Osceola Homes with Waterfront

Osceola Homes with Waterfront

Osceola County, located in Kissimmee, Florida, is a beautiful area known for its stunning waterfront homes. If you're a nature lover or simply enjoy the tranquility of living near water, Osceola County offers a plethora of options for you to consider.

With a true waterfront setting, these homes provide breathtaking views and a peaceful atmosphere. Whether you're looking for a spacious lakefront property or a cozy riverfront cottage, Osceola County has it all. Imagine waking up to the sound of gentle waves lapping against the shore or enjoying a cup of coffee on your private dock as you watch the sun rise over the water.

Aside from the picturesque views, living in a waterfront home in Osceola County also offers a variety of recreational activities. You can spend your days boating, fishing, or simply relaxing on the water. Many of these homes come with amenities such as private boat docks, swimming pools, and outdoor entertaining areas, making it easy to enjoy the Florida lifestyle to the fullest.

In addition to the natural beauty and recreational opportunities, Osceola County is also home to a vibrant community. The area boasts excellent schools, convenient shopping centers, and a wide range of dining options. Furthermore, its close proximity to Orlando makes it an ideal location for those who want to enjoy the attractions and entertainment the city has to offer.

If you're looking for a true waterfront experience in Osceola County, you'll find a variety of homes that cater to your desires. From luxury estates to charming cottages, there's something for everyone in this beautiful county. Don't miss out on the opportunity to live in a home where the water is just steps away from your doorstep.

Newest Osceola Homes with Waterfront

3 Beds ⋅ 3 Baths ⋅ O6434576 MLS ⋅ 3117 BLDG.

AMAZING VILLA IN MARGARITAVILLE RESORT ORLANDO! CURRENTLY LEASED WITH QUALITY LONG TERM TENANT THROUGH 10/23/26. LEASE CAN BE ASSIGNED TO BUYER. This Villa has 3 Bedrooms, 3 Baths, High-End Quartz Countertops, Upgraded "Wood" Tile Flooring and Appliances, High Capacity Washer and Dryer. Kitchen has Island with Seating, Large Counter Space and Windows with Lots of Natural Light. The Door from the Kitchen Leads you to a Beautiful Patio with Lounge Chairs and Tropical Landscaping, Palm Trees and Tropical Foliage with a Serene WATER VIEWS. Primary Bedroom Located Upstairs has En Suite Bathroom. Furniture Package is INCLUDED in List Price! Furniture Package Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! This Unique First of its Kind Resort has Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants, Bars, Live Music, Retail and More! LOCATED MINUTES FROM DISNEY PARKS!, All While Being Conveniently Close to The Best Shopping, Dining, And Entertainment Options in Florida. This Home Is Not Just a Residence; It's A Lifestyle Choice for Those Who Want to Experience the Best of Florida Living, Where Every Day Feels Like a Vacation.

3117 Caribbean Soul Drive, Kissimmee

3 Beds ⋅ 3 Baths ⋅ O6434538 MLS

Welcome to 2430 Bittle Way, a beautiful 3 bedroom, 2.5 bathroom home, located in the Pinewood Gardens estate in St Cloud, Fl. This home built in 2019 boasts 1,875 sqft of living space and is equipped with energy-efficient solar panels and a Soft water conditioning system. As you enter the home, you'll be greeted by a spacious and open floor plan. The kitchen complete with stainless steel appliances and ample storage, flows seamlessly into the living and dining areas. Upstairs, you'll find the primary bedroom with an en-suite bathroom featuring large vanities and a walk in shower. A bonus room, two additional bedrooms, a full bathroom are also located on the upper level. The home backs up to a relaxing water view. Outside, the home boasts a beautifully landscaped yard front and sides, as well as various fruit trees. The home also features a spacious 2-car garage. Welcome home. Schedule a showing today!

