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 Florida paradise in the highly sought-after Seasons community! Located just 10 minutes from Walt Disney World, this beautifully maintained 4-bedroom, 3-bath pool home offers the perfect blend of comfort, convenience, and flexibility. Step inside to discover a spacious split-bedroom floor plan featuring formal living and dining areas, a bright and open family room with soaring vaulted ceilings, and a well-appointed kitchen designed for gathering and entertaining. Large sliding glass doors open to your private screened lanai and heated swimming pool, perfectly positioned with desirable southern exposure for sunshine-filled days all year long. Offered fully furnish

$435,000

4 beds3 baths1,940 sq ft

1255 Seasons Blvd, Kissimmee, FL 34746

Southern exposure • Heated swimming pool • Versatile floor plan

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Welcome to this beautiful Townhouse. Fully remodeled 2 Bed/2 Bath, featuring modern finishes, open concept layout, and abundant natural light. Move-in ready, spacious bedroom and functional design. Very well maintained perfect for First Time Home Buyer and/or Investments. Enjoy Peaceful conservation views with no rear neighbors, offering extra privacy and tranquility. Furniture is available and negotiable, adding value for a turnkey option. This Townhouse is located in a desirable community in Kissimmee, close to shopping, dining, schools, major highways and Theme Parks. Short term rental opportunities and long term rentals are allowed. Ready to move-in! Seller is happy to work with Realtor

$250,990

2 beds2 baths952 sq ft

3154 Sandy Shore Ln, Kissimmee, FL 34743

Remodeled • Conservation views • No rear neighbors

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Welcome to this stunning 4-bedroom, 2-full-bath residence located in the highly sought-after gated community of Bellalago. Designed for comfort, this spacious home offers an ideal layout with generous living areas, well-appointed bedrooms, and abundant natural light throughout. Step outside to enjoy the screened-in lanai, a perfect space for relaxing, entertaining guests, or enjoying Florida's year-round sunshine while maintaining privacy and comfort. Residents of Bellalago enjoy access to resort-style amenities, including sparkling swimming pools, fitness center, scenic walking and biking trails, playgrounds, and beautifully maintained common areas. Residents also have access to a private

$344,900

4 beds2 baths1,923 sq ft

3578 Valleyview Dr, Kissimmee, FL 34746

Gated community • Fitness center • Playgrounds

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Spacious two-story home featuring 4 bedrooms and 2.5 bathrooms with tile and wood flooring throughout most of the house. Enjoy relaxing and entertaining in your private screened-enclosed pool with jacuzzi, perfect for gatherings with family and friends. The oversized patio with gate to the street, offers plenty of space to park your boat or RV. Major updates include an A/C system and water heater that are just a little over 1 year old. Close to Orlando International Airport, mayor highways and Theme Parks. May qualify for a 203K FHA Loan.

$450,000

4 beds2.5 baths1,916 sq ft

187 Pinewood Cir, Kissimmee, FL 34743

A/c system • Water heater • Oversized patio

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ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Virtually Staged. Welcome Home! The one you've been waiting for is finally here! This move-in ready single-family home is located in the desirable Estates of Westerly in St. Cloud, just minutes from Lake Nona Medical City and all that Central Florida has to offer. Featuring 5 bedrooms, 3 full bathrooms, a 2-car garage, and a large oversized homesite, this home offers the perfect combination of space, functionality, and comfort. As you enter, you're welcomed by a spacious foyer and beautiful flooring throughout, including tile on the first floor and luxury vinyl plank upstairs. Just off the entryway, you'll find a convenient first-floor guest suite complete with a full bathroom just outside

