Homes with Pools for Sale in Osceola County, FL

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FLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Virtually Staged. Welcome to 2049 Rock Maple Bend, located in the desirable Storey Creek community of Kissimmee. This impressive Exbury Executive model by Landsea Homes offers 3,802 square feet of living space with 5 bedrooms, 3.5 bathrooms, and a 3-car garage, combining generous living space with over $100,000 in thoughtfully selected upgrades and designer details . From the moment you enter, the home showcases elevated finishes including custom ceiling wood beams and wall trim accents, beautiful pendant lighting, and wrought iron railing. The gourmet-style kitchen features quartz countertops, 42-inch cabinetry, large center island, stainless steel range hood, and plenty of space for gathe

$659,999

5 beds3.5 baths3,802 sq ft

2049 Rock Maple Bnd, Kissimmee, FL 34746

Quartz countertops • Wrought iron railing • 7,405 sq ft lot

FLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Motivated Seller! Price Reduction !Escape to your own private pool retreat in this stunning 5-bedroom, 3-bath home tucked inside the gated Lake Lizzie Reserve community, offering 2,979 square feet of living space on over half an acre, fully fenced lot. Built in 2004, this two-story home features a 3-car garage and an entertainer's dream backyard. Step outside to the expansive screened lanai complete with a full outdoor kitchen, including a sink, ice machine, beverage fridge, griddle, and grill, plus two ceiling fans for year-round comfort. The sparkling saltwater pool showcases a pebble finish, a sun shelf for lounging, and a soothing bubbler feature. In the evenings, unwind next to twin pr

$629,998

5 beds2.5 baths2,979 sq ft

6113 Waterfield Way, Saint Cloud, FL 34771

Sun shelf • Full outdoor kitchen • Private pool retreat

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Check out this move-in ready condo. This second floor unit features 3 bedrooms and 2 baths. This open concept floor plan offers a comfortable size living and dining area that connects to the kitchen. The kitchen features all stainless steel appliances and plenty of cabinet space. The primary bedroom features an en-suite bath. There are 2 additional bedrooms that can be use as a guest room and the other one as an office. There is brand new luxury vinyl throughout, for easy maintenance. This condo is conveniently located offering easy access to shopping and dining. Located only minutes to Old Town and Celebration; within minutes you can connect to 192, 417, I-4, and Osceola Parkway. Just a sh

$185,000

3 beds2 baths1,287 sq ft

2723 N Poinciana Blvd #160, Kissimmee, FL 34746

En suite bath • Move in ready • $545 HOA

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Welcome to your Reunion retreat! This beautifully maintained 3- Bedroom, 2.5 bath home located in the highly sought after Reunion resort community. The property offers an inviting open-concept floor plan, a private pool and peaceful pond view front from master room and front of the property. Imagine the lifestyle with convenient access to golf, dining, recreation and major central Florida attraction.

$450,000

3 beds2.5 baths1,904 sq ft

7766 Linkside Loop, Reunion, FL 34747

Pond view • Private pool • Recreation access

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
LIKE-NEW, ONE-STORY END UNIT WITH ATTACHED GARAGE AND GOLF COURSE VIEWS! Barely lived in, this beautifully maintained 2-bedroom, 2-bath condo feels almost brand new. The sellers purchased the home with plans to enjoy it as their Florida retirement residence, but a change in life plans has created a wonderful opportunity for the next owner. Located in the highly desirable, 24-hour guard-gated ChampionsGate community, this END UNIT combines low-maintenance Florida living with an impressive collection of resort-style amenities. From the moment you arrive, you’ll appreciate the freshly updated exterior paint and landscaping. Step inside to a bright, open floor plan featuring high ceilings

