Homes with Pools for Sale in Osceola County, FL

5,243 homes

Sort:

Recommended

NEW 1 HR AGO

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
3/2.. .1 car garage, needs a little updating but ready to move in. A pool and pond view you'll just love for sure. Location is everything, home is located 5mins from Turnpike access; Disney World, Sea World, City Walk and many other attractions are just mins away. In addition, Entertainment, Shopping and Fine Dining are all around you. Don't wait, it won't last! FYI: New Roof installed in 2018; New HAVC in 2015; New Water Heater in 2019; New carpet installed last wk!

$324,900

3 beds2 baths1,326 sq ft

318 Plumwood Cir, Kissimmee, FL 34743

Pond view • Turnpike access • New hvac

NEW 1 HR AGO

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Discover your dream home in the desirable, well-established neighborhood Harmony, Florida! This beautifully maintained two-story residence features 4 bedrooms and 2 ½ baths, set on an oversized lot with a timeless traditional design. The roof was recently replaced in April 2024, and the property includes numerous upgrades such as a vinyl fence, patio extension, and a 240v EV Charger receptacle in the garage. Enjoy the new appliances including a dishwasher, stove and hot water heater. The home is adorned with updated light fixtures and door handles throughout, as well as a splash of technology with a Wi-Fi-controlled irrigation system and a NEST thermostat on the first floor. Step ins

$425,000

4 beds2.5 baths2,552 sq ft

3308 Primrose Willow Dr, Saint Cloud, FL 34773

Patio extension • New appliances • Oversized lot

OPEN SAT, 12PM TO 3PM

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
LIVE LIKE A CHAMPION! STATE-OF-THE-ART POOL HOME FULL GOLF & TENNIS MEMBERSHIP INCLUDED IN HOA! Welcome to 1386 Olympic Club, a stunning Kennedy model and meticulously maintained 4-bedroom, 3-bath, 3-car garage pool home built in 2019, located in Phase 3 of the prestigious ChampionsGate Country Club. What truly sets this home apart is its professional interior design and show-stopping, fully automated pool. Every finish, upgrade, and detail was intentionally selected to create a cohesive, elevated living experience. From the moment you enter, it’s clear this residence was curated—not simply upgraded—resulting in a true showpiece that stands among the finest homes in

$599,000

4 beds3 baths2,287 sq ft

1386 Olympic Club Blvd, Champions Gate, FL 33896

Custom booth seating • Quartz pavers • Fully automated pool

NEW 1 HR AGO3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Welcome to this well-located 3-bedroom, 2-bath home in the heart of St. Cloud, situated on an oversized corner lot of nearly 1/4 acre—offering extra space, added privacy, and room to grow. Inside, the home features a functional, easy-flow layout where the living, dining, and kitchen areas connect naturally, creating a comfortable setting for both everyday living and casual entertaining. Natural light enhances the space and gives the home a warm, inviting feel throughout. The kitchen is equipped with stainless steel appliances and ample cabinetry, providing a practical and welcoming space for meal prep and gathering with family or friends. Each bedroom is generously sized and filled wi

$290,000

3 beds2 baths1,494 sq ft

1700 Missouri Ave, Saint Cloud, FL 34769

Oversized corner lot • Ample cabinetry • Outdoor entertaining

OPEN SAT TO 3PM

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
* * * FULL GOLF & TENNIS MEMBERSHIP INCLUDED with the HOA! * * * Located across from the iconic 18th hole of ChampionsGate Country Club, this spectacularly upgraded 4-bedroom, 3-bath home with a 3-car garage delivers the lifestyle most only dream about. From the moment you arrive, the light-filled open floor plan impresses with granite countertops, 42” solid wood cabinetry, upgraded flooring, plantation shutters, designer lighting, fresh interior paint, custom wall accents, a show-stopping custom fireplace, barn door, and beautifully crafted custom closets—every detail thoughtfully curated and completely move-in ready. The expansive screened lanai is your private outd

