Osceola Homes with Trail(s) Amenities

Osceola Homes with Trail(s) Amenities

Welcome to Osceola County, Florida, a vibrant and picturesque region that perfectly blends the charm of suburban living with the excitement of outdoor adventure. Nestled in the heart of Central Florida, Osceola County is renowned for its stunning landscapes, diverse wildlife, and an array of recreational opportunities. From the enchanting shores of Lake Tohopekaliga to the lush expanses of the Everglades, this county is a nature lover's paradise.

Osceola County is not just about breathtaking views; it’s also a thriving community with top-rated schools, shopping centers, and a rich cultural heritage. Whether you're exploring the historic streets of Kissimmee or enjoying the family-friendly attractions of Celebration, there’s something for everyone in this dynamic area.

For those who appreciate an active lifestyle, homes with trail amenities are a perfect match. Imagine stepping out of your door and onto a scenic trail that winds through beautiful parks and serene natural areas. These homes offer direct access to walking, jogging, and biking paths that encourage a healthy, outdoor-oriented lifestyle. Picture weekend strolls with family, morning runs as the sun rises, or leisurely bike rides through the picturesque scenery—Osceola County’s trail amenities make these dreams a reality.

With a variety of homes available, from charming single-family residences to modern townhouses, you’ll find the perfect place to call home in Osceola County. Experience the perfect blend of comfort, community, and adventure—where your dream lifestyle awaits! Come discover all that Osceola County has to offer, and let the trails lead you to your new home.

Newest Osceola Homes with Trail(s) Amenities

$509,999
5 Beds ⋅ 3 Baths ⋅ Storey Creek Ph 1 SubDv. ⋅ 34746 Zip Code
Under Construction. Rate buy down opportunity available. Never Occupied Former Model Home | Premium Pond-View Homesite in Storey Creek Welcome to this like-new, never-occupied former model home located in the peaceful community of Storey Creek. Situated on a premium 60-foot homesite with no rear neighbors, this beautifully maintained property offers tranquil views of the pond and surrounding trees, creating a private and picturesque setting. From the moment you arrive, you’ll appreciate the home’s impressive curb appeal, featuring mature landscaping, a brick-paver driveway, and a welcoming covered front porch—the perfect place to enjoy your morning coffee. Step inside to a bright, spacious interior filled with natural light and a thoughtfully designed floor plan ideal for both everyday living and entertaining. A versatile flex space at the front of the home provides the perfect setting for a home office, study, or additional sitting area. At the heart of the home is the large, open-concept kitchen, featuring 42-inch upper cabinetry, stainless steel appliances, an oversized center island with seating, and a generous pantry. The adjacent dining area provides plenty of space for entertaining friends and family, while the expansive family room showcases beautiful views of the backyard, pond, and natural surroundings. The first-floor owner’s suite offers a private retreat, complete with a spacious bedroom and spa-inspired primary bathroom featuring dual vanities, a walk-in shower, and a large walk-in closet. Sliding glass doors lead to the backyard, where no rear neighbors and peaceful pond and tree views provide the perfect backdrop for creating your own outdoor oasis. Add a pool, design an outdoor entertaining area, or fence the yard to create plenty of room for children and pets to enjoy. Upstairs, a versatile loft provides an additional living space ideal for a media room, game room, or teen retreat. Three additional generously sized bedrooms and a secondary full bathroom provide plenty of space for family and guests. A first-floor laundry room, powder bath, and two-car garage complete this impressive home. Living in Storey Creek means enjoying resort-style amenities every day, including a community pool, tennis and basketball courts, scenic parks, playgrounds, and walking areas for pets. Even better, lawn care is included, allowing you to spend more time enjoying your home and community and less time on exterior maintenance. Conveniently located near schools, shopping, dining, and everyday conveniences, Storey Creek also provides easy access to many of Central Florida’s most popular destinations, including Walt Disney World, Universal Orlando Resort, Lake Nona Medical City, and Orlando International Airport. With its never-occupied condition, former model-home quality, premium 60-foot homesite, first-floor owner’s suite, no rear neighbors, peaceful pond views, and resort-style community amenities, this exceptional property delivers an outstanding combination of space, privacy, convenience, and location. Why wait to build when this former model is ready for its very first owner? Schedule your private showing today.

