Homes with Parking for Sale in Winchester, VA

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NEW CONSTRUCTION

ABOUT THIS HOME
Home with Parking for sale in Winchester, VA:
Remarkable and new to the market Anderson subdivision lots. Located 5 minutes from downtown Winchester and Valley Health Medical Center (2 minutes from James Wood High School) off Apple Pie Ridge. These lots feature panoramic views of the entire Shenandoah Valley from Harper's Ferry to Strasburg to the Western Mountains, providing stunning views from an elevated, very private environment. These 5 acre lots are available through Merrifield Homes, whereby homeowners can utilize plans offered by builder, or bring their own. 16 total lots with construction available starting in early 2026. Lots have VDH-approved septic design, mainly conventional septic systems. Cable TV and power already on-s

$1,485,000

4 beds4.5 baths3,484 sq ft

Lot 18 Honeycrisp Way, Winchester, VA 22603

5 acre lot • 2 garage spots • Built 2026

(540) 662-5794

NEW 13 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Home with Parking for sale in Winchester, VA:
Welcome to this Former Model Home for the Grand Nassau model by Ryan Homes - once the Winchester Landing 55+ community's showcase villa, thoughtfully designed to highlight elegant architecture, stylish finishes, and countless upgrades. Perfectly positioned on a desirable corner lot with expanded green space, this home blends sophistication with comfort, creating a lifestyle that feels both refined and effortlessly relaxed. Inside, low-maintenance luxury vinyl plank flooring extends across the open main level, uniting the living, dining, and kitchen spaces with seamless flow. The gourmet kitchen is a true centerpiece, featuring granite countertops, designer cabinetry, added backsplash, and

$385,000

3 beds2.5 baths1,678 sq ft

100 Maury Way, Winchester, VA 22602

Gourmet kitchen • Designer landscaping • Covered patio

(703) 430-9008

OPEN SAT, 2PM TO 4PM3D WALKTHROUGH

ABOUT THIS HOME
Home with Parking for sale in Winchester, VA:
Rolling Hills Estates located in the Winchester City area, this beautifully maintained 5-bedroom, 3.5-bath home offers 3,552 sq ft of finished living space on a . 35-acre cul-de-sac lot. Featuring a 3-car garage w/ 220 Car Charger, fully fenced backyard, covered front porch, and a rear Trex deck with lighting and stairs to the yard, this home is built for comfortable living and entertaining. Inside, the main level boasts hardwood flooring, an open floorplan, a gourmet kitchen with granite countertops, stainless steel appliances, island, under counter lighting, tile backsplash, butler’s pantry, wine/beverage fridge, separate dining room, and a cozy family room with fireplace. The play

$650,000

5 beds3.5 baths3,552 sq ft

2708 Cassidy Ct, Winchester, VA 22601

0.35 acre lot • 3 garage spots • Built 2010

(703) 443-1757

NEW 31 MINS AGO

ABOUT THIS HOME
Home with Parking for sale in Winchester, VA:
Attached 1 car garage or flex option. Open concept kitchen with optional island opens to country kitchen, sun room, and living room. Alternative main level option available. Optional choices available include a study and fireplace. Owner's suite with generous walk-in closet, dual vanity, and seated shower. Four foot rear extension available. Finished lower level option available.

$409,990

3 beds2 baths1,669 sq ft

Deep Creek II Plan, Winchester, VA 22601

Garage

Listing provided by Zillow

OPEN SAT, 1PM TO 3PM

ABOUT THIS HOME
Home with Parking for sale in Winchester, VA:
Experience refined living in this stunning two-level brick residence, designed with an open-concept layout that seamlessly blends sophistication and comfort. The home features 4 spacious bedrooms, each with a private full bathroom. The kitchen boasts granite countertops and elegant finishes, flowing effortlessly into the dining and living areas — perfect for entertaining or relaxing by the gas fireplace. Enjoy built-in wired on the ceilings ready for a sound system. Plenty parking, 2 car garage on the back and long driveway plus a street parking . Above the garage, you’ll find a fully equipped apartment — perfect for generating rental income, an in-law suite, or a private

