Homes with Basements for Sale in Winchester, VA

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3D WALKTHROUGH

ABOUT THIS HOME
Home with Basement for sale in Winchester, VA:
Privately nestled at the end of a cul-de-sac, this exceptional custom-built estate offers privacy, craftsmanship, and sophisticated living on 6.65 acres surrounded by mature trees in a beautiful park-like setting. Built by the current owner with thoughtful attention to detail, this four-bedroom, five-full-bath residence offers an impressive blend of elegance, comfort, and versatility. A covered front porch welcomes you into a gracious interior featuring a turned staircase, Red Oak hardwood floors, and a formal dining room with crown molding and a charming bay window. The gourmet kitchen is designed for both everyday living and entertaining, featuring abundant solid-wood cabinetry with dovet

$1,100,000

5 beds5 baths5,525 sq ft

300 Clearview Dr, Clear Brook, VA 22624

6.65 acres • Custom-built estate • Gourmet kitchen

(540) 686-7362

ABOUT THIS HOME
Home with Basement for sale in Winchester, VA:
265 McDonald Rd is a 1-story Winchester home built in 1974 with a lower level and connected outdoor spaces. The kitchen includes cabinet storage, a preparation counter, and an adjoining area for dining. The main living room provides space for seating, with an additional finished room on the lower level. The primary bedroom includes a walk-in closet with shelving for organization and an adjoining bathroom with a shower and vanity. A rear deck connects to the home through sliding doors, extending the usable space outdoors. A dedicated laundry area includes cabinetry and a folding counter. The layout combines everyday living with practical storage.

$375,000

3 beds2 baths1,452 sq ft

265 Mcdonald Rd, Winchester, VA 22602

Cabinet storage • Preparation counter • Walk-in closet

(480) 462-5392

ABOUT THIS HOME
Home with Basement for sale in Winchester, VA:
Beautifully remodeled Colonial in Pioneer Heights. Designed with primary suite; ideal home office configuration. All large bedrooms, large hardwood living room with stone wood fireplace, new natural gas upstairs furnace and a/c, upgraded insulation in attic, oversized garage and large deck. New paint, LVPk flooring in baths and kitchen. Must see.

$552,000

4 beds2.5 baths2,636 sq ft

100 Winns Cir, Winchester, VA 22602

Hardwood living room • Primary suite • Stone wood fireplace

(703) 581-8605

COMING SOON

ABOUT THIS HOME
Home with Basement for sale in Winchester, VA:
No HOA in the heart of Winchester! This charming brick rancher features three bedrooms, two baths, tall ceilings, fresh paint, hardwood floors, and a fireplace on the main level. The layout includes a versatile sunroom with a private entrance and a kitchen equipped with stainless steel appliances. The basement expands your living space with a wet bar, separate entrance, and another fireplace! This home provides timeless construction and incredible potential. Walk outside to the spacious, fully fenced backyard with a storage shed. Enjoy ample parking with an oversized attached garage. Don’t miss the opportunity to own this home in an excellent location, just steps from Winchester Coun

$435,000

3 beds2 baths2,327 sq ft

131 Country Club Cir, Winchester, VA 22602

Brick rancher • Fresh paint • Tall ceilings

(540) 722-9300

OPEN SEP 26, 12PM TO 2PM

ABOUT THIS HOME
Home with Basement for sale in Winchester, VA:
Beautifully updated home in Ravenwing subdivision conveniently located close to dining, shopping, and everyday amenities. This home offers a wonderful combination of comfort, style, and entertaining space both inside and out. The completely remodeled kitchen, updated in 2017, features modern finishes and includes a gas hookup option for a gas cooktop if desired. Hardwood floors flow throughout the home, while the cozy gas fireplace creates a warm and inviting living space. The HVAC system was replaced in 2017, the spacious primary bath was beautifully renovated in 2025, and the home also features a new roof installed in 2024. Additional highlights include wiring for a sound system, a stunni

