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:
Exceptional opportunity to own a beautifully renovated home just a 5-minute walk to Downtown Celebration, offering one of the most desirable locations in the community. Completely remodeled in 2024, this residence combines contemporary luxury with timeless elegance. The impressive living room features over 20-foot ceilings and a stunning floor-to-ceiling porcelain accent wall with modern wood slat detailing, creating a dramatic focal point. The custom staircase showcases stainless steel railings with stainless steel cable balusters, enhancing the home's sleek architectural design. The gourmet kitchen is equipped with quartz countertops, a built-in cooktop, microwave, and wall oven with Air

$619,000

3 beds2.5 baths1,890 sq ft

431 Water St, Celebration, FL 34747

Quartz countertops • Completely remodeled • Custom staircase

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Court Approval is required. Good opportunity for investors/ contractors to take on a remodel project and end up with a 4 bedroom, 2 bath pool home with no near neighbors and a nice wooded pond view. This sale will have to be cash or remodeling financing.

$230,000

4 beds2 baths1,862 sq ft

959 Gascony Ct, Kissimmee, FL 34759

Wooded pond view • 8,886 sq ft lot • 2 garage spots

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Welcome to Spring Lake at Celebration, where timeless architecture, thoughtful design and the celebrated Florida lifestyle come together. Built by David Weekley, this beautifully appointed 3-bedroom, 2.5-bath home with a 2-car garage offers an inviting open-concept floor plan designed for both everyday living and entertaining. Rich 5-inch plank wood flooring, plantation shutters, crown molding and refined finishes create a warm and elegant interior. The spacious kitchen is the heart of the home, featuring granite countertops, 42-inch cherry cabinetry, stainless steel appliances, a stylish backsplash and generous island overlooking the dining and family rooms. Upstairs, a versatile loft prov

$699,000

3 beds2.5 baths1,857 sq ft

1589 Resolute St, Celebration, FL 34747

Private side patio • Granite countertops • Neighborhood pool

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
SCHOFIELD BEAUTY - Enjoy One floor Living on this First Floor Corner unit with 3 Entries! The Garage is directly adjacent to the unit! Three Bedrooms plus a Large Home Office /Den, all with closets and Windows. Gorgeous Hardwoods accentuate the expansive flow throughout this unit and Crown Molding shows off the high ceilings. No carpets at all! The Eat-In Kitchen has custom Quartz Countertops, handsome 42" Cherry Cabinets, Custom Stainless Steel Appliances, Pendant lighting, under-counter accent lighting and a Pantry closet. The Extra Large Living Room with its adjacent Dining Room (Both with French Doors to a Front Porch and a huge Covered Lanai respectively) allow for nice light. Th

$523,000

3 beds2 baths2,136 sq ft

1411 Celebration Ave #103, Celebration, FL 34747

Adjacent dining room • French doors • $1,096 HOA

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Virtually Staged. INVESTOR OPPORTUNITY! This 2-bedroom, 2-bath condo is located in Villas at Shadow Bay, an established community in the heart of Kissimmee. Vacant and ready for its next owner or tenant, the property offers excellent long-term rental potential with no existing lease to assume. Conveniently located near The Loop, Valencia College, major roadways, shopping, dining, and Central Florida attractions. Property is being sold As-Is. Buyers and their agents are encouraged to independently verify room measurements, HOA fees, leasing and pet restrictions, association approval requirements, and any other information deemed important. Schedule all showings through ShowingTime. All offer

