Osceola Homes with Pool Community Features

Osceola Homes with Pool Community Features

Welcome to Osceola County, Florida—a vibrant and diverse region that beautifully blends the charm of small-town living with the excitement of urban amenities. Nestled in the heart of Central Florida, Osceola County is renowned for its stunning natural landscapes, rich cultural heritage, and an abundance of recreational opportunities. With easy access to world-famous attractions like Walt Disney World and Universal Studios, residents enjoy the perfect balance of tranquility and adventure.

Osceola County is home to a variety of neighborhoods, each offering unique characteristics and amenities. Among the most sought-after features in this area are homes with pools, providing residents with the perfect oasis to relax and unwind. Imagine coming home to your very own backyard paradise, where you can soak up the sun, host summer barbecues, or enjoy a refreshing evening swim under the stars.

Many communities in Osceola County are designed with family-friendly features and offer a range of amenities, from well-maintained parks and playgrounds to scenic walking trails and community centers. Whether you’re looking for a cozy single-family home or a spacious villa, you’ll find a variety of options that cater to different lifestyles and budgets.

Living in Osceola County means embracing a lifestyle filled with outdoor adventures, cultural experiences, and a strong sense of community. With its warm climate, welcoming neighborhoods, and homes with pools, Osceola is the perfect place to create lasting memories. Come explore the possibilities and find your dream home in this enchanting Florida county!

Newest Osceola Homes with Pool Community Features

$5,350,000
8 Beds ⋅ 11 Baths ⋅ Reunion West Vlgs North SubDv. ⋅ 34747 Zip Code
Ideally located within the award-winning REUNION RESORT and sitting on a DOUBLE CORNER LOT, this beautifully presented FULLY FURNISHED 8-bedroom, 9 full / 2 half bathroom CUSTOM BUILT home showcases panoramic GOLF AND WATER VIEWS of the 16th hole of Traditions golf course. PROFESSIONALLY DESIGNED AND DECORATED with high end finishes and stunning built-in features abound, this luxurious TURNKEY ESTATE HOME has a meticulously thought thru’ floor plan and is perfect for entertaining on a large scale with its gourmet open plan kitchen, formal dining room (with seating for 12), home theater/media room, multiple lounge seating areas and fun arcade room. There is also a flex room with dedicated private balcony which can function as an office or a gym. The impressive foyer with DOUBLE HEIGHT entryway and sweeping double staircase adorned with an elaborate chandelier lighting fixture is simply breathtaking! There are TWO PRIMARY SUITES (one on each floor), 5 further spacious bedrooms as well as a bedroom consisting of two-double bunks, all are ensuite and have an abundance of closet and storage space. With a SUNNY SOUTH FACING ASPECT, the resort style outdoor area features a stunning INFINITY EDGE POOL WITH CASCADING FOUNTAIN, heated in-pool spa, WATERSLIDE and in-pool loungers all enhanced by an expansive PATIO/SUNDECK area with open as well as covered LANAI seating areas. Enjoy Florida outdoor living and lifestyle at its finest cooking on the grill in the OUTDOOR KITCHEN watching the early morning sunrise or evening setting sunset creating memories to last a lifetime. This residence can accommodate and provides ample parking space on its turnaround private driveway in addition to a functioning car garage which is a rare commodity within the community. With the added benefit of VERSATILITY OF USAGE, this stunning property is an ideal primary residence, second and/or vacation home and/or short term/long term rental and/or investment property! An ACTIVE TRANSFERRABLE MEMBERSHIP grants access to the many amenities of the Reunion Resort with its three world class golf courses (designed by Arnold Palmer, Tom Watson and Jack Nicklaus), a golf academy, Clubhouse at The Bear’s Den, six onsite restaurants, twelve community swimming pools, a multimillion-dollar water park with lazy river, six Har-True tennis courts, pickleball, bocce ball, volleyball, crazy golf, fitness center, a playground, and full-service salon and spa. Reunion has a variety of on-site dining options and is only a couple of miles away from Walt Disney World Resort, Seaworld and Universal Studios. 3D tour available. DON’T MISS OUT on this opportunity and schedule your private showing today!

971 Golden Bear Drive, Reunion
$396,280
4 Beds ⋅ 3 Baths ⋅ Westview 50s Gc SubDv. ⋅ 34758 Zip Code
This new four-bedroom Hendrix showcases convenient single-story living. Three secondary bedrooms are located near the front of the home off the foyer, near a versatile flex space ready to be used as an office or studio. An open-concept floorplan blends the kitchen, living and dining areas with easy access to a covered patio, while a luxe owner’s suite is nestled into a private rear corner, providing direct access to a full bathroom with dual sinks and a walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

5576 Dennery Bay Road, Kissimmee
$390,300
4 Beds ⋅ 2 Baths ⋅ Estates At Hickory Cove SubDv. ⋅ 34772 Zip Code
Under Construction. New construction home with 1819 square feet on one-story including 4 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious counter height island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. "Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and decor do not convey.

