Waterfront homes for sale & real estate in Kissimmee, FL

159 homes

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ABOUT THIS HOME
Waterfront Home for sale in Kissimmee, FL:
Welcome to this FULLY FURNISHED waterfront, ground floor condo located at 2727 Oakwater Dr in Kissimmee, FL. Built in 2007, this well-maintained property offers a newly renovated, chic and convenient living space for owners or guests. Fully turnkey as a short-term rental. Highly desirable as this unit features no stairs. This upscale condo features 2 full bathrooms, providing ample space for you and your family or guests. With a total finished area of 1,255 sq. ft. , there is plenty of room to relax and entertain. The open layout creates a bright and inviting atmosphere throughout the home. This poolside property offers a low-maintenance lifestyle perfect for those looking to enjoy all that

$349,900

3 beds2 baths1,255 sq ft

2727 Oakwater Dr #124, Kissimmee, FL 34747

Poolside • Unobstructed view • Ground floor

ABOUT THIS HOME
Waterfront Home for sale in Kissimmee, FL:
Spacious and Very Pleasant 5 Bedroom Waterfront Pool Home in Guard-Gated Resort Community – Short-Term Rental Holiday Resort. Welcome to 936 Lake Berkley Drive – a beautifully updated West-Facing 5-bedroom, 3-bathroom waterfront pool home fully furnished and equipped, located in the highly desirable Lake Berkley Resort, a 24-hour guard-gated community just minutes from Walt Disney World, Universal Studios, top Central Florida attractions, and premier shopping. Enjoy breathtaking sunset views every evening from your private, screened-in pool—perfectly positioned to soak in the golden Florida evenings. This home offers stunning waterfront views and a private screened-in pool

$539,000

5 beds3 baths2,317 sq ft

936 Lake Berkley Dr, Kissimmee, FL 34746

Waterfront views • New pool heater • New flooring

ABOUT THIS HOME
Waterfront Home for sale in Kissimmee, FL:
PRICE IMPROVEMENT. Welcome to this beautiful 2-story home in Stepping Stone, where you and your family will enjoy one of the best communities in Kissimmee. This home features 5 spacious bedrooms, 3 bathrooms, and a stunning lake view. This 5-year-new property is perfect for families, investors, or Disney enthusiasts. The first-floor features one bedroom, one bathroom, bonus/ flex room, living area, combined kitchen, and dining. On the second floor are the other four bedrooms, a small loft, laundry room, and two bathrooms. There is a community pool, playground, and walking trails. This home is in close proximity to Disney, shopping, and dining. It is a very peaceful and quiet place. You will

$405,000

5 beds3 baths2,271 sq ft

402 Quarry Rock Cir, Kissimmee, FL 34758

Community pool • Lake view • Solar panels

ABOUT THIS HOME
Waterfront Home for sale in Kissimmee, FL:
BEAUTIFUL WATER VIEW . Welcome to your own piece of Paradise here in Sunny Florida. This 4 Bedroom, 2/1 Bathroom home is perfect for your family. Offering endless luxuries around the entire house, as you open the front door, on your right side you'll find a office/study where you have tons of natural light coming in from the windows. Next to the office/study is the formal dining room where you can place a long table for your entire family. The Entire first floor has brand new laminate floors that were installed recently. The beautiful kitchen has quartz countertops with nice cabinets, and all stainless steel appliances, the living room has a Italian-style accent wall with a ceiling fan. Wit

$638,000

4 beds2.5 baths2,962 sq ft

3018 Jardin St, Kissimmee, FL 34741

Office study • Quartz countertops • Formal dining room

ABOUT THIS HOME
Waterfront Home for sale in Kissimmee, FL:
Incredible 6 Bedroom fully furnished WATER FRONT cottage with private pool and spa located in the heart of Margaritaville Resort just 5 minutes from Disney! This immaculately kept, highly sought after floorplan, sits on a large, premium lot with spectacular sunset views. This spacious open floorplan has sweeping views of the lagoon from every inch of the downstairs main living area, 6 large bedrooms, with master bedrooms both down and upstairs. This cottage comes fully equip with a double height entry way, high end wood look tile, quartz countertops, wooden stairs, oversized private owners closet, high ceilings, a bonus room upstairs that doubles as a second living room or can be a potentia

