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:
PRICE IMPROVEMENT! + BUYER INCENTIVES: Seller is offering $10,000 buyer incentive to be used toward a price reduction, buyer closing costs, prepaids, or an interest rate buy-down with an acceptable contract submitted by August 30, 2026! Welcome to this beautiful and well-maintained 4-bedroom, 2-bathroom home offering a 1,600 square feet of living space in the desirable Prairie Oaks community. Step inside to find an open and inviting floor plan that blends comfort and functionality. The spacious great room connects seamlessly into the kitchen and dining areas, creating the perfect setting for everyday living and entertaining. The kitchen features modern cabinetry, ample counter space, and a

$409,000

4 beds2 baths1,600 sq ft

1225 Fox Hedge Ln, Saint Cloud, FL 34771

Open floor plan • Spacious great room • Modern cabinetry

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Welcome to this private 4th-floor condo located in the highly sought-after Reunion Resort, offering the perfect blend of comfort, luxury, and resort-style living. Featuring 3 spacious bedrooms and 3 full bathrooms, this beautifully designed unit boasts an open and inviting floor plan ideal for both relaxing and entertaining. The well-appointed kitchen is equipped with stainless steel appliances, granite countertops, and ample cabinetry, seamlessly flowing into the expansive dining and living areas. Step outside to the large private balcony and take in the peaceful, picturesque views of the natural preserve—your own serene escape above it all. The primary suite is a true retreat, offer

$355,000

3 beds3 baths1,630 sq ft

7656 Whisper Way #401, Reunion, FL 34747

Lazy river • Tennis complex • Private balcony

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Located in the highly sought-after West Lucaya Resort, this beautifully maintained, fully furnished townhome is now available for sale. Featuring 4 spacious bedrooms and 3 bathrooms, the home comes complete with major furnishings, offering a move-in-ready opportunity. The modern kitchen is designed with granite countertops, stainless steel appliances, and sleek laminated flooring, combining style and functionality. Ideally situated just 10 minutes from Walt Disney World, and close to Margaritaville Resort Orlando, Island H2O Water Park, as well as a variety of shopping and dining options, this home offers exceptional convenience to Central Florida’s top attractions. Commuting is effor

$350,000

4 beds3 baths1,694 sq ft

8913 W Shine Dr, Kissimmee, FL 34747

$575 HOA • Community pool • Built 2018

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
"BACK ON THE MARKET DUE TO BUYER FINANCING FALLING THROUGH" TURNKEY TOP-FLOOR CORNER UNIT WITH WATER VIEWS & BALCONY IN COVETED STOREY LAKE – FULLY FURNISHED & HIGH-INCOME PRODUCING * * * CONSISTENT BOOKING HISTORY!!! * * * Don't miss this rare opportunity to own a top-floor corner unit with breathtaking WATER VIEWS in the highly sought-after Storey Lake Resort, one of Kissimmee’s top-rated short-term rental communities. This fully furnished 2-bedroom, 2-bathroom condo is a turnkey investment property with a STRONG RENTAL HISTORY and exceptional earning potential on Airbnb, VRBO, and other platforms. With its prime location just minutes from Disney Wo

$325,000

2 beds2 baths1,186 sq ft

3191 Paradox Cir #401, Kissimmee, FL 34746

Private balcony • Corner unit • Top floor

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Welcome to this stunning fully furnished 8-bedroom, 5-bathroom vacation home located in the highly sought-after Retreat at Champions Gate Resort! Built in 2020, this spacious two-story home offers over 4,300 heated square feet with an open-concept layout, large living and dining areas, loft, and plenty of space to comfortably accommodate large families and guests. Step outside to your private screened-in pool and spa, perfect for relaxing after a day enjoying Orlando’s world-famous attractions. Whether you are looking for a short-term rental investment, vacation home, or primary residence, this property offers incredible flexibility and income-producing potential. Owners and guests en

