Homes with Pools for Sale in Winchester, VA

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NEW 16 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in Winchester, VA:
Come and discover this impressive beauty where easy main-level living meets exceptional indoor-outdoor entertaining. This beautifully appointed Cape Cod offers the convenience of a spacious main-level primary suite, while the heart of the home flows seamlessly from the well-appointed kitchen to a covered rear porch overlooking the sparkling inground pool and hot tub. With ceiling fans and a TV, the covered porch is an inviting gathering space for morning coffee, lazy summer afternoons, or movie night—truly an extension of the home all year long. Inside, the main level offers an ideal blend of an open floorplan and defined rooms with gleaming hardwood floors, soaring ceilings, crown m

$645,000

4 beds3.5 baths3,582 sq ft

200 Fairfield Dr, Winchester, VA 22602

Hot tub • Open floorplan • Inground pool

(540) 450-2747

ABOUT THIS HOME
Home with a Pool for sale in Winchester, VA:
This upscale custom home blends clean, modern comfort with rustic charm—and does it sublimely with nearly 5,000 finished square feet on one level, including a separate in-law suite. Resting on 5.38 pastoral acres, the handsome façade includes charming details like exposed beams, stonework, classic exterior barn lighting, a metal roof, and a grand covered porch with stunning details that preview the craftsmanship inside. The entry welcomes you to a great room with some delineations for the dining and kitchen areas. Plank hardwood floors, high ceilings, and pleasing neutral colors combine with fetching built-ins, exposed beams, and lighting that create an environment that’s

$2,599,000

4 beds5 baths4,753 sq ft

144 Robinson Dr, Winchester, VA 22602

Covered porch • Built in bar • Wine cooler

(540) 662-0323

NEW CONSTRUCTION3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Winchester, VA:
Find Homesite 1035, a brand new SINGLE FAMILY HOME designed for Active Adult (55+) living. This never lived-in before, MOVE-IN READY home offers main-level living and low-maintenance design at Hiatt Pointe, a gated community in Winchester, VA. Experience a true RESORT-STYLE lifestyle with exceptional onsite community amenities including a clubhouse, fitness center, pickleball and bocce courts, pool and hot tub, yoga studio, outdoor kitchen, fireside lounge, wine lockers, walking trails, and more. A full calendar of resident activities, from water aerobics and Mahjong game nights to Friday happy hours, creates endless opportunities to stay active, socialize, and enjoy everything Hiatt Pointe

$585,659

3 beds3 baths3,200 sq ft

108 Magpie Ln Unit HOMESITE 1035, Winchester, VA 22603

Gated community • Fitness center • Main level living

(571) 386-1075

COMING SOON

ABOUT THIS HOME
Home with a Pool for sale in Winchester, VA:
Welcome to this lovely 4 Bedroom, 2.5 Bath Craftsman Style Home where modern design meets everyday comfort! This beautifully maintained home & unique designs include an Upper-Level Loft and offers flexibility to expand the Large Basement to meet all of your needs. Positioned on a desirable Corner Lot, this home offers an expansive yard and backs to a Cul-de-sac providing for extra privacy. The charming front porch which welcomes you is a great space to enjoy and unwind any time of day. The Open-Concept Main Level with LVT Flooring throughout, greets you with a Private Home-Office and an Expansive Kitchen with Island that flows seamlessly into the dining room and family room. The Kitc

$624,990

4 beds2.5 baths2,793 sq ft

101 Poe Dr, Lake Frederick, VA 22602

Charming front porch • Expansive yard • Large basement

(703) 378-8810

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Winchester, VA:
A PRIVATE CUSTOM-BUILT ESTATE SURROUNDED BY NATURE — WITH YOUR OWN RESORT-STYLE POOL! Set on an extraordinary 6.44 private acres, this exquisite custom-built residence offers nearly 4,700 square feet of beautifully finished living space across three levels, combining luxurious indoor living with an incredible outdoor setting. Tucked away among the trees, this is the kind of property where you can step outside, take a swim in your private in-ground pool, lounge poolside, enjoy the screened deck, gather around a campfire, play yard games, or simply sit beneath the stars and enjoy the peace and privacy of nature. Inside, the home is equally impressive. The main-level primary suite is a t

