Winchester, VA Homes

• 

  

  

  /36

  $365,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,780 Sq Ft

  127 Shirley St, Winchester, VA 22601

  Comfortable living at this split-foyer home located in the heart of the City of Winchester. On the main level, you’ll find three bedrooms and a full bath. The lower level features a fourth bedroom plus a second full bath — ideal for guests, or a home office. Location is a standout. You’re just minutes from downtown dining, shopping, and community events, and enjoy easy access to schools, parks,

  

  Bradley Comstock

  ERA Oakcrest Realty, Inc.

  (540) 802-5087

  127 Shirley St, Winchester, VA 22601
• 

  

  

  /40

  $1,630 - $2,085 per month

  CARLS CORNER RESIDENTIAL

  1 - 2 Beds

  151 Hope Dr, Winchester, VA 22601

  This new mixed-use community is centrally located in Winchester with quick access to Routes 522 and I-81. Designed for modern, convenient living, Carl's Corner features three residential buildings and a standalone commercial complex.The community offers 18 one-bedroom and 60 two-bedroom apartments, all within walking distance of shopping centers and just minutes from restaurants

  151 Hope Dr, Winchester, VA 22601
• 

  

  

  /61

  $770,000 Sold Feb 25, 2026

  162 Janes Way, Winchester, VA 22602

  • 4 Beds
  • 3.5 Baths
  • 4,461 Sq Ft
  • Built 2001

  Last Sold Summary

  • $173/SF
  • 77 Days On Market

  Current Estimated Value $792,626

  Last Listing Agent Tanner Pack RE/MAX Roots

  162 Janes Way, Winchester, VA 22602
• 

  

  

  /40

  Est $224,999 Not Listed For Sale

  223 Baker St, Winchester, VA 22601

  • 2 Beds
  • 1 Bath
  • 1,107 Sq Ft
  • Built 1927

  223 Baker St, Winchester, VA 22601

  Last Sold Summary

  • 5% Above List Price
  • $194/SF
  • 4 Days On Market

  Last Sold Price $215,000

  Last Listing Agent Nici Hoffman Realty ONE Group Old Towne
• 

  

  

  /41

  $345,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,066 Sq Ft

  105 W Oates Ave, Winchester, VA 22601

  This beautifully updated and lovingly maintained home is located in the much loved heart of Winchester. Gleaming hardwood floors welcome you as soon as you enter and that is only the beginning! This sweet home is light filled and happy. Spacious living and dining areas with new recessed lights. The kitchen shines as well with updated lighting, new quartz countertops, sink, coffee bar and

  

  Layne Jensen

  CENTURY 21 New Millennium

  (540) 781-1560

  105 W Oates Ave, Winchester, VA 22601
• 

  

  /14

  $1,650 per month

  • 2 Beds
  • 1.5 Baths
  • 1,047 Sq Ft
  • Townhouse for Rent

  1105 Franklin St Unit 1105, Winchester, VA 22601

  2 levels TOWNHOUSE, 2 bathrooms and 2 bedroom with large walking closet, large living room and Eat in kitchen with new Laundry set, near I-81,Rt-70, Rt 50 and medical college, hospital, Amazon & many auto warehouses, TREK & many industrial companies, also 35 minutes to one hour drive for many NOVA SUBURB like Leesburg, Dulles airport, DC Metro, Tyson’s corner and Charleston casino and near by

  Ram Beladia First American Real Estate

  1105 Franklin St Unit 1105, Winchester, VA 22601
• 

  

  /48

  $335,200 Sold Jul 25, 2025

  128 Fox Dr, Winchester, VA 22601

  • 4 Beds
  • 3 Baths
  • 2,606 Sq Ft
  • Built 1961

  Last Sold Summary

  • $129/SF
  • 25 Days On Market

  Current Estimated Value $336,313

  Last Listing Agent MJ Frazier Serhant

  128 Fox Dr, Winchester, VA 22601
• 

  

