Osceola Homes with Pool Amenities

Osceola Homes with Pool Amenities

Welcome to Osceola County, Florida—a vibrant and diverse region that seamlessly 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 picturesque landscapes, rich cultural heritage, and an abundance of recreational activities. From the stunning shores of Lake Tohopekaliga to the thrilling attractions of nearby Kissimmee, residents enjoy a lifestyle that is both relaxed and exhilarating.

Osceola County is home to a variety of neighborhoods, each offering unique characteristics and amenities. Among the most sought-after features are homes with pool amenities, providing the perfect oasis for relaxation and entertainment. Imagine stepping into your backyard to a sparkling pool, where you can unwind after a long day or host lively gatherings with family and friends. Whether you prefer a serene retreat surrounded by lush landscaping or a modern poolside setup with outdoor kitchens and lounges, Osceola County has it all.

The local real estate market is thriving, with options ranging from charming single-family homes to luxurious estates, all equipped with stunning pool amenities. With year-round sunny weather, you’ll find that a pool is not just a luxury but a lifestyle choice, allowing you to enjoy the outdoors in comfort and style.

Explore the enchanting neighborhoods of Osceola County and discover your dream home with a pool that caters to your leisure and lifestyle. Dive into the refreshing waters of your own backyard paradise and experience the joy of living in this beautiful part of Florida!

Newest Osceola Homes with Pool Amenities

$350,000
4 Beds ⋅ 3 Baths ⋅ Paradise Palms Resort Ph 1 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully furnished 4-bedroom 3-bath townhouse in the sought-after Paradise Palms Resort. Featuring an open-concept layout, a private screened heated pool, and just minutes from Walt Disney World, this property is ideal as a primary residence, vacation home, or income-producing short-term rental. Enjoy resort-style amenities including a beautiful clubhouse, arcade, fitness center, community pool, sports courts, and 24-hour gated security. HOA Covers- 24-hour guarded gate, Resort-style pool and spa, Clubhouse, Fitness center, Tennis and basketball courts, Playground, Cable TV, Internet, Exterior grounds maintenance, Security, Resort amenities, Trash service, Landscaping, Exterior building (structure) maintenance.

8957 Cat Palm Road, Kissimmee
$579,900
4 Beds ⋅ 4 Baths ⋅ Twin Lakes Ph 2a-2b SubDv. ⋅ 34772 Zip Code
Beautiful Turnkey ready 4-bedroom, 4-bathroom home in the highly sought after Del Webb Twin Lakes 55+ Active lifestyle community. The Marco 2 is a two-story beautiful home with a versatile floor plan. When you step inside, you will be greeted with 10-foot ceilings and upgraded ceramic tile throughout the home. As you enter the kitchen you will be greeted with an upgraded kitchen with stainless steel appliances, convection oven, gas stove, 42" upgraded cabinets, quartz countertops, glass tile backsplash, walk-in pantry and a 10-foot island with upgraded pendant lights that easily seats 6. The Living Room/Dining Room combo has upgraded light fixtures and recess lighting. The sliding glass doors that lead out to the screened porch, open all the way for the ultimate indoor/outdoor Florida living. Out on the screened porch you can sit and enjoy the view of the pond in the back while drinking your morning coffee. The master bedroom has a large walk-in shower with glass doors and a large walk-in closet with a newly installed closet organizing system. There are two more bedrooms on the first floor. Bedroom 2 includes a full bath and a walk-in closet. The 3rd full bath is in the hallway to also be used as a guest bathroom. Bedroom 3 is just down the hall with a nice size closet. Off Bedroom 3 you'll find the office area that is already piped for water if you would like to add a wet bar. The stairs lead up to the second floor where you will find the 4th bedroom and 4th bathroom. This flexible room is currently being used as the owner's media room and office. Amenities include a resort style pool and lap pool, 20,000 square foot Clubhouse, fitness center, tennis courts, putting green, walking trails, pickle ball court, fishing and pontoon boats to use on Live Oak Lake. The community has many active and socializing activities for residents to connect with each other. This versatile home could be a wonderful space for multiple family members or friends who wish to live together. Close to Lake Nona Medical City, Orlando International airport, Theme parks, beaches and downtown Orlando. Call today for your private tour!

