Winchester, VA Homes for Sale

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  $549,900

  • 4 Beds
  • 3.5 Baths
  • 3,028 Sq Ft

  128 Teaberry Dr, Winchester, VA 22602

  Seller to BUYDOWN purchasers interest rate with acceptable offer! Lock in as low as 4.125% for your first year for qualified Buyers! This Spacious Colonial with a fully finished walk out basement * Step inside to find a Two Story Foyer, formal living and dining room with a Bay Window, a gas fireplace in the family room just off the kitchen, and gleaming hardwood floors throughout much of the main

  Tracy Wenger Samson Properties

  128 Teaberry Dr, Winchester, VA 22602
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  /10

  $365,000 New Construction

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

  508 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

  508 Grouse Dr, Winchester, VA 22602
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  /45

  $375,000 Open Sat 11AM - 2PM

  • 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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  /24

  $389,990 New Construction

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

  210 Monteith Dr, Winchester, VA 22601

  Beautiful open concept living 3 level townhome with Lower Level Walkout! The Bedford II 3 level interior town home with a box bay window with 1 car garage featuring 3 Bedrooms and 3.5 Baths and 1,658 square feet. It is fully finished top to bottom. The front door with the electronic Ring door camera leads directly into the spacious lower-level recreation room with 9 ft. ceilings. The foyer with

  DRB Homes Builder

  210 Monteith Dr, Winchester, VA 22601
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  /2

  $13,200

  • Land
  • 0.26 Acre
  • $50,769 per Acre

  Lot 1 WILDE Acres, Winchester, VA 22602

  0.26-Acre Building Lot for Sale – Wilde Acres, Winchester, VADiscover the perfect blend of privacy and convenience with this 0.26-acre building lot in the desirable Wilde Acres community. Enjoy the serenity of country living while remaining just a short drive from Winchester’s shopping, dining, and other amenities. This property offers an excellent opportunity to build your dream home or

  Rosana Eberhardt Spring Hill Real Estate, LLC.

  Lot 1 WILDE Acres, Winchester, VA 22602
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  $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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  /12

  $28,000

  • Land
  • 0.71 Acre
  • $39,437 per Acre

  0 Inca Lot 209 Trail, Winchester, VA 22602

  Lot 209 on Inca Trail is a rare find at nearly 3⁄4 of an acre, a gently sloping, treed lot on the northeastern side of Great North Mountain in the quiet community of Shawneeland. Build your weekend getaway or your full-time residence. It’s a quick trip to Winchester, VA, a vibrant community with a walking mall, multiple shopping areas, a regional medical center, Shenandoah University, and

  Rebecca McTavish Long & Foster Real Estate, Inc.

  0 Inca Lot 209 Trail, Winchester, VA 22602
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  $555,000

  • 4 Beds
  • 4.5 Baths
  • 3,076 Sq Ft

  107 Okeefe Dr, Winchester, VA 22602

  Carpeting has been replaced with rich hardwood flooring on main level. 2020 New HVAC & Roof & Hot Water Heater & Foyer Pladian Window. This amazing home features a newly renovated kitchen (2023) that you will fall in love with. Talk about gourmet, It's a chef's dream come true featuring a gas cooking range, Silestone counters, a coffee bar, (featuring a butcher block), a huge island, built in

  Cynthia Butler Samson Properties

  107 Okeefe Dr, Winchester, VA 22602
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  /55

  $659,000

  • 5 Beds
  • 2.5 Baths
  • 3,420 Sq Ft

  501 Jefferson St, Winchester, VA 22601

  Welcome Home!If you’ve been searching for an updated home in a prime location, this is it! This stunning 5BR/3BA property has been completely renovated from top to bottom—and it shows. Step inside to an open floor plan where natural light fills the gorgeous kitchen, featuring quartz countertops, stainless steel appliances, and plenty of space to gather. The adjoining family room opens to a

  

  Jeanne Mezzatesta

  Colony Realty

  (540) 306-5775

  501 Jefferson St, Winchester, VA 22601
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  /29

  $289,900

  • 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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  /41

  $77,700

  • Land
  • 6.09 Acres
  • $12,759 per Acre

  440 Iris Ln, Winchester, VA 22602

  Owner Financing Available! (see details below)Enjoy breathtaking, unrivaled views of the Shenandoah Valley below from this ridgetop property on Little North Mountain.Property Overview:Address: 440 Iris Lane, Winchester, VA 22602Size: 6.09 AcresKey Features:Gorgeous Sunset Valley ViewsTwo Lots in One Build on Both or Split Off!Extensive Road

