12,883

Winchester County, VA Homes

Section Image
  • /19

    $188,500

    Pending
    • 3 Beds
    • 1 Bath
    • 1,266 Sq Ft

    253 Opequon Ave, Winchester, VA 22601

    3-bedroom, 1-bath single-level home with 938 square feet, a full basement, located at 253 Opequon Ave in Winchester. This property needs a complete renovation, making it a solid opportunity for investors or buyers looking to customize a home to their vision. A new roof has already been installed, providing a head start on improvements. The full basement offers added storage and potential for

    Marisa Varley ERA Oakcrest Realty, Inc.

    253 Opequon Ave, Winchester, VA 22601
  • /10

    $1,495 Per Month

    • 3 Beds
    • 1 Bath
    • 6,578 Sq Ft
    • Townhouse for Rent

    203 E Whitlock Ave, Winchester, VA 22601

    Charming Renovated Townhome in the Heart of Downtown Winchester!This beautifully updated 3-bedroom, 1-bath townhome offers the perfect blend of historic charm and modern convenience. Featuring a fresh renovation throughout, the home boasts a stylish kitchen with new appliances, updated cabinetry, and a bright, open living space. Upstairs, you'll find two spacious bedrooms and a modern full

    Amy Emerson-Kerns Cambridge Premier Realty, LLC.

    203 E Whitlock Ave, Winchester, VA 22601
  • /55

    $640,000

    Sold Mar 16, 2026

    501 Jefferson St, Winchester, VA 22601

    • 5 Beds
    • 2.5 Baths
    • 3,420 Sq Ft
    • Built 1988

    Last Sold Summary

    • 1% Below List Price
    • $187/SF
    • 16 Days On Market

    Current Estimated Value $648,152

    Last Listing Agent Jeanne Mezzatesta Colony Realty

    501 Jefferson St, Winchester, VA 22601
    • /27

      Est $328,961

      Not Listed For Sale

      2939 S Pleasant Valley Rd, Winchester, VA 22601

      • 3 Beds
      • 1.5 Baths
      • 1,199 Sq Ft
      • Built 1986
      2939 S Pleasant Valley Rd, Winchester, VA 22601

      Last Sold Summary

      • 6% Above List Price
      • $259/SF
      • 2 Days On Market
      • Last Sold Price $310,000
      • Feb 16, 2024

      Last Listing Agent Anna Fox NextHome Realty Select

  • /2

    $199,900

    • Land
    • 6,969 Sq Ft
    • $1,249,375 per Acre

    1415 Ramseur Ln, Winchester, VA 22601

    Steve DuBrueler Coldwell Banker Premier

    1415 Ramseur Ln, Winchester, VA 22601
  • /19

    $1,700 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,280 Sq Ft
    • Townhouse for Rent

    2965 Sorrell Ct, Winchester, VA 22601

    New Price! Slightly older but lovely 3BR, 2 1/2 BA townhome conveniently located on south end of Winchester. Home has all new vinyl plank flooring and new carpeting on stairs. Kitchen has range, refrigerator, dishwasher, and built-in microwave with space for a small table or cabinet for extra storage. Just off the kitchen, there is pantry storage in the dining area. Access to the kitchen for

    Cindy Butler Virginia Property Group, Inc.

    2965 Sorrell Ct, Winchester, VA 22601
  • /8

    $225,000

    Sold Oct 17, 2025

    Lot 6 Cedar Creek Grade, Winchester, VA

    • Land
    • 5.99 Acres
    • $37,563 per Acre

    Last Sold Summary

    • 40 Days On Market

    Last Listing Agent Lori Bales Keller Williams Realty

    Lot 6 Cedar Creek Grade, Winchester, VA
    • /22

      Est $328,175

      Not Listed For Sale

      2935 S Pleasant Valley Rd, Winchester, VA 22601

      • 3 Beds
      • 1.5 Baths
      • 1,199 Sq Ft
      • Built 1986
      2935 S Pleasant Valley Rd, Winchester, VA 22601

      Last Sold Summary

      • 1% Above List Price
      • $271/SF
      • 66 Days On Market
      • Last Sold Price $324,900
      • Aug 26, 2024

