Osceola Homes with Boatable Water Water Frontage

Osceola Homes with Boatable Water Water Frontage

Welcome to Osceola County, Florida—a hidden gem that beautifully blends natural beauty with vibrant community living. Nestled in the heart of Central Florida, Osceola County is renowned for its stunning lakes, lush landscapes, and an array of recreational opportunities. Whether you’re an outdoor enthusiast, a family looking for a friendly neighborhood, or a retiree seeking tranquility, Osceola has something to offer everyone.

One of the county's most alluring features is its diverse selection of homes with boatable water frontage. Imagine waking up to the gentle sounds of water lapping against your dock, the sun rising over shimmering lakes, and the promise of adventure right outside your door. Properties here provide direct access to some of Florida's most picturesque waterways, allowing you to explore the natural beauty of lakes like Lake Tohopekaliga and East Lake Toho. Whether you’re fishing, kayaking, or simply enjoying a sunset cruise, life on the water is an experience like no other.

Osceola County is also home to a thriving community with excellent schools, shopping, and dining options. The charming towns of Kissimmee and St. Cloud offer a rich blend of history and modern amenities, providing a perfect backdrop for your new waterfront lifestyle.

With its unique blend of serene surroundings and community spirit, Osceola County invites you to explore homes that not only promise comfort but also a lifestyle filled with adventure and relaxation. Discover your dream home today and embrace the joys of waterfront living in this enchanting Florida paradise!

Newest Osceola Homes with Boatable Water Water Frontage

$975,000
5 Beds ⋅ 5 Baths ⋅ Bellalago Ph 6h & 6i SubDv. ⋅ 34746 Zip Code
Vacation every day in this luxury lakefront home, extensively renovated in 2024 and designed for both comfort and style. Enjoy the most beautiful view in the community, creating a serene backdrop for everyday living. The home features new luxury vinyl flooring throughout (2024) and custom built-in cabinetry in the kitchen and hearth room, blending functionality with elegance. The spa-inspired primary bathroom has been completely renovated, offering a private retreat. Perfect for entertaining, the home seamlessly connects indoor and outdoor living with custom folding sliding doors that open to a spacious lanai—ideal for gatherings or relaxing evenings by the water. A dedicated media room provides the perfect setting for family movie nights. Dog lovers will appreciate the thoughtfully designed custom dog wash, adding convenience and luxury for every member of the household. Located in a resort-style community, this home offers the ultimate in lakefront living and lifestyle.

3713 Dockside Dr, Kissimmee
$649,000
5 Beds ⋅ 4 Baths ⋅ Bellalago SubDv. ⋅ 34746 Zip Code
Virtually Staged. Stunning LAKEFRONT estate on an oversized .44-acre premium lot in the resort-style, guard-gated community of Bellalago. Nestled directly along the shores of Lake Tohopekaliga on the scenic Kissimmee Chain of Lakes. This home has "WOW" factor and offers exceptional waterfront living and access to one of Central Florida’s most iconic lake systems. This beautifully maintained home offers a multi-generational floor plan featuring 5-bedrooms, 4-bathrooms as well as a dedicated office and offers high end upgrades throughout. The first-floor features 4 bedrooms, 3 bathrooms, and an office, while the spacious upstairs bonus room serves as a 5th bedroom with an en-suite full bath. Gorgeous wood flooring, a fully fenced backyard, and an expansive screened patio with a summer kitchen and jacuzzi. This home is perfect for entertaining. The sellers have replaced all bedroom carpeting, installed engineered wood on the stairs, and refreshed the handrails with new spindles for a refined look. The kitchen impresses with newly upgraded granite countertops, a stylish backsplash, and added cabinetry including a 9'6"×24" white shaker cabinet. Lighting has been modernized with new pendants and a chandelier, complemented by a new sink and spray faucet. Additional updates include fresh interior paint, a charming barn door in the laundry room, premium wood pantry shelving, and custom closet organizers, including a redesigned primary closet with wood shelving and rods for enhanced storage. Bellalago offers a true resort-style experience along the scenic shores of Lake Toho, known for its world-class bass fishing. Community amenities include multiple pools, fitness center, lakeside clubhouses, on-site dining, tennis and basketball courts, walking trails, and a private boat ramp with direct lake access. Families enjoy the water park and zero-entry pool, while residents appreciate 24-hour security. CABLE AND INTERNET ARE INCLUDED! This home is a must see!