$180,000

2 beds2 baths1,025 sq ft

2931 Rio Grande Trl #2981, Kissimmee, FL 34741

Conveniently located • $350 HOA • 2 parking spots

Property at 4624 Eaglet Ln, Kissimmee, FL 34746, 4 beds, 2 baths

$339,900

4 beds2 baths1,822 sq ft

4624 Eaglet Ln, Kissimmee, FL 34746

Property at 8014 Spring Creek Dr, Kissimmee, FL 34747, 4 beds, 3 baths

$420,000

4 beds3 baths1,791 sq ft

8014 Spring Creek Dr, Kissimmee, FL 34747

Property at 2986 Siesta View Dr, Kissimmee, FL 34744, 6 beds, 4 baths

$489,900

6 beds4 baths2,708 sq ft

2986 Siesta View Dr, Kissimmee, FL 34744

Property at 168 Seabreeze Cir, Kissimmee, FL 34743, 3 beds, 2 baths

$378,000

3 beds2 baths1,563 sq ft

168 Seabreeze Cir, Kissimmee, FL 34743

Property at 3963 Carrick Bend Dr, Kissimmee, FL 34746, 4 beds, 3.5 baths

$544,999

4 beds3.5 baths3,436 sq ft

3963 Carrick Bend Dr, Kissimmee, FL 34746

Property at 2649 Calistoga Ave, Kissimmee, FL 34741, 6 beds, 6.5 baths

$699,990

6 beds6.5 baths3,426 sq ft

2649 Calistoga Ave, Kissimmee, FL 34741

Property at 2382 Harbor Town Dr, Kissimmee, FL 34744, 3 beds, 2 baths

$269,000

3 beds2 baths1,107 sq ft

2382 Harbor Town Dr, Kissimmee, FL 34744

Property at 2207 Jessica Ln, Kissimmee, FL 34744, 4 beds, 2.5 baths

$499,900

4 beds2.5 baths1,978 sq ft

2207 Jessica Ln, Kissimmee, FL 34744

Property at 2504 Kingston Ct, Kissimmee, FL 34746, 3 beds, 2 baths

$359,900

3 beds2 baths1,565 sq ft

2504 Kingston Ct, Kissimmee, FL 34746

Property at 2356 Caravelle Cir, Kissimmee, FL 34746, 5 beds, 3 baths

$285,000

5 beds3 baths1,779 sq ft

2356 Caravelle Cir, Kissimmee, FL 34746

Property at 1373 Kiawah St, Celebration, FL 34747, 3 beds, 2.5 baths

$529,000

3 beds2.5 baths1,655 sq ft

1373 Kiawah St, Celebration, FL 34747

Property at 3000 Maingate Ln #219, Kissimmee, FL 34747, 1 bed, 1 bath

$49,000

1 bed1 bath304 sq ft

3000 Maingate Ln #219, Kissimmee, FL 34747

Property at 315 Grand Magnolia Ave #207, Celebration, FL 34747, 2 beds, 1 bath

$299,000

2 beds1 bath1,098 sq ft

315 Grand Magnolia Ave #207, Celebration, FL 34747

Property at 156 Burrell Cir, Kissimmee, FL 34744, 4 beds, 5.5 baths

$625,000

4 beds5.5 baths4,146 sq ft

156 Burrell Cir, Kissimmee, FL 34744

Property at 513 Mirasol Cir #101, Celebration, FL 34747, 2 beds, 2 baths

$525,000

2 beds2 baths1,594 sq ft

513 Mirasol Cir #101, Celebration, FL 34747

Property at 581 Water St #581, Celebration, FL 34747, 1 bed, 1 bath

$310,000

1 bed1 bath830 sq ft

581 Water St #581, Celebration, FL 34747

Property at 196 Aurelia Ct, Kissimmee, FL 34758, 4 beds, 3 baths

$339,900

4 beds3 baths2,308 sq ft

196 Aurelia Ct, Kissimmee, FL 34758

Property at 2321 The Oaks Blvd, Kissimmee, FL 34746, 5 beds, 3.5 baths

$561,900

5 beds3.5 baths3,592 sq ft

2321 The Oaks Blvd, Kissimmee, FL 34746

Property at 7833 Turkey Oak Ln, Kissimmee, FL 34747, 4 beds, 2 baths

$400,000

4 beds2 baths1,601 sq ft

7833 Turkey Oak Ln, Kissimmee, FL 34747

