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

$380,000
4 Beds ⋅ 3 Baths ⋅ Stoneybrook South Ph I-1 & J-1 SubDv. ⋅ 33896 Zip Code
If you're looking for peaceful living in a resort-like community, look no further than the Retreat at Champions Gate. This beautiful 4-bedroom, 3-bath home is move-in ready and allows for short-term rentals. The freshly updated interior boasts a gorgeous open-concept layout and bright interior. Upon entering, you'll notice 10' ceilings. A large open kitchen is the heart of your home with quartz countertops and stainless steel appliances, a peninsula, and a vented range with both 42-inch and floor-to-ceiling cabinetry. Featuring a ground-floor private suite facing north. You will enjoy dual sinks with a vanity and a large walk-in shower. The additional 3 bedrooms are nicely sized and well located upstairs, offering plenty of space for family or guests. Make your way out back where you will love spending time relaxing in the screen-enclosed pool. Only minutes from Disney and Universal Resorts and Disney City Walk. The HOA includes cable, high-speed internet, a resort-style pool and splash pad, mini-golf, arcade, ice cream shop, restaurant and bar, fitness center, playgrounds, and a dog park. This is a Fannie Mae Homepath property.

1592 Moon Valley Drive, Davenport
$525,000
5 Beds ⋅ 5 Baths ⋅ Paradise Palms Resort Ph 4 SubDv. ⋅ 34747 Zip Code
**Exceptional 5-Bedroom Resort-Style Home in Prime Kissimmee Location!!!!This beautifully upgraded home at 2908 Banana Palm Dr puts you minutes from world-famous theme parks, shopping, restaurants, major roads, and the airport. Welcome to the perfect blend of comfort and convenience in one of Florida's most sought-after vacation destinations. Step inside this spacious 2-story home featuring over 3,000 square feet of thoughtfully designed living space. The grand entry showcases custom tile work and elegant shadow box molding that flows through the living room and dining area. Soaring vaulted ceilings and high ceilings throughout create an open, airy feel you'll love. The completely renovated kitchen is a chef's dream with brand new cabinets and porcelain countertops installed May 2025. Premium Forno appliances include a double wall oven, 36-inch French door electric range with convection, oversized 40-inch refrigerator, and a convenient microwave drawer built into the cabinetry. All five bedrooms offer comfortable retreats, with the primary bath featuring a modern bidet toilet. New LVP flooring runs throughout the entire home, while bedrooms feature cozy carpet. Recent upgrades include a new HVAC system (July 2025), hot water heater (April 2025), pool filter (November 2025), and washer/dryer (April 2025). Relax in your private screened pool and spa with privacy screens, backing up to a peaceful nature preserve. The resort-style community amenities are incredible: clubhouse, fitness center, Tiki bar, pool, two hot tubs, splash park, waterslide, movie theater, sauna, and sports courts. With over $100,000 in upgrades, this move-in ready home is approved for short-term rentals, making it perfect for personal use or investment income. Don't miss this incredible opportunity!

2908 Banana Palm Drive, Kissimmee
$695,000
5 Beds ⋅ 6 Baths ⋅ Reunion West Ph 1 East SubDv. ⋅ 34747 Zip Code
Welcome to 7564 Marker Avenue, an outstanding turnkey investment and lifestyle opportunity in the highly desirable gated resort community of Encore at Reunion, just minutes from Walt Disney World and Orlando’s world-class attractions. This fully furnished, professionally themed 5-bedroom, 5.5-bath luxury home offers over 3,300 square feet of thoughtfully designed living space, blending comfort, style, and strong short-term rental potential. The open-concept main level features a spacious family room, dining area, and modern kitchen, with the primary suite conveniently located on the first floor for added privacy and functionality. Upstairs, guests will find additional themed bedrooms and a versatile bonus/game room, creating an immersive vacation experience that consistently appeals to short-term rental guests. The home is designed for maximum occupancy appeal while still offering a warm and inviting feel for personal use. Step outside to your private resort-style pool and spa, complete with outdoor lounging space ideal for relaxing or entertaining after a day at the parks. All furnishings are included, making this a true turnkey purchase opportunity ready for immediate enjoyment or rental income. Located within Encore at Reunion, residents and guests enjoy world-class amenities including a water park, clubhouse, fitness center, tennis courts, and 24-hour gated security. With its prime location, strong vacation rental demand, and resort-style features, this property represents an exceptional opportunity for both personal enjoyment and income-producing investment.

