Winchester, VA Homes for Sale

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  /21

  $99,900

  • Land
  • 0.65 Acre
  • $153,692 per Acre

  222 Siler Ln, Winchester, VA 22603

  UPDATE--NEW PRICE. Seller says SELL...UNRESTRICTED LAND and a BRAND NEW WELL installed by SHIRLEY WELL DRILLING - 11 GPM. SELLING AT ASSESSED VALUE for 2025 ($83,000.00) plus cost of well ($ 16,900) Engineering report complete for drain field and all conveys $1,450.00 value- conveys. New Survey done -$800,00 Value-The lot has been leveled for a beautiful home site (cost $ 16,000.,00).

  Erick Erdal Long & Foster Real Estate, Inc.

  222 Siler Ln, Winchester, VA 22603
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  /30

  $335,000

  • 4 Beds
  • 1.5 Baths
  • 1,456 Sq Ft

  126 Plainfield Dr, Winchester, VA 22602

  Live in town on south end with a viable yard with two sheds, 4 bedrooms, some simple updates mostly from 2020, hardwood floors, over 1400sqft, no hoa, and close proximity to major road arteries. Utilities are public water, septic, and electric. Dbox and lines were replaced in 2012 (Septic number of bedrooms). Owner is licensed VA real estate agent.

  Dave Spence RE/MAX Roots

  126 Plainfield Dr, Winchester, VA 22602
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  /2

  $476,500 Coming Soon

  • 3 Beds
  • 3 Baths
  • 2,568 Sq Ft

  407 Jefferson St, Winchester, VA 22601

  COMING SOON! Your PERFECT TURN KEY classic colonial, fully UPDATED, and PHENOMENALLY LOCATED! Stroll to the restaurants in Old Town, enjoy the activities at Handley, or walk to the trails at MSV! NEW, NEW, NEW! New roof, HVAC, privacy fencing, custom paint and built-in cabinetry, plus new stainless steel appliances, including washer/dryer. GET CREATIVE in your FINISHED lower level walk-out!

  Gillian Greenfield Coldwell Banker Premier

  407 Jefferson St, Winchester, VA 22601
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  /23

  $99,900

  • Land
  • 15.9 Acres
  • $6,283 per Acre

  LOT 11-HOOVER MTN Pack Horse Rd, Winchester, VA 22603

  Unique property, great for recreation. Land is all wooded, tall hardwoods, mostly mountainside. There is about 1.5 acres where Little Mountain Run (creek) runs through the property for over 300' so that you have a very flat, wooded area on the other side of the creek which is perfect for hiking, camping, hunting. You will have to visit the property to really appreciate what it has to offer.

  Edward Beightol Cedar Creek Real Estate

  LOT 11-HOOVER MTN Pack Horse Rd, Winchester, VA 22603
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  /22

  $469,990 New Construction

  • 2 - 3 Beds
  • 1 Bath
  • 1,670+ Sq Ft

  Fitzgerald Plan at Hiatt Pointe at Snowden Bridge - 55+ Garden Homes Collection, Winchester, VA 22603

  Welcome to your dream one-level villa, the Fitzgerald! This beautifully designed home features a central kitchen that serves as the heart of the house, perfect for both everyday living and entertaining. The main level includes two spacious bedrooms, including a luxurious primary suite with an expansive walk-in closet and an en suite bathroom for your comfort and privacy. Additionally, you'll find

  Brookfield Residential Builder

  105 Wagtail Ln Unit 36578849, Winchester, VA 22603
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  /12

  $1,500,000

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

  153 Welltown Rd, Winchester, VA 22603

  5.26 Acres of Interstate/Commercial Land 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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  /32

  $429,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  113 Glen Ridge Rd, Winchester, VA 22602

  Welcome to this stunning new construction ranch style home offering the perfect blend of comfort and style. Featuring 3 spacious bedrooms and 2 full baths, this home showcases an inviting brick front with a full front porch which is perfect for relaxing evenings or morning coffee. Step inside to find hardwood flooring throughout and an open floor plan that flows effortlessly from the living area