      Last Listing Agent Anna Fox NextHome Realty Select

  • /45

    $382,500

    $3K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft

    540 Eagle Place, Winchester, VA 22601

    Great opportunity for a rental investment! This well-maintained one-level rancher is tucked away in a quiet cul-de-sac, offering both convenience and long-term potential. With its prime location within walking distance to the university and easy access to Route 81, downtown, and the Apple Blossom Mall, this property is ideal for investors or owner-occupants alike. Inside, you’ll find easy,

    Camryn Jeremiah NextHome Realty Select

    540 Eagle Place, Winchester, VA 22601
  • /30

    $3,100 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,960 Sq Ft
    • House for Rent

    420 Circle Dr, Winchester, VA 22601

    Welcome home to this beautifully maintained, nearly new 2-year-old home tucked away on a quiet cul-de-sac—offering the perfect blend of comfort, space, and modern style. Step inside to a sun-filled open floor plan designed for today’s lifestyle. The spacious great room seamlessly combines the kitchen , dining , and living areas, creating an inviting space for both everyday living and

    John Ginty Samson Properties

    420 Circle Dr, Winchester, VA 22601
  • /38

    $315,000

    Sold Apr 24, 2026

    1610 S Loudoun St, Winchester, VA 22601

    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1950

    Last Sold Summary

    • 2% Below List Price
    • $234/SF
    • 20 Days On Market

    Current Estimated Value $317,903

    Last Listing Agent Heloisa Amar Samson Properties

    1610 S Loudoun St, Winchester, VA 22601
    • /19

      Est $328,598

      Not Listed For Sale

      2927 S Pleasant Valley Rd, Winchester, VA 22601

      • 3 Beds
      • 1.5 Baths
      • 1,199 Sq Ft
      • Built 1983
      2927 S Pleasant Valley Rd, Winchester, VA 22601

      Last Sold Summary

      • 6% Above List Price
      • $258/SF
      • 21 Days On Market
      • Last Sold Price $309,900
      • Jan 29, 2024

      Last Listing Agent Anna Fox NextHome Realty Select

  • /36

    $299,900

    $20K PRICE DROP Under Contract
    • 3 Beds
    • 1 Bath
    • 1,086 Sq Ft

    126 S Euclid Ave, Winchester, VA 22601

    This 3-bedroom, 1 full bath home is ready for you to move right in! Entire inside has been freshly painted. As you enter, you'll see the spacious living room with LVP flooring. Kitchen with new LVP flooring, new stainless-steel stove, new stainless-steel hood vent, new stainless-steel refrigerator and an eating area. Beautiful full bath with tile shower. 3 great sized bedrooms with LVP flooring.

    Matt Kilmer Samson Properties

    126 S Euclid Ave, Winchester, VA 22601
  • /37

    $1,700 Per Month

    • 1 Bath
    • 650 Sq Ft
    • House for Rent

    402 S Loudoun St, Winchester, VA 22601

    History Meets Modern Day On the doorstep of Winchester’s Historic Pedestrian Mall a Modern Apartment awaits your occupancy. This historic all brick building has been completely restored with gleaming red roof and perfect all brick facades, all dating to 1900. Note the large front porch with inviting chic black rocking chairs. Step back in to time in the shared foyer space, with period fine

    Jen Richards MarketPlace REALTY

    402 S Loudoun St, Winchester, VA 22601
  • /50

    $415,000

    Sold Dec 01, 2025

    290 Green St, Winchester, VA 22601

    • 4 Beds
    • 3 Baths
    • 2,255 Sq Ft
    • Built 2002

    Last Sold Summary

    • $184/SF
    • 13 Days On Market

    Current Estimated Value $415,134

    Last Listing Agent Angela Duncan MarketPlace REALTY

    290 Green St, Winchester, VA 22601
    • /21

      Est $322,627

      Not Listed For Sale

      2922 S Pleasant Valley Rd, Winchester, VA 22601

      • 3 Beds
      • 1.5 Baths
      • 1,060 Sq Ft
      • Built 1986
      2922 S Pleasant Valley Rd, Winchester, VA 22601

      Last Sold Summary

      • 1% Below List Price
      • $307/SF
      • 12 Days On Market
      • Last Sold Price $325,000
      • Aug 22, 2024

