Osceola Homes with Pool

Osceola Homes with Pool

Welcome to Osceola County, Florida – a vibrant and picturesque destination that perfectly blends natural beauty with modern living. Nestled in the heart of Central Florida, Osceola County is renowned for its breathtaking landscapes, family-friendly communities, and a wealth of recreational opportunities. With its proximity to world-famous attractions like Walt Disney World and Universal Studios, Osceola offers an ideal location for both residents and visitors alike.

Osceola County is characterized by its diverse neighborhoods, each offering a unique charm and lifestyle. From the bustling city of Kissimmee to the tranquil surroundings of St. Cloud, this county is home to a variety of housing options that cater to every taste and budget. One of the standout features of homes in this area is the abundance of properties with private pools, allowing residents to enjoy the Florida sunshine in the comfort of their own backyard.

Imagine coming home to a stunning property with a sparkling pool, perfect for hosting summer barbecues, relaxing with a good book, or enjoying quality time with family and friends. Whether you’re searching for a cozy single-family home or a luxurious villa, Osceola County's real estate market has something for everyone.

With a warm climate year-round and a strong sense of community, Osceola County is not just a place to live; it’s a place to thrive. Embrace the Florida lifestyle and discover your dream home with a pool in this beautiful county today!

Newest Osceola Homes with Pool

4 Beds ⋅ 3 Baths ⋅ O6428133 MLS

POOL HOME WITH 4 BED AND 3 BATH, ABUTS TO WOODS AND POND, NEWLY RENOVATED, SOLID COUNTER TOP. KITCHEN CABINET, NEW BATHROOOMS. THIS HOUSE IS IN CLOSE PROXIMITY TO AIRPORT, THEME PARKS, THE LOOPS, GROCERY SHOPPING AND ACCESS TO MAJOR HIGHWAYS.

3119 Fairfield Drive, Kissimmee

3 Beds ⋅ 2 Baths ⋅ S5155675 MLS

Welcome to this beautifully fully remodeled pool home tucked away on a quiet cul-de-sac in the highly desirable Canoe Creek Woods community of St. Cloud! Surrounded by mature landscaping and positioned next to a peaceful conservation area, this home offers the perfect combination of privacy, comfort, and convenient Central Florida living. Inside, you’ll find a thoughtfully designed split floor plan with updated finishes throughout, creating a bright, fresh, move-in-ready feel. The layout provides excellent separation between the primary suite and secondary bedrooms while still offering plenty of open space for everyday living and entertaining. Step outside and you’ll immediately see what makes this property special. A huge screened enclosure surrounds the private swimming pool and an expansive covered patio area, creating an incredible indoor-outdoor living space with plenty of room for lounging, entertaining, grilling, or simply enjoying Florida’s beautiful weather. With conservation nearby and the home situated on a cul-de-sac, the backyard feels private and peaceful. Canoe Creek Woods is one of St. Cloud’s established residential neighborhoods, offering a quiet setting while keeping you close to everything. Enjoy convenient access to shopping, dining, schools, Downtown St. Cloud, the Lakefront, major roadways, and the growing Lake Nona/Medical City area, with Orlando’s attractions and employment centers within easy reach. Fully remodeled, private pool, oversized screened lanai, split floor plan, cul-de-sac location, and conservation nearby—this is the Florida lifestyle you’ve been looking for. Schedule your private showing today!

1620 Christa Court, St Cloud (Narcoossee Road)

3 Beds ⋅ 3 Baths ⋅ O6433933 MLS ⋅ 123 BLDG.

Turn Key Townhouse in Guard-Gated Terra Verde — Minutes from Disney Whether you're searching for a vacation getaway, a short-term rental investment, or your next home, this fully furnished townhouse at 123 Pompano Beach Dr delivers. Nestled in the 24-hour guard gated resort community of Terra Verde, you're just minutes from Disney, Orlando's theme parks, and a wealth of nearby dining, shopping, and hospitals. Step inside to an open, airy floor plan with ceiling fans throughout — keeping the home comfortable year-round. The combined living and dining space flows effortlessly for both everyday living and entertaining, while the kitchen's cozy eating nook is ideal for casual meals. Upstairs, the primary bedroom offers a private retreat tucked away from the main living areas. Life in Terra Verde means resort-style amenities at your doorstep: a fitness center, community pool, sauna, hot tub/spa, clubhouse, tennis courts, volleyball court, movie theater, and more. Stay active or unwind by the pool — this community truly has it all. Don't miss your chance to own a slice of Kissimmee paradise. Schedule your private showing today!