  Pamela Russell CENTURY 21 New Millennium

  113 Glen Ridge Rd, Winchester, VA 22602
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  /13

  $349,999

  • 5 Beds
  • 2 Baths
  • 1,584 Sq Ft

  505 Green St, Winchester, VA 22601

  BACK ON THE MARKET DUE TO BUYER FINANCING AND NON PERFORMANCE. Charming 3-Level Split Home in the Heart of Winchester! This split level home could be your forever home! Surrounded by parks, top-rated schools, and everyday amenities. Quick access to Route 7 and Interstate 81 commuting is breeze! Upstairs, you’ll find three generously sized bedrooms and a full bathroom, offering a peaceful seperate

  Julissa Rodriguez Vaze Realty

  505 Green St, Winchester, VA 22601
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  /6

  $7,900

  • Land
  • 0.23 Acre
  • $34,348 per Acre

  Lot 8 Crow Dr, Winchester, VA 22602

  Talk about Location! Situated in Mountain Falls(Wild Acres) It's beautiful & peaceful. Scenic mountain views coming and going. Enjoy the amenities of the community, Recreational Park, Pond, Picnic Pavilion Playground & more, .26 acres potential building for a full or part-time home. Short Distance to Schools, Rt 50, Shopping, Hospital, Downtown Winchester. Short distance to Stephens City, Rt55,

  Gina Griffith MarketPlace REALTY

  Lot 8 Crow Dr, Winchester, VA 22602
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  /143

  $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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  /22

  $549,990 Open Sun 12PM - 4PM

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

  25 Williamson Rd, Winchester, VA 22602

  The Avalon is a stunning 3‐bedroom, 2‐bath home offering up to 2,538 square feet of thoughtfully designed living space. This single‐family layout emphasizes main‐level living with an open floor plan that brings together a spacious great room, a bright, airy kitchen, and a welcoming breakfast area. The main level includes three bedrooms and two full baths, with the option to transform a guest room

  Holly Horne Poole New Home Star Virginia, LLC

  25 Williamson Rd, Winchester, VA 22602
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  /7

  $499,000

  • Land
  • 17.98 Acres
  • $27,753 per Acre

  Lot 13 Tavistock Dr, Winchester, VA 22602

  Beautiful 17.98 acre Lot, approved for 3 bedroom perk, Tavistock Estates, one of the last lots remaining! A gorgeous 7 minute drive from town through farmland and full of mountain views. Excellent neighborhood, road access is great, level lot among 'horse country' estates! Build your dream mini equestrian farm or just enjoy peace, quiet, and serenity with the genius of a quick commute into town!

  Gillian Greenfield Coldwell Banker Premier

  Lot 13 Tavistock Dr, Winchester, VA 22602
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  /2

  $2,250,000

  • Land
  • 9 Acres
  • $250,000 per Acre

  280 Costello, Winchester, VA 22601

  Nine acres of B2 land near Costco, Army Corp of Engineers, Frederick Country Public Safety Building, and the new One Logistics Park commercial center. Perfect for a large-scale commercial development.

  Jason Aikens RE/MAX Roots

  280 Costello, Winchester, VA 22601
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  /32

  $448,950

  • 4 Beds
  • 4 Baths
  • 1,627 Sq Ft

  201 Parkway St, Winchester, VA 22601

  Freshly Renovated Charmer in Winchester! Welcome to 201 Parkway Street, a freshly updated home in the heart of Winchester! Previously tenant-occupied, this property has been thoughtfully refreshed and is ready for new owners. Recent Updates Include: Fresh interior paint throughout Renovated kitchen and bath Updated fixtures and finishes Clean, move-in ready condition This home offers the perfect

  Cherish Green Coldwell Banker Elite

  201 Parkway St, Winchester, VA 22601
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  /51

  $419,900

  • 4 Beds
  • 2 Baths
  • 1,920 Sq Ft

  133 Cardinal Ln, Winchester, VA 22602

  Welcome to this well maintained and fully remodeled split foyer, tucked away in a private cul-de-sac setting. Located just minutes from route 7 and I-81, commuting will be a breeze. Brand new LVP flooring flow seamlessly across both levels, as does the neutral colors throughout. The spacious eat-in kitchen is the heart of the home-with white cabinetry, granite countertops, tile backsplash and

  Heloisa Amar Samson Properties

  133 Cardinal Ln, Winchester, VA 22602
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  /12

  $17,000

  • Land
  • 0.38 Acre
  • $44,737 per Acre

  Lot 231 Timber Ridge, Winchester, VA 22602

  This lot is located in the Shawneeland community of northwestern Frederick County, Virginia on the western-facing slope of Great North Mountain. Level and partially treed, it's a spectacular place to build your weekend getaway cabin or year-round home. Swim in Shawneeland's spring-fed lake, fish, hike, and picnic, or simply enjoy the quiet beauty of nature. Located just 12 miles from

  Rebecca McTavish Long & Foster Real Estate, Inc.

