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:
Virtually Staged. WATERFRONT FLORIDA LIVING! Located in beautiful Majestic Oaks, welcome home to this spacious canal-front property offering the perfect combination of comfortable living and the outdoor lifestyle Florida is known for. From your own backyard, enjoy direct access to Lake Ajay, Fells Cove and East Lake Tohopekaliga, at the private dock and covered boat lift—making it easy to spend the day boating, fishing, or simply relaxing by the canal. Inside the home features a bright, open layout with soaring ceilings, architectural details, split floor plan, a spacious kitchen with abundant cabinetry and counter space, with plenty of room for entertaining. The primary suite offers

$735,000

3 beds2 baths2,419 sq ft

5365 Shady Oak Cir, Saint Cloud, FL 34771

Canal front property • Covered boat lift • Private dock

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Wow! Motivated seller- Don't allow this opportunity to go by. Home beautifully maintained home in the highly desirable Emerald Lake neighborhood. Community is known for its peaceful setting, scenic ponds, and inviting outdoor atmosphere. Ideally positioned directly across from the community park and pool this home offers a rare combination of privacy, upgrades, and an exceptional location. From the moment you arrive, you'll notice the care and attention to detail. The home features crown molding, volume ceilings, finished tile flooring, stainless steel appliances, granite countertops, 42-inch cabinetry, a custom tile backsplash, pantry, and beautifully manicured landscaping. Immaculately ma

$280,000

3 beds2 baths1,634 sq ft

2843 Jasper Run, Kissimmee, FL 34758

Screened-in porch • Community pool • Community park

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Welcome to an easier way of living in Harmony, where your neighborhood is about much more than the home itself. This bright, end-unit townhome offers 2 bedrooms, 2 bathrooms and an attached one-car garage, all within easy walking distance of Harmony's town square, restaurant, community pool and miles of trails. Natural light fills the open living space, while a split-bedroom floor plan provides privacy and flexibility for everyday living, guests or a home office. The kitchen opens to the main living area, and sliding glass doors extend the space outdoors, perfect for enjoying the cooler weather just around the corner. What truly sets this home apart is the lifestyle just outside your door.

$209,900

2 beds2 baths1,316 sq ft

7107 Red Lantern Dr #7107, St Cloud, FL 34773

Community pool • End-unit townhome • Sliding glass doors

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Private living at its best on 5.46 beautiful acres! A long, tree-canopied private driveway welcomes you to this unique property featuring a ranch-style primary residence, detached in-law suite, and separate bunkhouse with its own bath—ideal for extended family, guests, or flexible living arrangements. The primary home features a swimming pool, offering plenty of space to relax and enjoy the peaceful surroundings. Bring the animals! The property already includes a chicken coop and fenced animal area, perfect for enjoying a little country living and fresh eggs right at home. Additional features include solar panels, a generator, and double-pane windows. Recent improvements include a NEW

$999,000

6 beds5.5 baths3,569 sq ft

4410 Mildred Bass Rd, Saint Cloud, FL 34772

Separate bunkhouse • Fenced animal area • Private driveway

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Virtually Staged. Welcome to this BEAUTIFULLY MAINTAINED TWO-STORY HOME featuring a spacious, functional layout and CHARMING CURB APPEAL with blue siding, contrasting trim, a well-kept lawn, and a TWO-CAR GARAGE. Inside, the OPEN-CONCEPT FLOOR PLAN offers comfortable living and dining areas, while the UPDATED KITCHEN features abundant cabinetry, STAINLESS STEEL APPLIANCES, a LARGE CENTER ISLAND, and generous counter space. Upstairs, you'll find MULTIPLE SPACIOUS BEDROOMS, including a PRIMARY SUITE with DUAL SINKS and a WALK-IN SHOWER. Additional BONUS SPACE provides flexibility for an office, playroom, hobby area, or additional living space. Outside, enjoy a PRIVATE BACKYARD with a grassy a

