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:
Virtually Staged. Under Construction. Find room to gather, unwind and make yourself at home in Weslyn Park at Sunbridge. This Mercer II, Elevation A, offers four bedrooms, three full bathrooms and a half bath, with the primary suite thoughtfully located on the first floor. The open kitchen, dining and great-room layout brings daily life together, while a Gourmet Kitchen with an island, built-in oven, electric cooktop and range hood makes hosting feel natural. Laminate flooring adds warmth to the main living spaces, with carpet in the bedrooms and upstairs bonus room and tile in the bathrooms. Retreat to the primary suite with its generous closet space and spa-style shower, or head upstairs

$685,687

4 beds3.5 baths3,041 sq ft

2959 Garden Trail Bnd, Saint Cloud, FL 34771

Oversized homesite • Spa-style shower • Community parks

NEW CONSTRUCTION

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Virtually Staged. Under Construction. Kindred presents the Stratford. This spacious all concrete block construction end unit townhome optimizes living space with an elevated design featuring 3 bedrooms, 2.5 baths and a 2 Car Garage. As you enter the foyer, you’ll step into a home that reflects your style with an open concept dining area, living room and a spacious kitchen with bar seating. The kitchen is complete with a pantry, stainless steel appliances, and quartz countertops making cooking and cleaning a breeze. Towards the back of the townhome you will find a half bathroom and private entry from the garage. As you head up to the second floor you are greeted with the 3 bedrooms and

$361,990

3 beds2.5 baths1,553 sq ft

2220 Rolling Hills Rd N, Kissimmee, FL 34744

Quartz countertops • Spacious kitchen • $10 HOA

NEW CONSTRUCTION

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Under Construction. This new four-bedroom Hendrix offers spacious and convenient single-story living. Three secondary bedrooms are located near the front of the home off the foyer, near a versatile flex space ready to be used as an office or studio. An open-concept floorplan blends the kitchen, living and dining areas with easy access to a covered patio, while a luxe owner’s suite is nestled into a private rear corner, providing direct access to a full bathroom with dual sinks and a walk-in closet. Every home comes with Lennar’s Everything’s Included® promise, which includes new appliances as well as quartz countertops, and more in the price of your home. The Glades at

$430,390

4 beds2 baths2,175 sq ft

4403 Seagrape Ave, St Cloud, FL 34772

Dual sinks • Flex space • Full bathroom

NEW CONSTRUCTION

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Under Construction. Harmony West presents the Cali. This all concrete block constructed, one-story layout optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a spacious pantry for extra storage. This community has stainless steel appliances, making cooking a piece of cake. Bedroom one, located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with double bowl vanity, and spacious shower/tub space as well as a spacious walk in closet. Towards the front of the home two additional

$404,990

4 beds2 baths1,828 sq ft

2755 House Finch Rd, Harmony, FL 34773

Open concept kitchen • Double bowl vanity • Spacious pantry

NEW CONSTRUCTION

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Under Construction. Harmony West presents the Cali. This all concrete block constructed, one-story layout optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a spacious pantry for extra storage. This community has stainless steel appliances, making cooking a piece of cake. Bedroom one, located in the back of the home for privacy, has an en suite bathroom with a double vanity, spacious shower/tub space as well as a spacious walk-in closet. Towards the front of the home two additional bedrooms share a second full bathroom