  Lot 231 Timber Ridge, Winchester, VA 22602
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  /32

  $379,000

  • 2 Beds
  • 2 Baths
  • 1,590 Sq Ft

  203 Crestwood Ln, Winchester, VA 22602

  Welcome home to this well-maintained property located in an established Winchester neighborhood. The property features a functional main-level layout with a bright living area and a sunroom that adds additional usable space. Recent updates include a roof installed around 5 years ago, new kitchen appliances, a new hot water heater, and new wood flooring. The kitchen offers ample cabinet and

  Jen Richards MarketPlace REALTY

  203 Crestwood Ln, Winchester, VA 22602
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  /2

  $569,900 Coming Soon

  • 4 Beds
  • 3 Baths
  • 2,644 Sq Ft

  436 Westside Station Dr, Winchester, VA 22601

  Exceptional opportunity to enjoy one-level, low maintenance living in this all-brick rancher nestled in beautifully maintained neighborhood across from the Medical Center. Finished basement provides additional bedroom and full bath for guests or family. One-owner home with recently updated HVAC and tankless water heater. Level basement walkout opens to back yard backed by trees.

  Dallas Croft Samson Properties

  436 Westside Station Dr, Winchester, VA 22601
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  /13

  $649,900

  • Land
  • 1.75 Acres
  • $371,371 per Acre

  115 Dairy Corner Place, Winchester, VA 22602

  3 parcels of land to total 1.75 acres zoned B-2 in a great location right off I-81 and on Route 7 resulting in lots of exposure/high traffic area. Right next door to Walgreens. Approved for 10,000 sq ft of commercial space! Can easily be rezoned for apartments! Great opportunity. Currently has an income producing residential home on the lot. Will consider owner financing. Tax Map IDs: 54-9-2,

  Elizabeth Carroll ERA Oakcrest Realty, Inc.

  115 Dairy Corner Place, Winchester, VA 22602
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  /10

  $549,900

  • Land
  • 0.09 Acre
  • $6,110,000 per Acre

  1 N Braddock St, Winchester, VA 22601

  Make Offer! Excellent Development Opportunity! Downtown Winchester, VA! APPROVED (!) Mixed Use site plan for multi-story building consisting of 1st floor commercial space (1,340 SF) with 6x spacious luxury condos/apartments (potential for seven) with rooftop patio above (for total of 8 rental units)! Legacy development opportunity! One North is located in the second historical district and

  Gillian Greenfield Coldwell Banker Premier

  1 N Braddock St, Winchester, VA 22601
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  /14

  $1,499,000

  • Land
  • 2 Acres
  • $749,500 per Acre

  1625 Amherst St, Winchester, VA 22601

  Introducing a fantastic development opportunity! This parcel features 2 flat acres of commercial land in a prime location. Located on a major thoroughfare into downtown Winchester and a half mile from Winchester Medical Center, this lot is ideal for your commercial venture. The lot offers excellent road frontage and good topography. Ideal for medical/dental office, office space, restaurant, or

  Dan Whitacre Colony Realty

  1625 Amherst St, Winchester, VA 22601
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  /38

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,791 Sq Ft

  236 Bentley Ave, Winchester, VA 22602

  Discover the ultimate convenience of easy one-level living in this beautifully maintained ranch home, perfectly situated in a prime commuter location with effortless access to major routes. The interior boasts generously sized rooms, including a formal living room perfect for quiet mornings and a separate dining room ideal for hosting. The kitchen, offering abundant cabinet space, a pantry,

