Kissimmee Homes with Private Pool type

Kissimmee Homes with Private Pool type

Welcome to Kissimmee, Florida—a vibrant gem nestled in the heart of Osceola County, just a stone's throw away from the enchanting attractions of Orlando. Known for its rich history, diverse culture, and family-friendly atmosphere, Kissimmee offers a unique blend of urban conveniences and natural beauty. With its picturesque parks, scenic lakes, and abundant recreational opportunities, this area is perfect for those seeking both adventure and tranquility.

One of the standout features of Kissimmee is its stunning homes with private pools. Imagine stepping out into your own personal oasis, where you can soak up the Florida sun, host lively barbecues, or simply unwind after a day of exploring the nearby theme parks. These homes are designed with comfort and leisure in mind, often featuring spacious layouts, modern amenities, and beautiful outdoor spaces that enhance your lifestyle.

Living in Kissimmee means you’re never far from world-renowned attractions such as Walt Disney World, Universal Studios, and SeaWorld. Yet, you can retreat to your serene haven at the end of the day, enjoying the luxury of a private pool that allows you to relax in style. Whether you’re looking for a vacation rental or a permanent residence, Kissimmee’s homes with private pools offer the perfect blend of excitement and relaxation.

Discover the charm of Kissimmee and experience the joy of living in a home where every day feels like a vacation. Embrace the Florida lifestyle and make your dream of owning a home with a private pool a reality in this enchanting region!

Newest Kissimmee Homes with Private Pool type

$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
$359,000
3 Beds ⋅ 2 Baths ⋅ Windsong SubDv. ⋅ 34744 Zip Code
Welcome to this beautifully remodeled 3-bedroom, 2-bath, block pool home offering the perfect combination of style, comfort, and convenience. Situated on an oversized, fully fenced backyard, this property provides plenty of space for entertaining, pets, play, or simply relaxing by your private pool. The interior has been completely remodeled with modern finishes, creating a move-in ready home you'll love from the moment you walk in. Conveniently located just minutes from everything Kissimmee has to offer, including approximately 1 mile to AdventHealth Kissimmee, 2 miles to historic Downtown Kissimmee, and only 4 miles to The Loop, where you'll enjoy shopping, dining, and entertainment. With easy access to major highways, Orlando attractions, schools, and everyday conveniences, this is a place you'll be proud to call home. Come see for yourself why this beautiful property is the perfect place to begin your next chapter.

1240 Windway Circle, 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** 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
$499,000
4 Beds ⋅ 2 Baths ⋅ Woods At Kings Crest The Ph 1 SubDv. ⋅ 34744 Zip Code
JUST LISTED! This spacious and well-maintained home 4 Bedrooms, 2 Baths, Living, Family room with a Fireplace, Inground Pool, Storage Shed, sits on an almost ½-acre lot and features a private in-ground pool — a combination rarely available in this area. Designed for both comfortable living and entertaining, the home offers a functional layout with generous living spaces and excellent indoor-outdoor flow. Step outside to your oversized backyard oasis, perfect for hosting, relaxing, or future expansion. With ample space, privacy, and flexibility, this property stands out from standard neighborhood homes. Ideally located near shopping, dining, schools, and major highways, this home offers convenience without sacrificing space. Aggressively priced to sell, this property is ideal for homeowners seeking room to grow or buyers looking for long-term value. High demand. Limited inventory. Schedule your private showing today — this one will not last.

2211 Jessica Lane, Kissimmee
$525,000
4 Beds ⋅ 2 Baths ⋅ Neptune Pointe SubDv. ⋅ 34744 Zip Code
Welcome to this beautiful 4-bedroom, 2-bathroom home in Kissimmee! This well-maintained property features an open and functional floor plan, perfect for everyday living and entertaining. Enjoy your private **screen-enclosed pool** and **fully fenced backyard with a wood privacy fence**, creating the ideal outdoor retreat. Conveniently located near shopping, dining, major highways, schools, and Central Florida attractions. Schedule your private showing today!

