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 Crescentwood, a truly rare offering in the Main Village of Celebration, a fully reimagined estate set across two homesites, creating a scale and presence seldom found within the community. Thoughtfully renovated with high-end materials and custom finishes throughout, the residence blends timeless architecture with modern luxury in a way that is both refined and highly livable. As you enter, the foyer welcomes you with substantial millwork, curated lighting, and a level of craftsmanship that immediately defines the residence. Formal and casual living spaces are elegantly proportioned, featuring beautiful tile flooring, layered ceiling details with integrated lighting, custom built

$4,495,000

4 beds3.5 baths5,534 sq ft

706 Golfpark Dr, Celebration, FL 34747

Spa inspired bath • 0.24 acre lot • 5 garage spots

OPEN SAT, 1:30PM TO 5PM3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Beautifully maintained 4-bedroom, 3-bath home with a 3-car garage offering nearly 2,800 square feet of living space in the highly desirable Bellalago community. This move-in-ready home features fresh interior paint, wood-laminate flooring, a new HVAC system, updated appliances, modern light fixtures, new blinds, and more. The open split-bedroom floor plan showcases high ceilings, a spacious kitchen with solid wood cabinets, granite countertops, backsplash, and a large center island. A downstairs bedroom and full bath provide the perfect setup for guests or multi-generational living, while the flex room offers space for a home office, playroom, or media room. Enjoy the screened, air-conditio

$427,000

4 beds3 baths2,754 sq ft

3827 Golden Knot Dr, Kissimmee, FL 34746

Updated appliances • Fresh interior paint • New hvac system

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Perfectly positioned on a beautifully landscaped corner homesite in Celebration's sought-after South Village, this exceptional Issa Dorchester residence offers timeless architecture, luxurious finishes, and an impeccably maintained single-story floor plan designed for both elegant entertaining and everyday comfort. With a private one-bedroom garage apartment, a three-car garage, and a resort-style pool and spa, this home represents the very best of Celebration living. From the moment you enter, you'll appreciate the home's rich architectural details, including luxury plank flooring, extensive decorative trim, elegant cove ceilings, custom window blinds, and an abundance of natural light. Th

$1,725,000

5 beds4 baths4,230 sq ft

906 Spring Park Loop, Celebration, FL 34747

Gourmet kitchen • 9,147 sq ft lot • 3 garage spots

VIDEO TOUR

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Rare Space. Endless Possibilities. One of Celebration's Best Values. Welcome to one of the most versatile homes available in Celebration—the town Disney built. 5 bedrooms, 4.5 bathrooms and 3,418 square feet, this exceptional residence combines generous living space, luxury features, income potential, primary first floor suite, pool, game room, sun deck, garage apt and 3 car garage. Inside, you'll discover hardwood flooring, custom moldings, abundant natural light. The heart of the home is an impressive Chef's Kitchen featuring: • Massive granite center island • Premium GE Monogram appliances • Coveted Sub-Zero refrigerator • Warming drawers &b

$1,230,000

5 beds4.5 baths3,418 sq ft

205 N Village St, Celebration, FL 34747

First floor suite • Detached pool suite • Custom moldings

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
PRICE IMPROVEMENT! Nestled on an oversized corner lot in the gated community of Ashley Cove, this spacious 4-bedroom, 3-bathroom pool home with an upstairs bonus room offers generous living space, beautiful water views, and a layout designed for both everyday comfort and entertaining. A double-door entry opens to a bright interior with tall ceilings, crown molding, and multiple living and dining areas. Large sliding glass doors connect the main living space to the screened pool area while bringing in natural light and showcasing the pond views beyond. The kitchen features abundant cabinetry, solid-surface countertops, stainless steel appliances, built-in ovens, a center prep island, breakfa