  Dan Whitacre Colony Realty

  236 Bentley Ave, Winchester, VA 22602
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  /43

  $564,900

  • 3 Beds
  • 4 Baths
  • 2,489 Sq Ft

  687 Woodland Ave, Winchester, VA 22601

  Experience refined living in this stunning two-level brick residence, designed with an open-concept layout that seamlessly blends sophistication and comfort. The home features 4 spacious bedrooms, each with a private full bathroom.The kitchen boasts granite countertops and elegant finishes, flowing effortlessly into the dining and living areas — perfect for entertaining or relaxing by the gas

  Mauricio Argandona Fairfax Realty Select

  687 Woodland Ave, Winchester, VA 22601
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  /13

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,419 Sq Ft

  309 W Tevis St, Winchester, VA 22601

  Discover this Charming One-Level Rambler Featuring an Attached Two-Car Garage and a Thoughtful Layout Designed for Comfortable Living. Enjoy Spacious Bedrooms, Walk-In Closets, and a Warm Gas Fireplace that Anchors the Inviting Living Area. The Home Offers a Spacious Eat-In Kitchen, Providing Ample Room for Cooking, Dining, and Daily Gatherings. Step Outside to a Screened-In Deck, Perfect for

  Matthew Altizer ANR Realty, LLC

  309 W Tevis St, Winchester, VA 22601
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  /52

  $399,990 New Construction

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

  1814 Blythe Way, Winchester, VA 22601

  1814 Blythe Way is an attractive new 3 level townhome with full brick front in Winchester, VA for January move-in. Our modern Adams floorplan features a 1-car garage, and along with a bedroom and full bathroom on the first floor. Stained Oak stairs lead you to the main level with LVP Floors. The kitchen is equipped with beautiful Quartz countertops, Stone Grey cabinets, and stainless-steel

  D.R. Horton Builder

  1814 Blythe Way, Winchester, VA 22601
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  /14

  $404,990 New Construction

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

  106 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

  106 Heirloom Way, Winchester, VA 22603
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  /12

  $165,000

  • Land
  • 7.4 Acres
  • $22,297 per Acre

  0 Back Mountain Road Lot 11, Winchester, VA 22602

  Enjoy beautiful views of the valley from this 7.4-acre private lot! Located just 15-20 minutes from downtown Winchester. Build a weekend getaway or the dream home you have always wanted. Easement to property from Back Mountain Road. See property docs attached.

  Sheila Pack RE/MAX Roots

  0 Back Mountain Road Lot 11, Winchester, VA 22602
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  $2,286,000

  • Land
  • 5.08 Acres
  • $450,000 per Acre

  0 Market St Unit VAFV2004914, Winchester, VA 22602

  5.08 Acres zoned B-2 in Rutherford Crossing shopping center. Owner will consider subdivision of the property. Directly across from Lowes and Target and next to Spring Hill Marriot Hotel and Suites and FEMA call center. Ideal for hotels, restaurants, office buildings, retail, etc... John Schroth and John Scully, owners are licensed Realtors in the state of Virginia.

  John Schroth Colony Realty

  0 Market St Unit VAFV2004914, Winchester, VA 22602
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  /30

  $340,000

  • 3 Beds
  • 2.5 Baths
  • 1,488 Sq Ft

  138 Windstone Dr, Winchester, VA 22602

  HAVE IT ALL! BEAUTIFUL 3-LEVEL TOWNHOUSE WITH A GAS LOG FIREPLACE, GARAGE AND A COMMUNITY SWIMMING POOL! Just east of Winchester and commuter convenient to I-81 and Rt. 7, shopping and services. An easy drive to Dulles Airport and Northern Virginia. Welcome to Windstone, a community with a fenced outdoor pool and plenty of places to walk. 3 bedrooms, 2 1/2 baths., including a primary suite with

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  138 Windstone Dr, Winchester, VA 22602
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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 5 acre acre lot, offering endless possibilities for the right buyer.Adding the two lots together is 7.44 acres.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

  Mauricio Argandona Fairfax Realty Select

  220 Snappy Ln, Winchester, VA 22602
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  /28

  $159,000

  • 2 Beds
  • 1 Bath
  • 644 Sq Ft

  792 Fox Dr, Winchester, VA 22603

  This 2-bedroom, 1-bath bungalow features hardwood floors, a freshly painted exterior, and important recent improvements including a newer shingles, and updated windows. Significant septic upgrades (2025) — pumping, most components are newly improved aside from the tank. With its close proximity to shopping and major commuter routes, this property offers excellent potential for investors,

