Winchester, VA Homes

• 

  

  

  /26

  $349,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,784 Sq Ft

  Bedford II Plan at Village at Valor Crossing - Townhomes, Winchester, VA 22601

  Covered front porch leads into the foyer. Attached 1 car garage or optional flex room or study. Open concept kitchen located next to the country kitchen and living room. Box bay rear window and 10' x 14' Trex deck. Owner’s suite with large walk-in closet, dual vanity, and oversized seated shower in owner’s bath. Fireplace option available in select homes.

  DRB Homes Builder

  0 Tbd Weems Ln Unit 36470375, Winchester, VA 22601
• 

  

  

  /3

  $2,500 Plus Fees

  • 4 Beds
  • 2 Baths
  • 1,534 Sq Ft
  • Condo for Rent

  323 Russellcroft Rd, Winchester, VA 22601

  Welcome to your new home in Winchester, VA! This charming property offers a comfortable living experience in a vibrant neighborhood, perfect for those who enjoy being close to local amenities and attractions.The residence features spacious bedrooms and well-appointed bathrooms, providing ample space for relaxation and daily routines. The central heating and cooling system, along with

  (571) 520-2548

  323 Russellcroft Rd, Winchester, VA 22601
• 

  

  

  /23

  $270,000

  Sold Sep 24, 2025

  209 S Braddock St, Winchester, VA 22601

  • 2 Beds
  • 2 Baths
  • 1,446 Sq Ft
  • Built 1900

  Last Sold Summary

  • $187/SF
  • 52 Days On Market

  Current Estimated Value $297,567

  Last Listing Agent Ela Moyer Long & Foster Real Estate, Inc.

  209 S Braddock St, Winchester, VA 22601
• 

  

  /2

  Est $208,786

  Not Listed For Sale

  128 Rappahannock Trail, Winchester, VA 22602

  • Studio

  128 Rappahannock Trail, Winchester, VA 22602
• 

  

  

  /44

  $590,259

  New Construction

  • 3 Beds
  • 3 Baths
  • 3,200 Sq Ft

  108 Magpie Ln Unit HOMESITE 1035, Winchester, VA 22603

  Discover a brand new SINGLE FAMILY HOME at Hiatt Pointe (55+) by Van Metre Homes in Winchester, VA with a two-car front-load finished garage, three bedrooms, and three full bathrooms. Homesite 1035 (Sierra 39-F2 Plan) is move-in ready! This home has 3,200 finished square feet across two levels and welcomes you with a spacious covered front porch, 9’ ceilings on all levels, and Luxury Vinyl Plank

  Shannon L Bray Pearson Smith Realty, LLC

  108 Magpie Ln Unit HOMESITE 1035, Winchester, VA 22603
• 

  

  /17

  $2,200 Plus Fees

  • 3 Beds
  • 2 Baths
  • 1,414 Sq Ft
  • Condo for Rent

  129 Garber Ln, Winchester, VA 22602

  Agents welcome!Welcome to your new home in the heart of Winchester, VA! This charming rental property offers an inviting atmosphere and is ideally situated near various local amenities that enhance your lifestyle.This property features spacious bedrooms and bathrooms, providing comfortable living spaces for you and your family. With a well-designed floor area, you will feel right at

  (540) 386-1610

  129 Garber Ln, Winchester, VA 22602
• 

  

  /25

  $520,000

  Sold Jun 19, 2025

  423 W Monmouth St, Winchester, VA 22601

  • 3 Beds
  • 2.5 Baths
  • 2,296 Sq Ft
  • Built 1963

  Last Sold Summary

  • $226/SF
  • 13 Days On Market

  Current Estimated Value $518,761

  Last Listing Agent Lindsey Richardson ERA Oakcrest Realty, Inc.

  423 W Monmouth St, Winchester, VA 22601
• 

  

  /5

  Not Listed For Sale

  378 National Ave, Winchester, VA 22601

  • Studio
  • 3,032 Sq Ft
  • Built 1910

  378 National Ave, Winchester, VA 22601

  Last Sold Summary

  • 17 Days On Market
• 

  

  /31

  $524,990

  New Construction

  • 3 - 5 Beds
  • 2 - 4.5 Baths
  • 1,841+ Sq Ft

  Matisse Plan at Hiatt Pointe at Snowden Bridge - 55+ Single Family Homes Collection, Winchester, VA 22603

  Experience the epitome of modern living in the Matisse. This thoughtfully designed home offers main-level living at its finest, providing unparalleled comfort and flexibility to suit your unique lifestyle. The heart of the home is an open-concept haven, seamlessly blending a gourmet kitchen, dining room, and spacious family room. The kitchen, a chef's dream, features a functional island, abundant