$564,900

3 beds4 baths2,489 sq ft

687 Woodland Ave, Winchester, VA 22601

2 garage spots • Built 1999 • Listed 5 days

(703) 533-8660

Property at 207 West View Dr Dr, Winchester, VA 22603, 7 beds, 4.5 baths

$1,115,000

7 beds4.5 baths4,180 sq ft

207 West View Dr Dr, Winchester, VA 22603

(703) 378-8810

Property at 7 N Purcell Ave, Winchester, VA 22601, 3 beds, 3 baths

$375,000

3 beds3 baths2,016 sq ft

7 N Purcell Ave, Winchester, VA 22601

(540) 773-8475

Property at 236 Miller St, Winchester, VA 22601, 3 beds, 2.5 baths

$514,000

3 beds2.5 baths1,978 sq ft

236 Miller St, Winchester, VA 22601

(540) 686-7362

Property at 105 Boone Ct, Winchester, VA 22602, 3 beds, 3 baths

$384,880

3 beds3 baths1,989 sq ft

105 Boone Ct, Winchester, VA 22602

(703) 967-2073

Property at 117 Boone Ct, Winchester, VA 22602, 3 beds, 3 baths

$389,880

3 beds3 baths1,989 sq ft

117 Boone Ct, Winchester, VA 22602

(703) 967-2073

Property at 107 Malbec Ct, Winchester, VA 22602, 4 beds, 3.5 baths

$624,990

4 beds3.5 baths3,191 sq ft

107 Malbec Ct, Winchester, VA 22602

(703) 967-2073

Property at 109 Boone Ct, Winchester, VA 22602, 3 beds, 3 baths

$389,880

3 beds3 baths1,989 sq ft

109 Boone Ct, Winchester, VA 22602

(703) 967-2073

Property at 187 Sioux Loop, Winchester, VA 22602, 4 beds, 3.5 baths

$419,990

4 beds3.5 baths1,889 sq ft

187 Sioux Loop, Winchester, VA 22602

(804) 510-9139

Property at 183 Sioux Loop, Winchester, VA 22602, 4 beds, 3.5 baths

$429,990

4 beds3.5 baths1,889 sq ft

183 Sioux Loop, Winchester, VA 22602

(804) 510-9139

$379,990

3 beds3.5 baths1,784 sq ft

222 Monteith Dr, Winchester, VA 22601

Listing provided by Zillow

$379,990

3 beds3.5 baths1,784 sq ft

209 Monteith Dr, Winchester, VA 22601

Listing provided by Zillow

$379,990

3 beds3.5 baths1,784 sq ft

230 Monteith Dr, Winchester, VA 22601

Listing provided by Zillow

Property at 510 S Washington St, Winchester, VA 22601, 3 beds, 1.5 baths

$599,900

3 beds1.5 baths2,874 sq ft

510 S Washington St, Winchester, VA 22601

(304) 262-4222

Property at 212 Fairfield Dr, Winchester, VA 22602, 5 beds, 3.5 baths

$575,000

5 beds3.5 baths5,298 sq ft

212 Fairfield Dr, Winchester, VA 22602

(540) 662-0323

Property at 608 Kernstown Ct, Winchester, VA 22601, 4 beds, 3.5 baths

$660,000

4 beds3.5 baths4,101 sq ft

608 Kernstown Ct, Winchester, VA 22601

(540) 931-0144

Property at 1504 Brookdale Ct, Winchester, VA 22601, 5 beds, 4.5 baths

$849,990

5 beds4.5 baths5,254 sq ft

1504 Brookdale Ct, Winchester, VA 22601

(703) 771-8888

Property at 144 Morning Glory, Winchester, VA 22602, 5 beds, 4 baths

$528,000

5 beds4 baths2,288 sq ft

144 Morning Glory, Winchester, VA 22602

(571) 313-5831

Property at 461 Skylar Lanes Way, Winchester, VA 22603, 6 beds, 4.5 baths

$699,900

6 beds4.5 baths3,664 sq ft

461 Skylar Lanes Way, Winchester, VA 22603

(540) 348-4911

Property at 162 Janes Way, Winchester, VA 22602, 4 beds, 3.5 baths

$815,000

4 beds3.5 baths4,461 sq ft

162 Janes Way, Winchester, VA 22602

(540) 686-7362

Property at 289 Westview Dr, Winchester, VA 22603, 3 beds, 2 baths

$599,900

3 beds2 baths1,946 sq ft

289 Westview Dr, Winchester, VA 22603

(540) 662-0323

