Osceola Homes with Playground Amenities

Osceola Homes with Playground Amenities

Welcome to Osceola County, Florida – a vibrant community brimming with charm and opportunity! Nestled in the heart of Central Florida, Osceola County offers a unique blend of natural beauty, rich history, and modern conveniences. With its stunning lakes, lush parks, and proximity to world-renowned attractions like Walt Disney World, this county is a haven for families and adventure-seekers alike.

One of the standout features of Osceola County is its commitment to family-friendly living. Many homes in the area come equipped with playground amenities, ensuring that children have safe, fun spaces to play right in their own backyards. Imagine your little ones laughing and playing just steps from your door, while you enjoy the peace of mind that comes with a secure environment. These thoughtfully designed communities often feature playgrounds, picnic areas, and walking trails, making it easy for families to bond and create lasting memories.

In addition to its recreational offerings, Osceola County boasts excellent schools, diverse dining options, and a rich cultural scene, making it an ideal place to raise a family. Whether you’re looking for a cozy single-family home or a spacious townhouse, the real estate options here cater to a variety of lifestyles and budgets.

Come explore the charm of Osceola County, where your dream home awaits, complete with playground amenities that make every day an adventure for your family. Experience the perfect blend of comfort, community, and convenience in this enchanting corner of Florida!

Newest Osceola Homes with Playground Amenities

$695,000
6 Beds ⋅ 4 Baths ⋅ Windsor Hills Ph 3 SubDv. ⋅ 34747 Zip Code
TURNKEY VACATION RENTAL INVESTMENT MINUTES FROM DISNEY WORLD! This beautifully decorated and totally renovated 6-bedroom, 3.5-bath single-family home is located in the highly desirable Windsor Hills Resort—one of the closest vacation home communities to Walt Disney World. Designed to stand out in the competitive vacation rental market, this home is being offered turnkey and is ready for its next owner and guests. The updated interior features stylish décor, granite countertops in the kitchen and bathrooms, and fun Star Wars-themed bedrooms that are sure to be a hit with younger guests. Outside, enjoy a south-facing private pool with no rear neighbors, providing excellent sun exposure and added privacy. One of the home's standout features is the poolside theater, allowing guests to watch movies, sports and TV while relaxing in or around the pool. The converted garage has been transformed into a fun, air-conditioned game room, adding another guest-favorite amenity and entertainment space. Location within the resort is another major advantage. The home is just a short 3-block walk to the Windsor Hills clubhouse, resort pool and water park. With its combination of location, renovations, privacy, themed bedrooms and guest-focused amenities, this property offers an outstanding opportunity for buyers seeking a turnkey Disney-area vacation home and short-term rental investment.

2630 Dinville Street, Kissimmee
$699,990
4 Beds ⋅ 4 Baths ⋅ Weslyn Park SubDv. ⋅ 34771 Zip Code
Under Construction. Welcome to 3090 Bonfire Path, St Cloud, Florida — a stunning new construction home built by M/I Homes. This 2-story home offers 2,772 square feet of thoughtfully designed living space, featuring 4 bedrooms, 3 full bathrooms, and 1 half bathroom. Step inside to discover an open-concept living space that creates a seamless flow between gathering areas, ideal for both everyday living and entertaining. The quality of design is evident throughout, with carefully selected finishes and well-proportioned rooms that maximize comfort and functionality. Key Features: • 4 spacious bedrooms across 2 above-ground levels • 3.5 bathrooms • 2,772 square feet of living space • Open-concept living space for effortless entertaining • Spacious upstairs loft • Private lanai for outdoor relaxation and enjoyment • 2-car garage The owner's bedroom features a private en-suite bathroom and two walk-in closets, providing a comfortable retreat at the end of each day. The lanai extends your living area outdoors, offering a wonderful space to unwind in the Florida climate. This home is situated in a welcoming neighborhood with convenient proximity to parks, making it an excellent choice for those who enjoy outdoor recreation and a connected lifestyle. The surrounding area provides a family-friendly atmosphere with well-maintained surroundings and easy access to green spaces.