2047 Bearing Lane, Kissimmee
$600,000
5 Beds ⋅ 3 Baths ⋅ Fells Cove Unit 2 Ph 1 SubDv. ⋅ 34744 Zip Code
Virtually Staged. Meet 3100 Conrad Ct, a residence arranged for everyday practicality and comfortable living. The kitchen includes all stainless steel appliances, a functional island, and an accent backsplash for added detail. The primary bedroom features a walk-in closet, and its accompanying bathroom provides a separate tub and shower. An in-ground pool enhances the outdoor space. A perfect blend of updated style and outdoor enjoyment awaits.. Included 100-Day Home Warranty with buyer activation

3100 Conrad Court, Kissimmee
$474,900
4 Beds ⋅ 2 Baths ⋅ Neptune Shores 3 SubDv. ⋅ 34744 Zip Code
This location offers the perfect blend of convenience, community, and lifestyle — a fantastic opportunity for buyers seeking comfort and accessibility in one of Kissimmee’s most connected neighborhoods. NOW, go to the property! Welcome to this home nestled on an impressive 0.49-acre lot, surrounded by mature trees, natural scenery, and generous outdoor space perfect for family gatherings, recreation, and peaceful living. Enjoy the freedom of a stable, well-established neighborhood with NO HOA, NO CDD, and NO flood insurance required, offering both convenience and long-term savings. This property features a refreshing private pool, ideal for Florida summers, along with expansive green areas that provide endless possibilities for outdoor enjoyment. Inside, you’ll find bright and spacious bedrooms filled with natural light, creating a warm and inviting atmosphere throughout the home. Major upgrades bring exceptional value and peace of mind, including a New A/C system with new ductwork, New water heater, and a New roof, ensuring comfort and efficiency for years to come. Located just 3 miles from Downtown Kissimmee, 17 miles from Walt Disney World Resort, and 13 miles from Orlando International Airport (MCO), this home offers unmatched access to entertainment, dining, shopping, healthcare, and top schools — all while enjoying the tranquility of a large private lot. This is a rare opportunity to own a spacious, upgraded home on nearly half an acre in one of Kissimmee’s most connected and convenient areas. Come see it in person, fall in love, and make your next chapter begins here.

1682 Starfish Street, Kissimmee
$430,000
4 Beds ⋅ 2 Baths ⋅ Strafford Park Ph 4 SubDv. ⋅ 34743 Zip Code
Now offered at $430,000, this beautifully maintained Florida style pool home delivers exceptional value with major upgrades already completed. The seller will pay off all solar related obligations at closing, allowing the new owner to enjoy the benefits of an owned solar energy system without assuming any solar-related balances. Additional recent improvements include a new roof (2025), providing added peace of mind for years to come. Designed for the Florida lifestyle, this move in ready residence features 4 bedrooms, 2 bathrooms, an open and inviting floor plan, an updated kitchen with granite countertops and stainless steel appliances, beautifully renovated bathrooms, and elegant tile flooring throughout the main living areas. Step outside to your private screened pool and spacious backyard, perfect for relaxing, entertaining, and enjoying Florida's year round sunshine. Being sold unfurnished, this home offers an excellent opportunity for the next owner to personalize each space. Located in the desirable Stratford Park community, residents enjoy annual HOA dues of only $100 while remaining just minutes from Orlando International Airport, world-famous theme parks, shopping, dining, schools, and major highways. Don't miss the opportunity to own a beautifully updated home that combines comfort, energy efficiency, low HOA dues, and an outstanding Central Florida location. Schedule your private showing today!

3264 Fairfield Drive, Kissimmee
$410,000
3 Beds ⋅ 3 Baths ⋅ Quail Ridge Ph 1 SubDv. ⋅ 34743 Zip Code
Discover the perfect blend of comfort, convenience, and investment potential in this beautiful turnkey 3-bedroom, 3-bathroom home located in the highly desirable Quail Ridge community. Move-in ready and fully furnished, this exceptional property includes all furniture, making it ideal as a primary residence, vacation home, or income-producing investment. The spacious, well-designed floor plan features comfortable living areas, a pool table for added entertainment, and smart home technology that enhances both convenience and security. Perfectly suited for short-term rentals, this home offers everything today's buyers and guests are looking for. Simply bring your suitcase and start enjoying or generating rental income from day one. Location is one of this property's greatest assets. Situated just minutes from Walt Disney World Resort, Universal Orlando Resort, SeaWorld Orlando, Orlando International Airport, and the USTA National Campus, you'll also enjoy quick access to Osceola Parkway, State Road 417, and Florida's Turnpike, making travel throughout Central Florida fast and convenient. Whether you're searching for your dream home, a vacation getaway, or a high-demand investment property, this turnkey residence checks every box. With its unbeatable location, modern smart home features, included furnishings, and outstanding short-term rental potential, this is a rare opportunity you won't want to miss. Schedule your private showing today!

2724 Emerson Lane, Kissimmee
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