$1,499,000

6 beds6 baths3,563 sq ft

8137 Surf St, Kissimmee, FL 34747

Private spa • Private pool • Lagoon views

Property at 3143 Pequod Pl, Kissimmee, FL 34746, 4 beds, 3 baths

$499,000

4 beds3 baths1,914 sq ft

3143 Pequod Pl, Kissimmee, FL 34746

Property at Undisclosed address, Kissimmee, FL 34746, 4 beds, 2 baths

$435,000

4 beds2 baths1,822 sq ft

Undisclosed address, Kissimmee, FL 34746

Property at 3088 Parrot Head Pl, Kissimmee, FL 34747, 8 beds, 10 baths

$1,750,000

8 beds10 baths4,092 sq ft

3088 Parrot Head Pl, Kissimmee, FL 34747

Property at 4189 Paragraph Dr, Kissimmee, FL 34746, 8 beds, 5 baths

$1,075,000

8 beds5 baths4,289 sq ft

4189 Paragraph Dr, Kissimmee, FL 34746

Property at 214 Majors Ln Unit C, Kissimmee, FL 34743, 2 beds, 2.5 baths

$239,900

2 beds2.5 baths1,200 sq ft

214 Majors Ln Unit C, Kissimmee, FL 34743

Property at 3201 Tocoa Cir #3, Kissimmee, FL 34746, 4 beds, 3.5 baths

$414,900

4 beds3.5 baths1,637 sq ft

3201 Tocoa Cir #3, Kissimmee, FL 34746

Property at 4151 Boggy Creek Rd, Kissimmee, FL 34744, 5 beds, 3 baths

$2,800,000

5 beds3 baths3,652 sq ft

4151 Boggy Creek Rd, Kissimmee, FL 34744

Property at 2836 Simile St, Kissimmee, FL 34746, 9 beds, 5 baths

$1,100,000

9 beds5 baths4,289 sq ft

2836 Simile St, Kissimmee, FL 34746

Property at 547 Marcello Blvd, Kissimmee, FL 34746, 9 beds, 7 baths

$839,000

9 beds7 baths3,979 sq ft

547 Marcello Blvd, Kissimmee, FL 34746

Property at 2833 Oakwater Dr #169, Kissimmee, FL 34747, 3 beds, 2 baths

$334,888

3 beds2 baths1,255 sq ft

2833 Oakwater Dr #169, Kissimmee, FL 34747

Property at 3251 Secret Lake Dr #1212, Kissimmee, FL 34747, 1 bed, 1 bath

$518,900

1 bed1 bath764 sq ft

3251 Secret Lake Dr #1212, Kissimmee, FL 34747

Property at 2698 Chantilly Ave, Kissimmee, FL 34741, 3 beds, 2.5 baths

$339,900

3 beds2.5 baths1,528 sq ft

2698 Chantilly Ave, Kissimmee, FL 34741

Property at 1310 Seasons Blvd, Kissimmee, FL 34746, 4 beds, 3 baths

$485,000

4 beds3 baths1,940 sq ft

1310 Seasons Blvd, Kissimmee, FL 34746

Property at 3951 Oakville Ave, Kissimmee, FL 34741, 7 beds, 7.5 baths

$905,000

7 beds7.5 baths4,084 sq ft

3951 Oakville Ave, Kissimmee, FL 34741

Property at 3071 Beach Palm Ave, Kissimmee, FL 34747, 5 beds, 4 baths

$429,900

5 beds4 baths2,024 sq ft

3071 Beach Palm Ave, Kissimmee, FL 34747

Property at 4221 Paragraph Dr, Kissimmee, FL 34746, 8 beds, 5 baths

$979,900

8 beds5 baths4,289 sq ft

4221 Paragraph Dr, Kissimmee, FL 34746

Property at 4583 Cypress Cay Way, Kissimmee, FL 34746, 3 beds, 2.5 baths

$399,000

3 beds2.5 baths1,760 sq ft

4583 Cypress Cay Way, Kissimmee, FL 34746

Property at 4213 Paragprah Dr, Kissimmee, FL 34746, 8 beds, 5 baths

$979,900

8 beds5 baths4,289 sq ft

4213 Paragprah Dr, Kissimmee, FL 34746

Property at 5007 Laguna Bay Cir #37, Kissimmee, FL 34746, 3 beds, 2 baths

$239,000

3 beds2 baths1,220 sq ft

5007 Laguna Bay Cir #37, Kissimmee, FL 34746

Property at 7768 Linkside Loop, Reunion, FL 34747, 4 beds, 2.5 baths

$639,000

4 beds2.5 baths2,296 sq ft

7768 Linkside Loop, Reunion, FL 34747

Property at 3924 Carrick Bend Dr, Kissimmee, FL 34746, 4 beds, 2 baths

$430,000

4 beds2 baths2,122 sq ft

3924 Carrick Bend Dr, Kissimmee, FL 34746

Property at 2481 Ham Brown Rd, Kissimmee, FL 34746

$3,500,000

— beds— baths— sq ft

2481 Ham Brown Rd, Kissimmee, FL 34746

Property at Lake Tohopekaliga Blvd, Kissimmee, FL 34746

$199,900

— beds— baths— sq ft

Lake Tohopekaliga Blvd, Kissimmee, FL 34746

Property at 3061 Tindall Acres Rd, Kissimmee, FL 34744

$949,000

— beds— baths— sq ft

3061 Tindall Acres Rd, Kissimmee, FL 34744

Property at 0 Hidden Harbor Ln, Kissimmee, FL 34746

$217,500

— beds— baths— sq ft

0 Hidden Harbor Ln, Kissimmee, FL 34746

Property at Neptune Rd, Kissimmee, FL 34744

$350,000

— beds— baths— sq ft

Neptune Rd, Kissimmee, FL 34744

Property at 0 Cypress Pkwy, Kissimmee, FL 34759

$6,500,000

— beds— baths— sq ft

0 Cypress Pkwy, Kissimmee, FL 34759

(305) 851-2820

Property at 1513 Sunset Pointe Pl, Kissimmee, FL 34744

$575,000

— beds— baths— sq ft

1513 Sunset Pointe Pl, Kissimmee, FL 34744

Property at 0 Das Ct, Kissimmee, FL 34744

$460,000

— beds— baths— sq ft

0 Das Ct, Kissimmee, FL 34744

Property at 250 Spoonbill Dr, Kissimmee, FL 34759

$34,500

— beds— baths— sq ft

250 Spoonbill Dr, Kissimmee, FL 34759

Property at 1649 Redfin Dr, Kissimmee, FL 34759

$54,900

— beds— baths— sq ft

1649 Redfin Dr, Kissimmee, FL 34759

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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.

Waterfront Homes for Sale in Kissimmee

There are currently 159 waterfront homes for sale in Kissimmee at a median listing price of $354K. 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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