Kissimmee Homes with Pool View

Kissimmee Homes with Pool View

Welcome to Kissimmee, Florida, a vibrant city nestled in the heart of Osceola County, where the sun shines bright and the spirit of adventure thrives! Known for its proximity to world-renowned theme parks and attractions, Kissimmee offers a unique blend of excitement and tranquility, making it an ideal place to call home.

Imagine waking up each day in a beautiful home with a stunning pool view, where the gentle sound of water lapping at the edge of your private oasis sets the tone for a perfect day. Homes with pool views in Kissimmee provide not just a place to live, but a lifestyle filled with relaxation and leisure. Picture yourself sipping your morning coffee on a sun-drenched patio, or hosting unforgettable gatherings with friends and family against the backdrop of a sparkling pool.

The real estate market in Kissimmee is diverse, catering to a variety of tastes and budgets. Whether you’re looking for a cozy bungalow or a spacious family home, you’ll find properties that offer not only comfort but also stunning views of serene pools, perfect for those hot Florida days.

Kissimmee is more than just a place to live; it’s a community rich in culture, with charming local shops, delectable dining options, and a plethora of outdoor activities. With easy access to major highways and Orlando just a stone's throw away, you can enjoy the best of both worlds—thrilling adventures and peaceful suburban life.

Discover your dream home in Kissimmee today, where every day feels like a vacation!

Newest Kissimmee Homes with Pool View

$494,900
5 Beds ⋅ 5 Baths ⋅ Paradise Palms Resort Ph 3a SubDv. ⋅ 34747 Zip Code
FULLY FURNISHED • 5 BEDROOMS • 5 BATHROOMS • PRIVATE POOL & SPA • GAME ROOM • PARADISE PALMS RESORT • MINUTES FROM WALT DISNEY WORLD Welcome to 2995 Buccaneer Palm Rd, a fully furnished 5-bedroom, 5-bath single-family pool home in the gated Paradise Palms Resort in Kissimmee, ideally positioned in the heart of Orlando’s vacation-home corridor. Designed for both entertaining and resort-style living, this spacious home features an east-facing private pool and spa with no rear neighbors, an open living and dining area, fully equipped kitchen, and a dedicated game room with air hockey, arcade game and shuffleboard. With three king bedrooms, including primary suites on both levels, plus additional guest accommodations, the layout works beautifully for large group stays. Use it as a second home, Florida getaway or short-term vacation rental/Airbnb investment property. Offered fully furnished and located approximately 4 miles from Walt Disney World property, it combines the features vacation-home buyers consistently search for: space, private pool, entertainment, resort amenities and proximity to Orlando’s world-famous attractions. Paradise Palms adds even more with a 5,000-square-foot resort pool, water slide, hot tub, tiki bar, movie theater, fitness center, tennis, basketball and sand volleyball. Turnkey, furnished and ready for its next owner — schedule your private showing today.

2995 Buccaneer Palm Road, Kissimmee

$699,000
5 Beds ⋅ 6 Baths ⋅ Reunion West Ph 4 SubDv. ⋅ 34747 Zip Code
Welcome to your Florida retreat! Located inside of Reunion West luxury community, right across from the waterpark, Encore Club, and tennis courts. The Encore Resort is a gated community offering a waterpark, a resort-style pool, restaurants, a kid's playroom, tennis courts, basketball courts, sand volleyball courts, a soccer field, fitness center, mini market and 24 hr. concierge service! A shuttle bus service is also available with transportation to nearby Walt Disney Resort, Disney Springs, Universal Studios, and shopping malls! This spacious 5-bedroom, 5.5 bath home offers nearly 3,000 square feet of beautifully designed living space with plenty of room to gather, relax, and entertain. Step inside to a bright, open layout that flows effortlessly into the kitchen and main living areas, then head outdoors to enjoy your own private pool, spa and covered patio-perfect for soaking up the Florida sunshine or unwinding after a day of fun. Generously sized bedrooms and abundant bathroom space make the home especially well-suited for hosting family and guests. With attractive curb appeal, a paver driveway, attached garage, and a location in the heart of the Kissimmee area, this home offers the space, and lifestyle buyers are looking for. Whether you're searching for a primary residence, Florida getaway, or investment opportunity, this one deserves a closer look. HOA includes landscaping maintenance, irrigation, pest control, pool care (optional), trash collection, cable TV, and high-speed internet! Schedule your private showing today!

