36,726

Winchester, VA Homes

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    • /34

      Est $379,473 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,847 Sq Ft

      523 Applecroft Rd, Winchester, VA 22601

      523 Applecroft Rd, Winchester, VA 22601
  • /56

    $579,900

    • 4 Beds
    • 3 Baths
    • 3,998 Sq Ft

    419 Westside Station Dr, Winchester, VA 22601

    “Classic and Contemporary” - Welcome to this beautifully maintained contemporary home nestled in one of Winchester's most hidden but premium neighborhoods. Offering nearly 4,000 square feet of finished living space across three thoughtfully designed levels, this 4-bedroom, 3-bath residence combines stylish updates with unique architectural details. Step inside to discover a warm and inviting

    Mark Francis ICON Real Estate, LLC

    419 Westside Station Dr, Winchester, VA 22601
  • /71

    $705,000 Sold May 15, 2025

    • 3,726 Sq Ft
    • $189/SF
    • 168 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2019

    348 Retreat, Winchester, VA 22603

    Escape to your private oasis in this stunning ranch-style home, nestled on over 11 peaceful acres with a charming stream. From the welcoming screened front porch, step through the elegant double doors into an expansive living room, anchored by a custom-designed stone wood-burning fireplace, complete with a beautiful mantle and fireplace screen. The chef’s kitchen is a culinary masterpiece,

    Leah Clowser RE/MAX Roots

    348 Retreat, Winchester, VA 22603
    • /7

      Est $343,537 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,368 Sq Ft

      543 Wentworth Dr, Winchester, VA 22601

      543 Wentworth Dr, Winchester, VA 22601
  • /53

    $640,000

    • 4 Beds
    • 3 Baths
    • 3,959 Sq Ft

    320 Linden Dr, Winchester, VA 22601

    Experience refined living in this stunning luxury home just minutes from Winchester Medical Center. Designed for both elegance and comfort, this residence boasts exquisite crown moldings, rich wood floors, wainscoting, and cathedral ceilings throughout. The main level offers one-level living with an entry-level bedroom, a spacious gourmet kitchen with upgraded quartz countertops, and a gas

    Kimberly Schroeder Long & Foster Real Estate, Inc.

    320 Linden Dr, Winchester, VA 22601
  • /28

    $349,000 Sold May 14, 2025

    • 2,058 Sq Ft
    • $170/SF
    • 4 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1958

    1412 S Loudoun St, Winchester, VA 22601

    Beautiful All Brick home in Downtown Winchester ** Inviting home with lots of updates in the last couple of years ** Wood floor on Main level that offers Spacious Three bedrooms and one full bath, Cozy living /dining room with cozy wood fireplace leading to a bright kitchen that has stainless steel appliances and a door opens to a nice and spacious deck great for Relaxing and for entertaining

    Huda Karaman Samson Properties

    1412 S Loudoun St, Winchester, VA 22601
    • /54

      Est $520,660 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,495 Sq Ft

      604 Kernstown Ct, Winchester, VA 22601

      604 Kernstown Ct, Winchester, VA 22601
  • /27

    $344,990

    • 3 Beds
    • 2.5 Baths
    • 1,566 Sq Ft

    144 Falcon Trail, Winchester, VA 22602

    Charming Split Foyer Home in Shawneeland – 144 Falcon Trail, Winchester, VAWelcome to 144 Falcon Trail, a delightful 3-bedroom, 2.5-bathroom split foyer residence nestled in the serene Shawneeland community of Winchester, VA. Built in 2009, this 1,566 sq ft home offers a perfect blend of comfort and potential, making it an ideal choice for first-time buyers or savvy investors.Enjoy a traditional

    Susan Wathen EXP Realty, LLC

    144 Falcon Trail, Winchester, VA 22602
  • /43

    $529,000 Sold May 14, 2025

    • 2,828 Sq Ft
    • $187/SF
    • 10 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1999

