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348 Properties Available In Winchester

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115 NEVERMORE DR, Winchester, VA 22602
1/78 78

$724,990

Active

Single Family Home

5 Beds 4 Baths 4,208 SqFt

115 NEVERMORE DR, Winchester, VA 22602

Stunning 5-Bedroom Home with Spectacular Blue Ridge Views - 115 Nevermore Drive, Winchester, VA<br>Welcome to your dream...

MLS# VAFV2024352

Listed by Pearson Smith Realty, LLC

106 DONNA CIR, Winchester, VA 22602
1/20 20

$460,000

Active

Single Family Home

5 Beds 3 Baths 2,560 SqFt

106 DONNA CIR, Winchester, VA 22602

This beautiful, remodeled home is very well located, close to shopping and entertainment. The upstairs area features 3 s...

MLS# VAFV2024306

Listed by Spring Hill Real Estate, LLC.

245 MASON ST, Winchester, VA 22602
1/31 31

$384,900

Price Dropped by $15K

Single Family Home

4 Beds 3 Baths 1,862 SqFt

245 MASON ST, Winchester, VA 22602

NO HOA !! BRAND NEW ROOF 2025!! POTENTIAL TO BUILD AN OUTBUILDING! THIS LOVELY 4 BEDROOM, 3 BATH HOME HAS A FENCED YA...

MLS# VAFV2024454

Listed by Keller Williams Realty/Lee Beaver & Assoc.

170 CHERAN LN, Winchester, VA 22603
1/36 36

$479,950

Active

Single Family Home

3 Beds 2 Baths 1,886 SqFt

170 CHERAN LN, Winchester, VA 22603

Serene, tranquil, countryside living just 20 minutes outside of Old Town Winchester and close to all the main commuter r...

MLS# VAFV2023700

Listed by Pearson Smith Realty, LLC

117 BUFFALO TRL, Winchester, VA 22602
1/43 43

$294,000

Price Dropped by $5K

Single Family Home

2 Beds 2 Baths 1,040 SqFt

117 BUFFALO TRL, Winchester, VA 22602

Are you looking for a great starter home? This one is it! Walking distance to the lake! This well-maintained ranch off...

MLS# VAFV2020666

Listed by Sager Real Estate

101 MONACAN ST, Winchester, VA 22602
1/28 28

$495,990

Active

Single Family Home

4 Beds 3 Baths 1,953 SqFt

101 MONACAN ST, Winchester, VA 22602

The Pine is a popular floorplan for all the right reasons! 4 bedrooms, 2.5 bathrooms, and a 2-car garage. The open floor...

MLS# VAFV2024416

Listed by DRH Realty Capital, LLC.

122 MANASQUAN WAY, Winchester, VA 22602
1/28 28

$493,990

Active

Single Family Home

4 Beds 3 Baths 1,953 SqFt

122 MANASQUAN WAY, Winchester, VA 22602

The Pine is a popular floorplan for all the right reasons! 4 bedrooms, 2.5 bathrooms, and a 2-car garage. The open floor...

MLS# VAFV2024418

Listed by DRH Realty Capital, LLC.

126 MANASQUAN WAY, Winchester, VA 22602
1/28 28

$493,990

Active

Single Family Home

4 Beds 3 Baths 1,953 SqFt

126 MANASQUAN WAY, Winchester, VA 22602

The Pine is a popular floorplan for all the right reasons! 4 bedrooms, 2.5 bathrooms, and a 2-car garage. The open floor...

MLS# VAFV2024420

Listed by DRH Realty Capital, LLC.

165 MUNSEE CIR, Winchester, VA 22602
1/55 55

$431,990

Active

Townhouse

4 Beds 4 Baths 1,889 SqFt

165 MUNSEE CIR, Winchester, VA 22602

The Adams townhome design comes complete with 4 bedrooms, 3.5 bathrooms, and a 1 car garage. You will love the granite c...

MLS# VAFV2024430

Listed by DRH Realty Capital, LLC.