      Last Listing Agent Anna Fox NextHome Realty Select

  • /20

    $434,990

    New Construction Pending
    • 4 Beds
    • 3.5 Baths
    • 2,094 Sq Ft

    110 Swansong Place, Winchester, VA 22603

    Brand-New, 4 bed End-Unit Townhome—Your Opportunity Is Almost Here!This beautifully designed 4-bedroom end-unit townhome is currently under construction and coming soon—now is the perfect time to make it yours! With special financing and closing cost assistance available, there’s no reason to wait.Set in the newest section of Snowden Bridge and backing to peaceful open space, this home

    Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

    110 Swansong Place, Winchester, VA 22603
  • /28

    $1,498 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,142 Sq Ft
    • Townhouse for Rent

    1016 Franklin St Unit 3, Winchester, VA 22601

    Beautiful Renovated 2 level Townhome, 2 master suites, 1& 1/2 bathroom with main level kitchen, dining and living room with large front and backyard with easy from parking, very good Rental price for two level , Completely Renovated, close to beautiful downtown and VRE rail station less than a mile, Winchester, off the I-81,exit 315. close to Blossom mall, City hospital, college, amazon

    Ram Beladia First American Real Estate

    1016 Franklin St Unit 3, Winchester, VA 22601
  • /83

    $650,000

    Sold Jan 21, 2026

    2708 Cassidy Ct, Winchester, VA 22601

    • 5 Beds
    • 3.5 Baths
    • 3,552 Sq Ft
    • Built 2010

    Last Sold Summary

    • $183/SF
    • 28 Days On Market

    Current Estimated Value $642,698

    Last Listing Agent Geri Deane Hunt Country Sotheby's International Realty

    2708 Cassidy Ct, Winchester, VA 22601
    • /23

      Est $351,476

      Not Listed For Sale

      2919 S Pleasant Valley Rd, Winchester, VA 22601

      • 3 Beds
      • 2 Baths
      • 1,388 Sq Ft
      • Built 1990
      2919 S Pleasant Valley Rd, Winchester, VA 22601

      Last Sold Summary

      • 1% Below List Price
      • $256/SF
      • 2 Days On Market
      • Last Sold Price $355,000
      • May 01, 2024

      Last Listing Agent Anna Fox NextHome Realty Select

  • /17

    $329,000

    Under Contract
    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    2952 Grace St, Winchester, VA 22601

    Charming one level, 3-bedroom, 1 full bath home conveniently located in the heart of Winchester. Recently remodeled with new flooring throughout, updated bathroom, and modern fixtures. Thoughtful updates make this home move-in ready and ideal for easy, single-level living. Close to shopping, dining, and commuter routes.

    Carolina Mosquera Weichert, REALTORS

    2952 Grace St, Winchester, VA 22601
  • /47

    $2,200 Per Month

    • 3 Beds
    • 3 Baths
    • 2,052 Sq Ft
    • Townhouse for Rent

    824 Appleseed Ct, Winchester, VA 22601

    Fully renovated in 2025—this move-in-ready 3-level townhouse checks all the boxes.Step inside to fresh flooring, neutral paint, and a bright, modern feel throughout. The updated kitchen features granite countertops, stylish cabinetry, and newer appliances, opening into a comfortable living space with a cozy wood-burning fireplace. All three bathrooms have been completely redone with clean,

    Marisa Varley ERA Oakcrest Realty, Inc.

    824 Appleseed Ct, Winchester, VA 22601
  • /36

    $430,000

    Sold Jul 16, 2025

    325 W Tevis St, Winchester, VA 22601

    • 3 Beds
    • 3 Baths
    • 1,830 Sq Ft
    • Built 1998

    Last Sold Summary

    • $235/SF
    • 4 Days On Market

    Current Estimated Value $417,030

    Last Listing Agent Danielle Carter Redfin Corporation

    325 W Tevis St, Winchester, VA 22601
    • /19

      Est $330,320

      Not Listed For Sale

      2951 S Pleasant Valley Rd, Winchester, VA 22601

      • 3 Beds
      • 1.5 Baths
      • 1,199 Sq Ft
      • Built 1989
      2951 S Pleasant Valley Rd, Winchester, VA 22601

      Last Sold Summary

      • 1% Above List Price
      • $272/SF
      • 4 Days On Market
      • Last Sold Price $326,000
      • Jul 25, 2024