$499,000

4 beds3 baths2,381 sq ft

1396 Palmetto Dunes St, Davenport, FL 33896

Custom fireplace • Full golf membership • Screened lanai

Property at 1801 Eastern Ave, Saint Cloud, FL 34769, 3 beds, 2 baths

$475,000

3 beds2 baths2,027 sq ft

1801 Eastern Ave, Saint Cloud, FL 34769

Property at 4916 Parkview Dr, Saint Cloud, FL 34771, 5 beds, 3 baths

$775,000

5 beds3 baths3,138 sq ft

4916 Parkview Dr, Saint Cloud, FL 34771

Property at 2761 Eagle Glen Cir, Kissimmee, FL 34746, 4 beds, 2 baths

$365,000

4 beds2 baths1,952 sq ft

2761 Eagle Glen Cir, Kissimmee, FL 34746

Property at 3964 Carrick Bend Dr, Kissimmee, FL 34746, 4 beds, 3 baths

$509,990

4 beds3 baths2,424 sq ft

3964 Carrick Bend Dr, Kissimmee, FL 34746

Property at 6346 Bennett Ct, Saint Cloud, FL 34771, 3 beds, 2 baths

$699,999

3 beds2 baths2,694 sq ft

6346 Bennett Ct, Saint Cloud, FL 34771

Property at 2575 Pine Preserve Ct, Saint Cloud, FL 34771, 3 beds, 3 baths

$759,000

3 beds3 baths2,483 sq ft

2575 Pine Preserve Ct, Saint Cloud, FL 34771

Property at 7740 Sandy Ridge Dr #211, Reunion, FL 34747, 4 beds, 3.5 baths

$490,000

4 beds3.5 baths2,630 sq ft

7740 Sandy Ridge Dr #211, Reunion, FL 34747

Property at 8103 Coconut Palm Way #302, Kissimmee, FL 34747, 2 beds, 2 baths

$232,500

2 beds2 baths1,022 sq ft

8103 Coconut Palm Way #302, Kissimmee, FL 34747

Property at 6895 Botanic Blvd, Harmony, FL 34773, 4 beds, 2 baths

$375,900

4 beds2 baths1,716 sq ft

6895 Botanic Blvd, Harmony, FL 34773

Property at 701 Westpark Way #203, Kissimmee, FL 34747, 2 beds, 2 baths

$349,800

2 beds2 baths1,360 sq ft

701 Westpark Way #203, Kissimmee, FL 34747

Property at 1270 Celebration Ave, Kissimmee, FL 34747, 2 beds, 2.5 baths

$495,000

2 beds2.5 baths1,440 sq ft

1270 Celebration Ave, Kissimmee, FL 34747

Property at 3523 Forest Park Dr, Kissimmee, FL 34746, 4 beds, 2.5 baths

$580,000

4 beds2.5 baths2,123 sq ft

3523 Forest Park Dr, Kissimmee, FL 34746

Property at 547 Brighton Ct, Kissimmee, FL 34758, 4 beds, 2.5 baths

$350,000

4 beds2.5 baths2,691 sq ft

547 Brighton Ct, Kissimmee, FL 34758

Property at 5114 Sage Way, Kissimmee, FL 34758, 4 beds, 2 baths

$340,000

4 beds2 baths1,731 sq ft

5114 Sage Way, Kissimmee, FL 34758

Property at 8023 Acadia Estates Ct, Kissimmee, FL 34747, 7 beds, 6.5 baths

$595,000

7 beds6.5 baths2,884 sq ft

8023 Acadia Estates Ct, Kissimmee, FL 34747

Property at 4902 Monarch Ln, Kissimmee, FL 34746, 4 beds, 2.5 baths

$404,900

4 beds2.5 baths1,874 sq ft

4902 Monarch Ln, Kissimmee, FL 34746

Property at 107 Grinnell Pl, Kissimmee, FL 34747, 4 beds, 2.5 baths

$699,900

4 beds2.5 baths2,035 sq ft

107 Grinnell Pl, Kissimmee, FL 34747

Property at 1427 Thunderbird Rd, Davenport, FL 33896, 6 beds, 6 baths

$549,900

6 beds6 baths3,339 sq ft

1427 Thunderbird Rd, Davenport, FL 33896

Property at 1809 Edinburgh St, Kissimmee, FL 34743, 3 beds, 2 baths

$344,999

3 beds2 baths1,308 sq ft

1809 Edinburgh St, Kissimmee, FL 34743

Property at 4165 Key Colony Pl, Kissimmee, FL 34746, 4 beds, 2.5 baths

$385,000

4 beds2.5 baths2,156 sq ft

4165 Key Colony Pl, Kissimmee, FL 34746

Property at 204 Hidden Springs Cir, Kissimmee, FL 34743, 4 beds, 2.5 baths

$424,900

4 beds2.5 baths1,655 sq ft

