Winchester, VA Homes

/30
$400,000
- 3 Beds
- 2.5 Baths
- 2,330 Sq Ft
3135 Eton Place, Winchester, VA 22601

Lofts at Creekside is one of the newest walkable communities in the city of Winchester with proximity to the upscale Creekside Station. Offering eateries, clothing stores, and professional services allows you to start or end your day at a plethora of local store fronts only steps from your home. Being only 2 years young allows the comfort of practically a new home in impeccable condition. Two car

Dave Spence RE/MAX Roots

3135 Eton Place, Winchester, VA 22601
/20
$1,600 Per Month
- 3 Beds
- 1.5 Baths
- 1,316 Sq Ft
- Townhouse for Rent
8 W Monmouth St, Winchester, VA 22601

Charming 2-Story Townhouse for Rent in Winchester City Welcome to this well-maintained 2-story townhouse located in the heart of Winchester! This comfortable home offers a functional layout with 1 full bath and 1 half bath, perfect for convenient everyday living. The main level features a bright living area, a spacious kitchen with ample cabinet space, and a dining area ideal for entertaining. A

Ruby Miller Samson Properties

8 W Monmouth St, Winchester, VA 22601
/33
$607,990

Sold Nov 05, 2025

111 Mascouten St, Winchester, VA 22602
- 5 Beds
- 3 Baths
- 2,511 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $242/SF
- 15 Days On Market
D.R. Horton Retreat at Winding Creek - Single Family

111 Mascouten St, Winchester, VA 22602

/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 Listing Agent Kaitlyn Behr Samson Properties

/46
$374,000

Pending
- 3 Beds
- 2.5 Baths
- 1,927 Sq Ft
820 Appleseed Ct, Winchester, VA 22601

Welcome to this beautifully maintained all brick 3 level duplex in the sought-after Orchard Hill neighborhood of Winchester City. With tree-lined sidewalks, street lighting, and Park Place Park just a short stroll away, this home offers a wonderful blend of comfort, convenience, and neighborhood charm.The home features three finished levels with plenty of space to spread out. The main

Laura White ERA Oakcrest Realty, Inc.

820 Appleseed Ct, Winchester, VA 22601
/39
$1,825 Per Month
- 3 Beds
- 2 Baths
- 936 Sq Ft
- House for Rent
220 Retreat Ln, Winchester, VA 22603

Welcome to single house for rent, 1 level with 3 bedrooms and 2 full bath, gorgeous Country living on 5.8 acres. Escape to the peace and quiet of the countryside with this fully remodeled move in ready home. This beautiful updated 3-bedrooms, 2 baths home offers: Spacious open floor plan with newer ceramic title flooring throughout. Upgraded kitchen with granite countertops and stainless steel

Nidia Canales Oasys Realty

220 Retreat Ln, Winchester, VA 22603
/56
$480,000

Sold Aug 06, 2026

207 Stanley Dr, Winchester, VA 22602
- 3 Beds
- 3.5 Baths
- 2,835 Sq Ft
- Built 2006
Last Sold Summary
- 7% Below List Price
- $169/SF
- 36 Days On Market
Current Estimated Value $489,351

Last Listing Agent Angie Ordonez NextHome Realty Select

207 Stanley Dr, Winchester, VA 22602

/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 Listing Agent Kaitlyn Behr Samson Properties

/5
$89,000
- Land
- 40,075 Sq Ft
- $96,739 per Acre
Lot 14A Timber Ridge Trail, Winchester, VA 22602

Enjoy Stunning Sunsets and Endless Sky on This Nearly One-Acre Lot! Imagine unwinding every evening with spectacular sunsets glowing across the valley—the back of this beautiful lot faces northwest, perfect for soaking in nature’s spectacular evening show. Located just 30 minutes from downtown Winchester, this serene oasis offers the ideal blend of peaceful country living and convenient city

Kristin Crosby Samson Properties

Lot 14A Timber Ridge Trail, Winchester, VA 22602
/27
$2,600 Per Month
- 3 Beds
- 3 Baths
- 1,996 Sq Ft
- House for Rent
2445 Massanutten Terrace, Winchester, VA 22601

Discover this welcoming split foyer home in the desirable Winchester community, where comfort meets convenience. This beautifully maintained residence features 3 spacious bedrooms and 3 full bathrooms, a perfect space for everyone. The open floor plan seamlessly connects the living, dining, and kitchen areas, enhanced by recessed lighting and a cozy double-sided gas fireplace. The kitchen with

