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:
Beautiful fully furnished vacation home located in the highly desirable Paradise Palms Resort in Kissimmee. This spacious residence features 5 bedrooms and 5 bathrooms, offering a functional and comfortable layout ideal for both personal use and short-term rental investment. The home boasts an open-concept floor plan with a bright and inviting living area, a well-appointed kitchen with ample cabinetry and counter space, and generously sized bedrooms. Each bathroom is thoughtfully designed to provide privacy and convenience for owners and guests alike. The property also includes a private screened pool, perfect for enjoying Florida’s lifestyle year-round. Paradise Palms is a gated reso

$459,990

5 beds5 baths3,015 sq ft

8960 Bismarck Palm Rd, Kissimmee, FL 34747

Resort pool • Luxurious clubhouse • Fitness center

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
LOCATION, LOCATION, LOCATION!!! Located less than 5 miles from Lake Nona, you can enjoy ALL of what Lake Nona has to offer. .. .without the hefty price tag. This SINGLE-STORY home offers 3 bedrooms, 2.5 bathrooms, DEDICATED OFFICE SPACE, separate dining room, sitting room, and more!! Public records state it is a 4-bedroom home; it is, in fact, a 3-bedroom plus an office. With 2,251 sqft of living space, you can truly make this your forever home. Stepping through the front doors, you'll find soaring ceilings and tile flooring that will lead you to two nicely sized bedrooms, a dedicated office giving you a quiet room to work from home, a powder room, a full-sized bathroom, and a laundry room!

$499,000

4 beds2.5 baths2,251 sq ft

4436 Azure Isle Way, Kissimmee, FL 34744

Breakfast nook • Separate dining room • Sitting room

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
PRICE IMPROVEMENT! SELLER MOTIVATED! * * * Back on the market with recent upgrades * * * Beautiful fully furnished 3-bedroom townhouse in a prime Kissimmee location, just 10 minutes from Disney. This well-maintained property features 2 full bathrooms plus a convenient half bath, offering comfort and functionality for residents and guests. Move-in ready and ideal for a primary residence, vacation home, or income-producing property with short-term or long-term rental potential. The home includes all furnishings with numerous recent upgrades: brand-new bedding throughout, new living room sofa, new area rug, new dining table and chairs, new kitchen breakfast table, and new light fixture

$308,900

3 beds2.5 baths1,808 sq ft

7525 Bliss Way, Kissimmee, FL 34747

Gated community • Pickleball courts • Community center

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ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
SELLER MOTIVATED! Bring all offers! LOCATION, LOCATION! Steps to the Oasis Clubhouse! This fully furnished 7-bedroom, 5-bath residence offers the perfect blend of comfort, flexibility, and resort living. Featuring two first-floor bedrooms, including a primary suite with direct pool access. Including a spacious upstairs loft, the layout easily accommodates large families and guests (sleeps approx. 15+). Enjoy your private screened-in pool and spa with covered lanai, backing up to the clubhouse for unbeatable convenience. Just steps away, the Oasis Club delivers true resort-style living with pools, lazy river, water slides, fitness center, movie theater, game room, tiki bar, restaurant, and m

$625,000

7 beds5 baths3,524 sq ft

9039 Shadow Mountain St, Davenport, FL 33896

Fitness center • Covered lanai • 7,405 sq ft lot

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
INVESTOR FRIENDLY WITH TENANT IN PLACE. READY FOR CASH FLOW. SELLER HIGHLY MOTIVATED. BRAND NEW CARPET INSTALLED ALONG WITH NEW PAINT (MARCH 15) Amazing opportunity to own a charming 2 bedroom, 1 bath condo in the heart of the Town of Celebration. This residence features a highly functional and inviting floor plan, with a well appointed kitchen that opens seamlessly to a spacious family room, perfect for everyday living and entertaining. Natural light fills the space, creating a bright and comfortable atmosphere throughout. Whether you’re a first-time buyer, investor, or looking for a low maintenance lifestyle, this condo offers exceptional value in a truly special community. Living

