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 own piece of paradise in the highly sought-after Paradise Palms Resort! This beautifully maintained 5-bedroom, 5-bath pool home offers over 3,000 square feet of spacious living, featuring an open-concept floor plan, soaring ceilings, and two luxurious primary suites—perfect for family living, vacationing, or investment opportunities. Fully furnished and move-in ready, the home boasts a gourmet kitchen with granite countertops and stainless-steel appliances, a private heated splash pool, and generous space for entertaining. Located just minutes from Disney and Orlando's world-famous attractions, residents and guests enjoy access to resort-style amenities including a clu

$470,000

5 beds5 baths3,015 sq ft

8985 Cuban Palm Rd. Rd, Kissimmee, FL 34747

Lagoon-style pool • Fitness center • Gourmet kitchen

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Perfect for investors. Solar panel, PVC fence, Roof is in good condition , hot water heater and AC. All rooms with ceiling fans. Tenant occupied. Appointment only. Sell-As-Is.

$235,000

4 beds2 baths1,652 sq ft

953 Gascony Ct, Kissimmee, FL 34759

8,102 sq ft lot • 2 garage spots • Community pool

FLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Welcome to this beautifully maintained 4-bedroom, 3-bath pool home with serene pond views, located in the sought-after gated community of Brighton Lakes. This spacious home features Fresh interior paint throughout, all new Vinyl flooring and a new HVAC system, ROOF 2018 offering comfort and peace of mind for years to come, all new appliances, new light fixtures, new outlet switches, new pool motor. Enjoy Florida living at its best with a private pool overlooking the water perfect for relaxing or entertaining. Brighton Lakes offers a low HOA and fantastic community amenities including a resort-style pool, fitness center, and playground. Conveniently located near shopping, dining, schools, an

$429,000

4 beds3 baths2,220 sq ft

2901 Sweetspire Cir, Kissimmee, FL 34746

Gated community • Private pool • Community amenities

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Virtually Staged. Welcome to luxury resort living at Tuscana Resort Orlando — a beautifully renovated three-bedroom, two-bathroom condominium perfectly positioned in the heart of Central Florida. This stunning third-floor residence has been fully refurbished to an exceptional standard, offering stylish contemporary interiors, spacious open-plan living, and effortless comfort throughout. Whether you are seeking a permanent residence or holiday home, this turnkey condominium delivers the ideal blend of lifestyle and location. Step inside to discover bright, airy living spaces finished in elegant neutral tones with upgraded flooring throughout. The spacious open-plan layout seamlessly co

$169,900

3 beds2 baths1,244 sq ft

Undisclosed address, Davenport, FL 33896

Fully refurbished • Modern kitchen • $751 HOA

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Virtually Staged. AMAZING PRICE! Room for everyone!! 5 bedrooms, 3.5 baths, 3 CAR garage, FOUNTAIN VIEW, OPEN floor plan, MAPLE cabinets, GRANITE countertops, under mount STAINLESS sink, HUGE walk-in pantry, STAINLESS STEEL appliances, entire first floor is TILE, large INSIDE laundry room, front OFFICE with FROSTED glass French doors, DREAMY HIS-n-HERS primary closet, DUAL sinks and TALL vanity-height, GARDEN tub, so MANY closets, so MUCH storage, covered back patio, wonderful VIEW, 5 ft fence is pool ready!! READY to ENTERTAIN!! OPEN FLOOR PLAN, LARGE SLIDERS lets the party spill over to the LANAI!! Upstairs FAMILY room allows for a second GATHERING place for friends and video games! In de

