Homes with Pools for Sale in Osceola County, FL

3,534 homes

Sort:

Recommended

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Fully Furnished Condo-Hotel Just 2 Miles from Disney! Welcome to this beautifully maintained, turn-key condo-hotel unit in a prime location, only minutes from Walt Disney World and within 30 minutes of Universal Orlando, SeaWorld, and Downtown Orlando. Perfectly situated near distance of shops, restaurants, and entertainment. Guests enjoy full hotel-style amenities, including a concierge desk, complimentary shuttle service to all major theme parks, daily breakfast, free Wi-Fi, and a relaxing resort-style pool. This updated unit features modern décor, two comfortable queen beds, a 49" flat-screen TV, and a kitchenette equipped with a mini-fridge and microwave—ideal for shor

$41,000

1 bed1 bath304 sq ft

3000 Maingate Ln #327, Kissimmee, FL 34747

Concierge desk • Free wi-fi • Daily breakfast

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
THIS IS A NEWLY RENOVATED BEAUTIFUL FOUR (4)BEDROOM HOME WITH TWO (20 FULL BATHROOMS AND (1/2 ) ANOTHER FOR RECEIVING GUESTS, WITH PROFESSIONALLY INSTALLED LAMINATE FLOORS ON THE FIRST FLOOR + A BEAUTIFUL KITCHEN WITH SOLID GRANITE COUNTERTOPS, A BEAUTIFUL NEW AND VERY COMFORTABLE FLOOR ON THE SECOND FLOOR TO BRAND NEW. DOWNSTAIRS IS THE LIVING ROOM + BREAKFAST BAR + FAMILY ROOM + MANY SPACES + A SPACIOUS SIDE-TO-SIDE PATIO WHERE YOU CAN PLAN MANY IDEAS TO ENJOY AND TAKE ADVANTAGE OF THE BACK AREA OF THE HOUSE. EITHER TO PLACE A POOL, A BARBECUE AREA, OR ADD A SCREENED PORCH, OR A FLORIDA ROOM TO ENJOY SUNRISE, SUNSETS TO INVITE AND ENJOY WITH FAMILY OR FRIENDS. THE COMMUNITY HAS COMMON AR

$389,000

4 beds2.5 baths2,396 sq ft

2508 Baykal Dr, Kissimmee, FL 34746

Clubhouse • Tennis courts • Pool

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Welcome to 2956 Salted Rim Road, a stunning 2 bedroom, 2 bathroom cottage located in the heart of Margaritaville Resort! This immaculately kept, highly sought after floorplan, rents extremely well and is just moments away from the theme parks. Fully furnished with Margaritaville's signature furniture package and decor, this cottage offers two primary bedrooms, one downstairs and one upstairs, POLLYWOOD balcony furniture off the upstairs bedroom, BOSE IN CEILING SURROUND SOUND, high end wood look tile throughout, upgraded quartz countertops, wooden stairs, oversized private owners closet, high ceilings, and so much more. Step out onto the spacious back patio to relax in your private oasis, o

$372,999

2 beds2 baths1,188 sq ft

2956 Salted Rim Rd, Kissimmee, FL 34747

Fitness center • Lush walking trails • Full service spa

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
PRICE REDUCTION ON THIS AMAZING PROPERTY! SELLER MOTIVATED! Welcome to your dream oasis! This spacious 4-bedroom, 3-bathroom pool home is perfectly situated on a generous . 65-acre lot in a prime location, just minutes from Orlando International Airport and the Veterans Hospital, next to Lake Nona, one of the most desirable neighborhoods in Orlando. Step inside to discover a bright and inviting layout that seamlessly blends comfort and style. The heart of the home features living area that flows effortlessly into the gourmet kitchen, making it ideal for entertaining family and friends. Outside, you'll find your personal paradise with a shimmering pool surrounded by lush landscaping, offerin

$665,000

4 beds3 baths1,936 sq ft

4735 Chelsea Ct, Kissimmee, FL 34744

Updated electrical • Generous lot • Gourmet kitchen

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Welcome to 1148 Grand Traverse Pkwy, a stunning 21,397 sq. ft. estate that redefines the meaning of luxury living. This extraordinary 16-bedroom, 18-bathroom home comfortably accommodates up to 36 guests, making it the ultimate destination for family reunions, group retreats, milestone celebrations, or even your dream home for gatherings with family and friends. With its unparalleled amenities and contemporary design, this property is a premier vacation rental with a proven track record of success. Upon entering this magnificent property, you are greeted by grand interiors with high-end finishes, expansive living spaces, and the ultimate resort living experience Florida has to offer. The ch

