37,094

Winchester, VA Homes

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  • /76

    $989,000

    • 4 Beds
    • 3.5 Baths
    • 4,152 Sq Ft

    137 Old Forest Cir, Winchester, VA 22602

    Nestled in the highly sought-after Stonebrook neighborhood, this incredibly quiet wooded property offers the perfect blend of privacy and convenience. This 2.6 acre estate provides a peaceful country setting while remaining close to modern amenities.Step inside and discover a thoughtfully updated home featuring 4 bedrooms and 3.5 bathrooms. The inviting living spaces include a warm and

    Melissa Perozich Century 21 Redwood Realty

    137 Old Forest Cir, Winchester, VA 22602
  • /13

    $2,000 Per Month

    • 800 Sq Ft
    • Condo for Rent

    2971 Valley Ave, Winchester, VA 22601

    Fully furnished loft style apartments. Lower level consists of living room, dining room, kitchen and bath. The bedroom is on the second level. These are full furnished units that allow pets. Perfect all inclusive rental. Owners pays for everything to include cable and internet. These units can be rented weekly also

    Meridee Powars Link Realty Services LLC

    2971 Valley Ave, Winchester, VA 22601
  • /63

    $365,000

    Sold Apr 20, 2026

    508 Grouse Dr, Winchester, VA 22602

    • 3 Beds
    • 2.5 Baths
    • 2,520 Sq Ft
    • Built 2025

    Last Sold Summary

    • $145/SF
    • 104 Days On Market

    Last Listing Agent Steve DuBrueler Coldwell Banker Premier

    508 Grouse Dr, Winchester, VA 22602
    • /64

      Not Listed For Sale

      151 Mccormick Cir Unit 200, Winchester, VA 22602

      • 2 Beds
      • 2 Baths
      • 1,333 Sq Ft
      • Built 2024
      151 Mccormick Cir Unit 200, Winchester, VA 22602

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Rhonda Shade ERA Oakcrest Realty, Inc.

  • /17

    $404,990

    New Construction
    • 3 Beds
    • 4 Baths
    • 1,905 Sq Ft

    134 Swansong Place, Winchester, VA 22603

    The three-level Skyline model masterfully combines a traditional exterior with a contemporary, open-concept floor plan. On the main level, you’ll find an expansive living room, bathed in natural light from numerous windows, flows effortlessly into the dining area and kitchen. The kitchen is designed with an L-shaped countertop and an island that borders the dining room. A cozy nook serves as a

    Brookfield Residential Builder
    134 Swansong Place, Winchester, VA 22603
  • /12

    $1,150

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    22 Peyton St Unit 3, Winchester, VA 22601

    22 Peyton St Unit 3, Winchester, VA 22601
  • /145

    $1,500,000

    Sold Oct 28, 2025

    731 Apple Pie Ridge Rd, Winchester, VA 22603

    • 4 Beds
    • 3.5 Baths
    • 4,304 Sq Ft
    • Built 1790

    Last Sold Summary

    • $349/SF
    • 5 Days On Market

    Current Estimated Value $1,270,473

    Last Listing Agent Ann Smith Berkshire Hathaway HomeServices PenFed Realty

    731 Apple Pie Ridge Rd, Winchester, VA 22603
    • /22

      Not Listed For Sale

      3144 Eton Place, Winchester, VA 22601

      • 3 Beds
      • 2.5 Baths
      • 1,916 Sq Ft
      • Built 2024
      3144 Eton Place, Winchester, VA 22601

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Brittany Newman DRB Group Realty, LLC

  • /7

    $4,000,000

    Under Contract
    • Land
    • 27.2 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
  • /49

    $1,850 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,080 Sq Ft
    • House for Rent

    2251 Senseny Rd, Winchester, VA 22602

    3 Bedroom 1 1/2 bathroom ranch style home located just minutes away from everything Winchester has to offer! This home has an attached carport and other additional parking in the gravel driveway. Hardwood flooring throughout! Washer and dryer are located in the basement partial bath. One of the bedrooms leads to a back porch. Basement has partial room layout but is not finished - great storage

    Barbara Gaul Jim Barb Realty, Inc.

    2251 Senseny Rd, Winchester, VA 22602
  • /58

    $929,200

    Sold Mar 27, 2026

    240 Glendobbin Rd, Winchester, VA 22603

    • 6 Beds
    • 3.5 Baths
    • 3,848 Sq Ft
    • Built 2004

    Last Sold Summary

    • 7% Below List Price
    • $241/SF
    • 8 Days On Market

    Current Estimated Value $954,283

    Last Listing Agent Lori Bales Keller Williams Realty

    240 Glendobbin Rd, Winchester, VA 22603
    • /11

      Not Listed For Sale

      0 Cedar Grove Rd Unit VAFV2034484, Winchester, VA 22603

      0 Cedar Grove Rd Unit VAFV2034484, Winchester, VA 22603

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Kerry Wysong Long & Foster Real Estate, Inc.

