Winchester, VA Homes for Sale

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  $529,999

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

  105 Lenore Ln, Winchester, VA 22602

  Showcase-quality living without the new-construction wait. This former Richmond American model home has been meticulously maintained and loaded with premium builder upgrades and designer finishes throughout. The single-level layout offers 3 bedrooms, 2 baths, and 1,829 square feet of bright, open living space highlighted by high ceilings and thoughtful details at every turn. The kitchen is the

  Barton Chasler Realty ONE Group Old Towne

  105 Lenore Ln, Winchester, VA 22602
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  $509,990 New Construction

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

  108 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, complete with a 2-car garage. This stunning 1,492 sq. ft. residence features three bedrooms and two baths on the main level, with the finished loft offering an additional 676 sq ft of

  D.R. Horton Builder

  108 Trellis View Ln, Winchester, VA 22602
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  $285,000

  • 2 Beds
  • 2 Baths
  • 780 Sq Ft

  2519 Hockman Ave, Winchester, VA 22601

  Nestled in the charming Hillcrest neighborhood, this delightful Craftsman-style home, built in 1950 and set to shine with major renovations in 2024, offers a perfect blend of classic character and modern convenience. With two spacious bedrooms and two full bathrooms, this residence is designed for comfort and functionality. The heart of the home features a well-appointed kitchen equipped with

  Channing Sherfey Hoffman Realty

  2519 Hockman Ave, Winchester, VA 22601
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  /5

  $520,000 New Construction

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

  102 Brockham Ct, 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 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.

  102 Brockham Ct, Winchester, VA 22602
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  $135,000

  • Land
  • 5.1 Acres
  • $26,471 per Acre

  0 Hedrick Ln, Winchester, VA 22602

  5.10 Unrestricted Private Acres with Electric, Septic, and Foundation – Ready to Build! Opportunities like this don’t come along often, this beautiful 5.10 acre lot features mature hardwoods and valuable improvements already in place, offering a jump start on your dream build. The property includes an installed 24' x 50' foundation w/ a walk-out basement, an installed three-bedroom septic system,

  Erik Thorpe ERA Valley Realty

  0 Hedrick Ln, Winchester, VA 22602
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  $579,000

  • 4 Beds
  • 3 Baths
  • 2,652 Sq Ft

  112 Westwood Cir, Winchester, VA 22602

  ALL brick rambler nestled on a corner 1/2 an acre of mature trees lot in Winchester right off Route 522 and 2 miles to I-81! This spacious home (over 2,600 square feet of finished living space on ONE LEVEL) features 4 generously sized bedrooms and 3 full bathrooms, offering comfort and flexibility for any lifestyle. The heart of the home is an oversized kitchen with updates—stainless steel

  Christine Dean Hunt Country Sotheby's International Realty

  112 Westwood Cir, Winchester, VA 22602
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  $529,990 Open Sun 1PM - 3PM

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

  114 Webster Ct, Winchester, VA 22603

  Welcome to 114 Webster Ct, a brand-new construction home located in a sought-after 55+ community in Winchester. Designed for comfort and convenience, this thoughtfully planned residence offers modern finishes, a functional layout, and a main level primary bedroom and bath. The open-concept main level features an updated kitchen with contemporary cabinetry, stylish countertops, and quality

  Lindsay Potter Real Broker, LLC

  114 Webster Ct, Winchester, VA 22603
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  /45

  $500,000

  • 4 Beds
  • 3.5 Baths
  • 2,524 Sq Ft

  2643 Middle Rd, Winchester, VA 22601

  Location Location Location! NO HOA!!! Hardwood floors on the main level. Formal living and dining leads to the Family room with stone fireplace, breakfast nook and kitchen. Step out on to the deck to enjoy the views. Large fenced level backyard. Large Primary suite with sitting room and luxury bath. Good sized bedrooms one with an attached bath. Lower level leads to a patio and backyard. Seller

  Lorraine Arora Berkshire Hathaway HomeServices PenFed Realty

  2643 Middle Rd, Winchester, VA 22601
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  $1,500,000

  • Land
  • 5.26 Acres
  • $285,171 per Acre

  153 Welltown Rd, Winchester, VA 22603

  5.26 Acres of Interstate/Commercial Land SALE OR LEASE Available, Frederick County, VA, Exit 317. Besides Taco Bell, across from new hotel, surrounded by commercial, connects to Crown Lane for traffic light access! Excellent visibility on Martinsburg Pike (39,000 AADT VDOT '17). Ideal for restaurant, fast food, grocery, auto parts retailer, auto repair. Strong potential for rezoning for increased

