5 Bedroom homes for sale & real estate in Kissimmee, FL

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ABOUT THIS HOME
5 Bedroom Homes for Sale in Kissimmee, FL
Experience the ultimate vacation lifestyle in this beautifully furnished 5bedroom, 3bath pool home located in the highly sought after Windsor Resort, just minutes from the theme parks! This turnkey property is actively operating as a successful short-term rental, offering strong income potential for investors. Featuring an open concept layout, a modern kitchen with stainless steel appliances, and stylish finishes throughout. Enjoy the private screened-in pool and covered lanai erfect for entertaining or relaxing after a day at the parks. Resort amenities include a clubhouse, fitness center, community pool, and more, making it ideal for guests and families alike.

$585,000

5 beds3.5 baths2,255 sq ft

8016 King Palm Cir, Kissimmee, FL 34747

Clubhouse • Covered lanai • Modern kitchen

NEW CONSTRUCTION

ABOUT THIS HOME
5 Bedroom Homes for Sale in Kissimmee, FL
Under Construction. Discover the Coral by LGI Homes – a spacious single-story home designed with today’s families in mind. With five bedrooms, open living areas, and abundant storage, this layout offers both comfort and flexibility for every stage of life. Step inside to find an inviting open-concept design centered around the home’s modern kitchen. Complete with granite countertops, 36-inch upper wood cabinets, a walk-in pantry, and a full suite of energy-efficient Whirlpool® appliances, the kitchen also features an oversized island perfect for cooking, dining, or gathering with friends and family. The private owner’s suite is a highlight of the Coral, showcasin

$354,900

5 beds3 baths1,984 sq ft

306 Bowfin Ct, Kissimmee, FL 34759

0.23 acre lot • 2 garage spots • Pool

ABOUT THIS HOME
5 Bedroom Homes for Sale in Kissimmee, FL
One or more photo(s) has been virtually staged. For the first time in eight years, one of the rarest lots in The Oaks is now available. Showings Start Monday November, the 17th, Don't wait schedule now! Welcome to 2924 Boating Boulevard, Kissimmee, Florida 34746, a breathtaking 5-bedroom, 3-bath residence where elegance, craftsmanship, and nature come together. From its custom MasterCraft masonry in the front to its extended enclosed lanai in the back, this home was built to impress. Nestled along oak-lined streets in one of Kissimmee’s most desirable golf course communities, it sits on one of the rarest lots in the neighborhood backing up to a protected conservation area and positio

$549,450

5 beds3 baths2,842 sq ft

2924 Boating Blvd, Kissimmee, FL 34746

Lake access • 7,405 sq ft lot • 2 garage spots

ABOUT THIS HOME
5 Bedroom Homes for Sale in Kissimmee, FL
This beautiful property features an open floor plan and high ceilings. With a spacious interior and large yard, it is great for hosting and entertaining. The home is situated in a beautiful, well-maintained neighborhood with great access to parking and good walking areas. It is just 15 minutes from the Lake Nona Medical center. The property has convenient access to major highways. It is close to school, college and shopping. The Orlando International Airport is only 15 minutes away.

$640,000

5 beds3 baths3,183 sq ft

3145 Twisted Oak Loop, Kissimmee, FL 34744

Close to school • Open floor plan • Large yard

ABOUT THIS HOME
5 Bedroom Homes for Sale in Kissimmee, FL
This fully upgraded 5-bedroom, 3-bathroom home in a gated resort community presents a highly profitable investment opportunity. Previously a successful Airbnb, the property was always professionally cleaned and is now ready for continued rental. Inside, the home boasts a modern, open-concept layout, ideal for both relaxation and entertainment. The spacious living and dining areas flow seamlessly into a well-equipped kitchen with contemporary appliances, granite countertops, and a breakfast bar. The adjacent family room offers a cozy retreat, perfect for unwinding after a busy day. The master suite features a large walk-in closet and a luxurious en-suite bathroom with dual vanities, a soakin

