Kissimmee Homes with Boatable Water Water Frontage

Kissimmee Homes with Boatable Water Water Frontage

Welcome to Kissimmee, Florida – a vibrant gem nestled in Osceola County, where the allure of sunshine meets the serenity of waterfront living. Known for its family-friendly atmosphere and proximity to world-famous attractions, Kissimmee offers a unique blend of suburban charm and exciting entertainment. With its picturesque lakes and lush landscapes, the region is a haven for outdoor enthusiasts and those seeking a laid-back lifestyle.

One of the most enchanting features of Kissimmee is its stunning homes with boatable water frontage. Imagine waking up to the gentle lapping of water against your dock, where you can embark on a leisurely day of fishing, boating, or simply soaking in the breathtaking views. These waterfront properties provide not just a home, but a lifestyle filled with adventure and tranquility. Whether you’re casting a line into the shimmering waters of Lake Tohopekaliga or enjoying a sunset cruise, your days will be filled with endless possibilities.

Kissimmee’s real estate market boasts a variety of waterfront homes, from charming single-family residences to luxurious estates. Each property offers its own unique character and access to the region’s beautiful lakes, making it a perfect choice for families, retirees, or anyone looking to embrace the Florida lifestyle.

With its rich history, diverse culture, and a community that feels like family, Kissimmee is more than just a place to live; it’s a place to thrive. Discover your dream home with boatable water frontage today and experience the magic of Kissimmee living!

Newest Kissimmee Homes with Boatable Water Water Frontage

$320,000
3 Beds ⋅ 3 Baths ⋅ Villa Sol Townhomes Village 6 SubDv. ⋅ 34744 Zip Code
Beautifully maintained, move-in-ready 2-story townhome in the gated, resort-style community of Villa Sol! This impeccably kept 3-bedroom, 2.5-bath home offers 1,540 sq ft of living space with a 2-car garage. Gorgeously decorated and sold fully furnished with high-end furnishings throughout, this home is turnkey-ready. Perfect as your primary residence, a second home, or a short-term rental investment opportunity. The level of care, upgraded décor, and furniture package set this home apart from other properties in the community. Step inside to a bright, open floor plan with tile flooring on first floor and hard-wood at second floor. The kitchen features rich wood cabinetry, granite-look countertops, and stainless steel appliances, opening to a spacious dining and living area with sliding glass doors leading to a private screened lanai. Upstairs offers a generous primary suite with a walk-in closet, two additional bedrooms, a full bath, and a convenient laundry room. Villa Sol residents enjoy resort-style amenities including a clubhouse, community pool, fitness center, tennis courts, playground, walking trails, and beautifully maintained grounds. Zoned for East Lake Elementary, Neptune Middle, and Tohopekaliga High. Minutes from major highways, shopping, dining, and Orlando's theme parks. Pride of ownership shows throughout this exceptional home!

3140 Via Otero Drive, Kissimmee
$1,599,000
5 Beds ⋅ 4 Baths ⋅ Lasseters SubDv. ⋅ 34744 Zip Code
Welcome to the quintessential Florida lakefront lifestyle. Tucked beneath a breathtaking canopy of majestic Southern Live Oaks, this extraordinary 4-bedroom, 3-bath estate—with a detached 1-bedroom, 1-bath guest house—offers approximately 105 feet of shoreline on beautiful Lake Tohopekaliga (Lake Toho) and a setting unlike anything else on the market. Beyond the private wrought-iron gates off Neptune Road, this 1.5-acre estate offers the privacy and freedom of no HOA, allowing you to keep your boat just steps from the water and your RV on its own dedicated pad with electrical hookup. From the sparkling saltwater pool and tranquil koi pond with cascading waterfall to the countless custom features throughout the property, this is a home that truly must be experienced in person. Built with durable concrete block construction and topped with a newer roof, the residence features a timeless blend of hardwood and tile flooring. The heart of the home is a chef’s kitchen designed for both everyday living and entertaining, complete with custom wood cabinetry, a premium Viking vent hood over a six-burner gas cooktop, and sunset views of Lake Toho from the kitchen sink. The outdoor living spaces are equally impressive. Positioned between the pool area and the lakeshore, the custom outdoor kitchen is an entertainer’s dream, featuring a full brick wood-fired oven, brick rotisserie, brick smoker, and expansive concrete cooking area—perfect for hosting everything from intimate family dinners to large gatherings. The spacious primary suite occupies its own private wing of the home and showcases an entire wall of windows framing spectacular lake views. The en-suite bath includes a relaxing garden tub, separate walk-in shower, generous walk-in closet, and ample space to create your own private retreat. The main residence also offers three additional bedrooms, a dedicated office with a closet that could serve as a fifth bedroom, and thoughtfully designed living spaces throughout. Adding even more versatility is the detached guest house, complete with its own private driveway and rear entrance. Featuring an open-concept living and kitchen area, separate bedroom, full bath, and its own HVAC system, it’s ideal for extended family, guests, a private office, or potential rental opportunities. Despite its peaceful, estate-like setting, this exceptional property is conveniently located just minutes from the rapidly growing NeoCity technology district, Osceola Heritage Park, the Florida Turnpike for easy access throughout Central Florida, as well as the Kissimmee and Amtrak SunRail stations for a convenient alternative to highway commuting. This location is also great for the theme park enthusiasts, with over 15 major Disney, Universal, and SeaWorld parks combined within a short drive. For the avid boater/fisherman, you will be delighted to know that your boat- parked on your own dock (with a boat lift)- here on Lake Toho is a part of the Chain-of-Lakes, allowing you to travel through lakes all over Florida, and even to the Atlantic or Gulf of America. Lake Toho also hosts several professional bass fishing tournaments each year. Whether you’re searching for a private waterfront retreat, an entertainer’s paradise, or a place where you can truly enjoy the Florida lifestyle, this one-of-a-kind Lake Toho estate offers an opportunity that’s rarely available.