    113 Old Wagon Rd, Winchester, VA 22602

    Winchester, VA. Updated and Beautiful! Stunning views of rolling hills. The kitchen has been completely remodeled and offers views of the deck and large fenced-in backyard. A formal dining room, formal living area, or home office exists. There is also a fireplace in the Great Room off the kitchen. 4 Bedrooms upstairs and the primary bathroom must be seen to be believed. Huge front yard, oversized

    Kimberly Pace EXP Realty, LLC

    113 Old Wagon Rd, Winchester, VA 22602
    • /90

      Est $544,530 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,632 Sq Ft

      627 Pritchards Hill Ct, Winchester, VA 22601

      627 Pritchards Hill Ct, Winchester, VA 22601
  • /24

    $360,000

    • 3 Beds
    • 1 Bath
    • 936 Sq Ft

    2940 Grace St, Winchester, VA 22601

    Welcome to your charming Cape Cod retreat! Built in 1955, this delightful 3-bedroom, 1-bath home offers a warm and inviting atmosphere—perfect for anyone looking for a cozy and welcoming place to call home. --- Step inside to a thoughtfully designed layout that makes the most of the 936 square feet of finished living space. --- Home is equipped with energy-efficient solar panels to help reduce

    Lauren Smith-Washbourne Coldwell Banker Premier

    2940 Grace St, Winchester, VA 22601
  • /12

    $290,000 Sold May 14, 2025

    • 2,086 Sq Ft
    • $139/SF
    • 120 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1992

    296 Chickadee Ln, Winchester, VA 22603

    If you're looking for privacy in the woods, look no further! This contemporary-style home offers great potential and sits on 5 wooded acres just minutes from Rt 522/Rt 37. The great room offers a beautiful stone 2-sided fireplace, an open and spacious dining room area. There are lots of large windows for natural lighting throughout. The kitchen is just off the dining area. The main level bedroom

    Sandra Brookman RE/MAX Real Estate Connections

    296 Chickadee Ln, Winchester, VA 22603
    • /70

      Est $621,852 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,008 Sq Ft

      635 Pritchards Hill Ct, Winchester, VA 22601

      635 Pritchards Hill Ct, Winchester, VA 22601
  • /12

    $54,900

    • Land
    • 0.73 Acre
    • $75,205 per Acre

    LOTS 7 & 8 Manor Dr, Winchester, VA 22602

    Limited opportunity to pick up a prime building site in a desirable, rural community that is thriving and growing! High View Manor features lovely, new construction with some green space between homes, and mature trees all around. Ready to build lots just minutes from town, perfect for someone who wants to be in a community, but still have some space between neighbors. Lots 7 & 8 are being sold

    Bradley Comstock ERA Oakcrest Realty, Inc.

    LOTS 7 & 8 Manor Dr, Winchester, VA 22602
  • /64

    $850,000 Sold May 13, 2025

    • 4,144 Sq Ft
    • $205/SF
    • 0 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1998

    765 Seldon Dr, Winchester, VA 22601

    This handsome brick Colonial in the Meadowbranch neighborhood delights inside and out. A manor in stature and boasting 5,124 square feet, there’s plenty of room in this single-family home for everyone. Gorgeous trim details combine with warm hardwood floors, cool neutrals, and bold pops of vibrant color in this pleasing floor plan. A grand foyer welcomes you inside, giving you multiple options

    Dan Whitacre Colony Realty

    765 Seldon Dr, Winchester, VA 22601
    • /49

      Est $547,457 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,424 Sq Ft

      2833 Saratoga Dr, Winchester, VA 22601

      2833 Saratoga Dr, Winchester, VA 22601
  • /40

    $385,000

    • 3 Beds
    • 2.5 Baths
    • 1,466 Sq Ft

    124 Wilkins Dr, Winchester, VA 22602

    Welcome home to this newly remodeled and upgraded ranch style home. All the convenience of one level living, with the option of a basement full of possibilities. Step into the spacious living room, complete with fireplace, as you walk in the front door. Continue through the wonderful flow of the house into the dining room and open kitchen. Enjoy making your meals in the fully renovated kitchen

