Winchester, VA Homes

/55
$925,000 Under Contract
- 4 Beds
- 2.5 Baths
- 2,894 Sq Ft
247 Mcguire Rd, Winchester, VA 22603

Extensively renovated in 2024 and privately situated on a peaceful 2.7-acre cul-de-sac lot, this stunning brick home offers a rare opportunity to own acreage, privacy, and high-end upgrades just minutes from Winchester amenities. Surrounded by mature trees and free from HOA restrictions, the property delivers an estate-like setting with modern finishes throughout. The entire home has been

Jon Fleming Weichert Realtors - Blue Ribbon

247 Mcguire Rd, Winchester, VA 22603
/17
$2,295 per month
- 3 Beds
- 2.5 Baths
- 1,971 Sq Ft
- Townhouse for Rent
123 Tye Ct, Winchester, VA 22602

**NEWER TOWNHOME ** DESCRIPTION: THIS TOWNHOME HAVE 3 LEVELS, A 1-CAR GARAGE, AND AN OPEN FLOOR PLAN. 1971 FINISHED SQUARE FEET!! THE LOWER AND MAIN LEVELS WILL HAVE LUXURY VINYL PLANKING, STAINLESS STEEL APPLIANCES AND GRANITE COUNTERTOPS IN THE KITCHEN, FINISHED BASEMENT ,AUTOMATIC GARAGE DOOR OPENER AND CONNECTED HOMES BY LENNAR (R) FEATURES, INCLUDING A RING VIDEO DOORBELL AND SECURITY SYSTEM

Rajesh Cheruku Ikon Realty - Ashburn

123 Tye Ct, Winchester, VA 22602
/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 $322,088

Last Listing Agent Robin Gebhardt EXP Realty, LLC

163 Denny Ln, Winchester, VA 22603

/10
Not Listed For Sale

Lot 14 Winchester Dr, Winchester, VA 22602
Lot 14 Winchester Dr, Winchester, VA 22602

Last Sold Summary
- 0 Days On Market
- Last Sold Price $15,000
- Apr 21, 2025
Last Listing Agent Kaitlyn Behr Samson Properties

/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
/20

$1,475 - $1,813 plus fees

Peppertree VA

1 - 3 Beds

221 Peppertree Ln, Winchester, VA 22601

Tastefully designed 1, 2 and 3 bedroom floor plans and richly landscaped surroundings make for a welcome sight to call your home. Located in the heart of Winchester, Peppertree offers the conveniences of city living in a park-like setting. Peppertree is in close proximity to shopping, restaurants, schools and Winchester Medical Center.

221 Peppertree Ln, 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 $585,483

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

124 Mcclure Way, Winchester, VA 22602

/15
Not Listed For Sale

630 Hemsworth Ln, Winchester, VA 22601
- 3 Beds
- 2.5 Baths
- 2,074 Sq Ft
- Built 2025
630 Hemsworth Ln, Winchester, VA 22601

Last Sold Summary
- $193/SF
- 44 Days On Market
- Last Sold Price $400,983
- Mar 05, 2025
Last Listing Agent Amit Bargota Samson Properties

/28
$369,990 Pending
- 3 Beds
- 3.5 Baths
- 1,784 Sq Ft
213 Monteith Dr, Winchester, VA 22601

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 $12K 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 townhome

Brittany Newman DRB Group Realty, LLC

213 Monteith Dr, Winchester, VA 22601
/33
$2,000 per month
- 3 Beds
- 2 Baths
- 1,182 Sq Ft
- House for Rent
31 W Southwerk St, Winchester, VA 22601

Beautiful remodeled rental with private back yard close to everything in downtown Winchester! One way street with minimal traffic with easy access to all of the shopping as well. Downstairs you'll find a bright living room, and small den/office or flex room. The kitchen has space for a small eating area. You'll find a full bathroom on this level, and another flex room with built-in storage which

Misty Weaver Samson Properties

31 W Southwerk St, Winchester, VA 22601
/4
$320,000 Sold May 28, 2025

100 Fawn Dr, Winchester, VA 22602
- 3 Beds
- 2 Baths
- Built 2025
Last Sold Summary
- 0 Days On Market
Last Listing Agent Abby Walters Preslee Real Estate

100 Fawn Dr, Winchester, VA 22602

/15
Not Listed For Sale

636 Hemsworth Ln, Winchester, VA 22601
- 3 Beds
- 2.5 Baths
- 2,088 Sq Ft
- Built 2025
636 Hemsworth Ln, Winchester, VA 22601