2430 Bittle Way, St Cloud (City of St Cloud)

2 Beds ⋅ 2 Baths ⋅ S5155805 MLS

Leave the Snow Behind & Make Florida Your Winter Getaway! Imagine escaping the cold and spending your winters surrounded by sunshine, sparkling water, boating, fishing, and Florida’s famous outdoor lifestyle. This charming furnished 2-bedroom, 2-bath cottage is nestled in the desirable gated Shelter Cove Resort along the scenic southern shore of Lake Center—part of the beautiful Alligator Chain of Lakes. This is more than a cottage—it’s your opportunity to have your own Florida retreat with your dock and boat slip, giving you easy access to the water whenever you're ready for a day of fishing, boating, or simply enjoying the peaceful lakefront lifestyle. Fish from your own dock or sail away by having the convenient access to Lake Center and the Alligator Chain of Lakes right from your back yard. Community amenities include: Gated, resort-style community with beautiful wooded areas, wetlands, and lakefront surroundings Community pool, golf cart-friendly roads/trails, social activities, and recreational opportunities Perfect as a snowbird winter retreat, vacation home, investment property, or full-time Florida residence Just 4 miles to Publix, Winn-Dixie, Walgreens, and everyday conveniences New Walmart being built around the corner, restaurants, and shopping in St. Cloud About 40 minutes to Melbourne and Cocoa Beach Conveniently located near Central Florida’s world-famous attractions, including Walt Disney World, Universal Studios, and SeaWorld Winter Somewhere Warm! Why spend another winter shoveling snow when you could be sitting on your dock with a fishing pole, watching a rocket launch across the Florida sky, or enjoying a sunset cruise from your own boat slip? Spend your days on the water and your evenings enjoying the relaxed atmosphere of Shelter Cove. And when you're ready for some excitement, Central Florida’s theme parks, entertainment, dining, shopping, and attractions are all within easy reach. Whether you’re looking for a snowbird escape, a waterfront vacation home, or your own affordable slice of the Florida lifestyle, this charming cottage offers an incredible opportunity to enjoy the best of lake living and Central Florida. Leave the snow behind. Bring your boat, your fishing pole, and your flip-flops—and start enjoying Florida! Schedule your private tour today and discover your new winter getaway!

1405 Starboard Drive, St Cloud (Magnolia Square)

2 Beds ⋅ 2 Baths ⋅ GC542816 MLS

Luxury, move-in-ready home on a premium pond & conservation homesite in the sought-after, guard-gated Del Webb Sunbridge 55+ community—just minutes from Lake Nona. This beautifully upgraded residence offers 2 bedrooms, a dedicated Flex Room/Home Office, 2 bathrooms, and over 1,943 sq. ft. of thoughtfully designed living space with an open-concept layout, high ceilings, and abundant natural light. The gourmet kitchen features premium KitchenAid® stainless-steel appliances, natural gas cooktop, Stellar Snow™ quartz countertops, Korbett soft-close cabinetry, under-cabinet lighting, designer pendant lighting, a walk-in pantry, and a large center island overlooking the living area and tranquil pond views. The spacious primary suite includes a walk-in closet and a beautifully upgraded bath with quartz countertops and floor-to-ceiling tile. The guest bath offers matching premium finishes. Additional upgrades include elegant tile flooring throughout, built-in speakers in the Great Room and screened lanai, whole-house water filtration and softener, Thermacell LIV® Smart Mosquito Repellent System, pre-wire for a future pool/spa, epoxy-coated garage floor, LG washer, natural gas dryer, and natural gas water heater. Lawn maintenance and high-speed internet are included. Enjoy resort-style amenities at the 27,000 sq. ft. Hammock Club featuring a clubhouse, tavern, fitness center, resort pool, resistance pool, pickleball, tennis, walking trails, dog park, and a full calendar of social activities. Conveniently located near Lake Nona, Orlando International Airport, Medical City, shopping, dining, and Brightline Orlando Station. Skip the wait for new construction and enjoy a professionally upgraded, move-in-ready home on one of Del Webb Sunbridge's desirable premium homesites.

