Kissimmee Homes with Waterfront

Kissimmee Homes with Waterfront

Welcome to Kissimmee, a vibrant city located in the sunny state of Florida! Known for its beautiful landscapes, exciting attractions, and friendly community, Kissimmee is a fantastic place to call home.

One of the most sought-after features in Kissimmee real estate is waterfront properties. Imagine waking up to stunning views of serene lakes or enjoying a peaceful evening by the water. Homes with waterfront access in Kissimmee offer a unique and luxurious lifestyle for those who appreciate the beauty and tranquility of living on the water.

Whether you're looking for a cozy lakeside retreat or a spacious waterfront estate, Kissimmee has a diverse range of options to suit your preferences. From charming cottages to modern villas, there's a waterfront home in Kissimmee waiting for you.

In addition to its picturesque waterfront properties, Kissimmee boasts a thriving real estate market with a variety of housing options to choose from. Whether you're a first-time homebuyer, an investor, or looking to upgrade to your dream home, Kissimmee has something for everyone.

Don't miss the opportunity to experience the magic of living in Kissimmee. Contact us today to explore the available waterfront homes in this enchanting city and start your journey to finding your perfect piece of paradise in Kissimmee, FL.

Newest Kissimmee Homes with Waterfront

2504 Aster Cove Lane, Kissimmee
$349,000
4 Beds ⋅ 3 Baths ⋅ Aster Cove At Crescent Lakes SubDv. ⋅ 34758 Zip Code
Virtually Staged. Welcome to 2054 Aster Cove Lane, a stunning single-story retreat where the beauty of the Florida landscape meets a thoughtfully designed layout. From the moment you step inside, the focus is on comfort and the serene canal water views that serve as a constant, calming backdrop to daily life. The heart of this home is its spacious, open-concept floor plan, offering a seamless flow between living areas and featuring brand new luxury vinyl flooring. The kitchen is recently updated with new appliances and designed with both function and connection in mind. It includes a comfortable sitting area, making it a perfect spot for morning conversations or a cozy place to relax while the chef of the house is at work. With four well-appointed bedrooms and three full bathrooms, there is plenty of room for everyone to find their own space. For those who work from home or need a quiet place for focus, the dedicated study provides a professional environment tucked away from the main living areas. Laundry room features brand new washer and dryer. Step through the sliding doors to discover your own private oasis. The screened-in lanai and pool area are designed for the ultimate outdoor lifestyle, whether you’re enjoying a morning coffee while watching the light hit the water or taking a refreshing afternoon dip. The expansive patio offers ample space for lounging and dining, all while protected by the enclosure. Located in the gated community of Aster Cove, this home combines the ease of one-level living with the luxury of waterfront views. It’s a rare opportunity to enjoy a residence that feels both grand in scale and intimately connected to its natural surroundings.

2504 Aster Cove Lane, Kissimmee

946 Lake Berkley Drive, Kissimmee
$499,900
5 Beds ⋅ 4 Baths ⋅ Lake Berkley Resort SubDv. ⋅ 34746 Zip Code
Welcome to this beautiful turnkey property located in the pristine enclave of Lake Berkley Resort, a premier 24-hour guard-gated community with resort style amenities boasting a beach area, fishing pier, and walking trail around the main lake. Perfectly tailored to serve as a short-term vacation rental or a spacious primary residence, this versatile home seamlessly caters to both lifestyles. Capital improvements provide peace of mind, featuring an A/C system replaced in 2023, fresh exterior painting completed in 2022, and new partial privacy fencing installed in 2024. Upon entering through the front door, your eyes are drawn straight through the home to the rear sliding glass doors, offering an immediate view of the expansive pool deck and serene water views behind. The highly desirable floor plan features a large, open-concept living and dining area boasting dramatic double-height ceilings and a grand split staircase. The living room comes fully equipped with a sofa set and matching armchair package added in 2025. The main level features a spacious primary suite with sliding door access to the lanai, dual walk-in closets, and an en-suite bath equipped with a soaking tub, separate shower, and dual vanity sinks. The kitchen includes newer appliances, including the stove and microwave, alongside a casual dining nook space. A convenient downstairs guest bathroom offers a large walk-in shower and dual sinks. Excellent functional spaces include under-stair storage and a garage currently utilized as a games area featuring an 8ft Brunswick slate-bed pool table alongside the laundry station. Upstairs to the right hosts a private en-suite bedroom with a walk-in closet, while three additional well-appointed bedrooms with built-in closets share a full second-floor bathroom. A versatile upstairs loft serves as a secondary media area complete with a sofa bed and extra storage and could easily be used as a home office space or play area. Outside, the premium lot overlooks serene rear water views. The extended, west-facing extra-large pool deck features a covered lanai and a standalone hot tub—perfect for enjoying outdoor dining, poolside lounging, and vibrant Florida sunsets. Ideally situated in a central location within the community, this home makes it effortless to enjoy scenic walks around the main lake while remaining within easy reach of the clubhouse, resort-style amenities, and tennis court. This home is less than 8 miles to Disney property, placing world-class entertainment, supermarkets, shopping at the Loop, and premium dining just a short drive away - a perfect family home or turnkey vacation rental property. The 3-year historical rental and cost information represents an ideal opportunity for a buyer to step in and resume booking volume. All room sizes, dimensions, and water frontage are approximate and should be independently verified by the buyer.

