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
Special Financing Available! Seller is offering a 2-1 buydown with full price offer. Contact Joey Van Loon with American Pacific to find out how this creates huge savings on your first 2 years of payments. See attached brochure for details. Remodeled and ready to move in! With brand new flooring, new paint, and new blinds this beautiful home looks stunningly modern and is back on the market! Located in The Oaks, an established community featuring an 18-hole championship golf course sprawled among 100-year-old Oak trees with a playground, tennis & basketball courts, a clubhouse, nature trails, and Shingle Creek all near-by. Boasting 5-bedrooms, 3.5 baths, a separate dining room

$584,899

5 beds3.5 baths3,566 sq ft

1976 The Oaks Blvd, Kissimmee, FL 34746

Boating • Clubhouse • Tennis courts

ABOUT THIS HOME
5 Bedroom Homes for Sale in Kissimmee, FL
Embark on the Ultimate Vacation Home Ownership Experience near Disney! Presenting an exceptional opportunity to acquire a modern, fully-furnished 5-bedroom, 4-full-bathroom townhouse in the gated resort community of Storey Lake. This top-producer income property is professionally decorated with high-end furniture and your key to a luxurious and convenient lifestyle close to the enchanting attractions of Disney. Key Features: Prime Location in Storey Lake Resort. The kitchen is a culinary haven with a large countertop, perfect for hosting and entertaining. Heated Pool with Child Safety Gate: Enjoy the convenience and safety of a heated pool, complete with a child safety gate for peace of min

$565,000

5 beds4 baths2,168 sq ft

4184 Paragraph Dr, Kissimmee, FL 34746

$545 HOA • Pool • Built 2021

ABOUT THIS HOME
5 Bedroom Homes for Sale in Kissimmee, FL
Welcome to your dream vacation retreat or income-generating investment property! This beautifully appointed 5-bedroom, 4.5-bathroom townhome is located in the highly sought-after Windsor at Westside Resort in Kissimmee, Florida — just minutes from Walt Disney World and Central Florida’s top attractions. Offered fully furnished and turnkey-ready, this spacious home features a modern open-concept layout, stylish finishes, and thoughtful upgrades throughout. The gourmet kitchen boasts granite countertops, stainless steel appliances, and ample cabinetry, seamlessly connecting to the dining area and comfortable living room — perfect for entertaining or relaxing after a day at t

$479,000

5 beds4.5 baths2,263 sq ft

2439 Dubai St, Kissimmee, FL 34747

Gourmet kitchen • Granite countertops • Fully furnished

ABOUT THIS HOME
5 Bedroom Homes for Sale in Kissimmee, FL
Your Dream Vacation Home—Just Minutes from Disney! Imagine owning a fully furnished 5-bedroom home in one of Kissimmee’s most sought-after resort communities—Windsor at Westside—just minutes from the magic of Disney and the excitement of US-192. Surrounded by restaurants, shops, theme parks, and unforgettable experiences, this could all be yours. The best of both worlds: Enjoy your vacation time with family whenever you want—no more worrying about reservations, availability, or high seasonal rates. Your home will always be ready to create unforgettable memories. And when you're not using it, it becomes a source of income. High returns on Airbnb: Windsor at

$495,900

5 beds4 baths2,492 sq ft

8926 Zurich Ln, Kissimmee, FL 34747

Gated community • Lazy river • Fitness center

ABOUT THIS HOME
5 Bedroom Homes for Sale in Kissimmee, FL
Your Dream Vacation Home — Minutes from Disney! Imagine owning a fully equipped 5-bedroom home in one of Kissimmee’s most desirable resort communities — Windsor at Westside — just minutes from the magic of Disney and the vibrant energy of US-192. Surrounded by restaurants, shops, parks, and unforgettable experiences, this could all be yours! The Best of Both Worlds Enjoy quality time with your family whenever you choose — no need to worry about reservations, availability, or peak season prices. Your home is always ready to create lifelong memories. And when you're not using it, it's working for you. High Returns with Airbnb Windsor at Westside is a top