Hope Coleman Pearson Smith Realty, LLC

2445 Massanutten Terrace, Winchester, VA 22601
/42
$1,550,000

Sold Jun 01, 2026

Lot 1 (128.556 Acres Laurel Grove Rd, Winchester, VA 22602
- Land
- 128.56 Acres
- $12,057 per Acre
Last Sold Summary
- 168 Days On Market
Last Listing Agent Nadeem Helfer Samson Properties

Lot 1 (128.556 Acres Laurel Grove Rd, 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 Listing Agent Kaitlyn Behr Samson Properties

/25
$1,315,000
- Land
- 2.23 Acres
- $589,686 per Acre
0 N Frederick Pike Unit VAFV2042578, Winchester, VA 22603

Opportunities like this are becoming increasingly difficult to find within the growing Winchester market.Strategically positioned along the Rt. 522 corridor, this 2.23-acre commercial property offers the ideal combination of visibility, accessibility, flexibility, and future potential. Surrounded by established medical facilities, national businesses, residential communities, and

Team Dickinson Century 21 Redwood Realty

0 N Frederick Pike Unit VAFV2042578, Winchester, VA 22603
/35
$1,800 Per Month
- 4 Beds
- 2 Baths
- 1,583 Sq Ft
- House for Rent
23 Montague Cir, Winchester, VA 22601

Fantastic rental opportunity in a convenient location! This charming brick-front rambler offers easy, one-level living with a spacious and functional floor plan. There is a spacious living room and dining room, while the eat-in kitchen features plenty of cabinet space and a convenient walk-in pantry. The primary suite offers two double closets and a private attached bathroom. Two additional

Heloisa Amar Samson Properties

23 Montague Cir, Winchester, VA 22601
/34
$640,000

Sold Aug 24, 2026

375 Tavistock Dr, Winchester, VA 22602
- 3 Beds
- 2.5 Baths
- 2,122 Sq Ft
- Built 2025
Last Sold Summary
- $302/SF
- 14 Days On Market
Last Listing Agent Natalie Dalecky ERA Oakcrest Realty, Inc.

375 Tavistock Dr, Winchester, VA 22602

/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 Listing Agent Kaitlyn Behr Samson Properties

/25
$324,900

New Construction
- 2 Beds
- 2.5 Baths
- 1,152 Sq Ft
212 Falcon Trail, Winchester, VA 22602

House completed.1/3 Acre – No Carpet!This affordable 2-bed, 2.5-bath home offers high-end finishes and incredible growth potential.Premium Finishes: Hardwood floors throughout (including all bedrooms), tile in all baths, and granite kitchen countertops.Open Layout: Bright family room and a spacious kitchen/dining area perfect for entertaining.Owner’s Suite: Large master

Jim Thomson Realty ONE Group Old Towne

212 Falcon Trail, Winchester, VA 22602
/14
$1,495 Per Month
- 3 Beds
- 1 Bath
- 1,350 Sq Ft
- Townhouse for Rent
230 E Whitlock Ave, Winchester, VA 22601

Conveniently located near Downtown Winchester, Shenandoah University, shopping, restaurants, and other everyday amenities, this well-maintained 3-bedroom, 1-bath townhome offers comfortable living with plenty of functional space. The main and upper levels feature hardwood flooring, while the eat-in kitchen has durable vinyl flooring. Exceptional closet space throughout the home provides abundant

Meghan Pachas MAP Property Solutions, LLC.

230 E Whitlock Ave, Winchester, VA 22601
/22
$398,990

Sold Apr 01, 2026

2420 Swansong Place, Winchester, VA 22603
- 4 Beds
- 3.5 Baths
- 2,094 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $191/SF
- 23 Days On Market
Brookfield Residential Snowden Bridge - Townhome Collection

2420 Swansong Place, Winchester, VA 22603

/37
Not Listed For Sale

113 Shockey Cir, Winchester, VA 22602
113 Shockey Cir, Winchester, VA 22602

Last Sold Summary
- 87 Days On Market
Last Listing Agent Lisette Turner Century 21 Redwood Realty

/79
$899,990

$100K PRICE DROP
- 4 Beds
- 3.5 Baths
- 3,803 Sq Ft
300 Tavistock Dr, Winchester, VA 22602

Discover the perfect blend of space, privacy and convenience this expansive 3500 sq ft plus ranch home situated on 7.12 beautiful acres. Located just 10 mins from shopping, medical facilities and highway access, this property offers peaceful country living.Inside, you'll spacious one-level living with plenty of room to spread out. A large unfinished bonus space on the second floor provides

