Winchester County, VA Homes

/40
$419,990 Pending
- 4 Beds
- 3.5 Baths
- 1,939 Sq Ft
1809 Harvest Dr, Winchester, VA 22601

1809 Harvest Drive is an attractive new 3 level townhome with full brick front in Winchester, VA – ready to move in! Our modern Adams II floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. Stained Oak stairs lead you to the main level with LVP Floors. The kitchen is equipped with beautiful quartz countertops, soft-close espresso cabinets & drawers, and

Brooks Sears D R Horton Realty of Virginia LLC

1809 Harvest Dr, Winchester, VA 22601
/23
$3,200 per month
- 4 Beds
- 3.5 Baths
- 1,680 Sq Ft
- House for Rent
429 Circle Dr, Winchester, VA 22601

JORGE CABRERA J&C Real Estate Solution, LLC

429 Circle Dr, Winchester, VA 22601
/3
$271,000 Sold Jul 01, 2025

421 Superior Ave, Winchester, VA 22601
- 3 Beds
- 1.5 Baths
- 1,197 Sq Ft
- Built 1965
Last Sold Summary
- $226/SF
- 23 Days On Market
Current Estimated Value $420,784

Last Listing Agent Cathy Caniford Crossroads, Realtors

421 Superior Ave, Winchester, VA 22601

/37
Est $377,321 Not Listed For Sale

429 Beechcroft Rd, Winchester, VA 22601
- 3 Beds
- 2 Baths
- 2,004 Sq Ft
- Built 1965
429 Beechcroft Rd, Winchester, VA 22601

Last Sold Summary
- 2% Above List Price
- $185/SF
- 18 Days On Market
Last Sold Price $369,900

Last Listing Agent Dan Whitacre Colony Realty

/51
$469,900 Under Contract
- 3 Beds
- 4 Baths
- 3,359 Sq Ft
227 Miller St, Winchester, VA 22601

BACK UP OFFERS BEING ACCEPTED! Welcome to 227 Miller Street — a home that instantly feels inviting. Recent improvements include new flooring in both upstairs and downstairs bathrooms (2025), new toilets in all bathrooms (2024), refreshed hardwood floors (2025), a professionally cleaned chimney (2025). The back deck was replaced in 2024, and the home offers multiple outdoor spaces, including a

Leah Marabella Realty ONE Group Old Towne

227 Miller St, Winchester, VA 22601
/2
$1,050 per month
- 1 Bed
- 1 Bath
- 10,710 Sq Ft
- House for Rent
2264 Papermill Rd Unit C, Winchester, VA 22601

Amy Emerson-Kerns Cambridge Premier Realty, LLC.

2264 Papermill Rd Unit C, Winchester, VA 22601
/67
$490,000 Sold Jun 09, 2025

435 Mosby St, Winchester, VA 22601
- 4 Beds
- 2 Baths
- 1,604 Sq Ft
- Built 1956
Last Sold Summary
- $305/SF
- 0 Days On Market
Current Estimated Value $488,799

Last Listing Agent Angela Duncan MarketPlace REALTY

435 Mosby St, Winchester, VA 22601

/27
Est $346,501 Not Listed For Sale

433 Beechcroft Rd, Winchester, VA 22601
- 3 Beds
- 1.5 Baths
- 1,328 Sq Ft
- Built 1960
433 Beechcroft Rd, Winchester, VA 22601

Last Sold Summary
- 1% Below List Price
- $263/SF
- 19 Days On Market
Last Sold Price $349,900

Last Listing Agent Natasha Roberts Realty ONE Group Old Towne

/46
$599,000
- 4 Beds
- 2 Baths
- 2,837 Sq Ft
1317 Caroline St, Winchester, VA 22601

Welcome to 1317 Caroline Street, a well-appointed brick rancher in a fantastic Winchester location that perfectly balances professional convenience with residential comfort. Situated just minutes from Winchester Medical Center and major commuter routes, this home offers an effortless transition from a busy day to a relaxing evening. This sense of ease begins the moment you step inside the main

Dan Whitacre Colony Realty

1317 Caroline St, Winchester, VA 22601
/51
$385,000 Sold Nov 24, 2025

1823 Kershaw Ln, Winchester, VA 22601
- 2 Beds
- 2 Baths
- 1,591 Sq Ft
- Built 2003
Last Sold Summary
- $242/SF
- 9 Days On Market
Current Estimated Value $388,959

Last Listing Agent Natalie Langford ERA Oakcrest Realty, Inc.

