Newest Homes for Sale in Winchester, VA

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  /69

  $605,000

  • Studio
  • 4,396 Sq Ft

  540 Monticello St, Winchester, VA 22601

  Welcome to 540 Monticello Street, a turnkey Multi-Unit Investment Opportunity in Prime Downtown Winchester Location!Presenting a Triplex in the heart of Downtown Winchester—a rare opportunity for investors seeking strong cash flow in a highly desirable and commuter-friendly location. Just minutes from I-81 and I-66, and less than an hour from Northern Virginia, this property offers

  Laura King MarketPlace REALTY

  540 Monticello St, Winchester, VA 22601
• 

  

  

  /41

  $498,900 Open Sun 1PM - 3:30PM

  • 4 Beds
  • 3.5 Baths
  • 3,884 Sq Ft

  700 Crow Dr, Winchester, VA 22602

  Open house November 23rd from 1:00pm-3:30pm! Motivated Sellers!!! willing to negotiate a reasonable offer. Welcome to 700 Crow Drive, situated in the beautiful Wilde Acres subdivision in Frederick County, VA. This lovingly cared for and well-maintained three-level colonial home offers four bedrooms and three and a half baths, showcasing both space and style throughout. Priced below the tax

  Deisi Hernandez Fairfax Realty Select

  700 Crow Dr, Winchester, VA 22602
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  /52

  $649,900

  • 4 Beds
  • 2.5 Baths
  • 3,514 Sq Ft

  121 Poe Dr, Winchester, VA 22602

  Discover this stunning and truly one-of-a-kind home, thoughtfully designed for modern living and entertaining located in desirable Raven Oaks community. Like new with large, open floor plan! Main foyer entrance greets you with impeccable detail, from the upgraded lighting to the custom wall paneling- unLike any other. The spacious, gourmet kitchen serves as the heart of the home—featuring a large

  Rheema Ziadeh Redfin Corporation

  121 Poe Dr, Winchester, VA 22602
• 

  

  

  /13

  $374,990 New Construction

  • 3 Beds
  • 1.5 Baths
  • 1,752 Sq Ft

  123 Castaway Place, Winchester, VA 22603

  This stunning two-level villa boasts a modern open concept design that seamlessly connects living spaces for an inviting and spacious feel. The main level features a living room that opens effortlessly to the dining area, creating a perfect space for entertaining and family gatherings. The expansive rear kitchen includes an L-shaped layout with an eating bar and an island with additional bar

  Brookfield Residential Builder

  123 Castaway Place, Winchester, VA 22603
• 

  

  

  /18

  $598,990 New Construction

  • 3 Beds
  • 2 - 3 Baths
  • 3,213 Sq Ft

  Drexel Plan at Abrams Pointe, Winchester, VA 22602

  The Drexel home design is a spacious and versatile single-family home designed to suit a variety of lifestyles. With 3,213 finished square feet, the Drexel offers generous living space that can be customized to meet your needs. It features main-level living with three bedrooms, including a private master suite with a walk-in closet and en-suite bathroom, along with two full bathrooms and a 2-car

  Maronda Homes Builder

  161 Williamson Rd Unit 38167756, Winchester, VA 22602
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  /42

  $549,990 New Construction

  • 3 - 4 Beds
  • 2 - 3 Baths
  • 2,418 Sq Ft

  Avalon Plan at Abrams Pointe, Winchester, VA 22602

  The Avalon home design by Maronda Homes blends elegant design with everyday functionality to create a home that's both stylish and smart. With 3 bedrooms, 2 bathrooms, and 2,418 square feet of living space, the Avalon is ideal for those looking for main-level living. As soon as you walk in, you will be greeted by a spacious, open-concept layout. The main level includes the option to convert a

