12,703

Winchester, VA Homes

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  • /33

    $310,000 Sold Apr 23, 2025

    • 1,344 Sq Ft
    • $231/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2021

    516 Highland Ave, Winchester, VA 22601

    Welcome to your brand-new dream home! This beautifully crafted new construction offers modern style, quality craftsmanship, and thoughtful design throughout. From the moment you step onto the charming front porch, you'll be captivated by the home's inviting curb appeal.Inside, the open floor plan creates a seamless flow, perfect for entertaining and everyday living. Gorgeous LVP flooring extends

    Christopher Urick Samson Properties

    516 Highland Ave, Winchester, VA 22601
    • /76

      Est $478,342 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,095 Sq Ft

      2316 Tower Ave, Winchester, VA 22601

      2316 Tower Ave, Winchester, VA 22601
  • /34

    $349,900 Under Contract

    • 3 Beds
    • 1.5 Baths
    • 1,330 Sq Ft

    303 Beechcroft Rd, Winchester, VA 22601

    Enjoy the ease of single-story living in this spacious brick rancher, ideally located just minutes from all the in-town amenities Winchester has to offer. Set on a lovely lot with mature trees in the backyard, this home offers both comfort and convenience in a timeless layout.Relax on the welcoming front porch, perfect for morning coffee or evening chats, and enjoy the practical benefits

    Bradley Comstock ERA Oakcrest Realty, Inc.

    303 Beechcroft Rd, Winchester, VA 22601
  • /29

    $300,000 Sold Apr 23, 2025

    • 1,451 Sq Ft
    • $207/SF
    • 9 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1945

    236 Opequon Ave, Winchester, VA 22601

    Come to see this cute cap code the owner took great care, first level has two bedroom and a full bathroom,Living room, dining area and kitchen. The basement has a full bathroom and a family room,Hardwood floor in the main level,huge driveway and a nice backyard.

    Luis Cruz Spring Hill Real Estate, LLC.

    236 Opequon Ave, Winchester, VA 22601
    • /56

      Est $577,596 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,842 Sq Ft

      908 Crestview Terrace, Winchester, VA 22601

      908 Crestview Terrace, Winchester, VA 22601
  • /61

    $399,900 Under Contract

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft

    121 E James St, Winchester, VA 22601

    If your goal is to have an easy walk to Old Town Winchester, this is the home for you! Built in the early 1900's and full of charm!! The family room addition was done in1971 and is absolutely amazing!! Featuring 4 bedroom and 2 baths with approximately 2200 finished square feet!! Heating and air conditioning has been recently updated. The downstairs openness and light is incredible for this age

    Lisa Gill ERA Oakcrest Realty, Inc.

    121 E James St, Winchester, VA 22601
  • /41

    $591,000 Sold Apr 21, 2025

    • 2,005 Sq Ft
    • $295/SF
    • 2 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1950

    127 Academy Ln, Winchester, VA 22601

    This house is pure charm with a long list of attributes, and located in Academy Heights makes it walking distance from Old Town. Originally built in 1950, the home was beautifully renovated a few years ago. The façade is a handsome combination of brick, stone, and siding, and is augmented by tasteful landscaping. Inside is the picture of fresh, light, and airy with fetching details like

    Dan Whitacre Colony Realty

    127 Academy Ln, Winchester, VA 22601
    • /54

      Est $631,981 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,923 Sq Ft

      2646 Stoneridge Rd, Winchester, VA 22601

      2646 Stoneridge Rd, Winchester, VA 22601
  • /30

    $387,900 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,431 Sq Ft

    1826 Kershaw Ln, Winchester, VA 22601

    This charming one-level home is perfectly situated in one of Winchester's desirable 55+ senior communities, Willow Lawn Cottages. Great home....first time on the market,featuring two spacious bedrooms, two full bathrooms, hardwood floors & vaulted ceilings. The open and inviting floor plan will make your new home ideal for both daily living and entertaining. The large primary suite offers

    Jeff Webber Long & Foster Real Estate, Inc.

    1826 Kershaw Ln, Winchester, VA 22601
  • /27

    $319,000 Sold Apr 21, 2025

    • 1,292 Sq Ft
    • $247/SF
    • 2 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1960

    556 Eagle Dr, Winchester, VA 22601

    Welcome home to 556 Eagle Drive! The at home feeling you're going to get when you walk into this house is going to make you never want to leave! On the main floor is a large eat-in kitchen and spacious living room. Conveniently located right down the hall is all three bedrooms and a full bathroom. Moving down stairs in this home you will see your generously sized bonus room! Right off of the