1823 Kershaw Ln, Winchester, VA 22601

/34
Est $380,267 Not Listed For Sale

523 Applecroft Rd, Winchester, VA 22601
- 4 Beds
- 2 Baths
- 1,847 Sq Ft
- Built 1958
523 Applecroft Rd, Winchester, VA 22601

Last Sold Summary
- 1% Above List Price
- $203/SF
- 4 Days On Market
Last Sold Price $375,000

Last Listing Agent Rebecca Haughian Redfin Corporation

/55
$474,900
- 4 Beds
- 2.5 Baths
- 2,100 Sq Ft
620 Crystal Ct, Winchester, VA 22601

Rare Cul-de-Sac Gem in the Heart of Winchester! Now priced nearly $20,000 under appraisal value!! Discover the perfect blend of tranquility and city convenience at 620 Crystal Court. Situated in a sought-after, quiet cul-de-sac right in the center of Winchester, this stunning 4-bedroom, 2.5-bathroom residence has been thoughtfully updated and is ready for you to call home. Main Level Elegance &

VAIBHAV AGARWAL Realty FC, LLC

620 Crystal Ct, Winchester, VA 22601
/43
$357,000 Sold Aug 07, 2025

205 Parkway St, Winchester, VA 22601
- 3 Beds
- 2.5 Baths
- 1,008 Sq Ft
- Built 1971
Last Sold Summary
- $354/SF
- 86 Days On Market
Current Estimated Value $351,864

Last Listing Agent Agustin Martinez Spring Hill Real Estate, LLC.

205 Parkway St, Winchester, VA 22601

/54
Est $533,305 Not Listed For Sale

604 Kernstown Ct, Winchester, VA 22601
- 3 Beds
- 2.5 Baths
- 2,495 Sq Ft
- Built 2000
604 Kernstown Ct, Winchester, VA 22601

Last Sold Summary
- 12% Above List Price
- $190/SF
- 3 Days On Market
Last Sold Price $475,000

Last Listing Agent Brett Sowder RE/MAX

/69
$605,000
- Studio
- 4,396 Sq Ft
540 Monticello St, Winchester, VA 22601

Welcome to 540 Monticello Street, a turnkey Multi-Unit Investment Opportunity in Prime Downtown Winchester Location!Presenting a Triplex in the heart of Downtown Winchester—a rare opportunity for investors seeking strong cash flow in a highly desirable and commuter-friendly location. Just minutes from I-81 and I-66, and less than an hour from Northern Virginia, this property offers

Laura King MarketPlace REALTY

540 Monticello St, Winchester, VA 22601
/20
$310,000 Sold Jul 10, 2025

213 West St, Winchester, VA 22601
- 2 Beds
- 1.5 Baths
- 1,281 Sq Ft
- Built 1946
Last Sold Summary
- $242/SF
- 0 Days On Market
Current Estimated Value $305,686

Last Listing Agent Mandy Barnes RE/MAX Gateway, LLC

213 West St, Winchester, VA 22601

/90
Est $551,517 Not Listed For Sale

627 Pritchards Hill Ct, Winchester, VA 22601
- 4 Beds
- 2.5 Baths
- 2,632 Sq Ft
- Built 1998
627 Pritchards Hill Ct, Winchester, VA 22601

Last Sold Summary
- 11% Above List Price
- $189/SF
- 3 Days On Market
Last Sold Price $496,799

Last Listing Agent Stephanie Feltner Realty ONE Group Old Towne

/35
$250,000
- 2 Beds
- 2 Baths
- 780 Sq Ft
2519 Hockman Ave, Winchester, VA 22601

***Attention!!*** Investor Special!! FLASH SALE!! ***Attention!!***Calling all investors!! Lock-in this deal while you can! Income producing property being sold at a highly discounted rate for a limited time only. Currently leased for $1800 per month . Contract must be ratified by 3/31/2026 with closing to take place in 30 days or less no later than 4/10/2026 in order to lock in the

Channing Sherfey Hoffman Realty

2519 Hockman Ave, Winchester, VA 22601
/2
$406,665 Sold Mar 26, 2025

109 Marlow Ct, Winchester, VA 22602
- 4 Beds
- 3.5 Baths
- 2,004 Sq Ft
- Built 2024
Last Sold Summary
- $203/SF
Last Listing Agent datacorrect BrightMLS Non Subscribing Office

109 Marlow Ct, Winchester, VA 22602

/55
Est $559,889 Not Listed For Sale

2821 Saratoga Dr, Winchester, VA 22601
- 5 Beds
- 3 Baths
- 2,742 Sq Ft
- Built 2000
2821 Saratoga Dr, Winchester, VA 22601

Last Sold Summary
- 9% Above List Price
- $188/SF
- 5 Days On Market
Last Sold Price $515,000

Last Listing Agent Kim Palmer Marquee Properties, Inc.