7564 Marker Avenue, Kissimmee
$389,900
3 Beds ⋅ 2 Baths ⋅ East Lake Preserve Ph 3 SubDv. ⋅ 34744 Zip Code
Welcome to this beautifully designed 3-bedroom, 2-bath home plus a versatile bonus room featuring a walk-in closet; ideal as a home office, playroom, guest room, or 4th bedroom. Enjoy indoor and outdoor living with a welcoming front porch and a covered screened lanai overlooking the fenced backyard. The open concept layout offers a spacious living area, ideal for everyday living and entertaining. The kitchen features granite countertops, a large island, espresso 42-inch cabinetry with crown molding, stainless steel appliances, undermount sink, and ample storage. The private owner's suite includes a walk-in closet and an en-suite bath with dual granite vanities and glass enclosed shower. Two additional bedrooms, a second full bathroom, and a generously sized utility room complete the home. Additional highlights include in-wall pest control, dual-pane windows, and barrier roof sheathing for energy efficiency. Community amenities include a pool, playground, dog park, and internet service included in the HOA dues. Ideally located with easy access to SR-417, this home is just 5 miles from Boxi Park and Lake Nona Medical City, 7 miles from Orlando International Airport, and short distance to shopping, dining, and top-rated schools. Experience the perfect combination of modern comfort, community amenities, and great location.

2732 E Lake Pointe Drive, Kissimmee
$325,000
3 Beds ⋅ 3 Baths ⋅ Storey Lake Tr K SubDv. ⋅ 34746 Zip Code
Virtually Staged. Welcome Home to 2935 Theme St! Move-in ready, this 3-bedroom, 2.5-bath townhome offers 1,859 sq ft of open-concept living in the heart of Central Florida. From the moment you arrive, the home's charming coastal-craftsman exterior — with paver driveway and manicured landscaping — sets the tone for what's inside... Step through the front door into a spacious great room that flows seamlessly into the kitchen and dining area, all finished with tile flooring throughout the main level. The kitchen features espresso cabinetry, stainless steel appliances, a subway tile backsplash, and a center island with pendant lighting. Upstairs, the primary suite offers a peaceful retreat with a tray ceiling, walk-in closet, and en-suite bath, while two additional bedrooms provide flexible space for family, guests, or a home office. A convenient half bath downstairs and in-unit laundry add everyday functionality. Outside, enjoy a private patio and an insulated 2-car garage that stays cool year-round. HOA includes access to a community pool, dog park, cable, and WiFi. Located just minutes from Orlando's world-famous attractions, shopping, dining, and major highways, this townhome combines comfort, style, and unbeatable convenience. Don't miss this one and schedule your private showing today!

2935 Theme Street, Kissimmee
$144,900
1 Beds ⋅ 1 Baths ⋅ Gables At Lakeside Condo SubDv. ⋅ 34741 Zip Code
Discover a fantastic lake-view opportunity at The Gables at Lakeside in the heart of Kissimmee! Located on the second floor, this condominium offers beautiful water views, a feature not available with every unit in the community. The HVAC system was replaced in 2025, providing a valuable recent update. Currently vacant and ready for a quick closing, the property was previously leased for $1,575 per month, offering flexibility for an owner-occupant or investor. Community amenities include a swimming pool and tennis courts. Enjoy comfortable condominium living with a scenic lake view and convenient access to all that Kissimmee has to offer.

1229 Bermuda Lakes Lane Unit 206, Kissimmee
$889,999
7 Beds ⋅ 6 Baths ⋅ Split Oak Estates Ph 2 SubDv. ⋅ 34771 Zip Code
Wow!! 5,486 square feet under air! This is a true 7 bedroom 5/1/2 bathroom home with a full size loft and game room! This home is still under the builder warranty and is fully equipped with all the appliances, water filtration system and tons of storage space. There are 2 master suites. All the bedrooms have a private walk-in closet and 3 bedrooms have an onsuite bathroom. There are too many upgrades to list with a kitchen equipped for entertaining with a waterfall island, quartz countertops and stainless steel appliances. The showpiece of this beautiful home is the large backyard paver patio with a full size outdoor kitchen. The extended paver patio is 50x25! All this in the growing Sunbridge area but without expensive HOA fees and no CDD fee.