3090 Bonfire Path, St Cloud
$649,990
4 Beds ⋅ 4 Baths ⋅ Weslyn Park SubDv. ⋅ 34771 Zip Code
Under Construction. Welcome to 6680 Rucksack Road, St Cloud, FL — a stunning new construction home built by M/I Homes. This 2-story home offers 2,776 square feet of thoughtfully designed living space, featuring 4 bedrooms, 3 full bathrooms, and 1 half bathroom. Step inside to discover an open-concept living space that creates a seamless flow between gathering areas, ideal for both everyday living and entertaining. The quality of design is evident throughout, with carefully selected finishes and attention to detail in every room. The owner's bedroom includes a private en-suite bathroom, providing a comfortable retreat at the end of the day. Enjoy outdoor living on the lanai, a perfect space for relaxing or hosting guests in the fresh air. This home features: * 2,776 square feet of living space * 4 bedrooms * 3.5 bathrooms * Open-concept living space * Owner's bedroom with private en-suite bathroom and two walk-in closets * Spacious second-floor loft * Lanai for outdoor enjoyment * 2-car garage This home is situated in a welcoming neighborhood with convenient proximity to parks, making it easy to enjoy outdoor recreation and green spaces. The quality of design throughout this home reflects careful craftsmanship and a well-considered floorplan that balances comfort with functionality.

6680 Rucksack Road, St Cloud
$695,000
4 Beds ⋅ 5 Baths ⋅ Weslyn Park SubDv. ⋅ 34771 Zip Code
Virtually Staged. PREMIUM CONSERVATION HOMESITE, exceptional outdoor living and thoughtful upgrades throughout make this Weslyn Park home truly stand out. Completed at the end of 2024 and first occupied in January 2025, this Dream Finders home offers the feel of nearly new construction with an impressive list of enhancements already completed. Backing to conservation with a canal beyond, the homesite offers a private natural backdrop with no homes directly behind you. Step inside to a floor plan as functional as it is beautiful. Double doors open to a flex space at the front of the home, perfect for a private home office, den or study. Also on the main level is a bedroom with its own ensuite bath, ideal for overnight guests, extended family or multigenerational living, along with a conveniently located half bath. The main living space makes an immediate impression with soaring two-story ceilings, abundant natural light and an open design made for gathering. At the center of it all is a beautifully appointed kitchen with an oversized island, abundant cabinetry and counter space, built-in appliances and a walk-in pantry, all flowing effortlessly into the living and dining areas. One of the home’s most desirable features is that every bedroom has its own ensuite bath, offering a level of privacy and convenience rarely found. Every full bath has been beautifully upgraded with tile extending from floor to ceiling in the shower and bath areas, creating a sophisticated, custom feel throughout. Upstairs, the expansive primary suite feels like a true retreat, with plenty of room to create a comfortable sitting area. Its generous walk-in closet connects directly to the laundry room, a brilliantly convenient design feature you’ll appreciate every day. The laundry room itself is finished with built-in cabinetry for added storage and organization. An additional upstairs sitting nook creates a charming bonus space for reading, studying or relaxing. The outdoor living spaces are every bit as impressive. The lanai opens to an expansive extended paver patio overlooking the conservation backdrop, while a second patio with a built-in fire pit creates the perfect setting for evenings outdoors. The fenced backyard combines modern wood and aluminum fencing with three gates, and additional pavers along the side of the home provide even more usable space. Thoughtful upgrades continue throughout with paid-off solar for energy efficiency and low monthly electric bills, Philips Hue smart lighting throughout the home, eight-foot interior doors and a Tesla EV charger. The three-car tandem garage features epoxy flooring, and the already-generous paver driveway has been widened on both sides for additional space. Located within Weslyn Park in Sunbridge, residents enjoy Acorn Park with a neighborhood pool, open-air pavilion, playground and expansive lawns, along with a community garden and miles of trails woven throughout the community. Even more is on the horizon, with a new waterfront amenity center planned for 2027 featuring a zero-entry resort-style pool, fitness center, restaurant and bar, event spaces, trail access and waterfront recreation. Weslyn Park offers a lifestyle centered around nature, recreation and connection, all in a growing St. Cloud location convenient to the Lake Nona area and Orlando.

6236 Trailblaze Bend, St Cloud
$166,000
Reunion Ph 02 Prcl 01 & 1a SubDv. ⋅ 34747 Zip Code
Amazing opportunity to own a fantastic lot on the 3rd hole of the Palmer signature golf course. Land is hard to come by in Reunion these days so purchase while you can. The homesites do not have a time restriction to begin construction immediately so purchase now or for future generations to own. Build for full time residence or vacation home. Great proximity to all the major theme parks especially WALT DISNEY WORLD being just 2 exits away, makes this vacation community a top choice for visitors of all ages. If you are looking to take a few golf swings while on your vacation you can take the challenge on any of the 3 World Class Championship GOLF COURSES designed by Arnold Palmer, Tom Watson And Jack Nicklaus that are located on-site. Reunion offers many onsite restaurants from hamburgers at The Cove to fine dining at Chophouse and everything in between. There are 14 pools in the community including MULTIMILLION DOLLAR WATER PARK with lazy river & water slide.

