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:
Beautifully furnished home is located on a Coner lot & conservation area in Storey Lake resort. Community offers amenities include Tiki Bar/Grille, Canoe/Kayak Rental, Lazy River, Fitness Center, Miniature Golf, Quiet Pool, Splash Pad, Double Slide, Volleyball Court & Sports Court. Short/term rental

$798,000

7 beds6 baths3,760 sq ft

2701 Bookmark Dr, Kissimmee, FL 34746

Conservation area • Fitness center • Quiet pool

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Welcome to 5002 Rain Shadow Drive, a stylish 2023-built townhouse located in the sought-after Eden at Cross Prairie community in St. Cloud, Florida. This well-designed home features 3 bedrooms, 2.5 bathrooms, and 1,556 square feet of comfortable living space. Inside, you’ll find an open layout that connects the living, dining, and kitchen areas, making it easy to host guests or enjoy everyday living. The dining space opens to a screened-in lanai through sliding glass doors, offering a great spot to unwind or entertain outdoors. The kitchen is equipped with stainless steel appliances, plenty of cabinet space, and a center island that adds both functionality and extra prep space. A conv

$319,000

3 beds2.5 baths1,556 sq ft

5002 Rain Shadow Dr, Saint Cloud, FL 34772

Community amenities • Split bedroom layout • Flexible loft area

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Welcome home to this beautifully maintained 2-bedroom, 2-bath condominium offering serene pool views and a peaceful backdrop of Shingle Creek. This inviting home features an open and functional layout with luxury vinyl flooring and elegant granite countertops, perfect for both everyday living and entertaining. Enjoy the convenience of an indoor laundry room and the added bonus of attic storage—rare finds in condo living. Both bedrooms include spacious walk-in closets, providing ample storage and comfort. Step outside and take in the tranquil surroundings, or take advantage of the community’s resort-style amenities, including two sparkling pools, a playground, tennis courts, a fu

$190,000

2 beds2 baths1,026 sq ft

2210 Grand Cayman Ct #1737, Kissimmee, FL 34741

Fitness center • Two sparkling pools • Clubhouse

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Turn-key opportunity in the highly sought-after Storey Lake Resort! This fully furnished and beautifully equipped 2-bedroom, 2-bathroom condo is rental-ready and well-suited for short-term rental use or as a vacation home. A standout feature of this unit is its Disney-themed bedrooms, featuring Star Wars and Mickey Mouse designs that create a fun and memorable experience for guests of all ages. The themed décor adds a unique touch that is highly appealing in the short-term rental market. This unit has also been a consistently rented property within the current property management program. The thoughtfully designed open-concept layout offers a bright and welcoming space. The modern ki

$367,760

2 beds2.5 baths1,196 sq ft

3191 Paradox Cir #405, Kissimmee, FL 34746

Stunning lake views • Private balcony • Resort-style pool

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Windsor Hills Resort! One of best resort Minutes to Disney, Fully Furnished and updated 2bed 2bath, quiet, gorgeous and space, Located just a few steps to Clubhouse with the lagoon style pool, water park , slides and an array of world-class amenities…. airbnb short rentals with high return…. .great opportunity for investment, vacation home or residence….