123 Pompano Beach Drive, Kissimmee

Exceptional opportunity to build in one of the most desirable locations within Reunion Resort. This golf-front homesite in the established Homestead neighborhood overlooks the Tom Watson Signature Golf Course and is ideally positioned close distance to the Reunion Grande, Golf Clubhouse, Seven Eagles Pool Pavilion, dining and more. The 55' x 125' homesite offers the perfect setting to design and build your own custom residence, vacation home or investment property while enjoying beautiful golf course views and easy access to the heart of the resort. Reunion Resort is one of Central Florida's premier gated golf communities, featuring three Signature golf courses designed by Arnold Palmer, Tom Watson and Jack Nicklaus, along with an impressive collection of resort amenities. Located just minutes from Walt Disney World with convenient access to I-4 and SR 429. With its golf-front setting, established neighborhood and proximity to Reunion's main resort amenities, 1221 Radiant offers a combination of location and views that is becoming increasingly difficult to find.

1221 Radiant Street, Kissimmee

6 Beds ⋅ 5 Baths ⋅ O6433918 MLS

Elevated resort living starts at home in this beautifully presented 6-bedroom, 5-bath ChampionsGate single family home, where a west-facing pool and spa, 2 primary suites, and themed spaces come together in a home designed for the Central Florida vacation lifestyle. A popular short-term rental, this very well-maintained property offers the flexibility to continue as an investment, enjoy as a personal retreat, or combine both. The 1st floor centers around a bright, open-concept living and dining area, anchored by a modern, attractive kitchen featuring white shaker-style cabinetry, quartz countertops, stainless steel appliances, and a large center island with seating for 4. Sliding doors open to the covered lanai and screened pool area, creating an easy connection between the interior and outdoor living spaces. The west-facing pool and spa are positioned to take advantage of the afternoon and evening sun, while the covered lanai provides a shaded area for outdoor dining and relaxation. Beyond the lanai, the screened pool deck creates a generous outdoor space for enjoying the Florida climate. Upstairs, a spacious loft carries a subtle Star Wars influence, with feature walls, leather seating, and a TV creating a valuable 2nd living area/entertainment space. The vacation styling continues into Harry Potter and Finding Dory-inspired bedrooms, complemented by 4 additional bedrooms finished in relaxing, inviting décor with soft, neutral palettes. This popular 6-bedroom "Majesty Palm" floor plan provides excellent flexibility, with 2 primary suites offering additional privacy within the home. The main primary bath features dual sinks, a soaking tub, and a separate shower. With 5 bathrooms, 2 living areas, generous gathering spaces, and a combination of themed and relaxing bedroom retreats, the home is purposefully configured for high end short-term rental use. The amenity-rich ChampionsGate Resort extends the experience well beyond the home, with the 16,000 sq ft Oasis Clubhouse, an extensive water park including resort-style pools, lazy river and waterslide, along with cabanas, tiki bar and dining, fitness facilities, movie theater, arcade, and additional recreational amenities. Championship golf is an integral part of the ChampionsGate experience, located right within this exceptional master-planned resort community. Approximately 10 miles to Walt Disney World Resort, the property also offers convenient access to Central Florida's theme parks, dining, shopping, and entertainment. All information provided, including room sizes, is deemed reliable but not guaranteed and should be independently verified by the buyer or buyer's agent.

