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 your dream retreat in the heart of Kissimmee! This beautifully maintained 2-bedroom, 2-bathroom condo is located in the highly desirable Storey Lake Resort, just minutes from Disney, Universal, shopping, dining, and Orlando’s top attractions. Fully furnished and tastefully decorated, this unit features a spacious open-concept layout, modern kitchen with granite countertops and stainless steel appliances, and a private balcony perfect for relaxing after a long day at the parks. The two generously sized bedrooms provide comfort and privacy, including a primary suite with an en-suite bathroom. Whether you're looking for a profitable short-term rental investment or a second

$308,000

2 beds2 baths1,126 sq ft

3161 Paradox Cir #304, Kissimmee, FL 34746

Lazy river • Private balcony • Resort-style pool

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
This stunning 5-bedroom 4.5-bath townhouse is designed for both guests and owners: a full bedroom and bath downstairs, a private cabana bath, a spacious upstairs loft and thoughtful storage throughout. Neighbor privacy adds an extra layer of comfort rarely found in resort communities. Over $50K in design upgrades elevate the space, including a smart pool control system and noise monitoring for peace of mind. The property is fully turnkey with cleaning and pool teams already in place. This home is ready to go live from day one. Located in a true short-term rental community (28-day max stay, no residential mail), this is a rare opportunity to own in a zone built exclusively for vacation renta

$450,000

5 beds4.5 baths2,263 sq ft

2431 Dubai St, Kissimmee, FL 34747

Plenty of storage • Cabana bath • Loft upstairs

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Welcome to 3239 Sustainable Way, Kissimmee, FL, a beautiful home featuring a spacious and modern floor plan designed for comfortable Florida living. This residence offers an open-concept layout with a bright living area, a well-appointed kitchen with modern finishes, a dining space, and comfortable bedrooms designed for relaxation and privacy. The primary suite provides a peaceful retreat with a private bathroom, while additional bedrooms create flexibility for family members, guests, or a home office. The thoughtfully designed floor plan provides a great combination of functionality, style, and everyday convenience. Located in a desirable Kissimmee community, residents enjoy excellent amen

$330,000

3 beds3 baths1,361 sq ft

3239 Sustainable Way, Kissimmee, FL 34747

Fitness center • Private bathroom • Resort-style pool

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Welcome home to this beautifully updated 4-bedroom, 2-bathroom residence located in the highly desirable community of Kindred! Featuring high-end interior updates throughout, energy-saving solar panels, and an extended driveway for extra parking. Enjoy outdoor Florida living on your private, screen-enclosed back patio. Conveniently located near Florida's Turnpike, schools, and local shopping. Don't miss out on this turnkey home in one of Kissimmee's most vibrant neighborhoods—schedule your private showing today!

$419,990

4 beds2 baths1,846 sq ft

1576 Diamond Loop Dr, Kindred, FL 34744

Extended driveway • 6,098 sq ft lot • 2 garage spots

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Seller willing to contribute $2000 towards closing costs. Beautiful 3-bedroom, 2-bath townhome located in the desirable Emerald Lake community! Enjoy the convenience of the community pool and playground just steps from your front door. This well-maintained home features a spacious kitchen with ample cabinet storage and a brand-new refrigerator, stove, and microwave, plus a washer and dryer for your convenience. Stay comfortable year-round with a new A/C system. The open living and dining area flows seamlessly to a screened-in porch with a large storage closet, providing the perfect space to relax. The flexible floor plan offers one bedroom and a full bath on the first floor, while the secon