    Ashley Wise Keller Williams Realty Advantage

    556 Eagle Dr, Winchester, VA 22601
    • /90

      Est $645,910 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,042 Sq Ft

      953 Meadow Ct, Winchester, VA 22601

      953 Meadow Ct, Winchester, VA 22601
  • /36

    $284,900 Under Contract

    • 2 Beds
    • 1 Bath
    • 813 Sq Ft

    516 Hollingsworth Dr, Winchester, VA 22601

    Location & Lifestyle Highlights for 516 Hollingsworth Drive, Winchester, VANestled in one of Winchester’s most sought-after neighborhoods, 516 Hollingsworth Drive offers more than just a beautiful home; it offers a lifestyle. Enjoy direct access to scenic walking and biking trails, including the popular Green Circle Trail, which winds through town and links several parks and historic

    Chris Zarou Pearson Smith Realty, LLC

    516 Hollingsworth Dr, Winchester, VA 22601
  • /15

    $392,853 Sold Apr 17, 2025

    • 1,927 Sq Ft
    • $204/SF
    • 26 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2025

    632 Hemsworth Ln, Winchester, VA 22601

    **Final opportunity to own a home at The Lofts at Creekside**Step into the elegance of the Upton II, a home designed with high-end finishes and refined details. Enjoy the sleek look of stainless-steel appliances, luxurious quartz countertops, upgraded cabinets, upgraded lighting, and oak staircases, all highlighted by 9-ft ceilings. Unwind on your private back deck or use the spacious 2-car

    Brittany Newman DRB Group Realty, LLC

    632 Hemsworth Ln, Winchester, VA 22601
    • /62

      Est $699,433 Not Listed For Sale

      • 6 Beds
      • 5 Baths
      • 4,886 Sq Ft

      946 Meadow Ct, Winchester, VA 22601

      946 Meadow Ct, Winchester, VA 22601
  • /18

    $299,000 Under Contract

    • 2 Beds
    • 1.5 Baths
    • 1,186 Sq Ft

    711 E Cork St, Winchester, VA 22601

    Welcome home to 711 E. Cork Street! Centrally located in Winchester, VA. Enjoy the ease of access to downtown Winchester, Jim Barnett Park, shopping, and commuter routes. This 2 bedroom 1 1/2 bath detached home with brand new exterior update(new vinyl siding). Deeded right away provides access to rear of the property. The right of way is not the actual gravel driveway in place

    Jim Stafford ERA Oakcrest Realty, Inc.

    711 E Cork St, Winchester, VA 22601
  • /43

    $340,000 Sold Apr 14, 2025

    • 1,285 Sq Ft
    • $265/SF
    • 5 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1975

    2924 Grace St, Winchester, VA 22601

    Backyard oasis in the CITY.... Complete with koi pond! Bring your imagination and your green thumb. The shed complete with back porch and gardening tool shed has so much potential. I could see an incredible "she Shed" or man cave!! The inside has been renovated complete with a huge granite island, newer appliances, updated bathrooms, fresh paint and carpet. Roof was replaced within the last

    Kristen Kerns Roberts Realty Group, LLC

    2924 Grace St, Winchester, VA 22601
    • /62

      Est $649,326 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,419 Sq Ft

      2304 Stoneridge Rd, Winchester, VA 22601

      2304 Stoneridge Rd, Winchester, VA 22601
  • /18

    $269,900 Under Contract

    • 3 Beds
    • 1.5 Baths
    • 1,360 Sq Ft

    221 Boyd Ave, Winchester, VA 22601

    CHARMING HOME LOCATED CLOSE TO I-81 AND RT.7 HOME HAS 3 BEDROOMS WITH FULL BATH ON SECOND FLOOR AND HALF BATH ON FIRST. ADD YOUR PERSONAL TOUCHES AND MAKE THISA CUTE AND INVITING HOME. FRONT PORCH HAS BEEN GLASSED IN. PERFECT SPOT FOR YOUR MORNING COFFEE. **HOME BEING SOLD AS IS**

    Mary Hammond Jim Barb Realty Inc.

    221 Boyd Ave, Winchester, VA 22601
  • /37

    $433,500 Sold Apr 11, 2025

    • 1,938 Sq Ft
    • $224/SF
    • 1 Day On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1989

    413 George St, Winchester, VA 22601

    Step into elegance as you enter this remarkable 3BR 2.5 BA single family home on a quiet street in Winchester. Every inch has been thoughtfully designed, brimming with upgrades and impeccable taste. Highlights include contemporary lighting fixtures, a dream-worthy kitchen complete with beautiful stainless steel appliances including a new stove in 2023, granite countertops, shaker cabinets, and an

    Ryan Marquiss Marquiss Realty, LLC

    413 George St, Winchester, VA 22601
    • /48

      Est $683,031 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,529 Sq Ft

      2329 Stoneridge Rd, Winchester, VA 22601

      2329 Stoneridge Rd, Winchester, VA 22601
  • /28

    $299,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    946 Franklin St, Winchester, VA 22601

    REDUCED! Relax on the back decks overlooking a treed canopy yard. Cape code with fresh paint, laminate flooring , large walk-in closets on upper lever with sitting room and 1 bedroom plus attic storage. Main level has 2 bedrooms, bathroom, living room and kitchen with door to back decks and yard. Unfinished basement with plenty of room to expand and for storage. Home has NEW windows 2024, NEW

    Stan Dull The Wiley Companies, Inc.