$417,500

5 beds3 baths2,611 sq ft

1659 Gentle Breeze Dr, Saint Cloud, FL 34771

Walk in laundry room • Open concept kitchen • Sliding glass doors

Property at 3225 Canoe Creek Rd, Saint Cloud, FL 34772, 4 beds, 3 baths

$589,000

4 beds3 baths2,117 sq ft

3225 Canoe Creek Rd, Saint Cloud, FL 34772

Property at 4460 Runway Ln, Saint Cloud, FL 34772, 3 beds, 2.5 baths

$1,250,000

3 beds2.5 baths2,573 sq ft

4460 Runway Ln, Saint Cloud, FL 34772

Property at 4103 Tropical Isle Blvd #123, Kissimmee, FL 34741, 2 beds, 2 baths

$175,000

2 beds2 baths1,026 sq ft

4103 Tropical Isle Blvd #123, Kissimmee, FL 34741

Property at 2968 Caribbean Soul Dr, Kissimmee, FL 34747, 2 beds, 2.5 baths

$299,000

2 beds2.5 baths1,394 sq ft

2968 Caribbean Soul Dr, Kissimmee, FL 34747

Property at 7950 Sea Pearl Cir, Kissimmee, FL 34747, 5 beds, 4 baths

$759,900

5 beds4 baths3,676 sq ft

7950 Sea Pearl Cir, Kissimmee, FL 34747

Property at 2714 Bushman Dr, Kissimmee, FL 34746, 4 beds, 3.5 baths

$299,999

4 beds3.5 baths1,852 sq ft

2714 Bushman Dr, Kissimmee, FL 34746

Property at 2965 Protagonist St, Kissimmee, FL 34746, 9 beds, 5 baths

$849,900

9 beds5 baths4,289 sq ft

2965 Protagonist St, Kissimmee, FL 34746

Property at 2621 Hammock Harbor Ave, St Cloud, FL 34771, 2 beds, 2 baths

$366,326

2 beds2 baths1,579 sq ft

2621 Hammock Harbor Ave, St Cloud, FL 34771

Property at 2617 Bugatti Ct, Kissimmee, FL 34746, 2 beds, 2.5 baths

$249,999

2 beds2.5 baths1,350 sq ft

2617 Bugatti Ct, Kissimmee, FL 34746

Property at 3540 Valleyview Dr, Kissimmee, FL 34746, 5 beds, 3.5 baths

$540,000

5 beds3.5 baths3,037 sq ft

3540 Valleyview Dr, Kissimmee, FL 34746

Property at 2309 Betsy Ross Ln #2309, St Cloud, FL 34769, 3 beds, 3 baths

$249,990

3 beds3 baths1,273 sq ft

2309 Betsy Ross Ln #2309, St Cloud, FL 34769

Property at 7517 Marker Ave, Kissimmee, FL 34747, 10 beds, 10 baths

$865,000

10 beds10 baths4,730 sq ft

7517 Marker Ave, Kissimmee, FL 34747

Property at 448 Southfield St, Kissimmee, FL 34747, 4 beds, 3 baths

$550,000

4 beds3 baths2,363 sq ft

448 Southfield St, Kissimmee, FL 34747

Property at 8055 King Palm Cir, Kissimmee, FL 34747, 4 beds, 2 baths

$395,000

4 beds2 baths1,567 sq ft

8055 King Palm Cir, Kissimmee, FL 34747

Property at 1432 Olympic Club Blvd, Champions Gate, FL 33896, 6 beds, 4.5 baths

$685,000

6 beds4.5 baths3,858 sq ft

1432 Olympic Club Blvd, Champions Gate, FL 33896

Property at 2905 Satire St, Kissimmee, FL 34746, 3 beds, 2.5 baths

$309,000

3 beds2.5 baths1,869 sq ft

2905 Satire St, Kissimmee, FL 34746

Property at 4461 Arlington Ave, Saint Cloud, FL 34769, 3 beds, 2.5 baths

$270,000

3 beds2.5 baths1,370 sq ft

4461 Arlington Ave, Saint Cloud, FL 34769

Property at 3050 S Indiana Ave, Saint Cloud, FL 34769, 3 beds, 2.5 baths

$799,900

3 beds2.5 baths2,502 sq ft

3050 S Indiana Ave, Saint Cloud, FL 34769