Last Sold Summary
- $191/SF
- 16 Days On Market
- Last Sold Price $398,983
- Mar 04, 2025
Last Listing Agent Brittany Newman DRB Group Realty, LLC

/37
$399,500
- 3 Beds
- 2 Baths
- 1,365 Sq Ft
1033 Sunnyside Dr, Winchester, VA 22603

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 front porch, complete with new railings and stairs, the perfect spot for morning coffee or

Tien Dao Redfin Corporation

1033 Sunnyside Dr, Winchester, VA 22603
/20

$1,575 - $1,695 plus fees

PEMBERTON

2 - 3 Beds

660 Pemberton Dr, Winchester, VA 22601

Pemberton Village Apartments in Winchester VA is located in the prestigious Meadow Branch subdivision near the intersection of Jubal Early Drive and Harvest Drive. It is a ten building, 120 unit community easily assessable from Interstate 81 or Route 37. Conveniently located near the Apple Blossom Mall, fitness centers, John Handley High School, and Valley Health Medical Center; Pemberton Village

660 Pemberton Dr, 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 $350,796

Last Listing Agent Jon Fleming Weichert Realtors - Blue Ribbon

568 Greenwood Rd, Winchester, VA 22602

/15
Not Listed For Sale

638 Hemsworth Ln, Winchester, VA 22601
- 4 Beds
- 3.5 Baths
- 1,916 Sq Ft
- Built 2025
638 Hemsworth Ln, Winchester, VA 22601

Last Sold Summary
- $206/SF
- 76 Days On Market
- Last Sold Price $394,861
- Mar 04, 2025
Last Listing Agent Brittany Newman DRB Group Realty, LLC

/28
$559,990 New Construction
- 3 - 5 Beds
- 1 Bath
- 2,132+ Sq Ft
Rockwell Plan at Hiatt Pointe at Snowden Bridge - 55+ Single Family Homes Collection, Winchester, VA 22603

Welcome home to the Rockwell, a versatile main-level living home designed for your lifestyle. The Rockwell's open-concept main floor seamlessly blends the kitchen, breakfast nook, and family room, creating a spacious and inviting atmosphere. The kitchen is a culinary enthusiast's dream, featuring a functional island with optional extension, ample storage, and a butler's pantry. The adjacent

Brookfield Residential Builder

105 Wagtail Ln Unit 36578845, Winchester, VA 22603
/13
$1,575 per month
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
- Townhouse for Rent
102 Waterford Ln, Winchester, VA 22602

Ready for occupancy, this sunny two level. 2 bedroom 1 Bath features luxury vinyl floors throughout, stainless steel appliances, an eat in kitchen, large pantry, full size washer and dryer, backs to common area, super convenient location, pets are considered on a case by case basis

Tracy Wenger Samson Properties

102 Waterford Ln, Winchester, VA 22602
/38
$489,000 Sold Feb 12, 2026

107 Tucks Cir, Winchester, VA 22602
- 4 Beds
- 2 Baths
- 2,401 Sq Ft
- Built 1992
Last Sold Summary
- $204/SF
- 10 Days On Market
Current Estimated Value $491,816

Last Listing Agent Kathrin Donovan Keller Williams Realty

107 Tucks Cir, Winchester, VA 22602

/15
Not Listed For Sale

642 Hemsworth Ln, Winchester, VA 22601
- 4 Beds
- 3.5 Baths
- 2,085 Sq Ft
- Built 2024
642 Hemsworth Ln, Winchester, VA 22601

Last Sold Summary
- $196/SF
- 7 Days On Market
- Last Sold Price $408,153
- Feb 07, 2025
Last Listing Agent Brittany Newman DRB Group Realty, LLC

/56
$605,990 New Construction
- 4 - 6 Beds
- 2.5 - 5.5 Baths
- 3,614 Sq Ft
Carlisle Plan at Abrams Pointe, Winchester, VA 22602

The Carlisle home design by Maronda Homes offers the perfect balance of style, space, and flexibility—designed to meet the needs of modern families and active lifestyles. Featuring 4 to 6 bedrooms, 2.5 to 5 bathrooms, and 3,614 square feet of living space, the Carlisle provides room to grow without sacrificing comfort or function.From the welcoming front entry to the spacious open-concept layout,

