Homes with Pools for Sale in Osceola County, FL

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NEW CONSTRUCTION

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Under Construction. The Amelia is a thoughtfully designed two-story home offering 3 bedrooms, 2.5 bathrooms, 1,652 square feet of living space, and a detached two-car garage, ideally located in Celebration, FL—one of Central Florida’s most desirable master-planned communities near Walt Disney World and Orlando’s top attractions. This open-concept floor plan welcomes you with a warm and inviting foyer that flows seamlessly into a spacious great room, dining area, and cozy breakfast nook—perfect for everyday living and entertaining. The modern kitchen serves as the heart of the home, featuring a large center island with breakfast bar seating, ample cabinetry, and gas s

$560,990

3 beds2.5 baths1,651 sq ft

1792 Headland Loop, Celebration, FL 34747

Dual walk-in closets • Large center island • Modern kitchen

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Discover the perfect blend of comfort and convenience at 1375 Tuscana Ln #1108, a well-kept 3-bedroom, 2-bath first-floor condominium in the gated Tuscana Resort community of ChampionsGate. With a tenant already in place through February 2027, this property offers steady, immediate income, an ideal opportunity for investors seeking long-term stability. Inside, the thoughtfully designed layout features a bright and inviting living space that flows seamlessly into the dining area, creating an open feel perfect for everyday living. The kitchen is equipped with rich wood cabinetry, granite countertops, and plenty of storage, providing both style and practicality. The primary bedroom offers a sp

$225,000

3 beds2 baths1,210 sq ft

1375 Tuscana Ln #1108, Davenport, FL 33896

Screened patio • Fitness center • Resort style pool

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
OPPORTUNITY! AMAZING TOWNHOME IN STOREY LAKE, with PRIVATE POOL, fully FURNISHED, very well located, near the new Club in the Cove area. Storey Lake is a very complete community with a great location, close to Disney`s Parks, and close to restaurants, shops, Outlet and 30 minutes from the Airport. (Some new pictures will be posted soon)

$459,800

4 beds3 baths1,914 sq ft

2861 Simile St, Kissimmee, FL 34746

Close to restaurants • Private pool • Close to shops

FLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Welcome to this spacious beautifully maintained 3-bedroom, 2-bath condo located on the second floor in the desirable Flora Ridge community. Step inside to discover a bright open-concept living and dining area filled with natural light, perfect for both relaxing and entertaining. The kitchen offers ample cabinet space and a functional layout that flows seamlessly into the main living area. The split-bedroom floor plan provides privacy, with a comfortable primary suite that includes a walk-in closet and an en-suite. Step outside to your private screened-in balcony an ideal spot to enjoy your morning coffee or unwind in the evening while taking in peaceful surroundings. Additional highlights i

$239,000

3 beds2 baths1,433 sq ft

3001 Laurel Run Ln #204, Kissimmee, FL 34741

Gated community • In-unit laundry room • Generous storage

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Location, Location, Location!!! This beautiful like new and recently built in 2023 barely used in Patriots Landing inside the beautiful and universally recognized Reunion Resort & Golf Club, this 5-bedroom villa with 5 independent Bathrooms and half with large loft offers lots of space and privacy. This immaculate Home is designed for either first-time buyers or investors or simply as a second gateway home. Walk into this spacious villa that opens into a large, open-plan living area. The living room features high ceiling, fully furnished, and double-sliding doors and large windows that let in plenty of natural light. Contemporary with a touch of charm finishes, incorporating soft, ne