Pamela Baber Coldwell Banker Premier

300 Tavistock Dr, Winchester, VA 22602
/10
$2,500 Per Month
- 3 Beds
- 2.5 Baths
- 1,637 Sq Ft
- House for Rent
114 Haida Ln, Winchester, VA 22602

Welcome to this spacious and beautifully designed home in the vibrant Retreat at Winding Creek community! Offering 3 bedrooms, 2.5 bathrooms, an open loft, and a 2-car garage, this home combines comfort, style, and versatility in an excellent location.Step inside to a bright and airy open-concept living area that flows seamlessly into the inviting eat-in kitchen. The well-appointed

Melinda Solley Pearson Smith Realty, LLC

114 Haida Ln, Winchester, VA 22602
/74
$460,000

Sold May 15, 2026

320 Shawnee Trail, Winchester, VA 22602
- 3 Beds
- 3 Baths
- 2,860 Sq Ft
- Built 1999
Last Sold Summary
- 2% Above List Price
- $161/SF
- 10 Days On Market
Current Estimated Value $457,160

Last Listing Agent Stacey Mullins ERA Oakcrest Realty, Inc.

320 Shawnee Trail, Winchester, VA 22602

/32
Not Listed For Sale

128 Manasquan Way, Winchester, VA 22602
- 5 Beds
- 3 Baths
- 2,415 Sq Ft
- Built 2025
128 Manasquan Way, Winchester, VA 22602

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

/37
$435,000

$10K PRICE DROP
- 3 Beds
- 2.5 Baths
- 1,894 Sq Ft
176 Lauck Dr, Winchester, VA 22603

Very well taken care of 3 bedrooms , 2.5 Baths in popular and Convenient STAR FORT subdivision. 5 minutes from downtown just off of Rt 522N but without any traffic noise. 4 year old Rear TREX deck with Trex steps into a level backyard with a nice shed for all your garden tools.Inside: Hardwood Floors (Red Oak #2), Kitchen Island, all appliances, Natural gas Heat (can easily run a line for Gas

Erick Erdal Long & Foster Real Estate, Inc.

176 Lauck Dr, Winchester, VA 22603
/65
$800,000

Sold Mar 31, 2026

2411 Hunting Ridge Rd, Winchester, VA 22603
- 4 Beds
- 3.5 Baths
- 5,040 Sq Ft
- Built 2005
Last Sold Summary
- 3% Below List Price
- $159/SF
- 151 Days On Market
Current Estimated Value $815,613

Last Listing Agent Amanda White Nova Home Hunters Realty

2411 Hunting Ridge Rd, Winchester, VA 22603

/13
Not Listed For Sale

0 Bobcat Trail Unit 11406821, Winchester, VA 22602
0 Bobcat Trail Unit 11406821, Winchester, VA 22602

Last Sold Summary
- 58 Days On Market
Last Listing Agent Andy Austin Double A Auction & Realty

/55
$1,050,000

$200K PRICE DROP Under Contract
- 4 Beds
- 4.5 Baths
- 4,188 Sq Ft
1015 Redbud Rd, Winchester, VA 22603

NEW PRICE — 10+ PRIVATE ACRES, NO HOA & JUST MINUTES FROM WINCHESTER! Set on over 10 private acres in the quiet Locust Level Estates community, this beautifully designed 4-bedroom, 4.5-bath ranch-style home offers the rare combination of privacy, space, and peaceful country living with the freedom of no HOA. With over 4,100 square feet of finished living space, an oversized three-car garage, and

Ryan Rice Keller Williams Capital Properties

1015 Redbud Rd, Winchester, VA 22603
/2
$575,000

Sold Jul 01, 2026

447 Plow Run Ln, Winchester, VA 22602
- 3 Beds
- 2 Baths
- 1,949 Sq Ft
- Built 2019
Last Sold Summary
- 1% Above List Price
- $295/SF
- 12 Days On Market
Current Estimated Value $571,553

Last Listing Agent Denise Bishop Long & Foster Real Estate, Inc.