    Dave Spence RE/MAX Roots

    124 Wilkins Dr, Winchester, VA 22602
  • /26

    $375,000 Sold May 13, 2025

    • 1,729 Sq Ft
    • $217/SF
    • 1 Day On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2012

    1956 Cidermill Ln, Winchester, VA 22601

    ***Photos coming soon! Welcome to this charming three-level townhome in the sought-after Orchard Hill Subdivision. The main level features hardwood floors and includes a kitchen with granite countertops and a dining area that opens to a cozy backyard deck. The living area is equipped with a corner gas fireplace, perfect for relaxing evenings at home.Outside, the privacy of a fully-fenced backyard

    Sharon Farinholt ERA Oakcrest Realty, Inc.

    1956 Cidermill Ln, Winchester, VA 22601
    • /55

      Est $546,360 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,742 Sq Ft

      2821 Saratoga Dr, Winchester, VA 22601

      2821 Saratoga Dr, Winchester, VA 22601
  • /34

    $595,995

    • 4 Beds
    • 3.5 Baths
    • 2,571 Sq Ft

    720 Beehive Way, Winchester, VA 22601

    Welcome to Your Dream Home!Step into this beautifully updated 4-bedroom, 3.5-bath Colonial, ideally situated in one of the most sought-after neighborhoods off Cedar Creek Grade. With spacious living areas, thoughtful updates, and timeless charm, this home offers the perfect blend of comfort and style.At the heart of the home is a stunning open-concept kitchen, complete with brand-new countertops,

    Amy Emerson-Kerns Cambridge Premier Realty, LLC.

    720 Beehive Way, Winchester, VA 22601
  • /46

    $549,000 Sold May 13, 2025

    • 4,064 Sq Ft
    • $135/SF
    • 6 Days On Market
    • 3 Beds
    • 5 Baths
    • Built 2021

    305 Elk Trail, Winchester, VA 22602

    An exceptional 4-level luxury custom home built to capture the stunning mountain views, with easy access to drive and enjoy the scenery from your bedroom, game room, kitchen, and more. The heart of the home is the modern kitchen, featuring an expansive quartz island with waterfall edges and state-of-the-art smart appliances. The top-floor game room offers a wet bar and custom oversized windows

    Pam Torres Real Broker, LLC

    305 Elk Trail, Winchester, VA 22602
    • /53

      Est $498,194 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,596 Sq Ft

      2832 Saratoga Dr, Winchester, VA 22601

      2832 Saratoga Dr, Winchester, VA 22601
  • /17

    $235,000

    • Land
    • 0.36 Acre
    • $652,778 per Acre

    506 Fairmont Ave, Winchester, VA 22601

    Introducing a newly configured Winchester City lot ready for you to build your dream home! The heavy lifting has already been done. The current owner worked with the neighbors and the City to widen the lot to accommodate a sizable home. With a width of approximately 100 feet you will have plenty of space to spread out. Located on a storied street in downtown Winchester, you will enjoy the perks

    Dan Whitacre Colony Realty

    506 Fairmont Ave, Winchester, VA 22601
  • /21

    $254,000 Sold May 13, 2025

    • 1,680 Sq Ft
    • $151/SF
    • 10 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1989

    121 Parkside Dr, Winchester, VA 22602

    Introducing a beautifully maintained three-level townhome in the desirable Brookland Heights community. This spacious 1,680 sq. ft. residence features a fully finished walk-out basement, offering the potential for a third bedroom or versatile living space in lower level. Enter through the spacious living room, with hardwood flooring and lots of natural light. Just ahead is the kitchen with a

