Homes with Basements for Sale in Winchester, VA

240 homes

Sort:

Recommended

NEW CONSTRUCTION

ABOUT THIS HOME
Home with Basement for sale in Winchester, VA:
* * * OFFERING UP TO $12,000 IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE! * * SPECIAL INTEREST RATES AVAILABLE * * CONTACT SALES CONSULTANT FOR DETAILS * The most affordable townhomes in Winchester City! Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! Possibility of 4th bedroom or flex space in the finished lower level with private full bath and walk-in shower; ideal for guests, home office, or recreation room. Home with backing to trees for added privacy and peaceful views. This beautifully upgraded home features an open-concept layout with spacious living areas and a stunning kitchen complete with o

$369,990

3 beds3.5 baths1,756 sq ft

229 Monteith Dr, Winchester, VA 22601

Backing to trees • Walk-in shower • Private full bath

(240) 457-9391

FLOOR PLAN

ABOUT THIS HOME
Home with Basement for sale in Winchester, VA:
* * * Sellers offering $5k credit towards a mini-split -or- for closing cost assistance. * * * This beautiful rancher sits on 0.38 acres with an expansive, level backyard that is fully fenced and shaded by gorgeous, mature trees. A large deck spans the back of the home and incorporates a charming stock-tank plunge pool with liner and filtration system, creating a fantastic space for relaxing and entertaining. Inside, the beautifully renovated kitchen is a standout, while the primary suite offers a walk-in closet and a stylishly remodeled en suite full bath with walk-in shower. The lower level adds even more living and entertaining space, with over half of the basement finished, a wet b

$425,000

3 beds2 baths2,030 sq ft

413 Superior Ave, Winchester, VA 22601

Large deck • Fully fenced • Walk-in closet

(540) 348-4911

NEW CONSTRUCTION

ABOUT THIS HOME
Home with Basement for sale in Winchester, VA:
* * * OFFERING UP TO $9,500 IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE! * * SPECIAL INTEREST RATES AVAILABLE * * CONTACT SALES CONSULTANT FOR DETAILS * The most affordable townhomes in Winchester City! Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! Home backing to trees for added privacy and peaceful views. Possibility of 4th bedroom or flex space in the finished lower level with private full bath and walk-in shower; ideal for guests, home office, or recreation room. This beautifully upgraded home features an open-concept layout with spacious living areas and a stunning kitchen complete with oversi

$376,990

3 beds3.5 baths1,806 sq ft

HOMESITE 3 Monteith Dr, Winchester, VA 22601

Backing to trees • Walk-in shower • Private full bath

(240) 457-9391

NEW CONSTRUCTION

ABOUT THIS HOME
Home with Basement for sale in Winchester, VA:
* * * OFFERING UP TO $9,500 IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE! * * SPECIAL INTEREST RATES AVAILABLE * * CONTACT SALES CONSULTANT FOR DETAILS * The most affordable townhomes in Winchester City! END OF ROW Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! Home backing to trees for added privacy and peaceful views. Possibility of 4th bedroom or flex space in the finished lower level with private full bath and walk-in shower; ideal for guests, home office, or recreation room This beautifully upgraded home features an open-concept layout with spacious living areas and a stunning kitchen complete w

$384,990

3 beds3.5 baths1,756 sq ft

HOMESITE 126 Monteith Dr, Winchester, VA 22601

Backing to trees • Walk-in shower • Private full bath

(240) 457-9391

ABOUT THIS HOME
Home with Basement for sale in Winchester, VA:
Nestled in the Shawneeland community, this delightful Colonial home, built in 2021, offers a perfect blend of modern comfort and timeless appeal. With three spacious bedrooms and two and a half bathrooms, this residence is designed for both relaxation and entertaining. Step inside to discover warm hardwood floors that flow throughout the main living areas, creating an inviting atmosphere. The heart of the home features a cozy breakfast area, perfect for morning gatherings or casual meals. The kitchen offers appliances, including an electric oven/range, refrigerator, microwave, and dishwasher, making meal prep a breeze. The primary suite is a true retreat, complete with an en-suite bathroom

