Kissimmee/Celebration Homes with Pool Community Features

Kissimmee/Celebration Homes with Pool Community Features

Welcome to the enchanting region of Kissimmee and Celebration, Florida, where the magic of the Sunshine State meets the charm of suburban living. Nestled in Osceola County, this vibrant area is renowned for its proximity to world-famous attractions, including Walt Disney World, Universal Studios, and a wealth of outdoor adventures. With its picturesque landscapes, diverse dining options, and year-round sunshine, Kissimmee and Celebration offer a lifestyle that is as exciting as it is relaxing.

Kissimmee is characterized by its friendly neighborhoods and a strong sense of community, making it an ideal place for families, retirees, and everyone in between. The area boasts an array of homes, many of which feature stunning private pools that provide the perfect oasis for cooling off during those warm Florida days. Imagine lounging by your pool, sipping a refreshing drink, or hosting lively barbecues with friends and family in your own backyard paradise.

Celebration, originally developed by The Walt Disney Company, offers a unique blend of small-town charm and modern conveniences. Its tree-lined streets, quaint shops, and inviting parks create an enchanting atmosphere that feels like stepping into a storybook. Residents can enjoy community events throughout the year, fostering connections with neighbors and creating lasting memories.

Whether you're seeking a vacation home or a permanent residence, Kissimmee and Celebration promise a lifestyle filled with adventure, relaxation, and community spirit. Explore the homes with pool community features in this captivating region, and discover your dream home in the heart of Florida. Your oasis awaits!

Newest Kissimmee/Celebration Homes with Pool Community Features

$350,000
3 Beds ⋅ 2 Baths ⋅ Ventura At Windsor Hills Condo Ph 2 SubDv. ⋅ 34747 Zip Code
Discover this exquisite first-floor end unit condominium boasting 3 bedrooms and 2 bathrooms, nestled within the secure confines of the guard-gated Windsor Hills Resort community. Fully furnished and primed for immediate occupancy, this condominium presents an inviting open floor plan with new laminate flooring in all of the bedrooms. The primary bedroom features an attached bathroom complete with a walk in shower, while the guest bedrooms showcase tasteful decor. For added convenience, an extra laundry closet is included. Situated within walking distance of the splendid clubhouse, water park, and a plethora of other amenities offered by the community. This prime location offers not only proximity to dining and shopping options but also to the attractions of central Florida. Don't miss the chance to explore this exceptional property, perfectly situated as either your next vacation home or a sought-after short-term rental investment. Secure your viewing today!

2785 Almaton Loop Unit 103, Kissimmee
$680,000
8 Beds ⋅ 6 Baths ⋅ Windsor At Westside SubDv. ⋅ 34747 Zip Code
Discover an exceptional opportunity to own this beautifully furnished 8-bedroom, 6-bathroom pool home in the highly sought-after GATED resort community of Windsor at Westside. Offering an ideal blend of luxury, comfort, privacy, and investment potential, this turnkey property is perfectly suited as a primary residence, vacation retreat, or high-performing short-term rental. The thoughtfully designed open floor plan features expansive living and dining areas that flow effortlessly into the well-appointed kitchen, complete with granite countertops, stainless steel appliances, and a large center island. Sliding glass doors lead to the screened lanai, where you'll find a private pool and spa overlooking a peaceful wooded backdrop with NO REAR NEIGHBORS, providing a rare sense of privacy and a tranquil setting to relax or entertain. The first floor includes two bedrooms, including a spacious ensuite with direct access to the pool area, while upstairs offers additional guest suites, themed bedrooms, a generous loft, and a dedicated theater room for unforgettable movie nights. Throughout the home, you'll appreciate the low-maintenance flooring with tile and NEW LUXURY VINYL FLOORING throughout—there is NO CARPET, making the home both stylish and easy to maintain. A valuable bonus is the FULLY PAID-OFF SOLAR PANEL SYSTEM installed 2025, valued at approximately $80,000, which can significantly reduce monthly electric costs by an estimated $200 to $500 while improving long-term energy efficiency. Residents and guests enjoy access to Windsor at Westside's outstanding resort amenities, including a spectacular clubhouse, resort-style pool with lazy river and splash area, fitness center, game room, sports courts, playground, and more. The HOA also includes cable, internet, lawn maintenance, valet trash service, and 24-hour gated security for added convenience. Ideally located just minutes from Walt Disney World, world-class attractions, shopping, dining, golf, and major highways, this move-in-ready home offers the perfect combination of lifestyle, privacy, and exceptional investment value.