289 Auburn Avenue, Kissimmee

$649,990
5 Beds ⋅ 3 Baths ⋅ North Point Ph 2a SubDv. ⋅ 34744 Zip Code
Welcome to 2841 Autumn Breeze Way, located in the highly sought after neighborhood of North Pointe. This stunning 5BR/3BA single-story residence boasts exceptional curb appeal, framed by lush, well-groomed landscaping leading into the entry. NEW AC 2026 w/ 10-YEAR Warranty Transferable. Offering 2,940 sq ft of open-concept living, the home features an entertaining-style kitchen designed for gathering, a flexible 5th bedroom/office, and a spacious 3-car garage. Modern convenience is integrated throughout with smart home features, including smart lighting, smart smoke detectors, smart garage access, an electronic front door lock, and a Ring doorbell. Enjoy Florida weather in the expansive pool area—offering ample space for family and entertaining while you cool down overlooking the serene conservation backdrop with total privacy and no rear neighbors. This home has been well cared for by the current owners and is move-in ready. Conveniently located near SR-417 & Boggy Creek Road, you have quick access to Lake Nona, Medical City, Orlando’s International Airport & Downtown Orlando, with shopping, dining & everyday conveniences just minutes away. Also situated along East Lake Toho & adjacent to Austin Tindall Sports Complex, North Point offers easy access to recreation & outdoor activities. Boggy Creek Rd expansion is almost completed. This is an incredible opportunity where luxury living and serenity meet you right at the front door. Come tour this beautiful home for yourself—schedule your private showing today before it’s gone!

2841 Autumn Breeze Way, Kissimmee

$1,995,000
4 Beds ⋅ 5 Baths ⋅ Celebration South Village Unit 3 SubDv. ⋅ 34747 Zip Code
With its screened pool, flexible downstairs office/bedroom, three-car garage, generous living spaces, and 2022 roof, 912 Croton Road brings together a combination of features that is increasingly difficult to replicate in Celebration. The main level flows naturally from formal spaces into the heart of the home, creating distinct places to gather, entertain, work, or simply have some separation when wanted. An office with its own walk-in closet adds unusual flexibility and can also function as a downstairs bedroom. The kitchen connects easily with the principal living areas and the outdoor setting beyond, making the home equally suited to everyday living and larger gatherings. Generous windows and multiple exterior connections bring natural light into the home while keeping the pool and outdoor areas visually connected to the interior. Outside, the screened pool and covered living areas extend the usable space well beyond the walls of the house. The space allows for dining, conversation, and time by the pool without the outdoor area feeling like an afterthought. It functions as another part of the home. Upstairs, the bedroom layout separates the main gathering spaces, while 4.5 bathrooms throughout the home help make the scale practical. Storage is equally well considered, and the three-car garage provides valuable additional capacity for vehicles, equipment, or recreational gear. A roof installed in 2022 adds another important practical advantage. What distinguishes 912 Croton Road is not any single feature, but how they come together: substantial interior space, a flexible downstairs room, an established outdoor living environment, a screened pool, a three-car garage, and the distinctive Celebration setting. For a buyer comparing larger Celebration homes, that combination deserves a closer look.

912 Croton Road, Celebration

$394,900
4 Beds ⋅ 3 Baths ⋅ Eagle Pointe Ph 2 SubDv. ⋅ 34746 Zip Code
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 4649 Eagle Peak Drive in Kissimmee, a single-story, fully furnished 4-bedroom, 3-bath single-family home located in the Eagle Pointe community. The open floor plan brings the main gathering spaces together, creating an easy flow for daily living and entertaining. Public property information confirms the home is in Eagle Pointe and was built as a single-story residence. Inside, the home offers four bedrooms and three full bathrooms, providing plenty of flexibility for family, guests, or a home office. The main living areas feature a bright, open arrangement with vaulted ceilings, while the kitchen connects naturally with the surrounding dining and living spaces. Outside, a screen-enclosed in-ground pool creates an inviting setting for enjoying Florida’s year-round sunshine. The surrounding pool deck provides room for lounging and entertaining, while the private backyard offers additional space ready for personalization, whether envisioned as a garden, play area, or outdoor retreat. Situated in Eagle Pointe, the home enjoys an established residential setting in western Kissimmee with convenient access to Poinciana Boulevard, US-192, shopping, dining, and Central Florida attractions. Outdoor recreation is also available nearby at Shingle Creek Regional Park, which offers trails and natural areas along Shingle Creek.