$414,000

5 beds2.5 baths2,915 sq ft

4469 Bluff Oak Loop, Kissimmee, FL 34746

Ample counter space • Large center island • Well-kept lawn

Property at 3353 Schoolhouse Rd, Harmony, FL 34773, 4 beds, 2.5 baths

$499,900

4 beds2.5 baths3,077 sq ft

3353 Schoolhouse Rd, Harmony, FL 34773

Property at 8966 Sugar Palm Rd, Kissimmee, FL 34747, 4 beds, 3 baths

$353,000

4 beds3 baths1,902 sq ft

8966 Sugar Palm Rd, Kissimmee, FL 34747

Property at 8957 Sugar Palm Rd, Kissimmee, FL 34747, 4 beds, 3 baths

$324,900

4 beds3 baths1,902 sq ft

8957 Sugar Palm Rd, Kissimmee, FL 34747

Property at 4594 Hickory Tree Rd, Saint Cloud, FL 34772, 4 beds, 3 baths

$1,499,999

4 beds3 baths3,504 sq ft

4594 Hickory Tree Rd, Saint Cloud, FL 34772

Property at 2462 Dubai St, Kissimmee, FL 34747, 5 beds, 4 baths

$499,000

5 beds4 baths2,492 sq ft

2462 Dubai St, Kissimmee, FL 34747

Property at 2671 Manesty Ln, Kissimmee, FL 34747, 6 beds, 4 baths

$630,000

6 beds4 baths2,812 sq ft

2671 Manesty Ln, Kissimmee, FL 34747

Property at 8853 Rhodes St, Kissimmee, FL 34747, 9 beds, 6 baths

$645,000

9 beds6 baths4,391 sq ft

8853 Rhodes St, Kissimmee, FL 34747

Property at 1461 Amanda Rd, Kissimmee, FL 34744, 3 beds, 2.5 baths

$429,990

3 beds2.5 baths1,705 sq ft

1461 Amanda Rd, Kissimmee, FL 34744

Property at 1323 Seven Eagles Ct #102, Reunion, FL 34747, 1 bed, 1 bath

$195,000

1 bed1 bath823 sq ft

1323 Seven Eagles Ct #102, Reunion, FL 34747

Property at 4419 Azure Isle Way, Kissimmee, FL 34744, 3 beds, 2 baths

$465,000

3 beds2 baths1,941 sq ft

4419 Azure Isle Way, Kissimmee, FL 34744

Property at 2436 Blowing Breeze Ave, Kissimmee, FL 34744, 4 beds, 3.5 baths

$506,000

4 beds3.5 baths2,764 sq ft

2436 Blowing Breeze Ave, Kissimmee, FL 34744

Property at 2853 Boating Blvd, Kissimmee, FL 34746, 4 beds, 2 baths

$450,000

4 beds2 baths2,140 sq ft

2853 Boating Blvd, Kissimmee, FL 34746

Property at 7760 Sandy Ridge Dr #206, Reunion, FL 34747, 5 beds, 4.5 baths

$370,000

5 beds4.5 baths2,630 sq ft

7760 Sandy Ridge Dr #206, Reunion, FL 34747

Property at 7656 Whisper Way #103, Reunion, FL 34747, 3 beds, 3 baths

$290,000

3 beds3 baths1,630 sq ft

7656 Whisper Way #103, Reunion, FL 34747

Property at 7505 Mourning Dove Cir #302, Reunion, FL 34747, 3 beds, 2 baths

$295,000

3 beds2 baths1,354 sq ft

7505 Mourning Dove Cir #302, Reunion, FL 34747

Property at 1411 Celebration Ave #206, Celebration, FL 34747, 2 beds, 2 baths

$349,900

2 beds2 baths1,345 sq ft

1411 Celebration Ave #206, Celebration, FL 34747

Property at 2372 Seven Oaks Dr, Saint Cloud, FL 34772, 3 beds, 2.5 baths

$260,000

3 beds2.5 baths1,744 sq ft

2372 Seven Oaks Dr, Saint Cloud, FL 34772

Property at 8095 Brooksville Dr, Davenport, FL 33896, 3 beds, 2.5 baths

$245,000

3 beds2.5 baths1,632 sq ft

8095 Brooksville Dr, Davenport, FL 33896

Property at 300 Muirfield Loop, Reunion, FL 34747, 6 beds, 10.5 baths

$2,245,000

6 beds10.5 baths6,396 sq ft

300 Muirfield Loop, Reunion, FL 34747

