689,000

  • 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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  /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
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  /2

  $925,000

  • 3 Beds
  • 1.5 Baths
  • 1,204 Sq Ft

  1112 Stony Hill Rd, Winchester, VA 22603

  156,58 acres minutes from Winchester, VA! Opportunities like this are hard to find—expansive land with fields, woods, and a creek, ready for your vision of a farm, estate, or peaceful retreat. Approximately half of the property could be farmed. Prime land opportunity in the Winchester area featuring a desirable mix of open fields, mature wooded acreage, and a scenic creek running through the

  Jennifer Watt Century 21 Redwood Realty

  1112 Stony Hill Rd, Winchester, VA 22603
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  /2

  $539,000

  • 6 Beds
  • 3.5 Baths
  • 2,539 Sq Ft

  100 Alliance Ct, Winchester, VA 22602

  Come enjoy this beautiful 3-year young home. A spacious open floor plan is perfect for large families or entertaining friends and family. LVP flooring runs throughout the whole house except for a small area in the basement. The stunning kitchen features wrap around cabinets, a large center island and a separate pantry for all of your storage needs. There is also a flex space in the main level,

  Elizabeth Flood Keller Williams Realty

  100 Alliance Ct, Winchester, VA 22602
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  /13

  $429,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,094 Sq Ft

  104 Swansong Place, Winchester, VA 22603

  The three-level Skyline model masterfully combines a traditional exterior with a contemporary, open-concept floor plan. On the main level, you’ll find an expansive living room, bathed in natural light from numerous windows, flows effortlessly into the dining area and kitchen. The kitchen is designed with an L-shaped countertop and an island that borders the dining room. A cozy nook serves as a

  Brookfield Residential Builder

  104 Swansong Place, Winchester, VA 22603
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  /34

  $579,990 New Construction

  • 6 Beds
  • 4 Baths
  • 3,127 Sq Ft

  119 Wappinger Terrace, Winchester, VA 22602

  The Hayden is a spacious two-story home featuring 6 bedrooms and 4 bathrooms across more than 300 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

  Brooks Sears D R Horton Realty of Virginia LLC

  119 Wappinger Terrace, Winchester, VA 22602
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  /34

  $584,990 New Construction

  • 6 Beds
  • 4 Baths
  • 3,127 Sq Ft

  121 Wappinger Terrace, Winchester, VA 22602

  The Hayden is a spacious two-story home featuring 6 bedrooms and 4 bathrooms across more than 300 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

  Brooks Sears D R Horton Realty of Virginia LLC

  121 Wappinger Terrace, Winchester, VA 22602
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  /54

  $649,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,865 Sq Ft

  239 Hydrangea 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

  Brooks Sears D R Horton Realty of Virginia LLC

  239 Hydrangea Way, Winchester, VA 22602
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  /54

  $653,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,865 Sq Ft

  234 Hydrangea 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

  Brooks Sears D R Horton Realty of Virginia LLC

  234 Hydrangea Way, Winchester, VA 22602
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  /83

  $653,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,909 Sq Ft

  232 Hydrangea Way, Winchester, VA 22602

  Experience effortless living in our Willow Run Active Adult community! Our Azalea floorplan is a thoughtfully designed 1,888 sq. ft. ranch home blending style and functionality in a single-level open layout. The moment you step inside the home, you will be greeted by an inviting foyer leading you into the heart of the home. The dining room seamlessly connects with the living room and kitchen,

  Brooks Sears D R Horton Realty of Virginia LLC

  232 Hydrangea Way, Winchester, VA 22602
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  /60

  $629,990 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
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  /2

  $679,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft

  0 Tumble Leaf Ln, Winchester, VA 22602

  CARRINGTON HOMES AT FALL RIDGE ESTATES- 5 Acre Wooded LOTS WITH MOUNTAIN VIEWS. Choose from 7 different floorplans including our Main Level Living Evergreene model with standard 13' Family Rm Ceilings Model Home Open on Weekends from 11-5 at 156 Covey Lane Winchester Va