$405,990

4 beds2 baths1,828 sq ft

3181 House Finch Rd, Harmony, FL 34773

En suite bathroom • Double vanity • Open concept kitchen

Property at 2698 Midsweet Ave, Saint Cloud, FL 34772, 3 beds, 2 baths

$442,850

3 beds2 baths1,670 sq ft

2698 Midsweet Ave, Saint Cloud, FL 34772

Property at Undisclosed address, Kissimmee, FL 34744, 4 beds, 3 baths

$457,900

4 beds3 baths2,128 sq ft

Undisclosed address, Kissimmee, FL 34744

Property at 2218 Rolling Hills Rd N, Kissimmee, FL 34744, 3 beds, 2.5 baths

$347,990

3 beds2.5 baths1,553 sq ft

2218 Rolling Hills Rd N, Kissimmee, FL 34744

Property at 2214 Rolling Hills Rd N, Kissimmee, FL 34744, 3 beds, 2.5 baths

$365,990

3 beds2.5 baths1,551 sq ft

2214 Rolling Hills Rd N, Kissimmee, FL 34744

Property at 2216 Rolling Hilld Rd N, Kissimmee, FL 34744, 3 beds, 2.5 baths

$347,990

3 beds2.5 baths1,553 sq ft

2216 Rolling Hilld Rd N, Kissimmee, FL 34744

Property at 3158 House Finch Rd, Harmony, FL 34773, 4 beds, 2 baths

$362,990

4 beds2 baths1,665 sq ft

3158 House Finch Rd, Harmony, FL 34773

Property at 5055 Lost Key Pl, Saint Cloud, FL 34771, 4 beds, 2.5 baths

$420,000

4 beds2.5 baths1,790 sq ft

5055 Lost Key Pl, Saint Cloud, FL 34771

Property at 5662 Settlingstone Ln, Saint Cloud, FL 34771, 5 beds, 3.5 baths

$714,000

5 beds3.5 baths3,598 sq ft

5662 Settlingstone Ln, Saint Cloud, FL 34771

Property at Undisclosed address, Saint Cloud, FL 34771, 5 beds, 3 baths

$616,885

5 beds3 baths3,009 sq ft

Undisclosed address, Saint Cloud, FL 34771

Property at 5102 Worchester Dr, Kissimmee, FL 34746, 3 beds, 2 baths

$373,490

3 beds2 baths1,555 sq ft

5102 Worchester Dr, Kissimmee, FL 34746

Property at 5038 Butterfish Pl, Saint Cloud, FL 34771, 4 beds, 2.5 baths

$430,000

4 beds2.5 baths1,790 sq ft

5038 Butterfish Pl, Saint Cloud, FL 34771

Property at 2437 Reading Trl, Kissimmee, FL 34746, 5 beds, 4 baths

$675,000

5 beds4 baths2,168 sq ft

2437 Reading Trl, Kissimmee, FL 34746

Property at 2721 Redblush Ter, Saint Cloud, FL 34772, 2 beds, 2 baths

$434,900

2 beds2 baths1,624 sq ft

2721 Redblush Ter, Saint Cloud, FL 34772

Property at 2645 Reading Trl, Kissimmee, FL 34746, 5 beds, 4 baths

$675,000

5 beds4 baths2,168 sq ft

2645 Reading Trl, Kissimmee, FL 34746

Property at 3128 House Finch Rd, Harmony, FL 34773, 5 beds, 3 baths

$406,990

5 beds3 baths2,447 sq ft

3128 House Finch Rd, Harmony, FL 34773

Property at 4414 Seagrape Ave, St Cloud, FL 34772, 5 beds, 4 baths

$425,490

5 beds4 baths2,546 sq ft

4414 Seagrape Ave, St Cloud, FL 34772

Property at 3164 House Finch Rd, Harmony, FL 34773, 5 beds, 3 baths

$408,990

5 beds3 baths2,447 sq ft

3164 House Finch Rd, Harmony, FL 34773

$329,000

3 beds2.5 baths1,843 sq ft

7729 Stone Creek Trl, Kissimmee, FL 34747

Property at 1414 Patricia St, Kissimmee, FL 34744, 4 beds, 3 baths

$425,000

4 beds3 baths1,994 sq ft

1414 Patricia St, Kissimmee, FL 34744

Property at 202 Redbud St, Celebration, FL 34747, 3 beds, 2 baths

$749,000

3 beds2 baths1,860 sq ft

