Winchester, VA Homes

/20
$299,900 Under Contract
- Land
- 7.82 Acres
- $38,350 per Acre
TBD Gough Rd, Winchester, VA 22602

Premium lot, ready to build on! This 8 acre parcel offers a rare combination of views, usable acreage, and convenience. Set approximately 800 feet off Cedar Creek Grade with frontage on Gough Road, the elevated homesite captures exceptional, wide-open mountain views and a peaceful, bucolic setting. Surrounded by farmland and in an area with attractive and newer, custom homes, this property feels

Bradley Comstock

ERA Oakcrest Realty, Inc.

(540) 348-3423

TBD Gough Rd, Winchester, VA 22602
/6
$1,150 per month
- 1 Bed
- 1 Bath
- 900 Sq Ft
- Condo for Rent
320 Amherst St Unit 9, Winchester, VA 22601

2nd floor 1 bedroom apartment available for rent walking distance to downtown historic Winchester VA. Water, Sewer, & Trash Included. Off Street Parking. Rental application required with $50 per person over the age of 18 that will be living there. Apply through listers website or VAR or NVAR rental application. No animals, no smoking. Max of 2 occupants.

Mandie Gladwell OliveTree Property Group, LLC

320 Amherst St Unit 9, Winchester, VA 22601
/2
$270,000 Sold Mar 20, 2026

407 van Fossen St, Winchester, VA 22601
- 2 Beds
- 1.5 Baths
- 954 Sq Ft
- Built 1956
Last Sold Summary
- 4% Below List Price
- $283/SF
- 7 Days On Market
Current Estimated Value $272,604

Last Listing Agent Michele Gibson Samson Properties

407 van Fossen St, Winchester, VA 22601

/5
Est $259,597 Not Listed For Sale

197 Dairy Corner Place, Winchester, VA 22602
- 3 Beds
- 1.5 Baths
- 1,508 Sq Ft
- Built 1931
197 Dairy Corner Place, Winchester, VA 22602

Last Sold Summary
- 108% Above List Price
- $83/SF
- 2 Days On Market
- Last Sold Price $125,000
- Sep 06, 2024
Last Listing Agent Tracy Wenger Samson Properties

/10
$61,900
- Land
- 30,056 Sq Ft
- $89,710 per Acre
Lots 4 & 5 Glen Ridge Rd, Winchester, VA 22602

Entrance road, and road to this property now Paved! Amazing builder opportunity, new section availability. Limited opportunity to pick up a prime building site in a desirable, rural community that is thriving and growing! High View Manor features lovely, new construction with some green space between homes, and mature trees all around. Ready to build lots just minutes from town, perfect for

Bradley Comstock

ERA Oakcrest Realty, Inc.

(540) 402-9785

Lots 4 & 5 Glen Ridge Rd, Winchester, VA 22602
/50

$1,843 - $3,286 plus fees

The Lofts at Jubal Square

1 - 3 Beds

1864 Old Jube Square, Winchester, VA 22601

Weve got it all at the Lofts at Jubal Square, the newest addition to the charming andhistoric Winchester cityscape. We offer a total commitment to better living, boasting largeapartments with loft and garage options, as well as amenities ideal for all those seeking anexceptional apartment lifestyle. Discover the Lofts at Jubal Square and discover what itmeans to live the good life.

1864 Old Jube Square, 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 $798,632

Last Listing Agent Tanner Pack RE/MAX Roots

162 Janes Way, Winchester, VA 22602

/58
Est $511,723 Not Listed For Sale

210 Gough Rd, Winchester, VA 22602
- 4 Beds
- 2.5 Baths
- 2,519 Sq Ft
- Built 2013
210 Gough Rd, Winchester, VA 22602

Last Sold Summary
- 2% Above List Price
- $198/SF
- 39 Days On Market
- Last Sold Price $499,900
- Dec 10, 2024
Last Listing Agent Laura White ERA Oakcrest Realty, Inc.

/67
$450,000 Pending
- 3 Beds
- 3 Baths
- 2,530 Sq Ft
229 Garber Ln, Winchester, VA 22602

Welcome to 229 Garber Lane — Where Historic Charm Meets Prime Commercial Opportunity. Classic charm resides in this uniquely positioned B-2 commercially zoned property offering exceptional flexibility for renovation, redevelopment, or continued residential use. Situated on 1.65± prime acres, this property is surrounded by other B-2 zoned parcels and boasts outstanding visibility from I-81, making

Jodi Cilley

Realty ONE Group Old Towne

(540) 515-4991

229 Garber Ln, Winchester, VA 22602
/24
$2,300 per month
- 3 Beds
- 2.5 Baths
- 2,160 Sq Ft
- House for Rent
111 Everette Place, Winchester, VA 22602

This charming split foyer home in Carlisle Heights offers a new roof, and new HVAC system, with a perfect blend of comfort and modern living. In excellent condition, with three spacious bedrooms and two and a half bathrooms, the interior features upgraded countertops and an inviting eat-in kitchen, remodeled baths, fresh paint throughout, and new LVP and wood floors throughout. Enjoy the fully

Linda Kessler Long & Foster Real Estate, Inc.

