Homes with Pools for Sale in Osceola County, FL

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ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Exceptional Windsor Hills Pool Home with One of the Community’s Most Spectacular Views! Welcome to 2568 Archfeld Boulevard, where luxury, comfort, and investment potential come together in one of Central Florida’s premier vacation home communities. This beautifully appointed home offers soaring 10-foot ceilings, creating an open, spacious feel that sets it apart from the competition. Designed with entertaining in mind, the custom garage game room provides endless fun for guests while maximizing rental appeal. The home is being offered fully furnished with a designer furniture package, allowing you to begin enjoying or renting the property immediately. Step outside and discove

$569,900

4 beds4 baths1,824 sq ft

2568 Archfeld Blvd, Kissimmee, FL 34747

Private pool • Outdoor oasis • 7,318 sq ft lot

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
This condo, a one-bedroom, one-bath, is located in the Celebration Town Center. Second floor with elevator access. With a restaurant, stores, and easy access to I-4. It is located 10 minutes from Disney Parks and Disney Springs. New stainless steel appliances, new AC, and water heater. Balcony just off the living room and another balcony from the master bedroom. Perfect for vacation or permanent living.

$298,000

1 bed1 bath640 sq ft

600 Market St #230, Celebration, FL 34747

Water heater • New ac • Elevator access

OPEN SAT, 12PM TO 2PM

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
FULL GOLF & TENNIS MEMBERSHIP INCLUDED IN THE HOA – RESORT-STYLE LIVING AT ITS FINEST! Welcome to this beautifully maintained Hideaway model in the gated community of ChampionsGate Country Club, where luxury living meets world-class amenities. Built in 2020, this 4-bedroom, 2-bathroom home is perfectly positioned on a premium homesite overlooking a tranquil pond and fountain with peaceful conservation beyond. The desirable east-facing rear exposure provides spectacular sunrises each morning, while evenings bring the opportunity to enjoy fireworks and Florida rocket launches from the comfort of your fully screened lanai. Inside, you’ll find a bright, open-concept floor plan

$440,000

4 beds2 baths2,269 sq ft

1077 Downswing Pl, Davenport, FL 33896

Premium homesite • Full golf membership • Screened lanai

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ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
OWNER HAS BLOCKED THE HOME TO ALLOW SHOWINGS SUNDAY - THURSDAY, * * Experience the perfect blend of luxury, lifestyle, and investment potential in this beautifully appointed 4-bedroom, 3-bath condominium located within the sought-after Spectrum at Reunion Resort. Offered fully furnished and professionally decorated, this turnkey residence is ready for immediate enjoyment as a primary residence, vacation home, or income-producing short-term rental. * * Designed for effortless living and entertaining, the spacious open-concept floor plan features elegant finishes, abundant natural light, and seamless indoor-outdoor living. The gourmet kitchen is the centerpiece of the home, showcasing q

$387,000

4 beds3 baths1,769 sq ft

7740 Sandy Ridge Dr #135, Reunion, FL 34747

Elevator convenience • Gourmet kitchen • Community pools

SHORT SALE

ABOUT THIS HOME
Home with a Pool for sale in Osceola County, FL:
Virtually Staged. Short Sale. One or more photos have been virtually staged. Welcome to this beautiful home located in the exclusive gated community of Cumbrian Lakes, one of Kissimmee's most sought-after neighborhoods for short-term vacation rentals and investment properties. This spacious home features an open-concept floor plan, making it ideal as a primary residence, vacation home, or income-producing investment property. The heart of the home is the well-appointed kitchen, featuring stainless steel appliances, a large breakfast island, and seamless flow into the living room, dining area, and covered lanai—creating the perfect space for entertaining. Step outside to your private s

