Homes with Pools for Sale in Osceola County, FL

3,533 homes

Sort:

Recommended

VIDEO TOUR

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Imagine riding your bike along Celebration's picturesque trails, winding beneath majestic oak trees and over charming wooden boardwalks as you make your way to Downtown Celebration. Stop for your favorite coffee, browse the Sunday Farmers Market, enjoy lunch at one of the inviting restaurants, or simply stroll the lakeside streets that make the town Disney built one of the most beloved communities in Florida. Now imagine coming home. Welcome to 839 Lake Evalyn Street—one of Celebration's coveted Storybook Homes, beautifully remodeled and thoughtfully expanded to blend timeless charm with modern living. Nestled on a private conservation homesite with no rear neighbors, this enchanting

$899,000

5 beds3 baths2,197 sq ft

839 Lake Evalyn Dr, Celebration, FL 34747

Conservation lot • Bike storage unit • Dedicated office

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Virtually Staged. LOCATION!!! One of the best opportunities to buy a charming Golf front and Pond view home in West Village! (Please note that some photos are virtually staged!) This amazing single family home features 4 bedrooms and 3.5 baths, 2 car detached garage! Both floors have a beautiful, spacious balcony! It offers a spacious master suite on 1st floor! Wonderful floor plan with plenty of space to relax. Office/Den and formal dining area in front rooms. 3 Guest rooms upstairs w/ french doors open to a front porch. Light and bright kitchen opens to family room with a beautiful fireplace. Sit and enjoy the amazing views and sunsets on your double porches. Walking distance to school, p

$1,299,990

4 beds3.5 baths3,007 sq ft

934 Westpark Dr, Celebration, FL 34747

Master suite • Spacious balcony • Pond view home

OPEN SUN, 12PM TO 4PM

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Come see this beautiful large Celebration home with a private detached guest/in-law apartment, and located in a conservation setting! Nestled on a quiet cul-de-sac in Celebration’s South Village, this beautifully maintained “Grady Craftsman” by David Weekley Homes offers the perfect blend of timeless charm, modern comfort, and exceptional versatility. Set on an oversized corner lot backing onto wooded conservation, this 5-bedroom, 2.5-bath residence delivers privacy, elegance, and the true essence of Celebration living. The inviting covered front porch, mature landscaping, brick paver gated driveway, and picturesque setting create unforgettable curb appeal. Inside, some 2

$999,500

4 beds3.5 baths2,915 sq ft

1101 Banks Rose Ct, Celebration, FL 34747

Oversized corner lot • Private garden area • Greenhouse

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Priced to sell!! Fully furnished beautifully remodeled 3-bedrrom, 2 full-bath apartment offered fully furnished and move-in ready. This property includes all kitchen appliances, washer & dryer, and waterproof luxury vinyl floor. Condo roof renovated in 2025. Ideal for multiple uses, including primary residence, long-term rental, or short-term rental/Airbnb. Conveniently located near major Orlando attraction parks as Disney World, Universal Orlando, Sea World. In addition, the shopping, dining, and entertainment options are countless. An excellent opportunity for investors or homeowners seeking flexibility, comfort, and a prime location in the heart or Orlando. Community features: pool

$194,900

3 beds2 baths1,287 sq ft

2731 N Poinciana Blvd #105, Kissimmee, FL 34746

Remodeled apartment • Community pool • Renovated condo roof

3D & VIDEO TOUR

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Step into the lifestyle you’ve always dreamed of in this beautifully updated Buckingham model 5-bedroom 3-bath home perfectly situated on an oversized corner lot in Phase 1 of Champions Gate Country Club. With your FULL GOLF & TENNIS MEMBERSHIP INCLUDED, you’ll enjoy unlimited access to championship golf, pickleball, tennis, and exclusive club amenities. Life here is about more than just the home—it’s about the resort lifestyle. Spend your days at the Oasis Club, where you’ll find a 14,000+ sq. ft. clubhouse with a restaurant, bar, lazy river, waterslide, gym, movie theater, business center, and arcade. Take advantage of The Plaza’s EXCLUSIVE PRIVAT