  • /22

    $269,000

    • Land
    • 42,253 Sq Ft
    • $277,320 per Acre

    823 Armistead St, Winchester, VA 22601

    *** Price shown is for lot only. Seller is willing to assist Buyer in building this beautiful home plandesigned by Seller customized for this lot and optimized for cost effective construction. Closingon the lot may occur upon issuance of the Building Permit in Buyer’s name by the City ofWinchester. ***This modern farmhouse style home includes 5,630 square feet of living space

    Janet Flaherty Keller Williams Realty

    823 Armistead St, Winchester, VA 22601
  • /8

    $1,395

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,115 Sq Ft
    • Townhouse for Rent

    305 S Kent St, Winchester, VA 22601

    Pictures coming soon Great historic duplex with 2 bedrooms 1 bath, large rooms, a bonus room, warm gas heat, partial unfinished basement and a deck with a small yard all in the heart of downtown Winchester. Walk to take in all the rich history Winchester has to offer, The Handley Library, museums, the walking mall and all the great shops, cafes, pubs. Gas heat, water split with 307 2

    305 S Kent St, Winchester, VA 22601
  • /66

    $360,000

    Sold Apr 10, 2026

    113 Worsham Terrace, Winchester, VA 22602

    • 3 Beds
    • 4 Baths
    • 1,760 Sq Ft
    • Built 2011

    Last Sold Summary

    • $205/SF
    • 3 Days On Market

    Current Estimated Value $361,398

    Last Listing Agent Nicole Lewis Coldwell Banker Premier

    113 Worsham Terrace, Winchester, VA 22602
    • /34

      Not Listed For Sale

      116 Munsee Cir, Winchester, VA 22602

      • 5 Beds
      • 4 Baths
      • 2,968 Sq Ft
      • Built 2025
      116 Munsee Cir, Winchester, VA 22602

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Brooks Sears Pearson Smith Realty, LLC

  • /40

    $399,990

    New Construction $15K PRICE DROP Pending
    • 4 Beds
    • 3.5 Baths
    • 1,920 Sq Ft

    1821 Harvest Dr, Winchester, VA 22601

    1821 Harvest Drive is an attractive new 3 level townhome with full brick front in Winchester, VA – ready to move in! Our modern Adams II floorplan features a 1-car garage, and 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, soft-close grey cabinets & drawers, and

    Brooks Sears Pearson Smith Realty, LLC

    1821 Harvest Dr, Winchester, VA 22601
  • /15

    $2,195 Per Month

    • 4 Beds
    • 3.5 Baths
    • 1,889 Sq Ft
    • Townhouse for Rent

    178 Sioux Loop, Winchester, VA 22602

    Brand-New 3-Level Townhome – Move-In Ready!Welcome to this stunning brand-new interior townhome in the sought-after Retreat at Winding Creek community in Winchester. Thoughtfully designed with modern finishes and an open-concept layout, this beautiful 3-bedroom, 2.5-bath home offers the perfect blend of style, comfort, and convenience.Spanning three spacious levels, this newly constructed

    Vijaya Rallabandi Partners Real Estate

    178 Sioux Loop, Winchester, VA 22602
  • /25

    $281,000

    Sold Dec 19, 2025

    230 Shenandoah Trail, Winchester, VA 22602

    • 2 Beds
    • 2 Baths
    • 1,393 Sq Ft
    • Built 1975

    Last Sold Summary

    • $202/SF
    • 76 Days On Market

    Current Estimated Value $291,724

    Last Listing Agent Wayne Wilson Thomas and Talbot Estate Properties, Inc.

    230 Shenandoah Trail, Winchester, VA 22602
    • /19

      Not Listed For Sale

      134 Webster Ct, Winchester, VA 22603

      • 3 Beds
      • 3 Baths
      • 2,264 Sq Ft
      • Built 2025
      134 Webster Ct, Winchester, VA 22603

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  • /48

    $389,999

    • 3 Beds
    • 2 Baths
    • 1,368 Sq Ft

    709 Dicks Hollow Rd, Winchester, VA 22603

    Exceptional value meets impeccable quality! From the bright, welcoming entryway to the beautifully crafted living spaces, every detail of this home speaks to superior craftsmanship. Perfect for discerning buyers seeking a flawless blend of style and convenience, this property presents a rare window of opportunity. Schedule your showing today and secure this incredible home before it’s gone!

