Osceola Homes with Pool Community features

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Newest Osceola Homes with Pool Community features

$279,000

3 Beds ⋅ 2 Baths ⋅ O6437723 MLS

Welcome to Harbor Village where you will discover a beautifully renovated 3 bedroom 2 bathroom Villa tucked away walking distance to the community pool. Roof and A/C has been replaced in 2025 with tile throughout the entire villa. The property has its own fenced in side yard with outside storage. This Property is 1 of 4 we have for sale in the community. Can be sold as a package of 4 or individually. 3 are rented with year leases.

2382 Harbor Town Drive, Kissimmee

Listing courtesy of LPT REALTY, LLC. 877-366-2213

$469,900

4 Beds ⋅ 3 Baths ⋅ O6436282 MLS

Well maintained 4 bedrooms - 2 ½ baths single family home located at Champions Gate community. It is a gated community and the property is located in a cul-de-sac with view to a wet pond and conservation. The property features ceramic tile in the 1st floor and carpet in the 2nd floor. This open spacious floor plan includes stainless steel appliances, washer and dryer, quartz countertops, spacious master bedroom, security system, attached 2 car garage with door opener and much more. Champions Gate is a premier Florida style living community INCLUDING internet, basic cable, trash service, lawn maintenance, etc. Also, access to the "Retreat Club" as well as the "Oasis Clubhouse" with the following amenities: 850-foot lazy river, restaurant, spa, pool, fitness center, water playground, tennis courts, movie theater, playroom, etc., plus exclusive access to "The Plaza country club" (only for residential residents); and access to play on a Champions Gate golf course. It is located just minutes from major highways, Orlando International Airport, Schools, Walt Disney Parks, Champions Gate Downtown and the four-diamond Orlando Resort the Omni. A must see. Call for a showing!

8946 Fluffy Lie Court, Davenport

Listing courtesy of ALLIANCE REALTY AGENCY, INC. 407-574-4339

$175,000

2 Beds ⋅ 2 Baths ⋅ O6437702 MLS ⋅ 121 BLDG.

GREAT OPPORTUNITY FOR INVESTORS OR FIRST-TIME HOMEBUYERS! First-floor 2-bedroom, 2-bathroom condo offering 967 sq. ft. of comfortable living space in the desirable gated community of Bella Vista Condominiums in Kissimmee. This well-maintained unit features an updated kitchen and bathrooms, plus a NEW A/C and NEW water heater. Enjoy a functional layout with plenty of natural light and a private balcony featuring a second access door for added convenience. Residents enjoy access to community amenities including a swimming pool, fitness center, and recreational areas. Conveniently located near shopping, dining, schools, and major roadways. Whether you're looking for your next home or an investment opportunity, this property is worth seeing. SCHEDULE YOUR TOUR TODAY!

429 Fountainhead Circle Unit 121, Kissimmee

Listing courtesy of PM ELITE REALTY LLC. 407-749-3075

$310,000

1 Beds ⋅ 1 Baths ⋅ S5156351 MLS ⋅ 581 BLDG.

Experience the ultimate downtown lifestyle in this rare top-floor penthouse condo located on coveted Water Street! Accessible via a convenient building elevator, this bright and open 1-bedroom, 1-bathroom residence offers an unmatched eagle-eye perspective of Celebration's vibrant community. Interior highlights include a newly upgraded bathroom featuring a sleek walk-in shower. Elegant plantation shutters frame the living room, dining area, and spacious primary bedroom, all showcasing picturesque views of the iconic canal, famous bridge, and local town center activity. Major mechanical upgrades provide complete peace of mind, featuring a brand-new 2026 water heater. Located right next door to your entrance is the building's expansive, covered shared balcony which directly overlooks the town's regular activities. This prime vantage point allows you to seamlessly enjoy community parades, art and car festivals, and iconic seasonal events like the falling leaves at Thanksgiving and the magical falling snow at Christmas time. It also offers a wonderful view of Celebration's signature buildings crafted by world-renowned architects. Ideally situated just blocks from Lakeside Park's heated saltwater pool, tennis courts, playgrounds, and premier lakeside dining. Enjoy a maintenance-free lifestyle in a one-of-a-kind location.