  Brookfield Residential Builder

  105 Wagtail Ln Unit 36578843, Winchester, VA 22603
• 

  /2

  $1,400

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Townhouse for Rent

  382 Woodstock Ln, Winchester, VA 22601

  This property at 382 Woodstock Ln features 2 bedrooms and 1 bathroom within a total living space of 1,000 square feet. The living room offers ample space for relaxation and entertainment. The bathroom includes a tub/shower combination for convenience. Each bedroom is designed to accommodate various furniture arrangements and provides adequate closet space. Additional amenities include storage

  382 Woodstock Ln, Winchester, VA 22601
• 

  

  /47

  $309,000

  Sold Jul 28, 2025

  233 Molden Dr, Winchester, VA 22601

  • 3 Beds
  • 1.5 Baths
  • 2,348 Sq Ft
  • Built 1950

  Last Sold Summary

  • $132/SF
  • 6 Days On Market

  Current Estimated Value $327,494

  Last Listing Agent Kevin Smith Sager Real Estate

  233 Molden Dr, Winchester, VA 22601
• 

  

  /3

  Not Listed For Sale

  2902 Valley Ave, Winchester, VA 22601

  2902 Valley Ave, Winchester, VA 22601

  Last Sold Summary

  • 238 Days On Market
• 

  

  /29

  $275,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,230 Sq Ft

  110 Red Fox Trail, Winchester, VA 22602

  3-bedroom cottage in Shawneeland offering great potential to make it your own. Recent updates include new kitchen cabinets, countertops, updated bathroom vanities, modern fixtures, and some interior painting, providing a solid starting point for your vision. Inside, you’ll find a warm and functional layout featuring cathedral ceilings, hardwood flooring in most of the home, and a cozy stone

  Angie Ordonez NextHome Realty Select

  110 Red Fox Trail, Winchester, VA 22602
• 

  

  /5

  $1,550

  Total Monthly Price

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

  208 N Kent St Unit 208 N. Kent St - Unit A, Winchester, VA 22601

  2 bedroom, 1 bathroom, 1st floor apartment. Great location just short walk to heart of historic downtown Winchester. Gas furnace. City water/sewer. Washer/dryer provided. One off-street parking spot provided. Pets on case-by-case basis

  208 N Kent St Unit 208 N. Kent St - Unit A, Winchester, VA 22601
• 

  

  /48

  $615,000

  Sold Apr 10, 2026

  211 Lynnehaven Dr, Winchester, VA 22602

  • 5 Beds
  • 3.5 Baths
  • 4,500 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Below List Price
  • $137/SF
  • 26 Days On Market

  Current Estimated Value $614,279

  Last Listing Agent Toni Carone Long & Foster Real Estate, Inc.

  211 Lynnehaven Dr, Winchester, VA 22602
• 

  

  /34

  Est $367,165

  Not Listed For Sale

  310 Mountain Falls Blvd, Winchester, VA 22602

  • 4 Beds
  • 2.5 Baths
  • 2,460 Sq Ft
  • Built 2005

  310 Mountain Falls Blvd, Winchester, VA 22602

  Last Sold Summary

  • 55 Days On Market
• 

  

  /23

  $459,990

  New Construction

  • 2 - 3 Beds
  • 1 Bath
  • 1,564+ Sq Ft

  Hemingway Plan at Hiatt Pointe at Snowden Bridge - 55+ Garden Homes Collection, Winchester, VA 22603

  Welcome to your ideal one-level villa- the Hemingway! This thoughtfully designed home centers around a spacious kitchen, perfect for both daily life and entertaining guests. The main level offers two generous bedrooms, including a primary suite featuring a large walk-in closet and a private en suite bathroom for ultimate comfort. Convenience is key with a laundry room located just off the 2-car

  Brookfield Residential Builder

  105 Wagtail Ln Unit 36578850, Winchester, VA 22603
• 

  

  /12

  $900

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 300 Sq Ft
  • Condo for Rent

  719 S Braddock St Unit Master Bedroom, Winchester, VA 22601

  719 S Braddock St Unit Master Bedroom, Winchester, VA 22601
• 

  

  /22

  $379,900

  Sold Jul 10, 2025

  1806 Kershaw Ln, Winchester, VA 22601

  • 2 Beds
  • 2 Baths
  • 1,442 Sq Ft
  • Built 2003

  Last Sold Summary

  • $263/SF
  • 3 Days On Market

  Current Estimated Value $386,496

  Last Listing Agent Dan Whitacre Colony Realty

  1806 Kershaw Ln, Winchester, VA 22601
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  /38

  Est $321,033

  Not Listed For Sale

  1172 Purcell Ln, Winchester, VA 22603

  • 2 Beds
  • 2.5 Baths
  • 1,380 Sq Ft
  • Built 2012

  1172 Purcell Ln, Winchester, VA 22603

  Last Sold Summary

  • 2 Days On Market
• 

  /2

  $359,990

  New Construction $40K PRICE DROP Pending

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

  214 Monteith Dr, Winchester, VA 22601

  END UNIT Luxury 3 level/3 bedroom townhome with 1 car garage located in the heart of Winchester! Possibility of 4th Bedroom/flex base in the basement available!***OFFERING UP TO $7K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS*MOVE-IN READY! Explore Winchester’s new luxury

