Kissimmee Homes with Waterfront

Kissimmee Homes with Waterfront

Welcome to Kissimmee, Florida – a vibrant city that perfectly blends the magic of Central Florida with the tranquility of waterfront living. Nestled just a stone's throw away from world-renowned attractions like Walt Disney World and Universal Studios, Kissimmee offers residents the unique opportunity to enjoy a serene lifestyle while being close to the excitement of Orlando.

Kissimmee is renowned for its picturesque landscapes, featuring stunning lakes and lush greenery that create a breathtaking backdrop for your dream home. The city boasts a variety of waterfront properties, allowing you to wake up each morning to the soothing sounds of nature and the gentle lapping of water. Imagine sipping your morning coffee on your private deck, overlooking the shimmering waters of Lake Tohopekaliga or Lake Kissimmee, where you can indulge in fishing, boating, or simply soaking up the sun.

Homes in Kissimmee's waterfront communities range from charming single-family residences to luxurious estates, ensuring that there’s something for everyone. Many of these properties come equipped with modern amenities, spacious layouts, and stunning views that make every day feel like a vacation.

Beyond the beautiful homes, Kissimmee offers a rich tapestry of cultural experiences, outdoor activities, and a welcoming community spirit. With a variety of parks, shopping centers, and dining options, you’ll find everything you need right at your fingertips. Whether you’re looking for a peaceful retreat or a family-friendly neighborhood, Kissimmee's waterfront properties provide the perfect setting to create lasting memories. Discover the charm of Kissimmee today, and let the water be your guide to a new way of life!

Newest Kissimmee Homes with Waterfront

920 San Paulo Way, Kissimmee
$74,999
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

2009 Tropical Palms Circle, Kissimmee
$599,999
6 Beds ⋅ 5 Baths ⋅ Solara Resort Vacation Villas Rep SubDv. ⋅ 34747 Zip Code
Redefining Luxury Vacation Living! Situated on a premium lot, the property features a beautiful front water view no rear neighbors, and a peaceful conservation and pond backdrop, offering enhanced privacy and picturesque surroundings. Inside, thoughtfully designed living spaces and themed bedrooms. Discover an exceptional investment opportunity in the highly sought-after Solara Resort, ideally located just minutes from Walt Disney World and Orlando’s premier attractions. This impressive six-bedroom, fully furnished vacation home comfortably accommodates up to 14 guests, making it an ideal choice for both investors and those seeking a spacious family getaway. Step outside to your own private screened-in oasis, complete with a sparkling swimming pool and spillover spa—perfect for relaxing after a day at the theme parks. Owners and guests also enjoy Solara Resort’s outstanding amenities, including a water park, Flow Rider surf simulator, clubhouse, fitness center, game room, and on-site dining. Offered as a turnkey vacation rental opportunity, this property combines desirable resort living, guest-friendly features, and strong potential for rental income. Whether you are expanding your investment portfolio or searching for a vacation home this is a outstanding property deserves your attention. Experience the best of Orlando vacation living. Schedule your private showing today!

