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

2627 Tranquility Way, Kissimmee
$95,000
34746 Zip Code
Prime Homesite in Veranda Palms Kissimmee! Welcome to 2657 Tranquility Way, a desirable 50 x 115 homesite (5,663 sq. ft.) in the prestigious gated resort community of Veranda Palms. Build your dream vacation home or investment property in one of Central Florida's most popular destinations. Floor plans are available, making it easy to start bringing your vision to Life. Conveniently located near Disney World, Universal, world-class attractions, shopping, dining, and entertainment, this property offers an excellent opportunity for both homeowners and investors.

2627 Tranquility Way, Kissimmee
2200 Tournament Court, Kissimmee
$560,000
4 Beds ⋅ 3 Baths ⋅ Overoaks SubDv. ⋅ 34746 Zip Code
Welcome to 2200 Tournament Court, a stately custom-built, 2,700+ square-foot single-story pool home situated on a spacious corner lot in the established Overoaks community. Offering 4 bedrooms, 3 bathrooms, a side-entry 3-car garage, and golf-course frontage overlooking the 3rd tee of The Oaks National Golf Club, this home delivers an impressive combination of space, privacy, and Florida living with no rear neighbors. A covered front porch and grand double-door entry welcome you inside, where the home immediately feels exceptionally spacious for a single-story floor plan. Soaring and tray ceilings, 8-foot doors throughout, oversized windows, architectural arches, columns, and multiple living and entertaining spaces create a bright, open, and stately atmosphere. The thoughtfully designed split-bedroom floor plan provides privacy and separation while still maintaining an easy flow throughout the home. The spacious kitchen features new quartz countertops, a new backsplash, 42-inch cabinetry with crown moulding, new GE Café appliances with transferable warranty, abundant storage, a center island, and breakfast-bar seating, opening directly to the family room and casual dining area. Multiple sets of sliding doors and large windows bring in abundant natural light while connecting the interior living spaces to the lanai and golf-course setting beyond. The spacious owner's suite provides a private retreat with a separate sitting area, dual walk-in closets, and an ensuite bath featuring dual sinks and a separate water closet. Step outside to a true Florida retreat with a screened pool and spa, expansive covered patio for outdoor dining and entertaining, outdoor shower, and convenient pool bath. The outdoor living area offers an open and peaceful backdrop rarely found this close to Central Florida's attractions. Additional features include rain gutters and an in-ground sprinkler system. Residents of The Oaks also enjoy access to a community boat launch to Lake Tohopekaliga, providing opportunities for boating and fishing. Conveniently located near shopping, dining, major roadways, Orlando International Airport, Walt Disney World and Universal Orlando.

2200 Tournament Court, Kissimmee
4985 Windermere Avenue, Kissimmee
$479,000
4 Beds ⋅ 3 Baths ⋅ Storey Lake Ph 3 SubDv. ⋅ 34746 Zip Code
PRIVATE POOL. FULLY FURNISHED. STOREY LAKE RESORT. This is the Florida vacation home buyers come looking for—and 4985 Windermere Avenue is ready to show them why. Step inside this 4-bedroom, 3-bathroom townhome and find 1,914 square feet designed for time together. The open living and dining space flows into a kitchen with a generous island, while sliding doors lead to your own screened-in pool. Start the morning with coffee by the water, spend the day exploring Orlando, and come home to a swim whenever you please. A bedroom and full bathroom on the first floor give guests a comfortable space of their own. Upstairs, two additional bedrooms, a full bathroom, and a primary suite provide room to unwind. You’ll also find an upstairs laundry room and a dedicated owner’s closet for storing personal belongings between stays. Beyond your front door, Storey Lake delivers the resort experience: clubhouses, pools, a lazy river, water slides, splash areas, kayaking, playgrounds, and fitness facilities. The community’s Kissimmee location puts Walt Disney World, Disney Springs, International Drive, Universal Orlando Resort, SeaWorld, restaurants, and shopping within easy reach. Located in Storey Lake’s vacation rental area, this furnished home brings together a private pool, resort amenities, and a location guests will want to return to. Come see it for yourself—schedule your showing today!

4985 Windermere Avenue, Kissimmee
8810 Grand Palms Circle Unit B, Kissimmee
$199,000
3 Beds ⋅ 2 Baths ⋅ Grand Palms Condo 4 Ph 1 SubDv. ⋅ 34747 Zip Code
Location is the headline here. This second-floor 3-bedroom, 2-bath condo sits inside the Grand Palms community, less than 20 minutes from Walt Disney World Resort and Universal Orlando Resort, with Sunset Walk, Island H2O, US-192 and I-4 all nearby. And when you’re not chasing theme parks? The community pool, tennis and pickleball courts are literally just steps from your door, with a screened balcony overlooking the action. Inside, vaulted ceilings open up the main living space, while a split-bedroom layout and in-unit laundry make three bedrooms easy to actually use. Keep it as your own Florida getaway. Escape the winter. Give your Disney College Program student a home base. Or take advantage of short-term rental zoning and put it to work when you’re not here. The HOA even handles exterior maintenance, including the roof. Three bedrooms. Second floor. Pool views. Minutes from Disney. Short-term rentals allowed. There are a lot of ways to make this one make sense.