Property at 327 Marquee Dr, Kissimmee, FL 34758, 5 beds, 2.5 baths

$387,000

5 beds2.5 baths— sq ft

327 Marquee Dr, Kissimmee, FL 34758

(305) 397-4726

Property at 2982 Knowles Blvd, Kissimmee, FL 34741, 4 beds, 2 baths

$499,000

4 beds2 baths2,366 sq ft

2982 Knowles Blvd, Kissimmee, FL 34741

Property at 3550 Oberry Rd, Kissimmee, FL 34746, 5 beds, 2.5 baths

$599,999

5 beds2.5 baths3,177 sq ft

3550 Oberry Rd, Kissimmee, FL 34746

Property at 1401 Pro Shop Ct, Davenport, FL 33896, 4 beds, 2.5 baths

$439,000

4 beds2.5 baths2,498 sq ft

1401 Pro Shop Ct, Davenport, FL 33896

Property at 638 Bayport Dr, Kissimmee, FL 34758, 4 beds, 3 baths

$350,000

4 beds3 baths2,384 sq ft

638 Bayport Dr, Kissimmee, FL 34758

Property at 545 Hunter Cir, Kissimmee, FL 34758, 2 beds, 2 baths

$145,000

2 beds2 baths1,038 sq ft

545 Hunter Cir, Kissimmee, FL 34758

Property at 4441 Deer Run Rd, Saint Cloud, FL 34772, 4 beds, 3 baths

$825,000

4 beds3 baths2,509 sq ft

4441 Deer Run Rd, Saint Cloud, FL 34772

Property at 8961 Dove Valley Way, Davenport, FL 33896, 3 beds, 2.5 baths

$399,000

3 beds2.5 baths1,903 sq ft

8961 Dove Valley Way, Davenport, FL 33896

Property at 3162 Harvest Ln, Kissimmee, FL 34744, 4 beds, 3 baths

$659,900

4 beds3 baths2,426 sq ft

3162 Harvest Ln, Kissimmee, FL 34744

Property at 763 Siena Palm Dr, Celebration, FL 34747, 3 beds, 2 baths

$429,999

3 beds2 baths1,640 sq ft

763 Siena Palm Dr, Celebration, FL 34747

Property at 433 Fountainhead Cir #287, Kissimmee, FL 34741, 3 beds, 2 baths

$200,000

3 beds2 baths1,247 sq ft

433 Fountainhead Cir #287, Kissimmee, FL 34741

Property at 3141 Hanging Moss Cir, Kissimmee, FL 34741, 5 beds, 3.5 baths

$610,000

5 beds3.5 baths— sq ft

3141 Hanging Moss Cir, Kissimmee, FL 34741

(305) 809-8085

Property at 1612 Oak Hill Trl, Kissimmee, FL 34747, 5 beds, 3 baths

$480,000

5 beds3 baths2,135 sq ft

1612 Oak Hill Trl, Kissimmee, FL 34747

Property at 7740 Sandy Ridge Dr #215, Reunion, FL 34747, 5 beds, 4.5 baths

$370,000

5 beds4.5 baths2,630 sq ft

7740 Sandy Ridge Dr #215, Reunion, FL 34747

Property at 2255 Sheboygan Pl, Kissimmee, FL 34758, 4 beds, 3 baths

$428,999

4 beds3 baths2,814 sq ft

2255 Sheboygan Pl, Kissimmee, FL 34758

Property at 1442 Moon Valley Dr, Davenport, FL 33896, 4 beds, 3 baths

$456,000

4 beds3 baths2,225 sq ft

1442 Moon Valley Dr, Davenport, FL 33896

Property at 858 Mendoza Dr, Kissimmee, FL 34758, 3 beds, 2 baths

$385,000

3 beds2 baths1,994 sq ft

858 Mendoza Dr, Kissimmee, FL 34758

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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 3526 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, 698 homes have been sold in Osceola County. In addition to houses in Osceola County, there were also 724 condos, 1251 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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