  Gillian Greenfield Coldwell Banker Premier

  153 Welltown Rd, Winchester, VA 22603
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  $834,900

  • 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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  $519,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,906 Sq Ft

  DEERFIELD Plan at Retreat at Winding Creek - Single Family, Winchester, VA 22602

  The Deerfield is a thoughtfully designed home with four bedrooms and two-and-a-half baths. The kitchen features a walk-in pantry and a breakfast island, which includes a sink, making it perfect for food preparation, and has plenty of room for stools, so you can entertain. The kitchen looks out over the open-concept dining area and great room. All four bedroom are upstairs along with the Laundry

  D.R. Horton Builder

  137 Seminole Dr Unit 36203782, Winchester, VA 22602
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  /2

  $295,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  603 Opossum Trail, Winchester, VA 22602

  Coming April 2026. Blue Ocean Modulars introduces The Laurel, a new modular home to be located at 603 Opossum Trail in Wilde Acres. Nestled against a forested backdrop and built with high-quality workmanship, this residence showcases modern modular construction designed for durability, comfort, and long-term value. The home features Insul-Stud framing, a cutting-edge system that enhances

  Rebecca McTavish Long & Foster Real Estate, Inc.

  603 Opossum Trail, Winchester, VA 22602
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  $395,000

  • 3 Beds
  • 2.5 Baths
  • 1,630 Sq Ft

  116 Maury Way, Winchester, VA 22602

  Welcome home! This lovely and charming end-unit townhome is nestled in the sought-after active adult community of Winchester Landing. Why wait for the builders when you can have a better than new home right now?! Perfectly located on the east side of Winchester, everything you need is conveniently close by; shopping, restaurants, amenities, and all the commuter routes. This spacious home is

  Amanda White Nova Home Hunters Realty

  116 Maury Way, Winchester, VA 22602
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  /2

  $250,000

  • Land
  • 5 Acres
  • $50,000 per Acre

  181 Oak Dr, Winchester, VA 22603

  Build Your Vision at the End of the Lane Discover a rare opportunity to create a custom estate in an established community of luxury homes (up to 4,000 sq. ft.). Located at the quiet end of the street, this lot offers the perfect blend of privacy and prestige. Enjoy the peace of a secluded setting without sacrificing convenience—you are minutes from town with effortless access to Route 50. With a

  Jim Thomson Realty ONE Group Old Towne

  181 Oak Dr, Winchester, VA 22603
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  /23

  $279,000

  • 3 Beds
  • 1 Bath
  • 907 Sq Ft

  208 Shenandoah Ave, Winchester, VA 22601

  Welcome home to 208 Shenandoah Ave in Winchester, VA! This updated ranch home offers the coveted simplicity of easy, one-level living and is perfectly situated in a prime, convenient Winchester location. Featuring 3 bedrooms and 1 full bath, the interior is turn-key with newer flooring and fresh paint throughout. The living spaces are bright and inviting with lots of natural light, creating a

  Dan Whitacre Colony Realty

  208 Shenandoah Ave, Winchester, VA 22601
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  $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 for a

  Jocelyn Tweedie Hunt Country Sotheby's International Realty

  0 Dr, Winchester, VA 22603
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  $409,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,889 Sq Ft

  Adams Plan at Abrams Crossing at Meadow Branch, Winchester, VA 22601

  The Adams I townhome offers 1,889 sq. ft. of thoughtfully designed living space, featuring 4 bedrooms, 3.5 bathrooms, and a convenient 1-car front-load garage. The modern kitchen showcases quartz countertops, stainless steel appliances, a spacious island, recessed lighting, and upgraded cabinets. Enjoy the flexibility of a finished lower-level bonus space—perfect for a rec room, home office, or

  D.R. Horton Builder

  1831 Reese Ct Unit 37025140, Winchester, VA 22601
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  $435,000 Open Sun 3PM - 5PM

