Homes with Pools for Sale in Wildwood, FL

221 homes

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OPEN OCT 30, 1PM TO 3PM

ABOUT THIS HOME
Home with a Pool for sale in Wildwood, FL:
Exceptional “WINSLOW-5” Block/Stucco Courtyard Villa in Village of CHITTY CHATTY offers an impressive ~3,600 Square Feet of INDOOR/OUTDOOR LIVING SPACE!! (1986 sq ft under A/C). With thoughtfully coordinated colors, refined finishes, and beautifully appointed gathering spaces, & TOTAL REAR PRIVACY this FURNISHED lovely home creates an atmosphere of understated luxury and function. Situated on a quiet dead-end street with a front POND VIEW and preserve backdrop with NO HOMES BEHIND or across the street, this distinctive villa offers remarkable privacy in a superb central location. The screen-enclosed SALTWATER HEATED POOL & SPA, surrounded by brick pavers and inviting

$719,900

3 beds2 baths1,986 sq ft

889 Jay St, Wildwood, FL 32163

Dual sinks • Open floor plan • Quartz countertops

FLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Wildwood, FL:
A rare opportunity to enjoy an exceptional preserve setting in the Village of Dunedin. Perfectly positioned along the Lake Deaton Nature Preserve, this beautifully upgraded Laurel Oak offers remarkable privacy, no rear neighbors, and a peaceful backdrop of mature trees that creates the feeling of living among the treetops. Thoughtfully furnished (available separate) and meticulously maintained, the home is offered move-in ready and delivers an elevated blend of comfort, style, and indoor-outdoor living. The open interior is bright and inviting, enhanced by two solar tubes with on/off lighting and updated ceiling fans. The kitchen is designed for both everyday living and entertaining, with g

$979,700

3 beds2 baths2,319 sq ft

3665 Valleybrook Way, The Villages, FL 32163

Built-in desk area • Screened cage • Utility sink

OPEN OCT 28, 10AM TO 12PM

ABOUT THIS HOME
Home with a Pool for sale in Wildwood, FL:
Virtually Staged. The Village of Hillsborough, just MINUTES (1.6mi) from Brownwood Paddock Square®, this BEAUTIFULLY updated and well-maintained WISTERIA home boasts 3 bedrooms, 2 baths, 1,584 Base Sq Ft, & an ENCLOSED FLORIDA ROOM (under heat & air from the main unit) adding an additional 180 Sq Ft for a total of 1,764 Sq Ft of LIVING SPACE! HVAC: 2024, NOVA WATER FILTRATION SYSTEM: 2018! GORGEOUS landscaping surrounds the home, featuring rock mulch & concrete curbing for EXCELLENT curb appeal. The Custom Painted DRIVEWAY & WALKWAY and PAINTED GARAGE FLOOR enhance the appeal, while front & rear gutters and downspouts and the rear concrete BBQ Pad (9 ft x 9

$414,900

3 beds2 baths1,764 sq ft

3552 Wyngate Pl, The Villages, FL 32163

Painted garage floor • 5,511 sq ft lot • 2 garage spots

ABOUT THIS HOME
Home with a Pool for sale in Wildwood, FL:
Discover the charm and comfort of this beautifully maintained three-bedroom, two-bathroom pool home, nestled within a desirable guard-gated neighborhood in The Villages, Florida. Spacious, inviting, and thoughtfully designed, this lovely residence offers the perfect blend of relaxed Florida living and everyday convenience. Step inside and appreciate the easy-care interiors, updated appliances, and practical features that make daily living a pleasure. Both the roof and the air conditioning are 2 years old, installed in 12/2024. The kitchen and storage areas are especially convenient, with pull-out shelving in all cupboards and drawers, while the indoor laundry area adds an extra touch of fu

$669,900

3 beds2 baths2,122 sq ft

1297 Zombar Pl, The Villages, FL 32163

Pull out shelving • Indoor laundry area • Community amenities

ABOUT THIS HOME
Home with a Pool for sale in Wildwood, FL:
GOLF COURSE VIEWS, OVERSIZED LOT, BEAUTIFUL UPDATES, AND AN AMAZING LOCATION! WELCOME HOME! Step inside this beauty and discover the comfort, charm, and Florida lifestyle you have been dreaming of! Located in the fabulous Continental Country Club, a highly desirable, gated, active 55+ golf community just minutes from The Villages, this wonderful home HAS A spectacular golf course views, an oversized lot, spacious living areas, and so many updates throughout! From the moment you arrive, you will appreciate the beautiful setting, golf cart parking, and the peaceful surroundings that make this property so special. Imagine starting your mornings in the delightful screen room, sipping your coffe