$820,000

9 beds5 baths4,356 sq ft

671 Sticks St, Davenport, FL 33896

Lazy river • Water slides • Oasis club amenities

Property at 2569 Reading Trl, Kissimmee, FL 34746, 4 beds, 3 baths

$550,000

4 beds3 baths1,902 sq ft

2569 Reading Trl, Kissimmee, FL 34746

Property at 1315 Moss Creek Ln, Davenport, FL 33896, 5 beds, 4 baths

$625,000

5 beds4 baths3,241 sq ft

1315 Moss Creek Ln, Davenport, FL 33896

Property at 4553 Teoli Ct, Kissimmee, FL 34746, 3 beds, 2.5 baths

$310,000

3 beds2.5 baths1,552 sq ft

4553 Teoli Ct, Kissimmee, FL 34746

Property at 1064 Park Ridge Cir, Kissimmee, FL 34746, 3 beds, 2.5 baths

$233,000

3 beds2.5 baths1,291 sq ft

1064 Park Ridge Cir, Kissimmee, FL 34746

Property at 5367 W Irlo Bronson Memorial Hwy Unit 1-205, Kissimmee, FL 34746, 1 bed, 1 bath

$81,000

1 bed1 bath231 sq ft

5367 W Irlo Bronson Memorial Hwy Unit 1-205, Kissimmee, FL 34746

Property at 720 Las Fuentes Dr, Kissimmee, FL 34746, 4 beds, 3 baths

$374,900

4 beds3 baths1,907 sq ft

720 Las Fuentes Dr, Kissimmee, FL 34746

Property at 9093 Sommerset Hills Dr, Davenport, FL 33896, 6 beds, 5 baths

$729,950

6 beds5 baths3,291 sq ft

9093 Sommerset Hills Dr, Davenport, FL 33896

Property at 5857 Cool Spring Cv, Saint Cloud, FL 34771, 5 beds, 3 baths

$432,990

5 beds3 baths2,077 sq ft

5857 Cool Spring Cv, Saint Cloud, FL 34771

Property at 8887 Menton Loop, Kissimmee, FL 34747, 8 beds, 6 baths

$739,999

8 beds6 baths4,041 sq ft

8887 Menton Loop, Kissimmee, FL 34747

Property at 5234 Buttonsage Dr, Saint Cloud, FL 34772, 5 beds, 3.5 baths

$574,900

5 beds3.5 baths2,883 sq ft

5234 Buttonsage Dr, Saint Cloud, FL 34772

Property at 2511 Bright Jewel St, Kissimmee, FL 34746, 3 beds, 2.5 baths

$355,000

3 beds2.5 baths1,683 sq ft

2511 Bright Jewel St, Kissimmee, FL 34746

Property at 7606 Bent Tree Loop, Harmony, FL 34773, 3 beds, 2 baths

$385,000

3 beds2 baths1,780 sq ft

7606 Bent Tree Loop, Harmony, FL 34773

Property at 2308 Distant Sun Trl, Kissimmee, FL 34747, 8 beds, 6.5 baths

$1,099,000

8 beds6.5 baths3,544 sq ft

2308 Distant Sun Trl, Kissimmee, FL 34747

Property at 856 Driving Range Ct, Reunion, FL 34747, 3 beds, 2.5 baths

$399,900

3 beds2.5 baths1,704 sq ft

856 Driving Range Ct, Reunion, FL 34747

Property at 218 Nine Iron Dr, Davenport, FL 33896, 3 beds, 2.5 baths

$399,000

3 beds2.5 baths1,900 sq ft

218 Nine Iron Dr, Davenport, FL 33896

Property at 8867 Geneve Ct, Kissimmee, FL 34747, 4 beds, 3.5 baths

$404,000

4 beds3.5 baths2,102 sq ft

8867 Geneve Ct, Kissimmee, FL 34747

Property at 4905 Windermere, Kissimmee, FL 34746, 4 beds, 3 baths

$482,000

4 beds3 baths— sq ft

4905 Windermere, Kissimmee, FL 34746

(786) 631-5815

Property at 5750 Cyrils Rd Unit THRL LOT 53, St Cloud, FL 34771, 3 beds, 2.5 baths

