Homes with Pools for Sale in Kissimmee, FL

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ABOUT THIS HOME
Home with a Pool for sale in Kissimmee, FL:
Step into paradise and experience the ultimate luxury lifestyle at "Wizarding Wonderland, " located at 1852 Caribbean View Terrace! This exceptional, fully furnished 9-bedroom, 6.5-bathroom retreat in the prestigious, gated Solara Resort offers comfort, fun, and effortless group entertaining. Ideal as a magical vacation destination, multi-generational primary residence, or turnkey investment property, this spacious layout accommodates large gatherings with ease. Highlights include designer king- and full-sized suites, captivating wizard- and Hawaiian-themed kids' rooms, and a custom garage-converted home theater complete with a 100-inch projection screen and plush leather recliner

$799,000

9 beds6.5 baths4,828 sq ft

1852 Caribbean View Ter, Kissimmee, FL 34747

Heated grand pool • Splash parks • Screened-in pool

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Kissimmee, FL:
Enjoy the best of Central Florida living just a short drive from Walt Disney World® Resort! Welcome to Caribe Cove! This spacious 3-bedroom, 2-bathroom condo offers a flexible opportunity for those seeking a Central Florida getaway or short-term rental property. The open-concept layout provides plenty of space to relax and entertain, with a well-appointed kitchen overlooking the dining and living areas. A desirable split-bedroom floor plan offers added privacy, while generously sized bedrooms and bathrooms provide comfortable accommodations. One of the highlights of this unit is the beautiful lagoon view. Step outside to the screened balcony and enjoy the peaceful scenery—an invit

$249,000

3 beds2 baths1,700 sq ft

9055 Treasure Trove Ln #204, Kissimmee, FL 34477

Screened balcony • Convenient access • Lagoon view

(888) 893-3537

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Kissimmee, FL:
Welcome to resort style living in Solivita, Central Florida’s award winning 55+ community in Poinciana. This spacious 3 bedroom, 3 bath home offers an open floor plan, tile flooring throughout, and flexible living spaces designed for comfortable everyday living and effortless entertaining. A screened front porch provides a welcoming place to relax and enjoy the Florida lifestyle. Inside, the centrally located kitchen serves as the heart of the home with solid wood cabinetry, stainless steel appliances, ample workspace, and convenient access to the main living areas. A separate dining room offers a dedicated setting for entertaining, holidays, and gatherings with family and friends. Th

$500,000

3 beds3 baths2,310 sq ft

4108 Via Toledo Ct, Poinciana, FL 34759

Screened front porch • Solid wood cabinetry • Fenced patio

ABOUT THIS HOME
Home with a Pool for sale in Kissimmee, FL:
Welcome to an exceptional opportunity where location, accessibility, and the Central Florida lifestyle come together. Ideally positioned in Kissimmee with convenient access to major roadways, Orlando International Airport, Lake Nona, Medical City, shopping, dining, recreation, and Orlando-area attractions. The location provides convenient connectivity throughout Central Florida while offering the comfort and privacy of a residential setting. Inside, an inviting and flexible layout provides space for everyday living and entertaining. Offering a combination of location, convenience, and lifestyle, this single-family residence presents an opportunity to enjoy all that the Orlando-Kissimmee has

$686,900

4 beds3 baths3,720 sq ft

4340 Summer Breeze Way, Kissimmee, FL 34744

Convenient access • Flexible layout • Residential setting

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Kissimmee, FL:
Welcome to your dream getaway! This beautifully renovated 3-bedroom, 3-bathroom townhome offers over 2,100 square feet of spacious, thoughtfully designed living space, giving everyone plenty of room to relax and unwind—no one feels cramped here! Fully renovated and turnkey, this stunning home is ready for you to move in, vacation, or make it your perfect investment property. The spacious layout features a private primary suite separated from the additional bedrooms, providing an ideal retreat for relaxation and privacy. Located in beautiful Reunion Resort, this home offers the perfect blend of luxury, comfort, and convenience. Enjoy beautiful golf course surroundings and all the re