581 Water Street Unit 581, Kissimmee

Listing courtesy of LPT REALTY, LLC. 877-366-2213

$335,000

4 Beds ⋅ 3 Baths ⋅ S5156601 MLS ⋅ 3500 BLDG.

There is no reason to keep looking or waiting, this spectacular can be yours today! What an amazing home located in the tremendous Harmony community in St. Cloud, enjoy all the peace and serenity in this truly one of a kind community where you can also play golf as well as anything you would ever want or need nearby: from several restaurants and shopping centers to luxury amenities such as athletic fields and courts and so much more; it is like living in a small private town! The home itself is also a beauty, being an end unit two story townhome while still being cozy and stylish thanks to special features. The kitchen is an excellent example, the matcha cabinets sync perfectly with the snowy granite countertops, creating a harmonious and gorgeous kitchen. The open floor plan also makes the home quite welcoming, both the first and second floors have lots of room for everyone thanks to the loft on the second floor and four bedrooms the property has. Another dazzling feature is the screened patio, take in natural sunlight as you relax. The Harmony community can not be understated, it is one of the best places to live in all of Florida! There’s also docks where you can enjoy the water, private pools, playgrounds, trails, dog parks, a fitness center, and more; there is too much to mention! Stop waiting around and come make this home yours today!

3500 Sebastian Bridge Lane, St Cloud (Harmony)

Listing courtesy of REMAX PREMIER PROPERTIES. 407-343-4245

$574,000

4 Beds ⋅ 3 Baths ⋅ G5117018 MLS

Florida living starts in the backyard—and this one is designed to make the most of it! Set on a fully fenced corner lot, the home features a heated saltwater pool with lighting, a covered and screened lanai, and a spacious outdoor area made for morning coffee, afternoon swims, weekend entertaining, and year-round relaxation. The screened enclosure creates a comfortable outdoor setting while the pool gives you your own private place to cool off and unwind. Inside, the home offers a bright, open layout with high ceilings and a split-bedroom floor plan that balances open living spaces with plenty of privacy. With four bedrooms, three bathrooms, and a dedicated office, there’s room to spread out while still maintaining an inviting flow throughout the main living areas. The kitchen anchors the home and opens naturally to the living and dining spaces, featuring a large granite island with bar seating, stainless steel appliances, abundant cabinetry, generous counter space, and a walk-in pantry. Whether you’re preparing a meal, hosting guests, or gathering around the island, the layout feels both functional and welcoming. The primary suite is privately positioned away from the additional bedrooms and includes a spacious walk-in closet and en-suite bathroom with dual sinks, a separate shower, soaking tub, and ample vanity space. Three additional bedrooms offer plenty of flexibility, while the dedicated office gives you a comfortable work-from-home space without sacrificing a bedroom. Another standout feature is the fully paid-off solar panel system, giving you the benefit of solar without taking on an additional solar payment. An irrigation system also helps with maintaining the landscaping and outdoor space. Located in the Turtle Creek community, residents enjoy access to a community pool, playground, park, and dog park. You’re also conveniently located near Narcoossee Road with easy access to Lake Nona, Medical City, the VA Medical Center, Downtown St. Cloud, Orlando International Airport, shopping, dining, major theme parks, and the Florida Turnpike.

1529 Alligator Street, St Cloud (Magnolia Square)

Listing courtesy of WHEATLEY REALTY GROUP. 352-227-3834

$359,000

3 Beds ⋅ 3 Baths ⋅ S5156426 MLS

Welcome home to ChampionsGate Country Club, Central Florida’s premier resort-style golf community, where full golf and tennis membership is included in the HOA and every day feels like a vacation. Priced to sell at $359,000, this beautifully maintained two-story residence offers three bedrooms, two-and-a-half baths, a highly desirable floor plan, and fantastic indoor-outdoor living. The primary suite is conveniently located on the main level, offering both comfort and privacy. The open-concept design creates an effortless flow throughout the main living areas, highlighted by a spacious family room that opens directly to the covered lanai. Step outside to one of the home’s standout features — a large extended lanai overlooking the spacious, fully fenced backyard, providing plenty of room to relax, entertain, or enjoy the Florida lifestyle. An above-ground spa conveys with the sale, making this outdoor space ready to enjoy from day one. Upstairs, you’ll find a versatile loft ideal for a media room, home office, game room, or additional living area. Additional features include a Tesla Level 2 EV charger in the garage that conveys with the home, along with a large-screen TV that is also included in the sale. Residents enjoy access to an unmatched collection of resort-style amenities, including the Oasis Club featuring a restaurant, tiki bar, lazy river, fitness center, movie theater, game room, and multiple pools. The Plaza, the residents-only clubhouse, offers an additional restaurant and bar, fitness center, pickleball courts, and multiple pools, along with a $75 monthly food and beverage credit. The Retreat Club water park adds even more entertainment and recreation for residents and guests alike. The HOA also includes full golf membership, tennis, pickleball, lawn care, cable, internet, phone, security monitoring, and gated community access. Conveniently located just minutes from Disney, world-class dining, shopping, and major highways, this home delivers the ultimate Florida resort lifestyle at an exceptional value. Priced at $359,000 and ready for its next owner — schedule your private showing today!

