Kissimmee Homes with Private Pool type

Kissimmee Homes with Private Pool type

Welcome to Kissimmee, Florida, a vibrant city nestled in the heart of Osceola County, just a stone's throw away from the magical allure of Walt Disney World. Known for its sunny weather, rich culture, and diverse recreational activities, Kissimmee is the perfect blend of excitement and relaxation. Whether you're seeking adventure in the nearby theme parks or a tranquil escape by the water, this charming city has something for everyone.

One of the standout features of homes in Kissimmee is the abundance of properties boasting private pools. Imagine stepping out of your back door to a sparkling oasis, where you can unwind after a day of exploring or host unforgettable gatherings with family and friends. Homes with private pools offer the ultimate luxury and convenience, allowing you to enjoy the Florida sunshine in your own serene space.

These properties come in various styles, from cozy single-family homes to spacious villas, catering to families, vacationers, or anyone looking to invest in a slice of paradise. Many of these homes are situated in well-maintained communities, often featuring additional amenities such as clubhouses, fitness centers, and playgrounds.

Kissimmee's thriving real estate market presents an excellent opportunity for buyers and investors alike. With its close proximity to major attractions, shopping, and dining, along with the appeal of private pool living, Kissimmee is not just a place to live; it's a lifestyle. Discover the charm of Kissimmee and find your dream home with a private pool today!

Newest Kissimmee Homes with Private Pool type

$539,000
4 Beds ⋅ 3 Baths ⋅ Villa Sol Ph 1 Village 5 SubDv. ⋅ 34744 Zip Code
Virtually Staged. One or more photo(s) was virtually staged. Welcome to this Spanish-Mediterranean single-family home located in the gated community of Villa Sol in Kissimmee! Offering 4 bedrooms, 3 full bathrooms, a 2-car garage, and 2,351 sq. ft. of heated living space, this single-story residence combines flexible living with pond views. A key feature of the home is the attached in-law suite with its own private exterior back entrance, bedroom, and full bathroom. Inside, an open floor plan is filled with natural light, featuring polished porcelain tile flooring, vaulted ceilings, and architectural archways. The kitchen includes granite countertops, a multi-level breakfast bar, light grey cabinetry, stainless steel appliances, and pendant lighting. The primary bedroom suite offers luxury vinyl plank flooring, vaulted ceilings, a walk-in closet, and sliding glass door access to the pool deck. The en-suite bath features a dual-sink granite vanity, light grey cabinetry, a corner jetted soaking tub, and a separate glass-enclosed shower. Step outside to your private rear screen enclosure featuring an in-ground pool and integrated spa overlooking serene water views on an oversized lot. Villa Sol community amenities include a gated entry, clubhouse, fully equipped fitness center, resort-style community pool, tennis courts, basketball court, and playground, with cable TV and high-speed internet included in the low HOA fee. Perfectly positioned in Kissimmee, this home offers quick access to SR-417, US-192, and Boggy Creek Road, putting Lake Nona, Medical City, and Orlando International Airport (MCO) just a short drive away. Zoned for East Lake Elementary, Neptune Middle, and Tohopekaliga High School, you are also minutes from local shopping centers, dining, Lake Tohopekaliga parks, golf courses, and Central Florida's major theme parks and attractions. Schedule your private tour today!

3133 Riachuelo Lane, Kissimmee
$385,000
3 Beds ⋅ 2 Baths ⋅ Remington Ph 1 Tr F SubDv. ⋅ 34744 Zip Code
Beautiful 3 Bedroom/2 Bathroom Home with a Private Pool. This home includes newer floors, newer plumbing (i.e. hot and cold water lines replaced to new), newer roof (2018), a screened pool, stainless steel appliances, updated AC May 2021, newer ceiling fans, and a 2 car garage. It is located in a golf course community which features a gated entry, community pool, walkways, tennis courts, shopping marts, an elementary school, a charter school, clubhouse, playgrounds, fitness center, basketball courts and much more. Close to shopping, dining and entertainment. Pet friendly. This property won't last! Call today!