$935,000

5 beds3 baths3,278 sq ft

218 Babbs Mountain Rd, Winchester, VA 22603

Gourmet kitchen • Resort-style pool • Finished lower level

(540) 348-4911

Property at 185 Hannah Ct, Winchester, VA 22603, 4 beds, 3.5 baths

$655,000

4 beds3.5 baths3,556 sq ft

185 Hannah Ct, Winchester, VA 22603

(540) 722-9300

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

$675,000

4 beds2.5 baths3,738 sq ft

158 Old Forest Cir, Winchester, VA 22602

(866) 825-7169

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 1950 Jones Rd, Winchester, VA 22602, 4 beds, 5.5 baths

$1,750,000

4 beds5.5 baths7,869 sq ft

1950 Jones Rd, Winchester, VA 22602

(540) 662-0323

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

$499,000

5 beds4 baths2,288 sq ft

144 Morning Glory, Winchester, VA 22602

(540) 775-5661

Property at 104 Murphy Ct, Winchester, VA 22602, 4 beds, 3.5 baths

$555,900

4 beds3.5 baths3,460 sq ft

104 Murphy Ct, Winchester, VA 22602

(703) 328-3000

Property at 153 Fox Dr, Winchester, VA 22601, 3 beds, 2 baths

$439,900

3 beds2 baths1,307 sq ft

153 Fox Dr, Winchester, VA 22601

(540) 259-4090

Property at 107 Cahille Dr, Winchester, VA 22602, 4 beds, 3.5 baths

$749,050

4 beds3.5 baths3,757 sq ft

107 Cahille Dr, Winchester, VA 22602

(540) 665-0360

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 102 Julie Ct, Winchester, VA 22602, 5 beds, 4 baths

$849,900

5 beds4 baths5,226 sq ft

102 Julie Ct, Winchester, VA 22602

(703) 582-1321

Property at 103 Trade Wind Ln, Winchester, VA 22602, 3 beds, 2.5 baths

$329,900

3 beds2.5 baths1,488 sq ft

103 Trade Wind Ln, Winchester, VA 22602

(540) 662-0323

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

$559,000

5 beds3 baths2,368 sq ft

440 Canyon Rd, Winchester, VA 22602

(540) 665-0360

Property at 120 Scirocco Ln, Winchester, VA 22602, 2 beds, 1.5 baths

$345,000

2 beds1.5 baths1,824 sq ft

120 Scirocco Ln, Winchester, VA 22602

(540) 683-1891

Property at 109 Nootka Way, Winchester, VA 22602, 3 beds, 2.5 baths

$384,900

3 beds2.5 baths1,509 sq ft

109 Nootka Way, Winchester, VA 22602

(540) 348-4911

Property at 141 Poe Dr, Winchester, VA 22602, 4 beds, 3.5 baths

$589,900

4 beds3.5 baths2,680 sq ft

141 Poe Dr, Winchester, VA 22602

(703) 830-6222

Property at 107 Heirloom Way, Winchester, VA 22603, 3 beds, 2.5 baths

$389,990

3 beds2.5 baths1,893 sq ft

107 Heirloom Way, Winchester, VA 22603

(703) 420-3322

Property at 139 Poe Dr, Winchester, VA 22602, 4 beds, 3 baths

$579,000

4 beds3 baths2,442 sq ft

139 Poe Dr, Winchester, VA 22602

(540) 686-7362

Property at 134 Wagtail Ln Unit HOMESITE 1014, Winchester, VA 22603, 3 beds, 3 baths