  Brittany Newman DRB Group Realty, LLC

  214 Monteith Dr, Winchester, VA 22601
• 

  

  /22

  $1,575

  Total Monthly Price

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

  210 N Kent St Unit A, Winchester, VA 22601

  2 bedroom, 1 bathroom, 1st floor condo. Great location just short walk to heart of historic downtown Winchester. Gas furnace. City water/sewer. Washer/dryer provided. 1 Off-street parking spot. Pets on case-by-case basis.

  210 N Kent St Unit A, Winchester, VA 22601
• 

  

  /38

  $470,000

  Sold Dec 02, 2025

  300 Lilys Way, Winchester, VA 22602

  • 3 Beds
  • 2.5 Baths
  • 2,886 Sq Ft
  • Built 1999

  Last Sold Summary

  • $163/SF
  • 9 Days On Market

  Current Estimated Value $473,230

  Last Listing Agent Shelley Belford NextHome Realty Select

  300 Lilys Way, Winchester, VA 22602
• 

  

  /64

  Est $695,518

  Not Listed For Sale

  168 Morning Glory Dr, Winchester, VA 22602

  • 5 Beds
  • 4 Baths
  • 3,659 Sq Ft
  • Built 2018

  168 Morning Glory Dr, Winchester, VA 22602

  Last Sold Summary

  • 6 Days On Market
• 

  

  /66

  $799,500

  Open Sat 2PM - 4PM

  • 5 Beds
  • 4.5 Baths
  • 3,963 Sq Ft

  159 Abrams Pointe Blvd, Winchester, VA 22602

  Welcome to a lifestyle of sophistication with this better-than-new masterpiece that defines luxury living. Perfectly situated in the coveted Abrams Pointe community, this home transcends the "model-like" standard with impeccable upgrades and designer finishes throughout. From the moment you step into the dramatic 2-story foyer, you are greeted by refinement. Architectural details abound,

  Lisa Lowery Keller Williams Realty

  159 Abrams Pointe Blvd, Winchester, VA 22602
• 

  

  /73

  $1,725

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft
  • Condo for Rent

  342 Fairmont Ave Apt Unit Comfortable In-Towner, Winchester, VA 22601

  COMPLETELY FURNISHED RENTAL.Perfect for traveling professionals or students or those renovating or selling a home and are in limbo until the new home is ready. Cozy and stylish one bedroom apartment in the heart of downtown, historic Winchester. This completely furnished apartment has everything you need for a short or extended stay. Linens, pots, pans, plates, glasses, utensils,

  342 Fairmont Ave Apt Unit Comfortable In-Towner, Winchester, VA 22601
• 

  

  /48

  $315,000

  Sold Feb 13, 2026

  163 Denny Ln, Winchester, VA 22603

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1991

  Last Sold Summary

  • $273/SF
  • 63 Days On Market

  Current Estimated Value $318,784

  Last Listing Agent Robin Gebhardt EXP Realty, LLC

  163 Denny Ln, Winchester, VA 22603
• 

  

  /11

  Est $124,213

  Not Listed For Sale

  1137 Tomahawk Trail, Winchester, VA 22602

  1137 Tomahawk Trail, Winchester, VA 22602

  Last Sold Summary

  • 12 Days On Market
• 

  

  /23

  $349,990

  New Construction

  • 3 Beds
  • 1.5 Baths
  • 1,752+ Sq Ft

  Northgate Plan at Hiatt Pointe at Snowden Bridge - 55+ Villas Collection, Winchester, VA 22603

  This stunning two-level villa boasts a modern open concept design that seamlessly connects living spaces for an inviting and spacious feel. The main level features a living room that opens effortlessly to the dining area, creating a perfect space for entertaining and family gatherings. The expansive rear kitchen includes an L-shaped layout with an eating bar and an island with additional bar

  Brookfield Residential Builder

  105 Wagtail Ln Unit 36578847, Winchester, VA 22603
• 

  

  /15

  $1,450

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,173 Sq Ft
  • Condo for Rent

  141 Brookland Terrace Unit 1, Winchester, VA 22602

  Beautiful ground floor condo located in Parkview Condominiums. Gleaming wood floors and plush carpeting in bedrooms. Spacious bedrooms with walk in closet in master and a private master bath and second full bath in hallway. Laundry room with washer and dryer located in the condo. Located close to I-81, shopping and restaurants. Ample parking just steps from your door. Good credit a must! No

