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 this beautiful 4-bedroom, 3-bathroom townhome located in the highly desirable Paradise Palms Resort in Kissimmee, just minutes from Walt Disney World and Orlando’s world-famous attractions. This spacious property offers approximately 1,900 square feet of living space, combining comfort, style, and an ideal investment opportunity. The home features an open-concept layout with a bright living and dining area, perfect for entertaining or relaxing after a day at the parks. The kitchen is designed for convenience with ample cabinetry, modern appliances, and plenty of counter space. Upstairs and downstairs bedrooms provide flexibility for families and guests, making this property

$359,990

4 beds3 baths1,902 sq ft

2975 Banana Palm DR Dr, Kissimmee, FL 34747

Lagoon-style pool • Fitness center • Clubhouse

NEW CONSTRUCTION

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
With six bedrooms the Toho offers an abundance of space that ensures everyone has their own room to relax, work, or unwind. Whether you have a large family, frequent guests, or simply need extra room for hobbies, this home provides the perfect amount of space. Each bedroom is generously sized, giving everyone the privacy and comfort. The Toho creates a perfect balance of functionality and comfort for every one. The open downstairs layout includes a large family room with an adjoining kitchen and dining room. A spacious loft also provides the perfect space for a home office or a cozy area for everyone to enjoy. The Toho features a generously sized laundry room, providing added convenience an

$555,900

6 beds4.5 baths2,714 sq ft

7895 Somersworth Dr, Kissimmee, FL 34747

Large family room • Large walk-in closet • Spacious loft

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
This beautiful home is your perfect investment opportunity! This fully furnished 5 bedrooms , 3 baths pool home is located at the luxurious award winning community of Terra Verde Resort, one of the most beautiful gated resorts in Central Florida. This property is a perfect choice for investors looking to diversify their investment portfolios or for those who want live the wonderful Florida Lifestyle!Step into a spacious interior, with exceptional blend of elegance, privacy and comfort, where natural light fills every corner and meticulously designed living spaces creates perfect balance between style and functionality. Enjoy the best of Florida living, where sunny days are spent relaxing by

$610,000

5 beds3 baths2,269 sq ft

134 Madiera Beach Blvd, Kissimmee, FL 34746

Private pool • Refreshed pool area • New flooring

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 3bed 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….

$329,000

3 beds2 baths1,450 sq ft

7664 Comrow St #204, Kissimmee, FL 34747

Water park • Clubhouse • Windsor hills resort

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
A beautiful 3-bedroom, 2-bathroom condo located in the highly sought-after gated community of Windsor Hills Resort in Kissimmee. This turnkey furnished property is not only a proven income-producing investment but also a fantastic vacation home. This property has delivered consistent returns generating approximately $35,000-$38,000 per year in rentals. With a strong rental history and a Premier Listing on Vrbo / HomeAway, this condo is already positioned for continued success. Recent Upgrades: Brand New AC Unit (2025) ($7,900) All New Appliances (2024) ($2800) Location is everything — and this one delivers. The condo is just 2.5 miles from the iconic “Welcome to Walt Disney Worl