Maronda Homes Builder

161 Williamson Rd Unit 37110558, Winchester, VA 22602
/15
$1,300 plus fees
- 2 Beds
- 2 Baths
- 790 Sq Ft
- Condo for Rent
800 Thomas Ct, Winchester, VA 22601

Welcome to your new home in the heart of Winchester, VA! This charming 2-bedroom, 2-bathroom apartment offers 790 square feet of comfortable living space, ideal for anyone looking for a cozy place to call home.Key property features include a convenient in-unit washer and dryer, ensuring laundry days are hassle-free. The functional kitchen comes equipped with essential appliances, while

800 Thomas Ct, Winchester, VA 22601
/68
$635,000 Sold Aug 01, 2025

800 Kennedy Dr, Winchester, VA 22601
- 5 Beds
- 4 Baths
- 2,639 Sq Ft
- Built 2009
Last Sold Summary
- $241/SF
- 22 Days On Market
Current Estimated Value $633,172

Last Listing Agent Cindy Greenya Keller Williams Realty

800 Kennedy Dr, Winchester, VA 22601

/31
Est $387,322 Not Listed For Sale

114 Hardy Way, Winchester, VA 22602
- 3 Beds
- 2.5 Baths
- 1,628 Sq Ft
- Built 2024
114 Hardy Way, Winchester, VA 22602

Last Sold Summary
- 5% Above List Price
- $227/SF
- 14 Days On Market
- Last Sold Price $370,000
- Mar 28, 2025
Last Listing Agent Matthew Roberts Redfin Corporation

/12
$99,500
- Land
- 5.5 Acres
- $18,091 per Acre
0 Hodges Ln Unit LotWP012, Winchester, VA 22603

Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home, including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting.

Chad Pangle Whitetail Properties Real Estate

0 Hodges Ln Unit LotWP012, Winchester, VA 22603
/98
$2,199 per month
- 3 Beds
- 3.5 Baths
- 2,273 Sq Ft
- Townhouse for Rent
127 Keller Ct, Winchester, VA 22602

Spacious 3-4-bedroom, 3.5-bath townhome in Winchester available May 1st for $2,199/month. The open main level connects living, dining, and kitchen areas around a 10-foot granite island, a natural gathering point for the home. Step out to a private deck and backyard, offering outdoor space that is rare in townhome living. The fully finished basement adds a large rec room and full bath, giving you

Jonathan Minerick Homecoin.com

127 Keller Ct, Winchester, VA 22602
/25
$325,000 Sold Jun 23, 2025

283 Sage Cir, Winchester, VA 22603
- 3 Beds
- 2.5 Baths
- 1,790 Sq Ft
- Built 2019
Last Sold Summary
- $182/SF
- 12 Days On Market
Current Estimated Value $326,778

Last Listing Agent Dave Spence RE/MAX Roots

283 Sage Cir, Winchester, VA 22603

/7
Not Listed For Sale

Lot 22 Marlin Dr, Winchester, VA 22602
Lot 22 Marlin Dr, Winchester, VA 22602

Last Sold Summary
- 44 Days On Market
- Last Sold Price $2,500
- Mar 26, 2025
Last Listing Agent Kaitlyn Behr Samson Properties

/14
$104,500
- Land
- 5.5 Acres
- $19,000 per Acre
0 Hodges Ln Unit LotWP013, Winchester, VA 22603

Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home, including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting.

Chad Pangle Whitetail Properties Real Estate

0 Hodges Ln Unit LotWP013, Winchester, VA 22603
/2
$1,395 plus fees
- 1 Bed
- 1 Bath
- Condo for Rent
406 N Loudoun St Unit 14, Winchester, VA 22601

Property Id: 2365945Cozy & Charming Downtown Apartment | Walkable | Full Kitchen Welcome to your comfortable fully furnished home base in the heart of town! This bright, charming apartment blends classic architectural details with modern comfort—perfect for couples, solo travelers, or work trips. Step inside to find sun-filled living spaces, original trim and door frames that give the

406 N Loudoun St Unit 14, Winchester, VA 22601
/47
$512,000 Sold Feb 27, 2026

216 Fairmont Ave, Winchester, VA 22601
- 3 Beds
- 1.5 Baths
- 2,177 Sq Ft
- Built 1911
Last Sold Summary
- $235/SF
- 81 Days On Market
Current Estimated Value $515,512