  141 Brookland Terrace Unit 1, Winchester, VA 22602
• 

  

  /49

  $825,000

  Sold Jun 05, 2026

  448 Adams Rd, Winchester, VA 22603

  • 6 Beds
  • 3.5 Baths
  • 3,550 Sq Ft
  • Built 1999

  Last Sold Summary

  • $232/SF
  • 18 Days On Market

  Current Estimated Value $770,810

  Last Listing Agent Steven Koleno BEYCOME BROKERAGE REALTY LLC

  448 Adams Rd, Winchester, VA 22603
• 

  

  /109

  Est $1,203,064

  Not Listed For Sale

  255 White Rd, Winchester, VA 22602

  • 6 Beds
  • 4.5 Baths
  • 5,529 Sq Ft
  • Built 2005

  255 White Rd, Winchester, VA 22602

  Last Sold Summary

  • 201 Days On Market
• 

  

  /40

  $349,000

  • 4 Beds
  • 2 Baths
  • 1,996 Sq Ft

  802 E Cork St, Winchester, VA 22601

  Motivated Seller! Now offering a 3% Buyer's Credit (of sales price)! Check out the Virtual Tour! Rich with character and steeped in history, this spacious vintage home sits proudly on a corner lot, offering timeless appeal with many original features still intact. From the moment you enter, you’ll appreciate the craftsmanship of a bygone era—complete with built-in bookshelves, a charming

  Jennifer Egen Samson Properties

  802 E Cork St, Winchester, VA 22601
• 

  

  /40

  $2,500

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • House for Rent

  226 Allison Ave, Winchester, VA 22601

  Great location by Winchester Medical Center hospital and downtown Winchester's Old Town pedestrian mall with shops, restaurants, cafes and entertainment. Split level house by Whittier Field and park.Three bedrooms Two full bathsLarge fenced yard Beautiful landscaping Parking spaces Utility Laundry Room with Washer & Dryer No pets.

  226 Allison Ave, Winchester, VA 22601
• 

  

  /47

  $570,000

  Sold Oct 01, 2025

  124 Mcclure Way, Winchester, VA 22602

  • 5 Beds
  • 3.5 Baths
  • 3,526 Sq Ft
  • Built 2001

  Last Sold Summary

  • $162/SF
  • 9 Days On Market

  Current Estimated Value $581,174

  Last Listing Agent Emily Ristau Thomas and Talbot Estate Properties, Inc.

  124 Mcclure Way, Winchester, VA 22602
• 

  

  /37

  Est $416,860

  Not Listed For Sale

  204 E Piccadilly St, Winchester, VA 22601

  • 3 Beds
  • 3.5 Baths
  • 2,052 Sq Ft
  • Built 2022

  204 E Piccadilly St, Winchester, VA 22601

  Last Sold Summary

  • 741 Days On Market
• 

  

  /37

  $386,000

  $38K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 1,365 Sq Ft

  1033 Sunnyside Dr, Winchester, VA 22603

  ***The seller is offering a $2,000 credit toward landscaping or sod for the front yard.* * *Welcome to 1033 Sunnyside Drive, a beautifully renovated bungalow tucked away on a quiet street just minutes from historic downtown Winchester. This charming home blends classic character with modern upgrades, creating a warm and inviting place to call home.Start your day on the inviting 9’ x 11’ tiled

  Tien Dao Redfin Corporation

  1033 Sunnyside Dr, Winchester, VA 22603
• 

  

  /10

  $1,395

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Condo for Rent

  2640 Valley Ave Unit All Utilities Included, Winchester, VA 22601

  If interested, please call, we do not respond to email or requests. 1 Bedroom 1 Bath 600 sqft. $1395/Month 1 Year Lease. All Utilities Included. First and Security Due at Signing. Stove, dishwasher, fridge, washer, and dryer provided inside unit. Individual Unit Central heat and air. No Smoking. No Pets. $35 Application Fee. Meticulously

  2640 Valley Ave Unit All Utilities Included, Winchester, VA 22601
• 

  

  /30

  $350,000

  Sold Jun 20, 2025

  568 Greenwood Rd, Winchester, VA 22602

  • 3 Beds
  • 1 Bath
  • 1,105 Sq Ft
  • Built 1966

  Last Sold Summary

  • $317/SF
  • 27 Days On Market

  Current Estimated Value $350,824

  Last Listing Agent Jon Fleming Weichert Realtors - Blue Ribbon

  568 Greenwood Rd, Winchester, VA 22602
• 

  

  /7

  Est $184,976

  Not Listed For Sale

  130 Lilac Ln, Winchester, VA 22602

  130 Lilac Ln, Winchester, VA 22602

  Last Sold Summary

  • 504 Days On Market

Showing Results 161 - 200, Page 5 of 18