$515,000

5 beds4 baths2,572 sq ft

1208 Winding Cypress Ct, Kissimmee, FL 34746

Granite countertops • Large walk in closet • Breakfast bar

Property at 321 Auburn Ave, Kissimmee, FL 34747, 5 beds, 5.5 baths

$732,000

5 beds5.5 baths2,945 sq ft

321 Auburn Ave, Kissimmee, FL 34747

Property at 2335 Caravelle Cir, Kissimmee, FL 34746, 5 beds, 3 baths

$339,000

5 beds3 baths1,704 sq ft

2335 Caravelle Cir, Kissimmee, FL 34746

Property at 2908 Banana Palm Dr, Kissimmee, FL 34747, 5 beds, 5 baths

$560,000

5 beds5 baths3,081 sq ft

2908 Banana Palm Dr, Kissimmee, FL 34747

Property at 526 Royal Palm Dr, Kissimmee, FL 34743, 5 beds, 3.5 baths

$410,000

5 beds3.5 baths1,410 sq ft

526 Royal Palm Dr, Kissimmee, FL 34743

Property at 7668 Somersworth Dr, Kissimmee, FL 34747, 5 beds, 3.5 baths

$535,900

5 beds3.5 baths2,268 sq ft

7668 Somersworth Dr, Kissimmee, FL 34747

Property at 230 Ocean Course Ave, Davenport, FL 33896, 5 beds, 4 baths

$510,000

5 beds4 baths2,167 sq ft

230 Ocean Course Ave, Davenport, FL 33896

Property at 602 Rosaro Ct, Kissimmee, FL 34758, 5 beds, 2.5 baths

$460,000

5 beds2.5 baths2,940 sq ft

602 Rosaro Ct, Kissimmee, FL 34758

Property at 746-748 Mink Ct, Kissimmee, FL 34759, 5 beds, 4 baths

$490,000

5 beds4 baths2,484 sq ft

746-748 Mink Ct, Kissimmee, FL 34759

Property at 1929 Nice Ct, Kissimmee, FL 34747, 5 beds, 4 baths

$478,000

5 beds4 baths2,492 sq ft

1929 Nice Ct, Kissimmee, FL 34747

Property at 1901 Nice Ct, Kissimmee, FL 34747, 5 beds, 4 baths

$495,000

5 beds4 baths2,492 sq ft

1901 Nice Ct, Kissimmee, FL 34747

Property at 4556 Sequel Rd, Kissimmee, FL 34746, 5 beds, 3.5 baths

$584,000

5 beds3.5 baths2,425 sq ft

4556 Sequel Rd, Kissimmee, FL 34746

Property at 3400 Ambersweet Cir, Kissimmee, FL 34746, 5 beds, 3 baths

$459,990

5 beds3 baths2,826 sq ft

3400 Ambersweet Cir, Kissimmee, FL 34746

Property at 378 Bowfin Dr, Kissimmee, FL 34759, 5 beds, 3 baths

$354,900

5 beds3 baths1,984 sq ft

378 Bowfin Dr, Kissimmee, FL 34759

Property at 8082 Knee Deep Rd, Kissimmee, FL 34747, 5 beds, 5.5 baths

$759,000

5 beds5.5 baths1,908 sq ft

8082 Knee Deep Rd, Kissimmee, FL 34747

Property at 396 Quarry Rock Cir, Kissimmee, FL 34758, 5 beds, 3 baths

$389,900

5 beds3 baths2,271 sq ft

396 Quarry Rock Cir, Kissimmee, FL 34758

Property at 2633 Sunrise Shores Dr, Kissimmee, FL 34747, 5 beds, 6 baths

$550,000

5 beds6 baths2,169 sq ft

2633 Sunrise Shores Dr, Kissimmee, FL 34747

Property at 7585 Sunny Dreams Ln, Kissimmee, FL 34747, 5 beds, 5.5 baths

$479,000

5 beds5.5 baths2,169 sq ft

7585 Sunny Dreams Ln, Kissimmee, FL 34747

Property at 1939 Majorca Dr, Kissimmee, FL 34747, 5 beds, 4.5 baths

$430,000

5 beds4.5 baths2,265 sq ft

1939 Majorca Dr, Kissimmee, FL 34747

Property at 665 Reindeer Dr, Kissimmee, FL 34759, 5 beds, 2 baths

$274,997

5 beds2 baths1,582 sq ft

665 Reindeer Dr, Kissimmee, FL 34759

Property at 1202 Cumbrian Lakes Ct, Kissimmee, FL 34746, 5 beds, 3.5 baths

$475,000

5 beds3.5 baths2,636 sq ft

1202 Cumbrian Lakes Ct, Kissimmee, FL 34746