1511 Gateway Lane, Kissimmee
$569,000
3 Beds ⋅ 3 Baths ⋅ Kissimmee Isles Unit 1 Rep SubDv. ⋅ 34746 Zip Code
Waterfront living with golf course and pond views at this recently renovated 3-bedroom, 3-bath home on approximately one-quarter acre. NO HOA. The backyard opens to a canal with access toward Shingle Creek and Lake Tohopekaliga, offering opportunities for boating, kayaking, fishing and wildlife viewing. The property includes a boathouse, boat and three kayaks, subject to confirmation in the purchase contract. The home has two additional large flex rooms suitable for an office, recreation room, guest space or other uses. Recent improvements include a new side entrance door, fresh interior paint, a brand-new air-conditioning system, new LED lighting, and new tamper-resistant receptacles and switches throughout. Enjoy the large screened lanai with a hot tub and roll-down storm shutters, or relax on the new oversized composite front porch overlooking the golf course and ponds. The landscaped backyard features a firepit seating area, gravel walking paths, mature palm trees and tall hedges along both sides for added privacy. Additional features include an oversized driveway with parking capacity for approximately six vehicles, two storage sheds for tools and recreational equipment, and a private well with an underground pump and whole-house water-filtration system installed approximately two years ago. Free drinking water from the well and free irrigation water from the canal. A distinctive combination of waterfront access, outdoor recreation, generous parking, flexible interior space and peaceful views from both the front and back of the property.

2625 Harris Boulevard, Kissimmee
$650,000
5 Beds ⋅ 3 Baths ⋅ Shingle Creek Reserve At The Oaks Ph 5 SubDv. ⋅ 34746 Zip Code
Love boating, fishing, golf, and breathtaking Florida sunsets? Welcome home! Nestled on a quiet cul-de-sac in the highly sought-after The Oaks Golf Club community, this beautifully maintained 5-bedroom, 3-bathroom home offers the ultimate Central Florida lifestyle. Enjoy a screened, heated pool, a spacious 3-car garage, and access to the navigable Kissimmee Chain of Lakes through Lake Tohopekaliga (Lake Toho)—perfect for boating, world-class bass fishing, water sports, and unforgettable sunsets. Convenience is one of this home’s greatest advantages. Within less than 2 miles, you’ll find Publix, banks, restaurants, department stores, a gas station, the post office, and a car wash. Historic Downtown Kissimmee is just minutes away, with easy access to Disney, Orlando International Airport, hospitals, major highways, and Orlando’s world-famous attractions. The spacious floor plan is ideal for everyday living, entertaining, or hosting guests, making this home perfect as a primary residence, second home, or investment property. With low HOA fees, an established golf course community, and a location that combines recreation, convenience, and natural beauty, this home offers an exceptional opportunity to experience the very best of Florida living.

3104 Bass Boat Way, Kissimmee
$489,900
5 Beds ⋅ 5 Baths ⋅ Formosa Valley SubDv. ⋅ 34747 Zip Code
Beautiful two-story vacation home featuring five bedrooms and 4.5 baths, ideally located just minutes from Walt Disney World Resort. Fully furnished and tastefully decorated, this home offers a bright open-concept layout with a spacious living area, dining room and a modern kitchen with granite countertops, stainless steel appliances and a large breakfast bar. The thoughtfully designed floor plan comfortably accommodates larger families and groups, making it an excellent choice as a primary residence, vacation home or income-producing short-term rental. Go outside to your private backyard featuring a refreshing pool and patio, perfect for relaxing after a day at the parks. Located in a resort-style community with outstanding amenities, including a clubhouse and community pool and just minutes from shopping, dining, entertainment and major attractions. Don't miss this incredible opportunity to own a beautiful vacation home in the heart of Central Florida.

7989 Formosa Valley Place, Kissimmee
$780,000
5 Beds ⋅ 5 Baths ⋅ Bellalago Ph 6-I 1st Add SubDv. ⋅ 34746 Zip Code
Bellalago, one of Kissimmee's most coveted gated lakefront communities on Lake Toho is home to this stunning 2021-built Taylor Morrison Bimini model. This 5-bedroom, 4.5-bath showpiece offers 4,322 square feet of exquisitely finished living space with a Mediterranean elevation, barrel tile roof, and loaded with builder options and post-close upgrades. Double front doors open to a grand foyer beneath soaring 20-foot vaulted ceilings — a breathtaking first impression. Crown molding flows throughout the main living areas, complemented by wood-look ceramic tile in every common space, upgraded fixtures, and recessed lighting at every turn. The dedicated den features a custom built-in bookcase with cabinetry, and every closet in the home has been finished by Closets by Design. The gourmet kitchen is the heart of the home, showcasing a double island with quartz countertops, 42" glass-front upper cabinets with crown molding, a mosaic tile backsplash, pendant lighting, and a full suite of built-in appliances including a flat panel cooktop with vent hood and double wall ovens. A butler's pantry and separate dinette complete this chef's dream. Two luxurious owner's suites — one on each level — feature garden tubs, frameless glass showers, double vanities with quartz countertops, and private water closets. The upper suite spans 20x18 with dual custom walk-in closets. Upstairs also delivers an impressive 24x15 loft, a dedicated 12x13 home theatre, and three additional bedrooms — all with walk-in closets and custom built-ins. A pool-access full bath is already in place, and the expansive private lot backing a retention area with no neighbors on two sides offers ample room to design the pool of your dreams. The smart home package includes multi-zone thermostats, a 4K security system with monitoring, and whole-home technology wiring. The 3-car tandem garage features a professionally painted and textured floor. Outside, a fully screened covered lanai, sealed brick paver driveway and walkway, professional landscaping, and full gutters with covers round out this exceptional offering. Bellalago residents enjoy a private boat ramp to Lake Toho, resort pools, fitness centers, tennis and pickleball courts, walking trails, and an on-site restaurant — all minutes from the Turnpike, top-rated schools, and Orlando's world-famous attractions.