  /8

  Est $234,100 Not Listed For Sale

  506 Fairmont Ave, Winchester, VA 22601

  506 Fairmont Ave, Winchester, VA 22601

  Last Sold Summary

  • 59% Above List Price
  • 269 Days On Market

  Last Sold Price $147,000

  Last Listing Agent Gail Farrace Colony Realty
• 

  

  /58

  $999,000 Open Sat 12PM - 3PM

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

  240 Glendobbin Rd, Winchester, VA 22603

  Nestled on a picturesque 7-acre lot, this Farmette is just minutes from downtown Winchester, offering the perfect blend of privacy, space, and convenience. Opportunities like this are rare—enjoy the tranquility of country living while remaining in one of the area’s most desirable and accessible locations.Inside, hardwood floors flow throughout the home, beginning with a grand entrance and

  

  Lori Bales

  Keller Williams Realty

  (540) 515-5065

  240 Glendobbin Rd, Winchester, VA 22603
• 

  

  /26

  $1,195 - $1,795 per month

  Fort Collier Terrace

  1 - 3 Beds

  900-1024 N Braddock St, Winchester, VA 22601

  Welcome to Fort Collier Terrace, an inviting community youll love being part of. Our apartments in Winchester, VA, come in one, two, and three-bedroom layouts that range from 800 to 1,000 square feet. Aside from the generous living quarters, youll find everything you need to feel right at home. Located near N Cameron Street and Martinsburg Pike, youre a stones throw away from the top dining,

  900-1024 N Braddock St, Winchester, VA 22601
• 

  

  /70

  $585,000 Sold Jun 06, 2025

  104 Quigley Ct, Winchester, VA 22602

  • 4 Beds
  • 2.5 Baths
  • 3,078 Sq Ft
  • Built 2004

  Last Sold Summary

  • $190/SF
  • 0 Days On Market

  Current Estimated Value $593,366

  Last Listing Agent Donna Anderson Samson Properties

  104 Quigley Ct, Winchester, VA 22602
• 

  

  /56

  Est $546,608 Not Listed For Sale

  123 Atoka Dr, Winchester, VA 22602

  • 5 Beds
  • 3.5 Baths
  • 2,164 Sq Ft
  • Built 1999

  123 Atoka Dr, Winchester, VA 22602

  Last Sold Summary

  • 2% Above List Price
  • $247/SF
  • 99 Days On Market

  Last Sold Price $535,000

  Last Listing Agent Andrew Hensley Samson Properties
• 

  

  /15

  $55,000 Pending

  • Land
  • 1.3 Acres
  • $42,308 per Acre

  LOT 152 Bobcat Trail, Winchester, VA 22602

  This lot is your perfect building spot if you are looking for the best views! Overlooking the mountain and plenty of semi cleared softly, sloped land, this lot is already perked for a 3 bedroom home and well site located. Originally three separate lots, it has been combined into a 1.3acre lot and is waiting for you to build your mountain retreat on.

  

  Kimberly Schroeder

  Long & Foster Real Estate, Inc.

  (540) 782-3211

  LOT 152 Bobcat Trail, Winchester, VA 22602
• 

  /2

  $2,350 per month

  • 3 Beds
  • 2 Baths
  • 1,291 Sq Ft
  • House for Rent

  216 Wood Ave, Winchester, VA 22601

  Beautiful rancher in the City. Near the hospital, shopping, downtown and the park!Newly painted walls, stained floors, updated kitchen and baths! Ready for you to move in. ***670+ credit scores required for all tenants 18+ years with recent, detailed credit report provided by potential tenant. W2's, background and job history to be checked. Security deposit and first month's rent due. No

  Sheila Pack RE/MAX Roots

  216 Wood Ave, Winchester, VA 22601
• 

  

  /40

  $520,000 Sold Jul 30, 2025

  116 Lenore Ln, Winchester, VA 22602

  • 5 Beds
  • 3 Baths
  • 2,489 Sq Ft
  • Built 2022

  Last Sold Summary

  • $209/SF
  • 34 Days On Market

  Current Estimated Value $531,376

  Last Listing Agent Christian Davis RE/MAX Executives

  116 Lenore Ln, Winchester, VA 22602
• 

  