169 MUNSEE CIR, Winchester, VA 22602
1/55 55

$431,990

Active

Townhouse

4 Beds 4 Baths 1,889 SqFt

169 MUNSEE CIR, Winchester, VA 22602

The Adams townhome design comes complete with 4 bedrooms, 3.5 bathrooms, and a 1 car garage. You will love the granite c...

MLS# VAFV2024434

Listed by DRH Realty Capital, LLC.

369 CHARLES ST, Winchester, VA 22601
1/41 41

$275,000

Price Dropped by $50K

Single Family Home

3 Beds 2 Baths 1,526 SqFt

369 CHARLES ST, Winchester, VA 22601

Nestled in the heart of Winchester City, this beautifully restored 1930s charmer offers the perfect blend of historic ch...

MLS# VAWI2007150

Listed by Samson Properties

103 OAK RIDGE LN, Winchester, VA 22602
1/110 110

$1,699,000

Active

Single Family Home

5 Beds 7 Baths 9,447 SqFt

103 OAK RIDGE LN, Winchester, VA 22602

This luxury ranch estate boasts a whopping 8,295 square feet (with another 1,152 in the basement) on a lovely 1.5 acres....

MLS# VAFV2024298

Listed by Colony Realty

107 MONACAN ST, Winchester, VA 22602
1/28 28

$490,990

Active

Single Family Home

4 Beds 3 Baths 1,953 SqFt

107 MONACAN ST, Winchester, VA 22602

Offering 1,964 square feet of modern living space, the Pine floor plan is perfect for growing families or those who love...

MLS# VAFV2024378

Listed by DRH Realty Capital, LLC.

105 MONACAN ST, Winchester, VA 22602
3D

$459,990

Active

Single Family Home

3 Beds 3 Baths 1,637 SqFt

105 MONACAN ST, Winchester, VA 22602

The Cabral is a thoughtfully designed, 1,665-square-foot open-concept two-story home, featuring three bedrooms, two and ...

MLS# VAFV2024376

Listed by DRH Realty Capital, LLC.

2320 TOWER AVE, Winchester, VA 22601
1/36 36

$519,900

Price Dropped by $20K

Single Family Home

4 Beds 2 Baths 1,762 SqFt

2320 TOWER AVE, Winchester, VA 22601

HUGE PRICE CUT!!!Seller is offering $10,000 closing cost assistance. <br>Don't drag your feet before this one disappea...

MLS# VAWI2007072

Listed by Samson Properties

342 LANNY DR, Winchester, VA 22601
1/52 52

$449,900

Price Dropped by $10K

Single Family Home

4 Beds 3 Baths 2,411 SqFt

342 LANNY DR, Winchester, VA 22601

“Immaculate Rancher in Whittier” - Welcome to this stunning, fully renovated ranch home in highly desired Whittier Acres...

MLS# VAWI2007146

Listed by ICON Real Estate, LLC

111 SUNDIAL CT., Winchester, VA 22602
1/31 31

$880,000

Active

Single Family Home

6 Beds 5 Baths 4,363 SqFt

111 SUNDIAL CT., Winchester, VA 22602

Welcome to your dream home at 111 Sundial Ct, Winchester, VA 22602—a stunning residence that seamlessly blends luxury, c...

MLS# VAFV2023970

Listed by Samson Properties

3336 HUNTING RIDGE RD, Winchester, VA 22603
1/53 53

$584,900

Price Dropped by $10K

Single Family Home

4 Beds 3 Baths 3,036 SqFt

3336 HUNTING RIDGE RD, Winchester, VA 22603

Nestled in a serene, private setting, this beautifully designed 4-bedroom, 3-bathroom modern home is perfect for those w...

MLS# VAFV2024198

Listed by Keller Williams Realty

422 CANYON RD, Winchester, VA 22602
1/25 25

$769,000

Active

Single Family Home

5 Beds 4 Baths 5,132 SqFt

422 CANYON RD, Winchester, VA 22602

Stunning Huge Dream home over 5000 sq ft of upscale living. Wonderful Gourmet Kitchen with Stainless<br>Steel Appliances...