$299,999

3 beds3 baths2,124 sq ft

7526 Seven Eagles Way, Reunion, FL 34747

Fully renovated • Corner unit • $1,130 HOA

Property at 2413 Eagle Trace Dr, Kissimmee, FL 34746, 4 beds, 2 baths

$540,000

4 beds2 baths2,355 sq ft

2413 Eagle Trace Dr, Kissimmee, FL 34746

Property at 7904 Plum Blossom Ct, Kissimmee, FL 34747, 5 beds, 3 baths

$649,900

5 beds3 baths2,189 sq ft

7904 Plum Blossom Ct, Kissimmee, FL 34747

Property at 104 Tampico Ln, Kissimmee, FL 34743, 3 beds, 2 baths

$340,000

3 beds2 baths1,090 sq ft

104 Tampico Ln, Kissimmee, FL 34743

Property at 1732 Lima Ave, Kissimmee, FL 34747, 6 beds, 4.5 baths

$525,000

6 beds4.5 baths3,142 sq ft

1732 Lima Ave, Kissimmee, FL 34747

Property at 4858 Kingston Cir, Kissimmee, FL 34746, 3 beds, 2 baths

$359,000

3 beds2 baths1,611 sq ft

4858 Kingston Cir, Kissimmee, FL 34746

Property at 770 Siena Palm Dr #105, Celebration, FL 34747, 2 beds, 2 baths

$299,997

2 beds2 baths1,032 sq ft

770 Siena Palm Dr #105, Celebration, FL 34747

Property at 1801 Coriander Dr #1802, Poinciana, FL 34759, 2 beds, 2 baths

$184,900

2 beds2 baths1,050 sq ft

1801 Coriander Dr #1802, Poinciana, FL 34759

Property at 2580 Hunley Loop, Kissimmee, FL 34743, 4 beds, 2 baths

$395,000

4 beds2 baths1,874 sq ft

2580 Hunley Loop, Kissimmee, FL 34743

Property at 3880 MT Vernon Way, Kissimmee, FL 34741, 4 beds, 3.5 baths

$525,000

4 beds3.5 baths2,645 sq ft

3880 MT Vernon Way, Kissimmee, FL 34741

Property at 1051 Jack Nicklaus Ct, Kissimmee, FL 34747, 7 beds, 7.5 baths

$2,299,000

7 beds7.5 baths5,831 sq ft

1051 Jack Nicklaus Ct, Kissimmee, FL 34747

Property at 319 Celebration Blvd, Celebration, FL 34747, 3 beds, 3.5 baths

$759,000

3 beds3.5 baths2,544 sq ft

319 Celebration Blvd, Celebration, FL 34747

Property at 2564 Bear Creek Ct, Kissimmee, FL 34747, 4 beds, 3 baths

$454,000

4 beds3 baths1,760 sq ft

2564 Bear Creek Ct, Kissimmee, FL 34747

Property at 406 Bridgewater Ct, Kissimmee, FL 34758, 3 beds, 2 baths

$349,900

3 beds2 baths1,876 sq ft

406 Bridgewater Ct, Kissimmee, FL 34758

Property at 8139 Roseville Rd, Davenport, FL 33896, 4 beds, 3.5 baths

$320,000

4 beds3.5 baths2,060 sq ft

8139 Roseville Rd, Davenport, FL 33896

Property at 2462 Albany Dr, Kissimmee, FL 34758, 4 beds, 3.5 baths

$625,000

4 beds3.5 baths2,870 sq ft

2462 Albany Dr, Kissimmee, FL 34758

Property at 1846 Caribbean View Ter, Kissimmee, FL 34747, 9 beds, 6.5 baths

$799,000

9 beds6.5 baths4,828 sq ft

1846 Caribbean View Ter, Kissimmee, FL 34747

Property at 438 Jay Ct, Poinciana, FL 34759, 4 beds, 2 baths

$290,000

4 beds2 baths1,768 sq ft

438 Jay Ct, Poinciana, FL 34759

Property at 4520 Stella St, Kissimmee, FL 34746, 6 beds, 6 baths

$550,000

6 beds6 baths3,512 sq ft

4520 Stella St, Kissimmee, FL 34746

Property at 513 Heartwell Dr, Poinciana, FL 34759, 2 beds, 2 baths

$275,000

2 beds2 baths1,488 sq ft

513 Heartwell Dr, Poinciana, FL 34759

Property at 4997 Loggia Ln, Kissimmee, FL 34758, 4 beds, 2.5 baths

$340,600

4 beds2.5 baths1,910 sq ft

4997 Loggia Ln, Kissimmee, FL 34758

Property at 501 Palermo Blvd, Poinciana, FL 34759, 3 beds, 2.5 baths

$520,000

3 beds2.5 baths2,580 sq ft

501 Palermo Blvd, Poinciana, FL 34759

Property at 326 Bowfin Ct, Poinciana, FL 34759, 3 beds, 2 baths

$275,000

3 beds2 baths1,404 sq ft

326 Bowfin Ct, Poinciana, FL 34759

Property at 1733 Felicity Ln, Kissimmee, FL 34744, 4 beds, 3 baths

$419,900

4 beds3 baths2,030 sq ft

1733 Felicity Ln, Kissimmee, FL 34744