  Robert Scott AcreTown.com

  440 Iris Ln, Winchester, VA 22602
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  /20

  $334,000

  • 3 Beds
  • 2 Baths
  • 1,362 Sq Ft

  553 Highland Ave, Winchester, VA 22601

  MOTIVATED SELLER - OFFERING SUBSIDY TO BUYER FOR CLOSING COSTS OR MORTGAGE RATE BUY DOWN One Way street = quiet Gorgeous Rehab - you have to see it! Secure Parking off the alley Efficient HVAC mini splits installed Washer and Dryer included

  Teri Domanski Corcoran McEnearney

  553 Highland Ave, Winchester, VA 22601
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  /30

  $595,000

  • 5 Beds
  • 3 Baths
  • 4,047 Sq Ft

  103 Sharon Dr, Winchester, VA 22602

  $20,000 SELLER CREDIT FOR UPDATES WITH ACCEPTABLE OFFER!Step into a home that instantly feels welcoming. This classic brick Cape Cod in Stonebrook Farms sits on a beautifully landscaped 3⁄4-acre lot and offers over 4,000 sq. ft. of comfortable, flexible living space. Inside, traditional rooms flow naturally—perfect for gatherings, quiet evenings, and everything in between.The main level

  Leah Marabella Realty ONE Group Old Towne

  103 Sharon Dr, Winchester, VA 22602
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  /13

  $300,000

  • 3 Beds
  • 2 Baths
  • 1,072 Sq Ft

  112 Star Fort Dr, Winchester, VA 22601

  Unlock the Potential! 3BR/2BA Fixer-Upper in Winchester/Frederick County. Nestled in a quiet Cul De Sac in Frederick County, this 3-bedroom, 2-bath home is bursting with potential and ready for a visionary buyer to bring it back to life. Whether you're looking to renovate and resell or transform this into a charming personal residence, the canvas is yours to create something

  

  Kimberly Schroeder

  Long & Foster Real Estate, Inc.

  (540) 502-3981

  112 Star Fort Dr, Winchester, VA 22601
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  /20

  $284,999

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  608 Green St, Winchester, VA 22601

  Welcome to 608 Green Street. Come make this your own space. 3-Bedroom, 1 full bath. Hardwood floors, no carpet! Attached carport. Brand new shed in the backyard. Backs to common area. Deck off the back of the home. Newer windows. New Roof. Large kitchen. Laundry room off the kitchen. This home is within the city limits of Winchester City School System. Within walking distance to school and

  Linda DeFelice Samson Properties

  608 Green St, Winchester, VA 22601
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  /23

  $422,539 New Construction

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

  201 Monteith Dr, Winchester, VA 22601

  End Of Row Townhome With 1 Car Garage & Rear Deck! MOVE-IN READY! The Bedford II 3 level with 1 car garage featuring 3 Bedrooms and 3.5 Baths and 1,658 square feet. The front door with the electronic Smart Home Technology package leads directly into the spacious lower-level recreation room with 9 ft. ceilings. The foyer with luxury vinyl plank, a double coat closet, door access from the garage

  DRB Homes Builder

  201 Monteith Dr, Winchester, VA 22601
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  $1,595,000

  • Land
  • 158.44 Acres
  • $10,067 per Acre

  158.5 Acres Lot 3 Laurel Grove Rd, Winchester, VA 22602

  Incredible opportunity to own 158.443 acres of pristine, private land in an exclusive 3-lot, 440-acre subdivision. This is the most secluded parcel of the three, offering unmatched 360-degree panoramic views and a level of privacy that’s increasingly rare—yet just 15 minutes from town. Tucked away from the lights and sounds of civilization, this property provides a peaceful, off-the-beaten-path

  Nadeem Helfer Corcoran McEnearney

  158.5 Acres Lot 3 Laurel Grove Rd, Winchester, VA 22602
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  /55

  $685,000

  • 5 Beds
  • 4 Baths
  • 4,576 Sq Ft

  800 Lake Dr, Winchester, VA 22601

  Location Location Location! Welcome to 800 Lake Dr. Winchester VA 22601, Located in the highly sought-after Rolling Hills community and situated on a 0.37 acre lot, This expansive home offers 4,500+ sqft. of living space, featuring 5 bedrooms, 4 Full baths, finished basement, and 2 car garage! Step inside to find gleaming hardwood floors in the formal living and dining rooms. The unique

  Lisa Behr Coldwell Banker Premier

  800 Lake Dr, Winchester, VA 22601
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  $799,900 New Construction

  • 3 Beds
  • 2.5 Baths

  6 Dicks Hollow Rd, Winchester, VA 22603

  Great Opportunity on this Brand-New Ranch Home Sitting on 2.82 Acres, Convent to Shopping and Commuter Routes to Winchester, Martinsburg and Northern Virginia. Open Concept with Split Bedroom Design. Front Board and Batten siding for a unique look. Large Primary Suite with spacious walk-in closet and 6' Shower. Main Level Private Office. Chief's Kitchen with Quarts Countertops, Island,

  Brett Sowder RE/MAX Roots

  6 Dicks Hollow Rd, Winchester, VA 22603
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  /3

  $384,880 New Construction

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

  105 Bonnings Dr, Winchester, VA 22603

  Introducing the St. Paul, one of Maronda’s latest townhome designs.The St. Paul offers a range of 1,966 to 1,989 square feet of living space, including 3 to 4 bedrooms, 2.5 to 3.5 bathrooms, and a spacious 1-car garage. This new design offers plenty of personalization opportunities to fit your family’s unique needs.On the first floor of the home, you will find a spacious, open-concept floor plan.