$625,000

4 beds2.5 baths2,722 sq ft

123 Kinross Dr, Winchester, VA 22602

0.27 acre lot • 2 garage spots • Built 2001

(540) 773-8475

Property at 422 S Loudoun St, Winchester, VA 22601, 3 beds, 2.5 baths

$425,000

3 beds2.5 baths2,277 sq ft

422 S Loudoun St, Winchester, VA 22601

(540) 773-8475

Property at 236 Delmas Trl Trl, Winchester, VA 22602, 4 beds, 3.5 baths

$984,900

4 beds3.5 baths3,317 sq ft

236 Delmas Trl Trl, Winchester, VA 22602

(703) 669-0099

Property at 812 Appleseed Ct, Winchester, VA 22601, 3 beds, 1.5 baths

$359,000

3 beds1.5 baths1,710 sq ft

812 Appleseed Ct, Winchester, VA 22601

(540) 931-0144

Property at 291 Huntersridge Rd, Winchester, VA 22602, 4 beds, 4.5 baths

$659,900

4 beds4.5 baths4,271 sq ft

291 Huntersridge Rd, Winchester, VA 22602

(540) 665-0360

Property at 110 Bentpath Ct, Winchester, VA 22602, 5 beds, 3.5 baths

$710,000

5 beds3.5 baths3,946 sq ft

110 Bentpath Ct, Winchester, VA 22602

(703) 429-0188

Property at Tumble Leaf Ln, Winchester, VA 22602, 4 beds, 3.5 baths

$805,000

4 beds3.5 baths3,050 sq ft

Tumble Leaf Ln, Winchester, VA 22602

(571) 386-1075

Property at 2519 Hockman Ave, Winchester, VA 22601, 2 beds, 2 baths

$308,000

2 beds2 baths800 sq ft

2519 Hockman Ave, Winchester, VA 22601

(540) 450-0142

Property at 1125 Conway St, Winchester, VA 22601, 2 beds, 1 bath

$250,000

2 beds1 bath870 sq ft

1125 Conway St, Winchester, VA 22601

(540) 667-9097

Property at 632 Stonymeade Dr, Winchester, VA 22602, 5 beds, 3.5 baths

$1,025,000

5 beds3.5 baths3,870 sq ft

632 Stonymeade Dr, Winchester, VA 22602

(540) 348-4911

Property at 621 Patterson Ave, Winchester, VA 22601, 4 beds, 2.5 baths

$357,500

4 beds2.5 baths2,050 sq ft

621 Patterson Ave, Winchester, VA 22601

(540) 662-3484

Property at 633 Pennsylvania Ave, Winchester, VA 22601, 3 beds, 1.5 baths

$399,000

3 beds1.5 baths1,725 sq ft

633 Pennsylvania Ave, Winchester, VA 22601

(540) 662-0323

Property at 174 Williamson Rd, Winchester, VA 22602, 5 beds, 4.5 baths

$759,900

5 beds4.5 baths2,383 sq ft

174 Williamson Rd, Winchester, VA 22602

(540) 722-9300

Property at 128 Alliance Ct, Winchester, VA 22602, 4 beds, 3.5 baths

$550,000

4 beds3.5 baths2,149 sq ft

128 Alliance Ct, Winchester, VA 22602

(703) 378-8810

Property at 2643 Middle Rd, Winchester, VA 22601, 4 beds, 3.5 baths

$499,999

4 beds3.5 baths2,524 sq ft

2643 Middle Rd, Winchester, VA 22601

(703) 281-8500

Property at 118 Marlise Ln, Winchester, VA 22602, 4 beds, 2.5 baths

$515,000

4 beds2.5 baths3,258 sq ft

118 Marlise Ln, Winchester, VA 22602

(480) 462-5392

Property at 300 Pembridge Dr, Winchester, VA 22602, 5 beds, 3 baths

$439,000

5 beds3 baths2,508 sq ft

300 Pembridge Dr, Winchester, VA 22602

(540) 665-0360

Property at 519 Virginia Ave, Winchester, VA 22601, 3 beds, 1.5 baths

$274,000

3 beds1.5 baths1,161 sq ft

519 Virginia Ave, Winchester, VA 22601

(540) 662-0323

Property at 102 Forest Valley Rd, Winchester, VA 22602, 5 beds, 3 baths

$597,000

5 beds3 baths2,515 sq ft

102 Forest Valley Rd, Winchester, VA 22602

(540) 665-0360

Property at 900 Enfield Dr, Winchester, VA 22602, 4 beds, 2.5 baths

$380,000

4 beds2.5 baths2,243 sq ft

900 Enfield Dr, Winchester, VA 22602

(703) 891-4514

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 204 Cougar Trl, Winchester, VA 22602, 3 beds, 2.5 baths