  Maronda Homes Builder

  161 Williamson Rd Unit 38167752, Winchester, VA 22602
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  /37

  $259,900

  • 3 Beds
  • 2 Baths
  • 931 Sq Ft

  309 Raccoon Dr, Winchester, VA 22602

  Move in ready 3 bedroom 2 full baths home nestled in the woods that comes with additional lots(2) that can be built on or kept as a privacy buffer and equates to an acre or so. House features hardwood flooring and lots of knotty pine for that rustic look. Living room features a wood burning fireplace that is capable of heating the entire house and there is plenty of free down wood on the lot

  James Amick RE/MAX Roots

  309 Raccoon Dr, Winchester, VA 22602
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  /86

  $2,125,000

  • 5 Beds
  • 4 Baths
  • 4,166 Sq Ft

  1631 Back Mountain Rd, Winchester, VA 22602

  This unique property is the definition of an oasis in the woods. Surrounded by 180 glorious private acres, this home dazzles with grandeur while blending natural elements that mesh with the environment. The handsome hunter green standing seam metal roof with matching accents against wood siding is the ideal look for this 4,166 square foot architectural marvel. Indoors, there’s a thoughtful

  Dan Whitacre Colony Realty

  1631 Back Mountain Rd, Winchester, VA 22602
• 

  

  /16

  $564,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,355 Sq Ft

  Homesite 191 Malbec, 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 Rockford Floorplan is a beautiful 4-bedroom, 2.5-bath home with up to 2,833 square feet of living space. This single-family home design features an open floor plan, highlighted by a spacious great room, a light-filled kitchen, and a breakfast

  Dick Bryan New Home Star Virginia, LLC

  Homesite 191 Malbec, Winchester, VA 22602
• 

  

  /23

  $585,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,682 Sq Ft

  Homesite 184 Malbec, 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 Somerset Floorplan is a beautiful 4-bedroom, 2.5-bath home that offers up to 3,514 square feet of living space. This single-family home design features an open floor plan, highlighted by a spacious great room, a light-filled kitchen, and a

  Dick Bryan New Home Star Virginia, LLC

  Homesite 184 Malbec, Winchester, VA 22602
• 

  

  /22

  $549,990 New Construction

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

  Homesite 195 Malbec, 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 Avalon is a beautiful 3-bedroom, 2 bath home with up to 2,538 square feet of living space. This single-family home design features main-level living with an open floor plan, highlighted by a spacious great room, a light-filled kitchen, and a

  Dorelba Estrada New Home Star Virginia, LLC

  Homesite 195 Malbec, Winchester, VA 22602
• 

  

  /23

  $514,929 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,195 Sq Ft

  119 Wagtail Ln, Winchester, VA 22603

  MOVE IN READY HOME AND OFFERING UP TO $15,000 IN CLOSING COST ASSISTANCE WITH USE OF VAN METRE'S PREFERRED LENDER/TITLE CO. ALSO, VISIT VAN METRE HOMES' WEBSITE FOR MORE INFORMATION ON A BLACK FRIDAY SALE, BETWEEN 11/19/2025-11/25/2025.55+ Active Adult living just got better in Winchester Virginia with Hiatt Pointe, Van Metre Homes newest gated community. You have to come see for yourself

  Cynthia Butler Samson Properties

  119 Wagtail Ln, Winchester, VA 22603
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  /41

  $379,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  222 Crestwood Ln, Winchester, VA 22602

  Turnkey Living Awaits at 222 Crestwood Lane, Woodbrook Village! Discover the ease and joy of low-maintenance living in the highly sought-after Woodbrook Village, a charming 55+ community. This attractive end unit home at 222 Crestwood Lane is perfectly positioned on a desirable corner lot (non through street) and has been meticulously maintained and tastefully updated, making it an absolute

  Tiffany Hunter ERA Oakcrest Realty, Inc.

  222 Crestwood Ln, Winchester, VA 22602
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  /2

  $79,900

  • Land
  • 5.82 Acres
  • $13,729 per Acre

  301 Smelter Ln, Winchester, VA 22602

  Nice residential or recreational lot in Frederick Co .