2009 Myrtle Pine Street, Kissimmee
$750,000
4 Beds ⋅ 4 Baths ⋅ Bellalago Ph 1x SubDv. ⋅ 34746 Zip Code
Virtually Staged. WILDLY WONDERFUL! Imagine waking to birdsong and nature moving just beyond your windows. Before your feet find their way into slippers, you may catch sight of a Bald Eagle soaring above the protected woods, Sandhill Cranes beginning their familiar morning stroll, or deer appearing quietly along the wooded edge. Coffee tastes better on the lanai, where morning unfolds at nature’s pace. With protected Bald Eagle habitat behind the home and an open natural area alongside it, this exceptional homesite has only one neighboring residence—creating a rare sense of openness, privacy, and connection to the wild beauty of Florida. As the day awakens, possibilities prevail. Walk or bike the community trails, meet friends for tennis, relax beside the resort-style pool, or head onto Lake Tohopekaliga for boating, jet skiing, fishing, and adventure. Perhaps you will soar with the eagles from a different perspective, gliding across one of Central Florida’s most celebrated lakes beneath an endless blue sky. When hunger calls, wander over to Flip Flops Bar & Grille for a relaxed lunch or early dinner. The clubhouse, pools, fitness facilities, sports courts, playgrounds, dog park, restaurant, and Lake Toho access are approximately a five-minute walk away—close enough to enjoy whenever the mood strikes, yet far enough to preserve the peace of your nature-wrapped retreat. Back home, pocketing sliders open the gathering room to the lanai and an expansive backyard awaiting its next owner’s imagination. Create a private pool and spa beneath the palms. Design a summer kitchen where vegetables picked from your own garden go straight to the grill. Plant citrus and fruit trees, cultivate a pollinator garden, gather around a firepit beneath the stars—or combine them into an outdoor paradise entirely your own. Inside, approximately $122,000 in thoughtfully chosen builder upgrades bring refinement to everyday living. The single-story design features Mediterranean-inspired architecture, 8-foot doors, 5¼-inch baseboards, decorative tray ceilings with crown molding, and upgraded wood-look tile throughout the primary gathering spaces. The gourmet kitchen is designed for quiet mornings and celebrations that linger: 42-inch painted cabinetry, quartz countertops, designer backsplash, under-cabinet lighting, pot filler, cooktop, vented designer hood, built-in double ovens, generous island, and adjoining butler’s pantry. A formal dining room, French-door study, and extended primary suite add elegance and flexibility, while the oversized laundry room provides abundant cabinetry, workspace, and utility sink. As evening arrives, bring home dinner from the community restaurant, pour something cold, and return to the lanai as the sky softens over the woods. Listen as the wildlife settles and the evening chorus begins. Some nights may call for conversation beneath the stars; others for dinner fresh from the garden, a moonlit swim in the future pool, or the pleasure of doing absolutely nothing. When the feeling to explore grabs you, shopping, dining, entertainment, Walt Disney World, and Orlando International Airport are within easy reach. Here, you can live surrounded by nature without surrendering the convenience and adventure of Central Florida. This is more than a beautiful home on one of BellaLago’s most coveted homesites. It is privacy, possibility, resort living, and nature in remarkable harmony—the life you have been waiting to live.