$169,000

2 beds2 baths1,492 sq ft

42 Robin Rd, Wildwood, FL 34785

Screen room • Spacious kitchen • Built-in hutch

Property at 1940 Dempsey Ln, The Villages, FL 32163, 4 beds, 2 baths

$629,900

4 beds2 baths2,014 sq ft

1940 Dempsey Ln, The Villages, FL 32163

Property at 2227 Landrea Loop, The Villages, FL 32163, 3 beds, 2 baths

$885,000

3 beds2 baths1,951 sq ft

2227 Landrea Loop, The Villages, FL 32163

Property at 521 Kaolin Path, The Villages, FL 32163, 3 beds, 2 baths

$1,250,000

3 beds2 baths1,922 sq ft

521 Kaolin Path, The Villages, FL 32163

Property at 6 Big Oak Ln, Wildwood, FL 34785, 2 beds, 2 baths

$199,900

2 beds2 baths1,728 sq ft

6 Big Oak Ln, Wildwood, FL 34785

Property at Undisclosed address, Oxford, FL 34484, 3 beds, 2 baths

$270,000

3 beds2 baths1,592 sq ft

Undisclosed address, Oxford, FL 34484

Property at 6292 Flaxmayer Rd, The Villages, FL 32163, 2 beds, 2 baths

$285,000

2 beds2 baths1,148 sq ft

6292 Flaxmayer Rd, The Villages, FL 32163

Property at 18 Robin Rd, Wildwood, FL 34785, 3 beds, 2 baths

$259,900

3 beds2 baths1,404 sq ft

18 Robin Rd, Wildwood, FL 34785

Property at 3040 Windswept, Wildwood, FL 34785, 3 beds, 2 baths

$305,680

3 beds2 baths1,335 sq ft

3040 Windswept, Wildwood, FL 34785

Property at 1793 Wax Berry Ct, The Villages, FL 32163, 3 beds, 2 baths

$575,000

3 beds2 baths2,035 sq ft

1793 Wax Berry Ct, The Villages, FL 32163

Property at 3720 Vineland Ave, The Villages, FL 32163, 3 beds, 2 baths

$1,600,000

3 beds2 baths2,033 sq ft

3720 Vineland Ave, The Villages, FL 32163

Property at 4305 Tiedemann Loop, The Villages, FL 32163, 3 beds, 2 baths

$575,000

3 beds2 baths2,060 sq ft

4305 Tiedemann Loop, The Villages, FL 32163

Property at 3323 Kelvington Rd, The Villages, FL 32163, 3 beds, 2 baths

$650,000

3 beds2 baths2,007 sq ft

3323 Kelvington Rd, The Villages, FL 32163

Property at 10371 Addison Shore Way, Oxford, FL 34484, 4 beds, 2.5 baths

$425,000

4 beds2.5 baths2,016 sq ft

10371 Addison Shore Way, Oxford, FL 34484

Property at 2084 Nordic Ln, The Villages, FL 32163, 3 beds, 2 baths

$769,900

3 beds2 baths1,956 sq ft

2084 Nordic Ln, The Villages, FL 32163

Property at 1241 Tarflower Ter, The Villages, FL 32163, 3 beds, 2 baths

$497,000

3 beds2 baths1,956 sq ft

1241 Tarflower Ter, The Villages, FL 32163

Property at 3376 Mayflower Loop, The Villages, FL 32163, 3 beds, 2 baths

$475,000

3 beds2 baths2,000 sq ft

3376 Mayflower Loop, The Villages, FL 32163

Property at 3254 Zipperer Way, The Villages, FL 32163, 3 beds, 2 baths

$550,000

3 beds2 baths1,654 sq ft

3254 Zipperer Way, The Villages, FL 32163

Property at 12446 NE 52nd Loop, Oxford, FL 34484, 3 beds, 2 baths

$253,000

3 beds2 baths1,426 sq ft

12446 NE 52nd Loop, Oxford, FL 34484

Property at 5916 Hickey Way, The Villages, FL 32163, 3 beds, 2 baths

$395,900

3 beds2 baths1,569 sq ft

5916 Hickey Way, The Villages, FL 32163

Property at 3486 Piper Pl, Wildwood, FL 32163, 3 beds, 2 baths

$415,000

3 beds2 baths1,492 sq ft

3486 Piper Pl, Wildwood, FL 32163

Property at 7442 Savanna Dr, The Villages, FL 34762, 3 beds, 2 baths

$359,900

3 beds2 baths1,537 sq ft

7442 Savanna Dr, The Villages, FL 34762

Property at 2414 Nellie Rd, The Villages, FL 32163, 3 beds, 2 baths

$415,000

3 beds2 baths1,674 sq ft

2414 Nellie Rd, The Villages, FL 32163