8812 Macapa Drive, Kissimmee
$384,000
4 Beds ⋅ 3 Baths ⋅ West Lucaya Village SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully maintained corner-unit townhome located in the highly desirable West Lucaya Resort, offering the perfect combination of comfort, style, and investment potential. This fully furnished home features 4 spacious bedrooms and 3 full bathrooms, making it ideal as a primary residence, vacation home, or short-term rental investment. The open-concept layout includes a modern kitchen with granite countertops, stainless steel appliances, and elegant laminate flooring, creating a functional and inviting space for everyday living and entertaining. As a desirable corner unit, the property offers additional privacy, more natural light, and an enhanced sense of space. Ideally located just minutes from Walt Disney World, Margaritaville Resort Orlando, Island H2O Water Park, premier shopping, dining, and entertainment, this home places you in the heart of Central Florida’s most popular attractions. Convenient access to I-4 also makes traveling to Universal Orlando Resort, Orlando International Airport, and surrounding areas quick and easy. Residents of West Lucaya Resort enjoy an exceptional selection of resort-style amenities, including a sparkling community pool, clubhouse, fitness center, game room, Jacuzzi, playground, and business center. Whether you’re looking for a personal getaway or an income-producing property, this corner-unit townhome is an outstanding opportunity in one of the area’s most sought-after resort communities.

3221 Cupid Place, Kissimmee
$2,099,000
8 Beds ⋅ 10 Baths ⋅ Reunion West Vlgs North SubDv. ⋅ 34747 Zip Code
Welcome to an extraordinary luxury residence nestled within the prestigious gated community of Reunion Resort, one of Central Florida's most sought-after destinations. Offering over 6,245 square feet of impeccably designed living space, this exceptional eight-bedroom, eight full bathroom and two half bathroom home has lovingly been upgraded, redecorated & renovated. This home combines elegant accommodation with world-class entertainment, making it the perfect primary residence, vacation home, or high-performing investment property. Designed for both relaxation and entertaining, the heart of the home is a stunning open-plan living area complemented by a fully equipped gourmet kitchen featuring premium appliances, an oversized breakfast bar with seating for six, and a spacious dining area accommodating twelve guests—ideal for hosting family gatherings and special occasions. The thoughtfully designed floor plan offers three luxurious primary suites on the ground floor, providing convenience and privacy, while the second floor features three additional king bedrooms and two spectacular themed children's rooms, which both have elaborate custom-built bunks that creates an unforgettable experience for younger guests. Entertainment has been taken to another level throughout the home. Enjoy movie nights in the private cinema with a large projection screen and ten reclining theatre chairs, challenge family and friends in the dedicated arcade featuring Skee-Ball, Air Hockey, Batman and Transformers arcade games, or unwind in the spacious loft games room complete with shuffleboard, foosball, arcade gaming, PlayStation 5 and Xbox. Step outside to your own private resort-style oasis over looking the golf course, where a sparkling swimming pool with a spillover spa is surrounded by expansive outdoor living spaces. Enjoy alfresco dining from the fully equipped summer kitchen, relax beneath the covered lanai, soak up the Florida sunshine on one of the loungers, or entertain family or friends with the outdoor pool and ping pong table. Practicality meets luxury with two fully equipped laundry rooms, each featuring full-size washers and dryers, ensuring effortless accommodation for large families and guests. Located within the award-winning Reunion Resort, owners and guests enjoy access to an exceptional range of luxury amenities, including three championship golf courses designed by legendary golfers, a spectacular water park, tennis courts, a state-of-the-art fitness centre, multiple restaurants, and an on-site Starbucks. The resort is just minutes from Walt Disney World and offers convenient access to Orlando's renowned attractions, shopping, dining, and Orlando International Airport. This remarkable home offers an exceptional opportunity to own one of Reunion Resort's premier luxury residences, combining sophisticated design, outstanding entertainment amenities, and an unrivaled resort lifestyle in one of Florida's most desirable communities. This property has membership enabling future owners to carry it over to access all of the 3 championship golf courses, the huge water park with a lazy river, tennis courts, amazing gym, and multiple restaurants. Please call me today to schedule a viewing.