Property at 1301 Tuscan Ter #9106, Davenport, FL 33896, 2 beds, 2 baths

$193,900

2 beds2 baths1,134 sq ft

1301 Tuscan Ter #9106, Davenport, FL 33896

Property at 4754 Vero Beach Pl, Kissimmee, FL 34746, 3 beds, 2.5 baths

$229,900

3 beds2.5 baths1,286 sq ft

4754 Vero Beach Pl, Kissimmee, FL 34746

Property at 1881 Nice Ct, Kissimmee, FL 34747, 7 beds, 5.5 baths

$535,000

7 beds5.5 baths3,314 sq ft

1881 Nice Ct, Kissimmee, FL 34747

Property at 7705 Banyon Way, Kissimmee, FL 34747, 5 beds, 5 baths

$535,000

5 beds5 baths2,570 sq ft

7705 Banyon Way, Kissimmee, FL 34747

Property at 1484 Bunker Dr, Davenport, FL 33896, 4 beds, 2 baths

$429,900

4 beds2 baths2,269 sq ft

1484 Bunker Dr, Davenport, FL 33896

Property at 8801 Beth Page Ln, Davenport, FL 33896, 3 beds, 2.5 baths

$399,900

3 beds2.5 baths2,076 sq ft

8801 Beth Page Ln, Davenport, FL 33896

Property at 3085 Expedition Dr, Saint Cloud, FL 34771, 4 beds, 3.5 baths

$550,000

4 beds3.5 baths2,995 sq ft

3085 Expedition Dr, Saint Cloud, FL 34771

Property at 8107 Coconut Palm Way #205, Kissimmee, FL 34747, 3 beds, 2 baths

$230,000

3 beds2 baths1,402 sq ft

8107 Coconut Palm Way #205, Kissimmee, FL 34747

Property at 1019 Chamberlin Trl, Saint Cloud, FL 34772, 4 beds, 2 baths

$369,999

4 beds2 baths1,650 sq ft

1019 Chamberlin Trl, Saint Cloud, FL 34772

Property at 2569 Shanti Dr, Kissimmee, FL 34746, 6 beds, 6.5 baths

$820,000

6 beds6.5 baths— sq ft

2569 Shanti Dr, Kissimmee, FL 34746

(305) 667-4815

Property at 3486 Hawkin Dr, Kissimmee, FL 34746, 3 beds, 2.5 baths

$330,000

3 beds2.5 baths1,833 sq ft

3486 Hawkin Dr, Kissimmee, FL 34746

Property at 2016 Royal Bay Blvd #103, Kissimmee, FL 34746, 3 beds, 2 baths

$215,900

3 beds2 baths1,326 sq ft

2016 Royal Bay Blvd #103, Kissimmee, FL 34746

Property at 7671 Recife Dr Unit 13-88, Kissimmee, FL 34747, 4 beds, 4.5 baths

$409,000

4 beds4.5 baths2,538 sq ft

7671 Recife Dr Unit 13-88, Kissimmee, FL 34747

Property at 3434 Sagebrush St, Harmony, FL 34773, 3 beds, 2 baths

$360,000

3 beds2 baths1,852 sq ft

3434 Sagebrush St, Harmony, FL 34773

Property at 1573 Maidstone Ct, Davenport, FL 33896, 8 beds, 5 baths

$745,000

8 beds5 baths3,909 sq ft

1573 Maidstone Ct, Davenport, FL 33896

Property at 2518 Empress Dr, Kissimmee, FL 34741, 4 beds, 2.5 baths

$850,000

4 beds2.5 baths2,307 sq ft

2518 Empress Dr, Kissimmee, FL 34741

Property at 1100 Sunset View Cir #204, Reunion, FL 34747, 3 beds, 3 baths

$300,000

3 beds3 baths1,755 sq ft

1100 Sunset View Cir #204, Reunion, FL 34747

Property at 2314 Nuthatch St, Saint Cloud, FL 34771, 6 beds, 3.5 baths

$620,000

6 beds3.5 baths4,201 sq ft

2314 Nuthatch St, 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 3536 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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