946 Lake Berkley Drive, Kissimmee

3101 Yellow Lantana Lane, Kissimmee
$356,000
3 Beds ⋅ 3 Baths ⋅ Encantada Ph 1 SubDv. ⋅ 34747 Zip Code
Close to Disney World, Margaritaville, other Theme Parks, Highway 192 restaurant row. Lakefront Pool Townhome that is so pretty primarily due to the WATERFRONT .Gated Community & Priced to Sell! Experience the perfect blend of luxury, convenience, and investment potential with this stunning lakefront townhome in the highly sought-after Encantada Resort, just minutes from world-famous theme parks, championship golf, premier shopping, and dining. Zoned for short-term rentals, this meticulously maintained 3-bedroom, 2.5-bathroom home offers 1,295 sq. ft. of beautifully updated living space with breathtaking water views. Inside, you’ll find quartz countertops, fresh interior paint, and a flawless open-concept layout, designed for comfort and style. Step outside to your private screened-in splash pool, perfect for relaxing after a day of adventure. Additional features include an exterior storage closet for added convenience. Encantada’s resort-style amenities include a clubhouse, state-of-the-art fitness center, resort pool, playground, limited bar menu, meeting room and a community fishing pier overlooking the serene lake. Whether you’re looking for a vacation rental, second home, or primary residence, this property is a rare find in one of Central Florida’s best locations. HOA includes access to the clubhouse and amenities, exterior and ground maintenance, internet and cable! Lots of bookings fo income is secured. Past Airbnb 2026 earnings Oct $3035, Sept (owner used), Aug $2924, July $4106, June $3559.

3101 Yellow Lantana Lane, Kissimmee

1306 Axel Graeson Avenue, Kissimmee
$490,000
4 Beds ⋅ 3 Baths ⋅ Seasons At Big Sky Ph 2 SubDv. ⋅ 34744 Zip Code
THIS IS A BEAUTIFUL LAKEFRONT HOME IN BIG SKY, KISSIMMEE, ORLANDO'S AREA, FL. Discover modern Florida living in this beautifully maintained, new 4-bedroom, 3-bath lakefront home offering approximately 2,102 SF of spacious living area and a 2-car garage. Built just two years ago, this impressive residence combines contemporary design, comfortable living spaces, and a peaceful waterfront setting. A charming covered front porch welcomes you into a bright, open interior with a thoughtfully designed floor plan providing excellent space for everyday living, entertaining, working from home, and hosting family and guests. ** One of the home's highlights is its fabulous, covered terrace and large fenced backyard overlooking the lake—an inviting setting for outdoor dining, entertaining, or simply relaxing by the water. Enjoy tranquil sunrise views over the lake and beautiful Central Florida sunsets from your own backyard. ** Located in the desirable Big Sky community, residents enjoy access to a clubhouse and community amenities in an attractive residential setting. The location offers convenient access to Florida's Turnpike and US-192, connecting you to shopping, restaurants, entertainment, services, and the greater Orlando area. Enjoy Central Florida living with easy access to Lake Tohopekaliga (Lake Toho), Kissimmee Lakefront Park, golf, parks, and outdoor recreation, plus the world-famous attractions of the Kissimmee-Orlando area. Modern construction, generous living spaces, a private fenced backyard, beautiful lake views, and an excellent Central Florida location make this home a must-see. Schedule your private showing today.