  • 4 Beds
  • 2 Baths
  • 2,408 Sq Ft

  519 Whitacre St, Winchester, VA 22601

  Ideally located within one of Winchester’s most desirable neighborhoods, Whittier Acres, and next to Winchester Medical Center, this spacious split-level home offers exceptional convenience paired with a rare sense of privacy in a quiet, established setting. Backing to mature trees, the backyard is a peaceful retreat where birds visit regularly and an established butterfly garden awaits its

  Katie Landi Jordan Samson Properties

  519 Whitacre St, Winchester, VA 22601
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  /24

  $349,900 New Construction

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft

  116 Pinto Trail, Winchester, VA 22602

  The Perfect Starter Home Awaits! 2-10-26 Drywalled!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. Upgrades include: Hardwood floors throughout, tile in bath floors, granite countertops kitchen, upgraded cabinets.

  Jim Thomson Realty ONE Group Old Towne

  116 Pinto Trail, Winchester, VA 22602
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  /2

  $8,500

  • Land
  • 0 Acre

  0 0 Unit VAFV2036674, Winchester, VA 22602

  Kelly Hayes Samson Properties

  0 0 Unit VAFV2036674, Winchester, VA 22602
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  /41

  $489,000

  • 4 Beds
  • 2.5 Baths
  • 2,076 Sq Ft

  117 Whipp Dr, Winchester, VA 22602

  Beautiful 4-bedroom, 2.5-bath single-family home with a spacious 2-car garage, ideally located in the highly sought-after Senseny Glen community. Perfect for commuters, this home offers both convenience and comfort. Enjoy a large, fully fenced backyard — ideal for entertaining, pets, or relaxing evenings outdoors. Inside, you'll find generous living spaces and the added bonus of an unfinished

  Amy Emerson-Kerns Cambridge Premier Realty, LLC.

  117 Whipp Dr, Winchester, VA 22602
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  $929,900

  • 6 Beds
  • 5 Baths
  • 4,891 Sq Ft

  161 Skylar Lanes Way, Winchester, VA 22603

  STUNNING HOME WITH ACREAGE! Imagine having nearly 5,000 square feet of finished living space on two acres with no HOA - just 20 minutes from downtown Winchester!! This house is special - and you'll feel it as soon as you see it! 161 Skylar Lanes Way has been lovingly maintained, updated, and renovated. Absolutely no detail has been overlooked over the past few years!! This home features SIX

  Kristin Crosby Samson Properties

  161 Skylar Lanes Way, Winchester, VA 22603
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  $674,990 New Construction

  • 4 Beds
  • 3 Baths
  • 3,166 Sq Ft

  156 Williamson Rd, 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

  156 Williamson Rd, Winchester, VA 22602
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  $459,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,905 Sq Ft

  Adams II Plan at Abrams Crossing at Meadow Branch, Winchester, VA 22601

  The Adams II townhome features 1,905 sq. ft. of stylish and flexible living space, including 4 bedrooms, 3.5 bathrooms, and a 1-car rear-load garage. The gourmet kitchen is equipped with quartz countertops, stainless steel appliances, recessed lighting, a generous island, and sleek Duraform cabinetry. The lower-level bonus room offers endless possibilities—use it as a rec room, home office, or an

  D.R. Horton Builder

  1831 Reese Ct Unit 37025141, Winchester, VA 22601
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  $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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  $199,900

  • 3 Beds
  • 1 Bath
  • 1,032 Sq Ft

  320 Bethel Grange Rd, Winchester, VA 22603

  320 Bethel Grange offers country charm with key system updates already in place. This 3-bedroom, 1-bath home sits on a concrete block foundation with a partial unfinished basement and features an enclosed front porch/mudroom entry. Major improvements include a central Trane XR electric heat pump (2023), updated 200-amp electrical service (2001), and plumbing upgraded to PEX (2022.) The home is

  Andrew Fultz Samson Properties

  320 Bethel Grange Rd, Winchester, VA 22603
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  $650,000

  • 4 Beds
  • 3.5 Baths
  • 3,474 Sq Ft

  132 Amherst St, Winchester, VA 22601

  Charming Victorian home in the Heart of Historic downtown Winchester and located just off of the Apple Blossom Parade route with a fabulous large yard, great for entertaining and gardening. Loaded with the charm of the era, plus many updates for comfort and convenience. The foyer, front staircase , living, dining , family and main level bedrooms have beautiful wood flooring reminiscent of years