6391 Shimmering Shores Lane, St Cloud (Magnolia Square)

3 Beds ⋅ 2 Baths ⋅ S5155350 MLS

FISH LAKE - 175 ft.+/- LAKEFRONT ACREAGE | RENOVATION OPPORTUNITY | DEVELOPMENT POTENTIAL | MULTI GENERATIONAL SPACE RARE OPPORTUNITY to own approximately 4.8 ACRES +/-with 175 +/-feet of TRUE LAKEFRONT on FISH LAKE in Kissimmee. Tucked behind a gated entrance and accessed by a beautiful, long driveway lined with mature natural oak trees, this property offers a level of privacy and tranquility that is increasingly difficult to find. The original 1952 three-bedroom, two-bath home has been lovingly held by the same owner since it was built and offers a unique opportunity for someone ready to bring their vision to life. While the home will likely require a full remodel, there are beautiful original details worth preserving, including wood flooring, cedar ceilings, and a lake-facing sunroom where you can take in the peaceful water views. The property also offers an impressive amount of existing utility and workspace, including a detached metal garage with three bays and a lean-to, a two-car attached carport, plus an additional enclosed bay/workshop attached to the carport. The property is serviced by two wells and two septic tanks. For those looking to create a private family compound or multigenerational retreat, the expansive acreage provides room to explore additional structures, subject to applicable zoning and permitting requirements. For investors and developers, the property carries a Future Land Use designation of LOW DENSITY RESIDENTIAL, with public water and sewer located very close to the property, creating an opportunity worth investigating with the appropriate governmental authorities. Whether your vision is to restore the existing home into a one-of-a-kind lakefront residence, create a private multigenerational property, or explore the property's development potential, 2557 Ames Haven Road offers acreage, lake frontage, privacy, and possibilities rarely found together in Kissimmee.

2557 Ames Haven Road, Kissimmee

3 Beds ⋅ 3 Baths ⋅ O6433073 MLS

Virtually Staged. Prepare to be amazed by this stunning country Homestead located on a quiet dead end city-maintained road. Situated on 2.44 acres of high and dry manicured land, this fully fenced property offers unparalleled privacy and space. The previous owners had horses on this property, and the current owner just added a no climb fence for their Frenchie’s. A concrete circular driveway warmly invites you to where you will notice the Ranch style home with a metal roof and screened in front porch. Step inside to a spacious, open concept floorplan. The updated kitchen features shaker cabinets with a lazy Susan, Crown molding, pull out bottom drawers, soft close drawers and doors, a built-in pantry with pull out shelves’ granite countertops, stainless appliances, including a GAS STOVE and a one of kind 70 x 76 cypress wood island. The living room is located just across from the dining area through the double French doors and features a brick, wood-burning fireplace, two ceiling fans, plant shelves and a sky light. The Primary suite includes a spa-like bathroom to include dual sinks, a walk-in shower, a gorgeous soaker tub, and 3 walk in closets, one of which is fairly large and could easily be transformed into an office or nursery. This split bedroom plan is great for privacy of the primary suite. Bedrooms 2 and 3 share a Jack and Jill bathroom. The laundry room is equipped with a brand-new dryer vent, shelves a laundry tub, and pull-down attic stairs for access to one of three attics for additional storage. A private half bath is perfect for guests. Out back is a 750 square feet enclosed Florida room where you can enter the home from your oversized 30 x 30 2 car garage with huge attic space, the Florida room has a 10 x 10 section (mud room) as you enter from the garage. This home also features an amazing, heated saltwater pool adorned with a rock waterfall. Watch beautiful sunsets over the large pond from 70x30 paver pool deck. The other great feature of this home is the 30'x30' metal building with THREE roll up doors the building has electricity and an outside water source, use it to store your favorite toys or as a workshop but it’s large enough to do both. You will absolutely LOVE the Southern Live Oak Tree between the pool and workshop. There are so many great features in this home such as lighted Niche’s, plant shelves, 14 foot ceilings in the great room, wainscotting, 5 ¼” baseboards, a large linen closet, Pass thru from the kitchen to the Florida room, a water softener, water filtration system, painted garage floor, Rain gutters, NO HOA but the huge pond beyond the property along with the trees and lawn are all maintained by a neighboring HOA. The location is fabulous, just down the street from the new High School, close to shopping, restaurants, an ER and a Walmart coming soon, plus you have easy access to major roads for access to Disney and all the area attractions plus Orlando’s International Airport. Y’all come on out and see this real soon before it’s gone.