$524,900

5 beds3.5 baths3,736 sq ft

2610 Mead Ave, Saint Cloud, FL 34771

7,405 sq ft lot • 3 garage spots • Community pool

Property at 1068 Lake Berkley Dr, Kissimmee, FL 34746, 4 beds, 2 baths

$435,000

4 beds2 baths1,782 sq ft

1068 Lake Berkley Dr, Kissimmee, FL 34746

Property at 2892 Spring Breeze Way, Kissimmee, FL 34744, 7 beds, 4.5 baths

$750,000

7 beds4.5 baths3,899 sq ft

2892 Spring Breeze Way, Kissimmee, FL 34744

Property at 2919 Parkfield Rd, Saint Cloud, FL 34772, 3 beds, 2 baths

$359,900

3 beds2 baths1,712 sq ft

2919 Parkfield Rd, Saint Cloud, FL 34772

Property at 1556 Maidstone Ct, Davenport, FL 33896, 8 beds, 5 baths

$725,000

8 beds5 baths3,909 sq ft

1556 Maidstone Ct, Davenport, FL 33896

Property at 1600 E 10th St, Saint Cloud, FL 34771, 5 beds, 3 baths

$1,300,000

5 beds3 baths3,352 sq ft

1600 E 10th St, Saint Cloud, FL 34771

Property at 7740 Sandy Ridge Dr #131, Reunion, FL 34747, 3 beds, 3 baths

$285,000

3 beds3 baths1,500 sq ft

7740 Sandy Ridge Dr #131, Reunion, FL 34747

Property at 2659 Autumn Creek Cir, Kissimmee, FL 34747, 5 beds, 3 baths

$459,990

5 beds3 baths1,824 sq ft

2659 Autumn Creek Cir, Kissimmee, FL 34747

Property at 611 Campus St #280, Celebration, FL 34747, 1 bed, 1 bath

$237,500

1 bed1 bath773 sq ft

611 Campus St #280, Celebration, FL 34747

Property at 1081 Park Ridge Cir, Kissimmee, FL 34746, 3 beds, 2.5 baths

$217,000

3 beds2.5 baths1,291 sq ft

1081 Park Ridge Cir, Kissimmee, FL 34746

Property at 8311 Foster Dr, Davenport, FL 33896, 3 beds, 2 baths

$224,900

3 beds2 baths1,893 sq ft

8311 Foster Dr, Davenport, FL 33896

Property at 2705 Willow Glen Cir, Kissimmee, FL 34744, 4 beds, 3 baths

$415,999

4 beds3 baths1,679 sq ft

2705 Willow Glen Cir, Kissimmee, FL 34744

Property at 3385 Wauseon Dr, Saint Cloud, FL 34772, 5 beds, 3 baths

$499,999

5 beds3 baths2,626 sq ft

3385 Wauseon Dr, Saint Cloud, FL 34772

Property at 7654 Otterspool St, Kissimmee, FL 34747, 3 beds, 3 baths

$394,000

3 beds3 baths1,440 sq ft

7654 Otterspool St, Kissimmee, FL 34747

Property at 3153 Britannia Blvd Unit B, Kissimmee, FL 34747, 3 beds, 2 baths

$209,900

3 beds2 baths1,357 sq ft

3153 Britannia Blvd Unit B, Kissimmee, FL 34747

Property at 7481 Gathering Loop, Reunion, FL 34747, 5 beds, 4.5 baths

$1,650,000

5 beds4.5 baths5,776 sq ft

7481 Gathering Loop, Reunion, FL 34747

Property at 2425 Caravelle Cir, Kissimmee, FL 34746, 4 beds, 3 baths

$259,990

4 beds3 baths1,512 sq ft

2425 Caravelle Cir, Kissimmee, FL 34746

Property at 2606 Roadster Ln, Kissimmee, FL 34746, 2 beds, 2.5 baths

$240,000

2 beds2.5 baths1,350 sq ft

2606 Roadster Ln, Kissimmee, FL 34746

Property at 2900 Clarabelle Ct, Kissimmee, FL 34743, 3 beds, 2.5 baths

$285,000

3 beds2.5 baths1,703 sq ft

2900 Clarabelle Ct, Kissimmee, FL 34743

