Homes with Pools for Sale in Osceola County, FL

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ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Welcome to a home designed for those who want more — more privacy, more luxury, more Florida living! Perfectly placed in the most desirable spot in Del Webb Twin Lakes, this beautifully upgraded carriage home offers a lanai, and a lifestyle to make you feel like you’re on vacation every day. With this All the exterior grounds and landscaping are taken care of, including the building exterior. Just steps away from the community garden. Entering the home, you’ll notice the extensive number of upgrades including ceramic tile floors throughout, window treatments, quartz countertops, Pendant lighting, 42" custom cabinet, Pantry. The Primary bedroom is large enough for a ki

$304,000

2 beds2 baths1,464 sq ft

2374 Datura Loop, Saint Cloud, FL 34772

Quartz countertops • Walk-in closet • Custom-tiled shower

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Welcome to a Turnkey 12-bedroom, 11.5-bath luxury vacation estate in gated Veranda Palms, built 2023, 4,762 square feet, with a screened heated pool and spa, outdoor kitchen, home theater, arcade, and game room. Fully furnished and income-ready, with a first-floor primary suite and soaring ceilings throughout. This expansive residence was designed with large families, group travel, entertaining, and SHORT-TERM RENTAL use in mind. As you arrive, the home's modern exterior and substantial size immediately set the tone for what awaits inside. Step through the front entrance and you're greeted by SOARING CEILINGS, abundant natural light, and an OPEN-CONCEPT FLOOR PLAN that creates a spacious an

$999,000

12 beds11.5 baths4,762 sq ft

2532 Shanti Dr, Kissimmee, FL 34746

Gated community • Stone countertops • Private theater

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ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Welcome to 9266 Somerset Hills, a stunning 7-bedroom, 6-bathroom vacation home in The Retreat at ChampionsGate, one of the area’s newest and most sought-after communities. Built in 2022 and offering approximately 3,850 square feet of beautifully designed living space, this turnkey property delivers an exceptional combination of luxury, privacy, resort-style amenities, and strong vacation-rental appeal. Positioned on a premium homesite with no rear neighbors, the property offers a private and peaceful setting where you can relax in your own pool and spa. The spacious pool deck provides the perfect backdrop for entertaining, and on select evenings, you can even enjoy views of the Disney

$724,990

7 beds6 baths3,850 sq ft

9266 Sommerset Hills Dr, Davenport, FL 33896

Split-bedroom layout • Premium homesite • Private setting

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
DESIRABLE HARMONY! GREAT LOCATION, GREAT INVESTMENT; LOCATED JUST EAST OF ST. CLOUD AND JUST WEST OF THE EAST COAST, EASY COMMUTE TO AIRPORT, BEACHES, MAJOR ROADWAYS, SHOPPING AND AREA SCHOOLS. CONDO PROVIDES FIRST FLOOR ENTRY AND GARAGE ACCESS WITH SECOND FLOOR LIVING; OPEN FLOOR PLAN WITH EQUIPPED KITCHEN INCL. BREAKFAST BAR & CLOSET PANTRY, DINING SPACE, GREAT ROOM, SLIDERS TO CUTE BALCONY, NEUTRAL COLORS - ON WALLS, CARPETS & TILES. PRIMARY BEDROOM IS ROOMY WITH GREAT BATHROOM SPACE - INCL. WC, SHOWER W/ GARDEN TUB, DUAL VANITY, WALK IN CLOSET AND ACCESS TO INTERIOR AC UNIT FROM CLOSET SPACE. INSIDE LAUNDRY IS A PLUS ON 2ND FLOOR LIVING - DON'T HAVE TO GO UP & DOWN ST

$211,900

2 beds2 baths1,316 sq ft

3537 Clay Brick Rd #3537, Harmony, FL 34773

$400 HOA • Garage • Community pool

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Welcome to this stunning , fully furnished vacation home in the highly desirable Storey Lake Community ! Built in 2022 , this spacious residence offers 9 bedrooms , 5 fully bathrooms , and approximately 4707 sq . ft . of living space , providing plenty of room for large families and groups . Designed with entertainment and short -term rental appeal in mind , the home features professionally themed bedrooms , a spectacular Disney -inspired room with custom bunk beds and a slide , spacious gathering areas , and stylish modern finishes throughout . Enjoy beautiful water views , a private outdoor pool mare , and an open layout ideal for entertaining guest . Located in the heart of Kissimme

