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 Windsor Hills, where resort-style living meets an unbeatable location near Walt Disney World and Universal Orlando! This immaculate 3-bedroom, 2-bath condo has been used exclusively by the current owner and family and has never been rented during their ownership. Beautifully cared for and move-in ready, it features a newer A/C (2023), newly installed appliances including a washer/dryer, fresh interior paint, an open and comfortable layout, and a private screened balcony for relaxing after a day at the parks. Windsor Hills offers 24/7 manned gated entry and an impressive lineup of amenities, including a resort-style pool, water park, hot tub, clubhouse, fitness center, movie theat

$338,500

3 beds2 baths1,410 sq ft

2784 Almaton Loop #205, Kissimmee, FL 34747

Fitness center • Hot tub • Clubhouse

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Welcome to this beautifully updated 5-bedroom, 3.5-bath home in desirable Harmony West! Seller is offering up to $5,000 toward buyer closing costs and/or prepaid expenses, subject to agreed-upon terms. Built in 2019, this spacious home features 10-foot ceilings, wood-look ceramic tile, a paver driveway and walkway, and an open living area with an added ceiling fan. The kitchen features an oversized quartz island, 42-inch cabinetry with crown molding, glass tile backsplash, and upgraded wood pantry shelving. The first-floor primary suite features an updated bathroom with dual sinks, a spacious walk-in shower, and walk-in closet. A second first-floor bedroom offers flexibility as a guest room

$461,900

5 beds3.5 baths2,732 sq ft

6691 Alder Rd, Harmony, FL 34773

Fitness center • Resort style pool • Mature landscaping

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
"LOCATION, LOCATION, LOCATION" Beautiful Location with 24/7 access to the community with electronic gate code, 24/7 private surveillance with vehicle security , cameras with TV'S screens monitoring in the community , FULLY FURNISHED!!! * 3 BED / 2 BATH * Townhome nestled in a premium location at the sought-after VACATION COMMUNITY * WEST LUCAYA RESORT * . This home offers LAMINATE VINYL FLOORINGS throughout all common living and wet areas on main level, for easier cleaning and maintenance. The KITCHEN is equipped with 32" UPPER CABINETRY, GREY GRANITE COUNTERTOPS and STAINLESS STEEL APPLIANCES such as side-by-side refrigerator, range, microwave and dishwasher. The carpete

$295,000

3 beds2 baths1,300 sq ft

8927 Shine Dr, Kissimmee, FL 34747

24 7 access • Fully furnished • $435 HOA

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Step into your next high-performing investment at 1633 Nassau Point Trail! This breathtaking, fully furnished 7-bedroom, 6.5-bathroom retreat in the premier gated Solara Resort is a proven revenue generator built for ultimate guest satisfaction. Perfectly positioned just steps from the clubhouse and adjacent to convenient extra guest parking, this turnkey powerhouse delivers high-yield performance alongside effortless vacation living. Guests can cool off in the private screened-in pool and spa, catch the big game on multiple outdoor TV setups, or unwind in the air-conditioned, tiki-themed garage lounge—a massive hit for both adults and teens. Inside, custom hand-painted murals and imm

$648,000

7 beds6.5 baths3,533 sq ft

1633 Nassau Point Trl, Kissimmee, FL 34747

5,663 sq ft lot • Garage • Pool

NEW CONSTRUCTION3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Under Construction. Welcome to 6681 Rucksack Road, St Cloud, Florida — a new construction home built by M/I Homes. This 2-story home offers 1,983 square feet of thoughtfully designed living space with 3 bedrooms, 2 full bathrooms, and 1 half bathroom. Step inside to discover an open-concept living space that creates a seamless flow between gathering areas, perfect for everyday living and entertaining. The quality of design is evident throughout, with carefully planned layouts and well-appointed finishes that reflect attention to detail at every turn. Key features of this home include 3 spacious bedrooms, 2.5 bathrooms, over 1,900 square feet of living space an open-concept layout, an