7846 Palmilla Court, Reunion
$249,000
4 Beds ⋅ 2 Baths ⋅ Legacy Dunes Condo SubDv. ⋅ 34747 Zip Code
Fully furnished and showcasing breathtaking pond views from the private screened-in balcony, this beautifully updated 4-bedroom, 2-bathroom condo is located on the third floor of the highly sought-after Legacy Dunes Resort. Enjoy no upstairs neighbors, soaring high ceilings, and one of the community's most desirable locations, offering the perfect blend of privacy, comfort, and resort-style living. Step inside to a bright, open floor plan featuring travertine tile throughout with brand new upgraded carpet in all closets, a bright living and dining area, and a beautifully upgraded kitchen with granite countertops, stainless steel appliances, including a brand-new dishwasher, and abundant cabinetry. Both bathrooms have been tastefully updated with modern vanities, while the interior laundry room with washer and dryer adds everyday convenience. Recent improvements include a new roof 2025 and a newer A/C system, providing added value and peace of mind. Whether you're searching for a primary residence, vacation home, or income-producing investment, this property offers endless possibilities. Legacy Dunes allows both short-term and long-term rentals, making it an exceptional opportunity for homeowners and investors alike. Residents enjoy outstanding resort-style amenities including two swimming pools, a renovated clubhouse, fitness center, tennis, pickleball, basketball and volleyball courts, BBQ and picnic areas, walking trails, playground, game room, and gated entry. The condo fee includes water, high-speed Wi-Fi, valet trash service, pest control, and exterior maintenance. Perfectly situated in the heart of the Four Corners/Kissimmee area, you're just minutes from Walt Disney World, championship golf, shopping, dining, major highways, and all of Central Florida's world-famous attractions. Rarely available, top-floor units with panoramic pond views, high ceilings, and no upstairs neighbors are among the most desirable units in Legacy Dunes. Schedule your private showing today!

8811 Dunes Court Unit 308, Kissimmee
$589,000
8 Beds ⋅ 6 Baths ⋅ Windsor/Westside-Ph 2a SubDv. ⋅ 34747 Zip Code
Short Sale. Welcome to your own slice of paradise in the highly sought-after, guard-gated Windsor at Westside Resort! This beautifully updated and fully furnished 8-bedroom, 6-bath home offers over 4,041 square feet of spacious living designed for comfort, entertainment, and unforgettable vacation experiences. The versatile floor plan features a convenient first-floor primary suite, while two upstairs bedrooms include private en-suite baths for added privacy. Enjoy Florida living year-round in your private heated pool and spa, or gather family and guests in the incredible converted game room complete with gaming consoles, a pool table, and driving simulators. Located just minutes from Disney, this exceptional resort home provides access to world-class amenities, including a resort-style pool, lazy river, expansive clubhouse, fitness center, poolside cabana, sand volleyball courts, and tennis courts. Whether you're looking for a vacation retreat, primary residence, or income-producing investment property, this move-in-ready home offers the perfect blend of luxury, location, and resort-style living.