$900,000

8 beds5 baths4,289 sq ft

3000 Penelope Loop, Kissimmee, FL 34746

Private outdoor pool • Custom bunk beds • Disney inspired room

Property at 443 Marlberry Leaf Ave, Kissimmee, FL 34758, 4 beds, 3 baths

$380,000

4 beds3 baths2,571 sq ft

443 Marlberry Leaf Ave, Kissimmee, FL 34758

Property at 785 Desert Mountain Ct, Reunion, FL 34747, 5 beds, 5.5 baths

$849,000

5 beds5.5 baths3,328 sq ft

785 Desert Mountain Ct, Reunion, FL 34747

Property at 9033 Hazard St, Davenport, FL 33896, 8 beds, 5 baths

$695,000

8 beds5 baths3,909 sq ft

9033 Hazard St, Davenport, FL 33896

Property at 1937 Estancia Cir #1937, Kissimmee, FL 34741, 2 beds, 2 baths

$205,000

2 beds2 baths1,259 sq ft

1937 Estancia Cir #1937, Kissimmee, FL 34741

Property at Undisclosed address, Kissimmee, FL 34746, 3 beds, 2.5 baths

$269,000

3 beds2.5 baths1,769 sq ft

Undisclosed address, Kissimmee, FL 34746

Property at 2873 Blooming Alamanda Loop, Kissimmee, FL 34747, 4 beds, 2 baths

$459,900

4 beds2 baths1,822 sq ft

2873 Blooming Alamanda Loop, Kissimmee, FL 34747

Property at 807 Neptune Rd, Kissimmee, FL 34744, 5 beds, 4 baths

$1,549,000

5 beds4 baths3,992 sq ft

807 Neptune Rd, Kissimmee, FL 34744

Property at 1485 Isleta Loop, Kissimmee, FL 34741, 3 beds, 2.5 baths

$300,000

3 beds2.5 baths1,740 sq ft

1485 Isleta Loop, Kissimmee, FL 34741

Property at 2147 Cooper Bell Pl, Kissimmee, FL 34747, 5 beds, 4.5 baths

$459,000

5 beds4.5 baths2,294 sq ft

2147 Cooper Bell Pl, Kissimmee, FL 34747

Property at 9018 Stinger Dr, Davenport, FL 33896, 6 beds, 5 baths

$595,000

6 beds5 baths3,063 sq ft

9018 Stinger Dr, Davenport, FL 33896

Property at 2536 Holtrock St, Kissimmee, FL 34747, 6 beds, 4 baths

$698,000

6 beds4 baths2,812 sq ft

2536 Holtrock St, Kissimmee, FL 34747

Property at 1218 Bella Cara Ct, Davenport, FL 33896, 2 beds, 2 baths

$229,999

2 beds2 baths1,826 sq ft

1218 Bella Cara Ct, Davenport, FL 33896

Property at 1099 Lakeshore Breeze PL Pl, Kissimmee, FL 34747, 4 beds, 3 baths

$423,999

4 beds3 baths2,042 sq ft

1099 Lakeshore Breeze PL Pl, Kissimmee, FL 34747

Property at 7643 Wilmington Loop, Kissimmee, FL 34747, 11 beds, 10 baths

$947,000

11 beds10 baths4,707 sq ft

7643 Wilmington Loop, Kissimmee, FL 34747

Property at 3369 Celena Cir, Saint Cloud, FL 34769, 3 beds, 2 baths

$278,000

3 beds2 baths1,372 sq ft

3369 Celena Cir, Saint Cloud, FL 34769

Property at 2207 Caribbean Dr, Kissimmee, FL 34741, 2 beds, 2 baths

$195,000

2 beds2 baths991 sq ft

2207 Caribbean Dr, Kissimmee, FL 34741

Property at 3001 Greystone Loop #102, Kissimmee, FL 34741, 3 beds, 2 baths

$249,000

3 beds2 baths1,495 sq ft

3001 Greystone Loop #102, Kissimmee, FL 34741

Property at 5787 Springer St, Saint Cloud, FL 34771, 4 beds, 3.5 baths

$482,990

4 beds3.5 baths2,787 sq ft

5787 Springer St, Saint Cloud, FL 34771

Property at 3318 Stratton Cir, Kissimmee, FL 34744, 5 beds, 3.5 baths

$624,999

5 beds3.5 baths3,208 sq ft

3318 Stratton Cir, Kissimmee, FL 34744

Property at 7519 Marker Ave, Kissimmee, FL 34747, 10 beds, 10 baths

$847,000

10 beds10 baths4,683 sq ft

7519 Marker Ave, Kissimmee, FL 34747

Property at 2874 Stanza Ct, Kissimmee, FL 34746, 8 beds, 5 baths

$848,000

8 beds5 baths4,411 sq ft

2874 Stanza Ct, Kissimmee, FL 34746