$459,990

3 beds2.5 baths1,993 sq ft

6681 Rucksack Rd, Saint Cloud, FL 34771

Outdoor recreation • Proximity to parks • Covered lanai

Property at 1576 Diamond Loop Dr, Kindred, FL 34744, 4 beds, 2 baths

$419,990

4 beds2 baths1,846 sq ft

1576 Diamond Loop Dr, Kindred, FL 34744

Property at 979 Splash Shot Pl #0, Davenport, FL 33896, 3 beds, 2 baths

$328,000

3 beds2 baths1,787 sq ft

979 Splash Shot Pl #0, Davenport, FL 33896

Property at 1908 Howard Mesa Dr, Kindred, FL 34744, 5 beds, 3 baths

$459,997

5 beds3 baths2,447 sq ft

1908 Howard Mesa Dr, Kindred, FL 34744

Property at 3163 House Finch Rd, Harmony, FL 34773, 5 beds, 3 baths

$424,990

5 beds3 baths2,077 sq ft

3163 House Finch Rd, Harmony, FL 34773

Property at 5676 Nevis Ter, Kissimmee, FL 34758, 3 beds, 3 baths

$540,000

3 beds3 baths2,296 sq ft

5676 Nevis Ter, Kissimmee, FL 34758

Property at 4364 Curacao Pl, Kissimmee, FL 34758, 3 beds, 3 baths

$699,999

3 beds3 baths3,004 sq ft

4364 Curacao Pl, Kissimmee, FL 34758

Property at 2303 Sea Rock Rose Trl, Kissimmee, FL 34747, 9 beds, 6.5 baths

$1,070,000

9 beds6.5 baths4,363 sq ft

2303 Sea Rock Rose Trl, Kissimmee, FL 34747

Property at 853 Tassleflower Trl, Saint Cloud, FL 34771, 3 beds, 2.5 baths

$508,404

3 beds2.5 baths1,843 sq ft

853 Tassleflower Trl, Saint Cloud, FL 34771

Property at 2876 Wild Olive Dr, Saint Cloud, FL 34772, 4 beds, 3 baths

$452,000

4 beds3 baths2,631 sq ft

2876 Wild Olive Dr, Saint Cloud, FL 34772

Property at 8981 Amelia Downs Trl, Kissimmee, FL 34747, 9 beds, 6 baths

$799,000

9 beds6 baths4,169 sq ft

8981 Amelia Downs Trl, Kissimmee, FL 34747

Property at 870 Britton Loop, Saint Cloud, FL 34771, 5 beds, 3 baths

$438,000

5 beds3 baths2,077 sq ft

870 Britton Loop, Saint Cloud, FL 34771

Property at 966 Top Minnow Rd, Saint Cloud, FL 34771, 4 beds, 3.5 baths

$561,084

4 beds3.5 baths2,600 sq ft

966 Top Minnow Rd, Saint Cloud, FL 34771

Property at 3200 Cupid Pl, Kissimmee, FL 34747, 4 beds, 3 baths

$330,000

4 beds3 baths1,694 sq ft

3200 Cupid Pl, Kissimmee, FL 34747

Property at 789 Preston Cove Dr, Saint Cloud, FL 34771, 3 beds, 2.5 baths

$323,990

3 beds2.5 baths1,463 sq ft

789 Preston Cove Dr, Saint Cloud, FL 34771

Property at 3151 House Finch Rd, Harmony, FL 34773, 4 beds, 2 baths

$400,000

4 beds2 baths1,828 sq ft

3151 House Finch Rd, Harmony, FL 34773

Property at 4536 Eagle Perch Ct, Saint Cloud, FL 34772, 4 beds, 3 baths

$430,000

4 beds3 baths1,988 sq ft

4536 Eagle Perch Ct, Saint Cloud, FL 34772

Property at 2568 Broadwing St, Kissimmee, FL 34746, 3 beds, 2.5 baths

$339,990

3 beds2.5 baths1,764 sq ft

2568 Broadwing St, Kissimmee, FL 34746

Property at 3126 Grey Moss Dr, Harmony, FL 34773, 4 beds, 2 baths

$405,000

4 beds2 baths1,828 sq ft

3126 Grey Moss Dr, Harmony, FL 34773

Property at 2916 Hooded Crane Cv, Harmony, FL 34773, 4 beds, 3 baths

$500,000

4 beds3 baths2,089 sq ft

2916 Hooded Crane Cv, Harmony, FL 34773

Property at 5192 Center Lake Ranch Blvd, Saint Cloud, FL 34771, 3 beds, 2.5 baths