      Last Listing Agent Anna Fox NextHome Realty Select

  • /27

    $310,000

    Coming Soon
    • 2 Beds
    • 1 Bath
    • 1,472 Sq Ft

    323 Fairview Ave, Winchester, VA 22601

    Welcome home to this beautifully updated 2-bedroom, 1-bath single-family residence offering charm, comfort, and modern upgrades throughout. From the inviting front porch to the spacious fenced backyard, this move-in ready home combines classic character with thoughtful renovations. Inside, you’ll find brand new LVP flooring on both levels and a completely renovated kitchen featuring ceramic tile

    Jeremy Browne EXP Realty, LLC

    323 Fairview Ave, Winchester, VA 22601
  • /10

    $1,400 Per Month

    • 2 Beds
    • 1 Bath
    • 1,693 Sq Ft
    • Townhouse for Rent

    412 Diehl St, Winchester, VA 22601

    Duplex on Diehl Street. 2 bedroom, 1 full bath now available for rent! Central air and heat. Pets considered case by case with monthly pet rent. VAR or NVAR application is fine w/ $50.00 app fee paid by cash or money order or you may apply online thru website.

    Mandie Gladwell OliveTree Property Group, LLC

    412 Diehl St, Winchester, VA 22601
  • /2

    $365,000

    Sold Mar 06, 2026

    126 N Euclid Ave, Winchester, VA 22601

    • 4 Beds
    • 3 Baths
    • 1,868 Sq Ft
    • Built 1951

    Last Sold Summary

    • 1% Below List Price
    • $195/SF
    • 49 Days On Market

    Current Estimated Value $362,625

    Last Listing Agent Marta Bingham Real Broker, LLC

    126 N Euclid Ave, Winchester, VA 22601
    • /19

      Est $329,661

      Not Listed For Sale

      2947 S Pleasant Valley Rd, Winchester, VA 22601

      • 3 Beds
      • 1.5 Baths
      • 1,199 Sq Ft
      • Built 1986
      2947 S Pleasant Valley Rd, Winchester, VA 22601

      Last Sold Summary

      • 5% Above List Price
      • $263/SF
      • 1 Day On Market
      • Last Sold Price $315,000
      • Mar 15, 2024

      Last Listing Agent Anna Fox NextHome Realty Select

  • /15

    $399,480

    New Construction Pending
    • 3 Beds
    • 4 Baths
    • 1,966 Sq Ft

    103 Marlow Ct, Winchester, VA 22602

    Rossum Crossing is Winchester's newest townhome community, which is located near shopping and dining. The St. Paul Townhome features 3 bedrooms, 2 1/2 baths, and a one-car garage. The main floor has an open-concept floorplan with a spacious family room that leads to a fully equipped kitchen. The kitchen has an island, pantry closet, and breakfast nook. This level also has a powder room. You can

    Dick Bryan New Home Star Virginia, LLC

    103 Marlow Ct, Winchester, VA 22602
  • /6

    $1,200 Per Month

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    434 N Kent St Unit 3, Winchester, VA 22601

    2 bedroom 1 bath 1st floor rental apartment. This is a month to month lease. Pets considered case by case. Tenant is responsible for electricity and water/sewer. Apply online thru listers website or NVAR or VAR rental application with $50 per person application fee.

    Misty Miller OliveTree Property Group, LLC

    434 N Kent St Unit 3, Winchester, VA 22601
  • /16

    $277,000

    Sold Mar 06, 2026

    2901 Sorrell Ct, Winchester, VA 22601

    • 3 Beds
    • 1.5 Baths
    • 1,332 Sq Ft
    • Built 2000

    Last Sold Summary

    • $208/SF
    • 76 Days On Market

    Current Estimated Value $275,856

    Last Listing Agent Amber Jenkins Century 21 Redwood Realty

    2901 Sorrell Ct, Winchester, VA 22601
    • /28

      Est $332,249

      Not Listed For Sale

      2943 S Pleasant Valley Rd, Winchester, VA 22601

      • 3 Beds
      • 2 Baths
      • 1,479 Sq Ft
      • Built 1962
      2943 S Pleasant Valley Rd, Winchester, VA 22601

      Last Sold Summary

      • 3% Below List Price
      • $232/SF
      • 14 Days On Market
      • Last Sold Price $342,500
      • Mar 21, 2025