1306 Axel Graeson Avenue, Kissimmee

1554 Corolla Court, Reunion
$1,199,000
6 Beds ⋅ 7 Baths ⋅ Reunion Ph 2 Prcl 1 & 1a SubDv. ⋅ 34747 Zip Code
Virtually Staged. Virtually Staged. Experience the best of Reunion Resort in this stunning three-story luxury home, offering breathtaking golf course and sunset views. Perfect for a memorable vacation getaway, this home has been thoughtfully updated with a new roof, fresh interior and exterior paint, new carpet, and 2022 A/C units. Boasting over 5,300 sq. ft., the spacious floor plan is designed for entertaining and comfortable living. The elegant living room opens to a covered patio, ideal for enjoying Florida’s spectacular sunsets. Two primary bedrooms, each on its own level, with California Closets. Relax in the private courtyard pool, complete with an outdoor grill for al fresco dining. This home also features a large, private guest suite and a two-car garage with ample space for vehicles and a golf cart. Offered unfurnished, this home is a blank canvas ready for your vision. Buyers have the option to have the home fully furnished and custom themed, from character bedrooms to a game room to a complete design package, available for an additional cost under a separate agreement. Ask for the theming options and pricing. Reunion Resort is just 6 miles from Walt Disney World and offers world-class amenities, including three championship golf courses designed by Arnold Palmer, Tom Watson, and Jack Nicklaus, 14 community pools, and a multi-million dollar water park with a lazy river and water slide.

1554 Corolla Court, Reunion

9054 Paolos Place, Kissimmee
$2,950,000
6 Beds ⋅ 7 Baths ⋅ Westside Calabria SubDv. ⋅ 34747 Zip Code
Masterfully renovated, exceptionally appointed, and breathtakingly luxurious: refined lakefront living, within the shadows of Walt Disney World®, securely positioned behind its own private gates within a picturesque neighborhood. Welcome to Paolos Place: a private compound close to the magic but tranquil and desirable enough to be its own destination. This elegant mansion was custom-built by the community builder as his personal residence but reimagined by its current owners into a showplace of style, grandeur, and sophistication. Set within a park-like compound of nearly 2-acres, the location is supreme: just minutes from Disney and is the perfect address as a full-time residence, exquisite second home, or exceptional short-term rental retreat destination. Recently transformed with new flooring, stunning new kitchen, dramatically impressive iron front doors with glass, completely transformed master bath and closet, new lighting – plus renovated detached cabana with 6th bedroom suite. The kitchen is a showplace of sophistication with crisp white cabinetry and classic detailing complemented by a soft sage-green island, creating a warm and inviting focal point, accented with a striking designer backsplash. Professional-style stainless steel appliances include double dishwashers, double wall ovens, and a 6-burner plus griddle gas cooktop. There’s even a hidden walk-in pantry and adjacent butler’s pantry with wine room, beverage cooler, and serving bar. An inviting family room features soaring ceilings with elegant crown molding, recessed lighting, and a custom-built floor-to-ceiling stacked stone fireplace with coordinating mantel which serves as focal point, complemented by a wall-mounted television. Large sliders open to reveal an open screened pool and spa enclosure, patio space, outdoor grill, and retractable awnings. The detached 676 sq foot cabana offers a separate retreat for guests including the 6th bedroom, or gym. The estate’s grounds include pathways, a gazebo, fountain, and multiple gardens for relaxing and reflection. Follow your private pier to skiable Lake Davenport – a 178-acre haven for bass fishing and pleasure boating. The stylish 24x15 ft. primary retreat features hardwood oak flooring, custom niches, and a spectacular master bath with onyx counters, multi-headed walk-in shower, and soaking tub. A secondary suite and office are on the first floor, in addition to a large bonus room/second executive office with bar. Upstairs are three large bedroom suites with screened balconies, and a showstopping movie theater- with a concessionaire entrance. New generator, 4-car garage, large winding drive, and home may be sold with furniture and boat! An estate like no other offering many possibilities: forever dream home, vacation residence, or even income-producing short-term rental or corporate retreat.