111 Everette Place, Winchester, VA 22602
/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 $340,253

Last Listing Agent MJ Frazier Serhant

128 Fox Dr, Winchester, VA 22601

/37
Not Listed For Sale

216 E Piccadilly St, Winchester, VA 22601
- 3 Beds
- 3.5 Baths
- 2,052 Sq Ft
- Built 2022
216 E Piccadilly St, Winchester, VA 22601

Last Sold Summary
- $199/SF
- 651 Days On Market
- Last Sold Price $409,000
- Jun 14, 2024
Last Listing Agent Jason Aikens RE/MAX

/9
$1,300,000
- Land
- 64.91 Acres
- $20,028 per Acre
Lot 7 Cedar Creek Grade, Winchester, VA

Rare opportunity to own 64+ scenic acres on the desirable west side of Winchester, VA. This preservation parcel offers one building right and features a beautiful mix of open land and partial woodland, providing both usability and privacy. Formerly an apple orchard, the property is well suited for a small farm, specialty crops, or vineyard, with potential for additional uses with an approved

Lori Bales

Keller Williams Realty

(540) 974-1542

Lot 7 Cedar Creek Grade, Winchester, VA
/50

$1,415 - $2,165 plus fees

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 and

151 Hope Dr, 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 $605,946

Last Listing Agent Donna Anderson Samson Properties

104 Quigley Ct, Winchester, VA 22602

/2
Est $242,209 Not Listed For Sale

128 Rappahannock Trail, Winchester, VA 22602
- Studio
128 Rappahannock Trail, Winchester, VA 22602

Last Sold Summary
- 1,515% Below List Price
- Last Sold Price $15,000
Last Listing Agent Alan Good Colony Realty

/2
$449,000
- 4 Beds
- 4.5 Baths
- 1,913 Sq Ft
315 National Ave, Winchester, VA 22601

Fully reimagined for modern living while preserving its timeless charm, this stunning 1910 home in the heart of Downtown Winchester offers the perfect blend of character, luxury, and value. Completely renovated from top to bottom, every detail has been thoughtfully updated—delivering the feel of new construction within a classic architectural setting.This spacious residence features 4

Carlos Soares

Samson Properties

(540) 787-2197

315 National Ave, Winchester, VA 22601
/17
$1,625 per month
- 2 Beds
- 2 Baths
- 1,173 Sq Ft
- Condo for Rent
9 Brookland Terrace Unit 9, Winchester, VA 22602

Beautiful penthouse condo. Living room features Vaulted ceilings with skylights. Cozy gas fireplace with TV mounts above. Brand-new high-end luxury laminate plank flooring just installed throughout before. Kitchen with granite counter tops, refrigerator with ice maker, dish washer and a free-standing pantry. The kitchen has a ceiling fan as well. Separate dining room off of the kitchen. Large

Diane McLain Pearson Smith Realty LLC

9 Brookland Terrace Unit 9, Winchester, VA 22602
/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 $544,561

Last Listing Agent Christian Davis EXP Realty, LLC

116 Lenore Ln, Winchester, VA 22602

/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
- $140/SF
- 17 Days On Market
- Last Sold Price $425,000
- Jan 15, 2025
Last Listing Agent Bill Nordman Commercial Specialists

/11
$624,880 New Construction
- 2 Beds
- 2 Baths
- 2,658 Sq Ft
159 Williamson Rd, Winchester, VA 22602

Richmond American Homes

Builder

159 Williamson Rd, Winchester, VA 22602
/26

$1,772 - $1,847 total monthly price

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
/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 $430,522

Last Listing Agent Chanie Erb LPT Realty, LLC

265 Greenwood Rd, Winchester, VA 22602

/3
Not Listed For Sale

2902 Valley Ave, Winchester, VA 22601
2902 Valley Ave, Winchester, VA 22601

Last Sold Summary
- 238 Days On Market
- Last Sold Price $140,000
- Jun 30, 2023
Last Listing Agent John Scully Colony Realty

/19
$240,000 Pending
- 3 Beds
- 2 Baths
- 1,072 Sq Ft
112 Star Fort Dr, Winchester, VA 22601

Unlock the Potential! 3BR/2BA Fixer-Upper in Winchester/Frederick County. Nestled in a quiet Cul De Sac in Frederick County, this 3-bedroom, 2-bath home is bursting with potential and ready for a visionary buyer to bring it back to life. Whether you're looking to renovate and resell or transform this into a charming personal residence, the canvas is yours to create something

Kimberly Schroeder

Long & Foster Real Estate, Inc.