$360,000

3 beds2.5 baths1,660 sq ft

147 Doe Trl, Winchester, VA 22602

Walkout level • Electric oven range • Cozy breakfast area

(540) 662-4500

Property at 106 Bradley Ct, Stephenson, VA 22656, 4 beds, 2.5 baths

$574,900

4 beds2.5 baths2,635 sq ft

106 Bradley Ct, Stephenson, VA 22656

(540) 348-4911

Property at 103 Tonto Trl, Winchester, VA 22602, 3 beds, 3 baths

$369,900

3 beds3 baths1,914 sq ft

103 Tonto Trl, Winchester, VA 22602

(540) 773-8475

Property at 2122 Jones Rd, Winchester, VA 22602, 3 beds, 2.5 baths

$749,900

3 beds2.5 baths1,952 sq ft

2122 Jones Rd, Winchester, VA 22602

(540) 686-7362

Property at 104 Kapok Cir, Winchester, VA 22602, 3 beds, 2.5 baths

$407,000

3 beds2.5 baths1,703 sq ft

104 Kapok Cir, Winchester, VA 22602

(540) 259-4090

Property at 235 Peppermint Spring Ln, Winchester, VA 22603, 4 beds, 3.5 baths

$480,000

4 beds3.5 baths1,962 sq ft

235 Peppermint Spring Ln, Winchester, VA 22603

(540) 348-4911

Property at 256 Brookneil Dr, Winchester, VA 22602, 4 beds, 3.5 baths

$634,000

4 beds3.5 baths3,120 sq ft

256 Brookneil Dr, Winchester, VA 22602

(540) 665-0360

Property at 108 Monticello Sq, Winchester, VA 22602, 3 beds, 3 baths

$339,000

3 beds3 baths1,740 sq ft

108 Monticello Sq, Winchester, VA 22602

(540) 722-4500

Property at 126 Marple Rd, Winchester, VA 22603, 3 beds, 1.5 baths

$275,000

3 beds1.5 baths1,170 sq ft

126 Marple Rd, Winchester, VA 22603

(540) 686-7362

Property at 103 Renee Ln, Winchester, VA 22602, 5 beds, 3.5 baths

$710,000

5 beds3.5 baths4,542 sq ft

103 Renee Ln, Winchester, VA 22602

(571) 386-1075

Property at 1022 Heth Pl, Winchester, VA 22601, 4 beds, 7.5 baths

$1,239,000

4 beds7.5 baths5,662 sq ft

1022 Heth Pl, Winchester, VA 22601

(540) 348-4911

Property at 313 Lehigh Dr, Winchester, VA 22602, 5 beds, 3.5 baths

$614,999

5 beds3.5 baths3,135 sq ft

313 Lehigh Dr, Winchester, VA 22602

(703) 880-3143

Property at 115 S Purcell Ave, Winchester, VA 22601, 3 beds, 3 baths

$280,000

3 beds3 baths1,281 sq ft

115 S Purcell Ave, Winchester, VA 22601

(540) 450-2747

Property at 342 Canyon Rd, Winchester, VA 22602, 5 beds, 3.5 baths

$699,900

5 beds3.5 baths4,264 sq ft

342 Canyon Rd, Winchester, VA 22602

(540) 348-4911

Property at 582 Miller Rd, Winchester, VA 22602, 4 beds, 4 baths

$1,650,000

4 beds4 baths6,183 sq ft

582 Miller Rd, Winchester, VA 22602

(540) 665-0360

Property at 143 Wappinger Ter, Winchester, VA 22602, 6 beds, 4 baths

$621,345

6 beds4 baths3,127 sq ft

143 Wappinger Ter, Winchester, VA 22602

(804) 510-9139

Property at 116 Magpie Ln, Winchester, VA 22603, 3 beds, 3 baths

$595,390

3 beds3 baths3,200 sq ft

116 Magpie Ln, Winchester, VA 22603

(540) 662-3484

Property at 11 W Germain St, Winchester, VA 22601, 2 beds, 1 bath

$265,000

2 beds1 bath1,734 sq ft

11 W Germain St, Winchester, VA 22601

(540) 665-0360

Property at 440 Canyon Rd, Winchester, VA 22602, 5 beds, 3 baths

$549,000

5 beds3 baths2,368 sq ft

440 Canyon Rd, Winchester, VA 22602

(540) 665-0360

Property at 217 Ashland Dr, Winchester, VA 22603, 4 beds, 3.5 baths

$725,000

4 beds3.5 baths4,636 sq ft

217 Ashland Dr, Winchester, VA 22603

(540) 662-4500

Property at 167 Manor Dr, Winchester, VA 22602, 4 beds, 2.5 baths

$489,900

4 beds2.5 baths2,300 sq ft

167 Manor Dr, Winchester, VA 22602

(540) 665-0700

Property at 12 N Purcell Ave, Winchester, VA 22601, 3 beds, 1 bath

$299,900

3 beds1 bath1,050 sq ft

12 N Purcell Ave, Winchester, VA 22601

(540) 662-0323

Property at 108 Norfolk Ct, Winchester, VA 22602, 4 beds, 4.5 baths

$685,000

4 beds4.5 baths4,918 sq ft

108 Norfolk Ct, Winchester, VA 22602

(540) 662-4500

Property at 256 Skylar Lanes Way, Winchester, VA 22603, 7 beds, 3.5 baths

$647,000

7 beds3.5 baths4,116 sq ft

256 Skylar Lanes Way, Winchester, VA 22603

(540) 433-2454