$14,500,000

16 beds19 baths17,694 sq ft

1148 Grand Traverse Pkwy, Reunion, FL 34747

Arcade game room • In home gym • Basketball court

Property at 2988 Salted Rim Rd, Kissimmee, FL 34747, 3 beds, 3 baths

$475,000

3 beds3 baths1,564 sq ft

2988 Salted Rim Rd, Kissimmee, FL 34747

Property at 2808 Deerfield St, Saint Cloud, FL 34771, 4 beds, 2 baths

$549,990

4 beds2 baths2,178 sq ft

2808 Deerfield St, Saint Cloud, FL 34771

Property at 1995 Majorca Dr, Kissimmee, FL 34747, 5 beds, 4.5 baths

$387,500

5 beds4.5 baths2,263 sq ft

1995 Majorca Dr, Kissimmee, FL 34747

Property at 1991 Key Bay Trl, Kissimmee, FL 34747, 2 beds, 2 baths

$293,000

2 beds2 baths1,437 sq ft

1991 Key Bay Trl, Kissimmee, FL 34747

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 1407 Water Lilly Ln, Kissimmee, FL 34744, 5 beds, 4.5 baths

$930,000

5 beds4.5 baths3,845 sq ft

1407 Water Lilly Ln, Kissimmee, FL 34744

Property at 5829 Guenevere Ct, Saint Cloud, FL 34772, 4 beds, 3 baths

$499,999

4 beds3 baths2,594 sq ft

5829 Guenevere Ct, Saint Cloud, FL 34772

Property at 2074 Flora Pass Pl, Kissimmee, FL 34747, 3 beds, 2 baths

$579,000

3 beds2 baths2,130 sq ft

2074 Flora Pass Pl, Kissimmee, FL 34747

Property at 2201 San Vittorino Cir #108, Kissimmee, FL 34741, 4 beds, 3 baths

$230,000

4 beds3 baths1,470 sq ft

2201 San Vittorino Cir #108, Kissimmee, FL 34741

Property at 3824 Blue Dasher Dr, Kissimmee, FL 34744, 5 beds, 3 baths

$499,990

5 beds3 baths3,783 sq ft

3824 Blue Dasher Dr, Kissimmee, FL 34744

Property at 1402 Titian Ct, Reunion, FL 34747, 5 beds, 4.5 baths

$925,000

5 beds4.5 baths2,775 sq ft

1402 Titian Ct, Reunion, FL 34747

Property at 1285 S South Beach Circle Cir, Kissimmee, FL 34746, 3 beds, 2.5 baths