$424,999

4 beds3.5 baths1,836 sq ft

4806 Cumbrian Lakes Dr, Kissimmee, FL 34746

Gated community • Covered lanai • 6,098 sq ft lot

Property at 9025 Rhodes St, Kissimmee, FL 34747, 5 beds, 4.5 baths

$390,000

5 beds4.5 baths2,263 sq ft

9025 Rhodes St, Kissimmee, FL 34747

Property at 5252 Cane Island Loop #204, Kissimmee, FL 34746, 3 beds, 2 baths

$219,900

3 beds2 baths1,402 sq ft

5252 Cane Island Loop #204, Kissimmee, FL 34746

Property at 2918 Sunset Vista Blvd, Kissimmee, FL 34747, 4 beds, 2 baths

$399,000

4 beds2 baths1,701 sq ft

2918 Sunset Vista Blvd, Kissimmee, FL 34747

Property at 6236 Trailblaze Bnd, Saint Cloud, FL 34771, 4 beds, 4.5 baths

$675,000

4 beds4.5 baths3,191 sq ft

6236 Trailblaze Bnd, Saint Cloud, FL 34771

Property at 4521 Casablanca Ave, Kissimmee, FL 34746, 4 beds, 2 baths

$459,900

4 beds2 baths2,168 sq ft

4521 Casablanca Ave, Kissimmee, FL 34746

Property at 2679 Corvette Ln, Kissimmee, FL 34746, 3 beds, 2.5 baths

$329,900

3 beds2.5 baths1,474 sq ft

2679 Corvette Ln, Kissimmee, FL 34746

Property at 2803 Boating Blvd, Kissimmee, FL 34746, 5 beds, 4.5 baths

$645,000

5 beds4.5 baths2,891 sq ft

2803 Boating Blvd, Kissimmee, FL 34746

Property at 1735 Park Side Ave, Kindred, FL 34744, 4 beds, 2 baths

$399,000

4 beds2 baths1,846 sq ft

1735 Park Side Ave, Kindred, FL 34744

Property at 3151 Sunset Walk Dr #1507, Kissimmee, FL 34747, 1 bed, 1 bath

$289,000

1 bed1 bath734 sq ft

3151 Sunset Walk Dr #1507, Kissimmee, FL 34747

Property at 20 Coventry Ct, Kissimmee, FL 34758, 3 beds, 2 baths

$259,900

3 beds2 baths1,051 sq ft

20 Coventry Ct, Kissimmee, FL 34758

Property at 1150 Indian Ridge Trl E, Kissimmee, FL 34747, 3 beds, 2 baths

$349,900

3 beds2 baths1,636 sq ft

1150 Indian Ridge Trl E, Kissimmee, FL 34747

Property at 3505 Forest Park Dr, Kissimmee, FL 34746, 3 beds, 2 baths

$369,000

3 beds2 baths2,053 sq ft

3505 Forest Park Dr, Kissimmee, FL 34746

Property at 2259 Waukegan Dr, Kissimmee, FL 34758, 4 beds, 3 baths

$399,000

4 beds3 baths2,814 sq ft

2259 Waukegan Dr, Kissimmee, FL 34758

Property at 5362 Diplomat Ct, Kissimmee, FL 34746, 4 beds, 3 baths

$330,000

4 beds3 baths— sq ft

5362 Diplomat Ct, Kissimmee, FL 34746

(305) 595-6804

Property at 26 Las Palmas Way #1, Kissimmee, FL 34743, 2 beds, 2 baths

$224,999

2 beds2 baths960 sq ft

26 Las Palmas Way #1, Kissimmee, FL 34743

Property at 4384 Paradise Cove Ct, Kissimmee, FL 34746, 3 beds, 2.5 baths

$265,000

3 beds2.5 baths1,581 sq ft

4384 Paradise Cove Ct, Kissimmee, FL 34746

Property at 5534 Nina Way, Saint Cloud, FL 34771, 4 beds, 3.5 baths

$549,990

4 beds3.5 baths2,911 sq ft

5534 Nina Way, Saint Cloud, FL 34771

Property at 7770 Sandy Ridge Dr #227, Reunion, FL 34747, 5 beds, 4.5 baths

$400,000

5 beds4.5 baths2,703 sq ft

7770 Sandy Ridge Dr #227, Reunion, FL 34747

Property at 3177 Feltrim Pl Unit 104, Kissimmee, FL 34747, 2 beds, 2 baths