Property at 4726 Sleepy Hollow Dr, Kissimmee, FL 34746, 5 beds, 5 baths

$649,900

5 beds5 baths3,081 sq ft

4726 Sleepy Hollow Dr, Kissimmee, FL 34746

Property at 72 Pine Island Cir, Kissimmee, FL 34743, 3 beds, 2 baths

$290,000

3 beds2 baths1,214 sq ft

72 Pine Island Cir, Kissimmee, FL 34743

Property at 1492 Sophie Way, Kissimmee, FL 34744, 3 beds, 2 baths

$399,999

3 beds2 baths1,917 sq ft

1492 Sophie Way, Kissimmee, FL 34744

Property at 3221 White Dove Ln, Kissimmee, FL 34746, 2 beds, 2 baths

$364,999

2 beds2 baths1,330 sq ft

3221 White Dove Ln, Kissimmee, FL 34746

Property at 762 Celebration Ave #2201, Celebration, FL 34747, 2 beds, 2 baths

$649,900

2 beds2 baths1,681 sq ft

762 Celebration Ave #2201, Celebration, FL 34747

Property at 2305 Butterfly Palm Way #102, Kissimmee, FL 34747, 3 beds, 2 baths

$244,900

3 beds2 baths1,402 sq ft

2305 Butterfly Palm Way #102, Kissimmee, FL 34747

Property at 8889 Cabot Cliffs Dr #104, Davenport, FL 33896, 3 beds, 2 baths

$295,000

3 beds2 baths1,788 sq ft

8889 Cabot Cliffs Dr #104, Davenport, FL 33896

Property at 3151 Sunset Walk Dr #514, Kissimmee, FL 34747, 2 beds, 2 baths

$415,000

2 beds2 baths1,163 sq ft

3151 Sunset Walk Dr #514, Kissimmee, FL 34747

Property at 7593 Gathering Dr #803, Reunion, FL 34747, 2 beds, 2 baths

$479,000

2 beds2 baths1,646 sq ft

7593 Gathering Dr #803, Reunion, FL 34747

Property at 2578 Autumn Peace Dr, Kissimmee, FL 34744, 3 beds, 2 baths

$469,500

3 beds2 baths2,056 sq ft

2578 Autumn Peace Dr, Kissimmee, FL 34744

Property at 5109 Killarney Way, Kissimmee, FL 34746, 4 beds, 3.5 baths

$355,000

4 beds3.5 baths1,637 sq ft

5109 Killarney Way, Kissimmee, FL 34746

Property at 966 Park Terrace Cir, Kissimmee, FL 34746, 4 beds, 3.5 baths

$315,000

4 beds3.5 baths1,645 sq ft

966 Park Terrace Cir, Kissimmee, FL 34746

Property at 2676 Giardino Loop, Kissimmee, FL 34741, 3 beds, 2.5 baths

$349,000

3 beds2.5 baths1,700 sq ft

2676 Giardino Loop, Kissimmee, FL 34741

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Based on information submitted to the MLS GRID as of Sun Oct 04 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 Kissimmee

There are currently 2773 homes with pools for sale in Kissimmee at a median listing price of $340K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Kissimmee stay on the market for 107 days and receive 1 offers. Popular neighborhoods include Terra Verde, Veranda Palms, Hunters Creek Golf Course, Fish Lake, West Kissimmee, Venetian Bay, Falcon Trace, Kissimmee Bay, Lake Berkley, and Remington. This map is refreshed with the newest listings in Kissimmee every 15 minutes.

In the past month, 62 homes have been sold in Kissimmee. In addition to houses in Kissimmee, there were also 127 condos, 174 townhouses, and 8 multi-family units for sale in Kissimmee last month. Kissimmee is a minimally walkable city in Florida with a Walk Score of 30. Kissimmee is home to approximately 58,992 people and 19,643 jobs. Find your dream home in Kissimmee 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 Kissimmee are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Kissimmee. Our Kissimmee real estate stats and trends will give you more information about home buying and selling trends in Kissimmee. If you're looking to sell your home in the Kissimmee area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Kissimmee with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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