/40
$358,000 Under Contract
- 4 Beds
- 2 Baths
- 1,534 Sq Ft
323 Russelcroft Rd, Winchester, VA 22601

Looking for a home in amazing shape for your buyers? You've found it. 2108sf total living space. Beautiful cared for by the homeowners. 3 bedrooms 2 full baths detached home.Beautiful Detached home with 3 bedrooms and 2 full baths + bonus room on the basement isfull finished with a family room. Looking for a home in amazing shape for your buyers? You've found it. 2108sf total living

Alexandra Brown Spring Hill Real Estate, LLC.

323 Russelcroft Rd, Winchester, VA 22601
/2
$295,000 Sold Oct 23, 2025

616 Cedar Creek Grade, Winchester, VA 22601
- Land
- 1.33 Acres
- $221,805 per Acre
Last Sold Summary
- 1,861 Days On Market
Current Estimated Value $293,000

Last Listing Agent Christopher Molden Merrifield Realty, LLC

616 Cedar Creek Grade, Winchester, VA 22601

/5
Est $418,790 Not Listed For Sale

605 Dulles Cir, Winchester, VA 22601
- 3 Beds
- 2 Baths
- 1,483 Sq Ft
- Built 1980
605 Dulles Cir, Winchester, VA 22601

Last Sold Summary
- 1% Above List Price
- $279/SF
Last Sold Price $414,000

Last Listing Agent Natalie Langford ERA Oakcrest Realty, Inc.

/45
$500,000
- 4 Beds
- 3.5 Baths
- 2,524 Sq Ft
2643 Middle Rd, Winchester, VA 22601

Location Location Location! NO HOA!!! Hardwood floors on the main level. Formal living and dining room leads to the Family room with stone fireplace, breakfast nook and kitchen. Step out on to the deck to enjoy the views. Large fenced level backyard. Large Primary suite with sitting room and luxury bath. Good sized bedrooms, one with an attached bath. Lower level leads to a patio and backyard.

Lorraine Arora Berkshire Hathaway HomeServices PenFed Realty

2643 Middle Rd, Winchester, VA 22601
/81
$315,000 Sold Aug 27, 2025

709 N Braddock St, Winchester, VA 22601
- 3 Beds
- 1.5 Baths
- 1,317 Sq Ft
- Built 1936
Last Sold Summary
- $239/SF
- 5 Days On Market
Current Estimated Value $314,888

Last Listing Agent Jaclyn Michelle Berkshire Hathaway HomeServices PenFed Realty

709 N Braddock St, Winchester, VA 22601

/50
Est $471,758 Not Listed For Sale

2612 Stonegate Dr, Winchester, VA 22601
- 4 Beds
- 3 Baths
- 1,968 Sq Ft
- Built 1994
2612 Stonegate Dr, Winchester, VA 22601

Last Sold Summary
- 1% Below List Price
- $241/SF
- 8 Days On Market
Last Sold Price $475,000

Last Listing Agent Dave Spence RE/MAX

/23
$279,000 Pending
- 3 Beds
- 1 Bath
- 907 Sq Ft
208 Shenandoah Ave, Winchester, VA 22601

Welcome home to 208 Shenandoah Ave in Winchester, VA! This updated ranch home offers the coveted simplicity of easy, one-level living and is perfectly situated in a prime, convenient Winchester location. Featuring 3 bedrooms and 1 full bath, the interior is turn-key with newer flooring and fresh paint throughout. The living spaces are bright and inviting with lots of natural light, creating a

Dan Whitacre Colony Realty

208 Shenandoah Ave, Winchester, VA 22601
/2
$559,900 Sold Oct 10, 2025

1729 Handley Ave, Winchester, VA 22601
- 4 Beds
- 3 Baths
- 2,614 Sq Ft
- Built 1987
Last Sold Summary
- $214/SF
- 5 Days On Market
Current Estimated Value $567,473

Last Listing Agent Jeanne Mezzatesta Colony Realty

1729 Handley Ave, Winchester, VA 22601

/47
Est $498,409 Not Listed For Sale

2628 Stonegate Dr, Winchester, VA 22601
- 4 Beds
- 3 Baths
- 2,722 Sq Ft
- Built 1994
2628 Stonegate Dr, Winchester, VA 22601

Last Sold Summary
- 15% Above List Price
- $160/SF
- 10 Days On Market
Last Sold Price $435,000

Last Listing Agent Ralph Semidey Smart Realty, LLC

/71
$625,000
- 3 Beds
- 3 Baths
- 2,722 Sq Ft
130 Morgan St, Winchester, VA 22601

Location, Location, Location! Built in 1971 is this 2700 + Sq. Ft. Finished Quality Brick Home Meticulously Maintained with many upgrades! Sitting on a large 12253 Sq. Ft. Lot. Prime Location Two Blocks to Handley Library, Three Blocks to Old Town Walking Mall and Walking Distance to Handley High School. Low Maintenance Home with Privacy, Beautiful View of Land/Trees on Quiet Dead End Street. 3

George Johnson Jim Barb Realty Inc.