2764 Matera Drive, St Cloud
$439,900
4 Beds ⋅ 2 Baths ⋅ Wyndham Palms Ph 3 SubDv. ⋅ 34747 Zip Code
Do you visit Orlando so much that it simply makes more sense to own a vacation home there?  Do you often stay at hotels and Airbnbs and wish you had more of a "home" feel to enjoy your stay?  If you answered yes to any of these.....then 2220 Wyndham Palms Way in Kissimmee could be your next home away from home!  Securely located in a 24-hour guard-gated community, this fully furnished home has just undergone a very successful renovation and is now ready for its new owners.  Once across the threshold you can instantly appreciate the sellers have done for you; starting with a 100% updated kitchen that includes new quartz countertops, new cabinetry, new hardware, floating shelves and updated appliances, making this an entertainer's dream.  New laminate flooring leads you from the entryway and throughout the entire home, leaving not one stitch of carpet to walk on or worry about cleaning.  A two-way split floor plan creates additional privacy, with the primary bedroom located on the right side of the home, tastefully updated with custom woodwork and sconces that flank the brand new bedroom set.  Your hotel-like en-suite bathroom does not fall short in any way; and has matching quartz and cabinetry as the kitchen and secondary bathroom.  Three other generously sized bedrooms are on the opposite side of the home, each with its own brand new bedroom set and serviced by its own, very well-updated bathroom.  A thoroughly outfitted game room includes a billiards table, games for your guests, as well as its own private TV.  If you're ready to enjoy the Florida sun, this stunning back patio and pool area will not disappoint!  Tea lights set the backdrop for movie night by the pool, where you can create endless memories with your friends and family, and have guests leaving 5 stars after their stay.  > BRAND NEW FURNITURE | 100% UPDATED KITCHEN & BATHROOMS | LAMINATE FLOORING THROUGHOUT | 2018 ROOF | 2021 HVAC | 2024 POOL PUMP | 2020 POOL HEATER | 2022 WATER HEATER | < UP TO 70% OCCUPANCY & POTENTIAL NOI OF $35,000+.  Don't you deserve to own a piece of the Florida sunshine in 2026?

2220 Wyndham Palms Way, Kissimmee
$649,000
5 Beds ⋅ 4 Baths ⋅ Bellalago SubDv. ⋅ 34746 Zip Code
Virtually Staged. Stunning LAKEFRONT estate on an oversized .44-acre premium lot in the resort-style, guard-gated community of Bellalago. Nestled directly along the shores of Lake Tohopekaliga on the scenic Kissimmee Chain of Lakes. This home has "WOW" factor and offers exceptional waterfront living and access to one of Central Florida’s most iconic lake systems. This beautifully maintained home offers a multi-generational floor plan featuring 5-bedrooms, 4-bathrooms as well as a dedicated office and offers high end upgrades throughout. The first-floor features 4 bedrooms, 3 bathrooms, and an office, while the spacious upstairs bonus room serves as a 5th bedroom with an en-suite full bath. Gorgeous wood flooring, a fully fenced backyard, and an expansive screened patio with a summer kitchen and jacuzzi. This home is perfect for entertaining. The sellers have replaced all bedroom carpeting, installed engineered wood on the stairs, and refreshed the handrails with new spindles for a refined look. The kitchen impresses with newly upgraded granite countertops, a stylish backsplash, and added cabinetry including a 9'6"×24" white shaker cabinet. Lighting has been modernized with new pendants and a chandelier, complemented by a new sink and spray faucet. Additional updates include fresh interior paint, a charming barn door in the laundry room, premium wood pantry shelving, and custom closet organizers, including a redesigned primary closet with wood shelving and rods for enhanced storage. Bellalago offers a true resort-style experience along the scenic shores of Lake Toho, known for its world-class bass fishing. Community amenities include multiple pools, fitness center, lakeside clubhouses, on-site dining, tennis and basketball courts, walking trails, and a private boat ramp with direct lake access. Families enjoy the water park and zero-entry pool, while residents appreciate 24-hour security. CABLE AND INTERNET ARE INCLUDED! This home is a must see!

1511 Gateway Lane, Kissimmee
$259,500
3 Beds ⋅ 3 Baths ⋅ Ashley Park At Harmony SubDv. ⋅ 34773 Zip Code
Amazing 3-bedroom and 2 ½ bath townhome, which includes a large 2-car garage. Stainless Steel Appliances, fresh paint around the house. This unit has an amazing front view of the golf course. Harmony has A-rated K-12 schools in walking distance, this home offers spacious living with both a formal living room and family room. and a closet pantry. Water and Recreation Buck Lake and Cat Lake: Access to community-owned boats, canoes, and kayaks via a free reservation system. Lakeshore Park: Features a splash pad, basketball, sand volleyball, and shuffleboard courts. community Swimming Pool and clubhouse. Sports and Nature Harmony Golf Preserve: An 18-hole championship golf course designed by Johnny Miller with the Champions Grill restaurant. Trails: Over 12 miles of paved and shaded walking, hiking, and bicycle paths. Other Outdoor Spaces: Dog parks, community gardens for growing vegetables, Town Center and Daily Services. Harmony Town Square: A central gathering space featuring an amphitheater, green spaces, shops, and professional services. Schools: On-site schools covering kindergarten through high school (Harmony Community School, Harmony Middle School, and Harmony High school). local coffee shop, pizza place, and Mexican restaurant, important nearby areas such as Orlando International Airport, Medical City in Lake Nona, 35 miles to the Beaches, Great location. Buyer to verify all measurements. so much to enjoy