    Fehiber Rosario NBI Realty, LLC

    709 Dicks Hollow Rd, Winchester, VA 22603
  • /17

    $2,400

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • House for Rent

    2066 Honeysuckle Ln, Winchester, VA 22601

    Immaculate home now available for rent in sought after ORCHARD HILL SUBDIVISION! 3 spacious bedrooms, ample storage space with several walk in closets, all appliances convey including washer/dryer. Sun room with cathedral ceilings and atrium doors to exit onto the rear brick patio, storage shed, small garden, and so much more! VAR or NVAR rental application with $50 per person application fee

    2066 Honeysuckle Ln, Winchester, VA 22601
  • /29

    $374,990

    Sold Jun 02, 2026

    221 Monteith Dr, Winchester, VA 22601

    • 3 Beds
    • 3.5 Baths
    • 1,784 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 9% Below List Price
    • $210/SF
    • 87 Days On Market

    DRB Homes Village at Valor Crossing - Townhomes

    221 Monteith Dr, Winchester, VA 22601
    • /18

      Not Listed For Sale

      118 Wagtail Ln, Winchester, VA 22603

      • 2 Beds
      • 2 Baths
      • 1,670 Sq Ft
      • Built 2025
      118 Wagtail Ln, Winchester, VA 22603

      Last Sold Summary

      • 47 Days On Market

      Last Listing Agent Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  • /22

    $384,990

    New Construction $10K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 1,893 Sq Ft

    111 Heirloom Way, Winchester, VA 22603

    Move‐in ready and designed for the life you want to live.Enjoy effortless main‐level living in Hiatt Pointe at Snowden Bridge, a gated 55+ active adult community where comfort meets connection. This low‐maintenance villa offers a serene primary suite and laundry on the entry level, a screened rear porch for relaxing mornings and evenings, and a one‐car garage for everyday

    Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

    111 Heirloom Way, Winchester, VA 22603
  • /15

    $1,350 Per Month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Townhouse for Rent

    204 E Whitlock Ave, Winchester, VA 22601

    Conveniently located near Downtown Winchester, Shenandoah University, shopping, restaurants, and other everyday amenities, this well-maintained 2-bedroom, 1-bath townhome offers comfortable living with plenty of functional space. The main and upper levels feature hardwood flooring, while the updated eat-in kitchen has durable vinyl flooring. Exceptional closet space throughout the home provides

    Meghan Pachas MAP Property Solutions, LLC.

    204 E Whitlock Ave, Winchester, VA 22601
  • /2

    $325,000

    Sold Mar 12, 2026

    114 Harrison Ln, Winchester, VA 22602

    • 2 Beds
    • 1 Bath
    • 1,111 Sq Ft
    • Built 1955

    Last Sold Summary

    • 3% Below List Price
    • $293/SF

    Current Estimated Value $343,534

    Last Listing Agent Tracie Clawson ERA Oakcrest Realty, Inc.

    114 Harrison Ln, Winchester, VA 22602
    • /52

      Not Listed For Sale

      160 Munsee Cir, Winchester, VA 22602

      • 4 Beds
      • 3.5 Baths
      • 1,889 Sq Ft
      • Built 2025
      160 Munsee Cir, Winchester, VA 22602

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Brooks Sears Pearson Smith Realty, LLC

  • /2

    $215,000

    • Land
    • 26,571 Sq Ft
    • $352,459 per Acre

    40 Huntersridge Rd, Winchester, VA 22602

    A rare offering in the established Oakdale Crossing Community. This 0.61 acre-lot boasts a flat topography, tucked on a quiet cul-de-sac, and framed with large lush trees. Enjoy the perfect blend of seclusion and proximity with a short drive to the Winchester Country Club, Jim Barnett Park, Major shopping & dining, and the downtown walking mall. + prime location for commuters with easy access to

    Jocelyn Tweedie Hunt Country Sotheby's International Realty

    40 Huntersridge Rd, Winchester, VA 22602
  • /20

    $2,495

    Total Monthly Price

    • 4 Beds
    • 2 Baths
    • 1,585 Sq Ft
    • House for Rent

    332 Shawnee Ave, Winchester, VA 22601

    Updated Photos Coming SoonDon't miss this beautiful 4 Bedroom 2 Bath home nestled on a quite street just minutes from everything. This home offers spacious rooms, large bedroom on the main level, washer and dryer hook up, full unfinished basement, large yard and an alley that offers off street parking. New kitchen cabinets, counter tops, appliances, hardwood floors throughout the main level.