7632 Excitement Drive, Reunion
$299,900
3 Beds ⋅ 3 Baths ⋅ Reunion Ph 1 Prcl 2 SubDv. ⋅ 34747 Zip Code
Virtually Staged. **Reunion Club Membership Available** Welcome to Carriage Pointe, located within the renowned guard-gated community of Reunion Resort. This beautifully renovated 3-bedroom, 2.5-bath townhome offers a truly exceptional combination of luxury, style, and modern design, complete with an attached 1-car garage. Completely renovated is an understatement, over $100,000 was invested into transforming this home from the studs up, with no detail overlooked. From the moment you enter, you’ll notice the luxury vinyl plank flooring that flows throughout the entire home, creating a sleek and cohesive feel. The heart of the home is the brand new open concept chef’s kitchen, featuring a large island, new appliances, and beautiful granite countertops. The contemporary upgrades continue upstairs, where custom under stair accent lighting adds a upscale touch, while the stunning cable railing system enhances the modern aesthetic. The spacious primary suite offers a private retreat with its own balcony and a beautifully remodeled en-suite bathroom featuring new cabinetry, quartz countertops, and an upgraded rainfall shower. Two additional bedrooms are located upstairs and share a second fully remodeled bathroom. With extensive renovations, high-end finishes, and a modern contemporary design throughout, this Carriage Pointe townhome is truly move-in ready and offers the opportunity to enjoy the exceptional lifestyle of Reunion Resort. Reunion Resort is a luxury resort, that also allows short term rental, and is a top choice for visitors of all ages, Reunion features 12 Pools In The Community, Including a multimillion dollar water park, Complete with a lazy river, splash park for the little ones, tiki bar, & Water Slides, 3 championship golf courses, 5 restaurants, tennis/pickleball courts, putt putt golf, and many more amenities, making Reunion truly a city within gates. This townhome is turnkey, and has so much more to see, that you will have to see in person to appreciate. It is now your turn to call Reunion Resort your new home, or home away from home, welcome home!

815 Assembly Court, Kissimmee
$539,000
4 Beds ⋅ 3 Baths ⋅ Villa Sol Ph 1 Village 5 SubDv. ⋅ 34744 Zip Code
Virtually Staged. One or more photo(s) was virtually staged. Welcome to this Spanish-Mediterranean single-family home located in the gated community of Villa Sol in Kissimmee! Offering 4 bedrooms, 3 full bathrooms, a 2-car garage, and 2,351 sq. ft. of heated living space, this single-story residence combines flexible living with pond views. A key feature of the home is the attached in-law suite with its own private exterior back entrance, bedroom, and full bathroom. Inside, an open floor plan is filled with natural light, featuring polished porcelain tile flooring, vaulted ceilings, and architectural archways. The kitchen includes granite countertops, a multi-level breakfast bar, light grey cabinetry, stainless steel appliances, and pendant lighting. The primary bedroom suite offers luxury vinyl plank flooring, vaulted ceilings, a walk-in closet, and sliding glass door access to the pool deck. The en-suite bath features a dual-sink granite vanity, light grey cabinetry, a corner jetted soaking tub, and a separate glass-enclosed shower. Step outside to your private rear screen enclosure featuring an in-ground pool and integrated spa overlooking serene water views on an oversized lot. Villa Sol community amenities include a gated entry, clubhouse, fully equipped fitness center, resort-style community pool, tennis courts, basketball court, and playground, with cable TV and high-speed internet included in the low HOA fee. Perfectly positioned in Kissimmee, this home offers quick access to SR-417, US-192, and Boggy Creek Road, putting Lake Nona, Medical City, and Orlando International Airport (MCO) just a short drive away. Zoned for East Lake Elementary, Neptune Middle, and Tohopekaliga High School, you are also minutes from local shopping centers, dining, Lake Tohopekaliga parks, golf courses, and Central Florida's major theme parks and attractions. Schedule your private tour today!