1100 Windlass Court, Kissimmee
$489,000
3 Beds ⋅ 3 Baths ⋅ Twin Lakes Ph 2a-2b SubDv. ⋅ 34772 Zip Code
Have you seen the Wilford? Probably not — it’s rarer than a Florida winter sweater. The builder teased us with this floor plan for about five minutes and then took it off the market, making this 3-bedroom, 3-bath beauty a true unicorn in the neighborhood. Privacy? You’ve got it. The guest suite even has its own en-suite, so your in-laws might never leave (sorry about that). Every inch has been designed with intention — even the cords are hiding in the walls like they’re in witness protection. The primary suite? Massive. Sun-soaked. Tray ceilings. Custom closet straight out of a home magazine. The kitchen? Let’s just say Gordon Ramsay would move in — giant granite island, 42" cabinets with pull-outs, a 5-burner gas cooktop, vented hood, and every shiny stainless thing you could want. Open the sliders and boom — your outdoor kitchen’s ready to host every BBQ, tailgate, or margarita Monday. And don’t even get me started on Twin Lakes — it’s like summer camp for adults. Two pools, pickleball, tennis, crafts, saunas, a full-time activities director, and you can even rent a boat for sunset cruises. Twin Lakes isn’t just a place to live — it’s where you start living your best Florida life.

2632 Meadowedge Loop, St Cloud
$1,375,000
3 Beds ⋅ 3 Baths ⋅ Pine Oaks SubDv. ⋅ 34744 Zip Code
Welcome to your private lakefront retreat on the shores of East Lake Tohopekaliga! Nestled on 5.25 picturesque acres, this exceptional 3-bedroom, 3-bathroom estate offers the perfect combination of peaceful country living and modern convenience. With 2,250 square feet of beautifully designed living space and agricultural zoning, the possibilities are endless—from creating your dream hobby farm to simply enjoying the privacy and open space. Inside, you'll find stunning Acacia wood plank flooring, elegant French Quarter stone tile, and soaring vaulted ceilings that create a bright, open atmosphere. The spacious living room is anchored by a cozy gas fireplace, while expansive multi-slide patio doors open seamlessly to a large screened lanai, creating the ultimate indoor-outdoor living experience with breathtaking lake views, refreshing breezes, and abundant wildlife. The gourmet kitchen is designed for both everyday living and entertaining, featuring granite countertops, ample cabinetry, and a breakfast bar. The main level also includes a comfortable guest bedroom, full bathroom, laundry area, and thoughtfully designed storage throughout. A striking spiral staircase leads to the private primary suite, where you'll wake up to panoramic views of East Lake Toho from your own balcony. The luxurious ensuite bath features dual vanities, a relaxing Jacuzzi tub, and a separate walk-in shower. Pocket doors and an additional screened porch further enhance the connection between the home and its beautiful natural surroundings. One of the property's standout features is the detached 3200-square-foot garage with oversized doors and soaring ceilings, providing exceptional space for RVs, boats, recreational vehicles, or a workshop. Additional parking is available in the attached 3-car garage, making this property ideal for outdoor enthusiasts and hobbyists alike. A separate studio apartment with its own kitchenette and full bathroom offers incredible flexibility for guests, a private office, multigenerational living, or potential rental income. Additional features include: Agricultural zoning with endless farm and recreational opportunities Keyless entry system Whole-home water treatment system On-demand propane water heater Irrigation system Radiant barrier attic for improved energy efficiency Newly constructed 700-foot driveway Full perimeter fencing for added privacy and security Despite its private, secluded setting, this remarkable property is conveniently located just 20 minutes from Walt Disney World and approximately 12 minutes from Orlando International Airport, offering easy access to world-class attractions, shopping, dining, and travel. Whether you're searching for a peaceful waterfront sanctuary, an equestrian or hobby farm property, or a one-of-a-kind estate with room to grow, this extraordinary East Lake Toho property delivers a truly unmatched lifestyle. Schedule your private showing today and discover this exceptional lakefront estate