9054 Paolos Place, Kissimmee

2600 E Irlo Bronson Memorial Highway, Kissimmee
$1,400,000
3 Beds ⋅ 2 Baths ⋅ Moss Oaks SubDv. ⋅ 34744 Zip Code
Virtually Staged. ONE OF A KIND-A MUST SEE -Exceptional Neo City corridor lakefront retreat at 2600 East Irlo Bronson Memorial Highway near Neo City and approximately 1 mile from Turnpike , featuring a 3 bedroom 2 bath main residence with gas cooktop, gourmet kitchen, and a spectacular 12 by 6.8 exotic granite island, screened lanai, and a Florida room with a gas fireplace plus a kitchen and bar with seating area; enjoy resort-style outdoor living with an outdoor fire pit, spa/cabana with gas fire pit, another summer kitchen, and a wooden deck delivering fantastic sunset views, along with garden-like walkways and a marble bench made for watching birds and enjoying the totally zen ambiance as otters and wildlife roam through the backyard and head to the lake; this is also a rare multi-generation and income opportunity with a GUEST HOUSE with screened-in porch , flexible family living, or passive income rental while additional development potential exists as the property (approximately 2.2 acres with about 185 ft lake frontage and lake view) was previously zoned commercial before added resort-style features and may allow (upon application/approval) up to 6–8 dwellings/acre; luxury townhome possibilities and investor development opportunities are highlighted by the exceptional lakefront setting, gorgeous sunsets, and proximity to the Neo City development along the same commercial corridor, making this one of a kind “hidden gem” truly a must-see and perfect for both luxury retreat living and future high-potential development.

2600 E Irlo Bronson Memorial Highway, Kissimmee

7692 Somersworth Drive, Kissimmee
$570,000
6 Beds ⋅ 5 Baths ⋅ Reunion Village Ph 4 & 5 SubDv. ⋅ 34747 Zip Code
WELCOME HOME — THIS SPACIOUS 6-BEDROOM RETREAT DESIGNED FOR FAMILY LIVING, VACATION MEMORIES & ZONED FOR SHORT TERM RENTAL INCOME! Located in the desirable, secure gated community of Somersworth at Reunion Resort, this impressive residence offers the space, comfort and flexibility today’s families and vacation-home investors are looking for—while placing you just minutes from the world-famous attractions of Walt Disney World and Central Florida’s premier entertainment destinations. Step inside and experience a bright, open-concept floor plan designed for gathering and entertaining. The expansive main living area flows naturally into a stunning gourmet kitchen featuring quartz countertops, a large center island, abundant cabinetry and plenty of natural light through oversized windows and sliding glass doors. Whether preparing breakfast before a day at the parks or hosting family and friends after a day of Central Florida adventures, this home provides an ideal setting for making lasting memories. The first-floor primary suite offers a private retreat with a spacious walk-in closet and beautifully appointed spa-inspired bathroom. With 6 generously sized bedrooms and 4.5 bathrooms, there is room for extended family, overnight guests or vacation groups to enjoy their own space and privacy. Upstairs, additional bedrooms provide exceptional flexibility, including a Jack-and-Jill bathroom connecting two secondary bedrooms. Multiple walk-in closets throughout the home provide abundant storage, while the spacious game room/flex space creates an ideal area for movie nights, gaming, a playroom or additional entertainment space. Step through the sliding glass doors to the covered patio, where you can enjoy outdoor dining, morning coffee or relaxing Florida evenings. The generous living and entertaining areas make this property particularly appealing for families seeking a full-time residence, second home or vacation getaway. For investors and buyers seeking short-term rental potential, the combination of a large 6-bedroom layout, multiple bathrooms, dedicated entertainment space, gated-community setting and proximity to Disney-area attractions creates an attractive vacation-home configuration. The spacious design allows families and larger groups to enjoy the home comfortably while using it as a base for exploring everything Central Florida. Located in the heart of the Kissimmee/Disney vacation corridor, you’ll be close to world-class theme parks, restaurants, shopping, golf and entertainment. The community offers resort-style amenities, featuring a water park and access to four world-class golf courses. Convenience is at your doorstep, with a Starbucks, a restaurant, and a hospital located right at the entrance to the neighborhood. Everyday essentials are just minutes away, with Publix, CVS, and a wide variety of restaurants all within a five-minute drive. This is an opportunity to enjoy the best of both worlds—a comfortable and refined home for your family and guests, with the flexibility to pursue short-term rental income. Whether you’re looking for a primary residence, vacation home, second home or investment property, this stunning rare find home offers the space, location and versatility to fit your Central Florida lifestyle. COME SEE WHY THIS SPACIOUS RETREAT DESERVES A PLACE AT THE TOP OF YOUR LIST