Last Listing Agent Dave Spence RE/MAX Roots

216 Fairmont Ave, Winchester, VA 22601

/7
Not Listed For Sale

Lot 21 Marlin Dr, Winchester, VA 22602
Lot 21 Marlin Dr, Winchester, VA 22602

Last Sold Summary
- 44 Days On Market
- Last Sold Price $2,500
- Mar 26, 2025
Last Listing Agent Kaitlyn Behr Samson Properties

/16
$2,900,000 Pending
- Land
- 21.5 Acres
- $134,884 per Acre
0 Redbud Rd Unit LotWP001, Winchester, VA 22603

Positioned on the north side of Winchester, this parcel sits in a prime industrial and logistics corridor. Prominent neighbors such as GEODIS, Kraft Schenker Distribution Center, Monoflo International, Green Bay Packaging, Miller Milling Company, and the BWI4 Amazon Fulfillment Center underscore its strategic location. The property is currently zoned Rural Agriculture (RA) and is already

Chad Pangle Whitetail Properties Real Estate

0 Redbud Rd Unit LotWP001, Winchester, VA 22603
/41
$2,500 per month
- 2 Beds
- 2.5 Baths
- 2,300 Sq Ft
- Townhouse for Rent
7 N Loudoun St Unit 1/2, Winchester, VA 22601

Want to be in all the action on the Old Town walking mall, in a two story loft over the quiet Winchester Book Gallery just steps from restaurants, shops, and activities? The sprawling living area is perfect to create little nooks for gatherings, a reading space, and more. The original wood floors gleam and there is tons of built in storage space. The gourmet kitchen features stainless appliances,

Misty Weaver Samson Properties

7 N Loudoun St Unit 1/2, Winchester, VA 22601
/34
$360,000 Sold Aug 26, 2025

203 Pembridge Dr, Winchester, VA 22602
- 5 Beds
- 2 Baths
- 1,773 Sq Ft
- Built 1992
Last Sold Summary
- $203/SF
- 11 Days On Market
Current Estimated Value $375,625

Last Listing Agent Chris Craddock EXP Realty, LLC

203 Pembridge Dr, Winchester, VA 22602

/7
Not Listed For Sale

Lot 11 Panther Dr, Winchester, VA 22602
Lot 11 Panther Dr, Winchester, VA 22602

Last Sold Summary
- 4 Days On Market
- Last Sold Price $3,000
- Mar 03, 2025
Last Listing Agent Kaitlyn Behr Samson Properties

/57
$465,525 Pending
- Land
- 64.21 Acres
- $7,250 per Acre
0 Trojan Ln Unit LotWP001, Winchester, VA 22603

This pristine piece of land is located just minutes north of Winchester in the Green Spring area of the county. The entrance is gated, and access into this parcel is secured via a 20 ft-wide deeded right-of-way off Cattail Road named Trojan Lane. An additional 60 ft-wide deeded right-of-way off Cattail Road is also included. The soil work is complete, and this land was approved for a 4-bedroom

Chad Pangle Whitetail Properties Real Estate

0 Trojan Ln Unit LotWP001, Winchester, VA 22603
/17
$1,800 plus fees
- 2 Beds
- 2 Baths
- Condo for Rent
136 Brookland Ct Unit 8, Winchester, VA 22602

Property Id: 2238045This beautifully, newly remodeled condo features two large bedrooms, two full bathrooms, all new appliances, gorgeous quartz countertops, new lighting, updated plumbing fixtures, stunning laminate vinyl planking throughout and in-unit washer and dryer. This quiet second floor unit also includes a newly installed fireplace as well as a cozy deck that make perfect places

136 Brookland Ct Unit 8, Winchester, VA 22602
/18
$330,000 Sold Jul 28, 2025

411 N Loudoun St Unit 104, Winchester, VA 22601
- 2 Beds
- 1.5 Baths
- 1,202 Sq Ft
- Built 1830
Last Sold Summary
- $275/SF
- 0 Days On Market
Last Listing Agent Lori Bales Keller Williams Realty

411 N Loudoun St Unit 104, Winchester, VA 22601

/7
Not Listed For Sale

Lot 12 Panther Dr, Winchester, VA 22602
Lot 12 Panther Dr, Winchester, VA 22602

Last Sold Summary
- 4 Days On Market
- Last Sold Price $3,000
- Mar 03, 2025
Last Listing Agent Kaitlyn Behr Samson Properties

Showing Results 201 - 240, Page 6 of 18

Virginia Winchester County Winchester

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Winchester, VA Homes

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