Osceola Homes with Canal Front Frontage

Osceola Homes with Canal Front Frontage

Welcome to Osceola County, Florida, a hidden gem that seamlessly blends natural beauty with vibrant community living. Nestled in the heart of Central Florida, Osceola County is renowned for its picturesque landscapes, rich history, and a plethora of recreational activities. From the enchanting wetlands of the Everglades to the serene lakes and parks, this county offers an idyllic setting for those seeking a tranquil lifestyle while still being close to the excitement of Orlando's attractions.

One of the most sought-after features of homes in Osceola County is canal front frontage. Imagine waking up each morning to breathtaking views of the water, where you can easily access your boat for a day of fishing or leisurely cruising. Homes with canal front properties provide not just a living space, but a lifestyle—one that embraces the outdoors and the joys of waterfront living. Spend your weekends kayaking, paddleboarding, or simply relaxing by the water’s edge.

The real estate market in Osceola County is thriving, with a diverse range of homes that cater to all lifestyles and budgets. Whether you're looking for a cozy retreat or a spacious family home, the options are abundant. The community is friendly and welcoming, with excellent schools, shopping, and dining options just a stone's throw away.

Discover the charm of Osceola County and the allure of canal front living. Experience the perfect blend of nature and community, and make this beautiful area your new home. Your waterfront dream awaits!

Newest Osceola Homes with Canal Front Frontage

$275,000
3 Beds ⋅ 2 Baths ⋅ Cypress Shores Rep SubDv. ⋅ 34744 Zip Code
This property is a CASH only LAND only sale. The home is uninhabitable. Located on a canal with direct access to Lake Toho. You can build your dream lake house here and save money on impact fees. During specific Holidays you have views of the city run Fireworks from your backyard.

740 Shore Drive, Kissimmee
$1,375,000
6 Beds ⋅ 5 Baths ⋅ Waterside Vista SubDv. ⋅ 34771 Zip Code
Virtually Staged. Mediterranean Elegance Meets Waterfront Luxury in the Exclusive Gated Community of Waterside Vista. Experience luxury, privacy, and convenience in this stunning Mediterranean-inspired estate nestled within the exclusive gated enclave of a private boating community of only 24 custom residences. This one-of-a-kind property features a residential elevator, breathtaking canal views, direct access to the Chain of Lakes, a heated saltwater pool, a rare five-car split garage, and an extended driveway accommodating up to 11 vehicles, perfect for your boats, cars, RVs, and all your recreational toys. Enjoy the benefit of lower St. Cloud taxes while being adjacent to Lake Nona, just 10 minutes from Lake Nona Medical City, highway 417 exit, world-class dining, shopping, and only 20 minutes from Orlando International Airport. Situated on a .64-acre waterfront homesite, this 5,193-square-foot estate offers 6 bedrooms, 5 bathrooms, and two versatile flex rooms ideal for a home office, gym, playroom, or additional guest space. Enjoy breathtaking canal views with direct access to Fells Cove, East Lake Tohopekaliga, and the Chain of Lakes. The deep-water canal offers the opportunity to build your own private dock and enjoy the ultimate Florida boating lifestyle. From the moment you arrive, the home's striking Mediterranean architecture commands attention. A dramatic two-story turreted entrance, reminiscent of a castle, welcomes you into a spectacular 24-foot foyer with an elegant Juliet balcony. The home's impressive curb appeal is further enhanced by an extended driveway that comfortably accommodates accommodates up to 11 vehicles and is complemented by a rare five-car split garage, perfect for car enthusiasts, boat owners, or multigenerational living. The garage also features both a Tesla charger and an EVBox charging station. The open-concept floor plan is designed for entertaining and everyday living, featuring a chef's kitchen with an oversized granite island, upgraded countertops, stainless steel appliances, gas cooktop, and separate butler's pantry. An oversized laundry room offers abundant cabinetry, while thoughtful accessibility features including a residential elevator and front entry ramp provide comfort and convenience. The first-floor owner's suite is a private retreat featuring a custom walk-in closet with built-in organizers. A second first-floor bedroom and full bath are ideal for guests or multigenerational living. Upstairs offers a spacious living room with wet bar, a dedicated theater room, and four oversized bedrooms, including one with its own Juliet balcony. Step onto the second-floor balcony and take in beautiful canal views. Outdoor living shines with a heated saltwater pool, recently replaced pool motor, and a brand-new screened enclosure. More than 84 solar panels will convey with the home to help minimize electric costs, while a whole-home water treatment system enhances everyday comfort and efficiency. This exceptional home combines luxury waterfront living, private boating access, energy-efficient upgrades, accessibility features, abundant parking, and an unbeatable location next to Lake Nona. RSVP for the upcoming viewing event.