$249,000

3 beds2 baths1,838 sq ft

2868 Tanzanite Ter, Kissimmee, FL 34758

New a/c system • Screened-in porch • Community pool

Property at 3100 Parkway Blvd #727, Kissimmee, FL 34747, 1 bed, 1 bath

$129,900

1 bed1 bath492 sq ft

3100 Parkway Blvd #727, Kissimmee, FL 34747

Property at 6683 Wake St, Saint Cloud, FL 34771, 4 beds, 3 baths

$559,990

4 beds3 baths2,001 sq ft

6683 Wake St, Saint Cloud, FL 34771

Property at 2984 Garden Trail Bnd, Saint Cloud, FL 34771, 4 beds, 2.5 baths

$644,990

4 beds2.5 baths2,924 sq ft

2984 Garden Trail Bnd, Saint Cloud, FL 34771

Property at 1123 Anne Elisa Cir, Saint Cloud, FL 34772, 3 beds, 2 baths

$425,000

3 beds2 baths1,592 sq ft

1123 Anne Elisa Cir, Saint Cloud, FL 34772

Property at 1414 Anchor Bend Way, Kissimmee, FL 34746, 3 beds, 2.5 baths

$274,995

3 beds2.5 baths1,365 sq ft

1414 Anchor Bend Way, Kissimmee, FL 34746

Property at 2709 Greenlands St, Saint Cloud, FL 34772, 4 beds, 4 baths

$579,900

4 beds4 baths2,870 sq ft

2709 Greenlands St, Saint Cloud, FL 34772

Property at 5676 Nevis Ter, Kissimmee, FL 34758, 3 beds, 3 baths

$540,000

3 beds3 baths2,296 sq ft

5676 Nevis Ter, Kissimmee, FL 34758

Property at 4364 Curacao Pl, Kissimmee, FL 34758, 3 beds, 3 baths

$699,999

3 beds3 baths3,004 sq ft

4364 Curacao Pl, Kissimmee, FL 34758

Property at 2954 Sailhouse Dr, Saint Cloud, FL 34771, 3 beds, 2.5 baths

$479,990

3 beds2.5 baths1,842 sq ft

2954 Sailhouse Dr, Saint Cloud, FL 34771

Property at 543 Ocean Course Ave, Davenport, FL 33896, 3 beds, 2 baths

$369,999

3 beds2 baths1,787 sq ft

543 Ocean Course Ave, Davenport, FL 33896

Property at 1469 Rolling Fariway, Davenport, FL 33896, 9 beds, 5 baths

$669,900

9 beds5 baths3,909 sq ft

1469 Rolling Fariway, Davenport, FL 33896

Property at 1739 Good Neighbor Loop, Kissimmee, FL 34744, 3 beds, 2 baths

$436,000

3 beds2 baths2,068 sq ft

1739 Good Neighbor Loop, Kissimmee, FL 34744

Property at 4536 Target Blvd, Kissimmee, FL 34746, 8 beds, 5 baths

$770,000

8 beds5 baths4,305 sq ft

4536 Target Blvd, Kissimmee, FL 34746

Property at 952 Leader St, Davenport, FL 33896, 4 beds, 3 baths

$395,000

4 beds3 baths1,914 sq ft

952 Leader St, Davenport, FL 33896

Property at 1608 Mohegan Blvd, Kissimmee, FL 34744, 3 beds, 2.5 baths

$359,000

3 beds2.5 baths2,016 sq ft

1608 Mohegan Blvd, Kissimmee, FL 34744

Property at 7602 Cabana Ct #101, Reunion, FL 34747, 3 beds, 3 baths

$335,000

3 beds3 baths1,755 sq ft

7602 Cabana Ct #101, Reunion, FL 34747

Property at 3133 Enclave Ct, Kissimmee, FL 34746, 2 beds, 2.5 baths

$239,900

2 beds2.5 baths1,112 sq ft

3133 Enclave Ct, Kissimmee, FL 34746

Property at 2954 Journey Pl, Saint Cloud, FL 34771, 3 beds, 2.5 baths

$509,900

3 beds2.5 baths2,352 sq ft

2954 Journey Pl, Saint Cloud, FL 34771

Property at 1057 Park Ridge Cir, Kissimmee, FL 34746, 3 beds, 2.5 baths