(540) 212-6193

112 Star Fort Dr, Winchester, VA 22601
/21
$2,750 per month
- 4 Beds
- 2.5 Baths
- 2,424 Sq Ft
- House for Rent
1929 Melvor Ln, Winchester, VA 22601

This 4-bedroom, 2.5-bath home offers generous room sizes throughout, giving you the space you actually need for everyday living, working from home, or entertaining. Freshly updated with brand-new carpet and fresh paint, the home feels clean, bright, and move-in ready from the moment you walk in.The large primary suite is a true highlight, featuring an expansive layout and a private en-suite

Bailey Cooper RE/MAX Gateway

1929 Melvor Ln, Winchester, VA 22601
/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

/34
Est $368,851 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
- 4% Below List Price
- $157/SF
- 55 Days On Market
- Last Sold Price $385,000
- Oct 01, 2024
Last Listing Agent Michael Gardner Century 21 Redwood Realty

/11
$61,900
- Land
- 30,056 Sq Ft
- $89,710 per Acre
Lots 11 & 12 Glen Ridge Rd, Winchester, VA 22602

Entrance road, and road to this property now Paved! Amazing builder opportunity, new section availability. Limited opportunity to pick up a prime building site in a desirable, rural community that is thriving and growing! High View Manor features lovely, new construction with some green space between homes, and mature trees all around. Ready to build lots just minutes from town, perfect for

Bradley Comstock

ERA Oakcrest Realty, Inc.

(540) 698-4594

Lots 11 & 12 Glen Ridge Rd, Winchester, VA 22602
/22

$1,495 - $1,725 total monthly price

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
/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 $846,944

Last Listing Agent Angela Duncan MarketPlace REALTY

320 Angus Hill Ln, Winchester, VA 22603

/38
Est $328,548 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
- 14% Above List Price
- $208/SF
- 2 Days On Market
- Last Sold Price $287,500
- Apr 02, 2024
Last Listing Agent Matthew Pettigrew Homestead Realty

/45
$549,000 Under Contract
- 4 Beds
- 3 Baths
- 2,652 Sq Ft
112 Westwood Cir, Winchester, VA 22602

NO HOA! ALL brick rambler nestled on a corner 1/2 an acre of mature trees lot in Winchester right off Route 522 and 2 miles to I-81! This spacious home (over 2,600 square feet of finished living space on ONE LEVEL) features 4 generously sized bedrooms and 3 full bathrooms, offering comfort and flexibility for any lifestyle. The heart of the home is an oversized kitchen with updates—stainless

Christine Dean

Hunt Country Sotheby's International Realty

(540) 503-3289

112 Westwood Cir, Winchester, VA 22602
/11
$1,149 per month
- 1 Bed
- 1 Bath
- 420 Sq Ft
- Condo for Rent
1700 Roberts St Unit 7, Winchester, VA 22601

RECENTLY RENOVATED, ALL-BRICK BUILDING THAT WAS COMPLETELY REDONE OVER LAST SEVERAL YEARS * UNIT HAS NEWER STAINLESS-STEEL APPLIANCES AND NEWER VINYL-PLANK FLOORING * EXTERIOR OF BUILDING WAS PAINTED IN 2018. NEW WINDOWS, NEW GUTTERS AND NEW ROOF ADDED IN 2018. ALL NEW ELECTRIC SERVICE IN 2018, ALSO * AWESOME KITCHEN W/NEWER CABINETS & GRANITE C'TOPS * REDONE BATH W/CERAMIC TILE FLOORS & TUB

John Gregory Holmes Samson Properties

1700 Roberts St Unit 7, Winchester, VA 22601
/61
$935,000 Sold Apr 23, 2026

1112 Stony Hill Rd, Winchester, VA 22603
- 3 Beds
- 1.5 Baths
- 1,204 Sq Ft
- Built 1968
Last Sold Summary
- 1% Above List Price
- $777/SF
- 4 Days On Market
Current Estimated Value $394,974

Last Listing Agent Jennifer Watt Century 21 Redwood Realty

1112 Stony Hill Rd, Winchester, VA 22603

/64
Est $733,333 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
- 5% Above List Price
- $191/SF
- 6 Days On Market
- Last Sold Price $700,000
- Mar 18, 2025
Last Listing Agent Sara McGovern Samson Properties

/65
$389,990
- 4 Beds
- 2.5 Baths
- 1,536 Sq Ft
317 Gray Ave, Winchester, VA 22601

Welcome to 317 Gray Ave in Winchester, Virginia. This charming Colonial blends historic character with extensive modern updates, creating the perfect balance of vintage appeal and contemporary comfort. The home features 4 bedrooms, 2 full bathrooms, and 1 half bathroom, along with a recently finished attic that offers flexible additional living space. The primary suite includes a beautifully

Matthew Abregu

Keller Williams Realty

(540) 701-3590

317 Gray Ave, Winchester, VA 22601
/40

$1,522 - $1,722 total monthly price

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
/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 $614,348

Last Listing Agent Dallas Croft Samson Properties

140 Kinross Dr, Winchester, VA 22602

/11
Est $124,246 Not Listed For Sale

1137 Tomahawk Trail, Winchester, VA 22602
1137 Tomahawk Trail, Winchester, VA 22602

Last Sold Summary
- 211% Above List Price
- 12 Days On Market
- Last Sold Price $40,000
- Aug 11, 2023
Last Listing Agent Diana Geremia Long & Foster

Showing Results 81 - 120, Page 3 of 18

Virginia Winchester County Winchester

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Winchester, VA Homes

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