    Shelley Belford NextHome Realty Select

    121 Parkside Dr, Winchester, VA 22602
    • /50

      Est $454,129 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,968 Sq Ft

      2612 Stonegate Dr, Winchester, VA 22601

      2612 Stonegate Dr, Winchester, VA 22601
  • /20

    $229,000

    • 1 Bed
    • 1 Bath
    • 496 Sq Ft

    537 Hillman Dr, Winchester, VA 22601

    Update! Mandy is having more work done and will soon be connected to the city sewer system!! TIRED OF DATING? Hi, my name is Amanda. Some friends call me Mandy - and some call me 537 Hillman Drive. I have been working really hard on myself lately, and I think I’m ready for a long-term relationship. I started by covering the basics, like new Luxury Vinyl Plank flooring, ceiling fans, light

    Kristin Crosby Samson Properties

    537 Hillman Dr, Winchester, VA 22601
  • /36

    $370,000 Sold May 13, 2025

    • 1,459 Sq Ft
    • $254/SF
    • 32 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1930

    520 N Loudoun St, Winchester, VA 22601

    Ever wanted the proverbial home with a white picket fence? This renovated 1930s charmer has that and so much more—plus is walking distance from Old Town. The all-brick exterior with a classic front porch and sunny yellow door is pure Winchester. Inside, fresh paint brightens every room, and you’re going to love the original hardwood floors. A living room ushers you in, providing plenty of square

    Dan Whitacre Colony Realty

    520 N Loudoun St, Winchester, VA 22601
    • /46

      Est $422,815 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,961 Sq Ft

      2641 Stonegate Dr, Winchester, VA 22601

      2641 Stonegate Dr, Winchester, VA 22601
  • /43

    $310,000

    • 3 Beds
    • 1.5 Baths
    • 1,299 Sq Ft

    341 Opequon Ave, Winchester, VA 22601

    Welcome home to this charming 3-bedroom, 1.5-bath gem perfectly located for easy access to I-81, Route 50, and Route 7—ideal for commuters. SEE VIDEO attached :)Enjoy the convenience of a main-level laundry room and peace of mind with a new roof installed in 2021. Step outside to your fully fenced backyard, complete with a screened-in porch and storage shed, perfect for relaxing or extra

    Sheila Pack RE/MAX Roots

    341 Opequon Ave, Winchester, VA 22601
  • /28

    $425,000 Sold May 13, 2025

    • 1,916 Sq Ft
    • $222/SF
    • 11 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2006

    1670 Fort Braddock Ct, Winchester, VA 22601

    Immediately available. Move in Ready with no HOA! Quiet neighborhood that's close to shopping, groceries, hospitals and medical care, and much more. This is a very nice well-kept home on the end of a cul-de-sac with plenty of parking and enjoying the new side yard patio for your BBQ's which has trees on the side for privacy. Summer trees give plenty of privacy. There is a Second patio off the

    Rocco Christoff United Real Estate Premier

    1670 Fort Braddock Ct, Winchester, VA 22601
    • /21

      Est $391,514 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,388 Sq Ft

      2627 Stonegate Dr, Winchester, VA 22601

      2627 Stonegate Dr, Winchester, VA 22601
  • /42

    $769,900

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

    1049 Laurel Grove Rd, Winchester, VA 22602

    Nestled at the end of a peaceful cul-de-sac, this stunning, property offers the perfect blend of seclusion and community living. This custom-designed home offers three bedrooms and three bathrooms, with the convenience of main-level living. Surrounded by lush woodlands and boasting breathtaking views of both trees and mountains, this property is ideal for those seeking a tranquil retreat that

    LESLIE WEBB Long & Foster Real Estate, Inc.