1490 Beacon Drive, Kissimmee
$441,990
4 Beds ⋅ 2 Baths ⋅ Kindred Ph 2a SubDv. ⋅ 34744 Zip Code
Under Construction. Kindred presents the Cali. This all concrete block constructed, one-story layout optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a spacious pantry for extra storage. This community has stainless steel appliances, making cooking a piece of cake. Bedroom one, located in the back of the home for privacy, has an en suite bathroom with a double vanity, spacious shower/tub space as well as a spacious walk-in closet. Towards the front of the home two additional bedrooms share a second full bathroom. Across the hall you will find a fourth bedroom. This home features a space to fit all your needs. Like all homes in Kindred, the Cali includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1523 Beechmont Drive, Kissimmee
$406,990
3 Beds ⋅ 2 Baths ⋅ Kindred Ph 3b 3c & 3d SubDv. ⋅ 34744 Zip Code
Kindred presents the Jemison. A front porch welcomes to you into a one-story all concrete block construction home. Designed to optimize living space with an open concept kitchen that overlooks the versatile great room and covered lanai. The well-appointed kitchen features an island with bar seating, oversized walk in pantry and sleek stainless steel appliances. Bedroom one is located at the rear of the home for privacy and has an en suite bathroom with a double vanity and spacious walk-in closet providing substantial storage space. A second bedroom and bathroom are located at the front of the home. Just off the kitchen, the versatile flex space can be utilized as an office or cozy den. Like all homes in Kindred, the Jemison includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1868 Kindle Street, Kissimmee
$468,990
5 Beds ⋅ 3 Baths ⋅ Kindred Ph 3b 3c & 3d SubDv. ⋅ 34744 Zip Code
Under Construction. Kindred presents the Robie. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor includes a well-appointed kitchen with sleek stainless-steel appliances overlooking the living and dining area. Just off the living room you will find bedroom two and a full bathroom. As you move upstairs you are greeted with a nice sized living space to utilize for work or play. Bedroom one is located just off the loft space and includes a spacious walk-in closet and an en suite bathroom with a double vanity. Three additional bedrooms share a second upstairs bathroom and linen closet. Your laundry room is located on the second floor as well as extra storage closets. Like all homes in Kindred, the Robie includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1908 Howard Mesa Drive, Kissimmee
$399,790
5 Beds ⋅ 3 Baths ⋅ The Landing's At Live Oak SubDv. ⋅ 34771 Zip Code
Explore The Landings at Live Oak Lake, a new single-family home community blending city charm with a distinct identity, all without a CDD. Situated between downtown St. Cloud and Lake Nona, it offers private amenities such as a pool & cabana, playground, trails, and playfield amidst serene ponds and conservation homesites. Introducing the Caden bungalow, a brand-new home that combines modern design and ultimate comfort, situated on a corner homesite, walking distance to community amenities. Featuring our farm-house inspired exterior, this home includes 5 spacious bedrooms, 3 full bathrooms, a loft, and a 2-car rear-load attached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. This inviting space is perfect for both everyday living and entertaining. The kitchen boasts a large center island, a convenient storage pantry, and top-of-the-line Whirlpool stainless steel appliances—including a refrigerator and vented microwave. Stone Gray cabinets, decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a secondary bedroom and full bathroom. Upstairs, you’ll find the private owner’s suite and bathroom, three additional bedrooms, another full bathroom, loft, linen closet, and the laundry room. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a glass-enclosed shower, quartz-topped dual vanity, and private water closet. The entire first floor, bathrooms, and laundry room enjoy the beauty and convenience of tile flooring. Plush, stain-resistant Shaw brand carpet covers the stairs, loft, and bedrooms, adding comfort and style. Smart home features include a smart thermostat, a doorbell camera, and additional LED downlights—ensuring your home is as connected as it is stunning. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.

5099 Starling Bird Lane, St Cloud
$479,860
4 Beds ⋅ 2 Baths ⋅ The Landing's At Live Oak SubDv. ⋅ 34771 Zip Code
Under Construction. Explore The Landings at Live Oak Lake, a new single-family home community blending city charm with a distinct identity, all without a CDD. Situated between downtown St. Cloud and Lake Nona, it offers private amenities such as a pool & cabana, playground, trails, and playfield amidst serene ponds and conservation homesites. Welcome to your dream home – the Highgate. This stunning new construction home features 4 spacious bedrooms, 2 luxurious bathrooms, and a 2-car garage. With its open-concept design, the kitchen, café, and gathering room seamlessly flow together, leading to a serene, covered lanai, perfect for entertaining or relaxing. The chef-inspired kitchen is equipped with Whirlpool stainless steel appliances (including a refrigerator and microwave vented to the exterior), a convenient walk-in pantry, and a large center island ideal for meal prep and socializing. It’s complemented by elegant white cabinetry, quartz countertops, a single-bowl stainless steel sink, upgraded faucet, and pendant lighting pre-wiring for added luxury. The private Owner’s Suite includes a large walk-in closet and a spa-like en suite bathroom featuring dual sinks set on a quartz-topped vanity, a private water closet, and a spacious frameless glass enclosed shower. Three additional bedrooms, a second bathroom, and laundry room are thoughtfully positioned at the front of the home, ensuring ample privacy and space for the whole family. This Highgate home is filled with professionally curated design selections, including a tray ceiling at gathering room, 2” faux wood blinds, Sherwin Williams Agreeable Gray interior paint, Whirlpool washer and dryer, and matte black hardware and plumbing fixtures. Enjoy wood-look luxury vinyl plank flooring throughout the entire home, except for in the bathrooms and laundry spaces, which are outfitted with tile, adding style and convenience to your everyday life. For added convenience and peace of mind, the Highgate includes a video doorbell, smart thermostat, and LED down lights. This brand-new home offers the perfect balance of comfort, style, and functionality – schedule your tour today!