$510,000

5 beds4 baths2,492 sq ft

8930 Zurich Ln, Kissimmee, FL 34747

Gated community • Lazy river • Clubhouse

Property at 1979 Majorca Dr, Kissimmee, FL 34747, 5 beds, 4.5 baths

$450,000

5 beds4.5 baths2,265 sq ft

1979 Majorca Dr, Kissimmee, FL 34747

Property at 2379 Distant Sun Trl, Kissimmee, FL 34747, 5 beds, 4.5 baths

$650,000

5 beds4.5 baths2,304 sq ft

2379 Distant Sun Trl, Kissimmee, FL 34747

Property at 1654 Marina Lake Dr, Kissimmee, FL 34744, 5 beds, 4 baths

$1,230,000

5 beds4 baths4,141 sq ft

1654 Marina Lake Dr, Kissimmee, FL 34744

Property at 304 Muirfield Loop, Reunion, FL 34747, 5 beds, 6 baths

$2,199,000

5 beds6 baths5,649 sq ft

304 Muirfield Loop, Reunion, FL 34747

Property at 2034 Fleming Mist Pl, Kissimmee, FL 34747, 5 beds, 4.5 baths

$620,000

5 beds4.5 baths2,748 sq ft

2034 Fleming Mist Pl, Kissimmee, FL 34747

Property at 2920 Agostino Ter, Kissimmee, FL 34746, 5 beds, 4.5 baths

$899,000

5 beds4.5 baths3,857 sq ft

2920 Agostino Ter, Kissimmee, FL 34746

Property at 8944 Sydney Ave, Kissimmee, FL 34747, 5 beds, 4.5 baths

$474,000

5 beds4.5 baths2,263 sq ft

8944 Sydney Ave, Kissimmee, FL 34747

Property at 619 Tapatio Ln, Kissimmee, FL 34759, 5 beds, 4.5 baths

$590,000

5 beds4.5 baths2,881 sq ft

619 Tapatio Ln, Kissimmee, FL 34759

Property at 1101 Rush Ct, Kissimmee, FL 34747, 5 beds, 3.5 baths

$1,225,000

5 beds3.5 baths2,935 sq ft

1101 Rush Ct, Kissimmee, FL 34747

Property at 2724 Amanda Kay Way, Kissimmee, FL 34744, 5 beds, 3 baths

$464,900

5 beds3 baths3,424 sq ft

2724 Amanda Kay Way, Kissimmee, FL 34744

Property at 1428 Reunion Blvd, Reunion, FL 34747, 5 beds, 5.5 baths

$674,900

5 beds5.5 baths3,076 sq ft

1428 Reunion Blvd, Reunion, FL 34747

Property at 2433 Huron Cir, Kissimmee, FL 34746, 5 beds, 3 baths

$465,000

5 beds3 baths2,880 sq ft

2433 Huron Cir, Kissimmee, FL 34746

Property at 2791 Punctuation Pl, Kissimmee, FL 34746, 5 beds, 5 baths

$674,000

5 beds5 baths2,996 sq ft

2791 Punctuation Pl, Kissimmee, FL 34746

Property at 1013 Maiden Ter, Kissimmee, FL 34747, 5 beds, 3 baths

$1,195,000

5 beds3 baths2,800 sq ft

1013 Maiden Ter, Kissimmee, FL 34747

Property at 1131 Indigo Dr, Kissimmee, FL 34747, 5 beds, 2.5 baths

$840,000

5 beds2.5 baths2,305 sq ft

1131 Indigo Dr, Kissimmee, FL 34747

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

$1,100,000

5 beds4.5 baths3,845 sq ft

1407 Water Lilly Ln, Kissimmee, FL 34744

Property at 2764 Patrician Cir, Kissimmee, FL 34746, 5 beds, 3 baths

$449,900

5 beds3 baths2,794 sq ft

2764 Patrician Cir, Kissimmee, FL 34746

Property at 1624 Tropical Palms Cir, Kissimmee, FL 34747, 5 beds, 4.5 baths

$620,000

5 beds4.5 baths2,294 sq ft

1624 Tropical Palms Cir, Kissimmee, FL 34747

