Homes with Pools for Sale in Osceola County, FL

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NEW 19 HRS AGO3D & VIDEO TOUR

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Step into luxury with this fully remodeled Mediterranean-style home offering 4 bedrooms, 3.5 baths, and 3,591 square feet of beautifully designed living space. No expense was spared in the transformation, blending timeless architecture with a sleek, modern aesthetic. The home has been thoughtfully reimagined with an open floor plan that creates a seamless flow between living, dining, and entertaining spaces. At the heart of the home is a stunning kitchen, featuring a massive island with quartz countertops, custom cabinetry, and high-end finishes that balance sophistication with function. Every detail reflects quality and style, from the light-filled interiors to the carefully curated materi

$575,000

4 beds3.5 baths3,591 sq ft

3814 Golden Feather Way, Kissimmee, FL 34746

0.23 acre lot • 3 garage spots • Community pool

LISTED BY REDFIN

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
HANDYMAN SPECIAL! LOW HOA AND NOT A CONDO! Immediately available 2-bedroom, 2-bath home featuring an updated roof installed in 2022 and a rear screened porch. This property offers an excellent opportunity for an investor looking for a rental or an owner-occupant seeking a home they can personalize and improve. With a low HOA and plenty of potential, this one is ready for your vision!

$185,000

2 beds2 baths992 sq ft

99 Lake Villa Way, Kissimmee, FL 34743

Updated roof • Rear screened porch • Low hoa

LISTED BY REDFIN3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Turnkey and fully furnished, this spacious 5BD/5BA Alexander Palm model sits on a premium corner lot offering strong income potential and low-maintenance living. Designed for effortless ownership, this two-story villa features high ceilings, an open-concept layout, and two private primary suites. Professionally styled with a Disney theme, multiple game rooms, and a private screened-in pool and spa, all décor and furnishings convey! Enjoy additional outdoor space and extra parking, plus an all-inclusive HOA covering 24/7 gated security, lawn care, cable, and access to top-tier amenities across the Oasis Club, Plaza, and Retreat Club—including resort pools, lazy river, waterpark,

$565,000

5 beds5 baths3,014 sq ft

949 Leader St, Davenport, FL 33896

Premium corner lot • Multiple game rooms • 24 7 gated security

LISTED BY REDFIN3D & VIDEO TOUR

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Virtually Staged. Premium fountain water views, an exceptional corner homesite, and over 3,500 square feet of thoughtfully designed living space come together in this impressive 5-bedroom, 4-bath Sonoma floor plan in Bay Lake Farms. Set on one of the community’s most desirable homesites, this property offers enhanced privacy, surrounding green space, a wider street setting, and convenient additional guest parking. A 3-car garage with professionally finished epoxy flooring and a newly installed lush lawn create an impressive first impression. Inside, the light-filled open floor plan connects the kitchen, breakfast nook, and living room for easy everyday living and entertaining. The kit

$640,000

5 beds4 baths3,558 sq ft

2603 Bittern Bnd, Harmony, FL 34773

Corner homesite • Enhanced privacy • Wider street setting

NEW 9 MINS AGO

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Virtually Staged. Under Construction. Welcome to this Covington located on a Corner Lot, This exquisite single-story floor plan is a spacious 5 bedrooms, 3 bathrooms, and a 3-car garage, ensuring ample space for comfortable living and entertaining. * Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school district