1836 Nice Court, Kissimmee
$363,000
3 Beds ⋅ 2 Baths ⋅ Indian Ridge Unit 3 SubDv. ⋅ 34747 Zip Code
Welcome to this charming 3-bedroom, 2-bath single-story home, perfectly situated on a 0.26-acre corner lot with a fully fenced backyard. Located in the highly desirable community of Indian Ridge and just minutes from the gates of Walt Disney World. Step inside to find an open floor plan spanning over 1,600 square feet of functional living space with ceramic tile flooring and ceiling fans throughout. The kitchen is fully equipped with a stainless-steel refrigerator, range, microwave & dishwasher, along with ample cabinet and counter space. The primary bedroom and bath are spacious with walk-in closets, dual sink vanity, garden tub and framed glass enclosed shower. Two car attached garage and the outside rear yard is fully fenced to keep your pets secure or plenty of room to install a pool. Natural gas is offered and featured within the heating system and water heater. Roof was replaced in 2018, and a new septic drainfield is in the process of getting installed. Residents of Indian Ridge can enjoy several community amenities including a swimming pool, tennis and basketball courts, and a playground-all with an incredibly low HOA of just $70/year. This home's excellent location is convenient to Walt Disney World, all Orlando area attractions, shopping, restaurants, and provides easy access to major highways connecting you to Clearwater beaches on Florida's west-coast, as well as Cocoa Beach and Daytona Beach on Florida's east-coast. Indian Ridge community is zoned for both short- and long-term rentals offering buyers a versatile investment opportunity, with the potential to be your forever home, vacation home or an income producing property.

1150 Indian Ridge Trail E, Kissimmee
$326,500
4 Beds ⋅ 3 Baths ⋅ Paradise Palms Resort Ph 1 SubDv. ⋅ 34747 Zip Code
Welcome to this stunning 4-bedroom, 3-bathroom home located in the highly desirable Kissimmee area! Offering a spacious and thoughtfully designed layout, this property is perfect as a primary residence, vacation home, or investment opportunity. Step inside to find bright and open living spaces filled with natural light, creating a warm and inviting atmosphere for both everyday living and entertaining. The modern kitchen features ample cabinetry, generous counter space, and a seamless flow into the dining and family areas. The spacious primary suite provides a private retreat with an en-suite bathroom, while the additional bedrooms and bathrooms offer comfort and flexibility for family and guests. Enjoy outdoor living with a private backyard/patio area, ideal for relaxing or hosting gatherings. Conveniently located near major highways, shopping centers, restaurants, golf courses, entertainment, and other everyday amenities, this home combines comfort, style, and an excellent location. Whether you're looking for your next home or a fantastic investment property, this is an opportunity you won’t want to miss. Schedule your private showing today!

8956 California Palm Road, Kissimmee
$375,000
4 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
This four-bedroom, three-bathroom end unit overlooks the community lagoon and is located within Margaritaville Resort, which offers incredible amenities. The open-concept design flows naturally with wood-look ceramic tile and recessed lighting throughout, creating a cohesive and inviting interior. The open-concept kitchen anchors this home, featuring quartz countertops, an island/breakfast bar, and an undermount sink that overlooks the great room. A pantry closet provides ample storage, while spacious bedrooms and ceiling fans throughout offer both functionality and comfort. The lagoon view adds a tranquil backdrop to daily routines, whether you're preparing meals or relaxing. What truly sets this property apart is the lifestyle it unlocks. Rolling Oaks resides in the Margaritaville Resort, which boasts stunning amenities including multiple beautiful pools, a volleyball court, dog park, gym facilities, and an on-site water park. Complimentary shuttles whisk you away to Disney, SeaWorld, and Universal Studios, eliminating a major hassle of theme park visits. The Promenade at Sunset Walk offers dining, retail, and entertainment options nearby, while guests of Margaritaville Resort enjoy free admission to Island H2O Water Park, delivering endless fun right at your doorstep. A Publix Supermarket is conveniently close for grocery needs. Reunion Golf Courses provide championship play minutes away. The Rolling Oaks HOA includes landscaping maintenance, internet service, cable television, exterior pest control, security monitoring, valet trash service, and four small pools, while the Fins Up Club membership grants access to the rest of the incredible on-site amenities. The community atmosphere encourages both relaxation and social connections, while the professional management handles the mundane tasks. The lagoon view from this townhouse, combined with access to world-class attractions and resort-style amenities, creates a rare opportunity to experience Florida at its finest. You're gaining entry to a vacation lifestyle where relaxation and adventure are always within reach, supported by comprehensive services that simplify ownership. Schedule your private showing today and experience the resort lifestyle firsthand.