$288,000

2 beds2 baths1,081 sq ft

7671 Comrow St #302, Kissimmee, FL 34747

Water park • Clubhouse • Slides

Property at 9095 Sommerset Hills Dr, Davenport, FL 33896, 5 beds, 5 baths

$600,000

5 beds5 baths3,016 sq ft

9095 Sommerset Hills Dr, Davenport, FL 33896

Property at 992 Leasder St, Davenport, FL 33896, 4 beds, 3 baths

$405,000

4 beds3 baths1,914 sq ft

992 Leasder St, Davenport, FL 33896

(305) 822-9800

Property at 2928 Elio Hammock Dr, Harmony, FL 34773, 5 beds, 3 baths

$406,990

5 beds3 baths2,077 sq ft

2928 Elio Hammock Dr, Harmony, FL 34773

Property at 3645 Briarlynne Way, Harmony, FL 34773, 4 beds, 2.5 baths

$417,900

4 beds2.5 baths2,335 sq ft

3645 Briarlynne Way, Harmony, FL 34773

Property at 1608 Moon Valley Dr, Davenport, FL 33896, 4 beds, 3 baths

$459,000

4 beds3 baths1,902 sq ft

1608 Moon Valley Dr, Davenport, FL 33896

Property at 9014 Pelican Cove Trl, Kissimmee, FL 34747, 9 beds, 6.5 baths

$860,000

9 beds6.5 baths4,378 sq ft

9014 Pelican Cove Trl, Kissimmee, FL 34747

Property at 2328 Salty Winds Way, Kissimmee, FL 34747, 6 beds, 4.5 baths

$790,000

6 beds4.5 baths2,987 sq ft

2328 Salty Winds Way, Kissimmee, FL 34747

Property at 1402 Mount Royal Dr, Saint Cloud, FL 34771, 3 beds, 2.5 baths

$349,990

3 beds2.5 baths1,691 sq ft

1402 Mount Royal Dr, Saint Cloud, FL 34771

Property at 1351 Tuscan Ter #8301, Davenport, FL 33896, 3 beds, 2 baths

$240,000

3 beds2 baths1,244 sq ft

1351 Tuscan Ter #8301, Davenport, FL 33896

Property at 2930 Polynesian Isle Blvd #105, Kissimmee, FL 34746, 1 bed, 1 bath

$75,000

1 bed1 bath300 sq ft

2930 Polynesian Isle Blvd #105, Kissimmee, FL 34746

Property at 3251 Secret Lake Dr #1200, Kissimmee, FL 34747, 3 beds, 2 baths

$746,900

3 beds2 baths1,185 sq ft

3251 Secret Lake Dr #1200, Kissimmee, FL 34747

(305) 807-0931

Property at 2250 San Vital Dr #105, Kissimmee, FL 34741, 3 beds, 2 baths

$275,000

3 beds2 baths1,296 sq ft

2250 San Vital Dr #105, Kissimmee, FL 34741

Property at 9044 Sand Trap Dr, Davenport, FL 33896, 6 beds, 5 baths

$649,000

6 beds5 baths3,339 sq ft

9044 Sand Trap Dr, Davenport, FL 33896

Property at 1116 Sunset View Cir #304, Reunion, FL 34747, 3 beds, 3 baths

$315,000

3 beds3 baths1,755 sq ft

1116 Sunset View Cir #304, Reunion, FL 34747

Property at 2821 Almaton Loop #205, Kissimmee, FL 34747, 3 beds, 2 baths

$329,000

3 beds2 baths1,410 sq ft

2821 Almaton Loop #205, Kissimmee, FL 34747

Property at 3151 Sunset Walk Dr #1209, Kissimmee, FL 34747, 1 bed, 1 bath

$298,999

1 bed1 bath734 sq ft

3151 Sunset Walk Dr #1209, Kissimmee, FL 34747

Property at 1539 Carey Palm Cir, Kissimmee, FL 34747, 5 beds, 4.5 baths

$494,000

5 beds4.5 baths2,294 sq ft

1539 Carey Palm Cir, Kissimmee, FL 34747

Property at 4324 Prologue Way, Kissimmee, FL 34746, 9 beds, 5 baths

$970,000

9 beds5 baths4,289 sq ft

4324 Prologue Way, Kissimmee, FL 34746

Property at 2774 Almaton Loop #105, Kissimmee, FL 34747, 3 beds, 2 baths

$379,500

3 beds2 baths1,410 sq ft

2774 Almaton Loop #105, Kissimmee, FL 34747