7692 Somersworth Drive, Kissimmee

920 San Paulo Way, Kissimmee
$69,999
Poinciana Village 1 Nbhd 2 SubDv. ⋅ 34758 Zip Code
Explore the potential of this oversized 0.46-acre vacant lot in the Poinciana area of Kissimmee, FL. This approximately 20,000-square-foot flag lot features mostly level terrain that was previously cleared, with a peaceful pond view at the rear of the property. Located in a quiet residential neighborhood, the parcel offers additional space and privacy for your future plans. Public water and sewer are available at the street, adding convenience for potential development. The property is situated within the Osceola County school district and offers easy access to shopping, dining, community parks, and recreational activities. Nearby Poinciana Parkway provides convenient connections toward I-4, Orlando attractions, and surrounding Central Florida destinations. Whether you're considering a future homesite or a long-term land investment, this property offers an appealing combination of size, location, and natural surroundings. Listing is for land only and comes As Is. I MAKE IT MY POLICY TO PUT ALL KNOWN INFORMATION ABOUT EACH LOT IN THE WRITE-UP DETAILS, SO IF YOU DON’T SEE THE ANSWER YOU’RE LOOKING FOR , PLEASE CONTACT THE COUNTY TO GATHER INFORMATION. PLEASE UNDERSTAND WHEN BUYING OR SELLING VACANT OR RAW LAND THIS IS USUALLY THE CASE. THE LISTING AGENT DOES NOT GUARANTEE THE ACCURACY OF THE INFORMATION IN THIS LISTING AND IS TO BE HELD HARMLESS OF ANY MISREPRESENTATION. BUYERS ARE ENCOURAGED TO DO THEIR OWN DUE DILIGENCE TO MAKE SURE THE LOT IS A GOOD FIT. SELLERS HAVE STATED THAT THEY WISH TO SELECT THE TITLE AGENCY FOR CLOSING. THEY ARE WILLING TO COVER THAT COST AT CLOSING. THANK YOU FOR LOOKING. THIS IS A FLAT FEE LIMITED-SERVICE LISTING.

920 San Paulo Way, Kissimmee

2326 Carriage Run Road, Kissimmee
$469,450
4 Beds ⋅ 3 Baths ⋅ Plantation Rep SubDv. ⋅ 34741 Zip Code
STUNNING FULLY REMODELED WATERFRONT HOME! Welcome to 2326 Carriage Run Road, where modern elegance meets comfort and peaceful waterfront living! Situated in the desirable Shadow Bay/Plantation community of Kissimmee, this beautifully renovated two-story residence offers 4 bedrooms, 2.5 bathrooms, 1,867 square feet of living space, and a spacious two-car garage. From the moment you step inside, you'll be impressed by the soaring vaulted ceilings, abundance of natural light, and spectacular living room featuring a dramatic designer accent wall, contemporary electric fireplace, and stunning modern chandelier. The thoughtfully designed open floor plan creates a seamless connection between the living, dining, and kitchen areas, providing an inviting atmosphere for both everyday living and entertaining. NO EXPENSE HAS BEEN SPARED IN TRANSFORMING THIS BEAUTIFUL HOME! The current owners have completed extensive renovations, including brand-new flooring throughout, fresh interior and exterior paint, beautifully remodeled bathrooms, and elegant new chandeliers and light fixtures throughout the residence. The updated kitchen showcases sleek cabinetry, stainless steel appliances, stylish finishes, and an inviting layout that complements the home's contemporary design. The spacious FIRST-FLOOR PRIMARY SUITE offers convenience and privacy, featuring a walk-in closet and a beautifully remodeled ensuite bathroom complete with a modern double-sink vanity, illuminated mirror, elegant gold fixtures, and a stunning glass-enclosed shower. Upstairs, three additional bedrooms provide plenty of space and flexibility. Beyond the beautiful cosmetic renovations, this home also features several MAJOR UPGRADES, including a NEW ROOF IN 2021, COMPLETE HOME REPIPING WITH PEX PLUMBING IN 2022, AND AN INTERIOR HVAC AIR HANDLER REPLACED IN 2024. Even the attached two-car garage has received special attention, featuring attractive decorative flake-finish flooring. Step outside to your private backyard overlooking a peaceful pond, where beautiful water views create the perfect setting to enjoy your morning coffee, unwind after a long day, or entertain guests against a tranquil waterfront backdrop. Residents enjoy access to community amenities, including a swimming pool and park, along with a convenient location near shopping, dining, schools, major highways, and Central Florida's world-famous attractions. FULLY REMODELED, BEAUTIFULLY UPGRADED, AND WATERFRONT — THIS MOVE-IN-READY HOME TRULY HAS IT ALL! Don't miss this incredible opportunity to own a stunning residence where the major improvements have already been taken care of. Schedule your private showing today!

2326 Carriage Run Road, Kissimmee

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