$570,000

4 beds3 baths2,905 sq ft

1605 Marina Lake Dr, Kissimmee, FL 34744

Oversized corner lot • Gated community • Screened pool area

Property at 1770 Pleasant Hill Rd, Kissimmee, FL 34746, 4 beds, 3 baths

$599,500

4 beds3 baths3,066 sq ft

1770 Pleasant Hill Rd, Kissimmee, FL 34746

Property at 807 Del Prado Dr, Kissimmee, FL 34758, 4 beds, 2 baths

$239,000

4 beds2 baths1,730 sq ft

807 Del Prado Dr, Kissimmee, FL 34758

Property at 656 Cotulla Dr, Kissimmee, FL 34758, 4 beds, 2 baths

$286,990

4 beds2 baths1,755 sq ft

656 Cotulla Dr, Kissimmee, FL 34758

Property at 705 Centervale Dr, Celebration, FL 34747, 3 beds, 2 baths

$330,000

3 beds2 baths1,371 sq ft

705 Centervale Dr, Celebration, FL 34747

Property at 2527 Nouveau Way, Kissimmee, FL 34741, 4 beds, 2.5 baths

$514,999

4 beds2.5 baths2,138 sq ft

2527 Nouveau Way, Kissimmee, FL 34741

Property at 720 Celebration Ave #235, Celebration, FL 34747, 2 beds, 2.5 baths

$275,000

2 beds2.5 baths1,360 sq ft

720 Celebration Ave #235, Celebration, FL 34747

Property at 714 Siena Palm Dr #104, Celebration, FL 34747, 1 bed, 1 bath

$260,000

1 bed1 bath1,057 sq ft

714 Siena Palm Dr #104, Celebration, FL 34747

Property at 2935 Theme St, Kissimmee, FL 34746, 3 beds, 2.5 baths

$299,900

3 beds2.5 baths1,859 sq ft

2935 Theme St, Kissimmee, FL 34746

Property at 1001 Plantation Dr Unit C1, Kissimmee, FL 34741, 2 beds, 1 bath

$134,000

2 beds1 bath1,008 sq ft

1001 Plantation Dr Unit C1, Kissimmee, FL 34741

Property at 3469 Forest Ridge Ln, Kissimmee, FL 34741, 4 beds, 3.5 baths

$569,900

4 beds3.5 baths3,119 sq ft

3469 Forest Ridge Ln, Kissimmee, FL 34741

Property at 3817 Golden Feather Way, Kissimmee, FL 34746, 4 beds, 3 baths

$460,000

4 beds3 baths2,724 sq ft

3817 Golden Feather Way, Kissimmee, FL 34746

Property at 14 York Ct, Kissimmee, FL 34758, 3 beds, 2 baths

$275,000

3 beds2 baths1,329 sq ft

14 York Ct, Kissimmee, FL 34758

Property at 501 Mirasol Cir #313, Celebration, FL 34747, 2 beds, 2 baths

$495,000

2 beds2 baths1,488 sq ft

501 Mirasol Cir #313, Celebration, FL 34747

Property at 8128 Yellow Crane Dr, Kissimmee, FL 34747, 5 beds, 4 baths

$365,000

5 beds4 baths2,707 sq ft

8128 Yellow Crane Dr, Kissimmee, FL 34747

Property at 1910 Goblet Cove St, Kissimmee, FL 34746, 3 beds, 2 baths

$359,000

3 beds2 baths1,768 sq ft

1910 Goblet Cove St, Kissimmee, FL 34746

Property at 8452 Secret Key Cv, Kissimmee, FL 34747, 7 beds, 4.5 baths

$590,000

7 beds4.5 baths2,881 sq ft

8452 Secret Key Cv, Kissimmee, FL 34747

Property at 305 Chelmsford Ct, Kissimmee, FL 34758, 4 beds, 2 baths

$275,000

4 beds2 baths1,808 sq ft

305 Chelmsford Ct, Kissimmee, FL 34758

Property at 2791 Parkfield Rd, Saint Cloud, FL 34772, 6 beds, 5 baths

$490,000

6 beds5 baths3,160 sq ft

2791 Parkfield Rd, Saint Cloud, FL 34772

