Winchester, VA Homes

/7
$1,100,000

Under Contract
- Land
- 2.3 Acres
- $478,261 per Acre
0 S Pleasant Valley Rd Unit VAFV2039602, Winchester, VA 22601

2.3 Acre Outparcel on Pleasant Valley Road for Sale Neighbors include Walmart, Ross, Target, Panera Bread, Olive Garden, Petco, and the list goes on! Zoned CM1, ideal for auto sales, offices, retail, and flex development. All utilities to site. Outstanding proximity to massive commercial and multifamily growth. VA's fastest growing City in it's fastest growing commercial district. Almost 500'

Gillian Greenfield Coldwell Banker Premier

0 S Pleasant Valley Rd Unit VAFV2039602, Winchester, VA 22601
/62
$705,000

Sold May 11, 2026

121 Windrow Ct, Winchester, VA 22602
- 3 Beds
- 3.5 Baths
- 4,808 Sq Ft
- Built 2022
Last Sold Summary
- 1% Below List Price
- $147/SF
- 32 Days On Market
Current Estimated Value $698,692

Last Listing Agent Tracy Link Coldwell Banker Premier

121 Windrow Ct, Winchester, VA 22602

/27
Not Listed For Sale

410 Fox Trail, Winchester, VA 22602
- 2 Beds
- 1 Bath
- 832 Sq Ft
- Built 2025
410 Fox Trail, Winchester, VA 22602

Last Sold Summary
- 134 Days On Market
Last Listing Agent Kaitlyn Behr Samson Properties

/17
$619,000

$6K PRICE DROP
- 5 Beds
- 3.5 Baths
- 2,967 Sq Ft
219 Lehigh Dr, Winchester, VA 22602

This nearly new Lennar home offers the advantages of modern construction combined with thoughtful upgrades and future expansion potential in a location that keeps you connected to everything Winchester has to offer. Built just two years ago, the home provides the confidence of newer systems and energy efficiency, enhanced by a complete security system and water softener for added comfort and

Sarah Reynolds Keller Williams Realty

219 Lehigh Dr, Winchester, VA 22602
/21
$519,000

Sold Dec 09, 2025

160 Country Squire Ln, Winchester, VA 22603
- 3 Beds
- 3 Baths
- 1,624 Sq Ft
- Built 1998
Last Sold Summary
- $320/SF
- 1 Day On Market
Current Estimated Value $524,677

Last Listing Agent Natalie Dalecky ERA Oakcrest Realty, Inc.

160 Country Squire Ln, Winchester, VA 22603

/71
Not Listed For Sale

348 Retreat, Winchester, VA 22603
- 3 Beds
- 3 Baths
- 3,726 Sq Ft
- Built 2019
348 Retreat, Winchester, VA 22603

Last Sold Summary
- 168 Days On Market
Last Listing Agent Leah Clowser RE/MAX Roots

/44
$629,990

New Construction $24K PRICE DROP
- 4 Beds
- 3 Baths
- 3,031 Sq Ft
232 Hydrangea Way, Winchester, VA 22602

Experience effortless living in our Willow Run Active Adult community! Our Azalea floorplan is a thoughtfully designed 1,888 sq. ft. ranch home blending style and functionality in a single-level open layout. The moment you step inside the home, you will be greeted by an inviting foyer leading you into the heart of the home. The dining room seamlessly connects with the living room and kitchen,

D.R. Horton Builder

232 Hydrangea Way, Winchester, VA 22602
/45
$405,000

Sold Mar 27, 2026

100 Winns Cir, Winchester, VA 22602
- 4 Beds
- 2.5 Baths
- 2,636 Sq Ft
- Built 1992
Last Sold Summary
- 10% Below List Price
- $154/SF
- 18 Days On Market
Current Estimated Value $428,123

Last Listing Agent Nicole Lewis Coldwell Banker Premier

100 Winns Cir, Winchester, VA 22602

/23
Not Listed For Sale

Lot 4 Cattail Rd, Winchester, VA 22603
Lot 4 Cattail Rd, Winchester, VA 22603

Last Sold Summary
- 9 Days On Market
Last Listing Agent Victor Beltran EXP Realty, LLC

/6
$40,000

$10K PRICE DROP
- Land
- 1.38 Acres
- $28,986 per Acre
105 Arum Trail, Winchester, VA 22602

Welcome to your buildable, oversized 1.38 acre lot in Duck Run. Ready for your forever home? Come check this property out! No utilities on property. Blank slate ready for all your design ideas.