$617,490

3 beds3 baths3,203 sq ft

134 Wagtail Ln Unit HOMESITE 1014, Winchester, VA 22603

(571) 386-1075

Property at 113 Windmill Ln, Winchester, VA 22602, 3 beds, 2.5 baths

$339,999

3 beds2.5 baths1,848 sq ft

113 Windmill Ln, Winchester, VA 22602

(540) 773-8475

Property at 104 Monet Ter, Winchester, VA 22602, 4 beds, 2.5 baths

$559,900

4 beds2.5 baths2,428 sq ft

104 Monet Ter, Winchester, VA 22602

(540) 450-2747

Property at 139 Wappinger Ter, Winchester, VA 22602, 5 beds, 3.5 baths

$519,990

5 beds3.5 baths2,297 sq ft

139 Wappinger Ter, Winchester, VA 22602

(703) 430-9008

Property at 450 Green Spring Rd, Winchester, VA 22603, 3 beds, 3.5 baths

$3,500,000

3 beds3.5 baths4,421 sq ft

450 Green Spring Rd, Winchester, VA 22603

(703) 669-0099

Property at 117 Castaway Pl, Winchester, VA 22603, 3 beds, 2.5 baths

$349,990

3 beds2.5 baths1,893 sq ft

117 Castaway Pl, Winchester, VA 22603

(703) 420-3322

Property at 100 Keystone Ln Unit HOMESITE 1090, Hayfield, VA 22603, 3 beds, 2.5 baths

$456,639

3 beds2.5 baths2,181 sq ft

100 Keystone Ln Unit HOMESITE 1090, Hayfield, VA 22603

(571) 386-1075

Property at 110 Coriander Dr, Winchester, VA 22603, 3 beds, 3.5 baths

$424,990

3 beds3.5 baths2,094 sq ft

110 Coriander Dr, Winchester, VA 22603

(703) 420-3322

Property at 171 Sioux Loop, Winchester, VA 22602, 4 beds, 3.5 baths

$389,160

4 beds3.5 baths1,889 sq ft

171 Sioux Loop, Winchester, VA 22602

(804) 510-9139

Property at 3336 Hunting Ridge Rd, Winchester, VA 22603, 4 beds, 2.5 baths

$539,000

4 beds2.5 baths3,414 sq ft

3336 Hunting Ridge Rd, Winchester, VA 22603

(703) 383-3245

Property at 140 Poe Dr, Winchester, VA 22602, 3 beds, 2.5 baths

$550,000

3 beds2.5 baths1,800 sq ft

140 Poe Dr, Winchester, VA 22602

(703) 378-8810

Property at 107 Lawford Way, Winchester, VA 22603, 2 beds, 2 baths

$459,990

2 beds2 baths1,564 sq ft

107 Lawford Way, Winchester, VA 22603

(703) 420-3322

Property at 101 Seminole Dr, Winchester, VA 22602, 4 beds, 3.5 baths

$499,990

4 beds3.5 baths2,216 sq ft

101 Seminole Dr, Winchester, VA 22602

(804) 510-9139

Property at 832 Winder Ct, Winchester, VA 22601, 3 beds, 2 baths

$510,000

3 beds2 baths1,974 sq ft

832 Winder Ct, Winchester, VA 22601

(540) 773-8475

Property at 2230 Jones Rd, Winchester, VA 22602, 5 beds, 4.5 baths

$2,200,000

5 beds4.5 baths5,884 sq ft

2230 Jones Rd, Winchester, VA 22602

(540) 686-7362

Property at 169 Sioux Loop, Winchester, VA 22602, 4 beds, 3.5 baths

$402,160

4 beds3.5 baths1,889 sq ft

169 Sioux Loop, Winchester, VA 22602

(804) 510-9139

Property at 108 Nevermore Dr, Winchester, VA 22602, 4 beds, 2.5 baths

$667,000

4 beds2.5 baths3,399 sq ft

108 Nevermore Dr, Winchester, VA 22602

(703) 652-5760

Property at 137 Old Forest Cir, Winchester, VA 22602, 4 beds, 3.5 baths

$989,000

4 beds3.5 baths4,152 sq ft

137 Old Forest Cir, Winchester, VA 22602

(703) 790-1850

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Homes with Pools for Sale in Winchester

There are currently 63 homes with pools for sale in Winchester at a median listing price of $390K. 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 58 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, 29 homes have been sold in Winchester. In addition to houses in Winchester, there were also 2 condos, 18 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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