  Steve Bommarito Pioneer Ridge Realty

  301 Smelter Ln, Winchester, VA 22602
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  /55

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,494 Sq Ft

  113 Williamson Rd, Winchester, VA 22602

  Charming All-Brick Ranch just minutes from in Prime Winchester Location. Beautifully maintained all-brick ranch just minutes from Jim Barnett Park, Winchester Country Club, shopping, and everyday amenities. This well built home blends timeless craftmanship with modern comfort and offers the ease of low maintenance, energy efficient brick construction. Step inside to discover a spacious main level

  Avis Drummond Long & Foster Real Estate, Inc.

  113 Williamson Rd, Winchester, VA 22602
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  /88

  $445,000

  • Studio
  • 2,152 Sq Ft

  26 A Jackson Ave, Winchester, VA 22601

  Rare Opportunity: Turnkey Duplex in Winchester – Vacant, Updated, and Ready for Your Next Move! A rare and an exceptional opportunity to own a two-unit duplex in Winchester City— vacant and ready for your plans. Whether you’re an investor seeking strong cash flow or an owner-occupant looking to live in one unit and rent the other, this property offers flexibility, income potential, and low

  

  Melanie Lucero

  Real Broker, LLC

  (540) 386-1285

  26 A Jackson Ave, Winchester, VA 22601
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  /66

  $1,200,000

  • Land
  • 124 Acres
  • $9,677 per Acre

  0 Frog Hollow Rd Unit LotWP001, Winchester, VA 22603

  Here’s a piece of pristine land on the market for the first time since the late 70’s with nearly endless possibilities for the next owner(s). This property is located north of Winchester and very near the West Virginia line. This prime piece of real estate has been family-owned and operated for decades. It is a mix of mostly flat hay ground and wooded acreage that stretches to the top

  Chad Pangle Whitetail Properties Real Estate

  0 Frog Hollow Rd Unit LotWP001, Winchester, VA 22603
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  /72

  $725,000

  • 4 Beds
  • 3.5 Baths
  • 3,475 Sq Ft

  132 Amherst St, Winchester, VA 22601

  Price Improvement to make this Yours! Step back in time with this Beautifully preserved VICTORIAN Brick Home Built in 1880, a true piece of Winchester's history. This is a Registered Historic Property that showcases original architectural details, high ceilings, ornate trim, and original wood floors that reflect the artistry of a bygone era. A Well Designed Addition has allowed for generous space

  Jodi Costello ERA Oakcrest Realty, Inc.

  132 Amherst St, Winchester, VA 22601
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  /58

  $635,000

  • 6 Beds
  • 4 Baths
  • 2,672 Sq Ft

  220 Snappy Ln, Winchester, VA 22602

  This stunning two-level home sits on a flat, picturesque 7.44-acre lot, offering endless possibilities for the right buyer.The basement was completely remodeled in 2025, featuring a brand-new kitchen, a full bathroom, and plenty of open living space—perfect for guests, recreation, or rental potential. A property with this much land and potential is truly a must-see!

  Mauricio Argandona Fairfax Realty Select

  220 Snappy Ln, Winchester, VA 22602
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  /3

  $1,200,000

  • Land
  • 2.38 Acres
  • $504,202 per Acre

  0 Prosperity Dr, Winchester, VA 22602

  2.38 Acres at the intersection of Valley Pike and Prosperity Drive. Located in the Kernstown area of Frederick County/Winchester. Property is located across from the street from CMA Honda, Aldi Supermarket, Outback Steakhouse, and Carrabba's Italian Grill & Restaurant. Located in close proximity to the intersection of I-81, US Route 37, and US Route 11. Excellent signage opportunities,

  H. Paige Manuel Oakcrest Commercial LLC.

  0 Prosperity Dr, Winchester, VA 22602
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  /62

  $1,200,000

  • Land
  • 124 Acres
  • $9,677 per Acre

  0 Frog Hollow Rd, Winchester, VA 22603

  Here’s a piece of pristine land on the market for the first time since the late 70’s with nearly endless possibilities for the next owner(s). This property is located north of Winchester and very near the West Virginia line. This prime piece of real estate has been family owned and operated for decades. Mix of mostly flat hay ground and wooded acreage that stretches to the top of North Mountain.