1148 Trappers Trail Loop, Davenport

Listing courtesy of CHAMPIONSGATE REALTY. 407-818-5588

$249,500

3 Beds ⋅ 2 Baths ⋅ S5156599 MLS ⋅ 9 BLDG.

Welcome to Tuscana Resort, where comfort, convenience, and resort-style living come together in the heart of the ChampionsGate area. This beautiful and fully furnished 3-bedroom, 2-bath condo offers a spacious and inviting interior featuring tile flooring throughout, stainless steel appliances and attractive accents details that give the home a distinctive modern touch. The open living and dining areas provide a comfortable space for relaxing or entertaining, while sliding glass doors lead to a private screened balcony with a peaceful wooded view—a wonderful spot to enjoy your morning coffee or unwind at the end of the day. The kitchen offers generous counter space and opens directly to the main living area. A stackable washer and dryer is also included for added convenience. Tuscana Resort offers amenities, including a resort-style swimming pool, splash area, fitness center, playground and BBQ area, with elevators conveniently located in the buildings. The community is just minutes from Walt Disney World, I-4, golf, shopping and dining. The monthly HOA includes water, cable/internet and trash, making this an attractive opportunity whether you're looking for a Florida getaway, or short-term rental investment. Schedule your private showing today!

1301 Tuscan Terrace Unit 9205, Davenport

Listing courtesy of KELLER WILLIAMS REALTY AT THE LAKES. 407-566-1800

$265,000

2 Beds ⋅ 2 Baths ⋅ O6437680 MLS ⋅ 3161 BLDG.

Discover this fully furnished, turn-key 2-story townhouse, offering a quiet, peaceful retreat just minutes from Disney. Located in a prime position within the subdivision, this 2-bedroom, 2-bathroom home features a versatile layout with a bedroom and bath on each floor, plus a cozy upstairs loft. The spacious living area boasts dramatic high ceilings, filled with light from twin, large glass sliding doors that open to a screened lanai overlooking a tranquil green space. Living here, you can enjoy a lifestyle with a public heated pool and spa, plus unbeatable convenience near Highway 192, Aldi, Publix, Target, and Walmart. Perfectly suited as a primary residence or high-performing investment, this charming property is truly a rare find

3161 Tamarind Circle, Kissimmee

Listing courtesy of HOMESMART. 407-476-0461

$699,900

5 Beds ⋅ 5 Baths ⋅ O6431643 MLS

Professionally redesigned and offered fully furnished, this exceptional 5-bedroom, 5-bath pool home in the sought-after Windsor Hills Resort delivers the ultimate Central Florida vacation home experience just minutes from Walt Disney World. Thoughtfully designed for both comfort and entertainment, the home features two spacious primary suites on the first floor, three additional ensuite bedrooms, and accommodations ideal for large families and vacation groups. Guests of all ages will love the dedicated home theater, immersive Harry Potter and Minions-themed bedrooms, and private screened pool and spa, creating a memorable stay long after the parks close. The open-concept living area provides the perfect gathering space, while the well-appointed kitchen and generous dining areas make hosting effortless. Located within the guard-gated Windsor Hills Resort, owners and guests enjoy access to one of Orlando's premier vacation communities featuring a resort-style lagoon pool with water slides, splash park, clubhouse, fitness center, arcade, sports courts, playgrounds, and more. With its unbeatable location, impressive entertainment spaces, and proven appeal to vacationing families, this turnkey home is equally suited as a personal retreat, second home, or short-term rental investment.