447 Plow Run Ln, Winchester, VA 22602

/31
Est $608,292

Not Listed For Sale

114 Harvest Ridge Dr, Winchester, VA 22601
- 3 Beds
- 3 Baths
- 3,078 Sq Ft
- Built 2013
114 Harvest Ridge Dr, Winchester, VA 22601

Last Sold Summary
- 40 Days On Market
Last Listing Agent Dave Spence RE/MAX Roots

/107
$1,300,000

Pending
- 4 Beds
- 2.5 Baths
- 3,922 Sq Ft
2216 Laurel Grove Rd, Winchester, VA 22602

Welcome to 2216 Laurel Grove Rd, an exceptional custom-built modern farmhouse offering privacy, beautiful views, and relaxed country living on 30 unrestricted acres, all while keeping hospitals, shopping, dining, wineries, and entertainment conveniently close. Approximately 10 acres are cleared and fenced, creating incredible flexibility for horses, recreation, animals, hobbies, or simply

Nikki Burn Real Broker, LLC

2216 Laurel Grove Rd, Winchester, VA 22602
/57
$648,900

Sold Jun 12, 2026

930 Wayne Dr, Winchester, VA 22601
- 4 Beds
- 3.5 Baths
- 4,188 Sq Ft
- Built 2003
Last Sold Summary
- 1% Above List Price
- $155/SF
- 24 Days On Market
Current Estimated Value $643,283

Last Listing Agent Elizabeth Flood Keller Williams Realty

930 Wayne Dr, Winchester, VA 22601

/4
Not Listed For Sale

0 Crow Dr Unit VAFV2023624, Winchester, VA 22602
0 Crow Dr Unit VAFV2023624, Winchester, VA 22602

Last Sold Summary
- 1 Day On Market
Last Listing Agent Wendy Conner Coldwell Banker Premier

/24
$674,900

Open Sat 11AM - 2PM
- 4 Beds
- 3 Baths
- 2,967 Sq Ft
1611 Apple Pie Ridge Rd, Winchester, VA 22603

This custom-built beautiful home has only been lived in by one family since being built. It offers 4 bedrooms and 3 full baths. They have kept this home in excellent condition. Upgraded kitchen cabinets and all appliances will convey with this sale. Washer and Dryer located on main level will also convey with this sale. The finished basement offers an added bonus for any family. Has 2.3 acres

Leo Smith CENTURY 21 New Millennium

1611 Apple Pie Ridge Rd, Winchester, VA 22603
/2
$585,000

Sold May 04, 2026

328 Sheridan Ave, Winchester, VA 22601
- 4 Beds
- 2.5 Baths
- 2,909 Sq Ft
- Built 1958
Last Sold Summary
- $201/SF
- 3 Days On Market
Current Estimated Value $568,368

Last Listing Agent Mary Casselano Dream Real Estate

328 Sheridan Ave, Winchester, VA 22601

/28
Not Listed For Sale

640 Hemsworth Ln, Winchester, VA 22601
- 3 Beds
- 2.5 Baths
- 1,916 Sq Ft
- Built 2024
640 Hemsworth Ln, Winchester, VA 22601

Last Sold Summary
- 23 Days On Market
Last Listing Agent Brittany Newman DRB Group Realty, LLC

/36
$450,000
- 4 Beds
- 2 Baths
- 2,493 Sq Ft
501 Fox Dr, Winchester, VA 22601

Welcome to this beautifully updated 4 bedroom, 2 full bath home in the heart of Winchester City! This move in-ready property offers fresh paint throughout, newly installed laminate flooring, new carpet in the bedrooms and new ceiling fans, and a fully finished basement providing additional living space. The kitchen features a new dishwasher, while recent updates include a new dryer, toilet, and

Jacob Schuttinger Coldwell Banker Premier

501 Fox Dr, Winchester, VA 22601
/28
$580,000

Sold Oct 24, 2025

230 W Boscawen St, Winchester, VA 22601
- 7,650 Sq Ft
- Built 1891
Last Sold Summary
- $76/SF
- 284 Days On Market
Current Estimated Value $597,445

Last Listing Agent Gillian Greenfield Coldwell Banker Premier

230 W Boscawen St, Winchester, VA 22601

/38
Not Listed For Sale

123 Manasquan Way, Winchester, VA 22602
- 4 Beds
- 3.5 Baths
- 2,297 Sq Ft
- Built 2025
123 Manasquan Way, Winchester, VA 22602

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

/39
$425,000

$9K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,277 Sq Ft
422 S Loudoun St, Winchester, VA 22601

PRICED BELOW RECENT APPRAISED VALUE. Welcome home to this beautifully maintained historic log home in the heart of Winchester. Thoughtfully updated while maintaining the charm of yesteryear this home offers the conveniences of modern living. Traditionally appointed, the main level of the home provides the perfect separation of spaces with a large formal living room, dining room, gourmet kitchen,

Dana Cloud Realty ONE Group Old Towne

422 S Loudoun St, Winchester, VA 22601

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Virginia Winchester County

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Winchester, VA Homes

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