5229 Waterside Vista Lane, St Cloud
$289,000
2 Beds ⋅ 2 Baths ⋅ Canaveral Acres 3 SubDv. ⋅ 34773 Zip Code
Escape to your own slice of Old Florida charm on just under 1 ACRE in beautiful St. Cloud! This spacious ranch-style 1990 manufactured home offers 2 bedrooms, 2 bathrooms, and a warm, inviting interior filled with custom wood details and timeless character. The open living area flows seamlessly into the generously sized kitchen, featuring tile countertops, abundant cabinet and prep space, and a picturesque view from the kitchen window that brings the outdoors in. The primary bedroom includes the laundry area and offers a private entrance onto the screened patio. Other features include a metal roof, HVAC (2021), water heater (2022), water softener and 3/4 inch upgraded plywood subfloor. Enjoy peaceful mornings on the welcoming wraparound front porch or unwind on the oversized screened patio overlooking the fully fenced property with gated driveway access. Outdoor amenities include a fire pit, chicken coop, raised garden bed, and a playground—creating the perfect setting for entertaining, gardening, or simply enjoying the Florida lifestyle. A standout feature of this property is the impressive 40’ x 50’+ detached garage/workshop, along with an additional 36’ x 30’ storage area behind the garage. Currently configured as a workshop, this incredible space includes two 220-amp electrical hookups, plumbing for an exterior sink, pre-piping for an air compressor, 2 outdoor sinks, 3 outdoor hose bibs, additional kitchen space - making it ideal for hobbyists, contractors, mechanics, or anyone needing exceptional workspace and storage. The garage includes built-in workbenches and cabinets plus two additional storage rooms. Also, a 12x20 shed with metal roof included. With ample room for your toys, equipment, and outdoor activities, this unique property offers the perfect blend of country living, functionality, and charm while remaining conveniently located near shopping, dining, schools, and major roadways. Ideally located 35 miles to Melbourne Beach, 35 miles to Orlando International Airport and 40 miles to Disney World while enjoying the rural country living. Holopaw offers a voluntary membership to a non-profit organization that provides local events and opportunities for education. Nearby parks include playgrounds, basketball court, walking trail, fishing, baseball and soccer fields plus a fire department all located within 2 miles. Don’t miss this one-of-a-kind opportunity to own a versatile property with endless possibilities! All information is deemed reliable and shall be independently verified.

9385 Concord Road, St Cloud
$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
$394,900
4 Beds ⋅ 2 Baths ⋅ Bellalago Ph 5j Sec 2 SubDv. ⋅ 34746 Zip Code
Virtually Staged. Lakefront Living on Lake Toho | Seller Offering $3,000 Toward Closing Costs! Welcome to 3906 Carrick Bend Drive, a beautifully maintained 4-bedroom, 2-bathroom LAKEFRONT home with direct shoreline access to Lake Tohopekaliga (Lake Toho), Osceola County's largest lake, and the seller is offering $3,000 toward closing costs with an acceptable offer, making this lakefront lifestyle even more attainable. This home is the LARGEST 4 bedroom home available in Bellalago under $400,000 and the MOST AFFORDABLE WATERFRONT home. Set in the highly sought-after gated resort community of Bellalago, this 2,100+ square foot residence offers an open-concept floor plan, abundant natural light, upgraded lighting fixtures, and interior doors throughout all framed by serene, unobstructed water views right from your backyard. This home is amazing for a primary and also a fantastic INVESTMENT PROPERTY to add to your portfolio. The current rental rates estimate gross income of over $32,000 and a 5+% CAP RATE. Step outside and you're on Lake Toho's shoreline, with easy access to world-renowned bass fishing, kayaking, paddle boarding, and birdwatching just steps from home. Nearby Lakefront Park adds scenic walking paths and waterfront views along Lakeshore Boulevard, extending your lake access even further. Beyond the water, Bellalago delivers true resort-style living: multiple community pools, a state-of-the-art fitness center, tennis and basketball courts, on-site lakeside dining, miles of lakeside walking and biking trails, 24-hour gated security, and a full calendar of community events. Conveniently located near shopping, dining, top-rated schools, and Central Florida's world-famous attractions, this home blends true lakefront living with everyday convenience. Don't miss this rare opportunity to own a piece of Lake Toho with $3,000 in seller-paid closing costs to help get you there. Schedule your private showing today!