7742 Comrow St, Kissimmee

Listing courtesy of HOPKEY REALTY. 407-454-1217

$649,900

4 Beds ⋅ 3 Baths ⋅ O6437216 MLS

Virtually Staged. Incredible Pool & Spa Home on a gorgeous Pond Lot! Located in the highly desirable, gated community of North Pointe in Kissimmee, FL, this beautifully maintained two-story home resides on a glistening pond, features 4 bedrooms, 2.5 baths, a 2-car garage, a fully-fenced backyard and one of the most gorgeous pools & spas in the community. Outdoor Florida living at its finest with a spacious deck surrounding the pool & spa, plentiful seating & lounging, an outdoor kitchen with grill, refrigerator & cooktop and beautiful, vibrant green, artificial turf for the easiest of maintenance. Inside this updated home, enjoy over 2,600 SF of living space with the Primary Suite on the first level along with the formal living room, dining room, kitchen, dinette, family room, powder bath and utility room. This open floorpan is light, bright, spacious and perfect for entertaining family and friends. The kitchen overlooks the family room and pool area and features a large island with seating and stainless appliances. Upstairs, there are 3 secondary bedrooms and a full bath along with a sizable loft for watching movies, gaming or a perfect office space. Separate, built-in puppy house under the stairs. North Pointe residents enjoy a gated entrance, community pool, playground, nearby parks & low HOA fees. Conveniently located near SR-417 & Boggy Creek Road, you have quick access to Lake Nona, Medical City, Orlando’s International Airport & Downtown Orlando, with shopping, dining & everyday conveniences just minutes away. Also situated along East Lake Toho & adjacent to Austin Tindall Sports Complex, North Point offers easy access to recreation & outdoor activities. Boggy Creek Rd expansion is almost completed. Roof 2023, AC 2022, Water heater 2020, Salt Pool & Spa with Electric Heater 2022, Fence 2016, Artificial turf, Exterior paint 2023, Interior paint 2026, Kitchen appliances 2020. Schedule your preview today!

2809 Sail Breeze Way, Kissimmee

Listing courtesy of ARMEL REAL ESTATE INC. 407-509-3812

$459,900

3 Beds ⋅ 2 Baths ⋅ O6437657 MLS

WALK ON IN AND CALL IT HOME! This BETTER-THAN-NEW home, completed in March 2026, is ready for its next owner! The current owner has absolutely loved this home and the incredible Del Webb Sunbridge lifestyle, but an unexpected move back North to be closer to family creates a wonderful opportunity for you to make it yours. This beautiful Prosperity model offers 2 bedrooms, 2 bathrooms, PLUS a spacious den that could easily serve as a home office, flex space, or potential 3rd bedroom. Backing to a peaceful conservation area, the home offers added privacy and a serene setting to enjoy from the extended, screened-in lanai—the perfect place to relax and enjoy Florida living. Step through the beautiful glass front door into a welcoming foyer and immediately notice the gorgeous wood-look tile flooring that flows throughout the entire home. The Executive Chef Kitchen is truly the heart of the home, featuring a GAS RANGE, built-in oven and microwave, and a thoughtfully designed layout perfect for anyone who loves to cook and entertain. Convenience was not overlooked! Just off the garage, you’ll find a functional mudroom and a generously sized laundry room, complete with a unique laundry chute directly from the primary bathroom. The spacious primary suite is a retreat of its own, featuring a beautifully designed en-suite bathroom with a HUGE garden tub, separate walk-in shower, and an impressive walk-in closet with beautiful custom built-ins. And the lifestyle is just as impressive as the home! Located within the highly sought-after, gated 55+ active-adult community of Del Webb Sunbridge, residents can enjoy resort-style amenities centered around the impressive 27,000-square-foot Hammock Club. Amenities include resort-style pools, a fitness center and movement studio, pickleball and tennis courts, arts and crafts spaces, outdoor fire pits, and the onsite Sabal Tavern & Grille. With a full-time Lifestyle Director and a calendar filled with clubs, classes, social events, live entertainment, fitness activities, and community gatherings, there is always something to enjoy. Surrounded by the natural beauty of Sunbridge and conveniently located near Lake Nona, this community offers the perfect combination of low-maintenance living, resort-style amenities, and an active, vibrant atmosphere. Tucked away in St. Cloud just outside Orlando, you’ll also enjoy convenient access to Orlando International Airport, SR-417, SR-528, Walt Disney World, shopping, dining, entertainment, and MORE! Why wait to build when this beautiful home is ready for you NOW? Schedule your private showing today before it’s SOLD!

6401 White Willow Court, St Cloud (Magnolia Square)

Listing courtesy of VOSS REALTY INC. 407-456-0777

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