2709 Greenlands Street, St Cloud
$225,000
2 Beds ⋅ 2 Baths ⋅ Las Palmas Villas SubDv. ⋅ 34743 Zip Code
Discover this well-maintained 2-bedroom, 2-bathdroom block-construction villa offering 960 sq ft of bright, single-level living on a 0.04acre corner lot with a BRAND-NEW roof just installed in 2026! Enjoy a private covered & enclosed rear porch perfect for morning coffee, sliding doors to the patio, and low maintenance living with community pool and sidewalks. With paved asphalt streets and assigned parking, and a prime Kissimmee location minutes to shopping, dining, schools & 192, this move -in ready home is perfect for first time buyers, investors, or those seeking Florida convenience. . Don't miss this incredible opportunity schedule your private showing today!

26 Las Palmas Way Unit 1, Kissimmee
$423,000
4 Beds ⋅ 3 Baths ⋅ Hammock Trails SubDv. ⋅ 34758 Zip Code
Great spacious corner lot property. Amazing space, check out this 4 bedroom 2.5 bath with large loft, formal dining, 2 living rooms, breakfast area and private office. The gourmet kitchen with ample cabinet/surface space and large walk in pantry. The master room is large enough for a king size bed and separate sitting area. The master bath is equipped with a garden tub, raised vanity with double sinks and stand up shower. New roof. New AC unit.

4664 Caverns Drive, Kissimmee
$898,000
9 Beds ⋅ 5 Baths ⋅ Storey Lake Ph 3 SubDv. ⋅ 34746 Zip Code
Welcome to this spectacular 9-bedroom, 5-bathroom vacation home in the highly desirable Storey Lake Resort, offering the perfect combination of luxury, comfort, and investment potential. Sold fully furnished and professionally decorated, this turnkey property is ready to generate rental income or serve as your own private vacation retreat from day one. Designed to impress, the home features a spacious open-concept layout, beautifully themed and stylishly decorated interiors, a private screened pool, and an incredible game room that guests of all ages will love. The backyard overlooks a peaceful pond, providing a tranquil setting with no rear neighbors for added privacy and relaxation. Ideally located just minutes from Walt Disney World, Universal Orlando, world-class shopping, dining, and entertainment, this property is perfectly positioned for a successful short-term rental investment. Whether you're expanding your investment portfolio or searching for the ultimate vacation home, this exceptional property offers everything today's guests are looking for. Don't miss this rare opportunity to own a fully furnished, beautifully decorated vacation home with a private pool, game room, and premium pond-view lot in one of Central Florida's most sought-after resort communities.