  /31

  Est $415,007 Not Listed For Sale

  111 Senseny Glen Dr, Winchester, VA 22602

  • 3 Beds
  • 2.5 Baths
  • 1,786 Sq Ft
  • Built 1994

  111 Senseny Glen Dr, Winchester, VA 22602

  Last Sold Summary

  • 2% Above List Price
  • $227/SF
  • 54 Days On Market

  Last Sold Price $405,000

  Last Listing Agent Elizabeth Page Boxwell MarketPlace REALTY
• 

  

  /55

  $649,000 Under Contract

  • 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) 516-3824

  501 Jefferson St, Winchester, VA 22601
• 

  

  /22

  $1,450 - $1,800 per month

  Blue Ridge Apartments

  2 - 4 Beds

  2260 Wilson Blvd, Winchester, VA 22601

  Discover the perfect blend of comfort and convenience at Blue Ridge Apartments in Winchester, VA. Our recently updated homes feature a variety of floor plans. Nestled in a pet-friendly community, you're just minutes away from Winchester's scenic spots, historic downtown, Apple Blossom Mall, and major employers. With easy access to I-81 and Route 7, the best of Winchester is always within reach.

  2260 Wilson Blvd, Winchester, VA 22601
• 

  

  /39

  $425,000 Sold May 29, 2025

  265 Greenwood Rd, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 1,786 Sq Ft
  • Built 1994

  Last Sold Summary

  • $238/SF
  • 23 Days On Market

  Current Estimated Value $422,076

  Last Listing Agent Chanie Erb LPT Realty, LLC

  265 Greenwood Rd, Winchester, VA 22602
• 

  

  /37

  Est $371,090 Not Listed For Sale

  108 Meadowlark Ct, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1989

  108 Meadowlark Ct, Winchester, VA 22602

  Last Sold Summary

  • $275/SF
  • 4 Days On Market

  Last Sold Price $369,900

  Last Listing Agent Erika De Azagra ERA Oakcrest Realty, Inc.
• 

  

  /40

  $640,000

  • 6 Beds
  • 3.5 Baths
  • 3,192 Sq Ft

  162 Omps Dr, Winchester, VA 22601

  This exceptional residence is nestled in a popular neighborhood in Winchester, just moments from Winchester Medical Center. With almost 4,000 square feet of refined living space, this 6-bedroom, 3.5-bath home delivers the scale, comfort, and location today’s discerning buyer expects.Designed for both elegant entertaining and everyday ease, the home features expansive living areas filled with

  

  Kimberly Schroeder

  Long & Foster Real Estate, Inc.

  (540) 274-1014

  162 Omps Dr, Winchester, VA 22601
• 

  

  /35

  $2,325 per month

  • 3 Beds
  • 2 Baths
  • 11,522 Sq Ft
  • House for Rent

  163 Denny Ln, Winchester, VA 22603

  Excellent outdoor workspace and storage on the east side of Winchester just off Rt. 7, and minutes to I-81! This spacious property offers the perfect blend of comfort and functionality with three bedrooms and two full baths, all on one convenient level. The well-maintained ranch home features new carpet and fresh paint in the living room, primary bedroom, and hall bath. Engineered hardwood

  Kalyan Karki Pearson Smith Realty, LLC

  163 Denny Ln, Winchester, VA 22603
• 

  

  /24

  $327,000 Sold Aug 15, 2025

  827 Panther Dr, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 1,217 Sq Ft
  • Built 2025

  Last Sold Summary

  • $269/SF
  • 48 Days On Market

  Last Listing Agent Bradley Comstock ERA Oakcrest Realty, Inc.