$255,000

2 beds2 baths1,409 sq ft

9044 Azalea Sands Ln #9044, Davenport, FL 33896

Resident-only gate • Attached garage • Screened-in lanai

Property at 2615 Summer Creek Dr, Kissimmee, FL 34747, 4 beds, 3 baths

$475,000

4 beds3 baths1,791 sq ft

2615 Summer Creek Dr, Kissimmee, FL 34747

Property at 1543 Caterpillar St, Saint Cloud, FL 34771, 3 beds, 2 baths

$425,000

3 beds2 baths2,009 sq ft

1543 Caterpillar St, Saint Cloud, FL 34771

Property at 2704 Vista Verde Ln, Kissimmee, FL 34744, 4 beds, 2.5 baths

$436,900

4 beds2.5 baths2,128 sq ft

2704 Vista Verde Ln, Kissimmee, FL 34744

Property at 1477 Rolling Fairway Dr, Davenport, FL 33896, 6 beds, 6 baths

$515,000

6 beds6 baths3,063 sq ft

1477 Rolling Fairway Dr, 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 7824 Loxahatchee Ct, Reunion, FL 34747, 5 beds, 5.5 baths

$879,900

5 beds5.5 baths3,328 sq ft

7824 Loxahatchee Ct, Reunion, FL 34747

Property at 2856 Middleton Cir, Kissimmee, FL 34743, 4 beds, 2.5 baths

$465,000

4 beds2.5 baths2,398 sq ft

2856 Middleton Cir, Kissimmee, FL 34743

Property at 747 Ocean Course Ave #747, Davenport, FL 33896, 2 beds, 2 baths

$249,900

2 beds2 baths1,388 sq ft

747 Ocean Course Ave #747, Davenport, FL 33896

Property at 915 Lake Berkley Dr, Kissimmee, FL 34746, 5 beds, 3 baths

$469,000

5 beds3 baths1,960 sq ft

915 Lake Berkley Dr, Kissimmee, FL 34746

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

$428,000

4 beds3 baths1,730 sq ft

363 Buttonwood Dr, Kissimmee, FL 34743

Property at 8217 Surf St, Kissimmee, FL 34747, 4 beds, 3 baths

$435,000

4 beds3 baths1,719 sq ft

8217 Surf St, Kissimmee, FL 34747

Property at 7437 Marker Ave, Kissimmee, FL 34747, 4 beds, 3 baths

$489,000

4 beds3 baths2,363 sq ft

7437 Marker Ave, Kissimmee, FL 34747

Property at 2524 Rapollo Dr, Kissimmee, FL 34741, 3 beds, 2 baths

$414,990

3 beds2 baths1,706 sq ft

2524 Rapollo Dr, Kissimmee, FL 34741

Property at 1807 Michigan Ave Unit B, Kissimmee, FL 34744, 2 beds, 2 baths

$145,000

2 beds2 baths1,118 sq ft

1807 Michigan Ave Unit B, Kissimmee, FL 34744

Property at 3034 Boating Blvd, Kissimmee, FL 34746, 4 beds, 3 baths

$567,000

4 beds3 baths2,211 sq ft

3034 Boating Blvd, Kissimmee, FL 34746

Property at 2975 White Cedar Cir, Kissimmee, FL 34741, 3 beds, 2 baths

$369,900

3 beds2 baths1,560 sq ft

2975 White Cedar Cir, Kissimmee, FL 34741

Property at 1803 Charles Ct, Saint Cloud, FL 34771, 4 beds, 3.5 baths

$749,000

4 beds3.5 baths2,671 sq ft

1803 Charles Ct, Saint Cloud, FL 34771

Property at 6030 Chestnut Grove Pl, Saint Cloud, FL 34771, 4 beds, 2.5 baths

$530,000

4 beds2.5 baths2,797 sq ft

6030 Chestnut Grove Pl, Saint Cloud, FL 34771

Property at 149 Aurora Ln, Kissimmee, FL 34758, 3 beds, 2 baths

$290,999

3 beds2 baths1,600 sq ft