2931 Fable Street, Kissimmee
$649,900
4 Beds ⋅ 4 Baths ⋅ Stoneybrook South Tr K SubDv. ⋅ 33896 Zip Code
WELCOME TO YOUR OWN BUTTERFLY LOVER’S PARADISE IN CHAMPIONSGATE COUNTRY CLUB! Discover this beautifully updated 4-bedroom, 3.5-bath home offering 3,305 square feet of living space, ideally situated on an oversized lot in the desirable Estate section of ChampionsGate Country Club**. Surrounded by thoughtfully designed landscaping that attracts beautiful butterflies, this home offers a peaceful connection to nature right in your own backyard. Step outside to your screened patio and take in the gorgeous pond view with a lighted fountain that creates a spectacular backdrop in the evening. Imagine starting your morning watching butterflies flutter through the landscaping or ending your day listening to the relaxing sound of the fountain as the sun goes down. It’s a tranquil Florida setting that truly needs to be experienced in person. Inside and out, this home has been refreshed and carefully maintained with numerous recent improvements, including fresh interior and exterior paint, new black hardware, a new kitchen single bowl stone sink and a beautiful black matte Moen faucet, new garbage disposal, the kitchen hood was updated to vent outside, new light fixtures throughout, new carpet in the master bedroom and freshly painted cabinetry in the primary bathroom, the front door has a beautiful glass insert to let the FL light shine through! The HVAC system was recently serviced, and an ultraviolet light was installed**, the hot water tank was cleaned, the driveway pavers were recently sealed, and the roof was recently cleaned and inspected. The backyard patio has also been newly screened and includes a new screen door, making it the perfect place to enjoy the beautiful water and fountain views. This home has been meticulously maintained! And the home is only part of what makes living here so special! ChampionsGate Country Club offers an incredible resort-style lifestyle, with a full golf membership and lawn maintenance included in the HOA, 24-hour gated security, cable phone and internet are also included, access to multiple amenity centers, and discounts on food and beverages at community restaurants. If you want to feel like you're on vacation this is the home for you! Whether your perfect day includes golf, tennis, pickleball, bocce ball, sand volleyball, floating along the lazy river, enjoying the water slides, working out, dining with friends, or simply relaxing beside one of the many pools, there is truly something for everyone. All of this is conveniently located near Central Florida’s world-famous theme parks, shopping, dining, and I-4, giving you easy access to everything the Orlando area has to offer. This isn’t simply a home—it’s a lifestyle and a butterfly lover’s paradise! With its oversized Estate-section lot, tranquil pond and lighted fountain views, beautiful butterfly-attracting landscaping, extensive recent improvements, and all the amenities of ChampionsGate Country Club, 1458 Olympic Club Boulevard is one you truly need to see to believe!

1458 Olympic Club Boulevard, Davenport
$315,290
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.

5636 Seagrape Lane, Kissimmee
$525,000
4 Beds ⋅ 3 Baths ⋅ Tapestry Ph 2 SubDv. ⋅ 34741 Zip Code
Welcome to this beautifully upgraded corner-lot home in the highly sought-after 24-hour guard-gated community of Tapestry! This spacious two-story residence features 4 bedrooms, 2.5 bathrooms, plus a versatile bonus room on the first floor—ideal as a home office, gym, playroom, or guest space. All four bedrooms are privately located upstairs, creating the perfect separation between living and sleeping areas. The open-concept layout is filled with natural light and showcases elegant porcelain tile throughout the entire first floor. The modern kitchen overlooks the spacious living and dining areas, making it perfect for entertaining family and friends. Additional upgrades include a luxurious marble epoxy-coated garage floor, irrigation system, beautiful landscaping, and a partially fenced backyard. Step outside to enjoy the covered, screened lanai, perfect for relaxing year-round while overlooking the spacious corner lot. With plenty of room for children to play, pets to roam, or hosting weekend barbecues and family gatherings, the outdoor space is just as inviting as the interior. Residents enjoy resort-style amenities including a 24-hour guard-gated entrance, elegant clubhouse, state-of-the-art fitness center, resort-style lakefront pool, playgrounds, scenic walking trails, and beautiful lakes and green spaces throughout the community. Ideally located near The Loop, Orlando International Airport, major highways, shopping, dining, medical facilities, and world-famous attractions, this move-in-ready home offers the perfect combination of luxury, comfort, and convenience.

2527 Nouveau Way, Kissimmee
$565,000
4 Beds ⋅ 3 Baths ⋅ Georgetown At Celebration Condo SubDv. ⋅ 34747 Zip Code
Welcome to Georgetown at Celebration, where style, comfort, and convenience come together in one exceptional home. This beautifully updated three-story townhome features a rear-entry two-car garage, four spacious bedrooms—including a first-floor bedroom perfect for guests, a home office, or multigenerational living—and 2.5 bathrooms. The thoughtfully designed floor plan offers an open kitchen, dining, and family room combination, along with a separate living room that provides additional space to relax or entertain. As a desirable end unit, you'll also enjoy an impressive 24-foot covered porch, the perfect spot to unwind and enjoy the fresh Florida air. Inside, you'll find numerous updates including luxury vinyl plank flooring, tile in select areas, granite countertops, fresh interior paint, and a true move-in-ready condition. Georgetown residents enjoy outstanding amenities including a clubhouse, resort-style swimming pool, tennis and pickleball courts, a fitness center, and a playground. Located in the heart of Celebration, you'll be just moments from charming restaurants, boutique shopping, year-round entertainment, scenic walking trails, and world-famous attractions—allowing you to enjoy the unique experience of living in a destination. Best of all, the homeowners association maintains the exterior of the property, providing a low-maintenance lifestyle so you can spend more time enjoying everything Celebration has to offer. This is truly a home that must be seen to be fully appreciated.