3133 Riachuelo Lane, Kissimmee
$279,900
4 Beds ⋅ 4 Baths ⋅ Lake Berkley Resort Villas Ph 2 SubDv. ⋅ 34746 Zip Code
Amazing 4Bedroom 3bathroom Townhome perfectly located in the sought after gated community of Lake Berkley Resort. This beautiful townhome is about 20 minutes from Walt Disney World Attractions, about 32 minutes from Universal Orlando Resort, about 28 minutes from Sea World Orlando, and about 38 minutes from Orlando international Airport. Enjoy year-around Florida Sunshine and a peaceful community. This townhome enjoys a gated community with resort style amenities such club house, community pool, tennies court, playground, and basketball court. Wether you are searching for a primary home, vacation home, or income producing home, this property offers extraordinary opportunities. Short terms are permitted, making this townhome the perfect investment opportunity for those looking to capitalize on Central Florida s thriving tourism market.

1013 Park Ridge Circle, Kissimmee
$450,000
5 Beds ⋅ 2 Baths ⋅ Esprit Ph 01 SubDv. ⋅ 34772 Zip Code
Welcome to 3605 Daydream Place—an opportunity that stands out in the low-HOA Esprit community! Tucked away on a cul-de-sac, this spacious 5-bedroom, 2-bath home offers 2,028 sq ft, a 2-car garage, .27-acre fully fenced lot AND your own heated saltwater pool—a combination that can be hard to find, especially at this price point. From the covered front porch and beautiful landscaping with concrete curbing to the brick pavers widening the driveway, this home makes a great first impression. Step inside to an inviting home filled with natural light and plenty of room to spread out. Easy-care ceramic 12x24 tiles flow throughout with no carpet anywhere, while blinds on every window and ceiling fans in all bedrooms, the living room and family room add everyday comfort. The floor plan offers both living and family rooms along with a smart bedroom layout. Three secondary bedrooms are grouped together down one hallway, while another bedroom is positioned at the front of the home, providing separation and flexibility as a guest room, home office or hobby space. The kitchen features stainless steel appliances, an island, ample cabinetry and an adjoining dining area. The generously sized primary bedroom provides a comfortable retreat with plenty of room for larger furniture. The ensuite bath features dual sinks, a garden tub and separate shower, while the huge walk-in closet provides an impressive amount of storage. The backyard is where this home truly delivers the Florida lifestyle. Step from the covered lanai into the screened enclosure and your own heated saltwater pool—perfect for morning swims, weekend gatherings or relaxing at the end of the day. There’s plenty of room for lounging and entertaining, while the fully fenced yard still offers additional green space. A convenient dog door adds to the pet-friendly setup, and the pool enclosure screens were replaced approximately two years ago. Even more value comes from major improvements include a 2022 roof, newer A/C with Blue Light bacteria system added in 2025, fresh exterior paint in 2026 and paid-off solar panels—helping reduce monthly electric costs without the added expense of a solar loan or lease. The garage features an epoxy floor, pull-down attic access and wooden storage shelving that stays. Shopping, dining and everyday necessities are approximately 10 minutes away, with convenient access to the Florida Turnpike. Orlando International Airport is approximately 30–35 minutes away, with Walt Disney World and the Orlando theme park corridor roughly 35–45 minutes from home. Melbourne and the Atlantic beaches are approximately an hour away, making a beach day an easy getaway. With a private heated saltwater pool, oversized fenced lot, cul-de-sac location, low HOA, paid-off solar and several big-ticket improvements already completed, finding this much home and lifestyle at this price is an opportunity worth seeing in person. Don’t overlook everything 3605 Daydream Place has to offer—schedule your showing and come experience it for yourself!