Property at 27 Robin Rd, Wildwood, FL 34785, 2 beds, 2 baths

$122,000

2 beds2 baths1,344 sq ft

27 Robin Rd, Wildwood, FL 34785

Property at 1102 Allaire Loop, The Villages, FL 32163, 3 beds, 2 baths

$775,000

3 beds2 baths2,000 sq ft

1102 Allaire Loop, The Villages, FL 32163

Property at 3144 Robbs Rd, The Villages, FL 32163, 3 beds, 2 baths

$392,000

3 beds2 baths1,628 sq ft

3144 Robbs Rd, The Villages, FL 32163

Property at 2835 Cedar Grove Loop, The Villages, FL 32163, 4 beds, 3 baths

$849,000

4 beds3 baths2,759 sq ft

2835 Cedar Grove Loop, The Villages, FL 32163

Property at 305 S Timber Trl, Wildwood, FL 34785, 2 beds, 2 baths

$130,000

2 beds2 baths1,248 sq ft

305 S Timber Trl, Wildwood, FL 34785

Property at 10331 Addison Shore Way, Oxford, FL 34484, 3 beds, 2 baths

$423,500

3 beds2 baths2,003 sq ft

10331 Addison Shore Way, Oxford, FL 34484

Property at 1359 Darren Dr, Okahumpka, FL 34762, 3 beds, 2 baths

$499,000

3 beds2 baths1,497 sq ft

1359 Darren Dr, Okahumpka, FL 34762

Property at 5546 Cottrell Ct, The Villages, FL 32163, 3 beds, 2 baths

$599,000

3 beds2 baths1,809 sq ft

5546 Cottrell Ct, The Villages, FL 32163

Property at 10 Rabbit Trl, Wildwood, FL 34785, 2 beds, 2 baths

$165,000

2 beds2 baths1,200 sq ft

10 Rabbit Trl, Wildwood, FL 34785

Property at 7974 Penrose Pl, Wildwood, FL 34785, 3 beds, 2 baths

$294,900

3 beds2 baths1,844 sq ft

7974 Penrose Pl, Wildwood, FL 34785

Property at 6225 Dingman Way, The Villages, FL 32163, 2 beds, 2 baths

$252,900

2 beds2 baths963 sq ft

6225 Dingman Way, The Villages, FL 32163

Property at 6356 Edenfield Run, The Villages, FL 34762, 3 beds, 2.5 baths

$1,145,000

3 beds2.5 baths2,118 sq ft

6356 Edenfield Run, The Villages, FL 34762

Property at 5310 Bowline Ct #1, Oxford, FL 34484, 2 beds, 2 baths

$214,900

2 beds2 baths1,281 sq ft

5310 Bowline Ct #1, Oxford, FL 34484

Property at 2741 Dunham Dr, The Villages, FL 32163, 3 beds, 3 baths

$1,090,000

3 beds3 baths2,673 sq ft

2741 Dunham Dr, The Villages, FL 32163

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Based on information submitted to the MLS GRID as of Sun Oct 25 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes with Pools for Sale in Wildwood

There are currently 221 homes with pools for sale in Wildwood at a median listing price of $350K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Wildwood stay on the market for 75 days. Popular neighborhoods include DeSoto, Villages of Sumter, Village of Buttonwood, Village of Duval, and Pennbrooke. This map is refreshed with the newest listings in Wildwood every 15 minutes.

In the past month, 47 homes have been sold in Wildwood. In addition to houses in Wildwood, there were also 7 condos, 12 townhouses, and 1 multi-family unit for sale in Wildwood last month. Find your dream home in Wildwood 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 Wildwood are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Wildwood. Our Wildwood real estate stats and trends will give you more information about home buying and selling trends in Wildwood. If you're looking to sell your home in the Wildwood area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Wildwood with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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