  Chad Pangle Whitetail Properties Real Estate, LLC

  0 Frog Hollow Rd, Winchester, VA 22603
• 

  /2

  $60,000

  • Land
  • 0.58 Acre
  • $103,448 per Acre

  0 0 Unit VAFV2036672, Winchester, VA 22602

  Kelly Hayes Samson Properties

  0 0 Unit VAFV2036672, Winchester, VA 22602
• 

  

  /44

  $496,129 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,195 Sq Ft

  117 Wagtail Ln, Winchester, VA 22603

  Embrace the Vera 30-F2 – Homesite 1031 at Hiatt Pointe—a two-car, front-load garage VILLA with three bedrooms, two full bathrooms, and one half bathroom will be ready IMMEDIATELY. Visit our website for more information on our Black Friday Sale, between 11/19/2025- 11/25/25. Built for the way you live, this factory-framed floorplan makes room for moments big and small. Be welcomed by 9’ ceilings

  Shannon L Bray Pearson Smith Realty, LLC

  117 Wagtail Ln, Winchester, VA 22603
• 

  

  /40

  $650,434 New Construction

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

  116 Magpie Ln, Winchester, VA 22603

  Step into the Sierra 39-F2 – Homesite 1037 at Hiatt Pointe (55+)—a two-car, front-load garage SINGLE FAMILY home with three bedrooms and three full bathrooms will be ready IMMEDIATELY. Visit our website for more information on our Black Friday Sale, between 11/19/2025- 11/25/25. Designed for ease and everyday function, this factory-framed floorplan is as innovative as it stylish! Enter through

  Shannon L Bray Pearson Smith Realty, LLC

  116 Magpie Ln, Winchester, VA 22603
• 

  

  /19

  $400,000

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

  123 Etnam St, Winchester, VA 22602

  Come see this beautiful home located just off of Rt 50 to the East side of Winchester, great location for commuters, 4br, 2.5 bath with lots of room and storage space. Fenced in backyard with nice 20x16 deck and 8x10 additional deck space off of that for great entertaining. Call agent for combo to visit this listing.

  Heather Sutphin Coldwell Banker Realty

  123 Etnam St, Winchester, VA 22602
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  /115

  $499,999

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

  419 Summit Ave, Winchester, VA 22601

  Welcome Home!This beautifully renovated single-family home offers everything you need and more. Featuring hardwood floors throughout the main level, custom cabinets, and granite countertops in the kitchen, this home combines style and functionality. A new roof adds peace of mind, and the fully finished lower level provides additional living space for relaxation or entertainment.With 5

  Waqas Abbasi Lifestyle Realty, LLC.

  419 Summit Ave, Winchester, VA 22601
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  /38

  $335,000

  • 4 Beds
  • 1.5 Baths
  • 1,411 Sq Ft

  298 Bufflick Rd, Winchester, VA 22602

  Meet Convenience with Old World Charm!Welcome to this beautifully renovated home just minutes from Winchester. New is the key to loving this property—with updates inside and out that provide comfort, efficiency, and style.This spacious home features 4 bedrooms, a fully renovated full bath upstairs, and a renovated half bath on the main level. The kitchen has been completely redone with