    946 Franklin St, Winchester, VA 22601
  • /24

    $348,000 Sold Apr 11, 2025

    • 1,450 Sq Ft
    • $240/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1962

    540 Eagle Place, Winchester, VA 22601

    Welcome to this beautifully maintained one-level rambler, where comfort meets modern convenience in the heart of Forest Hills. Step inside to stunning hardwood floors that flow throughout the home, adding warmth and elegance to every space. The spacious living room, complete with a cozy fireplace, creates the perfect setting for relaxation or entertaining. The kitchen is a chef’s

    David Peña Corcoran McEnearney

    540 Eagle Place, Winchester, VA 22601
    • /79

      Est $710,803 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,394 Sq Ft

      2325 Stoneridge Rd, Winchester, VA 22601

      2325 Stoneridge Rd, Winchester, VA 22601
  • /14

    $324,900 Under Contract

    • 3 Beds
    • 1.5 Baths
    • 1,704 Sq Ft

    10 Richards Ave, Winchester, VA 22601

    Back on the market with updated baths and brand-new flooring in the enclosed porch! Welcome to this charming classic home located in the City of Winchester. Built in 1940, this home offers timeless appeal and craftsmanship. Inside, you'll find 3 bedrooms, 1.5 baths, and a versatile fourth room—ideal for a home office, guest room, or creative space. The main level greets you with a welcoming

    Lindsey Richardson ERA Oakcrest Realty, Inc.

    10 Richards Ave, Winchester, VA 22601
  • /21

    $390,000 Sold Apr 11, 2025

    • 1,536 Sq Ft
    • $254/SF
    • 2 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1999

    1839 Tilghman Ln, Winchester, VA 22601

    Situated very close to the main entrance for the subdivision in this 55+ community. Its the best location being across the street from the community center with ample parking. As you enter the home, A lovely wide hallway greets you. To the right is bedroom 2, nice sized, with walk in closet. Next is the bathroom with a walk in tub. Across the hall is the garage, next is the utility

    Holly McCaffrey Berkshire Hathaway HomeServices PenFed Realty

    1839 Tilghman Ln, Winchester, VA 22601
    • /23

      Est $628,415 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,921 Sq Ft

      2313 Stoneridge Rd, Winchester, VA 22601

      2313 Stoneridge Rd, Winchester, VA 22601
  • /36

    $349,900 Under Contract

    • 2 Beds
    • 2.5 Baths
    • 1,238 Sq Ft

    1312 S Kent St, Winchester, VA 22601

    Welcome to this beautifully maintained townhouse featuring 2 spacious bedrooms and 2.5 baths. The upstairs bonus room can be a guest bedroom, reading nook or office! Enjoy the convenience of both driveway parking and additional parking lot spaces. The modern kitchen boasts quartz countertops, a stylish backsplash, electric cooking, bamboo flooring, a pantry, and a reverse osmosis water

    Sheila Pack RE/MAX Roots

    1312 S Kent St, Winchester, VA 22601
  • /26

    $283,000 Sold Apr 10, 2025

    • 1,013 Sq Ft
    • $279/SF
    • 55 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1952

    252 Shenandoah Ave, Winchester, VA 22601

    NO HOA!!! This remodeled home has a great location on east side with only a short 10 minute walk to City Park, Old Town, or Shenandoah University. Five minute drive to Mall or Martins Grocery and other shopping. Only a quick trip to medical services and major commuter routes will have you saying, LOCATION LOCATION LOCATION. This 1,013 Sq Ft home includes the Sun Room which has central HEAT

    Leo Smith CENTURY 21 New Millennium

    252 Shenandoah Ave, Winchester, VA 22601
    • /51

      Est $563,300 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,919 Sq Ft

      2628 Windwood Dr, Winchester, VA 22601

      2628 Windwood Dr, Winchester, VA 22601
  • /28

    $359,900 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,132 Sq Ft

    211 Wood Ave, Winchester, VA 22601

    Charming Ranch-Style Home Near Winchester HospitalThis inviting ranch-style home is ready for you to make it your own! Ideally located near the hospital in the city of Winchester, it offers convenient main-level living with the added bonus of a fully finished basement. The spacious basement includes a full bathroom, a large recreation room, and a versatile bonus room—perfect for a home