$315,000

2 beds1 bath1,390 sq ft

760 Siena Palm Dr #204, Celebration, FL 34747

Waterfront views • Top rated schools • Spacious family room

Property at 1619 Reflection Cv, Saint Cloud, FL 34771, 3 beds, 2.5 baths

$274,900

3 beds2.5 baths1,852 sq ft

1619 Reflection Cv, Saint Cloud, FL 34771

Property at 105 Dorchester Ct, Kissimmee, FL 34758, 4 beds, 2 baths

$354,000

4 beds2 baths1,890 sq ft

105 Dorchester Ct, Kissimmee, FL 34758

Property at 3831 Nautical Way #203, Kissimmee, FL 34741, 2 beds, 2 baths

$156,990

2 beds2 baths910 sq ft

3831 Nautical Way #203, Kissimmee, FL 34741

Property at 9107 EL Caro Ln, Davenport, FL 33896, 8 beds, 5 baths

$609,900

8 beds5 baths3,909 sq ft

9107 EL Caro Ln, Davenport, FL 33896

Property at 7788 Basnett Cir, Kissimmee, FL 34747, 5 beds, 5 baths

$649,000

5 beds5 baths2,342 sq ft

7788 Basnett Cir, Kissimmee, FL 34747

Property at 4565 Cabello Loop, Kissimmee, FL 34746, 8 beds, 5 baths

$590,000

8 beds5 baths2,872 sq ft

4565 Cabello Loop, Kissimmee, FL 34746

Property at 2016 Fleming Mist Pl, Kissimmee, FL 34747, 7 beds, 6.5 baths

$649,000

7 beds6.5 baths3,544 sq ft

2016 Fleming Mist Pl, Kissimmee, FL 34747

Property at 1213 Radiant St, Reunion, FL 34747, 10 beds, 9.5 baths

$2,450,000

10 beds9.5 baths5,553 sq ft

1213 Radiant St, Reunion, FL 34747

Property at 1043 Soaring Eagle Ln, Kissimmee, FL 34746, 3 beds, 2 baths

$340,000

3 beds2 baths1,068 sq ft

1043 Soaring Eagle Ln, Kissimmee, FL 34746

Property at 40 E Country Cove Way, Kissimmee, FL 34743, 2 beds, 2 baths

$210,000

2 beds2 baths960 sq ft

40 E Country Cove Way, Kissimmee, FL 34743

Property at 1861 Houston St, Kissimmee, FL 34743, 3 beds, 2.5 baths

$299,900

3 beds2.5 baths1,452 sq ft

1861 Houston St, Kissimmee, FL 34743

Property at 6447 Cyrils Dr, Saint Cloud, FL 34771, 4 beds, 3 baths

$329,900

4 beds3 baths1,855 sq ft

6447 Cyrils Dr, Saint Cloud, FL 34771

Property at 620 Heraldo Ct, Kissimmee, FL 34758, 3 beds, 2 baths

$329,900

3 beds2 baths1,372 sq ft

620 Heraldo Ct, Kissimmee, FL 34758

Property at 5702 Delorean Dr, Kissimmee, FL 34746, 3 beds, 2.5 baths

$273,880

3 beds2.5 baths1,435 sq ft

5702 Delorean Dr, Kissimmee, FL 34746

Property at 9098 Hazard St, Davenport, FL 33896, 8 beds, 5 baths

$749,900

8 beds5 baths3,909 sq ft

9098 Hazard St, Davenport, FL 33896

Property at 2333 Silver Palm Dr, Kissimmee, FL 34747, 3 beds, 3 baths

$314,900

3 beds3 baths1,440 sq ft

2333 Silver Palm Dr, Kissimmee, FL 34747

Property at 9298 Sommerset Hills Dr, Davenport, FL 33896, 7 beds, 5 baths

$675,000

7 beds5 baths4,018 sq ft

9298 Sommerset Hills Dr, Davenport, FL 33896

Property at 8815 Macapa Dr, Kissimmee, FL 34747, 8 beds, 6 baths

$689,000

8 beds6 baths4,041 sq ft

8815 Macapa Dr, Kissimmee, FL 34747

Property at 409 Fountainhead Cir #236, Kissimmee, FL 34741, 2 beds, 2 baths

$165,000

2 beds2 baths932 sq ft