$575,000

5 beds3 baths3,623 sq ft

1301 Gleneagles Ln, Championsgate, FL 33896

Oversized corner lot • 14 • 000 clubhouse

Property at 3 Cecilia Way, Kissimmee, FL 34758, 3 beds, 2 baths

$260,000

3 beds2 baths1,606 sq ft

3 Cecilia Way, Kissimmee, FL 34758

Property at 3115 Fox Squirrel Dr #3115, Kissimmee, FL 34741, 3 beds, 2 baths

$159,900

3 beds2 baths1,250 sq ft

3115 Fox Squirrel Dr #3115, Kissimmee, FL 34741

Property at 4560 E Yellowgold Rd Apt 105, Kissimmee, FL 34746, 3 beds, 2 baths

$220,000

3 beds2 baths1,296 sq ft

4560 E Yellowgold Rd Apt 105, Kissimmee, FL 34746

Property at 151 Hideaway Beach Ln, Kissimmee, FL 34746, 5 beds, 3 baths

$425,000

5 beds3 baths1,940 sq ft

151 Hideaway Beach Ln, Kissimmee, FL 34746

Property at 3052 Parrot Head Pl, Kissimmee, FL 34747, 8 beds, 9 baths

$1,349,000

8 beds9 baths4,815 sq ft

3052 Parrot Head Pl, Kissimmee, FL 34747

Property at 1885 Gobi Dr, Kissimmee, FL 34747, 8 beds, 6 baths

$629,999

8 beds6 baths4,041 sq ft

1885 Gobi Dr, Kissimmee, FL 34747

Property at 225 Celebration Pl #526, Kissimmee, FL 34747, 2 beds, 2 baths

$149,999

2 beds2 baths1,067 sq ft

225 Celebration Pl #526, Kissimmee, FL 34747

Property at 1869 Nice Ct, Kissimmee, FL 34747, 5 beds, 4 baths

$445,000

5 beds4 baths2,492 sq ft

1869 Nice Ct, Kissimmee, FL 34747

Property at 2780 Avian Loop, Kissimmee, FL 34741, 4 beds, 3 baths

$439,900

4 beds3 baths2,176 sq ft

2780 Avian Loop, Kissimmee, FL 34741

Property at 2780 Vickie Ct, Kissimmee, FL 34744, 10 beds, 7.5 baths

$3,499,000

10 beds7.5 baths9,881 sq ft

2780 Vickie Ct, Kissimmee, FL 34744

Property at 1524 The Oaks Blvd, Kissimmee, FL 34746, 4 beds, 2.5 baths

$534,900

4 beds2.5 baths2,829 sq ft

1524 The Oaks Blvd, Kissimmee, FL 34746

Property at 7739 Teascone Blvd, Kissimmee, FL 34747, 4 beds, 4 baths

$537,000

4 beds4 baths1,878 sq ft

7739 Teascone Blvd, Kissimmee, FL 34747

Property at 770 Siena Palm Dr #203, Celebration, FL 34747, 1 bed, 1 bath

$230,000

1 bed1 bath792 sq ft

770 Siena Palm Dr #203, Celebration, FL 34747

Property at 1405 Lisbon Ct, Davenport, FL 33896, 3 beds, 2.5 baths

$279,000

3 beds2.5 baths2,059 sq ft

1405 Lisbon Ct, Davenport, FL 33896

Property at 1007 Siena Park Blvd E, Celebration, FL 34747, 3 beds, 2 baths

$469,000

3 beds2 baths1,465 sq ft

1007 Siena Park Blvd E, Celebration, FL 34747

Property at 7740 Sandy Ridge Dr #113, Reunion, FL 34747, 3 beds, 2.5 baths

$274,900

3 beds2.5 baths1,491 sq ft

7740 Sandy Ridge Dr #113, Reunion, FL 34747

Property at 8019 Acadia Estates Ct, Kissimmee, FL 34747, 7 beds, 6.5 baths

$532,500

7 beds6.5 baths2,884 sq ft

8019 Acadia Estates Ct, Kissimmee, FL 34747

Property at 5043 Vantage Ct, Saint Cloud, FL 34772, 3 beds, 3 baths

$449,900

3 beds3 baths2,365 sq ft

5043 Vantage Ct, Saint Cloud, FL 34772

Property at 3255 Tucker Ave, Saint Cloud, FL 34772, 4 beds, 2.5 baths

$834,900

4 beds2.5 baths2,273 sq ft

3255 Tucker Ave, Saint Cloud, FL 34772

Property at 7770 Sandy Ridge Dr #110, Reunion, FL 34747, 3 beds, 2.5 baths

$270,000

3 beds2.5 baths1,491 sq ft