Property at 5860 Bovine Dr, Saint Cloud, FL 34771, 3 beds, 2 baths

$318,000

3 beds2 baths1,556 sq ft

5860 Bovine Dr, Saint Cloud, FL 34771

Property at 1805 Michigan Ave Unit D, Kissimmee, FL 34744, 2 beds, 2 baths

$124,000

2 beds2 baths1,118 sq ft

1805 Michigan Ave Unit D, Kissimmee, FL 34744

Property at 3244 Herons Point Cir, Kissimmee, FL 34741, 4 beds, 2 baths

$485,900

4 beds2 baths1,953 sq ft

3244 Herons Point Cir, Kissimmee, FL 34741

Property at 2 Lake Villa Way, Kissimmee, FL 34743, 3 beds, 2 baths

$219,900

3 beds2 baths992 sq ft

2 Lake Villa Way, Kissimmee, FL 34743

Property at 1915 Acacia Dr, Kissimmee, FL 34758, 5 beds, 3.5 baths

$530,000

5 beds3.5 baths3,122 sq ft

1915 Acacia Dr, Kissimmee, FL 34758

Property at 3024 Parkway Blvd #204, Kissimmee, FL 34747, 1 bed, 1 bath

$150,000

1 bed1 bath661 sq ft

3024 Parkway Blvd #204, Kissimmee, FL 34747

Property at 8736 Pacific Dunes Dr, Davenport, FL 33896, 3 beds, 2.5 baths

$345,000

3 beds2.5 baths1,950 sq ft

8736 Pacific Dunes Dr, Davenport, FL 33896

Property at 1077 Park Ridge Cir, Kissimmee, FL 34746, 3 beds, 2.5 baths

$225,000

3 beds2.5 baths1,291 sq ft

1077 Park Ridge Cir, Kissimmee, FL 34746

Property at 1559 Flange Dr, Davenport, FL 33896, 6 beds, 5 baths

$499,900

6 beds5 baths3,291 sq ft

1559 Flange Dr, Davenport, FL 33896

Property at 1255 Seasons Blvd, Kissimmee, FL 34746, 4 beds, 3 baths

$435,000

4 beds3 baths1,940 sq ft

1255 Seasons Blvd, Kissimmee, FL 34746

Property at 1119 Park Ridge Cir, Kissimmee, FL 34746, 3 beds, 2.5 baths

$219,000

3 beds2.5 baths1,291 sq ft

1119 Park Ridge Cir, Kissimmee, FL 34746

Property at 3809 Enchantment Ln, Saint Cloud, FL 34772, 4 beds, 2 baths

$374,900

4 beds2 baths1,859 sq ft

3809 Enchantment Ln, Saint Cloud, FL 34772

Property at 1530 Moon Valley Dr, Davenport, FL 33896, 8 beds, 5 baths

$720,000

8 beds5 baths4,820 sq ft

1530 Moon Valley Dr, Davenport, FL 33896

Property at 3154 Sandy Shore Ln, Kissimmee, FL 34743, 2 beds, 2 baths

$250,990

2 beds2 baths952 sq ft

3154 Sandy Shore Ln, Kissimmee, FL 34743

Property at 8700 Pacific Dunes Dr, Davenport, FL 33896, 4 beds, 2.5 baths

$399,900

4 beds2.5 baths2,346 sq ft

8700 Pacific Dunes Dr, Davenport, FL 33896

Property at 7743 Comrow St, Kissimmee, FL 34747, 4 beds, 4 baths

$615,000

4 beds4 baths1,824 sq ft

7743 Comrow St, Kissimmee, FL 34747

Property at 2733 Sun Key Pl, Kissimmee, FL 34747, 4 beds, 3.5 baths

$318,900

4 beds3.5 baths1,645 sq ft

2733 Sun Key Pl, Kissimmee, FL 34747

Property at 187 Pinewood Cir, Kissimmee, FL 34743, 4 beds, 2.5 baths

$450,000

4 beds2.5 baths1,916 sq ft

187 Pinewood Cir, Kissimmee, FL 34743

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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 3533 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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