8810 Grand Palms Circle Unit B, Kissimmee
2413 Eagle Trace Drive, Kissimmee
$540,000
4 Beds ⋅ 2 Baths ⋅ Eagle Trace SubDv. ⋅ 34746 Zip Code
2413 Eagle Trace Drive, a spacious 4-bedroom, 2-bathroom pool home nestled in the established Eagle Trace community of Kissimmee. Situated on an oversized approximately half-acre lot, this property offers a combination of privacy, space, and convenience that is hard to find. The well-designed floor plan features a formal living room and dining area, a spacious family room with fireplace, and a functional kitchen with an island and breakfast/service bar. The primary suite includes a private bath with a garden tub and separate shower. Enjoy Florida living year-round with the screened-in-ground pool, covered patio, and raised deck area overlooking the expansive backyard. Additional features include an oversized two-car garage, mature oak trees and landscaping, upgraded flooring, central vacuum, and an irrigation system. Eagle Trace is conveniently located near shopping, dining, major roadways, and Central Florida's world-famous attractions. Don't miss the opportunity to own a spacious home with a large lot and private pool in a desirable Kissimmee location.

2413 Eagle Trace Drive, Kissimmee
195 Aurelia Court, Kissimmee
$48,000
N/A SubDv. ⋅ 34758 Zip Code
THIS PROPERTY IS A FLAG LOT WITH GREAT POTENTIAL FOR YOUR FUTURE HOME OR AN INVESTMENT PROPERTY.MAKE YOUR MOVE BEFORE IT'S TAKEN.

195 Aurelia Court, Kissimmee
701 Las Fuentes Drive, Kissimmee
$365,000
4 Beds ⋅ 3 Baths ⋅ Bellavida Rep 2 SubDv. ⋅ 34746 Zip Code
Lowest price townhome in the community!! Minutes from Kissimmee’s shopping, restaurants, major roads, celebrated theme parks, ALDI is approximately half a mile away, and the Plaza Del Sol bus station also nearby. This move-in-ready, fully furnished townhouse provides 1,907 square feet across two levels, with four bedrooms and three bathrooms. High ceilings and an open floor plan bring an airy feel to the main gathering spaces, creating an easy flow for relaxing, dining, and entertaining. Durable hard-surface flooring runs through the principal living areas, and NEW carpet adds comfort in the bedrooms. Step outside to the screened-in pool, where pond views create a peaceful backdrop for morning coffee, sunny afternoons, or evening swims. Stucco exterior construction and a tile roof complete the home’s distinctive Florida profile. With furnishings already in place, this residence is ready to support a primary home, seasonal escape, or investment plans. Experience the space, pool, and convenient location for yourself—schedule a private tour of this Kissimmee townhouse today.

701 Las Fuentes Drive, Kissimmee
2995 Buccaneer Palm Road, Kissimmee
$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
289 Auburn Avenue, 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
2841 Autumn Breeze Way, 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 Transferable Warranty and features a full home water softener and filtration system. 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
352 Clermont Drive, Kissimmee
$312,000
3 Beds ⋅ 2 Baths ⋅ Poinciana Village 5 Nbhd 1 SubDv. ⋅ 34759 Zip Code
Your Perfect Florida Getaway Awaits! Welcome to this beautiful vacant 3-bedroom, 2-bathroom home featuring a spacious 2-car garage, a private screen-enclosed pool and spa, and a fully fenced backyard—the perfect combination of comfort, privacy, and Florida living! Step inside to a bright and inviting layout designed for relaxation and entertaining. With three comfortable bedrooms and two full bathrooms, there’s plenty of room for family and guests to spread out and enjoy their stay. Step outside to your own private oasis. The screened-in pool and spa provide the perfect place to cool off, unwind, soak up the Florida sunshine, or enjoy an evening under the stars—all while the fenced backyard offers additional privacy and peace of mind. Located just over 20 miles from Walt Disney World® theme parks, this home puts you within easy reach of Central Florida's world-famous entertainment, restaurants, shopping, golf, and attractions. After a fun-filled day exploring, come home to your own private retreat and relax by the pool. Whether you're looking for a vacation home, investment property, or a comfortable Florida residence, this home offers the space, amenities, and location to make every day feel like a getaway! 3 Bedrooms | 2 Bathrooms | 2-Car Garage | Screened Pool & Spa | Fenced Backyard | Conveniently Located Near Disney & Central Florida Attractions

352 Clermont Drive, Kissimmee
2911 Sweetspire Circle, Kissimmee
$429,900
4 Beds ⋅ 3 Baths ⋅ Brighton Lakes Ph 2 Prcl J SubDv. ⋅ 34746 Zip Code
Welcome to 2911 Sweetspire Circle, a beautifully refreshed 4-bedroom, 3-bath pool home offering the perfect combination of comfortable Florida living and a peaceful pond view. The home has been freshly painted inside and out, creating a clean, updated appearance from the moment you arrive. New carpeting adds to the move-in-ready feel, while the spacious four-bedroom, three-bath layout provides plenty of room for family, guests, a home office, or flexible living space. Step outside to your private swimming pool and enjoy one of the home's best features—the tranquil pond view. The outdoor area provides an inviting setting for morning coffee, relaxing by the pool, entertaining friends, or enjoying Florida evenings overlooking the water. Conveniently located in Kissimmee, this home combines a desirable Central Florida location with the features buyers continue to look for: four bedrooms, three full baths, a private pool, water views, fresh interior and exterior paint, and new carpet. Move-in ready, freshly updated, and ready to enjoy—schedule your showing today.

2911 Sweetspire Circle, Kissimmee
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