$374,990

3 beds2.5 baths1,833 sq ft

5192 Center Lake Ranch Blvd, Saint Cloud, FL 34771

Property at 2009 Myrtle Pine St, Kissimmee, FL 34746, 5 beds, 2.5 baths

$509,999

5 beds2.5 baths3,335 sq ft

2009 Myrtle Pine St, Kissimmee, FL 34746

Property at 1720 Sawyer Palm Pl, Kissimmee, FL 34747, 7 beds, 6.5 baths

$749,000

7 beds6.5 baths4,093 sq ft

1720 Sawyer Palm Pl, Kissimmee, FL 34747

Property at 1925 Howard Mesa Dr, Kindred, FL 34744, 3 beds, 2 baths

$404,994

3 beds2 baths1,614 sq ft

1925 Howard Mesa Dr, Kindred, FL 34744

Property at 6717 Rucksack Rd, Saint Cloud, FL 34771, 4 beds, 4.5 baths

$589,990

4 beds4.5 baths3,063 sq ft

6717 Rucksack Rd, Saint Cloud, FL 34771

Property at 3157 House Finch Rd, Harmony, FL 34773, 4 beds, 2 baths

$405,000

4 beds2 baths1,828 sq ft

3157 House Finch Rd, Harmony, FL 34773

Property at 1359 Isleta Loop, Kissimmee, FL 34741, 3 beds, 2.5 baths

$359,900

3 beds2.5 baths1,676 sq ft

1359 Isleta Loop, Kissimmee, FL 34741

Property at Undisclosed address, Kissimmee, FL 34747, 9 beds, 6.5 baths

$749,000

9 beds6.5 baths4,363 sq ft

Undisclosed address, Kissimmee, FL 34747

Property at 5792 Springer St, Saint Cloud, FL 34771, 5 beds, 3 baths

$436,990

5 beds3 baths2,077 sq ft

5792 Springer St, Saint Cloud, FL 34771

Property at 2132 Branched Oak Rd, Saint Cloud, FL 34771, 4 beds, 2 baths

$448,990

4 beds2 baths1,850 sq ft

2132 Branched Oak Rd, Saint Cloud, FL 34771

Property at 3139 House Finch Rd, Harmony, FL 34773, 4 beds, 2 baths

$405,000

4 beds2 baths1,828 sq ft

3139 House Finch Rd, Harmony, FL 34773

Property at 1134 Kingsbarn St, Davenport, FL 33896, 4 beds, 3 baths

$415,000

4 beds3 baths1,914 sq ft

1134 Kingsbarn St, Davenport, FL 33896

Property at 5085 Lost Key Pl, Saint Cloud, FL 34771, 3 beds, 2.5 baths

$430,304

3 beds2.5 baths1,790 sq ft

5085 Lost Key Pl, Saint Cloud, FL 34771

Property at 7512 Sunflower Cir, Kissimmee, FL 34747, 5 beds, 5 baths

$500,000

5 beds5 baths2,044 sq ft

7512 Sunflower Cir, Kissimmee, FL 34747

Property at 2791 House Finch Rd, Harmony, FL 34773, 4 beds, 2 baths

$389,990

4 beds2 baths1,828 sq ft

2791 House Finch Rd, Harmony, FL 34773

Property at 3162 Grey Moss Dr, Harmony, FL 34773, 5 beds, 3 baths

$405,000

5 beds3 baths2,077 sq ft

3162 Grey Moss Dr, Harmony, FL 34773

Property at 4472 Monado Dr, Kissimmee, FL 34746, 8 beds, 5 baths

$800,000

8 beds5 baths2,872 sq ft

4472 Monado Dr, Kissimmee, FL 34746

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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 3526 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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