4649 Eagle Peak Drive, Kissimmee

$1,750,000
4 Beds ⋅ 4 Baths ⋅ Celebration Area 5 SubDv. ⋅ 34747 Zip Code
Recently reduced $25K!!!!! Welcome home to Celebration! 4BR/4 BATH Danforth model by ISSA Homes with 3,730 square feet. Meticulously cared for, FULLY FURNISHED block construction home in Celebrations’ exclusive Artisan Park community, backing to conservation. This home has upgrades abound, including Brazilian cherrywood hardwood floors, screened-in backyard oasis with heated salt water pool and spa, in-water sundeck, and covered gazebo with fireplace. Large, first floor master bedroom ensuite with tray ceilings, dual vanities, garden tub with separate shower, and custom walk-in closet with Mahogany built-ins. First floor laundry room with sink and storage cabinets, Two guest bedrooms on first floor separated by Jack and Jill bathroom, each with built-in closets. Upstairs includes bedroom, full bathroom, and large bonus/living room, perfect for guests or in-laws. Plantation shutters throughout the home, built-in bookcases and shelving in office and living room, pool view dinette, designer cherry cabinets in kitchen with custom pull out drawers in lower cupboards, island with sink, premium GE profile/monogram appliances, range hood, wine rack and wine fridge, closet style pantry, and inlaid tray ceilings. 3-car garage has premium garage floor coating, new belt driven smart garage door motor, and custom storage cabinets. Newer roof (2021), and 3 newer A/C units (2025). Enjoy the resort style Artisan Park Clubhouse amenities including heated pool, spa, fitness center, and restaurant bar/grill. Truly a must see.

1449 Stickley Avenue, Celebration

$385,000
4 Beds ⋅ 2 Baths ⋅ Remington Prcl M1 SubDv. ⋅ 34744 Zip Code
Virtually Staged. Welcome to this beautiful 4-bedroom, 2-bath POOL home located in the highly sought-after Windsor Park neighborhood within the gated Remington Golf & Country Club community. Perfectly positioned on a scenic pond-front homesite, this move-in-ready residence offers the ideal blend of comfort, convenience, and Florida lifestyle living. Step inside to an open and airy floor plan featuring stylish laminate flooring, abundant natural light, and spacious living areas designed for both everyday living and entertaining. The well-appointed kitchen overlooks the living and dining spaces, creating a seamless flow for gatherings with family and friends. Sliding glass doors open to your private screened-in pool and lanai, where you can relax and enjoy tranquil pond views year-round. The spacious primary suite offers a walk-in closet and an upgraded ensuite bathroom, while the additional bedrooms are generously sized with ample closet space and ceiling fans throughout. Whether you're searching for a primary residence, vacation home, or income-producing property, this home offers exceptional flexibility with zoning that allows short-term rentals. Lawn care is included in the HOA dues, and the CDD is conveniently included in the annual property tax bill. Residents of Remington enjoy an impressive array of amenities, including a clubhouse, fitness center, recreation room, lap pool, kiddie pool, playground, tennis courts, basketball courts, beach volleyball, baseball and soccer fields, walking trails, and access to the community's beautiful golf course setting. Conveniently located near major highways, shopping, dining, schools, Orlando International Airport, world-famous theme parks, and Central Florida attractions, this exceptional home offers the perfect opportunity to enjoy resort-style living in one of Kissimmee's most desirable golf communities. Come experience the best of Florida living—your private pool retreat awaits

2747 Callaway Lane, Kissimmee

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