  Maronda Homes Builder

  105 Bonnings Dr, Winchester, VA 22603
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  /3

  $389,880 New Construction

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

  117 Bonnings Dr, Winchester, VA 22603

  Introducing the St. Paul, one of Maronda’s latest townhome designs.The St. Paul offers a range of 1,966 to 1,989 square feet of living space, including 3 to 4 bedrooms, 2.5 to 3.5 bathrooms, and a spacious 1-car garage. This new design offers plenty of personalization opportunities to fit your family’s unique needs.On the first floor of the home, you will find a spacious, open-concept floor plan.

  Maronda Homes Builder

  117 Bonnings Dr, Winchester, VA 22603
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  $389,880 New Construction

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

  109 Boone Ct, Winchester, VA 22602

  Introducing the St. Paul, one of Maronda’s latest townhome designs.The St. Paul offers a range of 1,966 to 1,989 square feet of living space, including 3 to 4 bedrooms, 2.5 to 3.5 bathrooms, and a spacious 1-car garage. This new design offers plenty of personalization opportunities to fit your family’s unique needs.On the first floor of the home, you will find a spacious, open-concept floor plan.

  Maronda Homes Builder

  109 Boone Ct, Winchester, VA 22602
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  $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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  $1,550,000

  • Land
  • 128.56 Acres
  • $12,057 per Acre

  Lot 1 (128.556 Acres Laurel Grove Rd, Winchester, VA 22602

  Welcome to a truly rare offering — a first-time release of an extraordinary 128+ acre estate parcel, perfectly suited for the discerning buyer seeking privacy, natural beauty, and limitless potential. This is one of only three exclusive lots masterfully curated from a 439-acre legacy estate, designed with elegance, intention, and long-term value in mind.Tucked behind private, impeccably

  Nadeem Helfer Corcoran McEnearney

  Lot 1 (128.556 Acres Laurel Grove Rd, Winchester, VA 22602
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  /2

  $295,000 New Construction

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

  0 Opossum Trail Unit VAFV2037122, Winchester, VA 22602

  Coming April 2026. Blue Ocean Modulars introduces The Laurel, a new modular home to be located at Lots 10 & 11, 600 block, 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

  Rebecca McTavish Long & Foster Real Estate, Inc.

  0 Opossum Trail Unit VAFV2037122, Winchester, VA 22602
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  $650,000

  • 4 Beds
  • 4.5 Baths
  • 4,658 Sq Ft

  104 Heath Ct, Winchester, VA 22602

  This is the home you've been looking for! A lovely Colonial with room to spread out. A beautiful open floor plan with both elegance and comfort. Gorgeous hardwood floors on most of the main floor. Formal living and dining rooms, large gourmet kitchen with granite countertops, stainless steel appliances, stunning backsplash and an eating area. Also a main level den for added space and a cozy

  Kathryn Symenow CENTURY 21 New Millennium

  104 Heath Ct, Winchester, VA 22602
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  /60

  $1,999,999

  • 5 Beds
  • 6 Baths
  • 5,590 Sq Ft

  821 Apple Pie Ridge Rd, Winchester, VA 22603

  This extraordinary 5-bedroom, 6-bathroom estate sits on 14.44 acres across two parcels—5.0 acres on the front lot and 9.44 acres with the residence—just minutes from Winchester, Virginia. Designed for both everyday living and elegant entertaining, this home combines timeless style with modern luxury. Inside, hardwood floors and soaring ceilings enhance open, light-filled spaces. The recently

  Jason Saphire HomeZu.com of Virginia

  821 Apple Pie Ridge Rd, Winchester, VA 22603
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  /2

  $1,800,000

  • Land
  • 4.93 Acres
  • $365,112 per Acre

  0 Sulky Dr, Winchester, VA 22602

  4.93 acres with great interstate exposure. End of cul de sac. Owners have proposed platt showing parcel subdivided into 4 parcels

  Jeff Webber Long & Foster Real Estate, Inc.