3906 Carrick Bend Drive, Kissimmee
$429,900
3 Beds ⋅ 2 Baths ⋅ Maple Terrace SubDv. ⋅ 34771 Zip Code
MOVE-IN READY! UNIQUE LAKE-ACCESS OPPORTUNITY! Welcome to 2234 Maple Ter, a charming 3-bedroom, 2-bath single-family home in the Maple Terrace area of St. Cloud. Built in 1979 and offering approximately 1,504 heated square feet, this one-story home sits on a spacious 0.40-acre lot in a quiet established neighborhood near Alligator Lake. The property features a private screened pool, in-ground spa, covered carport, mature landscaping, and a peaceful outdoor setting with nearby canal and lake views. The owner has directly stated that the home offers front-door access to Alligator Lake and the connected Chain of Lakes, plus shared ownership interest in a private canal with private boat dock and direct lake access. Inside, the home offers a functional layout with separate living and dining areas, solid-surface kitchen counters, ceiling fans, window treatments, and accessibility-friendly bathroom features including a walk-in tub and shower grab bars. Recent owner-reported updates include a new roof in 2023, new pool screen in 2022, new pool pump in 2025, pool tile and resurfacing in 2026, A/C system serviced in 2025, well pump serviced in 2026, whole-home generator with 100-gallon rented propane tank, and transferable Massey termite bond. Carpet has been removed and not replaced, and seller is offering up to $20,000 in buyer concessions, which may be used toward flooring, repairs, closing costs, prepaid items, or other allowable costs. Conveniently located near US-192, Lake Nona area access, shopping, dining, schools, and major Central Florida roadways. IMPORTANT NOTE TO BUYER AGENT: Limited-service listing. Please see Realtor Only Remarks or Showingtime Instructions on StellarMLS for showing and offer instructions.

2234 W Maple Terrace, St Cloud
$469,900
3 Beds ⋅ 2 Baths ⋅ Bay Lake Estates SubDv. ⋅ 34771 Zip Code
Waterfront living, a private pool, and a half-acre lifestyle — welcome home to Bay Shore Drive. This 3-bedroom, 2-bath CBS pool home sits on over half an acre with 110 feet of canal frontage leading directly to Bay Lake. Drop your kayak or tie up your boat at the private wood dock, take a dip in the sparkling freeform screened pool, and enjoy everything this established waterfront neighborhood has to offer — including a private community boat ramp and tennis courts, all with no mandatory HOA. Step inside and you'll immediately notice the new laminate flooring flowing through the main living areas and the striking exposed wood beam ceiling detail that gives this home real character. The spacious living room features a large picture window that fills the space with natural light, and the open staircase leads to the upper level with its own covered balcony overlooking the neighborhood. The kitchen offers solid wood cabinetry, plenty of counter space, and a window with views out toward the pool and lanai — making meal prep feel a little more like Florida living. A mud room connects the kitchen directly to the covered back porch, keeping your home clean after pool days and boating adventures. Out back is where this property truly shines. The enormous covered and painted lanai runs the full length of the home — perfect for outdoor dining, entertaining, or just relaxing in the shade. Step through to the screened pool enclosure with its freshly replaced screens and generous pool deck, and take in the wide open yard that stretches down to your seawall and dock on the canal. Peace of mind is built in: new roof (2021), new electrical panel (2026), new water heater (2025), and new laminate flooring (2026) mean the big-ticket items are already done. The 2-car finished garage adds even more utility. Bay Lake access. Private dock. Pool. Half acre. Optional HOA. This is the Florida waterfront lifestyle — without the waterfront price tag of newer construction.