2009 Tropical Palms Circle, Kissimmee

864 Golden Bear Drive, Reunion
$1,059,000
4 Beds ⋅ 5 Baths ⋅ Reunion West Vlgs North SubDv. ⋅ 34747 Zip Code
Virtually Staged. EXPERIENCE THE ULTIMATE LUXURY VACATION LIFESTYLE IN REUNION RESORT, WHERE WEST-FACING WATER VIEWS, SPECTACULAR SUNSETS, AND EFFORTLESS RESORT LIVING COME TOGETHER! Just minutes from Walt Disney World, this beautifully renovated Mediterranean-inspired retreat occupies a premium waterfront homesite in one of Central Florida's most desirable vacation communities. A rare combination of privacy, entertainment, and turnkey convenience makes this an exceptional second home or vacation getaway. Professionally styled by Indya Rose Interiors, the residence welcomes you with sophisticated designer furnishings, hand-chipped tile flooring, fresh interior paint, elegant lighting, and custom accents. The beautifully remodeled kitchen features quartz waterfall countertops, refinished cabinetry, a custom range hood, designer backsplash, upgraded fixtures, and appliances. BEST OF ALL, THE DESIGNER FURNISHINGS ARE INCLUDED, saving the next owner the considerable expense and effort of furnishing a luxury vacation home. THE TRUE SHOWSTOPPER IS THE WEST-FACING WATERFRONT OUTDOOR RETREAT! Spend sun-filled afternoons beside your private pool and spa, then gather with family and friends as brilliant Florida sunsets reflect across the water. An expansive paver deck, custom outdoor kitchen, multiple seating areas, and a private lower-level waterfront lounge with a fountain feature create an unforgettable setting for relaxation and entertaining. The vacation experience continues indoors with imaginative themed bedrooms and entertainment spaces designed to create lasting memories. A custom-built sleeping retreat with a slide accommodates up to eight guests, while the retro candy-inspired game room features dual motorcycle racing games and Xbox arcade entertainment systems. Every stay feels like a special occasion. WHY CHOOSE BETWEEN PERSONAL ENJOYMENT AND RENTAL INCOME POTENTIAL WHEN YOU CAN HAVE BOTH? Already participating in a short-term rental program, the home has nightly rates On Airbnb of approximately $400-$800 (During Peak Holiday Season), while the surrounding vacation rental market has indicated average annual occupancy of approximately 55%. Enjoy unforgettable time with loved ones, then make the home available to vacationing guests when you're away. Rental income may help offset ownership expenses; rates, occupancy, and income are not guaranteed. A TRANSFERABLE REUNION RESORT MEMBERSHIP IS AVAILABLE, subject to applicable terms, offering access to an outstanding array of amenities including three signature golf courses designed by Jack Nicklaus, Arnold Palmer, and Tom Watson, a water park, resort pools, tennis, dining, and recreation. Universal Orlando, shopping, restaurants, and Orlando International Airport are also conveniently accessible. ENJOY A LOW-MAINTENANCE LUXURY LIFESTYLE! HOA-supported services include landscaping, irrigation, tree trimming, pest control, exterior pressure washing, cable television, and high-speed internet. Spend less time coordinating property upkeep and more time enjoying your Florida escape. FEW VACATION HOMES OFFER THIS COMBINATION OF WEST-FACING WATER VIEWS, DESIGNER-FURNISHED INTERIORS, PRIVATE POOL AND SPA, RENTAL FLEXIBILITY, AND HOA-SUPPORTED MAINTENANCE. Whether you're seeking a family retreat, a luxurious second home, or a vacation property with income potential, your Reunion Resort lifestyle begins here!

864 Golden Bear Drive, Reunion

2802 Quiet Water Trail, Kissimmee
$760,000
5 Beds ⋅ 5 Baths ⋅ North Shore Village SubDv. ⋅ 34744 Zip Code
Virtually Staged. YOUR PRIVATE FLORIDA RETREAT AWAITS! OVER 4,300 SQ. FT. OF RENOVATED MEDITERRANEAN ELEGANCE, SPECTACULAR SUNSETS, WATER VIEWS & RESORT-STYLE LIVING—JUST MINUTES FROM LAKE NONA! Discover one of Central Florida’s best-kept secrets in The Landings at North Shore, a beautiful gated community near the shores of East Lake Tohopekaliga. This impressive 5-bedroom, 5-bathroom executive residence, built by Centerline Homes, offers an extraordinary combination of space, elegance, modern upgrades, and location. Recently transformed with extensive improvements, this home welcomes you with soaring ceilings, a majestic staircase, and an inviting floor plan designed for both everyday comfort and unforgettable entertaining. Freshly painted inside and out, the residence features new water-resistant flooring and baseboards throughout the second floor and portions of the first floor, FIVE beautifully renovated bathrooms with modern cabinetry, quartz countertops, illuminated mirrors, and new toilets. The refreshed gourmet kitchen showcases updated cabinetry, stunning quartz countertops, and BRAND-NEW appliances. Both A/C systems have received significant component upgrades, and the pool features newly replaced valves and professional weekly maintenance. The thoughtfully designed first floor offers a private office with French doors opening to the front patio, elegant formal living and dining rooms, and a spacious family room filled with natural light. French doors invite you outside to the covered lanai, screened pool, and spa, where your very own Florida paradise begins. IMAGINE ENDING EVERY DAY WITH A SUNSET! Perfectly positioned on the WEST SIDE of the residence, the poolside retreat enjoys beautiful afternoon sunshine and breathtaking sunset skies overlooking the peaceful pond. Whether sipping your morning coffee, hosting weekend gatherings, or unwinding beneath the colors of a Florida sunset, this outdoor oasis makes every day feel like a vacation. The spacious primary suite offers tranquil water views, a generous walk-in closet, and an inviting bathroom with a jetted soaking tub, separate glass-enclosed shower, and dual vanities. Upstairs, an expansive bonus room with kitchenette, adjoining bedroom, and private bathroom creates an exceptional opportunity for multigenerational living, visiting guests, or a private entertainment retreat. Additional generously sized bedrooms, bathrooms, and a pond-view sitting area provide flexibility for today’s evolving lifestyles. LOCATION, LIFESTYLE & CONVENIENCE! Enjoy the benefits of living near Lake Nona’s thriving Medical City without sacrificing space or the charm of an established gated community. Conveniently located near the Orlando VA Medical Center, UCF’s medical campus, USTA National Campus, Orlando International Airport, and Austin-Tindall Sports Complex, with easy access to SR 417 and SR 528 connecting you to downtown Orlando, theme parks, shopping, dining, and Florida’s beaches. Offering approximately 4,323 square feet of living space, a THREE-CAR GARAGE, five bedrooms, five bathrooms, extensive recent upgrades, and a private pool and spa with picturesque water views, this residence is more than a home—IT’S THE FLORIDA LIFESTYLE YOU’VE BEEN DREAMING OF! Discover the space, experience the transformation, and fall in love with the sunsets. Schedule your private showing today!