1868 Druliner Road, St Cloud (Magnolia Square)

4 Beds ⋅ 2 Baths ⋅ S5155612 MLS

** Virtually Staged ** Nearly New with Premium Pond-View Residence in Sought-After St. Cloud Community — No CDD Fees Experience the ideal balance of contemporary luxury and peaceful living in this exceptional four-year-old home. Virtually new yet offered at a significant advantage over current new-construction pricing, this residence is situated in one of St. Cloud’s most desirable neighborhoods and features striking premium pond views that foster a sense of calm and privacy. An inviting open-concept floor plan seamlessly connects the gathering room, dining area, and gourmet kitchen, creating an expansive atmosphere well suited to both entertaining and everyday living. The kitchen is appointed with a substantial center island, stainless-steel appliances, elegant granite countertops, and generous workspace for culinary pursuits. Recent updates ensure move-in readiness, including brand-new carpeting in all bedrooms and fresh interior paint throughout. Durable tile flooring extends through the foyer, great room, kitchen, and wet areas, combining practicality with timeless appeal. The thoughtfully designed layout provides four spacious bedrooms and two full bathrooms. The private primary suite, positioned at the rear of the home, overlooks the tranquil pond and includes an en-suite bath with dual-sink vanity, walk-in closet, and luxurious shower. Three additional bedrooms near the foyer offer flexibility for family, guests, or a home office. Outdoor living is enhanced by a covered lanai, ideal for enjoying morning coffee or evening gatherings while taking in the picturesque pond vistas. Structural upgrades, including the lanai, complement the refined finishes of the Canvas Signature Collection – Overture, characterized by its modern aesthetic of crisp whites and deep grays. This rare opportunity to acquire a nearly new home in a prime St. Cloud location places you near parks, lakes, and the many amenities of Central Florida—without the burden of CDD fees. Contact us today to schedule your private tour—your dream home with pond-view tranquility awaits!

486 Pine Tree Bridge Trail, St Cloud (Narcoossee Road)

3 Beds ⋅ 2 Baths ⋅ O6431942 MLS

Welcome to this AMAZING Waterfront home in the highly desirable GATED community of Springlake VillageHome. This home Offers an OPEN Floor Plan that consists of 3 Bed and 2 Bath. The home features include new roof, newer AC, large bedrooms, a spacious kitchen, island space and vaulted ceilings. This Home has an outstanding water view with a private lanai —a perfect spot to unwind and enjoy the fresh air while admiring the water view. Located in a beautiful neighborhood with amenities that include a fitness center, club house, pool, tennis court, playground, picnic area and within driving minutes from Orlando International Airport, Lake Nona Medical City, Theme Parks, Schools, etc. Call now to schedule your showing!!!!

3807 Wood Thrush Drive, Kissimmee

5 Beds ⋅ 4 Baths ⋅ O6430705 MLS

Welcome home! This waterfront property boasts 5 bedrooms and 3.5 bathrooms - the perfect large family or multigenerational home - with direct connection to the Alligator Chain of Lakes through the community boat lift for a luxurious lakefront lifestyle that places relaxing, boating, and fishing fun right at your doorstep. Modern finishes, smart home features, and a prime location on a quiet dead-end street position it as an ideal retreat for those seeking the lakefront lifestyle. The open family room and chef's kitchen anchor the home's interior, with a large island, breakfast bar seating, quartz waterfall countertop, stainless steel appliances, self-cleaning double wall oven, farm sink, pantry closet, and 42-inch upper cabinets providing serious cooking capabilities for all occasions, with a quaint canal view. Smart features add a layer of 21st-century functionality to this home, with the garage door, thermostats, Eufy security system, and double wall oven being Wi-Fi connected and controllable whether you are home or away. Although these seem like small things, the little things make such a difference when life never seems to slow down. The app for the oven is the seller’s personal favorite because you can set the temperature ahead of time, so it is ready as soon as you walk in. The features don’t stop there. Recessed lighting illuminates the main areas, where cohesive and durable tile creates visual continuity from the entry foyer to the family room. The cohesiveness continues throughout the home, with all bedrooms featuring plush carpet, offering warmth and comfort in the private quarters, while all bathrooms include matching quartz countertops that perfectly complement the kitchen. Whether it is a morning coffee, a lazy Sunday, or quality time, the relaxing canal view can be enjoyed from the screened patio, family room, or even your bed in the primary suite. Air-conditioned storage is another plus of this home, with several large closets throughout, including some that are hidden away. Beyond the property itself, the community of Hanover Lakes features an array of thoughtful amenities. First off, there is a community boat ramp and lift to the Alligator Chain of Lakes, making the need for a private dock optional. Secondly, there is a community pool with a small waterpark that has two slides, a covered patio with plenty of tables and chairs, a shaded playground, and a multipurpose field adjacent to the pool, perfect for all kinds of fun under the sun. The pool, playground, and patio sit behind a security gate that can be opened via an app, keeping the area secure and making it the perfect setting for the whole family to enjoy. Next to the boat lift, there is also a covered fishing dock that provides both a relaxing place to fish and view the calming waters of Alligator Lake. For daily needs, Publix and Winn-Dixie are minutes away, while Royal St. Cloud Golf Links is just around the corner for golf enthusiasts. Lakefront Park is also nearby with waterfront dining and outdoor recreation, including a beach area, walking/riding trails, splash pad, playground, and a public boat ramp providing access to additional boating, fishing, and water recreation on the East Lake Toho Chain of Lakes. St. Cloud Medical Center is conveniently located for medical needs, and proximity to the FL Turnpike ensures smooth regional connectivity. Do not miss your chance to experience this waterfront lifestyle firsthand. Schedule your private showing today!