236 Celebration Boulevard Unit 236, Celebration
$529,900
3 Beds ⋅ 3 Baths ⋅ Twin Lakes Ph 2a-2b SubDv. ⋅ 34772 Zip Code
NEW 4-TON A/C | WHOLE-HOUSE GENERAC GENERATOR | WATER SOFTENER SYSTEM | FRESH EXTERIOR PAINT | PREMIUM 70-FOOT LOT Why wait to build when this exceptional Marco model is already loaded with tens of thousands of dollars in upgrades? Situated on a premium 70-foot lot in the highly sought-after Twin Lakes by Del Webb, this move-in-ready home offers 3 bedrooms, including 2 private primary suites, 3 full bathrooms, and a dedicated office/flex room. Designed for both comfort and entertaining, the open-concept floor plan features soaring ceilings, 8-foot doors, abundant natural light, designer lighting, and upgraded quartz countertops throughout. The gourmet Bistro kitchen boasts white cabinetry with crown molding, a gas cooktop, upgraded stainless steel appliances, newer refrigerator, oversized island with seating for six, and a spacious pantry. The primary suite offers a relaxing retreat with a sitting area, large walk-in closet, and an updated bath featuring a new frameless glass shower enclosure. Additional upgrades include a new high-efficiency 4-ton A/C system, whole-house Generac generator, water softener system, fresh interior and exterior paint, ultra-quiet garage door opener, plantation shutters throughout, widened paver driveway, expansive screened lanai with extended paver patio, tankless gas water heater, professional landscaping with fresh mulch, and a spacious laundry room with cabinetry and utility sink. The low HOA includes lawn care, shrub maintenance, mulch, sod, and irrigation. Residents enjoy resort-style amenities including a beach-entry pool, lap pool, hot tub, 20,000-square-foot clubhouse, 24-hour fitness center with sauna, coffee bar, craft room, chef's kitchen, tennis, pickleball, putting green, walking trails, fishing, and resident-use pontoon and Jon boats. Exciting community enhancements are underway, including additional pickleball courts (expanding to seven total), a pool bar and plaza, event lawn and stage, food truck area, bocce ball, and cornhole. Conveniently located near Lake Nona Medical City, Orlando International Airport, world-famous attractions, beaches, and the Space Coast, this beautifully upgraded home is one of the best values currently available in Twin Lakes. Schedule your private showing today.

2606 Meadowedge Loop, St Cloud
$654,900
7 Beds ⋅ 6 Baths ⋅ Emerald Island Resort Ph 4 SubDv. ⋅ 34747 Zip Code
Turnkey short-term rental home, minutes to Disney! Discover a rare opportunity to own this stunning 7 bedroom, 6 bathroom pool home in the sought after Emerald Island Resort. Boasting the largest layout in the community at 3,667 sq. ft., this home is perfectly suited as a vacation getaway, income-generating investment, or forever family home. Enjoy unparalleled waterfront views framed by lush wooded backdrops, creating a serene and private retreat. The expansive screened lanai, which spans the length of the house, features a partially covered area ideal for year round entertaining. Relax by the sparkling South facing private pool and spa and take in the ultimate Florida lifestyle. Step inside to find a well designed floor plan with ample living space, ideal for families or hosting guests. The stylish kitchen is a chef’s dream with abundant cabinet and countertop space, a breakfast bar, and a breakfast nook overlooking the huge living room and pool, your new favorite spot for morning coffee or casual dining. The main floor also features two bedrooms, a formal dining room and the charming “Harry Potter” closet for extra fun and storage. The upper level is thoughtfully divided by two staircases. One leads to a loft sitting area and three themed bedrooms and the other leads to two additional themed bedrooms, all designed for comfort, as five of the bedrooms feature en-suite bathrooms, while the remaining two share a convenient Jack and Jill bath. The 3 car garage has been transformed into an entertainment haven with air conditioning, complete with a mini movie theatre (seating for 8) and a game room with a pool table. Updates include: A brand new roof (11/24), a new pool heater (04/24), newer exterior paint (01/22) and a newer A/C and heat pump (11/20), replumbed A/C lines (2024) and spa actuators replaced (2024). As part of this premier gated community, you’ll enjoy access to an impressive clubhouse with a resort-style pool, Tiki bar, fitness center, sauna, and sundry shop. Other amenities include tennis and pickleball courts, volleyball, basketball, bike rentals, and 11 acres of natural walking trails. The prime location is conveniently located near Orlando’s major attractions, including theme parks, outlet shopping, restaurants, Promenade at Sunset Walk, and Island H2O Live! water park. This home comes fully furnished and equipped with a strong rental history, ready to generate income as a short term rental or provide your family with a wonderful retreat. Schedule your tour today and experience the ultimate Florida lifestyle in this stunning property.