    332 Shawnee Ave, Winchester, VA 22601
  • /20

    $529,990

    Sold Jan 12, 2026

    109 Sunflower Way, Winchester, VA 22603

    • 3 Beds
    • 2 Baths
    • 2,264 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $234/SF
    • 24 Days On Market

    Brookfield Residential Hiatt Pointe at Snowden Bridge - 55+ Garden Homes Collection

    109 Sunflower Way, Winchester, VA 22603
    • /15

      Not Listed For Sale

      634 Hemsworth Ln, Winchester, VA 22601

      • 3 Beds
      • 2.5 Baths
      • 1,916 Sq Ft
      • Built 2025
      634 Hemsworth Ln, Winchester, VA 22601

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Brittany Newman DRB Group Realty, LLC

  • /72

    $565,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,846 Sq Ft

    109 Artillery Rd, Winchester, VA 22602

    Welcome home to this beautifully updated 4-bedroom Colonial situated on a large corner lot in a highly desirable commuter location just off Route 7. From top to bottom, this home has been thoughtfully improved, offering the perfect blend of modern updates and timeless charm. The newly updated kitchen features brand-new quartz countertops, all-new stainless steel appliances, including a gas range

    Traci Shoberg Samson Properties

    109 Artillery Rd, Winchester, VA 22602
  • /14

    $2,785 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,953 Sq Ft
    • House for Rent

    113 Yurok Ct, Winchester, VA 22602

    Newly built 4 bedroom, 2.5 bathroom house in Winchester's newest convenient community called Retreat at Winding Creek, entrance located on Route 7, east of Winchester. This newly built 2025 single family home includes many amenities: central air/heat, dishwasher, hardwood floors, community pool, stainless steel appliances, modern kitchen with center island, modern bathrooms, washer dryer on upper

    Amira Khater EXP Realty, LLC

    113 Yurok Ct, Winchester, VA 22602
  • /6

    $376,000

    Sold Sep 17, 2025

    110 Kingsland Ct, Winchester, VA 22602

    • 4 Beds
    • 2.5 Baths
    • 1,934 Sq Ft
    • Built 1990

    Last Sold Summary

    • $194/SF
    • 0 Days On Market

    Current Estimated Value $384,526

    Last Listing Agent Shane Bowman RE/MAX Roots

    110 Kingsland Ct, Winchester, VA 22602
    • /5

      Not Listed For Sale

      122 Wagtail Ln, Winchester, VA 22603

      • 3 Beds
      • 3 Baths
      • 2,999 Sq Ft
      • Built 2025
      122 Wagtail Ln, Winchester, VA 22603

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

  • /47

    $479,000

    Open Sat 9AM - 12PM
    • 4 Beds
    • 3 Baths
    • 2,366 Sq Ft

    104 Foxglove Dr, Winchester, VA 22602

    Welcome to 104 Foxglove Drive, a beautifully updated, move-in-ready home offering 4 bedrooms, 3 full baths, and two spacious living areas, providing plenty of room for everyday living, entertaining, or accommodating guests. From the moment you arrive, you'll appreciate the care and pride of ownership that shines throughout. Major improvements have already been completed, allowing you to move in

    Kristina Towns Weichert Realtors - Blue Ribbon

    104 Foxglove Dr, Winchester, VA 22602
  • /23

    $2,350

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • 1,200 Sq Ft
    • August Only: 1st Month Free with Move-in by 8/30: Downtown Winchester Living – Fully Renovated 3-...

    213 N Kent St, Winchester, VA 22601

    Experience the best of downtown living in this beautifully remodeled upper-level apartment located at 213 N. Kent Street in the heart of Historic Downtown Winchester. Offering over 1,200 square feet of thoughtfully updated living space, this spacious home features 3 bedrooms, 3 bathrooms, and durable hard-surface flooring throughout.The modern kitchen features updated finishes and

    213 N Kent St, Winchester, VA 22601
  • /80

    $575,000

    Sold Feb 24, 2026

    3782 Wardensville Grade, Winchester, VA 22602

    • 5 Beds
    • 4 Baths
    • 3,432 Sq Ft
    • Built 1985

    Last Sold Summary

    • $168/SF
    • 152 Days On Market

    Current Estimated Value $603,016

    Last Listing Agent Amanda Gulla Preslee Real Estate

    3782 Wardensville Grade, Winchester, VA 22602
    • /24

      Not Listed For Sale

      110 Manasquan Way, Winchester, VA 22602

      • 4 Beds
      • 2.5 Baths
      • 1,953 Sq Ft
      • Built 2025
      110 Manasquan Way, Winchester, VA 22602

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Brooks Sears Pearson Smith Realty, LLC

Showing Results 241 - 280, Page 7 of 18

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