MLS# VAFV2024224

Listed by Samson Properties

609 SMITHFIELD AVE, Winchester, VA 22601
1/26 26

$220,000

Active

Townhouse

2 Beds 1 Bath 976 SqFt

609 SMITHFIELD AVE, Winchester, VA 22601

Investors Special!! Tenant Occupied!! Tenants are month to month!! End-Unit 2/1 Bath Townhouse available near downtown...

MLS# VAWI2007106

Listed by Keller Williams Chantilly Ventures

10 RICHARDS AVE, Winchester, VA 22601
1/9 9

$329,900

Price Dropped by $5K

Single Family Home

3 Beds 2 Baths 1,704 SqFt

10 RICHARDS AVE, Winchester, VA 22601

Welcome to this charming classic home located in the City of Winchester. Built in 1940, this home offers 3 bedrooms, 1.5...

MLS# VAWI2007034

Listed by ERA Oakcrest Realty, Inc.

939 BUCKNER DR, Winchester, VA 22601
1/67 67

$940,000

Active

Single Family Home

5 Beds 5 Baths 6,122 SqFt

939 BUCKNER DR, Winchester, VA 22601

Listed Well Below Its True Worth! Welcome to this charming home in sought after neighborhood of Meadow Branch. Upon ent...

MLS# VAWI2007096

Listed by Redfin Corporation

482 DIAMONDBACK LN, Winchester, VA 22602
1/22 22

$400,000

Price Dropped by $20K

Single Family Home

3 Beds 2 Baths 880 SqFt

482 DIAMONDBACK LN, Winchester, VA 22602

Nestled on approximately 10 acres of serene land, this peaceful retreat offers minimal restrictions and features a pictu...

MLS# VAFV2023666

Listed by RE/MAX Roots

105 KNOLLWOOD CT, Winchester, VA 22602
1/28 28

$335,000

Price Dropped by $5K

Single Family Home, Townhouse

2 Beds 1 Bath 1,120 SqFt

105 KNOLLWOOD CT, Winchester, VA 22602

BACK TO ACTIVE!! Home in Woodbrook village! This lovely rancher nestled in a 55+ community has so much to offer. Close ...

MLS# VAFV2023878

Listed by Long & Foster Real Estate, Inc.

explore listings in Winchester

Coldwell Banker Realty

Chuck Burger License ID: SP89849

+1(202) 258-5316

Washington DC, 20003, USA

©2025 Coldwell Banker. All Rights Reserved. Coldwell Banker and the Coldwell Banker logo are trademarks of
Coldwell Banker Real Estate LLC. The Coldwell Banker®

System is comprised of company owned offices which
are owned by a subsidiary of Anywhere Advisors LLC and franchised offices which are independently owned
and operated. The Coldwell Banker System fully supports the principles of the Fair Housing Act and the Equal
Opportunity Act.

Affiliated real estate agents are independent contractor sales associates, not employees. ©2025 Coldwell Banker.
All Rights Reserved. Coldwell Banker and the Coldwell Banker logo are trademarks of Coldwell Banker Real Estate
LLC. The Coldwell Banker®

System is comprised of company owned offices which are owned by a subsidiary
of Anywhere Advisors LLC and franchised offices which are independently owned and operated. The Coldwell
Banker System fully supports the principles of the Fair Housing Act and the Equal Opportunity Act.

The property information herein is derived from various sources that may include, but not be limited to, county
records and the Multiple Listing Service, and it may include approximations. Although the information is believed to
be accurate, it is not warranted and you should not rely upon it without personal verification. Affiliated real estate
agents are independent contractor sales associates, not employees. ©2025 Coldwell Banker. All Rights Reserved.
Coldwell Banker and the Coldwell Banker logo are trademarks of Coldwell Banker Real Estate LLC. The Coldwell
Banker®
System is comprised of company owned offices which are owned by a subsidiary of Anywhere Advisors
LLC and franchised offices which are independently owned and operated. The Coldwell Banker System fully
supports the principles of the Fair Housing Act and the Equal Opportunity Act.

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IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.