$328,000

3 beds2 baths1,410 sq ft

2817 Almaton Loop #304, Kissimmee, FL 34747

$754 HOA • Community pool • Built 2005

Property at 3099 Rockefeller Way, Kissimmee, FL 34747, 3 beds, 3.5 baths

$456,500

3 beds3.5 baths2,195 sq ft

3099 Rockefeller Way, Kissimmee, FL 34747

Property at 4959 Thames St E, Kissimmee, FL 34758, 4 beds, 3 baths

$449,900

4 beds3 baths1,744 sq ft

4959 Thames St E, Kissimmee, FL 34758

Property at 471 Las Fuentes Dr, Kissimmee, FL 34746, 4 beds, 3 baths

$380,000

4 beds3 baths1,907 sq ft

471 Las Fuentes Dr, Kissimmee, FL 34746

Property at 8050 King Palm Cir, Kissimmee, FL 34747, 4 beds, 2 baths

$495,000

4 beds2 baths1,567 sq ft

8050 King Palm Cir, Kissimmee, FL 34747

Property at 2112 Morocco Way, Kissimmee, FL 34747, 7 beds, 5.5 baths

$699,900

7 beds5.5 baths3,314 sq ft

2112 Morocco Way, Kissimmee, FL 34747

Property at 3001 Laurel Park Ln #105, Kissimmee, FL 34741, 3 beds, 2 baths

$244,995

3 beds2 baths1,433 sq ft

3001 Laurel Park Ln #105, Kissimmee, FL 34741

Property at 1302 Hyde St, Saint Cloud, FL 34771, 4 beds, 3 baths

$479,990

4 beds3 baths2,194 sq ft

1302 Hyde St, Saint Cloud, FL 34771

Property at 1844 Gobi Dr, Kissimmee, FL 34747, 6 beds, 4.5 baths

$655,000

6 beds4.5 baths3,142 sq ft

1844 Gobi Dr, Kissimmee, FL 34747

Property at 8963 California Palm Rd, Kissimmee, FL 34747, 4 beds, 3 baths

$349,000

4 beds3 baths1,902 sq ft

8963 California Palm Rd, Kissimmee, FL 34747

Property at 1404 Dusty Stone Ln, Kindred, FL 34744, 3 beds, 2.5 baths

$312,990

3 beds2.5 baths1,624 sq ft

1404 Dusty Stone Ln, Kindred, FL 34744

Property at 7498 Sunville Ave, Kissimmee, FL 34747, 5 beds, 6 baths

$489,155

5 beds6 baths2,169 sq ft

7498 Sunville Ave, Kissimmee, FL 34747

Property at 4744 Terra Esmeralda Dr, Kissimmee, FL 34746, 3 beds, 2.5 baths

$354,990

3 beds2.5 baths1,591 sq ft

4744 Terra Esmeralda Dr, Kissimmee, FL 34746

Property at 8999 Cabot Cliffs Dr, Davenport, FL 33896, 5 beds, 4 baths

$480,000

5 beds4 baths2,167 sq ft

8999 Cabot Cliffs Dr, Davenport, FL 33896

Property at 1673 Barberry Dr, Kindred, FL 34744, 4 beds, 2 baths

$429,990

4 beds2 baths1,846 sq ft

1673 Barberry Dr, Kindred, FL 34744

Property at 8921 Legacy Ct Unit 18-308, Kissimmee, FL 34747, 2 beds, 1 bath

$199,999

2 beds1 bath901 sq ft

8921 Legacy Ct Unit 18-308, Kissimmee, FL 34747

Property at 1549 Carey Palm Cir, Kissimmee, FL 34747, 5 beds, 4.5 baths

$537,000

5 beds4.5 baths2,294 sq ft

1549 Carey Palm Cir, Kissimmee, FL 34747

Property at 1114 Sunset View Cir #402, Reunion, FL 34747, 3 beds, 3 baths

$328,000

3 beds3 baths1,630 sq ft

1114 Sunset View Cir #402, Reunion, FL 34747

Property at 2661 Petition Ln, Kissimmee, FL 34746, 6 beds, 5 baths

$700,000

6 beds5 baths3,291 sq ft

2661 Petition Ln, Kissimmee, FL 34746

Property at 1859 Seawall Way, Celebration, FL 34747, 3 beds, 2.5 baths

$542,990

3 beds2.5 baths1,628 sq ft

1859 Seawall Way, Celebration, FL 34747

Property at 3609 Briarlynne Way, Harmony, FL 34773, 3 beds, 2 baths

$357,900

3 beds2 baths1,515 sq ft

3609 Briarlynne Way, Harmony, FL 34773

Property at 4991 Alita Ter, Saint Cloud, FL 34769, 4 beds, 2.5 baths

$337,995

4 beds2.5 baths2,122 sq ft

4991 Alita Ter, Saint Cloud, FL 34769

Property at 811 Savona Pl, Kissimmee, FL 34758, 3 beds, 2 baths

$278,000

3 beds2 baths1,582 sq ft

811 Savona Pl, Kissimmee, FL 34758

Property at 5367 W Irlo Bronson Memorial Hwy Unit 1-210, Kissimmee, FL 34746, 1 bed, 1 bath

$65,000

1 bed1 bath231 sq ft

5367 W Irlo Bronson Memorial Hwy Unit 1-210, Kissimmee, FL 34746

Property at 6539 Quest St, Saint Cloud, FL 34771, 5 beds, 3 baths

$849,999

5 beds3 baths3,207 sq ft

6539 Quest St, Saint Cloud, FL 34771

Property at 3801 Sonoma Blvd, Kissimmee, FL 34741, 14 beds, 11 baths

$1,550,000

14 beds11 baths6,404 sq ft

3801 Sonoma Blvd, Kissimmee, FL 34741

Property at 8111 Roseville Blvd, Davenport, FL 33896, 3 beds, 2.5 baths

$290,000

3 beds2.5 baths1,632 sq ft

8111 Roseville Blvd, Davenport, FL 33896

Property at 3107 Seaview Castle Dr, Kissimmee, FL 34746, 2 beds, 2.5 baths

$260,000

2 beds2.5 baths1,304 sq ft

3107 Seaview Castle Dr, Kissimmee, FL 34746

Property at 2006 Royal Bay Blvd #126, Kissimmee, FL 34746, 3 beds, 2 baths

$219,900

3 beds2 baths1,326 sq ft

2006 Royal Bay Blvd #126, Kissimmee, FL 34746

Property at 7658 Whisper Way #202, Reunion, FL 34747, 3 beds, 3 baths

$328,500

3 beds3 baths1,630 sq ft

7658 Whisper Way #202, Reunion, FL 34747

Property at 2018 Estancia Cir Unit C, Kissimmee, FL 34741, 3 beds, 2.5 baths

$275,000

3 beds2.5 baths1,705 sq ft

2018 Estancia Cir Unit C, Kissimmee, FL 34741

Property at 3309 Grande Heron Dr, Saint Cloud, FL 34773, 3 beds, 2.5 baths

$349,900

3 beds2.5 baths1,742 sq ft

3309 Grande Heron Dr, Saint Cloud, FL 34773

Property at 8915 Tropical Haven Ct, Kissimmee, FL 34747, 9 beds, 6.5 baths

$810,000

9 beds6.5 baths4,363 sq ft

8915 Tropical Haven Ct, Kissimmee, FL 34747

Property at 1455 Belle Terre Rd, Davenport, FL 33896, 8 beds, 5 baths

$684,900

8 beds5 baths3,909 sq ft

1455 Belle Terre Rd, Davenport, FL 33896

Property at 4910 Coral Castle Dr, Kissimmee, FL 34746, 3 beds, 2 baths

$299,900

3 beds2 baths1,844 sq ft

4910 Coral Castle Dr, Kissimmee, FL 34746

Property at 2407 Dubai St, Kissimmee, FL 34747, 5 beds, 4.5 baths

$410,000

5 beds4.5 baths2,263 sq ft

2407 Dubai St, Kissimmee, FL 34747

Property at 3120 Paradox Cir #302, Kissimmee, FL 34746, 2 beds, 2 baths

$310,000

2 beds2 baths1,186 sq ft

3120 Paradox Cir #302, Kissimmee, FL 34746

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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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