  Mary Cox Berkshire Hathaway HomeServices PenFed Realty

  298 Bufflick Rd, Winchester, VA 22602
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  /24

  $25,000

  • Land
  • 1.43 Acres
  • $17,483 per Acre

  LOT 5A Fox Trail, Winchester, VA 22602

  Beautiful building lot located in Mountain Falls Park – Wilde Acres. This is the last lot on the right on Fox Trail, offering excellent privacy and seclusion. The property backs to permanent open space, providing a peaceful setting with mountain views and abundant wildlife. Approved for a 3-bedroom septic system with a certification letter on file. A current survey is also available. This is an

  Nadeem Helfer Corcoran McEnearney

  LOT 5A Fox Trail, Winchester, VA 22602
• 

  

  /50

  $425,000

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  220 Chestnut Grove Rd, Winchester, VA 22603

  Experience the best of country living with this charming 2-Bedroom, 1-Bath Rancher nestled on 15 unrestricted acres in beautiful Frederick County, VA. Perfect as a full-time residence, weekend retreat, or potential farm, this property offers the peace and privacy of rural life while still being within easy reach of town conveniences.Step inside to find a cozy and move-in ready Home featuring

  

  Laura King

  MarketPlace REALTY

  (540) 351-9580

  220 Chestnut Grove Rd, Winchester, VA 22603
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  /32

  $540,000

  • 3 Beds
  • 2 Baths
  • 1,829 Sq Ft

  105 Lenore Ln, Winchester, VA 22602

  Former Richmond American model home — Exceptionally maintained with top-tier builder upgrades and designer detail. This one-level, 3-bedroom, 2-bath home spans 1,829 square feet and showcases the quality and design you’d expect from a builder’s showcase property. High ceilings and an open layout create a bright, spacious feel throughout. The kitchen features upgraded cabinetry, quartz counters,

  Barton Chasler Realty ONE Group Old Towne

  105 Lenore Ln, Winchester, VA 22602
• 

  

  /26

  $379,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,660 Sq Ft

  129 Indiana Trail, Winchester, VA 22602

  I am done! Large lot on private street with valley views and private. HW floors entire main floor and stairs, tile floors in all baths, BUILDER BONUS HARDWOOD TO INCLUDE BEDROOMS (no carpet in house), UPGRADED CABINETS, GRANITE COUNTERTOPS IN KITCHEN. New Colonial home. 3 bed, 2.5 full baths, open floor plan, family rm, Kitchen w/ island and breakfast rm & sep. dining rm, Lg owner suite & true

  Jim Thomson Realty ONE Group Old Towne

  129 Indiana Trail, Winchester, VA 22602
• 

  

  /49

  $325,000

  • 3 Beds
  • 3 Baths
  • 1,966 Sq Ft

  534 Grouse Dr, Winchester, VA 22602

  Like new construction without the wait! Lovely 2024, ranch home with partially finished basement on a double lot. A circle driveway and additional parking area make this one easy to access. From the front porch, you'll enter the open living area with kitchen and dining. Off the dining area, you can exit sliding doors to the back deck. The primary bedroom with bath, 2 additional bedrooms and a

  

  Anna Fox

  NextHome Realty Select

  (540) 384-9886

  534 Grouse Dr, Winchester, VA 22602
• 

  

  /7

  $235,000

  • Land
  • 17.8 Acres
  • $13,202 per Acre

  0 Dr, Winchester, VA 22603

  Outstanding Opportunity – 17.80 Acres in Winchester, VAEmbrace the beauty and serenity of Virginia’s countryside with this expansive 17.80-acre parcel, ideally boarder's both sides of Snake Drive. The property showcases rolling topography and walkable terrain, offering a picturesque setting for your future home, weekend retreat, or recreational getaway.This parcel has an approved perk

  Jocelyn Tweedie Coldwell Banker Premier

  0 Dr, Winchester, VA 22603
• 

  