$185,000

2 beds2 baths1,062 sq ft

3177 Feltrim Pl Unit 104, Kissimmee, FL 34747

Property at 534 Eagle Pointe S, Kissimmee, FL 34746, 4 beds, 2 baths

$340,000

4 beds2 baths1,975 sq ft

534 Eagle Pointe S, Kissimmee, FL 34746

Property at 4416 Shiva Loop, Kissimmee, FL 34746, 8 beds, 7 baths

$629,900

8 beds7 baths3,565 sq ft

4416 Shiva Loop, Kissimmee, FL 34746

Property at 2950 Elbib Dr, Saint Cloud, FL 34772, 3 beds, 2 baths

$320,000

3 beds2 baths1,632 sq ft

2950 Elbib Dr, Saint Cloud, FL 34772

Property at 4021 Venetian Bay Dr #101, Kissimmee, FL 34741, 4 beds, 3 baths

$249,000

4 beds3 baths1,470 sq ft

4021 Venetian Bay Dr #101, Kissimmee, FL 34741

Property at 331 Ashburton Way, Kissimmee, FL 34758, 4 beds, 3 baths

$425,000

4 beds3 baths2,679 sq ft

331 Ashburton Way, Kissimmee, FL 34758

Property at 1261 Lone Palm Way, Saint Cloud, FL 34771, 4 beds, 3.5 baths

$559,900

4 beds3.5 baths3,060 sq ft

1261 Lone Palm Way, Saint Cloud, FL 34771

Property at 4879 Clock Tower Dr, Kissimmee, FL 34746, 4 beds, 3 baths

$499,000

4 beds3 baths1,914 sq ft

4879 Clock Tower Dr, Kissimmee, FL 34746

Property at 1445 Fairview Cir, Reunion, FL 34747, 4 beds, 4.5 baths

$560,000

4 beds4.5 baths2,764 sq ft

1445 Fairview Cir, Reunion, FL 34747

Property at 3841 Sonoma Blvd, Kissimmee, FL 34741, 7 beds, 6 baths

$890,000

7 beds6 baths4,422 sq ft

3841 Sonoma Blvd, Kissimmee, FL 34741

Property at 4701 Ruby Red Ln, Kissimmee, FL 34746, 7 beds, 4.5 baths

$529,900

7 beds4.5 baths2,646 sq ft

4701 Ruby Red Ln, Kissimmee, FL 34746

Property at 182 Hideaway Beach Ln, Kissimmee, FL 34746, 7 beds, 4.5 baths

$529,000

7 beds4.5 baths2,881 sq ft

182 Hideaway Beach Ln, Kissimmee, FL 34746

Property at 183 Club Villas Ln, Kissimmee, FL 34744, 2 beds, 2 baths

$289,900

2 beds2 baths1,397 sq ft

183 Club Villas Ln, Kissimmee, FL 34744

Property at 3603 Light Port Way, Kissimmee, FL 34746, 4 beds, 2.5 baths

$379,000

4 beds2.5 baths2,156 sq ft

3603 Light Port Way, Kissimmee, FL 34746

Property at 455 Overpool Ave, Davenport, FL 33896, 5 beds, 3 baths

$514,990

5 beds3 baths3,071 sq ft

455 Overpool Ave, Davenport, FL 33896

Property at 2070 Rome Dr, Kissimmee, FL 34747, 5 beds, 4.5 baths

$424,900

5 beds4.5 baths2,265 sq ft

2070 Rome Dr, Kissimmee, FL 34747

Property at 3969 Eternity Cir, Saint Cloud, FL 34772, 4 beds, 2 baths

$370,000

4 beds2 baths1,859 sq ft

3969 Eternity Cir, Saint Cloud, FL 34772

Property at 3001 Laurel Run Ln #206, Kissimmee, FL 34741, 3 beds, 2 baths

$245,000

3 beds2 baths1,433 sq ft

3001 Laurel Run Ln #206, Kissimmee, FL 34741

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Based on information submitted to the MLS GRID as of Fri Sep 25 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 3527 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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