$324,000

3 beds2.5 baths1,667 sq ft

204 Cougar Trl, Winchester, VA 22602

(540) 773-8475

Property at 1030 Breckinridge Ln, Winchester, VA 22601, 6 beds, 5 baths

$1,100,000

6 beds5 baths6,789 sq ft

1030 Breckinridge Ln, Winchester, VA 22601

(304) 930-5128

Property at 1077 Carpers Dr, Winchester, VA 22603, 3 beds, 2 baths

$354,900

3 beds2 baths1,791 sq ft

1077 Carpers Dr, Winchester, VA 22603

(681) 252-3002

Property at 1957 Cidermill Ln, Winchester, VA 22601, 3 beds, 2.5 baths

$374,900

3 beds2.5 baths1,696 sq ft

1957 Cidermill Ln, Winchester, VA 22601

(540) 348-4911

Property at 142 Sequoia Dr, Winchester, VA 22602, 3 beds, 3.5 baths

$434,900

3 beds3.5 baths2,239 sq ft

142 Sequoia Dr, Winchester, VA 22602

(540) 348-4911

Property at 197 Denny Ln, Winchester, VA 22603, 3 beds, 2 baths

$340,000

3 beds2 baths1,092 sq ft

197 Denny Ln, Winchester, VA 22603

(540) 773-8475

Property at 922 Wayne Dr, Winchester, VA 22601, 5 beds, 3.5 baths

$615,000

5 beds3.5 baths3,626 sq ft

922 Wayne Dr, Winchester, VA 22601

(540) 348-4911

Property at 1412 S Loudoun St, Winchester, VA 22601, 3 beds, 2 baths

$429,000

3 beds2 baths1,544 sq ft

1412 S Loudoun St, Winchester, VA 22601

(540) 662-3484

Property at 146 Stonebrook Rd, Winchester, VA 22602, 5 beds, 3 baths

$625,000

5 beds3 baths4,030 sq ft

146 Stonebrook Rd, Winchester, VA 22602

(540) 665-0360

Property at 176 Lauck Dr, Winchester, VA 22603, 3 beds, 2.5 baths

$435,000

3 beds2.5 baths1,894 sq ft

176 Lauck Dr, Winchester, VA 22603

(540) 662-3484

Property at 413 Superior Ave, Winchester, VA 22601, 3 beds, 2 baths

$425,000

3 beds2 baths2,030 sq ft

413 Superior Ave, Winchester, VA 22601

(540) 348-4911

Property at 485 Lake Serene Dr, Winchester, VA 22603, 5 beds, 3.5 baths

$969,000

5 beds3.5 baths3,932 sq ft

485 Lake Serene Dr, Winchester, VA 22603

(540) 450-2747

Property at 100 Stribling Way, Winchester, VA 22602, 3 beds, 2.5 baths

$370,000

3 beds2.5 baths1,772 sq ft

100 Stribling Way, Winchester, VA 22602

(540) 348-4911

Property at 116 Cloverdale Ct, Winchester, VA 22602, 3 beds, 2.5 baths

$400,000

3 beds2.5 baths2,176 sq ft

116 Cloverdale Ct, Winchester, VA 22602

(703) 318-0067

Property at 158 Old Forest Cir, Winchester, VA 22602, 4 beds, 2.5 baths

$665,000

4 beds2.5 baths3,738 sq ft

158 Old Forest Cir, Winchester, VA 22602

(866) 825-7169

Property at 175 Shields Dr, Winchester, VA 22602, 5 beds, 3.5 baths

$749,900

5 beds3.5 baths4,220 sq ft

175 Shields Dr, Winchester, VA 22602

(540) 686-7362

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Homes with Basements for Sale in Winchester

There are currently 222 homes with basements for sale in Winchester at a median listing price of $379K. 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 53 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, 30 homes have been sold in Winchester. In addition to houses in Winchester, there were also 2 condos, 31 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.

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