5543 Cedar Crest Way, St Cloud
$323,290
4 Beds ⋅ 2 Baths ⋅ Westview 45s Gc SubDv. ⋅ 34758 Zip Code
Under Construction. Introducing the new and exciting Sentosa! This elegant four-bedroom home provides convenient single-story living. An open-concept floorplan maximizes interior space and encourages seamless transitions between a modern kitchen, elegant dining room and comfortable family room. Three secondary bedrooms are tucked away to the side of the home, while a luxurious owner’s suite is nestled into a private rear corner, complete with a full bathroom and walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

5648 Seagrape Lane, Kissimmee
$347,100
4 Beds ⋅ 3 Baths ⋅ Westview 45s Gc SubDv. ⋅ 34758 Zip Code
Under Construction. The Morrow checks all your boxes! This new two-story luxurious retreat has a first-floor owner’s suite, featuring a spacious bedroom, en-suite bathroom and walk-in closet. The open-concept floorplan combines the kitchen, living and dining areas for streamlined everyday living. Three additional bedroom suites can be found on the second level, along with a versatile loft that provides a convenient shared living area and additional entertainment space. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

5529 Sapote Court, Kissimmee
$314,420
3 Beds ⋅ 2 Baths ⋅ Westview 40s Gc SubDv. ⋅ 34758 Zip Code
Under Construction. This new single-story Kitson boasts a modern and low-maintenance design ideal for any lifestyle. An open-concept floorplan blends the kitchen, living and dining areas for seamless transitions and everyday multitasking. Two secondary bedrooms are tucked away to the side of the home, with a lavish owner’s suite nestled into a private rear corner, complete with a full bathroom and walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

5728 Portico Place, Kissimmee
$339,000
3 Beds ⋅ 2 Baths ⋅ Indian Wells Unit 7 SubDv. ⋅ 34746 Zip Code
Welcome to this beautifully located 3 bedroom, 2 bathroom home in the highly sought after Indian Wells community! Situated on a desirable waterfront lot, this home offers a wonderful combination of location, convenience, and community amenities. The spacious kitchen features an abundance of countertop and cabinet space, along with room for a comfortable dinette area, perfect for everyday meals and entertaining. Residents can enjoy a variety of community amenities, including a heated swimming pool, tennis court, basketball court, and playground. Best of all, the HOA is OPTIONAL and only $125 per year. Location truly is key! This home is conveniently situated not far from Walmart (0.6 mi), Publix (0.7 mi.), Sunrise Plaza, name brand outlet shopping, hospitals, restaurants, and Orlando’s world famous theme parks. Whether you’re looking for a short or long term rental investment, a vacation home, or your primary residence, this property offers plenty of possibilities. And theres even more to love, a 2024 ROOF adds valuable peace of mind!

5209 Broken Arrow Drive, Kissimmee
$565,000
5 Beds ⋅ 5 Baths ⋅ Stoneybrook South North Prcl Ph 6 SubDv. ⋅ 33896 Zip Code
Turnkey and fully furnished, this spacious 5BD/5BA Alexander Palm model sits on a premium corner lot offering strong income potential and low-maintenance living. Designed for effortless ownership, this two-story villa features high ceilings, an open-concept layout, and two private primary suites. Professionally styled with a Disney theme, multiple game rooms, and a private screened-in pool and spa, all décor and furnishings convey! Enjoy additional outdoor space and extra parking, plus an all-inclusive HOA covering 24/7 gated security, lawn care, cable, and access to top-tier amenities across the Oasis Club, Plaza, and Retreat Club—including resort pools, lazy river, waterpark, fitness centers, tennis, pickleball, and dining/tiki bar. Located minutes from I-4 and Disney, with the Westside Blvd expansion providing fast park access. An incredible investment or resort-style secondary residence opportunity—schedule a private showing today!

949 Leader Street, Davenport
$325,000
4 Beds ⋅ 3 Baths ⋅ Summer Flowers Twnhms SubDv. ⋅ 34746 Zip Code
Very close to Disney, on popular tourist corridor Highway-192 or Irlo Bronson Highway that lines up all restaurants, retail, gas stations, convenient stores, and Walmart Supercenter next to it, this beautiful interior unit (sold also as part of a 4-unit package if desired) can be used for short-term /long-term rental investment. This super-spacious unit townhome boasts 1650 sft. in the most-sought-after Summer Flowers community! Built in 2022, this 4-bedroom, 2.5-bath property, with attached-garage and pavered driveway, offers exceptional privacy with no rear neighbors (backing up up to Conservation) and tranquil, pool views just off a quiet cul-de-sac. The first-floor features durable ceramic tile luxe vinyl plank flooring, an open-concept kitchen with stainless steel appliances, and a versatile flex room/bonus room ideal for a home office or den with barn door. Upstairs, are four spacious bedrooms, including a generous 13' x 14.5' primary suite with an en-suite bath and walk-in closet. Situated in a low-HOA gated community with a pool and sidewalks, this turn-key property is excellent for short-term rentals (1-7 day minimum lease) or long-term leases with a strong, low-vacancy rate, or 'lifestyle' homestead.