209 Westmoreland Circle, Kissimmee
$2,250,000
4 Beds ⋅ 3 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34744 Zip Code
Nearly 6 acres of private waterfront on beautiful East Lake Tohopekaliga (East Lake Toho)—an exceptionally rare opportunity to own one of Central Florida's most unique waterfront properties. Offering direct lake access, majestic oak trees, and an existing residence, this remarkable property is the perfect setting to build your dream waterfront estate, create a private family compound, or secure a one-of-a-kind investment. The existing home provides immediate use while you design your future vision. With no HOA, you'll enjoy the freedom to create the lifestyle you've always imagined, with room for boats, RVs, detached garages, workshops, expansive outdoor living, and more. Whether your vision is a custom waterfront estate, a multi-generational family compound, or exploring future development or rezoning opportunities, this remarkable property offers exceptional flexibility, subject to zoning, county approvals, and buyer due diligence. Enjoy world-class boating and fishing, breathtaking sunsets, abundant wildlife, and the peaceful privacy that only waterfront acreage can provide—all while being just minutes from Lake Nona, Medical City, Orlando International Airport, SR-417, Florida's Turnpike, shopping, dining, and entertainment. Large waterfront parcels of this size in such a prime location rarely come to market. Whether you're looking to build your forever home, create a legacy property for generations to enjoy, or invest in one of Central Florida's most desirable waterfront locations, this is an opportunity that is becoming increasingly difficult to find. Nearly 6 private waterfront acres. No HOA. Endless possibilities. A place to build not just a home—but a legacy.

2794 Holiday Woods Drive, Kissimmee
$349,000
3 Beds ⋅ 2 Baths ⋅ Monterey Village Ph 1 Unit 1 SubDv. ⋅ 34743 Zip Code
At the end of a quiet cul-de-sac, you'll find something that's getting harder to come by... privacy. With no rear neighbors now or ever, the backyard feels like your own little escape. No backdoor neighbors. No one peeking over the fence. Just mature trees, peace and quiet. The screened pool and covered lanai make it easy to enjoy Florida year-round, whether it's coffee before work, jumping in the pool after a long day, or firing up the grill on the weekend. Inside, this beautifully updated 3-bedroom, 2-bath home feels fresh from the moment you walk in. Luxury vinyl plank flooring runs throughout, the kitchen has been completely updated with quartz countertops, stainless steel appliances, and modern finishes, and both bathrooms have been beautifully renovated. The split-bedroom floor plan gives the primary suite a little separation from the secondary bedrooms, while the open living and dining spaces feel bright, comfortable, and easy to live in. The super low HOA is just one more thing to appreciate, giving you the benefits of the neighborhood without the high monthly dues that have become so common. The location checks all the right boxes. You're about 15 minutes from The Loop, putting shopping, restaurants, and everyday errands close by, with easy access to Florida's Turnpike and Osceola Parkway for an easy commute. Walt Disney World, Universal Orlando, Lake Nona, Orlando International Airport, and countless other Central Florida destinations are all within easy reach. Close to everything. Far from the noise.

2346 Cordova Court, Kissimmee
$365,000
3 Beds ⋅ 2 Baths ⋅ Quail Ridge Ph 1 SubDv. ⋅ 34743 Zip Code
Florida living at its finest! Enjoy your own private screened pool in this move-in-ready 3-bedroom, 2-bath home featuring vaulted ceilings, an open floor plan, a bright kitchen with stainless steel appliances, spacious living areas, and abundant natural light. Whether you’re entertaining guests or enjoying a quiet evening by the pool, this home offers the lifestyle you’ve been looking for. Conveniently located close to schools, shopping, restaurants, major highways, Orlando International Airport, and world-famous attractions. A fantastic opportunity for a primary residence, vacation home, or investment property!