3605 Daydream Place, St Cloud
$500,000
6 Beds ⋅ 5 Baths ⋅ Hickory Grove Ph 2 SubDv. ⋅ 34772 Zip Code
Virtually Staged. Welcome to 2791 Parkfield Road, where modern design, exceptional space, and resort-style living come together in one of St. Cloud's most desirable communities. Built in 2020 and situated on over a third of an acre, this beautifully maintained 6-bedroom, 5-bath home offers 3,160 square feet of thoughtfully designed living space, a fully fenced backyard, and a one-of-a-kind outdoor recreation area featuring your own regulation-size pickleball court that also doubles as a half-court basketball court. From the moment you arrive, you'll appreciate the fresh landscaping, covered front porch, and inviting curb appeal. Inside, the open-concept floor plan offers the perfect blend of spaciousness and functionality with abundant natural light, ceramic tile throughout the main living areas, carpet in the bedrooms and loft, and ceiling fans in every bedroom, the loft, and living room for year-round comfort. The updated kitchen is the heart of the home, featuring granite countertops, stainless steel appliances, an oversized island with seating, ample cabinetry, a walk-in pantry, and all appliances included. Perfect for everyday living and entertaining. One of the home's standout features is its flexible floor plan. The first floor offers two bedrooms and two full bathrooms, including a private guest suite with its own ensuite bath—ideal for multigenerational living, overnight guests, or a private home office. Tucked beneath the staircase is a versatile nook that was previously used as a home office, offering the perfect space for a study area, reading corner, or extra storage. Upstairs, the expansive loft creates endless possibilities as a media room, game room, playroom, fitness area, or second family room. The oversized primary suite is a true retreat, complete with a spacious ensuite bath featuring dual vanities, granite countertops, an oversized shower, and an impressive walk-in closet. Three additional bedrooms and well-appointed bathrooms provide plenty of room for family, guests, hobbies, or working from home. Step outside and discover what truly sets this property apart. The extended covered patio overlooks a fully fenced backyard that's ready for year-round entertaining. Challenge friends to a pickleball match, shoot hoops, host backyard cookouts, or simply enjoy the extra space that comes with an oversized homesite. Even with the regulation-size court, there's still plenty of room to design and build the backyard pool you've always envisioned while maintaining space to relax and play. Additional highlights include granite countertops in every bathroom, epoxy-coated garage floors, a two-car garage, window blinds throughout, and a home that's been meticulously maintained since it was built in 2020. Better yet, you're located just five homes from the community pool, playground, and mailboxes, making it easy to enjoy the neighborhood amenities whenever you choose. Conveniently located just minutes from Florida's Turnpike, US-192, and Narcoossee Road, commuting to Lake Nona, Medical City, Orlando, and Kissimmee is simple. Orlando International Airport is approximately 25 minutes away, while Walt Disney World, Universal Orlando Resort, and SeaWorld are all within about 35 to 45 minutes. Everyday conveniences including Publix, Walmart Neighborhood Market, Target, Lowe's, Lake Nona Town Center, The Loop, and a wide variety of shopping, dining, and entertainment are just a short drive away.

2791 Parkfield Road, St Cloud
$375,000
3 Beds ⋅ 3 Baths ⋅ Brixton SubDv. ⋅ 34771 Zip Code
Stunning 3-Bed, 2.5-Bath Townhome with Modern Upgrades in St. Cloud!Welcome to your dream home! This beautifully designed, two-story "Lincoln" model by Park Square Homes offers 1,704 square feet of contemporary, low-maintenance living space in the highly desirable Brixton community.Interior Highlights:Open-Concept Living: The spacious first floor blends the kitchen, dining, and family room—perfect for entertaining.Chef-Inspired Kitchen: Features premium 42-inch upper cabinets, sleek quartz countertops, and modern stainless steel appliances.Generous Owner's Suite: Upstairs retreat boasting a massive walk-in closet and an en-suite bathroom with dual vanities.Flexible Loft Space: A versatile second-floor loft ideal for a home office, media room, or play area.Convenient Features: Includes a first-floor powder room, secondary upstairs bedrooms with a shared full bath, and an attached 2-car garage.Community Amenities:Enjoy a vibrant lifestyle with access to a community dog park, peaceful walking trails, and well-maintained green spaces. Located in St. Cloud, you are just minutes away from excellent shopping, dining, top-rated schools, and major highways for an easy commute.Move right in and enjoy energy-efficient living at its finest! Schedule your private tour today.

1297 Stockwell Avenue, St Cloud
$329,900
3 Beds ⋅ 2 Baths ⋅ Villages At Harmony Ph 1c-1 & 1d SubDv. ⋅ 34773 Zip Code
***ASSUMABLE VA LOAN 4.5%***This is the opportunity buyers have been waiting for! Built in 2022, this beautiful 3-bedroom, 2-bath home offers modern living without the wait of building new. The desirable split-bedroom floor plan provides privacy, while the open-concept kitchen, dining, and living areas create a spacious setting for entertaining and everyday life. . Enjoy a dedicated laundry room, 2-car garage, and a covered, screened-in rear lanai overlooking the fully fenced backyard—perfect for relaxing or entertaining. Harmony West where is where residents will also enjoy the spectacular community resort-style amenities including pool, clubhouse, playground, splash pad, fitness center, gathering spaces, walking and biking trails Move-in ready and packed with the features buyers are looking for, all with the added potential benefit of an assumable VA loan at just 4.5% for qualified buyers! Don't miss this one, call today for your private tour!!!

6784 Huntleigh Hammock Road, St Cloud
Start Your Search