$509,010

3 beds2.5 baths1,805 sq ft

5750 Cyrils Rd Unit THRL LOT 53, St Cloud, FL 34771

Property at 3198 Grey Moss Dr, Harmony, FL 34773, 4 beds, 3 baths

$430,000

4 beds3 baths2,020 sq ft

3198 Grey Moss Dr, Harmony, FL 34773

Property at 4887 Cross Prairie Pkwy, Saint Cloud, FL 34772, 3 beds, 2.5 baths

$329,000

3 beds2.5 baths1,824 sq ft

4887 Cross Prairie Pkwy, Saint Cloud, FL 34772

Property at 9055 Dogleg Dr, Davenport, FL 33896, 4 beds, 3 baths

$400,000

4 beds3 baths1,902 sq ft

9055 Dogleg Dr, Davenport, FL 33896

Property at 3162 Yellow Lantana Ln, Kissimmee, FL 34747, 4 beds, 3 baths

$419,900

4 beds3 baths1,636 sq ft

3162 Yellow Lantana Ln, Kissimmee, FL 34747

Property at 5882 Herder Rd, Saint Cloud, FL 34771, 3 beds, 2 baths

$356,000

3 beds2 baths1,663 sq ft

5882 Herder Rd, Saint Cloud, FL 34771

Property at 8976 Amelia Downs Trl, Kissimmee, FL 34747, 4 beds, 4.5 baths

$459,900

4 beds4.5 baths2,090 sq ft

8976 Amelia Downs Trl, Kissimmee, FL 34747

Property at 5174 Buttonsage Dr, Saint Cloud, FL 34772, 4 beds, 3 baths

$484,000

4 beds3 baths1,953 sq ft

5174 Buttonsage Dr, Saint Cloud, FL 34772

Property at 3002 Bonfire Beach Dr #202, Kissimmee, FL 34746, 2 beds, 2 baths

$235,000

2 beds2 baths1,271 sq ft

3002 Bonfire Beach Dr #202, Kissimmee, FL 34746

Property at 2457 Caravelle Cir, Kissimmee, FL 34746, 4 beds, 3 baths

$319,000

4 beds3 baths1,512 sq ft

2457 Caravelle Cir, Kissimmee, FL 34746

Property at 7676 Fairfax Dr, Kissimmee, FL 34747, 5 beds, 5.5 baths

$740,000

5 beds5.5 baths2,921 sq ft

7676 Fairfax Dr, Kissimmee, FL 34747

Property at 1115 Challenge Dr #1115, Davenport, FL 33896, 3 beds, 2 baths

$349,900

3 beds2 baths1,787 sq ft

1115 Challenge Dr #1115, Davenport, FL 33896

Property at 8061 Vacation Ave #216, Kissimmee, FL 34747, 1 bed, 1 bath

$279,000

1 bed1 bath829 sq ft

8061 Vacation Ave #216, Kissimmee, FL 34747

Property at 7770 Sandy Ridge Dr #210, Reunion, FL 34747, 5 beds, 4.5 baths

$445,000

5 beds4.5 baths2,630 sq ft

7770 Sandy Ridge Dr #210, Reunion, FL 34747

Property at 2362 Zaballina Pl, Kissimmee, FL 34747, 6 beds, 4.5 baths

$680,000

6 beds4.5 baths2,321 sq ft

2362 Zaballina Pl, Kissimmee, FL 34747

Property at 8909 Stinger Dr, Davenport, FL 33896, 6 beds, 6 baths

$615,000

6 beds6 baths3,339 sq ft

8909 Stinger Dr, Davenport, FL 33896

Property at 2723 N Poinciana Blvd #159, Kissimmee, FL 34746, 3 beds, 2 baths

$214,000

3 beds2 baths1,287 sq ft

2723 N Poinciana Blvd #159, Kissimmee, FL 34746

Property at 1776 Fulfillment Dr, Kissimmee, FL 34744, 3 beds, 2.5 baths

$395,000

3 beds2.5 baths1,620 sq ft

1776 Fulfillment Dr, Kissimmee, FL 34744

Property at 763 Ocean Course Ave #763, Davenport, FL 33896, 2 beds, 2 baths

$315,000

2 beds2 baths1,388 sq ft

763 Ocean Course Ave #763, Davenport, FL 33896

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Based on information submitted to the MLS GRID as of Sat Sep 26 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 3529 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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