  Amanda Gulla Preslee Real Estate

  792 Fox Dr, Winchester, VA 22603
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  /38

  $77,699

  • Land
  • 6.09 Acres
  • $12,758 per Acre

  440 Iris Ln, Winchester, VA 22602

  Enjoy breathtaking, unrivaled views of the Shenandoah Valley below from this ridgetop property on Little North Mountain.-Gorgeous Sunset Valley Views-Two Lots in One – Build on Both or Split Off!-Extensive Road Frontage-Power along Road-Very Buildable, No Floodplain or Wetlands-“Goldilocks” Location – countryside serenity, yet just 15 mins from downtown

  Ralph Harvey ListWithFreedom.com

  440 Iris Ln, Winchester, VA 22602
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  /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
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  /12

  $14,950

  • Land
  • 0.29 Acre
  • $51,552 per Acre

  155 Hawk Trail, Winchester, VA 22602

  Lot 155 on Hawk Trail , is located in the mountainous residential community of Shawneeland, just 12 miles from Winchester, VA. Enjoy the fresh mountain air, hiking, fishing and swimming in Lake Cherokee in this idyllic setting. Know, however, that you are close to Winchester Medical Center, the Museum of the Shenandoah Valley, and an abundance of restaurants and shopping opportunities. Build a

  Rebecca McTavish Long & Foster Real Estate, Inc.

  155 Hawk Trail, Winchester, VA 22602
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  /9

  $995,000

  • Land
  • 0.99 Acre
  • $1,005,051 per Acre

  0 Amoco Unit VAFV2010648, Winchester, VA 22601

  Interstate Commercial Lot for Sale: 1-acre +/- parcel zoned B2 with potential to rezone to B3. Graded pad with all utilities to site. Ideal for restaurant, retail business, etc. Interstate signage opportunity. Neighbors include Sheetz, National Tire and Battery, Highway 55 Burgers and Shakes, and a 78 room Wyndham Microtel Hotel. The area is also home to FEMA, Amazon Distribution Center, Proctor

  Randolph Craun Oakcrest Commercial LLC.

  0 Amoco Unit VAFV2010648, Winchester, VA 22601
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  /64

  $375,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,520 Sq Ft

  506 Grouse Dr, Winchester, VA 22602

  Nestled in the charming Wilde Acres community, this stunning new construction home, completed in 2025,offers a perfect blend of modern design and traditional comfort. The Colonial architectural style, adorned with durable vinyl siding, invites you into a warm and welcoming space. Step inside to discover a thoughtfully designed interior featuring a traditional floor plan that seamlessly connects

  Steve DuBrueler Coldwell Banker Premier

  506 Grouse Dr, Winchester, VA 22602
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  /5

  $575,000 New Construction

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

  619 Farmington Blvd, Winchester, VA 22602

  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 gathering and entertaining, seamlessly connecting to the dining and living areas. A private office provides the

  Marisa Varley ERA Oakcrest Realty, Inc.

  619 Farmington Blvd, Winchester, VA 22602
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  /44

  $564,777

  • 5 Beds
  • 3.5 Baths
  • 4,235 Sq Ft

  428 Westside Station Dr, Winchester, VA 22601

  Back on the market and ready for you to call this lovely property home! Beautiful, and stately 5 BR 3.5 BA, 4000sq ft, colonial situated on a quiet cul de sac in a community located across from Winchester Medical Center with no HOA, close to Old Town Winchester and convenient commuter routes! Who could ask for more! From the very first look, you're greeted by the lovely front porch, elegant

  Donna Raczynski Long & Foster Real Estate, Inc.

  428 Westside Station Dr, Winchester, VA 22601
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  /15

  $122,000

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  208 Artifact Ave Unit 427, Winchester, VA 22603

  Kristina Kelly Regency Lakes

  208 Artifact Ave Unit 427, Winchester, VA 22603
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  /45

  $285,000

  • 2 Beds
  • 1 Bath
  • 997 Sq Ft

  108 Martin Dr, Winchester, VA 22602

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

  Heloisa Amar Samson Properties

  108 Martin Dr, Winchester, VA 22602

Showing Results 121 - 160, Page 4 of 9