3069 Caribbean Soul Drive, Kissimmee
$389,000
3 Beds ⋅ 3 Baths ⋅ Spectrum At Reunion Ph 2 SubDv. ⋅ 34747 Zip Code
WOW – MUST SEE! PHOTOS COMING SOON. Welcome to this BRAND NEW, NEVER LIVED IN 3-bedroom, 2.5-bathroom fully furnished luxury townhome located inside the world-renowned Reunion Resort. Situated directly across from the iconic Reunion Water Park, this home offers stunning, serene sunset views over a protected conservation area for ultimate privacy. Open-concept main level featuring a modern kitchen and spacious living room Premium finishes: Quartz countertops, luxury plank vinyl flooring on stairs & upper level, and upgraded Samsung stainless steel appliances Superior construction: Concrete block on the 1st floor, engineered roof trusses with tie-downs, and architectural concrete tile roof Soaring 10-foot ceilings on the main floor and 9-foot ceilings upstairs, Brick paver driveway, walkways, entry, and lanai with 1-car garage with custom Epoxy flooring WORLD-CLASS REUNION RESORT AMENITIES: Enjoy an extraordinary resort lifestyle featuring 3 signature award-winning golf courses (Palmer, Watson & Nicklaus), a private clubhouse with concierge, 10 resort-style pools, a state-of-the-art water park with lazy river (wave pool coming soon!), private gym , tennis and pickleball courts, mini-golf, playgrounds, bike/golf cart rentals, and on-site dining options. UNBEATABLE LOCATION: Located just 3 miles from Walt Disney World® and minutes from all major Orlando theme parks and attractions. Either you your desire as a primary residence, vacation getaway, or short-term rental investment. this unbeatable price within incredible world class destination won't last long! Schedule your private showing today.

1216 Royal View Terrace, Kissimmee
$475,000
3 Beds ⋅ 2 Baths ⋅ Terraces E Village Condo P3 SubDv. ⋅ 34747 Zip Code
Beautiful and rarely available 3-bedroom, 2-bath first-floor condo in Celebration’s East Village with desirable east exposure and a bright, open layout. This fully updated home features stainless steel appliances, quartz kitchen countertops, marble bath surfaces, ceramic tile flooring throughout, and plantation shutters. Freshly Painted. New Washer/Dryer. The spacious primary suite offers a tray ceiling, walk-in closet, and ensuite bath. Enjoy a private wraparound patio with peaceful, open views. The unit faces Blue Sage St. and is just a short walk to the East Village pool, with easy access to downtown Celebration, Disney, major highways, and Orlando attractions. Includes a detached 1-car garage.

855 Blue Sage Street Unit 102, Celebration
$430,000
5 Beds ⋅ 4 Baths ⋅ Spectrum At Reunion Condo Ph 9a & 9b SubDv. ⋅ 34747 Zip Code
**ACTIVE MEMBERSHIP **...Move in Ready**.. UPDATED PHOTOS COMING**Enjoy this brand new luxurious contemporary townhome as a full time resident, second home or short term rental. This spectacular 5 bedroom townhome has expansive views of the 15th hole of the Watson Golf Course at Reunion Resort. Relax on the massive lanai and watch the Disney fireworks at night. As you enter the home, you will be greeted by 20 ft ceilings from floor to ceiling. This open floor plan has a large master on the main floor with 3 junior suites. There is an additional bedroom on the top floor. Reunion Resort is located just 6 miles from Walt Disney World and theme parks. The Resort offers incredible amenities from 3 World Class Championship GOLF COURSES designed by Arnold Palmer, Tom Watson and Jack Nicklaus as well as 12 pools in community including MULTIMILLION DOLLAR WATER PARK with lazy river & water slide. Please note any property without a Resort membership may not be able to use any of the resort amenities. All Information Deemed Correct And Is Provided In Good Faith, However This Cannot Be Guaranteed, If Room Sizes, Sq. Ft. Taxes And Other Details Are Of Concern The Buyer And Buyers Agent Are Advised To Verify. The property has a mandatory membership, the new buyer will need to activate the membership as of day of closing. There will be an initiation fee of $15,000+ tax which will be collected at closing. Since this property has a mandatory membership and is located in Spectrum, the owner will receive 25% off their standard Gold dues of $500.00 per month.

7740 Sandy Ridge Drive Unit 241 BLDG 44, Reunion
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