$749,000

5 beds5.5 baths3,076 sq ft

1428 Reunion Blvd, Reunion, FL 34747

Private pool • Recently built • Granite countertops

Property at 910 Park Terrace Cir, Kissimmee, FL 34746, 3 beds, 2.5 baths

$240,000

3 beds2.5 baths1,300 sq ft

910 Park Terrace Cir, Kissimmee, FL 34746

Property at 8106 Roseville Rd, Davenport, FL 33896, 3 beds, 2.5 baths

$285,000

3 beds2.5 baths1,632 sq ft

8106 Roseville Rd, Davenport, FL 33896

Property at 2545 Renshaw St, Kissimmee, FL 34747, 3 beds, 3 baths

$419,000

3 beds3 baths1,440 sq ft

2545 Renshaw St, Kissimmee, FL 34747

Property at 2764 Greenlands St, Saint Cloud, FL 34772, 3 beds, 2.5 baths

$610,500

3 beds2.5 baths2,208 sq ft

2764 Greenlands St, Saint Cloud, FL 34772

Property at 7879 Somersworth Dr, Kissimmee, FL 34747, 4 beds, 3.5 baths

$509,900

4 beds3.5 baths2,158 sq ft

7879 Somersworth Dr, Kissimmee, FL 34747

Property at 8718 Rain Forest Pl Unit C, Kissimmee, FL 34747, 3 beds, 2 baths

$232,000

3 beds2 baths1,357 sq ft

8718 Rain Forest Pl Unit C, Kissimmee, FL 34747

Property at 7883 Somersworth Dr, Kissimmee, FL 34747, 4 beds, 2.5 baths

$488,900

4 beds2.5 baths2,051 sq ft

7883 Somersworth Dr, Kissimmee, FL 34747

Property at 3575 Davenport Creek Ct, Kissimmee, FL 34746, 3 beds, 2.5 baths

$307,990

3 beds2.5 baths1,365 sq ft

3575 Davenport Creek Ct, Kissimmee, FL 34746

Property at 3095 Grey Moss Dr, Harmony, FL 34773, 3 beds, 2 baths

$330,156

3 beds2 baths1,223 sq ft

3095 Grey Moss Dr, Harmony, FL 34773

Property at 545 Ocean Course Ave #545, Champions Gate, FL 33896, 3 beds, 2 baths

$352,000

3 beds2 baths1,787 sq ft

545 Ocean Course Ave #545, Champions Gate, FL 33896

Property at 3161 Paradox Cir #108, Kissimmee, FL 34746, 3 beds, 2.5 baths

$489,900

3 beds2.5 baths1,329 sq ft

3161 Paradox Cir #108, Kissimmee, FL 34746

Property at 6032 Freshwater Canyon Dr, Saint Cloud, FL 34771, 3 beds, 2.5 baths

$439,900

3 beds2.5 baths2,135 sq ft

6032 Freshwater Canyon Dr, Saint Cloud, FL 34771

Property at 2337 Salty Winds Way, Kissimmee, FL 34747, 8 beds, 4.5 baths

$879,990

8 beds4.5 baths2,987 sq ft

2337 Salty Winds Way, Kissimmee, FL 34747

Property at 913 Ocean Course Ave, Davenport, FL 33896, 7 beds, 6 baths

$655,000

7 beds6 baths3,339 sq ft

913 Ocean Course Ave, Davenport, FL 33896

Property at 3008 Parkway Blvd #107, Kissimmee, FL 34747, 2 beds, 2 baths

$195,000

2 beds2 baths937 sq ft

3008 Parkway Blvd #107, Kissimmee, FL 34747

Property at 2449 Varenna Loop, Kissimmee, FL 34741, 3 beds, 2.5 baths

$320,000

3 beds2.5 baths1,602 sq ft

2449 Varenna Loop, Kissimmee, FL 34741

Property at 9029 Flamingo Key Way, Kissimmee, FL 34747, 4 beds, 3.5 baths

$499,000

4 beds3.5 baths2,472 sq ft

9029 Flamingo Key Way, Kissimmee, FL 34747

Property at 8977 Coco Palm Rd, Kissimmee, FL 34747, 4 beds, 3 baths

$390,000

4 beds3 baths1,884 sq ft