$493,990

5 beds3 baths2,490 sq ft

5795 Fine Sand Ln, Saint Cloud, FL 34771

7,841 sq ft lot • 3 garage spots • Community pool

Property at 5793 Springer St, Saint Cloud, FL 34771, 5 beds, 3 baths

$487,990

5 beds3 baths2,490 sq ft

5793 Springer St, Saint Cloud, FL 34771

Property at 2207 Antigua Pl #727, Kissimmee, FL 34741, 1 bed, 1 bath

$133,000

1 bed1 bath530 sq ft

2207 Antigua Pl #727, Kissimmee, FL 34741

Property at 9155 Wedge Dr, Davenport, FL 33896, 6 beds, 6 baths

$635,000

6 beds6 baths3,063 sq ft

9155 Wedge Dr, Davenport, FL 33896

Property at 4726 Cumbrian Lakes Dr, Kissimmee, FL 34746, 4 beds, 3 baths

$475,000

4 beds3 baths1,798 sq ft

4726 Cumbrian Lakes Dr, Kissimmee, FL 34746

(954) 864-6329

Property at 1827 Southfork Dr, Kindred, FL 34744, 3 beds, 2 baths

$425,000

3 beds2 baths1,516 sq ft

1827 Southfork Dr, Kindred, FL 34744

Property at 4010 Santa Maria Dr #102, Kissimmee, FL 34741, 4 beds, 3 baths

$259,990

4 beds3 baths1,470 sq ft

4010 Santa Maria Dr #102, Kissimmee, FL 34741

Property at 3200 Villa Way Cir, Saint Cloud, FL 34769, 3 beds, 2 baths

$249,000

3 beds2 baths1,156 sq ft

3200 Villa Way Cir, Saint Cloud, FL 34769

Property at 289 Auburn Ave, Kissimmee, FL 34747, 5 beds, 5.5 baths

$699,000

5 beds5.5 baths2,945 sq ft

289 Auburn Ave, Kissimmee, FL 34747

Property at 6812 Goldflower Ave, Harmony, FL 34773, 5 beds, 4 baths

$524,900

5 beds4 baths3,519 sq ft

6812 Goldflower Ave, Harmony, FL 34773

Property at 2302 Silver Palm Dr #202, Kissimmee, FL 34747, 3 beds, 2 baths

$245,000

3 beds2 baths1,402 sq ft

2302 Silver Palm Dr #202, Kissimmee, FL 34747

Property at 5774 Springer St, Saint Cloud, FL 34771, 4 beds, 3 baths

$459,990

4 beds3 baths2,077 sq ft

5774 Springer St, Saint Cloud, FL 34771

Property at 1816 Link Loop, Saint Cloud, FL 34771, 4 beds, 3 baths

$493,990

4 beds3 baths2,105 sq ft

1816 Link Loop, Saint Cloud, FL 34771

Property at 4922 Catalpa Dr, Saint Cloud, FL 34772, 3 beds, 2 baths

$389,900

3 beds2 baths1,456 sq ft

4922 Catalpa Dr, Saint Cloud, FL 34772

Property at 6821 Habitat Dr, Saint Cloud, FL 34773, 4 beds, 2.5 baths

$549,000

4 beds2.5 baths2,978 sq ft

6821 Habitat Dr, Saint Cloud, FL 34773

Property at 5750 Springer St, Saint Cloud, FL 34771, 5 beds, 3 baths

$444,490

5 beds3 baths2,077 sq ft

5750 Springer St, Saint Cloud, FL 34771

Property at 5768 Springer St, Saint Cloud, FL 34771, 4 beds, 2 baths

$438,490

4 beds2 baths1,828 sq ft

5768 Springer St, Saint Cloud, FL 34771

Property at 5762 Springer St, Saint Cloud, FL 34771, 5 beds, 3 baths

$479,990

5 beds3 baths2,601 sq ft

5762 Springer St, Saint Cloud, FL 34771

Property at 5726 Springer St, Saint Cloud, FL 34771, 5 beds, 3 baths

$446,990

5 beds3 baths2,077 sq ft

5726 Springer St, Saint Cloud, FL 34771

Property at 4241 Kissimmee Park Rd, Saint Cloud, FL 34772, 4 beds, 6 baths

$2,000,000

4 beds6 baths8,407 sq ft

4241 Kissimmee Park Rd, Saint Cloud, FL 34772

Property at 500 Cypress Fork Trl, St Cloud, FL 34772, 4 beds, 2 baths

$392,390

4 beds2 baths1,875 sq ft

500 Cypress Fork Trl, St Cloud, FL 34772

Property at 803 Front St #4101, Celebration, FL 34747, 1 bed, 1 bath

$433,000

1 bed1 bath1,082 sq ft

803 Front St #4101, Celebration, FL 34747

Property at 7646 Wilmington Loop, Kissimmee, FL 34747, 8 beds, 8 baths

$818,000

8 beds8 baths4,057 sq ft

7646 Wilmington Loop, Kissimmee, FL 34747

(305) 809-8085

Property at 4547 Forge Rd, Saint Cloud, FL 34772, 5 beds, 3 baths

$412,990

5 beds3 baths2,546 sq ft

4547 Forge Rd, Saint Cloud, FL 34772

Property at 5738 Springer St, Saint Cloud, FL 34771, 4 beds, 3 baths

$459,990

4 beds3 baths2,077 sq ft

5738 Springer St, Saint Cloud, FL 34771

Property at 303 Cortez Ct, Kissimmee, FL 34758, 4 beds, 2 baths

$179,900

4 beds2 baths1,410 sq ft

303 Cortez Ct, Kissimmee, FL 34758

Property at 5283 Images Cir #104, Kissimmee, FL 34746, 2 beds, 2 baths

$169,000

2 beds2 baths969 sq ft

5283 Images Cir #104, Kissimmee, FL 34746

Property at 1454 Rolling Fairway Dr, Davenport, FL 33896, 9 beds, 5 baths

$665,000

9 beds5 baths3,909 sq ft

1454 Rolling Fairway Dr, Davenport, FL 33896

Property at 1113 Celebration Ave, Celebration, FL 34747, 6 beds, 5 baths

$2,100,000

6 beds5 baths4,362 sq ft

1113 Celebration Ave, Celebration, FL 34747

Property at 2121 Preston Ln, Kissimmee, FL 34746, 3 beds, 2 baths

$339,000

3 beds2 baths1,600 sq ft

2121 Preston Ln, Kissimmee, FL 34746

(954) 659-1709

Property at 1516 Bunker Dr, Davenport, FL 33896, 5 beds, 3 baths

$539,999

5 beds3 baths3,284 sq ft

1516 Bunker Dr, Davenport, FL 33896

Property at 2752 Lido Key Dr, Kissimmee, FL 34747, 7 beds, 4.5 baths

$589,000

7 beds4.5 baths2,883 sq ft

2752 Lido Key Dr, Kissimmee, FL 34747

Property at 7603 Heritage Crossing Way #202, Reunion, FL 34747, 3 beds, 2 baths

$279,000

3 beds2 baths1,344 sq ft

7603 Heritage Crossing Way #202, Reunion, FL 34747

Property at 2330 Santa Lucia St, Kissimmee, FL 34743, 3 beds, 2.5 baths

$365,000

3 beds2.5 baths1,720 sq ft

2330 Santa Lucia St, Kissimmee, FL 34743

Property at 912 Croton Rd, Celebration, FL 34747, 4 beds, 4.5 baths

$1,995,000

4 beds4.5 baths4,135 sq ft

912 Croton Rd, Celebration, FL 34747

Property at 3020 Cardillino Way, Kissimmee, FL 34741, 4 beds, 3 baths

$650,000

4 beds3 baths2,307 sq ft

3020 Cardillino Way, Kissimmee, FL 34741

Property at 841 Deseert Mountain Ct, Reunion, FL 34747, 8 beds, 5 baths

$1,299,000

8 beds5 baths4,300 sq ft

841 Deseert Mountain Ct, Reunion, FL 34747

(954) 727-9115

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Based on information submitted to the MLS GRID as of Wed Sep 23 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 3497 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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