3222 Brewster Drive, Kissimmee
$585,000
4 Beds ⋅ 3 Baths ⋅ Ashley Cove Unit 1 SubDv. ⋅ 34744 Zip Code
Nestled on an oversized corner lot in the gated community of Ashley Cove, this spacious 4-bedroom, 3-bathroom pool home with an upstairs bonus room offers generous living space, beautiful water views, and a layout designed for both everyday comfort and entertaining. A double-door entry opens to a bright interior with tall ceilings, crown molding, and multiple living and dining areas. Large sliding glass doors connect the main living space to the screened pool area while bringing in natural light and showcasing the pond views beyond. The kitchen features abundant cabinetry, solid-surface countertops, stainless steel appliances, built-in ovens, a center prep island, breakfast bar seating, a pantry, and a breakfast nook overlooking the pool. The primary suite is privately positioned and includes wood flooring, tray ceilings, direct access to the lanai, and an en-suite bathroom with dual vanities, a soaking tub, a separate walk-in shower, and a walk-in closet. Three additional bedrooms and two full bathrooms provide plenty of space for family and guests. Upstairs, the spacious bonus room offers flexible use as a media room, game room, home office, fitness area, or guest space. Outside, the expansive screened lanai surrounds the pool and spa with plenty of brick-paver decking for outdoor seating, dining, and entertaining. The corner lot and pond views create a peaceful backdrop with added space around the home. Additional features include an indoor laundry room, generous storage, mature landscaping, and a driveway that leads to the garage along the side of the property. Conveniently located near shopping, dining, major roadways, Lake Tohopekaliga, Downtown Kissimmee, Orlando International Airport, and Central Florida attractions, this home offers an impressive combination of space, privacy, and waterfront scenery.

1605 Marina Lake Drive, Kissimmee
$389,900
4 Beds ⋅ 3 Baths ⋅ Magic Landings Ph 2 SubDv. ⋅ 34744 Zip Code
Welcome to Magic Landings, a desirable gated community in Kissimmee! This well-maintained, move-in ready home features 4 bedrooms, including two primary suites, 3 full bathrooms, and a 2-car garage. The open-concept floor plan offers a spacious great room that flows seamlessly into the main living areas, making it ideal for everyday living and entertaining. Enjoy Florida living year-round with your private screened and heated in-ground pool and screened in garage. Recent updates include a new roof (2022), new A/C (August 2025), new water heater (2025), and rain gutters. The home also comes equipped with hurricane panels for added peace of mind. Conveniently located just minutes from the Florida Turnpike, shopping, dining, schools, and Central Florida attractions, including Walt Disney World. This exceptional home offers comfort, convenience, and outstanding value. A must-see property ready for its new owners!

291 Magical Way, Kissimmee
$395,000
4 Beds ⋅ 3 Baths ⋅ Magic Landings Ph 2 SubDv. ⋅ 34744 Zip Code
Welcome to 336 Magical Way, a recently repainted throughout, 4-bedroom, 3-bathroom pool home located at the end of a cul-de-sac in the gated community of Magic Landings. Previously used as both a short-term vacation rental and a long-term rental, this property is also well suited as a primary residence. The open floor plan features a combined living and dining area with a kitchen offering a breakfast bar and stainless steel appliances. A separate laundry room with a washer and dryer is located just off the kitchen. The home offers a split-bedroom layout. At the front of the home are two bedrooms that share a full family bathroom. At the rear are two primary-style bedrooms, each with a walk-in closet, ensuite bathroom, and direct access to the screened pool and patio. One ensuite includes a separate soaking tub and walk-in shower, while the other features a walk-in shower. Outside, enjoy a fully screened private pool overlooking a wooded area with no rear neighbors, providing added privacy. Added benefits include a new roof in November 2022 and a new HVAC in March 2022. Conveniently located in Kissimmee, the home offers easy access to major highways, shopping, dining, golf courses, and Central Florida's popular attractions, making it an excellent option for a primary residence, vacation home, or investment property.