807 Neptune Road, Kissimmee
$1,938,000
Acreage & Unrec SubDv. ⋅ 34744 Zip Code
Rare 6.46-Acre Waterfront Land & Development Opportunity An exceptional opportunity to acquire 6.46± acres of prime waterfront property on East Lake Tohopekaliga, offered with the 3.80-acre vacant parcel as the primary property and an adjoining 2.66-acre improved parcel included in the sale. This unique offering presents a rare chance to secure one of the largest privately owned waterfront land assemblages in the area. The 3.80-acre vacant parcel provides a blank canvas for your vision, whether you're planning a luxury waterfront estate, private family compound, or exploring future development opportunities. The adjoining 2.66-acre parcel features multiple existing residential units currently generating approximately $30,000 in annual rental income, with additional income potential of approximately $18,000 annually by leasing the remaining units. Generate immediate cash flow while pursuing your long-term plans. The true value lies in the property's expansive acreage, waterfront setting, and future potential. Preliminary concepts indicate the combined property may allow for multiple estate-sized homesites, each with room for a guest house, subject to buyer verification, county approvals, and all applicable development requirements. Conveniently located just minutes from Lake Nona, Medical City, Orlando International Airport, SR 417, Florida's Turnpike, shopping, dining, and world-famous attractions, this is a rare opportunity to own a premier waterfront land holding in one of Central Florida's fastest-growing markets. Property Highlights • 6.46± acres total across two parcels • 3.80-acre vacant waterfront parcel • Additional 2.66-acre income-producing parcel included • Direct frontage on East Lake Tohopekaliga • Approximately $30,000 annual rental income with additional upside • Exceptional investment, estate, or redevelopment opportunity • Potential for future subdivision or luxury estate homes (subject to county approvals) • Minutes from Lake Nona, Medical City, Orlando International Airport, SR 417, and Florida's Turnpike Waterfront land opportunities of this size, location, and potential are exceptionally rare. Bring your vision and explore the possibilities of this unique property.

Sharpey Road, Kissimmee
$1,938,000
6 Beds ⋅ 5 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34744 Zip Code
Rare 6.46-Acre Waterfront Development Opportunity on East Lake Tohopekaliga An exceptional opportunity to acquire 6.46± acres of waterfront property in one of Central Florida's fastest-growing areas. This offering includes two parcels totaling approximately 6.46 acres, consisting of a 2.66-acre improved parcel and an adjacent 3.80-acre vacant parcel, providing incredible flexibility for investors, developers, builders, or those seeking a private waterfront estate. The improved parcel currently features multiple residential units that generate approximately $30,000 in annual rental income, with the opportunity to increase income by approximately $18,000 annually through leasing the remaining units. Generate cash flow while planning your future vision. The true value of this property lies in its land, location, and development potential. With expansive frontage, mature oak trees, and direct access to beautiful East Lake Tohopekaliga, this is a rare opportunity to create a luxury waterfront enclave or private family compound. Preliminary concepts may allow for multiple estate-sized homes with guest houses, subject to county approvals and buyer due diligence. Located just minutes from Lake Nona, Medical City, Orlando International Airport, major highways, shopping, and dining, properties of this size with waterfront acreage are becoming increasingly difficult to find. Property Highlights • 6.46± acres across two parcels • 2.66-acre improved parcel • 3.80-acre adjacent vacant parcel • Direct waterfront location on East Lake Tohopekaliga • Existing income-producing improvements • Approximately $30,000 annual rental income with additional upside • Excellent investment, redevelopment, or estate opportunity • Potential for future subdivision or luxury estate development (subject to county approval) • Minutes from Lake Nona, Medical City, Orlando International Airport, and major roadways Opportunities of this scale, location, and potential are exceptionally rare in Central Florida.

2690 E Lake Road, Kissimmee
$899,000
6 Beds ⋅ 5 Baths ⋅ Regal Bay SubDv. ⋅ 34744 Zip Code
Experience the best of Florida lakefront living! Situated on a rare, private gated peninsula, this 4,600+ sq. ft. estate home offers panoramic views of Lake Tohopekaliga from nearly every room! Enjoy private boating access from your backyard boat dock with lift! The timeless brick architecture and classic front porch welcome you into a light-filled sanctuary featuring newly installed bamboo flooring. The impressive chef’s kitchen features a center cooktop island, built-in oven, stainless steel appliances, and crown molding throughout. Unwind with the first-floor primary retreat, a spa-like en-suite with a jetted tub, separate shower, dual closets, and breathtaking water views. Upstairs, you'll find French doors to the expansive balcony and a versatile bonus wing with a second fireplace, offering the perfect setting for a game room, home gym, or multi-generational suite. Step outside to your private dock with a boat lift and enjoy the sounds of birds from the nearby bird sanctuary. Explore the world-class Bass fishing on Lake Toho, part of the Kissimmee Chain of Lakes. Lake Toho is one of the premier fishing lakes in Florida, and is home to many fishing and boat clubs, including Major League Fishing. Lake Toho is also recognized by the Audubon Society and eBird as prime habitat for bird watching, with over 180 species of birds. Notable improvements include: A/C replacements (downstairs 2023, upstairs 2019), water heater (2020), roof replacement (2017), and Exterior paint (2023) with washer dryer and some furniture included. Ideally located minutes from Orlando’s theme parks and with easy access to the Florida Turnpike, this home offers secluded luxury with effortless connectivity to nearby dining and entertainment venues. Homes of this caliber are a rare opportunity. Schedule your private tour today!

1425 Riviera Drive, Kissimmee
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