Property at 2254 Viehman Trl, Kissimmee, FL 34746, 5 beds, 3 baths

$565,000

5 beds3 baths3,560 sq ft

2254 Viehman Trl, Kissimmee, FL 34746

Property at 9066 Hayman Ln, Kissimmee, FL 34747, 5 beds, 4.5 baths

$595,000

5 beds4.5 baths2,133 sq ft

9066 Hayman Ln, Kissimmee, FL 34747

Property at 2580 Reading Trl, Kissimmee, FL 34746, 5 beds, 4 baths

$644,990

5 beds4 baths2,168 sq ft

2580 Reading Trl, Kissimmee, FL 34746

Property at 2382 Zaballina Pl, Kissimmee, FL 34747, 5 beds, 4.5 baths

$645,000

5 beds4.5 baths2,299 sq ft

2382 Zaballina Pl, Kissimmee, FL 34747

Property at 2531 Hamlet Ln, Kissimmee, FL 34746, 5 beds, 3 baths

$412,000

5 beds3 baths2,239 sq ft

2531 Hamlet Ln, Kissimmee, FL 34746

Property at 8120 Pomo Dr, Kissimmee, FL 34747, 5 beds, 4 baths

$514,990

5 beds4 baths2,136 sq ft

8120 Pomo Dr, Kissimmee, FL 34747

Property at 7512 Sunflower Cir, Kissimmee, FL 34747, 5 beds, 5 baths

$540,000

5 beds5 baths2,044 sq ft

7512 Sunflower Cir, Kissimmee, FL 34747

Property at 444 Ocean Course Ave, Davenport, FL 33896, 5 beds, 4 baths

$510,000

5 beds4 baths2,167 sq ft

444 Ocean Course Ave, Davenport, FL 33896

Property at 7770 Sandy Ridge Dr #223, Reunion, FL 34747, 5 beds, 4.5 baths

$449,999

5 beds4.5 baths2,630 sq ft

7770 Sandy Ridge Dr #223, Reunion, FL 34747

Property at 1752 Lee Janzen Dr, Kissimmee, FL 34744, 5 beds, 4 baths

$780,000

5 beds4 baths3,376 sq ft

1752 Lee Janzen Dr, Kissimmee, FL 34744

Property at 2976 Stillwater Dr, Kissimmee, FL 34743, 5 beds, 3 baths

$415,000

5 beds3 baths2,083 sq ft

2976 Stillwater Dr, Kissimmee, FL 34743

Property at 4633 Baymoor Dr, Kissimmee, FL 34758, 5 beds, 3 baths

$514,900

5 beds3 baths3,250 sq ft

4633 Baymoor Dr, Kissimmee, FL 34758

Property at 225 Goldenrod Ln, Kissimmee, FL 34759, 5 beds, 3 baths

$339,900

5 beds3 baths2,005 sq ft

225 Goldenrod Ln, Kissimmee, FL 34759

Property at 1604 Regal Cove Ct, Kissimmee, FL 34744, 5 beds, 3 baths

$1,427,007

5 beds3 baths3,664 sq ft

1604 Regal Cove Ct, Kissimmee, FL 34744

Property at 322 Bowfin Ct, Kissimmee, FL 34759, 5 beds, 3 baths

$354,900

5 beds3 baths1,984 sq ft

322 Bowfin Ct, Kissimmee, FL 34759

Property at 918 Emerald Green Ct, Kissimmee, FL 34746, 5 beds, 3.5 baths

$560,000

5 beds3.5 baths2,268 sq ft

918 Emerald Green Ct, Kissimmee, FL 34746

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Based on information submitted to the MLS GRID as of Mon Dec 01 2025. 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.

5 Bedroom Homes for Sale in Kissimmee

There are currently 424 5 bedroom homes in Kissimmee. 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 101 days and receive 2 offers. Popular neighborhoods include Terra Verde, Venetian Bay, Kissimmee Bay, Lake Berkley, and Flora Ridge. This map is refreshed with the newest listings in Kissimmee every 15 minutes.

In the past month, 100 homes have been sold in Kissimmee. In addition to houses in Kissimmee, there were also 125 condos, 250 townhouses, and 2 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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