Property at 1442 Moon Valley Dr, Davenport, FL 33896, 4 beds, 3 baths

$456,000

4 beds3 baths2,225 sq ft

1442 Moon Valley Dr, Davenport, FL 33896

Property at 1148 Trappers Trail Loop, Davenport, FL 33896, 3 beds, 2.5 baths

$359,000

3 beds2.5 baths1,950 sq ft

1148 Trappers Trail Loop, Davenport, FL 33896

Property at 5051 Orinoco Ln, St Cloud, FL 34771, 4 beds, 3.5 baths

$539,990

4 beds3.5 baths2,753 sq ft

5051 Orinoco Ln, St Cloud, FL 34771

Property at 2920 Agostino Ter, Kissimmee, FL 34746, 5 beds, 4.5 baths

$799,000

5 beds4.5 baths3,857 sq ft

2920 Agostino Ter, Kissimmee, FL 34746

Property at 1012 Karen Ridge Ct, Kissimmee, FL 34747, 3 beds, 2 baths

$470,000

3 beds2 baths1,604 sq ft

1012 Karen Ridge Ct, Kissimmee, FL 34747

Property at 7664 Comrow St #202, Kissimmee, FL 34747, 2 beds, 2 baths

$275,000

2 beds2 baths1,081 sq ft

7664 Comrow St #202, Kissimmee, FL 34747

Property at 3177 Bear Path, Kissimmee, FL 34746, 3 beds, 2 baths

$485,000

3 beds2 baths1,410 sq ft

3177 Bear Path, Kissimmee, FL 34746

(866) 595-6025

Property at 1214 Bella Rose Ct, Davenport, FL 33896, 2 beds, 2 baths

$234,900

2 beds2 baths1,826 sq ft

1214 Bella Rose Ct, Davenport, FL 33896

Property at 7581 Brooklyn Dr, Kissimmee, FL 34747, 4 beds, 4.5 baths

$499,900

4 beds4.5 baths2,356 sq ft

7581 Brooklyn Dr, Kissimmee, FL 34747

Property at 7601 Cabana Ct #104, Reunion, FL 34747, 3 beds, 3 baths

$259,000

3 beds3 baths1,755 sq ft

7601 Cabana Ct #104, Reunion, FL 34747

Property at 3205 Bayflower Ave, Harmony, FL 34773, 3 beds, 2 baths

$325,000

3 beds2 baths1,617 sq ft

3205 Bayflower Ave, Harmony, FL 34773

Property at 84 Lakepointe Cir, Kissimmee, FL 34743, 2 beds, 2 baths

$240,000

2 beds2 baths1,019 sq ft

84 Lakepointe Cir, Kissimmee, FL 34743

Property at 1045 Leader St, Davenport, FL 33896, 6 beds, 5 baths

$580,000

6 beds5 baths3,291 sq ft

1045 Leader St, Davenport, FL 33896

Property at 3430 Canvas St, Kissimmee, FL 34741, 5 beds, 2.5 baths

$529,999

5 beds2.5 baths2,694 sq ft

3430 Canvas St, Kissimmee, FL 34741

Property at 2280 Betsy Ross Ln, Saint Cloud, FL 34769, 3 beds, 2.5 baths

$228,000

3 beds2.5 baths1,588 sq ft

2280 Betsy Ross Ln, Saint Cloud, FL 34769

Property at 1544 Wynell St, Saint Cloud, FL 34771, 3 beds, 2 baths

$399,500

3 beds2 baths1,754 sq ft

1544 Wynell St, Saint Cloud, FL 34771

Property at 7969 Hanson Bay Pl, Kissimmee, FL 34747, 3 beds, 2.5 baths

$749,000

3 beds2.5 baths2,194 sq ft

7969 Hanson Bay Pl, Kissimmee, FL 34747

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Based on information submitted to the MLS GRID as of Sat Oct 10 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 3546 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, 634 homes have been sold in Osceola County. In addition to houses in Osceola County, there were also 711 condos, 1239 townhouses, and 18 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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