7108 Five Oaks Drive, Harmony
$559,999
4 Beds ⋅ 3 Baths ⋅ Split Oak Estates SubDv. ⋅ 34771 Zip Code
Virtually Staged. This is the kind of home that makes an immediate impression; nearly 2,900 square feet of beautifully connected, single-story living with the space, style, and flexibility to truly settle in. Located in Split Oak Estates, this 4-bedroom, 2.5-bath home opens into an expansive great room where tray ceilings, recessed lighting, and wide-open sightlines create a bright, airy setting for both quiet evenings and memorable gatherings. At the center of it all is a showpiece kitchen designed to bring everyone together, featuring an oversized quartz island with generous seating, crisp white cabinetry, stainless steel appliances, double wall ovens, a statement vent hood, tile backsplash, and a walk-in pantry with exceptional storage. Two sets of oversized sliding glass doors blur the line between indoors and out, leading to a nearly 35-foot-long screened lanai. This impressive outdoor retreat offers plenty of room for dining and lounging, plus a built-in serving counter with a sink, storage cabinetry, an included undercounter wine refrigerator, and a dedicated adjacent space for a future grill. Beyond the screen enclosure, the fully fenced backyard is ready for play, pets, gardening, or simply enjoying the Florida sunshine. The oversized primary suite feels like a private escape with its tray ceiling, spacious bath, dual-sink granite vanity, walk-in shower, and an exceptionally large walk-in closet. Three additional bedrooms are thoughtfully separated for privacy, including a front bedroom with a closet that is perfectly positioned to serve as a quiet home office, study, or guest room. Tile flooring extends through the main living spaces and primary suite, while the secondary bedrooms offer soft carpeting. An interior laundry room with an included washer and dryer, attached garage, paver driveway, and polished low-maintenance landscaping add everyday convenience and curb appeal. Split Oak Estates rounds out the lifestyle with a community pool, playground, walking paths, and scenic ponds, all from a convenient St. Cloud location near the Lake Nona corridor, shopping, dining, and major roadways. Spacious without feeling overwhelming, polished without sacrificing comfort, and designed for the way people truly live—2754 Matera Drive is ready to feel like home.

2754 Matera Drive, St Cloud
$595,000
4 Beds ⋅ 5 Baths ⋅ Reunion Ph 02 Prcl 01 & 1a SubDv. ⋅ 34747 Zip Code
Virtually Staged. Exceptional 4-bedroom, 5-bathroom home on Arnold Palmer Championship Course (Hole 5) in gated Reunion Resort. This property features fresh interior paint, brand-new kitchen appliances, granite kitchen and bathroom surfaces, new washer/dryer in the primary residence, plantation shutters throughout, and 2-car garage. Open floor plan with soaring ceilings and natural light flows from the gourmet kitchen with granite countertops to spacious living areas perfect for entertaining, enhanced by a ceiling speaker system. Primary suite upstairs features spa-inspired ensuite with dual sinks, jetted soaking tub, and stand-up shower, large walk-in closet, plus private golf course balcony. Two additional bedrooms upstairs with another full bathroom accommodate family or guests. Separate fully-equipped in-law suite with one bedroom, full bathroom, kitchenette, and living room featuring private entrance—ideal for extended guests or rental income. Heated and cooled resort-style pool sits in fully fenced courtyard with vinyl fencing, covered patio for al fresco dining, and half pool bath. Reunion Resort community offers three championship golf courses, water park, lazy rivers, wave pools, luxury spa, tennis, and fitness centers. HOA covers lawn care, irrigation, pest control, high-speed internet, cable, pressure washing, and 24-hour gated security. Zoned for short-term rentals with excellent cash flow potential. Minutes from I-4, 429, and Central Florida attractions. Perfect as primary residence, vacation retreat, or investment property. Property does not include resort membership. Up to 1% towards buyer's closing costs if using Seller's preferred lender, terms and conditions apply.

7526 Excitement Drive, Reunion
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