202 Redbud St, Celebration, FL 34747

Property at 1450 Amanda Rd, Kissimmee, FL 34744, 4 beds, 2.5 baths

$329,000

4 beds2.5 baths1,998 sq ft

1450 Amanda Rd, Kissimmee, FL 34744

Property at 1459 Resolute St, Celebration, FL 34747, 3 beds, 2.5 baths

$699,990

3 beds2.5 baths2,055 sq ft

1459 Resolute St, Celebration, FL 34747

Property at 1211 Stonecutter Dr #308, Celebration, FL 34747, 4 beds, 3 baths

$519,000

4 beds3 baths1,849 sq ft

1211 Stonecutter Dr #308, Celebration, FL 34747

Property at 8887 Fallen Oak Dr, Davenport, FL 33896, 4 beds, 2 baths

$419,999

4 beds2 baths2,269 sq ft

8887 Fallen Oak Dr, Davenport, FL 33896

Property at 1520 Moon Valley Dr, Davenport, FL 33896, 7 beds, 5 baths

$589,900

7 beds5 baths3,524 sq ft

1520 Moon Valley Dr, Davenport, FL 33896

Property at 1537 Mulligan Blvd, Davenport, FL 33896, 9 beds, 5 baths

$599,950

9 beds5 baths3,909 sq ft

1537 Mulligan Blvd, Davenport, FL 33896

Property at 727 Del Rio Way, Kissimmee, FL 34758, 3 beds, 2 baths

$285,000

3 beds2 baths1,870 sq ft

727 Del Rio Way, Kissimmee, FL 34758

Property at 2939 Cialella Pass, Saint Cloud, FL 34772, 3 beds, 2 baths

$314,900

3 beds2 baths1,134 sq ft

2939 Cialella Pass, Saint Cloud, FL 34772

Property at 8105 Coconut Palm Way #303, Kissimmee, FL 34747, 3 beds, 2 baths

$215,000

3 beds2 baths1,268 sq ft

8105 Coconut Palm Way #303, Kissimmee, FL 34747

Property at 1350 Hidden Harbor Ln, Kissimmee, FL 34746, 4 beds, 3 baths

$629,999

4 beds3 baths3,349 sq ft

1350 Hidden Harbor Ln, Kissimmee, FL 34746

Property at 1355 Navarre St, Celebration, FL 34747, 3 beds, 2.5 baths

$799,000

3 beds2.5 baths2,199 sq ft

1355 Navarre St, Celebration, FL 34747

Property at 710 Avocado St, Saint Cloud, FL 34769, 4 beds, 3 baths

$535,000

4 beds3 baths2,504 sq ft

710 Avocado St, Saint Cloud, FL 34769

Property at 8067 Roaring Creek Ct, Kissimmee, FL 34747, 5 beds, 4 baths

$550,000

5 beds4 baths2,136 sq ft

8067 Roaring Creek Ct, Kissimmee, FL 34747

Property at 2431 Peace Cir, Kissimmee, FL 34758, 3 beds, 2 baths

$384,900

3 beds2 baths1,341 sq ft

2431 Peace Cir, Kissimmee, FL 34758

Property at 363 Buttonwood Dr, Kissimmee, FL 34743, 4 beds, 3 baths

$415,000

4 beds3 baths1,730 sq ft

363 Buttonwood Dr, Kissimmee, FL 34743

Property at 2246 Wyndham Palms Way, Kissimmee, FL 34747, 4 beds, 3 baths

$420,000

4 beds3 baths1,834 sq ft

2246 Wyndham Palms Way, Kissimmee, FL 34747

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Based on information submitted to the MLS GRID as of Sun Nov 08 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 3573 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 104 days and receive 1 offers. This map is refreshed with the newest listings in Osceola County every 15 minutes.

In the past month, 655 homes have been sold in Osceola County. In addition to houses in Osceola County, there were also 729 condos, 1246 townhouses, and 19 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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