Property at 2207 Antigua Pl #717, Kissimmee, FL 34741, 1 bed, 1 bath

$170,000

1 bed1 bath530 sq ft

2207 Antigua Pl #717, Kissimmee, FL 34741

Property at 1327 Shinnecock Hills Dr, Davenport, FL 33896, 6 beds, 5 baths

$460,000

6 beds5 baths2,995 sq ft

1327 Shinnecock Hills Dr, Davenport, FL 33896

Property at 8223 Roseville Rd, Davenport, FL 33896, 3 beds, 2.5 baths

$270,000

3 beds2.5 baths1,632 sq ft

8223 Roseville Rd, Davenport, FL 33896

Property at 7777 Teascone Blvd, Kissimmee, FL 34747, 5 beds, 5 baths

$648,000

5 beds5 baths2,297 sq ft

7777 Teascone Blvd, Kissimmee, FL 34747

Property at 1532 Maidstone Ct, Davenport, FL 33896, 9 beds, 5 baths

$689,000

9 beds5 baths3,909 sq ft

1532 Maidstone Ct, Davenport, FL 33896

Property at 1993 Estancia Cir Unit B, Kissimmee, FL 34741, 3 beds, 2.5 baths

$259,900

3 beds2.5 baths1,716 sq ft

1993 Estancia Cir Unit B, Kissimmee, FL 34741

Property at 3341 Celena Cir, Saint Cloud, FL 34769, 2 beds, 2 baths

$259,000

2 beds2 baths1,257 sq ft

3341 Celena Cir, Saint Cloud, FL 34769

Property at 1423 Thunderbird Rd, Davenport, FL 33896, 6 beds, 6 baths

$589,900

6 beds6 baths3,063 sq ft

1423 Thunderbird Rd, Davenport, FL 33896

Property at 4424 Brave Ln, Saint Cloud, FL 34772, 3 beds, 2 baths

$170,000

3 beds2 baths1,196 sq ft

4424 Brave Ln, Saint Cloud, FL 34772

Property at 8891 Geneve Ct, Kissimmee, FL 34747, 5 beds, 4.5 baths

$390,000

5 beds4.5 baths2,263 sq ft

8891 Geneve Ct, Kissimmee, FL 34747

Property at 4382 Southern Vista Loop, Saint Cloud, FL 34771, 5 beds, 3 baths

$519,000

5 beds3 baths2,800 sq ft

4382 Southern Vista Loop, Saint Cloud, FL 34771

Property at 2737 Nottel Dr, Saint Cloud, FL 34772, 7 beds, 5.5 baths

$699,900

7 beds5.5 baths4,658 sq ft

2737 Nottel Dr, Saint Cloud, FL 34772

Property at 2461 Reading Trl, Kissimmee, FL 34746, 4 beds, 3 baths

$449,900

4 beds3 baths1,902 sq ft

2461 Reading Trl, Kissimmee, FL 34746

Property at 3087 Juliet Dr, Kissimmee, FL 34746, 5 beds, 4 baths

$499,900

5 beds4 baths2,168 sq ft

3087 Juliet Dr, Kissimmee, FL 34746

Property at 1534 Oak Reserve Dr, Kindred, FL 34744, 4 beds, 2 baths

$425,000

4 beds2 baths1,846 sq ft

1534 Oak Reserve Dr, Kindred, FL 34744

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Based on information submitted to the MLS GRID as of Thu Sep 24 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 Osceola County

There are currently 3527 homes with pools for sale in Osceola County 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 Osceola County stay on the market for 103 days and receive 1 offers. This map is refreshed with the newest listings in Osceola County every 15 minutes.

In the past month, 698 homes have been sold in Osceola County. In addition to houses in Osceola County, there were also 724 condos, 1251 townhouses, and 21 multi-family units for sale in Osceola County last month. Find your dream home in Osceola County 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 Osceola County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Osceola County. If you're looking to sell your home in the Osceola County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Osceola County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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