336 Magical Way, Kissimmee
$439,995
4 Beds ⋅ 2 Baths ⋅ Villa Sol Ph 02 Village 03 SubDv. ⋅ 34744 Zip Code
WELCOME TO 3028 CAMINO REAL DR S – YOUR PRIVATE POOL HOME IN THE UPSCALE GATED COMMUNITY OF VILLA SOL! Welcome to this beautiful pool home offering the perfect blend of comfort, privacy, and resort-style living in one of Kissimmee's most desirable communities. Whether you're searching for your primary residence, a vacation home, or an investment opportunity, this move-in-ready property checks all the boxes. Step inside to a spacious, open-concept floor plan filled with natural light, featuring generous living and dining areas that are perfect for everyday living and entertaining. The well-appointed kitchen offers ample cabinet and counter space and overlooks the main living area, making it ideal for gatherings. The spacious primary suite serves as a private retreat with a walk-in closet and en-suite bathroom, while the additional bedrooms provide flexibility for family, guests, or a home office. Step outside to your private screened-in pool, where you can relax, entertain, or enjoy Florida's year-round sunshine in your own backyard oasis. Located in the highly sought-after Villa Sol gated community, residents enjoy resort-style amenities including a clubhouse, community pool, fitness center, tennis courts, playground, walking trails, and beautifully maintained grounds. Conveniently located just minutes from Lake Nona Medical City, Orlando International Airport, SR-417, Florida's Turnpike, shopping, dining, golf courses, and world-famous attractions including Walt Disney World, Universal Orlando, and SeaWorld. Don't miss this incredible opportunity to own a private pool home in an unbeatable location. Schedule your private showing today before it's gone!

3028 Camino Real Drive S, Kissimmee
$399,000
3 Beds ⋅ 2 Baths ⋅ Oaks At Mill Run Unit 2 The SubDv. ⋅ 34744 Zip Code
Welcome to this well-maintained one-story home in the heart of Kissimmee! This beautiful property features 3 bedrooms, 2 bathrooms, a spacious kitchen, new roof, new plumbing, new fence, sold fully furnished and an attached 2-car garage. Best of all, there is no HOA. Situated on a large corner lot, the home offers a private indoor pool and a fully fenced backyard, perfect for entertaining, gardening, pets, or simply relaxing outdoors.Enjoy a great location close to a public park and community pool, with quick access to the Florida Turnpike. You're just minutes from SeaWorld, Universal Studios, CityWalk, Downtown Orlando, and many other Central Florida attractions. Don't miss this opportunity to own a wonderful home in a desirable neighborhood!

2808 Mill Run Boulevard, Kissimmee
$644,000
5 Beds ⋅ 3 Baths ⋅ Kissimmee Bay SubDv. ⋅ 34744 Zip Code
*EXCELLENT OPORTUNITY* Pre-foreclosure- Experience resort-style living in the prestigious gated community of Kissimmee Bay Country Club. This stunning 5-bedroom, 3-bath pool home with a renovated 3-car garage offers breathtaking golf course and pond views from your private backyard oasis. Designed for both comfort and entertaining, the home features 12-14 ft ceilings, an open-concept floor plan, remodeled kitchen with quartz countertops and custom cabinetry, 18 ceramic tile throughout, and a spacious primary suite with a Jacuzzi tub and walk-in closet. Step outside to your designer pool with stone deck and spray fountains, then enjoy everything Kissimmee Bay has to offer, including private marina with access to East Lake Tohopekaliga, boat/RV storage, golf, tennis, basketball courts, playground, and more. Ideally located just 15 minutes from Orlando International Airport with easy access to shopping, dining, hospitals, schools, major highways, and Central Florida's world-famous attractions. Luxury, location, and lifestyle—all in one exceptional home. Schedule your private showing today!

1771 Lee Janzen Drive, Kissimmee
$405,000
4 Beds ⋅ 3 Baths ⋅ Mill Run Unit 8 SubDv. ⋅ 34744 Zip Code
Beautiful Home no-HOA living in this charming 4-bedroom, 2.5-bath pool home! This move-in-ready property offers comfort and convenience with a newer roof (2022) and A/C (2020). Step outside to a screened lanai, perfect for enjoying Florida's beautiful weather year-round. Inside, fresh paint creates a bright and inviting atmosphere, ready for your personal touch. With nearby shopping at The Loop, outdoor recreation at Kissimmee Lakefront Park. Very good location near the Florida Turnpike, this home provides easy access to top attractions, including Walt Disney World, Old Town. Embrace the flexibility and lifestyle of no-HOA living. Please note that some images in this listing have been virtually staged. The actual rooms are unfurnished.

1450 Amanda Road, Kissimmee
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