5012 Bessie Court, St Cloud (Narcoossee Road)

Rare, Large Estate Lot of +/- 0.95 Acres (Lot B) directly on East Lake Tohopekaliga (East Lake Toho) with +/- 110 Feet of Lake Frontage. Come Build your Custom Lakefront Dream Home. Bring your Own Builder and No HOA! This Lot boasts mature mixed hardwood trees and plenty of room to ensure Lake Views with the Largest of Floor Plans. A Magnificent chance to live in town and in close proximity to desirable amenities while enjoying Spacious Views and Peaceful Lake Breezes. As a Bonus, enjoy easy access to the Fortune-Lakeshore Trail Project. A 10-foot-wide multi-use trail connecting Kissimmee and Saint Cloud, currently under construction. East Lake Toho at approximately 11,968 Surface Acres, makes the list of Florida's Top Ten Largest Lakes at Number Ten with Excellent Fishing and Recreational Aspects. Only 2 minutes to Remington Golf Club; 2 minutes to Kissimmee Bay Country Club; 7 minutes to the St. Cloud Commons Shopping Center; 8 minutes to the Saint Cloud Marina by vehicle or depart from your own Private Dock and arrive by Boat to enjoy Lunch or Dinner; and 24 minutes to Orlando International Airport (MCO). Do NOT miss this opportunity!

E Lake Shore Boulevard, Kissimmee

2 Beds ⋅ 2 Baths ⋅ S5155137 MLS ⋅ 1205 BLDG.

3er- Floor Lake view ,Beautiful,community prime Kissimmee Location,This Chartming 3rd -floor condo offers a beautiful lake view and the peaceful feel of the Bermuda Lakes community! Well maintained community,comfortable open living space ,convenient parking ,Centraly located in Kissimmee,close to shopping, restaurants, schools & major roads .Just minutes from Orlando’s World -Famous attractions.!!. Your Looking for a primary residence, Vacation home,or investment property, this condo is worth ,taking a look at .

1205 Bermuda Lakes Lane Unit 303, Kissimmee

8 Beds ⋅ 6 Baths ⋅ O6431236 MLS

Discover this stunning 8-bedroom, 6-bathroom luxury home located in the highly sought-after Windsor at Westside Resort, just 15 minutes from Walt Disney World! This property sits on one of the most desirable lots in the community —just a one-minute walk to the magnificent clubhouse in Phase I. This turn-key, fully furnished vacation home is ready for short-term rental or personal use. It has been professionally decorated and can comfortably host up to 22 guests — an ideal choice for families, groups, and high-performing investors. Property Highlights: • Spacious 8 bedrooms and 6 full bathrooms • Beautiful lake views in front house and just a one-minute walk to the magnificent clubhouse in Phase I. • Luxury vinyl flooring throughout (no carpet) • Disney-themed game room with pool table and foosball at loft • Three custom-designed themed bedrooms: Star Wars, Harry Potter, and Frozen • And Five bedrooms with Fully furnished and tastefully decorated for wide guest appeal • Two sets of washers, dryers, and refrigerators for high guest turnover convenience. in 2022 new AC unit replaced • Large dining area with 16 chairs plus 4 bar stools for group gatherings • Screened patio with spa and no rear neighbors for extra privacy Resort Amenities: Windsor at Westside offers an exceptional 8,000 sq. ft. resort-style clubhouse featuring: • Heated pool and spa • Lazy river and water playground • Fitness center and game room • Restaurant, tiki bar, and on-site convenience store • Sand volleyball, tennis, and basketball courts • 24-hour gated security Prime Location: • Only 15 minutes to Walt Disney World • 6 miles to Orlando Premium Outlets • 10 miles to the Orange County Convention Center • Close to golf courses, supermarkets (Sam’s Club, Walmart), and restaurants • Approximately 30 minutes from Orlando International Airport (MCO)

2137 Malta Terrace, Kissimmee

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