130 Morgan St, Winchester, VA 22601
/5
$220,000 Sold Feb 20, 2026

21 E Germain St, Winchester, VA 22601
- 3 Beds
- 2 Baths
- 1,682 Sq Ft
- Built 1900
Last Sold Summary
- 17% Below List Price
- $131/SF
- 101 Days On Market
Current Estimated Value $271,472

Last Listing Agent Corey Morgan CENTURY 21 Envision

21 E Germain St, Winchester, VA 22601

/46
Est $428,186 Not Listed For Sale

2641 Stonegate Dr, Winchester, VA 22601
- 3 Beds
- 2.5 Baths
- 1,961 Sq Ft
- Built 1994
2641 Stonegate Dr, Winchester, VA 22601

Last Sold Summary
- 7% Above List Price
- $204/SF
- 10 Days On Market
Last Sold Price $400,000

Last Listing Agent Dave Spence RE/MAX

/38
$409,990 New Construction
- 4 Beds
- 3.5 Baths
- 1,889 Sq Ft
Adams Plan at Abrams Crossing at Meadow Branch, Winchester, VA 22601

The Adams I townhome offers 1,889 sq. ft. of thoughtfully designed living space, featuring 4 bedrooms, 3.5 bathrooms, and a convenient 1-car front-load garage. The modern kitchen showcases quartz countertops, stainless steel appliances, a spacious island, recessed lighting, and upgraded cabinets. Enjoy the flexibility of a finished lower-level bonus space—perfect for a rec room, home office, or

D.R. Horton Builder

1831 Reese Ct Unit 37025140, Winchester, VA 22601
/2
$365,000 Sold Jun 30, 2025

2075 Honeysuckle Ln, Winchester, VA 22601
- 1,488 Sq Ft
- Built 2004
Last Sold Summary
- $245/SF
Current Estimated Value $368,869

Last Listing Agent Jim Stafford ERA Oakcrest Realty, Inc.

2075 Honeysuckle Ln, Winchester, VA 22601

/21
Est $386,471 Not Listed For Sale

2627 Stonegate Dr, Winchester, VA 22601
- 3 Beds
- 2 Baths
- 1,388 Sq Ft
- Built 1994
2627 Stonegate Dr, Winchester, VA 22601

Last Sold Summary
- 3% Above List Price
- $270/SF
- 0 Days On Market
Last Sold Price $375,000

Last Listing Agent Rex Petrey Keller Williams Realty

/76
$475,000 Under Contract
- 5 Beds
- 2.5 Baths
- 2,890 Sq Ft
411 van Fossen St, Winchester, VA 22601

If you’re drawn to homes with character, warmth, and spaces brimming with personality, then 411 Van Fossen Street may be exactly what you’ve been waiting for.Natural light pours through the oversized bay window in the living room, highlighting the classic wood-burning fireplace.The kitchen blends charm with everyday functionality. Exposed structural brick, Corian countertops, gas cooking,

Lori Oaks MarketPlace REALTY

411 van Fossen St, Winchester, VA 22601
/40
$460,000 Sold Sep 22, 2025

116 S Pleasant Valley Rd, Winchester, VA 22601
- 5 Beds
- 2 Baths
- 1,956 Sq Ft
- Built 1930
Last Sold Summary
- $235/SF
- 47 Days On Market
Current Estimated Value $437,011

Last Listing Agent Dan Whitacre Colony Realty

116 S Pleasant Valley Rd, Winchester, VA 22601

/28
Est $478,871 Not Listed For Sale

314 Stonehenge Rd, Winchester, VA 22601
- 3 Beds
- 2 Baths
- 2,580 Sq Ft
- Built 1991
314 Stonehenge Rd, Winchester, VA 22601

Last Sold Summary
- 11% Above List Price
- $167/SF
- 1 Day On Market
Last Sold Price $430,000

Last Listing Agent Kandi McKenzie Realty ONE Group Old Towne

/34
$399,990 New Construction
- 4 Beds
- 3 Baths
- 1,920 Sq Ft
1821 Harvest Dr, Winchester, VA 22601

1821 Harvest Drive is an attractive new 3 level townhome with full brick front in Winchester, VA – ready to move in! Our modern Adams II floorplan features a 1-car garage, and a bedroom and full bathroom on the first floor. Stained Oak stairs lead you to the main level with LVP Floors. The kitchen is equipped with beautiful quartz countertops, soft-close grey cabinets & drawers, and

D.R. Horton Builder

1821 Harvest Dr, Winchester, VA 22601
/13
$499,990 Sold Sep 17, 2025

3131 Eton Place, Winchester, VA 22601
- 3 Beds
- 2.5 Baths
- 2,451 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $204/SF
- 316 Days On Market
3131 Eton Place, Winchester, VA 22601

Showing Results 361 - 400, Page 10 of 18

Virginia Winchester County

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