2890 Frontier Drive, 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
$399,000
3 Beds ⋅ 2 Baths ⋅ Emerald Lake Colony Unit 3 SubDv. ⋅ 34744 Zip Code
Live the Florida lakefront lifestyle in this exceptional custom-built waterfront home! Built in 2015 with thoughtful design, this concrete block residence is perfectly situated on a beautiful 0.22-acre lot with direct access to Fish Lake, where motorized boats are welcome. Whether you enjoy fishing, boating, or simply relaxing by the water, you'll appreciate the opportunity to experience true waterfront living right from your backyard. Owners added an upgraded metal and concrete seawall as well. From the moment you arrive, you'll notice the home's impressive curb appeal, featuring an extended brick paver driveway and entry walkway leading to a custom front door. The attractive landscaping, lush lawn, and fully operational irrigation system further enhance the property's appeal. Inside, soaring cathedral ceilings and an abundance of windows create a bright, open atmosphere filled with natural light. This 3 bedroom-2-bathroom, popular split-bedroom floor plan offers privacy while the open-concept design seamlessly connects the kitchen and great room, making it ideal for both everyday living and entertaining. The oversized garage is another nice feature that you will love. The spacious kitchen is designed to be the heart of the home, offering generous counter space, abundant cabinetry, a convenient spacious pantry, breakfast bar seating, and brand-new upgraded stainless steel range and dishwasher. Freshly prepared for its new owners, the entire interior has been professionally painted, including the walls, ceilings, doors, and baseboards, while the exterior has also received a fresh coat of paint for a truly move-in-ready experience. The primary suite serves as a relaxing retreat, measuring approximately 14' x 13' and featuring a 5' x 8' walk-in closet along with direct access to the covered lanai. Two generously sized secondary bedrooms, each measuring 11' x 14', feature charming bay windows that add architectural character while filling the rooms with beautiful natural light. Durability and energy efficiency are evident throughout with an upgraded metal roof, double-pane windows and sliding glass door, and ceramic tile flooring throughout the entire home—there's no carpet anywhere. Step outside to the spectacular 10' x 30' covered rear porch, an incredible extension of the living space and the perfect setting to enjoy your morning coffee overlooking the water or unwind in the evenings while taking in peaceful lake views. Accessible from both the kitchen and the primary suite, this inviting outdoor living area is ideal for entertaining family and friends or simply embracing the tranquil waterfront setting. Best of all, there is no HOA, giving you the freedom to truly enjoy your property. Conveniently located just 20 miles from Disney World. Also, just minutes from restaurants, shopping, grocery stores, healthcare facilities, parks, schools, and major roadways including the Florida Turnpike, this home combines the serenity of lakefront living with outstanding everyday convenience. If you've been dreaming of a move-in-ready custom home where you can fish from your backyard, spend weekends boating on Fish Lake, and enjoy peaceful waterfront sunsets, this exceptional property is ready to welcome you home.

1422 Patricia Street, Kissimmee
$580,000
5 Beds ⋅ 2 Baths ⋅ New Eden On The Lakes Unit 15 Replat SubDv. ⋅ 34771 Zip Code
Virtually Staged. WATERFRONT HOME WITH DIRECT ACCESS TO THE ALLIGATOR CHAIN OF LAKES! Beautifully remodeled 5-bedroom, 2-bathroom home situated on a canal with direct access to Coon Lake and the Alligator Chain of Lakes. This move-in-ready property combines modern updates, waterfront amenities, and practical features designed for Florida living. Recent improvements include a new roof (2023), all new windows (2023), HVAC system (2024), and a private boat dock (2024). The property is further enhanced by a durable composite seawall, helping protect the shoreline while providing easy access to the water. Inside, you'll find tile flooring throughout and a spacious floor plan designed for comfortable living. The primary suite features an upgraded custom closet system, while the remodeled interior offers a clean, modern aesthetic throughout the home. Outdoor living is a highlight of this property. The expansive covered rear porch spans nearly the entire width of the home and is equipped with remote-controlled retractable screens, allowing you to enjoy the space year-round. A dedicated concrete pad is already in place for a future outdoor kitchen. For those needing additional flexibility, the property also includes RV hookups. The canal location offers the added benefit of regular maintenance due to its role as an emergency access waterway, helping provide continued navigability and accessibility to the chain of lakes. Additional features include a private well with a water filtration system and a quiet location with no through traffic.

1330 S Shore Drive, St Cloud
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