      Last Listing Agent Anna Fox NextHome Realty Select

  • /35

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 1,650 Sq Ft

    112 W Germain St, Winchester, VA 22601

    100-Year-Old Downtown Winchester Charmer – Fully Reimagined in 2025!This stunning, fully restored century-old home seamlessly blends historic charm with high-end modern upgrades in the heart of downtown Winchester. Completely taken down to the studs and rebuilt in 2025, every detail was thoughtfully executed—nothing was overlooked. Proudly recognized with the 2025 Preservation of Historic

    Amanda Magana RE/MAX Roots

    112 W Germain St, Winchester, VA 22601
  • /7

    $1,200 Per Month

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    434 N Kent St Unit 4, Winchester, VA 22601

    2 bedroom 1 bath 2nd floor rental apartment. This is a month to month lease. Pets considered case by case. Tenant is responsible for electricity and water/sewer. Apply online thru listers website or NVAR or VAR rental application with $50 per person application fee.

    Misty Miller OliveTree Property Group, LLC

    434 N Kent St Unit 4, Winchester, VA 22601
  • /2

    $565,000

    Sold Sep 16, 2025

    183 Omps Dr, Winchester, VA 22601

    • 4 Beds
    • 2.5 Baths
    • 2,617 Sq Ft
    • Built 1985

    Last Sold Summary

    • $216/SF

    Current Estimated Value $570,890

    Last Listing Agent Stuart Wolk ERA Oakcrest Realty, Inc.

    183 Omps Dr, Winchester, VA 22601
    • /13

      Est $360,307

      Not Listed For Sale

      2912 Grace St, Winchester, VA 22601

      • 3 Beds
      • 1.5 Baths
      • 1,248 Sq Ft
      • Built 1994
      2912 Grace St, Winchester, VA 22601

      Last Sold Summary

      • 7% Above List Price
      • $271/SF
      • 24 Days On Market
      • Last Sold Price $338,000
      • May 15, 2023

      Last Listing Agent Liz Rutherford ERA Oakcrest Realty, Inc.

  • /2

    $429,000

    Coming Soon
    • 2 Beds
    • 2 Baths
    • 1,031 Sq Ft

    118 1/2 E Cork St, Winchester, VA 22601

    Seeking the perfect blend of historic character and modern urban living? This exceptional Urban Lofts Condominium is just one and a half blocks from Winchester’s historic downtown walking mall, offering easy access to restaurants, bars, boutiques, and entertainment. Originally built in the 1900s, this beautifully updated home showcases exposed brick walls, timeless architectural charm, and

    Janet Flaherty Keller Williams Realty

    118 1/2 E Cork St, Winchester, VA 22601
  • /14

    $1,500 Per Month

    • 2 Beds
    • 1.5 Baths
    • 23,305 Sq Ft
    • Condo for Rent

    443 Millwood Ave Unit 5, Winchester, VA 22601

    Clean and updated 2-bedroom, 2-bath apartment ideally located near Shenandoah University and downtown Winchester. Features include a functional floor plan, in-unit washer and dryer, and two full bathrooms for added convenience. One assigned parking space conveys, plus street parking options nearby. Situated above commercial space with close proximity to local restaurants, shops, and major

    Rachel Olsen Keller Williams Realty

    443 Millwood Ave Unit 5, Winchester, VA 22601
  • /43

    $398,000

    Sold Mar 26, 2026

    216 W Cedarmeade Ave, Winchester, VA 22601

    • 3 Beds
    • 2 Baths
    • 1,823 Sq Ft
    • Built 1967

    Last Sold Summary

    • $218/SF
    • 1 Day On Market

    Current Estimated Value $396,247

    Last Listing Agent Sheila Pack RE/MAX Roots

    216 W Cedarmeade Ave, Winchester, VA 22601
    • /25

      Est $334,705

      Not Listed For Sale

      2817 Papermill Rd, Winchester, VA 22601

      • 3 Beds
      • 1.5 Baths
      • 1,248 Sq Ft
      • Built 1989
      2817 Papermill Rd, Winchester, VA 22601

      Last Sold Summary

      • 20% Above List Price
      • $224/SF
      • 12 Days On Market
      • Last Sold Price $280,000
      • Dec 15, 2023

      Last Listing Agent Anna Fox NextHome Realty Select

Showing Results 281 - 320, Page 8 of 18

How to Buy a Home How to Finance a Home How to Sell a Home