Property at 4355 Scene Ln, Kissimmee, FL 34746, 5 beds, 4 baths

$644,000

5 beds4 baths2,168 sq ft

4355 Scene Ln, Kissimmee, FL 34746

Property at 8471 Secret Key Cv, Kissimmee, FL 34747, 5 beds, 3 baths

$475,000

5 beds3 baths1,960 sq ft

8471 Secret Key Cv, Kissimmee, FL 34747

Property at 2605 Reading Trl, Kissimmee, FL 34746, 5 beds, 4 baths

$610,000

5 beds4 baths2,168 sq ft

2605 Reading Trl, Kissimmee, FL 34746

Property at 2400 Reading Trl, Kissimmee, FL 34746, 5 beds, 4 baths

$560,900

5 beds4 baths2,168 sq ft

2400 Reading Trl, Kissimmee, FL 34746

Property at 936 Lake Berkley Dr, Kissimmee, FL 34746, 5 beds, 3 baths

$539,000

5 beds3 baths2,317 sq ft

936 Lake Berkley Dr, Kissimmee, FL 34746

Property at 416 Southfield St, Kissimmee, FL 34747, 5 beds, 4.5 baths

$675,000

5 beds4.5 baths2,574 sq ft

416 Southfield St, Kissimmee, FL 34747

Property at 7790 Teascone Blvd, Kissimmee, FL 34747, 5 beds, 5 baths

$740,000

5 beds5 baths2,297 sq ft

7790 Teascone Blvd, Kissimmee, FL 34747

Property at 428 Ohio Ln, Kissimmee, FL 34759, 5 beds, 2.5 baths

$282,000

5 beds2.5 baths2,793 sq ft

428 Ohio Ln, Kissimmee, FL 34759

Property at 2432 Tangier Dr, Kissimmee, FL 34747, 5 beds, 4.5 baths

$435,000

5 beds4.5 baths2,263 sq ft

2432 Tangier Dr, Kissimmee, FL 34747

Property at 540 Sticks St, Davenport, FL 33896, 5 beds, 5.5 baths

$689,000

5 beds5.5 baths3,081 sq ft

540 Sticks St, Davenport, FL 33896

Property at 7770 Sandy Ridge Dr #219, Reunion, FL 34747, 5 beds, 4.5 baths

$679,900

5 beds4.5 baths2,630 sq ft

7770 Sandy Ridge Dr #219, Reunion, FL 34747

Property at 7388 Gathering Ct, Reunion, FL 34747, 5 beds, 4.5 baths

$1,125,000

5 beds4.5 baths4,197 sq ft

7388 Gathering Ct, Reunion, FL 34747

Property at 360 Muirfield Loop, Reunion, FL 34747, 5 beds, 5.5 baths

$1,499,000

5 beds5.5 baths4,717 sq ft

360 Muirfield Loop, Reunion, FL 34747

Property at 2427 Dubai St, Kissimmee, FL 34747, 5 beds, 4.5 baths

$444,000

5 beds4.5 baths2,265 sq ft

2427 Dubai St, Kissimmee, FL 34747

Property at 1521 Carey Palm Cir, Kissimmee, FL 34747, 5 beds, 4.5 baths

$532,000

5 beds4.5 baths2,294 sq ft

1521 Carey Palm Cir, Kissimmee, FL 34747

Property at 8887 Geneve Ct, Kissimmee, FL 34747, 5 beds, 4.5 baths

$435,000

5 beds4.5 baths2,265 sq ft

8887 Geneve Ct, Kissimmee, FL 34747

Property at 4330 Scene Ln, Kissimmee, FL 34746, 5 beds, 5 baths

$699,900

5 beds5 baths2,996 sq ft

4330 Scene Ln, Kissimmee, FL 34746

Property at 4811 Brier Rose Ln, Kissimmee, FL 34746, 5 beds, 4 baths

$539,000

5 beds4 baths2,128 sq ft

4811 Brier Rose Ln, 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 425 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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