Property at 108 Morgan St, Winchester, VA 22601, 3 beds, 1.5 baths

$479,000

3 beds1.5 baths1,505 sq ft

108 Morgan St, Winchester, VA 22601

(844) 551-7325

Property at 3150 Apple Pie Ridge Rd, Winchester, VA 22603, 3 beds, 3 baths

$575,000

3 beds3 baths2,586 sq ft

3150 Apple Pie Ridge Rd, Winchester, VA 22603

(540) 662-0323

Property at 527 Grouse Dr, Winchester, VA 22602, 3 beds, 2.5 baths

$369,000

3 beds2.5 baths1,909 sq ft

527 Grouse Dr, Winchester, VA 22602

(540) 686-7362

Property at 208 Beaver Trl, Winchester, VA 22602, 3 beds, 3 baths

$369,900

3 beds3 baths1,914 sq ft

208 Beaver Trl, Winchester, VA 22602

(540) 773-8475

Property at 224 Sharp St, Winchester, VA 22601, 10 beds, 3.5 baths

$750,000

10 beds3.5 baths3,484 sq ft

224 Sharp St, Winchester, VA 22601

(844) 551-7325

Property at 609 Quartzite Cir, Winchester, VA 22601, 4 beds, 3 baths

$500,900

4 beds3 baths2,312 sq ft

609 Quartzite Cir, Winchester, VA 22601

(703) 378-8810

Property at 120 Gabriel Ct, Winchester, VA 22602, 3 beds, 2.5 baths

$489,900

3 beds2.5 baths2,072 sq ft

120 Gabriel Ct, Winchester, VA 22602

(540) 773-8475

Property at 1611 Apple Pie Ridge Rd, Winchester, VA 22603, 4 beds, 3 baths

$674,900

4 beds3 baths2,967 sq ft

1611 Apple Pie Ridge Rd, Winchester, VA 22603

(540) 665-0700

Property at 237 Monteith Dr, Winchester, VA 22601, 3 beds, 3.5 baths

$359,990

3 beds3.5 baths1,756 sq ft

237 Monteith Dr, Winchester, VA 22601

(240) 457-9391

Property at 110 Russellcroft Rd, Winchester, VA 22601, 4 beds, 3 baths

$499,900

4 beds3 baths2,068 sq ft

110 Russellcroft Rd, Winchester, VA 22601

(540) 662-4500

Property at 211 Flanagan Dr, Winchester, VA 22602, 4 beds, 3.5 baths

$599,000

4 beds3.5 baths4,120 sq ft

211 Flanagan Dr, Winchester, VA 22602

(540) 338-4171

Property at 1311 Handley Ave, Winchester, VA 22601, 3 beds, 1.5 baths

$600,000

3 beds1.5 baths3,483 sq ft

1311 Handley Ave, Winchester, VA 22601

(540) 450-2747

Property at 204 Cochise Trl, Winchester, VA 22602, 3 beds, 2 baths

$289,900

3 beds2 baths1,532 sq ft

204 Cochise Trl, Winchester, VA 22602

(540) 686-7362

Viewing page 4 of 6

Homes with Basements for Sale in Winchester

There are currently 240 homes with basements for sale in Winchester at a median listing price of $380K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Winchester stay on the market for 51 days and receive 1 offers. Popular neighborhoods include Historic District, Old Town, and Kernstown. This map is refreshed with the newest listings in Winchester every 15 minutes.

In the past month, 23 homes have been sold in Winchester. In addition to houses in Winchester, there were also 2 condos, 28 townhouses, and 6 multi-family units for sale in Winchester last month. Winchester is a moderately walkable city in Frederick County with a Walk Score of 51. Winchester is home to approximately 25,909 people and 22,642 jobs. Find your dream home in Winchester using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Winchester are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Winchester. Our Winchester real estate stats and trends will give you more information about home buying and selling trends in Winchester. If you're looking to sell your home in the Winchester area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Winchester with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Winchester, VA

Zip Codes

Neighborhoods

Nearby Cities

Nearby Cities with Homes with Basements

Nearby Neighborhoods with Homes with Basements

More to explore in Winchester, VA

How to buy a house in Winchester, VA

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

6 Redfin agents serving Winchester

156

Deals*

4.8

Satisfaction

799

Homes closed*

* Data from the last year

Popular Markets in Virginia

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.