2802 Quiet Water Trail, Kissimmee

207 Redwood Bark Trail, Kissimmee
$419,990
4 Beds ⋅ 3 Baths ⋅ Tamarind Parke At Cypress Woods Unit 2 SubDv. ⋅ 34758 Zip Code
Virtually Staged. Welcome to 207 Redwood Bark Trail in Kissimmee, a beautifully reimagined two-story single-family home offering just under 3,000 square feet of living space with a serene lake view at the rear. This four-bedroom, three-full-bath home also features a versatile den or office on the first floor, perfect for working from home. Spacious bedrooms has comfortable room to unwind. Porcelain tile flooring runs throughout the first floor and bathrooms for a premium finish. The kitchen showcases brand-new cabinetry in fresh, on-trend colors, a kitchen island topped with brand-new thick premium quartz featuring an elegant waterfall edge, and a farmhouse-style single-basin sink for easy cleanup. Some windows are new as well. Enjoy the peace of mind that comes with a newer roof, new AC, and new appliances. Washer and dryer are negotiable. Upstairs, the primary suite offers a private bath with a brand-new soaking tub. The dedicated laundry area adds everyday convenience with a utility sink and a storage cabinet for your laundry essentials. The spacious, fenced backyard offers room to relax or add a pool, and the lake backdrop makes it a standout. You won't find any carpet here, just clean, modern finishes throughout. Some final touches are still being completed, and select photos are virtually staged. Ideally located just a short drive from HCA Florida Poinciana Hospital and Poinciana Lakes Plaza, where you'll find Sprouts, Crunch Fitness, and a variety of restaurants. Publix and Walmart are both just around the corner for everyday essentials. This home also has NO CDD fees. Schedule your private tour today before this one is gone.

207 Redwood Bark Trail, Kissimmee

3179 Yellow Lantana Lane, Kissimmee
$425,000
4 Beds ⋅ 3 Baths ⋅ Encantada Ph 1 SubDv. ⋅ 34747 Zip Code
4-BEDROOM END UNIT | LARGER PRIVATE POOL | LAKEFRONT VIEWS | NEW A/C & POOL HEATER 2026! FULLY FURNISHED, TURN-KEY RENTAL, COMPLETELY RENOVATED in 2023!! Exceptional 4-bedroom, 3-bathroom end-unit townhome with STUNNING LAKEFRONT VIEWS and a PRIVATE HEATED POOL. This beautifully furnished home is designed for both comfort and entertaining and is currently set up as an active vacation rental. Step inside to an impressive OPEN-CONCEPT living space where the kitchen, dining, and family room flow seamlessly together. The beautifully RENOVATED KITCHEN features sleek wood cabinetry, stainless steel appliances, quartz countertops, and a SPACIOUS ISLAND—perfect for preparing meals while staying connected with family and guests. Large windows and sliding doors fill the living area with LOTS OF NATURAL LIGHT and showcase the spectacular views. NO CARPET. Tile flooring throughout the main living areas and luxury vinyl plank flooring in the bedrooms. Fully furnished and ready to enjoy. For added comfort and peace of mind, the A/C was replaced in 2026, and the pool heater is NEW in 2026. Located in the desirable Encantada Resort, this home is in the building closest to the clubhouse, providing exceptionally convenient access to the community amenities. Residents and guests can enjoy two heated community pools and spas, a fitness center, tiki bar, game room, and restaurant. The location is ideal for both vacationers and owners, with Theme Parks, US 192, Highway 27, restaurants, grocery stores, shopping, and entertainment all just minutes away. Whether you're looking for a turnkey vacation rental, second home, or your own Central Florida getaway, this beautifully renovated lakefront townhome offers the space, updates, pool, views, and location you've been looking for.

3179 Yellow Lantana Lane, Kissimmee

Start Your Search

How much is your home worth?

Get instant property value now!