409 Fountainhead Cir #236, Kissimmee, FL 34741

Property at 8885 Cabot Cliffs Dr #103, Davenport, FL 33896, 3 beds, 2 baths

$299,000

3 beds2 baths1,788 sq ft

8885 Cabot Cliffs Dr #103, Davenport, FL 33896

Property at 8185 Surf St, Kissimmee, FL 34747, 3 beds, 3 baths

$379,000

3 beds3 baths1,545 sq ft

8185 Surf St, Kissimmee, FL 34747

Property at 2444 Varenna Loop, Kissimmee, FL 34741, 3 beds, 2 baths

$425,000

3 beds2 baths1,706 sq ft

2444 Varenna Loop, Kissimmee, FL 34741

Property at 3032 Protagonist St, Kissimmee, FL 34746, 6 beds, 5 baths

$628,000

6 beds5 baths3,343 sq ft

3032 Protagonist St, Kissimmee, FL 34746

Property at 3039 Beach Palm Ave, Kissimmee, FL 34747, 5 beds, 4 baths

$385,000

5 beds4 baths2,024 sq ft

3039 Beach Palm Ave, Kissimmee, FL 34747

Property at 8587 Sunrise Key Dr, Kissimmee, FL 34747, 4 beds, 3 baths

$484,000

4 beds3 baths1,960 sq ft

8587 Sunrise Key Dr, Kissimmee, FL 34747

Property at 2747 Kissimmee Bay Cir, Kissimmee, FL 34744, 4 beds, 3.5 baths

$625,000

4 beds3.5 baths3,177 sq ft

2747 Kissimmee Bay Cir, Kissimmee, FL 34744

Property at 3051 Rockefeller Way, Kissimmee, FL 34747, 4 beds, 4.5 baths

$615,000

4 beds4.5 baths2,356 sq ft

3051 Rockefeller Way, Kissimmee, FL 34747

Property at 395 Muirfield Loop, Reunion, FL 34747, 5 beds, 6 baths

$2,250,000

5 beds6 baths5,563 sq ft

395 Muirfield Loop, Reunion, FL 34747

Property at 7423 Sparkling Ct, Reunion, FL 34747, 7 beds, 8 baths

$1,200,000

7 beds8 baths3,938 sq ft

7423 Sparkling Ct, Reunion, FL 34747

Property at 9092 Sommerset Hills Dr, Davenport, FL 33896, 7 beds, 6 baths

$659,900

7 beds6 baths3,843 sq ft

9092 Sommerset Hills Dr, Davenport, FL 33896

Property at 4109 Cannon Ct, Kissimmee, FL 34746, 4 beds, 2 baths

$349,000

4 beds2 baths1,827 sq ft

4109 Cannon Ct, Kissimmee, FL 34746

Property at 9015 Sunshine Ridge Loop, Kissimmee, FL 34747, 9 beds, 6.5 baths

$675,000

9 beds6.5 baths4,363 sq ft

9015 Sunshine Ridge Loop, Kissimmee, FL 34747

Property at 832 Desert Mountain Ct, Reunion, FL 34747, 6 beds, 5.5 baths

$1,294,000

6 beds5.5 baths3,428 sq ft

832 Desert Mountain Ct, Reunion, FL 34747

Property at 4740 Blue Diamond St, Kissimmee, FL 34746, 6 beds, 4.5 baths

$595,000

6 beds4.5 baths3,648 sq ft

4740 Blue Diamond St, Kissimmee, FL 34746

Property at 217 Coralwood Ct, Kissimmee, FL 34743, 3 beds, 2 baths

$349,000

3 beds2 baths1,395 sq ft

217 Coralwood Ct, Kissimmee, FL 34743

Property at 2219 San Vittorino Cir #106, Kissimmee, FL 34741, 3 beds, 2 baths

$200,000

3 beds2 baths1,296 sq ft

2219 San Vittorino Cir #106, Kissimmee, FL 34741

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Based on information submitted to the MLS GRID as of Sun Sep 27 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 3536 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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