7770 Sandy Ridge Dr #110, Reunion, FL 34747

Property at 1861 Nice Ct, Kissimmee, FL 34747, 7 beds, 5.5 baths

$550,000

7 beds5.5 baths3,281 sq ft

1861 Nice Ct, Kissimmee, FL 34747

Property at 2930 Polynesian Isle Blvd #117, Kissimmee, FL 34746, 2 beds, 1 bath

$78,000

2 beds1 bath— sq ft

2930 Polynesian Isle Blvd #117, Kissimmee, FL 34746

(305) 967-6329

Property at 4324 Pine Lake Dr, Saint Cloud, FL 34769, 5 beds, 3 baths

$475,000

5 beds3 baths2,164 sq ft

4324 Pine Lake Dr, Saint Cloud, FL 34769

Property at 4670 Capital Blvd, Saint Cloud, FL 34769, 3 beds, 2.5 baths

$277,900

3 beds2.5 baths1,926 sq ft

4670 Capital Blvd, Saint Cloud, FL 34769

Property at 751 Golden Bear Dr, Reunion, FL 34747, 9 beds, 10 baths

$3,650,000

9 beds10 baths8,151 sq ft

751 Golden Bear Dr, Reunion, FL 34747

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

$484,900

4 beds3 baths2,424 sq ft

3964 Carrick Bend Dr, Kissimmee, FL 34746

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

$555,000

7 beds6.5 baths3,346 sq ft

8023 Acadia Estates Ct, Kissimmee, FL 34747

Property at 84 E Marbrisa Way, Kissimmee, FL 34743, 2 beds, 1 bath

$179,000

2 beds1 bath750 sq ft

84 E Marbrisa Way, Kissimmee, FL 34743

Property at 2726 Oxymoron Way, Kissimmee, FL 34746, 8 beds, 5 baths

$898,000

8 beds5 baths4,289 sq ft

2726 Oxymoron Way, Kissimmee, FL 34746

Property at 1357 Venezia Ct #302, Davenport, FL 33896, 2 beds, 2 baths

$159,990

2 beds2 baths1,112 sq ft

1357 Venezia Ct #302, Davenport, FL 33896

Property at 1105 Seasons Blvd, Kissimmee, FL 34746, 4 beds, 3 baths

$370,000

4 beds3 baths1,940 sq ft

1105 Seasons Blvd, Kissimmee, FL 34746

Property at 8923 Cuban Palm Rd, Kissimmee, FL 34747, 5 beds, 5 baths

$469,980

5 beds5 baths3,015 sq ft

8923 Cuban Palm Rd, Kissimmee, FL 34747

Property at 7863 Palmilla Ct, Reunion, FL 34747, 6 beds, 7 baths

$1,990,000

6 beds7 baths5,955 sq ft

7863 Palmilla Ct, Reunion, FL 34747

Property at 2513 Dharma Cir, Kissimmee, FL 34746, 4 beds, 3 baths

$429,990

4 beds3 baths1,546 sq ft

2513 Dharma Cir, Kissimmee, FL 34746

Property at 8209 Roseville Rd, Davenport, FL 33896, 4 beds, 3.5 baths

$353,000

4 beds3.5 baths2,060 sq ft

8209 Roseville Rd, Davenport, FL 33896

Property at 436 Bloomfield Dr, Kissimmee, FL 34758, 3 beds, 2 baths

$315,000

3 beds2 baths1,825 sq ft

436 Bloomfield Dr, Kissimmee, FL 34758

Viewing page 73 of 87

Based on information submitted to the MLS GRID as of Sat Sep 26 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 3531 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, 700 homes have been sold in Osceola County. In addition to houses in Osceola County, there were also 724 condos, 1252 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.

More real estate resources for Osceola County, FL

Cities

Nearby Counties

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

7 Redfin agents serving Osceola County

141

Deals*

4.9

Satisfaction

1054

Homes closed*

* Data from the last year

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

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.