Property at 4657 Hickory Tree Rd, Saint Cloud, FL 34772, 5 beds, 3.5 baths

$999,990

5 beds3.5 baths3,868 sq ft

4657 Hickory Tree Rd, Saint Cloud, FL 34772

Property at 49 Pine Island Cir, Kissimmee, FL 34743, 3 beds, 2 baths

$250,000

3 beds2 baths1,070 sq ft

49 Pine Island Cir, Kissimmee, FL 34743

Property at 416 Talisi Loop, Saint Cloud, FL 34771, 5 beds, 3 baths

$450,245

5 beds3 baths2,601 sq ft

416 Talisi Loop, Saint Cloud, FL 34771

Property at 3133 Riachuelo Ln, Kissimmee, FL 34744, 4 beds, 3 baths

$499,900

4 beds3 baths2,351 sq ft

3133 Riachuelo Ln, Kissimmee, FL 34744

Property at 3910 Countryside View Ct, Saint Cloud, FL 34772, 4 beds, 3 baths

$499,900

4 beds3 baths2,772 sq ft

3910 Countryside View Ct, Saint Cloud, FL 34772

Property at 1888 Gobi Dr, Kissimmee, FL 34747, 6 beds, 4.5 baths

$499,900

6 beds4.5 baths3,142 sq ft

1888 Gobi Dr, Kissimmee, FL 34747

Property at 46 Cordona Dr, Kissimmee, FL 34758, 4 beds, 2 baths

$416,990

4 beds2 baths2,067 sq ft

46 Cordona Dr, Kissimmee, FL 34758

Property at 1511 Gateway Ln, Kissimmee, FL 34746, 5 beds, 4 baths

$639,000

5 beds4 baths2,970 sq ft

1511 Gateway Ln, Kissimmee, FL 34746

Property at 8107 Coconut Palm Way #201, Kissimmee, FL 34747, 3 beds, 2 baths

$227,000

3 beds2 baths1,268 sq ft

8107 Coconut Palm Way #201, Kissimmee, FL 34747

Property at 451 Lasso Dr, Kissimmee, FL 34747, 8 beds, 7 baths

$999,900

8 beds7 baths3,401 sq ft

451 Lasso Dr, Kissimmee, FL 34747

Property at 2487 White Lilly Dr, Kissimmee, FL 34747, 4 beds, 2 baths

$350,000

4 beds2 baths1,828 sq ft

2487 White Lilly Dr, Kissimmee, FL 34747

Property at 1836 Nice Ct, Kissimmee, FL 34747, 8 beds, 6 baths

$560,000

8 beds6 baths4,041 sq ft

1836 Nice Ct, Kissimmee, FL 34747

Property at 3630 Kariba Ct, Kissimmee, FL 34746, 3 beds, 2 baths

$350,000

3 beds2 baths1,949 sq ft

3630 Kariba Ct, Kissimmee, FL 34746

Property at 1512 Oak Hill Trl, Kissimmee, FL 34747, 3 beds, 2 baths

$349,900

3 beds2 baths1,262 sq ft

1512 Oak Hill Trl, Kissimmee, FL 34747

Property at 929 Gloucester Ct, Kissimmee, FL 34758, 3 beds, 2 baths

$243,000

3 beds2 baths1,460 sq ft

929 Gloucester Ct, Kissimmee, FL 34758

Property at 2410 Relaxing Ln, Kissimmee, FL 34744, 4 beds, 3 baths

$489,990

4 beds3 baths2,151 sq ft

2410 Relaxing Ln, Kissimmee, FL 34744

Property at 2908 Banana Palm Dr, Kissimmee, FL 34747, 5 beds, 5 baths

$499,000

5 beds5 baths3,081 sq ft

2908 Banana Palm Dr, Kissimmee, FL 34747

Property at 5229 Waterside Vista Ln, Saint Cloud, FL 34771, 6 beds, 5 baths

$1,375,000

6 beds5 baths5,193 sq ft

5229 Waterside Vista Ln, Saint Cloud, FL 34771

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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 3527 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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