8968 Takeaway Way, Davenport

3 Beds ⋅ 3 Baths ⋅ S5155482 MLS ⋅ Q BLDG.

Virtually Staged. Welcome to Seven Eagles at Reunion Resort! This beautifully updated 3-bedroom, 3-bath condo offers a unique and flexible floor plan ideal for multi-generational living, shared living, or those looking to generate rental income while maintaining their own private space. With two bedrooms on the first floor and the main living area upstairs, the layout provides the opportunity to live upstairs while renting or sharing the downstairs space. The home features luxury vinyl plank flooring throughout, fresh interior paint, a bright open-concept living area, and a refreshed kitchen with refinished cabinetry. Appliances, including the washer and dryer, were replaced in 2023. Additional upgrades include a 2023 tankless water heater and replaced upstairs A/C system. Upstairs, enjoy private balconies overlooking a peaceful, tree-lined walkway shaded by mature landscaping. The walkway offers convenient access to the community pool, tiki bar and fitness center, adding to the relaxed resort-style setting. Downstairs, enjoy two private covered porches—one in the front and one in the back, offering additional outdoor spaces to relax. Located in the heart of Reunion Resort, residents enjoy an impressive selection of amenities including multiple community pools, clubhouse, fitness center, restaurant, tennis courts, playgrounds, dog park and gated 24-hour security. Cable, internet, water, sewer, exterior and grounds maintenance are also included. Flexible lease terms and short-term leases are allowed, making this an excellent option for relocation, extended stays, multi-generational households or shared living arrangements. Conveniently located near Disney, shopping, dining and Central Florida’s major attractions.

7510 Seven Eagles Way, Kissimmee

3 Beds ⋅ 2 Baths ⋅ O6433899 MLS ⋅ 3226 BLDG.

Welcome home to the beautiful, established community of Shadow Bay! This delightful 2-story condominium offers the perfect blend of comfort, style, and unbeatable convenience. Boasting 3 spacious bedrooms and 2 full bathrooms across 1,375 square feet of functional living space, this home is designed to impress. The highly sought-after floor plan features a private primary bedroom suite on the main level, complete with its own full bathroom. Upstairs, you will find two additional bright and airy bedrooms, perfect for family, guests, or a dedicated home office. Enjoy low-maintenance Florida living just minutes away from premier shopping centers, popular dining districts, local schools, and major highways for an easy commute. Schedule your private viewing today and make this cozy home your new residence.

3226 Rio Grande Trl Unit 3226, Kissimmee

3 Beds ⋅ 2 Baths ⋅ O6432718 MLS

Great opportunity in a great location at a great price! This three-bedroom, two-bath home features new interior paint, vaulted ceilings and ceramic tile throughout. Updated kitchen cabinets and granite counters complete with all the kitchen appliances. Bathroom vanities are also updated with granite counters in addition to custom wall tile in 2nd bath. HVAC installed in 2021, and there is a new garage pedestrian door, plus much more! Optional HOA includes access to the community pool, playground, park, tennis and basketball courts. Location second to none; you are less than 10 minutes from Disney. In addition to easy access to I4, Osceola Parkway, SR 417, International airport, shopping and plenty of restaurants

5272 Lonesome Dove Drive, Kissimmee

6 Beds ⋅ 5 Baths ⋅ S5155151 MLS

1650 Granada Boulevard delivers the space, privacy, and freedom that are becoming increasingly difficult to find in Central Florida. Set on 2.4 acres with no HOA, this six-bedroom, five-bathroom home offers a peaceful rural setting while still being close to Orlando’s world-famous attractions. The approach sets the tone, with a long driveway beneath mature oak trees draped in Spanish moss. Inside, the entire home is on one level with no interior steps. The well-designed floor plan is an excellent fit for a large or multigenerational household, providing comfortable gathering spaces along with privacy and separation between the bedrooms. A large kitchen sits at the center of the home, conveniently connecting the different living areas. The screened lanai creates a private outdoor living space centered around a large swimming pool and expansive paver deck. A dedicated pool bathroom is conveniently located nearby, while the poolside bar includes a sink and refrigerator to keep drinks and refreshments close at hand. Beyond the lanai is a spacious playground area with soft rubber-style ground cover. A separate fenced area provides a secure outdoor space for pets. The property also includes a large workshop with room for cars, tools, hobbies, storage, and ongoing projects. A separate carport provides covered parking for a boat or RV, and the open acreage offers even more room for trailers, work trucks, recreational vehicles, and equipment. This property combines the privacy and flexibility of country living with convenient access to everything the Orlando area has to offer. With single-level living, useful acreage, outstanding outdoor space, and no HOA, everyone—and everything—has room to breathe.