  827 Panther Dr, Winchester, VA 22602
• 

  

  /43

  Est $417,409 Not Listed For Sale

  2365 Millwood Pike, Winchester, VA 22602

  • 4 Beds
  • 3 Baths
  • 2,003 Sq Ft
  • Built 1975

  2365 Millwood Pike, Winchester, VA 22602

  Last Sold Summary

  • 4% Above List Price
  • $200/SF
  • 4 Days On Market

  Last Sold Price $399,900

  Last Listing Agent Steve Mayes SG Property Services
• 

  

  /56

  $535,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,023 Sq Ft

  619 Farmington Blvd, Winchester, VA 22602

  The home is vacant, move-in ready, and includes pre-selected upgrades and a new-construction warranty. Welcome to this beautifully crafted new home by a respected local builder, offering over 2,000 square feet of thoughtfully designed living space in the desirable Sovereign Village community. The inviting open-concept main level features a spacious kitchen with a large island perfect for

  

  Bradley Comstock

  ERA Oakcrest Realty, Inc.

  (540) 318-1338

  619 Farmington Blvd, Winchester, VA 22602
• 

  

  /36

  $1,595 - $1,725 per month

  Fay Street Apartments

  1 - 3 Beds

  121 Fay St, Winchester, VA 22602

  Live on your own terms with Fay Street Apartments. Find the comfort and convenience you crave among our one, two, and three-bedroom residences, on our well-kept premises, and in the nearby, city of Winchester, VA in the Shenandoah Valley. The property is conveniently located near top employers like Shenandoah University and Valley Health System. Our apartments open doors to a myriad of

  121 Fay St, Winchester, VA 22602
• 

  

  /120

  $840,000 Sold May 29, 2025

  320 Angus Hill Ln, Winchester, VA 22603

  • 4 Beds
  • 3.5 Baths
  • 3,567 Sq Ft
  • Built 2003

  Last Sold Summary

  • $235/SF
  • 10 Days On Market

  Current Estimated Value $828,259

  Last Listing Agent Angela Duncan MarketPlace REALTY

  320 Angus Hill Ln, Winchester, VA 22603
• 

  

  /75

  Est $1,046,496 Not Listed For Sale

  610 Stonymeade Dr, Winchester, VA 22602

  • 4 Beds
  • 4.5 Baths
  • 5,812 Sq Ft
  • Built 2006

  610 Stonymeade Dr, Winchester, VA 22602

  Last Sold Summary

  • 5% Above List Price
  • $172/SF
  • 2 Days On Market

  Last Sold Price $1,000,000

  Last Listing Agent Sheila Pack RE/MAX
• 

  

  /46

  $535,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,284 Sq Ft

  253 Rossmann Blvd, Winchester, VA 22602

  The home is vacant, move-in ready, and includes pre-selected upgrades and a new-construction warranty. Welcome to this beautifully crafted new home by a respected local builder, offering almost 2,300 square feet of thoughtfully designed living space in the desirable Sovereign Village community. The inviting, open-concept main level features a spacious kitchen with a large island, perfect for

  

  Bradley Comstock

  ERA Oakcrest Realty, Inc.

  (540) 513-5227

  253 Rossmann Blvd, Winchester, VA 22602
• 

  

  /28

  $1,450 per month

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Townhouse for Rent

  352 Valley Mill Rd, Winchester, VA 22602

  Two-bedroom interior unit in Brookland Heights. New appliances, newly painted, and all hardwood floors have been finished. A new deck has been installed, and the backyard is finished. Will allow a dog on a case-by-case basis. Apply at

  Sherry Santmyer Hunt Country Sotheby's International Realty

  352 Valley Mill Rd, Winchester, VA 22602
• 

  

  /66

  $601,000 Sold Sep 30, 2025

  140 Kinross Dr, Winchester, VA 22602

  • 4 Beds
  • 2.5 Baths
  • 2,926 Sq Ft
  • Built 2004

  Last Sold Summary

  • $205/SF
  • 2 Days On Market

  Current Estimated Value $600,270

  Last Listing Agent Dallas Croft Samson Properties

  140 Kinross Dr, Winchester, VA 22602
• 

  

  /25

  Est $224,767 Not Listed For Sale

  225 Gazelle Trail, Winchester, VA 22602

  • 1 Bed
  • 1 Bath
  • 744 Sq Ft
  • Built 1977

  225 Gazelle Trail, Winchester, VA 22602

  Last Sold Summary

  • 3% Above List Price
  • $294/SF
  • 10 Days On Market

  Last Sold Price $219,000

  Last Listing Agent Jennifer Sacco RE/MAX
• 

  

  /52

  $530,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,971 Sq Ft

  251 Rossmann Blvd, Winchester, VA 22602

  The home is vacant, move-in ready, with preselected upgrades and a one-year home warranty. Welcome to this beautifully crafted new home by a respected local builder, offering almost 2,000 square feet of thoughtfully designed living space in the desirable Sovereign Village community with room to grow in the unfinished basement. The inviting, open-concept main level features a spacious kitchen with

  

  Bradley Comstock

  ERA Oakcrest Realty, Inc.