Cat Haines Cedar Creek Real Estate

105 Arum Trail, Winchester, VA 22602
/2
$520,000

Sold Jun 09, 2026

105 Lenore Ln, Winchester, VA 22602
- 3 Beds
- 2 Baths
- 1,829 Sq Ft
- Built 2024
Last Sold Summary
- 3% Below List Price
- $284/SF
- 42 Days On Market
Current Estimated Value $524,063

Last Listing Agent Kelly Vornadore New Dimensions Realty Group LLC

105 Lenore Ln, Winchester, VA 22602

/26
Not Listed For Sale

103 Conrad Ct, Winchester, VA 22603
- 3 Beds
- 2 Baths
- 1,680 Sq Ft
- Built 2001
103 Conrad Ct, Winchester, VA 22603

Last Sold Summary
- 10 Days On Market
Last Listing Agent Derek Greene The Greene Realty Group

/55
$299,990

$11K PRICE DROP Under Contract
- 3 Beds
- 2 Baths
- 1,474 Sq Ft
406 Highland Ave, Winchester, VA 22601

HERE IS YOUR CHANCE! BACK ON THE MARKET DUE TO NO FAULT OF THE SELLERS!!DIRECTIONS FOR PARKING; FROM NAT AVE TAKE RIGHT ON ATHEY ALLY TO 4 CAR PARKING AREA ON LEFT - LOOK FOR 406 MARKER. Located in The Historic Old Town Winchester area with private parking right off of Athey Alley, we are happy to list this nicely remodeled 2 story circa 1930s, center hall home.. Since the purchase of this

Lisette Turner Century 21 Redwood Realty

406 Highland Ave, Winchester, VA 22601
/44
$438,000

Sold May 08, 2026

21 W Pall Mall St, Winchester, VA 22601
- 4 Beds
- 2.5 Baths
- 1,805 Sq Ft
- Built 1930
Last Sold Summary
- 3% Above List Price
- $243/SF
- 10 Days On Market
Current Estimated Value $426,691

Last Listing Agent Allyson Lenz Compass

21 W Pall Mall St, Winchester, VA 22601

/34
Not Listed For Sale

115 Manasquan Way, Winchester, VA 22602
- 5 Beds
- 3 Baths
- 3,073 Sq Ft
- Built 2024
115 Manasquan Way, Winchester, VA 22602

Last Sold Summary
- 31 Days On Market
Last Listing Agent Tracy Jennings D R Horton Realty of Virginia LLC

/19
$477,990

New Construction
- 2 Beds
- 1 Bath
- 1,564 Sq Ft
107 Lawford Way, 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

107 Lawford Way, Winchester, VA 22603
/69
$675,000

Sold Aug 29, 2025

101 Winterberry Ct, Winchester, VA 22602
- 4 Beds
- 3.5 Baths
- 5,046 Sq Ft
- Built 1993
Last Sold Summary
- $134/SF
- 16 Days On Market
Current Estimated Value $702,754

Last Listing Agent Paul Sneeringer Keller Williams Realty

101 Winterberry Ct, Winchester, VA 22602

/55
Not Listed For Sale

903 Rockwood Trail, Winchester, VA 22602
- 3 Beds
- 2 Baths
- 1,474 Sq Ft
- Built 2024
903 Rockwood Trail, Winchester, VA 22602

Last Sold Summary
- 177 Days On Market
Last Listing Agent Amber Jenkins Century 21 Redwood Realty

/47
$405,000
- 3 Beds
- 2.5 Baths
- 1,970 Sq Ft
135 Tye Ct, Winchester, VA 22602

Welcome to this beautifully designed end-unit townhome featuring three finished levels, a 1-car garage, and an open, light-filled floor plan that perfectly blends style and functionality. The main living areas are enhanced with durable luxury vinyl plank flooring, while the gourmet kitchen showcases stainless steel appliances, white cabinetry, ornamental white granite countertops, and abundant

Leah Clowser RE/MAX Roots

135 Tye Ct, Winchester, VA 22602
/39
$230,000

Sold Jan 29, 2026

114 Woodys Place, Winchester, VA 22602
- 3 Beds
- 2 Baths
- 1,615 Sq Ft
- Built 1988
Last Sold Summary
- $142/SF
- 21 Days On Market
Current Estimated Value $351,909

Last Listing Agent Beth Paisley Long & Foster Real Estate, Inc.