1650 Granada Boulevard, Kissimmee

4 Beds ⋅ 4 Baths ⋅ O6433888 MLS

Under Construction. Welcome to the thoughtfully crafted Finn plan - our only 2-story design with a first floor Guest Suite in Trinity Place! This spacious home offers 4 Bedrooms and 3.5 Baths, including a private first-floor Guest Suite complete with a full bath and walk-in closet—ideal for visitors or multi-generational living. The open-concept layout creates the perfect setting for entertaining, highlighted by a spacious Great Room with adjacent Dining area. The well-appointed Kitchen showcases beautiful cabinetry, sleek quartz countertops, large walk-in pantry closet, a center island, and stainless steel appliances. Elegant tile flooring enhances the main living areas on the first floor, while upstairs the Primary Suite features a luxurious ensuite bath with dual sinks in adult-height vanity, quartz countertops, an expansive walk-in closet, and a beautifully tiled walk-in shower. Attractive landscaping, along with a brick paver driveway and lead walk, completes the stunning exterior of this beautiful home. Trinity Place amenities include resort-style pool and cabana, a shaded tot lot for the little ones, and a convenient dog park. Community is conveniently located near Shopping and Dining, with easy access to major thoroughfares and just a short drive to Disney.

5949 Sophieann Street, St Cloud (Magnolia Square)

5 Beds ⋅ 3 Baths ⋅ O6432907 MLS

Under Construction. Rate buy down opportunity available. Never Occupied Former Model Home | Premium Pond-View Homesite in Storey Creek Welcome to this like-new, never-occupied former model home located in the peaceful community of Storey Creek. Situated on a premium 60-foot homesite with no rear neighbors, this beautifully maintained property offers tranquil views of the pond and surrounding trees, creating a private and picturesque setting. From the moment you arrive, you’ll appreciate the home’s impressive curb appeal, featuring mature landscaping, a brick-paver driveway, and a welcoming covered front porch—the perfect place to enjoy your morning coffee. Step inside to a bright, spacious interior filled with natural light and a thoughtfully designed floor plan ideal for both everyday living and entertaining. A versatile flex space at the front of the home provides the perfect setting for a home office, study, or additional sitting area. At the heart of the home is the large, open-concept kitchen, featuring 42-inch upper cabinetry, stainless steel appliances, an oversized center island with seating, and a generous pantry. The adjacent dining area provides plenty of space for entertaining friends and family, while the expansive family room showcases beautiful views of the backyard, pond, and natural surroundings. The first-floor owner’s suite offers a private retreat, complete with a spacious bedroom and spa-inspired primary bathroom featuring dual vanities, a walk-in shower, and a large walk-in closet. Sliding glass doors lead to the backyard, where no rear neighbors and peaceful pond and tree views provide the perfect backdrop for creating your own outdoor oasis. Add a pool, design an outdoor entertaining area, or fence the yard to create plenty of room for children and pets to enjoy. Upstairs, a versatile loft provides an additional living space ideal for a media room, game room, or teen retreat. Three additional generously sized bedrooms and a secondary full bathroom provide plenty of space for family and guests. A first-floor laundry room, powder bath, and two-car garage complete this impressive home. Living in Storey Creek means enjoying resort-style amenities every day, including a community pool, tennis and basketball courts, scenic parks, playgrounds, and walking areas for pets. Even better, lawn care is included, allowing you to spend more time enjoying your home and community and less time on exterior maintenance. Conveniently located near schools, shopping, dining, and everyday conveniences, Storey Creek also provides easy access to many of Central Florida’s most popular destinations, including Walt Disney World, Universal Orlando Resort, Lake Nona Medical City, and Orlando International Airport. With its never-occupied condition, former model-home quality, premium 60-foot homesite, first-floor owner’s suite, no rear neighbors, peaceful pond views, and resort-style community amenities, this exceptional property delivers an outstanding combination of space, privacy, convenience, and location. Why wait to build when this former model is ready for its very first owner? Schedule your private showing today.

2009 Myrtle Pine Street, Kissimmee

1 Beds ⋅ 1 Baths ⋅ O6433848 MLS ⋅ Seven BLDG.

Income-Producing Condo Near Disney - Prime Kissimmee Location Excellent investment opportunity approximately 2 miles from Disney area! This first-floor, 1-bedroom condo-hotel at Parkway Palms Resort was renovated in 2024 and features tile flooring, an updated bathroom with a walk-in shower, and a new AC installed in 2026. Fully furnished with thoughtful decor. The HOA covers utilities, Wi-Fi, common-area maintenance, and resort amenities including a pool, spa, fitness center, basketball court, grilling area, clubhouse, and laundry facilities. Located near Ovation, a planned 77-acre, $1 billion mixed-use development, this income-producing property offers an excellent location near Disney, dining, shopping, entertainment, and major central florida attractions. Schedule your showing today!

3100 Parkway Boulevard Unit 728, Kissimmee

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