$195,000

3 beds2.5 baths1,468 sq ft

1285 S South Beach Circle Cir, Kissimmee, FL 34746

Property at 2540 Albany Dr, Kissimmee, FL 34758, 6 beds, 4 baths

$680,000

6 beds4 baths3,817 sq ft

2540 Albany Dr, Kissimmee, FL 34758

Property at 3012 Villa Preciosa Dr, Kissimmee, FL 34744, 4 beds, 2 baths

$434,900

4 beds2 baths2,074 sq ft

3012 Villa Preciosa Dr, Kissimmee, FL 34744

Property at 1231 Wright Cir #108, Celebration, FL 34747, 4 beds, 2 baths

$467,000

4 beds2 baths1,834 sq ft

1231 Wright Cir #108, Celebration, FL 34747

Property at 2218 Grand Cayman Ct, Kissimmee, FL 34741, 37 beds, 37 baths

$3,426,816

37 beds37 baths20,092 sq ft

2218 Grand Cayman Ct, Kissimmee, FL 34741

Property at 7955 Haverhill Way, Reunion, FL 34747, 4 beds, 2.5 baths

$384,990

4 beds2.5 baths2,089 sq ft

7955 Haverhill Way, Reunion, FL 34747

Property at 8809 Cruden Bay Ct, Davenport, FL 33896, 8 beds, 5 baths

$675,000

8 beds5 baths3,915 sq ft

8809 Cruden Bay Ct, Davenport, FL 33896

Property at 3151 Sunset Walk Dr #1202, Kissimmee, FL 34747, 1 bed, 1 bath

$280,000

1 bed1 bath745 sq ft

3151 Sunset Walk Dr #1202, Kissimmee, FL 34747

Property at 2530 Baykal Dr, Kissimmee, FL 34746, 4 beds, 2.5 baths

$380,000

4 beds2.5 baths2,396 sq ft

2530 Baykal Dr, Kissimmee, FL 34746

Property at 7864 Palmilla Ct, Reunion, FL 34747, 9 beds, 10.5 baths

$1,950,000

9 beds10.5 baths6,300 sq ft

7864 Palmilla Ct, Reunion, FL 34747

Property at 3228 Running Bear Way, Kissimmee, FL 34746, 3 beds, 2 baths

$379,000

3 beds2 baths1,377 sq ft

3228 Running Bear Way, Kissimmee, FL 34746

Property at 4405 Teka Ln, Saint Cloud, FL 34772, 2 beds, 2 baths

$124,999

2 beds2 baths1,352 sq ft

4405 Teka Ln, Saint Cloud, FL 34772

Property at 7513 Marker Ave, Kissimmee, FL 34747, 8 beds, 7 baths

$609,900

8 beds7 baths3,412 sq ft

7513 Marker Ave, Kissimmee, FL 34747

Property at 1839 Good Neighbor Loop, Kissimmee, FL 34744, 4 beds, 4 baths

$465,000

4 beds4 baths2,717 sq ft

1839 Good Neighbor Loop, Kissimmee, FL 34744

Property at 5550 Sabal Dr, Saint Cloud, FL 34771, 4 beds, 3.5 baths

$598,500

4 beds3.5 baths3,145 sq ft

5550 Sabal Dr, Saint Cloud, FL 34771

Property at 2915 Pembridge St, Kissimmee, FL 34747, 4 beds, 2.5 baths

$499,000

4 beds2.5 baths2,113 sq ft

2915 Pembridge St, Kissimmee, FL 34747

(305) 200-1125

Property at 2206 Antigua Pl, Kissimmee, FL 34741, 24 beds, 22 baths

$2,250,000

24 beds22 baths12,004 sq ft

2206 Antigua Pl, Kissimmee, FL 34741

Property at 131 S Roma Way, Kissimmee, FL 34746, 4 beds, 3 baths

$399,000

4 beds3 baths1,740 sq ft

131 S Roma Way, Kissimmee, FL 34746

Property at 3394 Hawkin Dr, Kissimmee, FL 34746, 3 beds, 2 baths

$415,000

3 beds2 baths1,540 sq ft

3394 Hawkin Dr, Kissimmee, FL 34746

Property at 1284 Grand Traverse Pkwy, Reunion, FL 34747, 7 beds, 6 baths

$1,530,000

7 beds6 baths5,917 sq ft

1284 Grand Traverse Pkwy, Reunion, FL 34747

Property at 7663 Sir Kaufmann Ct, Kissimmee, FL 34747, 3 beds, 3 baths

$380,000

3 beds3 baths1,440 sq ft

7663 Sir Kaufmann Ct, Kissimmee, FL 34747

Property at 1584 Sandbagger Dr, Davenport, FL 33896, 8 beds, 5 baths

$675,000

8 beds5 baths3,909 sq ft

1584 Sandbagger Dr, Davenport, FL 33896

Property at 4011 Venetian Bay Dr #101, Kissimmee, FL 34741, 4 beds, 3 baths

$250,000

4 beds3 baths1,470 sq ft

4011 Venetian Bay Dr #101, Kissimmee, FL 34741

Property at 8100 Princess Palm Ln #203, Kissimmee, FL 34747, 3 beds, 2 baths

$213,000

3 beds2 baths1,268 sq ft

8100 Princess Palm Ln #203, Kissimmee, FL 34747

Property at 3184 Caribbean Soul Dr, Kissimmee, FL 34747, 4 beds, 3 baths

$439,000

4 beds3 baths1,712 sq ft

3184 Caribbean Soul Dr, Kissimmee, FL 34747

Viewing page 82 of 87

Based on information submitted to the MLS GRID as of Sun Sep 27 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 3532 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.