2132 Branched Oak Road, St Cloud
$388,989
4 Beds ⋅ 2 Baths ⋅ Shores SubDv. ⋅ 34771 Zip Code
This thoughtfully designed, single-story home showcases an open floor plan with plush carpeting and a spacious great room that boasts soaring ceilings. Enjoy the convenience of a dedicated laundry room for everyday ease. The modern kitchen is equipped with a sleek wet island, laminate countertops, 42-in. upper cabinets, a Moen® faucet, a Kohler® stainless steel sink and Whirlpool® stainless steel appliances. Relax in the private primary suite, which features a large walk-in closet and luxurious connecting bath that offers a dual-sink vanity, linen closet and garden tub. Step outside to the covered back patio, which is perfect for enjoying peaceful mornings and vibrant gatherings.

2523 Plover Street, St Cloud
$438,020
4 Beds ⋅ 3 Baths ⋅ Knightsbridge 50s SubDv. ⋅ 34746 Zip Code
Under Construction. The Providence is a palatial two-story home with four bedrooms and two and a half bathrooms. The first floor features a family room for shared moments, a dining room for memorable meals, a kitchen for adventurous cooks, a flex room for versatile uses and a patio for outdoor living. There is a spacious loft upstairs that adds shared living space, in addition there are four bedrooms. The Owner Suite features a large walk-in shower, dual vanity, and spacious walk-in closet. Lennar has reimagined the homebuying experience by including the most desired home features at no extra cost to you. All features and products can vary by community and homesite. Knightsbridge residents enjoy access to outdoor amenities including a swimming pool & cabana, playground, volleyball court and walking trail. Enjoy local dining and shopping from downtown Kissimmee. Close to Lake Toho if you like to boat or walk the lakefront. Conveniently located near Walt Disney World and major Osceola County attractions.

5234 Worchester Drive, Kissimmee
$379,900
3 Beds ⋅ 2 Baths ⋅ Kindred SubDv. ⋅ 34744 Zip Code
Welcome home! This well-maintained property is located in the desirable Kindred community of Kissimmee and features a thoughtfully designed floor plan that makes excellent use of the living space. The open layout creates a natural flow between the main living areas, offering comfortable spaces for everyday living and entertaining, while the bedrooms provide privacy and flexibility. Step outside and enjoy the screened porch, perfect for relaxing and enjoying the Florida lifestyle. Ideally situated within walking distance of the community clubhouse and school, this home puts everyday convenience close at hand. Enjoy all that Kindred has to offer, including resort-style amenities such as swimming pools, a fitness center, playgrounds, sports courts, walking trails, and more. Conveniently located with easy access to shopping, dining, major roadways, and everything Central Florida has to offer. A wonderful opportunity to enjoy a comfortable home in a vibrant, amenity-rich community!

1702 Walnut Crk Drive, Kissimmee
$875,000
4 Beds ⋅ 4 Baths ⋅ Celebration Area 5 SubDv. ⋅ 34747 Zip Code
First floor primary bedroom plus upstairs ensuite in desirable Artisan Park. This charming 4-bedroom, 3.5-bath Coastal-style with 2,587 square feet of living space, this home features double front porches and a floor plan designed for comfortable everyday living. The primary suite is conveniently located downstairs, while three additional bedrooms are upstairs, including one with a private bathroom. As you enter the home, you're greeted by a separate dining room and living room, creating a welcoming and traditional entry space. As you continue toward the back of the home, the layout opens into the kitchen and family room, creating a comfortable gathering space for everyday living. The backyard patio provides a great spot for outdoor dining and entertaining, or simply relaxing and enjoying the Florida weather. The home also features fully owned solar panels and a new roof was installed in 2022. Residents of Artisan Park have exclusive access to the private clubhouse, featuring a restaurant and bar, fitness center, and resort-style pool, along with a variety of social events held throughout the month.

1114 Tapestry Drive, Celebration
$374,990
3 Beds ⋅ 3 Baths ⋅ Center Lake On The Park SubDv. ⋅ 34771 Zip Code
Under Construction. Discover this stunning new construction home located at 5192 Center Lake Ranch Blvd in St Cloud, FL. Built by M/I Homes, this thoughtfully designed townhome offers 1,833 square feet of comfortable living space perfect for today's lifestyle. This home features 3 spacious bedrooms, 2 full bathrooms and a powder room, an open-concept layout that seamlessly connects the main living areas, a courtyard, and a 2-car garage. The home's floorplan maximizes both functionality and comfort, creating an ideal environment for daily living and entertaining. The open-concept design enhances the flow between spaces while maintaining distinct areas for various activities. As a new construction home, this residence provides the peace of mind that comes with updated systems, energy-efficient features, and builder warranties. The quality of design is evident in the attention to detail and careful planning that went into creating this comfortable living environment.

5192 Center Lake Ranch Boulevard, St Cloud
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