    1049 Laurel Grove Rd, Winchester, VA 22602
  • /45

    $341,000 Sold May 12, 2025

    • 1,943 Sq Ft
    • $176/SF
    • 4 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1961

    120 Maloy Dr, Winchester, VA 22602

    SPACIOUS AND AFFORDABLE! BRICK HOME WITH A FULL BASEMENT. ON A BEAUTIFUL, WOODED .79-ACRE LOT. Near shopping and services, and a short drive to Rt 7, I-81 and downtown Winchester. Plenty of large rooms for relaxing and entertaining - a living room, two family rooms, a recreation room and an enclosed sun porch. Two brick, wood-burning fireplaces. Two bedrooms and 1 1/2 baths. The formal dining

    Teresa Strohmeyer ERA Oakcrest Realty, Inc.

    120 Maloy Dr, Winchester, VA 22602
    • /55

      Est $440,654 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,630 Sq Ft

      313 W Tevis St, Winchester, VA 22601

      313 W Tevis St, Winchester, VA 22601
  • /51

    $720,000

    • 3 Beds
    • 2 Baths
    • 2,250 Sq Ft

    881 Adams Rd, Winchester, VA 22603

    Welcome to this exquisite 3-bedroom, 2-bath rancher nestled on nearly 9 private acres, offering 2,250 square feet of refined living space and unmatched serenity. From the moment you enter, you'll be captivated by the elegance of rich wood floors, 9-foot ceilings, and exquisite crown molding with wide baseboards throughout. The great room is a true showstopper, featuring vaulted ceilings and a

    Kimberly Schroeder Long & Foster Real Estate, Inc.

    881 Adams Rd, Winchester, VA 22603
  • /28

    $315,000 Sold May 12, 2025

    • 1,059 Sq Ft
    • $297/SF
    • 6 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1961

    540 Hollingsworth Dr, Winchester, VA 22601

    Charming 3-Bedroom Rancher in the Heart of Winchester!This adorable one-level home offers 3 bedrooms and 1 full bath, with beautiful hardwood floors throughout. The kitchen features granite countertops and plenty of natural light. Enjoy a spacious, fenced backyard—perfect for entertaining or relaxing. Located just steps from downtown Winchester and directly across the street from scenic walking

    Deborah Matthews ERA Oakcrest Realty, Inc.

    540 Hollingsworth Dr, Winchester, VA 22601
    • /24

      Est $253,110 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,024 Sq Ft

      2651 Limestone Ct, Winchester, VA 22601

      2651 Limestone Ct, Winchester, VA 22601
  • /6

    $4,000,000

    • Land
    • 27 Acres
    • $147,059 per Acre

    0 N Frederick Pike Unit VAWI2007698, Winchester, VA 22603

    Unprecedented Development Opportunity, County of Frederick, 27.2 acres in land use plan for high density rezoning (RP) and development (currently zoned RA, will require rezoning). Ideal townhouse and apartment project. Gateway to downtown Old Town Winchester. Public utilities to site. Truly a catalyst development opportunity, located in the fast growing metropolitan area in Virginia. Voted #1

    Gillian Greenfield Coldwell Banker Premier

    0 N Frederick Pike Unit VAWI2007698, Winchester, VA 22603
  • /50

    $352,500 Sold May 12, 2025

    • 1,120 Sq Ft
    • $315/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2024

    116 Fawn Trail, Winchester, VA 22602

    Move-In Ready & Like New! Completed in 2024, this beautifully maintained home offers the perfect blend of rural tranquility and neighborhood convenience on over of an acre. Nestled at the end of a quiet street and surrounded by trees, this 3-bedroom, 2-bath split foyer is a peaceful retreat.Step inside to an inviting open floor plan with durable luxury vinyl plank flooring throughout the main

    Jeanne Mezzatesta Colony Realty

    116 Fawn Trail, Winchester, VA 22602
    • /25

      Est $263,966 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,145 Sq Ft

      2668 Limestone Ct, Winchester, VA 22601

      2668 Limestone Ct, Winchester, VA 22601

Showing Results 401 - 440, Page 11 of 18

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