  /56

  $424,900

  • 3 Beds
  • 2 Baths
  • 2,326 Sq Ft

  138 Country Club Cir, Winchester, VA 22602

  Charming All-Brick Rancher with Pool Across from Winchester Country ClubThis beautifully maintained 3-bedroom, 2-bath all-brick rancher offers classic charm and modern updates in one of Winchester’s most desirable east-side locations. Featuring a brand-new roof and new windows throughout, this home is move-in ready and designed for both comfort and entertainment.The main level

  Traci Shoberg RE/MAX Roots

  138 Country Club Cir, Winchester, VA 22602
• 

  

  /67

  $399,999

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

  707 E Cork St, Winchester, VA 22601

  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, and even views

  Misty Weaver Samson Properties

  707 E Cork St, Winchester, VA 22601
• 

  

  /36

  $410,000

  • 4 Beds
  • 3.5 Baths
  • 2,261 Sq Ft

  125 Cheshire Ct, Winchester, VA 22602

  Beautiful and well-maintained 4 bedroom, 3.5 bath townhouse at the end of a quiet cul-de-sac on the east side of Winchester. Conveniently located to Rt 7 and I-81 and historic downtown Winchester. The 3-level townhouse backs to a wooded tree area and has a fenced rear yard. New luxury vinyl floor installed in majority of the home. As you enter, you will be welcomed into a large foyer with

  Eric Kronenwetter RE/MAX Roots

  125 Cheshire Ct, Winchester, VA 22602
• 

  

  /46

  $499,400 Open Sat 11AM - 1PM

  • 3 Beds
  • 4 Baths
  • 3,359 Sq Ft

  227 Miller St, Winchester, VA 22601

  Charming Downtown Winchester Home with Four Finished Levels. Welcome to 227 Miller Street, where timeless character and abundant living space come together in the heart of downtown Winchester. This inviting 3-bedroom, 4-bathroom home offers four fully finished levels that radiate warmth, comfort, and a true sense of home. Step onto the spacious covered front porch, a perfect spot to enjoy your

  Leah Marabella Realty ONE Group Old Towne

  227 Miller St, Winchester, VA 22601
• 

  

  /40

  $299,900

  • 2 Beds
  • 1 Bath
  • 863 Sq Ft

  1666 Apple Pie Ridge Rd, Winchester, VA 22603

  "A Slice Of Apple Pie" This 2-bedroom, 1 full bath ranch style home is ready for it's next owner! With modern updates the open style floorplan is perfect for everyday living. Beautiful kitchen with new quartz countertops, new cabinets and stainless-steel appliances. Updated bathroom with a new toilet, new vanity and tile surrounding the new tub/shower. Loft area with new carpet! Home has been

  Matt Kilmer Samson Properties

  1666 Apple Pie Ridge Rd, Winchester, VA 22603
• 

  

  /75

  $749,900

  • 4 Beds
  • 4 Baths
  • 3,783 Sq Ft

  137 Stonebrook Rd, Winchester, VA 22602

  Perched on an elevated lot, this handsome Colonial provides panoramic views from the spacious wrap-around porch and privacy for the fully-fenced back yard with composite deck. Lower level with front entrance includes office with full bath and large rec room. Main level has bedroom with full bath complemented by Primary with ensuite bath and two additional bedrooms and full bath on upper level,

  Dallas Croft Samson Properties

  137 Stonebrook Rd, Winchester, VA 22602
• 

  

  /42

  $503,929 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,181 Sq Ft

  116 Keystone, Winchester, VA 22603

  Embrace the Vera 30-F2 – Homesite 1097 at Hiatt Pointe—a two-car, front-load garage END UNIT VILLA with three bedrooms, two full bathrooms, and one half bathroom will be ready IMMEDIATELY. Visit our website for more information on our Black Friday Sale, between 11/19/2025- 11/25/25. Built for the way you live, this factory-framed floorplan makes room for moments big and small. Be welcomed by 9’

  Shannon L Bray Pearson Smith Realty, LLC

  116 Keystone, Winchester, VA 22603

Showing Results 121 - 160, Page 4 of 10