  0 Sulky Dr, Winchester, VA 22602
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  /23

  $879,999 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,320 Sq Ft

  Melody Plan at Abrams Pointe, Winchester, VA 22602

  The open, inviting layout of the ranch-style Melody plan makes entertaining easy. Inside, you'll find an expansive great room, a generous dining room and a well-appointed kitchen featuring a center island and roomy walk-in pantry. An elegant owner's suite boasts an oversized walk-in closet and private bath, and two additional bedrooms invite rest and relaxation. A laundry, mudroom and second full

  Richmond American Homes Builder

  101 Abrams Pointe Blvd Unit 37822593, Winchester, VA 22602
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  /41

  $355,000

  • 4 Beds
  • 2.5 Baths
  • 2,804 Sq Ft

  513 van Fossen St, Winchester, VA 22601

  Welcome to 513 Van Fossen St, a beautifully updated 4-bedroom, 2.5-bathroom brick ranch conveniently located just minutes from downtown Winchester. Step inside to discover freshly refinished original red oak hardwood floors (locally sourced from Plumly Lumber) in a warm Golden Pecan finish (2025). The home boasts fresh paint inside and out, a brand-new roof (2025), and newer HVAC. The living room

  Amy Longerbeam RE/MAX Roots

  513 van Fossen St, Winchester, VA 22601
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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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  /44

  $492,669 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,187 Sq Ft

  114 Keystone, Winchester, VA 22603

  Embrace the Vera 30-F2 – Homesite 1096 at Hiatt Pointe—a two-car, front-load garage VILLA HOME 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

  114 Keystone, Winchester, VA 22603
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  $494,900 Open Sun 12PM - 3PM

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

  118 Russelcroft Rd, Winchester, VA 22601

  Tina Jacobin Main Street Realty

  118 Russelcroft Rd, Winchester, VA 22601
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  /11

  $879,999 New Construction

  • 5 Beds
  • 3.5 Baths
  • 4,280 Sq Ft

  101 Abrams Pointe Blvd, Winchester, VA 22602

  The open, inviting layout of this ranch-style model home makes entertaining easy—and it boasts designer details like boxed oak stairs, quartz countertops and luxury vinyl flooring. Inside, you’ll find a great room with a gas fireplace, a generous dining room and a gourmet kitchen featuring a center island, double oven, walk-in pantry and modern matte white appliances. An elegant primary suite

  Jay Day LPT Realty, LLC

  101 Abrams Pointe Blvd, Winchester, VA 22602
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  /42

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,426 Sq Ft

  715 Berryville Ave, Winchester, VA 22601

  This renovated jewel on the east side of Winchester is ready for you! Enjoy the new modern kitchen, new tile bathrooms, updated HVAC and electrical, fresh paint, refinished floors, and more! Plus, this home is full of character you don't find in new homes. Look close! From unique windows to original molding and solid interior doors, you'll find unexpected charm everywhere. Between the unfinished

  William Steinmetz RE/MAX Roots

  715 Berryville Ave, Winchester, VA 22601
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  /11

  $599,000

  • Land
  • 15.5 Acres
  • $38,645 per Acre

  0 Cedar Creek Grade Unit VAFV2036934, Winchester, VA 22602

  This exceptional 15.5-acre buildable lot on Cedar Creek Grade in Winchester, VA offers the perfect canvas for your dream home. With a premier location that balances peaceful seclusion with urban convenience, this property is just minutes away from shopping, restaurants, schools, and more. Its close proximity to Winchester Medical Center also makes it an ideal location for medical professionals or

  Dan Whitacre Colony Realty

  0 Cedar Creek Grade Unit VAFV2036934, Winchester, VA 22602
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  /58

  $370,000

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  133 Erie Trail, Winchester, VA 22602

  Motivated Seller! Discover this charming ranch-style home nestled in the desirable Shawneeland community, offering a perfect blend of comfort and outdoor enjoyment. This well-maintained 3-bedroom, 2-bathroom residence spans 1,456 sq ft and features a thoughtful layout with an entry-level bedroom, ideal for convenience. Step inside to find a welcoming combination kitchen/living area, complemented

  Tracy Link Coldwell Banker Premier

  133 Erie Trail, Winchester, VA 22602
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  /42

  $459,000

  • 3 Beds
  • 2 Baths
  • 2,648 Sq Ft

  1332 Ramseur Ln, Winchester, VA 22601

  Welcome home to a rare find in the Mews of Meadow Branch - this exceptional all-brick exterior condo offering 3 bedrooms and 2 full baths. Rich hardwood floors flow throughout the home. The primary bedroom includes a cozy fireplace perfect for relaxing evenings. Updated appliances, such as washer, dryer, refrigerator, stove and microwave. Enjoy the ease of your own private elevator within the

  James King RE/MAX Roots

  1332 Ramseur Ln, 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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  /61

  $524,000

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

  129 Old Wagon Rd, Winchester, VA 22602

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

  Matt Kilmer Samson Properties

  129 Old Wagon Rd, Winchester, VA 22602

Showing Results 161 - 200, Page 5 of 10