8557 La Isla Drive, Kissimmee
$4,495,000
4 Beds ⋅ 4 Baths ⋅ Celebration Village Unit 2 SubDv. ⋅ 34747 Zip Code
Welcome to Crescentwood, a truly rare offering in the Main Village of Celebration, a fully reimagined estate set across two homesites, creating a scale and presence seldom found within the community. Thoughtfully renovated with high-end materials and custom finishes throughout, the residence blends timeless architecture with modern luxury in a way that is both refined and highly livable. As you enter, the foyer welcomes you with substantial millwork, curated lighting, and a level of craftsmanship that immediately defines the residence. Formal and casual living spaces are elegantly proportioned, featuring beautiful tile flooring, layered ceiling details with integrated lighting, custom built-ins, French doors and oversized windows that fill the interiors with natural light. A beautiful sitting room framed by eight windows creates an inviting space bathed in natural light throughout the day. At the center of the home, the completely redesigned chef’s kitchen showcases custom Poggenpohl cabinetry, premium integrated appliances, dramatic illuminated stone surfaces, extensive preparation space, and a seamless connection to the adjacent living and dining areas, creating an ideal setting for both entertaining and everyday living. The owner’s suite serves as a luxurious private retreat with a spa-inspired bath finished in striking marble, custom fixtures, and refined architectural detailing. The suite is further enhanced by two walk-in closets, offering exceptional organization and boutique-style functionality. Each secondary bedroom are designed as private ensuite retreats complete with walk-in closets and beautifully updated bathrooms featuring elevated finishes and distinctive design details. The third-story movie room offers a true cinematic experience tucked away as a private entertainment space. Adding to the property’s versatility is a fully upgraded one-bedroom apartment featuring a private entrance, luxurious bath with a freestanding tub and separate shower, eat in space, living room and full-size washer and dryer offering ideal flexibility for guests, extended family or private office space. The main residence includes a two-car garage, while automotive enthusiasts and collectors will especially appreciate the separate temperature controlled oversized three-car garage. Designed with high ceiling height to accommodate vehicle lifts, the space has the potential to house up to six vehicles—an extraordinarily rare amenity within Celebration. The outdoor living experience is equally impressive, featuring a swimming pool and spa surrounded by elegant limestone pavers, summer kitchen, covered entertaining areas, and lush landscaping. A substantial stucco masonry wall encloses the grounds, creating an ultra-private backyard and pool setting rarely found within Celebration’s Main Village. Extensive landscape lighting beautifully illuminates the property and architectural details in the evening, enhancing the estate’s ambiance and presence after sunset. Multiple outdoor gathering spaces further elevate the estate-like atmosphere, creating the feel of a private luxury resort. Crescentwood represents a one-of-one opportunity within Celebration, offering the rarity of a double homesite, a fully renovated luxury residence and a level of finish and scale that is nearly impossible to replicate within the Main Village.

706 Golfpark Drive, Celebration
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