$249,900

3 beds2.5 baths1,291 sq ft

1057 Park Ridge Cir, Kissimmee, FL 34746

Property at 8812 Macapa Dr, Kissimmee, FL 34747, 8 beds, 6 baths

$680,000

8 beds6 baths4,041 sq ft

8812 Macapa Dr, Kissimmee, FL 34747

Property at 8899 Geneve Ct, Kissimmee, FL 34747, 4 beds, 3.5 baths

$394,900

4 beds3.5 baths2,102 sq ft

8899 Geneve Ct, Kissimmee, FL 34747

Property at 3200 Cupid Pl, Kissimmee, FL 34747, 4 beds, 3 baths

$330,000

4 beds3 baths1,694 sq ft

3200 Cupid Pl, Kissimmee, FL 34747

Property at 6724 Huntleigh Hammock Rd, Harmony, FL 34773, 4 beds, 2.5 baths

$409,990

4 beds2.5 baths2,204 sq ft

6724 Huntleigh Hammock Rd, Harmony, FL 34773

Property at 5210 Edenmore St, Saint Cloud, FL 34771, 4 beds, 3.5 baths

$630,000

4 beds3.5 baths3,053 sq ft

5210 Edenmore St, Saint Cloud, FL 34771

Property at 8853 Cabot Cliffs Dr #104, Davenport, FL 33896, 3 beds, 2 baths

$329,997

3 beds2 baths1,788 sq ft

8853 Cabot Cliffs Dr #104, Davenport, FL 33896

Property at 700 Whistling Straits Blvd, Davenport, FL 33896, 5 beds, 5 baths

$599,000

5 beds5 baths3,081 sq ft

700 Whistling Straits Blvd, Davenport, FL 33896

Property at 3357 Tranquil Trl, Kissimmee, FL 34747, 3 beds, 3 baths

$350,000

3 beds3 baths1,360 sq ft

3357 Tranquil Trl, Kissimmee, FL 34747

Property at 2315 Datura Loop, Saint Cloud, FL 34772, 2 beds, 2 baths

$330,000

2 beds2 baths1,351 sq ft

2315 Datura Loop, Saint Cloud, FL 34772

Property at 3186 Voyager Ave, Saint Cloud, FL 34771, 4 beds, 3.5 baths

$640,990

4 beds3.5 baths2,444 sq ft

3186 Voyager Ave, Saint Cloud, FL 34771

Property at 1132 Challenge Dr, Champions Gt, FL 33896, 5 beds, 4 baths

$419,900

5 beds4 baths2,167 sq ft

1132 Challenge Dr, Champions Gt, FL 33896

Property at 451 Hunter Cir, Kissimmee, FL 34758, 3 beds, 2.5 baths

$240,000

3 beds2.5 baths1,586 sq ft

451 Hunter Cir, Kissimmee, FL 34758

Property at 1515 Carey Palm Cir, Kissimmee, FL 34747, 3 beds, 3.5 baths

$389,900

3 beds3.5 baths1,962 sq ft

1515 Carey Palm Cir, Kissimmee, FL 34747

Property at 6716 Fountain Grove Pass, Saint Cloud, FL 34771, 3 beds, 2.5 baths

$590,024

3 beds2.5 baths2,309 sq ft

6716 Fountain Grove Pass, Saint Cloud, FL 34771

Property at 5095 Twin Lakes Blvd, Saint Cloud, FL 34772, 3 beds, 2 baths

$464,990

3 beds2 baths2,084 sq ft

5095 Twin Lakes Blvd, Saint Cloud, FL 34772

Property at 2517 Biscotto Cir, Davenport, FL 33897, 4 beds, 3 baths

$497,000

4 beds3 baths2,589 sq ft

2517 Biscotto Cir, Davenport, FL 33897

Property at 1555 Sandbagger Dr, Davenport, FL 33896, 4 beds, 3 baths

$395,000

4 beds3 baths1,902 sq ft

1555 Sandbagger Dr, Davenport, FL 33896

(305) 776-4746

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

There are currently 3534 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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