204 Hidden Springs Cir, Kissimmee, FL 34743

Property at 8010 Tuscany Way #5101, Davenport, FL 33896, 3 beds, 2 baths

$195,000

3 beds2 baths1,244 sq ft

8010 Tuscany Way #5101, Davenport, FL 33896

Property at 2660 Breaker Ln, Kissimmee, FL 34746, 4 beds, 3.5 baths

$560,000

4 beds3.5 baths2,660 sq ft

2660 Breaker Ln, Kissimmee, FL 34746

Property at 350 Muirfield Loop, Reunion, FL 34747, 12 beds, 13 baths

$5,749,900

12 beds13 baths12,962 sq ft

350 Muirfield Loop, Reunion, FL 34747

Property at 7649 Fairfax Dr, Kissimmee, FL 34747, 8 beds, 6.5 baths

$849,900

8 beds6.5 baths3,609 sq ft

7649 Fairfax Dr, Kissimmee, FL 34747

Property at 2579 Hunley Loop, Kissimmee, FL 34743, 6 beds, 4.5 baths

$559,990

6 beds4.5 baths3,948 sq ft

2579 Hunley Loop, Kissimmee, FL 34743

Property at 2601 Blowing Breeze Ave, Kissimmee, FL 34744, 4 beds, 2 baths

$370,000

4 beds2 baths1,580 sq ft

2601 Blowing Breeze Ave, Kissimmee, FL 34744

Property at 841 W Birchwood Cir, Kissimmee, FL 34743, 2 beds, 2 baths

$300,000

2 beds2 baths1,162 sq ft

841 W Birchwood Cir, Kissimmee, FL 34743

Property at 2360 Eagle Talon Ct, Kissimmee, FL 34746, 4 beds, 3 baths

$550,000

4 beds3 baths2,604 sq ft

2360 Eagle Talon Ct, Kissimmee, FL 34746

Property at 1200 Massachusetts Ave, Saint Cloud, FL 34769, 2 beds, 2 baths

$184,500

2 beds2 baths1,119 sq ft

1200 Massachusetts Ave, Saint Cloud, FL 34769

Property at 2543 Holtrock St, Kissimmee, FL 34747, 6 beds, 4 baths

$619,000

6 beds4 baths2,812 sq ft

2543 Holtrock St, Kissimmee, FL 34747

Property at 14838 Lone Eagle Dr, Orlando, FL 32837, 4 beds, 2 baths

$510,000

4 beds2 baths2,360 sq ft

14838 Lone Eagle Dr, Orlando, FL 32837

Property at 2930 Polynesian Isle Blvd #245, Kissimmee, FL 34746, 1 bed, 1 bath

$65,000

1 bed1 bath300 sq ft

2930 Polynesian Isle Blvd #245, Kissimmee, FL 34746

Property at 2731 Creekmore Ct, Kissimmee, FL 34746, 3 beds, 2 baths

$355,000

3 beds2 baths1,474 sq ft

2731 Creekmore Ct, Kissimmee, FL 34746

Property at 4831 Coral Castle Dr, Kissimmee, FL 34746, 3 beds, 2.5 baths

$289,000

3 beds2.5 baths1,762 sq ft

4831 Coral Castle Dr, Kissimmee, FL 34746

Property at 1615 Shepherd Ln, Intercession City, FL 33848, 2 beds, 2 baths

$220,000

2 beds2 baths541 sq ft

1615 Shepherd Ln, Intercession City, FL 33848

Viewing page 1 of 9

Based on information submitted to the MLS GRID as of Thu Jan 01 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 5243 homes with pools for sale in Osceola County at a median listing price of $420K. 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 107 days and receive 2 offers. This map is refreshed with the newest listings in Osceola County every 15 minutes.

In the past month, 508 homes have been sold in Osceola County. In addition to houses in Osceola County, there were also 716 condos, 1268 townhouses, and 15 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.

More real estate resources for Osceola County, FL

Nearby Counties

Cities

Nearby Counties with Homes with Pools

Nearby Cities with Homes with Pools

More to explore in Osceola County, FL

How to buy a house in Osceola County, FL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Florida

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.