  Daniel Boris Pearson Smith Realty, LLC

  0 Tumble Leaf Ln, Winchester, VA 22602
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  /25

  $799,900 New Construction

  • 3 Beds
  • 2 Baths
  • 2,139 Sq Ft

  169 Cather Ln, Winchester, VA 22602

  Estimated completion August 2026. Photos shown are of a similar home previously constructed by the builder. Finishes and features may vary. Welcome to 169 Cather Lane, a spacious rancher situated on 5 beautiful pastoral acres with stunning views and an unbeatable location just minutes from town. Built by local builder Scott & Scott Construction, this home offers the perfect blend of quality

  Kaitlyn Behr Samson Properties

  169 Cather Ln, Winchester, VA 22602
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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
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  /20

  $399,900 New Construction

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

  208 Beaver Trail, Winchester, VA 22602

  3-22-26 foundation going in this week 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

  Jim Thomson Realty ONE Group Old Towne

  208 Beaver Trail, Winchester, VA 22602
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  /35

  $699,990 New Construction

  • 6 Beds
  • 4 Baths
  • 3,127 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 300 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

  Brooks Sears D R Horton Realty of Virginia LLC

  104 Wappinger Terrace, Winchester, VA 22602
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  /30

  $389,990 New Construction

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

  201 Monteith Dr, Winchester, VA 22601

  END UNIT Luxury 3 level/3-bedroom townhome with 1 car garage located in the heart of Winchester! Possibility of 4th Bedroom/flex base in the basement available! ***OFFERING UP TO $12K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS*MOVE-IN READY! Explore Winchester’s new luxury

  Brittany Newman DRB Group Realty, LLC

  201 Monteith Dr, Winchester, VA 22601
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  /61

  $530,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,971 Sq Ft

  251 Rossmann Blvd, Winchester, VA 22602

  The home is vacant, move-in ready, with preselected upgrades and a one-year home warranty. Welcome tothis beautifully crafted new home by a respected local builder, offering almost 2,000 square feet ofthoughtfully designed living space in the desirable Sovereign Village community with room to grow in theunfinished basement. The inviting, open-concept main level features a spacious

  Marisa Varley ERA Oakcrest Realty, Inc.

  251 Rossmann Blvd, Winchester, VA 22602
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  /44

  $535,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,284 Sq Ft

  253 Rossmann Blvd, Winchester, VA 22602

  The home is vacant, move-in ready, and includes pre-selected upgrades and a new-construction warranty. Welcome to this beautifully crafted new home by a respected local builder, offering almost 2,300 square feet of thoughtfully designed living space in the desirable Sovereign Village community. The inviting, open-concept main level features a spacious kitchen with a large island, perfect for

  Marisa Varley ERA Oakcrest Realty, Inc.

  253 Rossmann Blvd, Winchester, VA 22602
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  /15

  $699,990 New Construction

  • 3 Beds
  • 2 Baths
  • 3,292 Sq Ft

  116 Sunflower Way, Winchester, VA 22603

  Welcome home to the Rockwell, a versatile main-level living home designed for your lifestyle. The Rockwell's open-concept main floor seamlessly blends the kitchen, breakfast nook, and family room, creating a spacious and inviting atmosphere. The kitchen is a culinary enthusiast's dream, featuring a functional island with optional extension, ample storage, and a butler's pantry. The adjacent

  Brookfield Residential Builder

  116 Sunflower Way, Winchester, VA 22603
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  /63

  $535,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,023 Sq Ft

  619 Farmington Blvd, Winchester, VA 22602

  The home is vacant, move-in ready, and includes pre-selected upgrades and a new-construction warranty. Welcome to this beautifully crafted new home by a respected local builder, offering over 2,000 square feetof thoughtfully designed living space in the desirable Sovereign Village community. The inviting open-concept main level features a spacious kitchen with a large island perfect for

  Marisa Varley ERA Oakcrest Realty, Inc.

  619 Farmington Blvd, Winchester, VA 22602
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  /24

  $399,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft

  215 Cochise Trail, Winchester, VA 22602

  April Delivery -10 minutes from town - New Custom Colonial with upgrades and designed for modern living! This beautiful home offers 3 bedrooms, 2.5 baths, including a spacious primary suite with a private ensuite bath. The open-concept main level seamlessly connects the kitchen, dining, and living areas—perfect for everyday living and entertaining. Enjoy recessed lighting, stainless steel

  RoxAnn Grimes RE/MAX Roots

  215 Cochise Trail, Winchester, VA 22602

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