  Darcy Amburn Colony Realty

  132 Amherst St, Winchester, VA 22601
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  $564,990 New Construction

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

  57 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 kitchen,

  Brooks Sears D R Horton Realty of Virginia LLC

  57 Hydrangea Way, Winchester, VA 22602
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  $340,000

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

  1004 S Cameron St, Winchester, VA 22601

  Why squeeze your life into a shoebox condo or townhouse when you could actually stretch out, breathe, and live in this renovated 3-bedroom detached home for just $340,000?- -Tucked away on a private 7,840 sq. ft. lot in Winchester, this 1920s charmer gives you the one thing condos and townhouses can’t: freedom. No shared walls, no stairs, and absolutely no HOA telling you what

  Patricia Salgado Metas Realty Group, LLC

  1004 S Cameron St, Winchester, VA 22601
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  $899,000

  • 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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  $607,990 New Construction

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

  117 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

  117 Scented Rose Way, Winchester, VA 22602
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  /10

  $337,000

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

  19 W Germain St, Winchester, VA 22601

  NEW, NEW, NEW (IN OLD TOWN WINCHESTER) ...NEW KITCHEN ...NEW APPLIANCES ...NEWBATHROOMS ...NEW CARPET ...BEAUTIFUL HARDWOOD FLOORS ...FRENCH DOORS TO A LARGEDECK (CENTRAL AIR) ...VERY LARGE FENCED IN BACKYARD (FIRST TIME EVER OFFER FORSALE) ...PERFECT FAMILY HOME!!!

  Debbie Crevier Kent Cottage Street Realty LLC

  19 W Germain St, Winchester, VA 22601
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  /20

  $529,900 Coming Soon

  • 2 Beds
  • 2 Baths
  • 1,800 Sq Ft

  105 Amberfield Ct, Winchester, VA 22602

  Nestled within the serene enclave of Abram's Chase, this exquisite 2-bedroom, 2-bathroom Craftsman-style home is designed for those seeking a refined lifestyle in a vibrant senior community, with an age requirement of 55 and above. Built in 2024, this residence combines modern elegance with thoughtful features that cater to comfort and convenience. Step inside to discover an inviting open floor

  Cynthia Butler Samson Properties

  105 Amberfield Ct, Winchester, VA 22602
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  $339,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,442 Sq Ft

  647 Laurelwood Cir, Winchester, VA 22601

  Move-In Ready Poplar Available at Laurelwood Commons in Winchester, VA! This home features 3 bedrooms, 2.5 baths, 1-car garage, white kitchen with upgraded cabinets and appliances, owner's suite with walk-in closet, backyard and more. Plus, enjoy all closing costs paid with use of NVR Mortgage!* Schedule your tour today!

  Ryan Homes Builder

  647 Laurelwood Cir, Winchester, VA 22601
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  $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
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  /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
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  $1,099,900 New Construction

  • 4 Beds
  • 3.5 Baths
  • 5,800 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
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  $423,000 Open Sat 2PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,397 Sq Ft

  108 Senseny Glen Dr, Winchester, VA 22602

  - All offers are due by 8pm on Tuesday, March 3rd This beautifully maintained brick-front rancher offers easy one-level living across 1,397 finished square feet, thoughtfully designed with three bedrooms and two full baths all on the main level. Set on a spacious .28 acre lot, the home welcomes you with a classic covered front porch and a layout that feels both comfortable and practical.

  RON CROUSE Pearson Smith Realty, LLC

  108 Senseny Glen Dr, Winchester, VA 22602
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  /5

  $414,990 New Construction

  • 3 Beds
  • 1.5 Baths
  • 2,433 Sq Ft

  119 Heirloom Way, 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

  119 Heirloom Way, Winchester, VA 22603
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  /6

  $12,900

  • Land
  • 0.25 Acre
  • $51,600 per Acre

  Lot 17 Fox Trail, Winchester, VA 22602

  Are you looking for an affordable approved building lot under 20 minutes to Winchester Medical Center I 81 or I 66 and an overwhelming sense of nature with unparalleled mountain views? Look no further! Mountain Falls Park is known for its close proximity to town, waterfalls, views for miles and a quiet community. This lot is very buildable it is level, has a current survey, recorded plat and a

  Nadeem Helfer Corcoran McEnearney

  Lot 17 Fox Trail, Winchester, VA 22602

Showing Results 241 - 280, Page 7 of 9