  (540) 340-5637

  251 Rossmann Blvd, Winchester, VA 22602
• 

  

  /34

  $1,150 - $1,300 per month

  North Winchester Apartments

  1 - 2 Beds

  800 Thomas Ct, Winchester, VA 22601

  Now Leasing: 1 & 2 Bedroom Apartments Available Now! In-unit washer and dryerWater and garbage includedEnjoy a serene, peaceful settingDon't miss out—these are first come, first serve!

  800 Thomas Ct, Winchester, VA 22601
• 

  

  /61

  $580,000 Sold Dec 09, 2025

  553 Bellview Ave, Winchester, VA 22601

  • 5 Beds
  • 2.5 Baths
  • 2,386 Sq Ft
  • Built 1978

  Last Sold Summary

  • $243/SF
  • 2 Days On Market

  Current Estimated Value $578,604

  Last Listing Agent Dan Whitacre Colony Realty

  553 Bellview Ave, Winchester, VA 22601
• 

  

  /39

  Est $329,133 Not Listed For Sale

  544 Quail Dr, Winchester, VA 22602

  • 3 Beds
  • 2.5 Baths
  • 1,700 Sq Ft
  • Built 2006

  544 Quail Dr, Winchester, VA 22602

  Last Sold Summary

  • 1% Above List Price
  • $191/SF
  • 6 Days On Market

  Last Sold Price $325,000

  Last Listing Agent Amber Jenkins Century 21 Redwood Realty
• 

  

  /5

  $520,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,023 Sq Ft

  102 Brockham Ct, Winchester, VA 22602

  The home is vacant, move-in ready, and includes pre-selected upgrades and a new-construction warranty. Welcome to this beautifully crafted new home by a respected local builder, offering over 2,000 square feet of thoughtfully designed living space in the desirable Sovereign Village community. The inviting, open-concept main level features a spacious kitchen with a large island, perfect for

  

  Bradley Comstock

  ERA Oakcrest Realty, Inc.

  (540) 889-3682

  102 Brockham Ct, Winchester, VA 22602
• 

  

  /25

  $2,200 per month

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

  133 Lakota St, Winchester, VA 22602

  Brand new and never lived in, this 2026-built townhome in Retreat at Winding Creek offers over 1,800 square feet of finished living space. The open floor plan features a modern kitchen with an island, stainless steel appliances, and recessed lighting that flows directly into the main living area. With four bedrooms and three and a half bathrooms, including a spacious primary suite, there is room

  Rachel Olsen Keller Williams Realty

  133 Lakota St, Winchester, VA 22602
• 

  

  /63

  $489,900 Sold Mar 19, 2025

  327 Russellcroft Rd, Winchester, VA 22601

  • 3 Beds
  • 3 Baths
  • 3,873 Sq Ft
  • Built 1968

  Last Sold Summary

  • $126/SF
  • 5 Days On Market

  Last Listing Agent Matt Kilmer Samson Properties

  327 Russellcroft Rd, Winchester, VA 22601
• 

  

  /38

  Est $392,403 Not Listed For Sale

  120 Blossom Dr, Winchester, VA 22602

  • 3 Beds
  • 2 Baths
  • 2,232 Sq Ft
  • Built 1965

  120 Blossom Dr, Winchester, VA 22602

  Last Sold Summary

  • 1% Above List Price
  • $174/SF
  • 4 Days On Market

  Last Sold Price $389,000

  Last Listing Agent Tiffany Hunter ERA Oakcrest Realty, Inc.

Showing Results 81 - 120, Page 3 of 18