8977 Coco Palm Rd, Kissimmee, FL 34747

Property at 2576 Shanti Dr, Kissimmee, FL 34746, 10 beds, 8 baths

$988,729

10 beds8 baths4,275 sq ft

2576 Shanti Dr, Kissimmee, FL 34746

Property at 1176 Challenge Dr, Davenport, FL 33896, 5 beds, 4 baths

$449,900

5 beds4 baths2,167 sq ft

1176 Challenge Dr, Davenport, FL 33896

Property at 2993 Protagonist St, Kissimmee, FL 34746, 8 beds, 5 baths

$920,000

8 beds5 baths4,289 sq ft

2993 Protagonist St, Kissimmee, FL 34746

Property at 2816 Swooping Sparrow Dr, Harmony, FL 34773, 3 beds, 2 baths

$349,900

3 beds2 baths1,614 sq ft

2816 Swooping Sparrow Dr, Harmony, FL 34773

Property at 724 Del Ray Dr, Kissimmee, FL 34758, 3 beds, 2 baths

$272,999

3 beds2 baths1,080 sq ft

724 Del Ray Dr, Kissimmee, FL 34758

Property at 1435 Rolling Fairway Dr, Davenport, FL 33896, 8 beds, 5 baths

$694,990

8 beds5 baths3,909 sq ft

1435 Rolling Fairway Dr, Davenport, FL 33896

Property at 3050 Pirates Retreat Ct #207, Kissimmee, FL 34747, 2 beds, 2 baths

$211,000

2 beds2 baths1,445 sq ft

3050 Pirates Retreat Ct #207, Kissimmee, FL 34747

Property at 823 Ognon Ct, Kissimmee, FL 34759, 5 beds, 2 baths

$349,000

5 beds2 baths2,300 sq ft

823 Ognon Ct, Kissimmee, FL 34759

Property at Undisclosed address, Reunion, FL 34747, 3 beds, 3 baths

$299,000

3 beds3 baths1,500 sq ft

Undisclosed address, Reunion, FL 34747

Property at 2722 Big Timber Dr, Kissimmee, FL 34758, 5 beds, 3.5 baths

$515,000

5 beds3.5 baths2,851 sq ft

2722 Big Timber Dr, Kissimmee, FL 34758

Property at 1454 Myrtlewood St, Davenport, FL 33896, 7 beds, 5 baths

$619,900

7 beds5 baths3,604 sq ft

1454 Myrtlewood St, Davenport, FL 33896

Property at 2494 Sweetwater Club Cir #52, Kissimmee, FL 34746, 3 beds, 2 baths

$219,900

3 beds2 baths1,220 sq ft

2494 Sweetwater Club Cir #52, Kissimmee, FL 34746

Property at 1315 Moss Creek Ln, Davenport, FL 33896, 5 beds, 4 baths

$625,000

5 beds4 baths3,241 sq ft

1315 Moss Creek Ln, Davenport, FL 33896

Property at 1578 Contentment Loop, Kissimmee, FL 34744, 4 beds, 3 baths

$506,000

4 beds3 baths2,113 sq ft

1578 Contentment Loop, Kissimmee, FL 34744

Property at 1296 Hyde St, Saint Cloud, FL 34771, 4 beds, 2 baths

$459,990

4 beds2 baths2,092 sq ft

1296 Hyde St, Saint Cloud, FL 34771

Property at 1744 Lima Ave, Kissimmee, FL 34747, 7 beds, 5.5 baths

$589,000

7 beds5.5 baths3,314 sq ft

1744 Lima Ave, Kissimmee, FL 34747

Property at 2665 Triumph Way, Kissimmee, FL 34746, 2 beds, 2.5 baths

$313,000

2 beds2.5 baths1,350 sq ft

2665 Triumph Way, Kissimmee, FL 34746

Property at 5234 Buttonsage Dr, Saint Cloud, FL 34772, 5 beds, 3.5 baths

$574,900

5 beds3.5 baths2,883 sq ft

5234 Buttonsage 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 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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