114 Woodys Place, Winchester, VA 22602

/34
Not Listed For Sale

112 Munsee Cir, Winchester, VA 22602
- 5 Beds
- 3 Baths
- 3,073 Sq Ft
- Built 2024
112 Munsee Cir, Winchester, VA 22602

Last Sold Summary
- 39 Days On Market
Last Listing Agent Tracy Jennings D R Horton Realty of Virginia LLC

/36
$320,000
- 3 Beds
- 3 Baths
- 1,281 Sq Ft
115 S Purcell Ave, Winchester, VA 22601

Don't miss this 3-bedroom, 3 full-bath bungalow in a prime location! Just minutes from vibrant downtown shopping and dining, and a short walk to Jim Barnett Park. The park includes a dog park, swimming pool, and pickleball courts. This home offers the ideal combination of convenience, charm, and access to outdoor amenities. New roof installed in 2018. Open House on Sunday, August 16th from 1-4pm.

Matthew Berry MarketPlace REALTY

115 S Purcell Ave, Winchester, VA 22601
/8
$1,465,656

Sold Mar 10, 2026

62 Gravenstein Ct, Winchester, VA 22602
- 4 Beds
- 3.5 Baths
- 3,707 Sq Ft
Last Sold Summary
- 34% Above List Price
- $395/SF
- 23 Days On Market
Last Listing Agent Daniel Boris Pearson Smith Realty, LLC

62 Gravenstein Ct, Winchester, VA 22602

/4
Not Listed For Sale

110 Yurok Ct, Winchester, VA 22602
- 5 Beds
- 3 Baths
- 2,415 Sq Ft
- Built 2024
110 Yurok Ct, Winchester, VA 22602

Last Sold Summary
- 7 Days On Market
Last Listing Agent Tracy Jennings D R Horton Realty of Virginia LLC

/73
$315,000

$135K PRICE DROP Under Contract
- 3 Beds
- 2 Baths
- 1,585 Sq Ft
139 Bryarly Rd, Winchester, VA 22603

Your chance at a beautiful home has arrived—bringing you instant equity on day one! Back on the market at no fault of the seller and priced well below its recent appraisal, this home is a rare financial win. With an out-of-state relocation already calling them away, the sellers are incredibly eager to pass the keys to the next owner. From the moment you step through the door, you will feel the

Hailey Mooney Real Broker, LLC

139 Bryarly Rd, Winchester, VA 22603
/34
$340,000

Sold Jan 13, 2026

134 Cardinal Ln, Winchester, VA 22602
- 3 Beds
- 3 Baths
- 1,280 Sq Ft
- Built 1989
Last Sold Summary
- $266/SF
- 107 Days On Market
Current Estimated Value $346,579

Last Listing Agent Barton Chasler Realty ONE Group Old Towne

134 Cardinal Ln, Winchester, VA 22602

/55
Not Listed For Sale

155 Munsee Cir, Winchester, VA 22602
- 4 Beds
- 3.5 Baths
- 1,889 Sq Ft
- Built 2024
155 Munsee Cir, Winchester, VA 22602

Last Sold Summary
- 110 Days On Market
Last Listing Agent Tracy Jennings D R Horton Realty of Virginia LLC

/79
$409,900
- 4 Beds
- 3 Baths
- 2,228 Sq Ft
117 Old Dominion Dr, Winchester, VA 22603

Well-maintained split foyer in a spectacular commuter location, just minutes from I-81 and a short drive to Old Town Winchester. This inviting home features hardwood floors throughout the main living areas, an open-concept floor plan, a cozy fireplace in the living room, and a spacious kitchen with a center island.The main level offers new carpet in the bedrooms, including a generous primary

Heloisa Amar Samson Properties

117 Old Dominion Dr, Winchester, VA 22603
/57
$521,500

Sold Jun 16, 2026

102 Blackpowder Ct, Winchester, VA 22603
- 4 Beds
- 2.5 Baths
- 2,596 Sq Ft
- Built 2008
Last Sold Summary
- 1% Above List Price
- $201/SF
- 6 Days On Market
Current Estimated Value $520,905

Last Listing Agent Melissa Youngblood ERA Oakcrest Realty, Inc.