    Paul Gallagher Colony Realty

    211 Wood Ave, Winchester, VA 22601
  • /15

    $391,297 Sold Apr 09, 2025

    • 2,074 Sq Ft
    • $189/SF
    • 85 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    623 Hemsworth Ln, Winchester, VA 22601

    **Final opportunity to own a home at The Lofts at Creekside**Step into the elegance of the Upton II, a home designed with high-end finishes and refined details and a 4ft rear extension, providing more square footage inside the home. Enjoy the sleek look of stainless-steel appliances, luxurious quartz countertops, upgraded cabinets, upgraded lighting, and oak staircases, all highlighted by

    Brittany Newman DRB Group Realty, LLC

    623 Hemsworth Ln, Winchester, VA 22601
    • /33

      Est $504,768 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,976 Sq Ft

      621 Bittersweet Ct, Winchester, VA 22601

      621 Bittersweet Ct, Winchester, VA 22601
  • /4

    $750,000 Under Contract

    • Land
    • 1.33 Acres
    • $563,910 per Acre

    903 N Loudoun St, Winchester, VA 22601

    Lot 2 is half in Winchester City (tax ID # 134003-35) at 903 N. Loudoun St., & half in Frederick County (tax ID #54-A-50.) Mixed use zoning HR & B2. The county side has a brick residential structure, address 909 Martinsburg Pk, and city half is cleared land/ lot. The total sq ftg is 108,325 (2 & half acres.) Road frontage on Loudoun & Martinsburg PIke is 250 feet. The rear of lot is

    Wendy Longerbeam Coldwell Banker Elite

    903 N Loudoun St, Winchester, VA 22601
  • /17

    $436,917 Sold Apr 09, 2025

    • 2,451 Sq Ft
    • $178/SF
    • 48 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2025

    621 Hemsworth Ln, Winchester, VA 22601

    Step into the elegance of the Upton II, a home with the 4th floor Loft and stunning rooftop terrace. It is a home designed with high-end finishes and refined details. Enjoy the sleek look of stainless-steel appliances, luxurious quartz countertops, upgraded cabinets, and upgraded lighting, all highlighted by 9-ft ceilings. Relax and enjoy the beautiful views of the Kernstown Battlefield. Unwind

    Brittany Newman DRB Group Realty, LLC

    621 Hemsworth Ln, Winchester, VA 22601
    • /47

      Est $591,581 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,662 Sq Ft

      601 Bittersweet Ct, Winchester, VA 22601

      601 Bittersweet Ct, Winchester, VA 22601
  • /34

    $349,900 Under Contract

    • 3 Beds
    • 1.5 Baths
    • 1,530 Sq Ft

    12 Montague Cir, Winchester, VA 22601

    Welcome to 12 Montague Circle — a recently updated 3-bedroom, 1.5-bath home tucked away in a quiet cul-de-sac in downtown Winchester. Enjoy the best of both worlds with a peaceful, private setting and immediate access to restaurants, shops, grocery stores, and all the charm the city has to offer. This recently renovated gem features a new roof and HVAC system, durable and modern LVP flooring, and

    Jon Fleming Weichert Realtors - Blue Ribbon

    12 Montague Cir, Winchester, VA 22601
  • /43

    $315,000 Sold Apr 08, 2025

    • 1,477 Sq Ft
    • $213/SF
    • 3 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1977

    913 Opequon Ave, Winchester, VA 22601

    Welcome home! This charming 4-bedroom, 1.5-bathroom home offers the perfect blend of comfort and convenience, nestled within city limits; perfect for first time home buyers and investors alike! The primary bedroom offers a peaceful retreat, complete with a half bath for added convenience. Three additional bedrooms provide room for everyone. The full bath includes a walk-in shower, making it an

    Laura White ERA Oakcrest Realty, Inc.

    913 Opequon Ave, Winchester, VA 22601
    • /58

      Est $403,862 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,394 Sq Ft

      612 Crestview Terrace, Winchester, VA 22601

      612 Crestview Terrace, Winchester, VA 22601
  • /20

    $219,900 Under Contract

    • 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
  • /31

    $310,000 Sold Apr 04, 2025

    • 1,380 Sq Ft
    • $225/SF
    • 12 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1985

    2117 Harvest Dr, Winchester, VA 22601

    Welcome to this move-in ready 3-bedroom, 1.5-bath townhome in the sought-after Orchard Hill neighborhood! Featuring hardwood floors & ceramic tile throughout the main level, an upgraded kitchen w/ granite counter tops and graphite SS appliances, and elegant crown molding & chair rail in the dining room, this home exudes warmth and character. The cozy wood-burning brick fireplace in the living

    Sarah Abderrazzaq Realty ONE Group Old Towne

    2117 Harvest Dr, Winchester, VA 22601

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