Property at 930 Wayne Dr, Winchester, VA 22601, 4 beds, 3.5 baths

$635,000

4 beds3.5 baths4,632 sq ft

930 Wayne Dr, Winchester, VA 22601

(703) 669-0099

Property at 1243 N Frederick Pike, Winchester, VA 22603, 3 beds, 2 baths

$359,900

3 beds2 baths1,508 sq ft

1243 N Frederick Pike, Winchester, VA 22603

(540) 662-0323

Property at 2660 Wardensville Grade, Winchester, VA 22602, 3 beds, 2.5 baths

$400,000

3 beds2.5 baths1,920 sq ft

2660 Wardensville Grade, Winchester, VA 22602

(304) 262-0800

Property at 114 Harold Ct, Winchester, VA 22602, 3 beds, 2 baths

$570,000

3 beds2 baths1,862 sq ft

114 Harold Ct, Winchester, VA 22602

(703) 669-0099

Property at 107 Dale Ct, Winchester, VA 22602, 4 beds, 2 baths

$375,000

4 beds2 baths1,608 sq ft

107 Dale Ct, Winchester, VA 22602

(540) 662-0323

Property at 206 Covey Ln, Winchester, VA 22602, 5 beds, 4.5 baths

$968,000

5 beds4.5 baths4,879 sq ft

206 Covey Ln, Winchester, VA 22602

(571) 386-1075

Property at 105 Tanglewood Ln, Winchester, VA 22602, 2 beds, 2 baths

$375,000

2 beds2 baths1,372 sq ft

105 Tanglewood Ln, Winchester, VA 22602

(866) 825-7169

Property at 1631 Back Mountain Rd, Winchester, VA 22603, 5 beds, 3 baths

$2,125,000

5 beds3 baths4,166 sq ft

1631 Back Mountain Rd, Winchester, VA 22603

(540) 662-0323

Property at 700 Crow Dr, Winchester, VA 22602, 4 beds, 3.5 baths

$498,900

4 beds3.5 baths3,884 sq ft

700 Crow Dr, Winchester, VA 22602

(703) 533-8660

Property at 203 Lynnehaven Dr, Winchester, VA 22602, 5 beds, 3.5 baths

$559,000

5 beds3.5 baths4,103 sq ft

203 Lynnehaven Dr, Winchester, VA 22602

(540) 665-0360

Property at 204 Ridge Rd, Winchester, VA 22602, 3 beds, 2 baths

$414,999

3 beds2 baths2,131 sq ft

204 Ridge Rd, Winchester, VA 22602

(540) 686-7362

Property at 138 Windstone Dr, Winchester, VA 22602, 3 beds, 2.5 baths

$340,000

3 beds2.5 baths1,488 sq ft

138 Windstone Dr, Winchester, VA 22602

(540) 665-0360

Property at 205 Monteith Dr, Winchester, VA 22601, 3 beds, 3.5 baths

$369,990

3 beds3.5 baths1,784 sq ft

205 Monteith Dr, Winchester, VA 22601

(240) 457-9391

Property at 133 Cardinal Ln, Winchester, VA 22602, 4 beds, 2 baths

$430,000

4 beds2 baths1,920 sq ft

133 Cardinal Ln, Winchester, VA 22602

(540) 348-4911

Property at 519 Fawn Dr, Winchester, VA 22602, 3 beds, 3 baths

$304,900

3 beds3 baths2,578 sq ft

519 Fawn Dr, Winchester, VA 22602

(540) 636-2971

Property at 222 Crestwood Ln, Winchester, VA 22602, 2 beds, 2 baths

$379,000

2 beds2 baths1,260 sq ft

222 Crestwood Ln, Winchester, VA 22602

(540) 665-0360

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Homes with Parking for Sale in Winchester

There are currently 181 homes with parking homes for sale in Winchester at a median listing price of $400K. 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 47 days and receive 3 offers. Popular neighborhoods include Historic District, and Kernstown. This map is refreshed with the newest listings in Winchester every 15 minutes.

In the past month, 26 homes have been sold in Winchester. In addition to houses in Winchester, there was also 1 condo, 14 townhouses, and 5 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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