102 Blackpowder Ct, Winchester, VA 22603

/55
Not Listed For Sale

157 Munsee Cir, Winchester, VA 22602
- 4 Beds
- 3.5 Baths
- 1,889 Sq Ft
- Built 2024
157 Munsee Cir, Winchester, VA 22602

Last Sold Summary
- 101 Days On Market
Last Listing Agent Tracy Jennings D R Horton Realty of Virginia LLC

/27
$459,990

New Construction $8K PRICE DROP
- 3 Beds
- 2 Baths
- 1,461 Sq Ft
125 Trellis View Ln, Winchester, VA 22602

Experience effortless living in our Willow Run Active Adult community! Our Freeport floorplan is a thoughtfully designed villa, blending style and functionality in a single-level open layout and finished loft, complete with a 2-car garage. This stunning 1,492 sq. ft. residence features three bedrooms and two baths on the main level, with the finished loft offering an additional 676 sq ft of

D.R. Horton Builder

125 Trellis View Ln, Winchester, VA 22602
/107
$775,000

Sold Aug 22, 2025

132 Wilton Dr, Winchester, VA 22603
- 4 Beds
- 3.5 Baths
- 5,161 Sq Ft
- Built 1999
Last Sold Summary
- $150/SF
- 35 Days On Market
Current Estimated Value $851,980

Last Listing Agent Dallas Croft Samson Properties

132 Wilton Dr, Winchester, VA 22603

/25
Est $495,089

Not Listed For Sale

117 Yurok Ct, Winchester, VA 22602
- 4 Beds
- 2.5 Baths
- 1,953 Sq Ft
- Built 2024
117 Yurok Ct, Winchester, VA 22602

Last Sold Summary
- 4 Days On Market
Last Listing Agent Tracy Jennings D R Horton Realty of Virginia LLC

/40
$525,000
- 3 Beds
- 2.5 Baths
- 2,180 Sq Ft
104 Lenore Ln, Winchester, VA 22602

Like New -Welcome to this beautiful home in the desirable Raven Oaks. This thoughtfully designed home features an open-concept floor plan perfect for both everyday living and entertaining. The spacious kitchen offers a large island, ample cabinetry, and flows seamlessly into the dining area and Great Room with a cozy fireplace, creating a warm and inviting gathering space. Upstairs, a versatile

RoxAnn Grimes RE/MAX Roots

104 Lenore Ln, Winchester, VA 22602
/44
$399,990

Sold Feb 19, 2026

129 Lakota St, Winchester, VA 22602
- 4 Beds
- 3.5 Baths
- 1,889 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $212/SF
- 9 Days On Market
D.R. Horton Retreat at Winding Creek - Townhomes

129 Lakota St, Winchester, VA 22602

/25
Not Listed For Sale

112 Yurok Ct, Winchester, VA 22602
- 4 Beds
- 2.5 Baths
- 1,953 Sq Ft
- Built 2024
112 Yurok Ct, Winchester, VA 22602

Last Sold Summary
- 18 Days On Market
Last Listing Agent Tracy Jennings D R Horton Realty of Virginia LLC

/25
$397,990

New Construction
- 3 Beds
- 2.5 - 3.5 Baths
- 1,966+ Sq Ft
St Paul Plan at Winchester Ridge Townhomes, Winchester, VA 22602

Introducing the St. Paul, one of Maronda’s latest townhome designs.The St. Paul offers a range of 1,966 to 1,989 square feet of living space, including 3 to 4 bedrooms, 2.5 to 3.5 bathrooms, and a spacious 1-car garage. This new design offers plenty of personalization opportunities to fit your family’s unique needs.On the first floor of the home, you will find a spacious, open-concept floor plan.

Maronda Homes Builder

161 Williamson Rd Unit 37409245, Winchester, VA 22602
/46
$506,000

Sold May 13, 2026

312 W Cecil St, Winchester, VA 22601
- 3 Beds
- 1.5 Baths
- 1,698 Sq Ft
- Built 1915
Last Sold Summary
- 3% Above List Price
- $298/SF
- 5 Days On Market
Current Estimated Value $491,290

Last Listing Agent Jeanne Mezzatesta Colony Realty

312 W Cecil St, Winchester, VA 22601

/54
Not Listed For Sale

158 Munsee Cir, Winchester, VA 22602
- 4 Beds
- 3.5 Baths
- 1,889 Sq Ft
- Built 2024
158 Munsee Cir, Winchester, VA 22602

Last Sold Summary
- 138 Days On Market
Last Listing Agent Tracy Jennings D R Horton Realty of Virginia LLC

/22
$369,999

Open Sat 1PM - 3PM
- 3 Beds
- 2.5 Baths
- 1,630 Sq Ft
120 Maury Way, Winchester, VA 22602

Welcome to this beautifully upgraded townhome in the highly sought-after Winchester Landing active adult community! Built in 2023, this move-in-ready home offers the perfect blend of modern style, comfort, and convenience. Designed with true main-level living in mind, the spacious first floor features a desirable primary suite, full bath, and laundry room, making everyday living effortless. The

Samiirah Ruhomutally Pearson Smith Realty, LLC

120 Maury Way, Winchester, VA 22602

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Virginia Winchester County

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Winchester, VA Homes

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