4440 Summer Flowers Place, Kissimmee
$225,000
2 Beds ⋅ 1 Baths ⋅ Legacy Dunes Condo SubDv. ⋅ 34747 Zip Code
Beautifully Maintained Condo | Water & Sunset Views | Upgrades | Resort-Style Amenities Beautifully maintained condo offering peaceful water and sunset views and numerous upgrades throughout. Step inside to a bright, inviting interior featuring vinyl flooring throughout—no carpet—and an open living and dining area that leads to the private balcony, where you can relax and enjoy beautiful water views and Florida sunsets. The home has been thoughtfully updated with tile flooring on the balcony, an upgraded bathroom vanity and light fixture, updated kitchen sink, new window springs in both bedrooms, and updated blinds throughout. Both bedrooms feature large walk-in closets, providing excellent storage space. Another important improvement is the new roof installed in August 2025. All appliances are included, including the refrigerator, dishwasher, washer and dryer, making the home ready for its next owner. Beyond the condo, residents enjoy an impressive selection of resort-style community amenities, including two swimming pools, a clubhouse, fitness/weight room, game room, pickleball/tennis court, basketball court, children’s playground, grilling area and golf practice net. The community is gated and also offers evening security. Enjoy a peaceful community setting with beautiful grounds, water views and plenty of recreational amenities. This well-maintained condo offers an attractive combination of comfort, upgrades, views and community amenities.

8826 Dunes Court Unit 11-308, Kissimmee
$325,000
4 Beds ⋅ 3 Baths ⋅ Summer Flowers Twnhms SubDv. ⋅ 34746 Zip Code
Very close to Disney, on popular tourist corridor Highway-192 or Irlo Bronson Highway that lines up all restaurants, retail, gas stations, convenient stores, and Walmart Supercenter next to it, this beautiful unit (sold also as part of a 4-unit package if desired) can be used for short-term /long-term rental investment. This super-spacious unit townhome boasts 1650 sft. in the most-sought-after Summer Flowers community! Built in 2022, this 4-bedroom, 2.5-bath property, with attached-garage and pavered driveway, offers exceptional privacy with no rear neighbors (backing up up to Conservation) and tranquil, pool views just off a quiet cul-de-sac. The first-floor features durable ceramic tile luxe vinyl plank flooring, an open-concept kitchen with stainless steel appliances, and a versatile flex room/bonus room ideal for a home office or den with barn door. Upstairs, are four spacious bedrooms, including a generous 13' x 14.5' primary suite with an en-suite bath and walk-in closet. Situated in a low-HOA gated community with a pool and sidewalks, this turn-key property is excellent for short-term rentals (1-7 day minimum lease) or long-term leases with a strong, low-vacancy rate, or lifestyle homestead.

4436 Summer Flowers Place, Kissimmee
$325,000
4 Beds ⋅ 3 Baths ⋅ Summer Flowers Twnhms SubDv. ⋅ 34746 Zip Code
Very close to Disney, on popular tourist corridor Highway 192 or Irlo Bronson Highway that lines up all restaurants, retail, gas stations, convenient stores, and Walmart Supercenter next to it, this beautiful unit (sold also as part of a 4-unit package if desired) can be used for short-term /long-term rental investment. This super-spacious corner-unit townhome boasts 1750 sft. in the most-sought-after Summer Flowers community! Built in 2022, this 4-bedroom, 2.5-bath property, with attached-garage and driveway, offers exceptional privacy with no rear neighbors (backing up up to Conservation) and tranquil, poolside views just off a quiet cul-de-sac. The first-floor features durable ceramic tile luxe vinyl plank flooring, an open-concept kitchen with stainless steel appliances, and a versatile flex room/bonus room ideal for a home office or den. Upstairs, are four spacious bedrooms, including a generous 13' x 14.5' primary suite with an en-suite bath and walk-in closet. Situated in a low-HOA gated community with a pool and sidewalks, this turn-key property is excellent for short-term rentals (1-7 day minimum lease) or long-term leases with a strong, low-vacancy rate.

4432 Summer Flowers Place, Kissimmee
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