149 Aurora Ln, Kissimmee, FL 34758

Property at 3226 Rio Grande Trl #3226, Kissimmee, FL 34741, 3 beds, 2 baths

$165,000

3 beds2 baths1,375 sq ft

3226 Rio Grande Trl #3226, Kissimmee, FL 34741

Property at 4814 Coral Castle Dr, Kissimmee, FL 34746, 3 beds, 2.5 baths

$279,900

3 beds2.5 baths1,762 sq ft

4814 Coral Castle Dr, Kissimmee, FL 34746

Property at 5592 Vigo Loop, Saint Cloud, FL 34771, 4 beds, 3 baths

$519,990

4 beds3 baths2,667 sq ft

5592 Vigo Loop, Saint Cloud, FL 34771

Property at 2925 Ashland Ln S, Kissimmee, FL 34741, 3 beds, 2.5 baths

$315,000

3 beds2.5 baths2,086 sq ft

2925 Ashland Ln S, Kissimmee, FL 34741

Property at 1599 Lima Ave, Kissimmee, FL 34747, 8 beds, 6 baths

$665,000

8 beds6 baths4,041 sq ft

1599 Lima Ave, Kissimmee, FL 34747

Property at 2931 Agostino Ter, Kissimmee, FL 34746, 4 beds, 3.5 baths

$564,900

4 beds3.5 baths2,925 sq ft

2931 Agostino Ter, Kissimmee, FL 34746

Property at 2609 Teeside Ct, Kissimmee, FL 34746, 3 beds, 3 baths

$435,000

3 beds3 baths2,226 sq ft

2609 Teeside Ct, Kissimmee, FL 34746

(305) 485-3100

Property at 2700 Camaro Dr, Kissimmee, FL 34746, 4 beds, 3.5 baths

$309,900

4 beds3.5 baths1,852 sq ft

2700 Camaro Dr, Kissimmee, FL 34746

Property at 8615 Cavendish Dr, Kissimmee, FL 34747, 4 beds, 2 baths

$437,500

4 beds2 baths2,124 sq ft

8615 Cavendish Dr, Kissimmee, FL 34747

Property at 1530 Corolla Ct, Reunion, FL 34747, 7 beds, 5.5 baths

$995,000

7 beds5.5 baths3,490 sq ft

1530 Corolla Ct, Reunion, FL 34747

Property at 5272 Lonesome Dove Dr, Kissimmee, FL 34746, 3 beds, 2 baths

$349,900

3 beds2 baths1,410 sq ft

5272 Lonesome Dove Dr, Kissimmee, FL 34746

Property at 1405 Starboard Dr, Saint Cloud, FL 34771, 2 beds, 2 baths

$200,000

2 beds2 baths935 sq ft

1405 Starboard Dr, Saint Cloud, FL 34771

Property at 664 Madrid Dr, Kissimmee, FL 34758, 3 beds, 3 baths

$298,500

3 beds3 baths2,110 sq ft

664 Madrid Dr, Kissimmee, FL 34758

Property at 2735 Summer Retreat Ln, Kissimmee, FL 34744, 2 beds, 2 baths

$325,000

2 beds2 baths1,559 sq ft

2735 Summer Retreat Ln, Kissimmee, FL 34744

Property at 1014 Deddington Pl, Kissimmee, FL 34758, 3 beds, 2 baths

$259,000

3 beds2 baths1,322 sq ft

1014 Deddington Pl, Kissimmee, FL 34758

Property at 3245 Falcon Point Dr, Kissimmee, FL 34741, 3 beds, 2 baths

$425,000

3 beds2 baths2,055 sq ft

3245 Falcon Point Dr, Kissimmee, FL 34741

Property at 4804 Lullaby Ln, Kissimmee, FL 34746, 4 beds, 3 baths

$485,000

4 beds3 baths1,914 sq ft

4804 Lullaby Ln, Kissimmee, FL 34746

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Based on information submitted to the MLS GRID as of Thu Sep 24 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 3528 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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