Property at 717 Preston Cove Dr, Saint Cloud, FL 34771, 3 beds, 2.5 baths

$335,990

3 beds2.5 baths1,463 sq ft

717 Preston Cove Dr, Saint Cloud, FL 34771

Property at 1501 Northern Harrier Way #302, Reunion, FL 34747, 3 beds, 2 baths

$317,000

3 beds2 baths1,354 sq ft

1501 Northern Harrier Way #302, Reunion, FL 34747

Property at 1718 Caribbean View Ter, Kissimmee, FL 34747, 4 beds, 3.5 baths

$515,000

4 beds3.5 baths2,581 sq ft

1718 Caribbean View Ter, Kissimmee, FL 34747

Property at 1772 Stamen Dr, Kissimmee, FL 34744, 4 beds, 2 baths

$495,500

4 beds2 baths1,965 sq ft

1772 Stamen Dr, Kissimmee, FL 34744

Property at 9149 Sommerset Hills Dr, Davenport, FL 33896, 6 beds, 5 baths

$599,000

6 beds5 baths3,291 sq ft

9149 Sommerset Hills Dr, Davenport, FL 33896

Property at 3251 Secret Lake Dr #1212, Kissimmee, FL 34747, 1 bed, 1 bath

$524,900

1 bed1 bath764 sq ft

3251 Secret Lake Dr #1212, Kissimmee, FL 34747

(305) 807-0931

Property at 9029 Rhodes St, Kissimmee, FL 34747, 4 beds, 3.5 baths

$412,800

4 beds3.5 baths2,102 sq ft

9029 Rhodes St, Kissimmee, FL 34747

Property at 1594 Carey Palm Cir, Kissimmee, FL 34747, 3 beds, 3.5 baths

$410,000

3 beds3.5 baths1,962 sq ft

1594 Carey Palm Cir, Kissimmee, FL 34747

Property at 2514 Nouveau Way, Kissimmee, FL 34741, 3 beds, 2 baths

$529,950

3 beds2 baths2,035 sq ft

2514 Nouveau Way, Kissimmee, FL 34741

Property at 1347 Lumpini St, Saint Cloud, FL 34771, 4 beds, 3 baths

$454,990

4 beds3 baths2,510 sq ft

1347 Lumpini St, Saint Cloud, FL 34771

Property at 8841 Candy Palm Rd, Kissimmee, FL 34747, 4 beds, 3 baths

$394,900

4 beds3 baths1,902 sq ft

8841 Candy Palm Rd, Kissimmee, FL 34747

Property at 1264 Challenge Dr #1264, Davenport, FL 33896, 5 beds, 4 baths

$485,000

5 beds4 baths2,167 sq ft

1264 Challenge Dr #1264, Davenport, FL 33896

Property at 8931 Shine Dr, Kissimmee, FL 34747, 3 beds, 2 baths

$271,500

3 beds2 baths1,300 sq ft

8931 Shine Dr, Kissimmee, FL 34747

Property at 3201 Gold Ln, Kissimmee, FL 34747, 4 beds, 3 baths

$318,000

4 beds3 baths1,694 sq ft

3201 Gold Ln, Kissimmee, FL 34747

Property at 8975 Amelia Downs Trl, Kissimmee, FL 34747, 9 beds, 6.5 baths

$1,049,000

9 beds6.5 baths4,363 sq ft

8975 Amelia Downs Trl, Kissimmee, FL 34747

Property at 210 Burma St, Kissimmee, FL 34747, 8 beds, 6.5 baths

$809,990

8 beds6.5 baths3,612 sq ft

210 Burma St, Kissimmee, FL 34747

Property at 2976 Nottel Dr, Saint Cloud, FL 34772, 4 beds, 2 baths

$425,000

4 beds2 baths2,080 sq ft

2976 Nottel Dr, Saint Cloud, FL 34772

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Based on information submitted to the MLS GRID as of Sat Sep 26 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 3531 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, 700 homes have been sold in Osceola County. In addition to houses in Osceola County, there were also 724 condos, 1252 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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