6570 Bay Shore Drive, St Cloud
$635,300
5 Beds ⋅ 5 Baths ⋅ Bellalago Ph 4p SubDv. ⋅ 34746 Zip Code
Virtually Staged. Wake up to peaceful water views and end your day with sunsets right from your own backyard in this custom home inside Bellalago. This 5 bedroom, 4.5 bath home offers nearly 3,000 square feet with a unique layout that stands out from anything else in the community, including dedicated office space and a private screened pool designed for everyday living and entertaining. Step outside and experience true Florida lake living. Your private dock is equipped with electric and water, making it easy to enjoy time on the water. Residents also have access to a community boat ramp and lift that connects directly to Lake Tohopekaliga, part of the Kissimmee Chain of Lakes. Whether you enjoy boating, fishing, or simply relaxing by the water, this home delivers the lifestyle buyers are looking for. The open backyard views create a quiet setting where you can enjoy local wildlife and wide sunset skies. Bellalago is a gated community known for its resort style amenities and strong sense of community. Residents enjoy access to two amenity centers with multiple heated pools, water slide, fitness centers, tennis and pickleball courts, playgrounds, walking paths, dog park, fishing pier, on site dining, and year round community events. Both Bellalago and Isles of Bellalago amenities are available to homeowners. Conveniently located near shopping, dining, and everyday essentials, this home offers a balance of privacy, recreation, and accessibility. This is more than a home, it is a lifestyle centered around water, nature, and community.

3704 Eagle Isle Circle, Kissimmee
$575,000
3 Beds ⋅ 3 Baths ⋅ Bay Lake Estates SubDv. ⋅ 34771 Zip Code
Welcome to 6670 Bayshore Drive in beautiful Saint Cloud, Florida a rare waterfront retreat on the shores of stunning Bay Lake, nestled within the sought-after Bay Lake Ranch community. Situated on just over half an acre, this unique two-story home is thoughtfully designed to maximize breathtaking water views, with the main living and entertaining spaces located on the second floor. The expansive Florida room showcases panoramic views overlooking Bay Lake creating the perfect setting for morning coffee, sunset gatherings, and effortless indoor-outdoor entertaining. The layout offers exceptional functionality and privacy, with the primary suite and additional bedrooms conveniently located on the first floor. This design provides a quiet retreat away from the main living areas ideal for restful evenings, guest privacy, or multi-generational flexibility. Step outside to experience true waterfront living. The backyard features your own private boat ramp, a covered dock to park your boat, kayaks, paddleboards or wave-runners Settle back on the charming sandy beach area perfect for relaxing lakeside. Just steps from the shoreline, a swim spa is perfectly positioned near the beach and dock offering an inviting space to unwind or exercise while enjoying the peaceful lake views. Outdoor living continues with a covered outdoor kitchen and fire pit, making this property an entertainer’s dream. A durable metal roof adds both style and long-term value. The spacious first-floor bonus room provides additional flexibility for a home office, recreation space, gym, or guest suite adapting easily to your lifestyle needs. If you’ve been searching for privacy, space, and authentic lakefront living with character and versatility, this Bay Lake property offers more than a home it offers a lifestyle. Don’t delay call today to schedule your showing.

6670 Bay Shore Drive, St Cloud
$975,000
3 Beds ⋅ 2 Baths ⋅ Mccools Add To Kissimmee Park SubDv. ⋅ 34772 Zip Code
Did you know you can access the Gulf of Mexico and Atlantic Ocean through West Lake Tohopekaliga chain of lakes? This is a rare opportunity to own acreage with 2 home sites and over 300 ft of water frontage on West Lake Tohopekaliga. Make sure to have your camera ready to snap photos of various wildlife from eagles, turkeys, and turtles. Enjoy the Florida sunsets in the convivence of your backyard. NO HOA and over 2 acres of property offers country feel yet close to major highways, shopping, hospitals, and 30 minutes from Sea World and Walt Disney. Public boat ramp, community park with picnic tables, walking trail, and playground.

4705 Kissimmee Park Road, St Cloud
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