Kissimmee Homes with Trail(s) Amenities

Kissimmee Homes with Trail(s) Amenities

Welcome to Kissimmee, Florida—a vibrant city nestled in the heart of Osceola County, just a stone’s throw away from the enchanting attractions of Orlando. Known for its warm climate, rich culture, and diverse recreational opportunities, Kissimmee is a dream destination for families, retirees, and anyone who cherishes the beauty of Florida living.

Kissimmee boasts a unique blend of urban conveniences and natural beauty, with picturesque parks, scenic lakes, and a variety of shopping and dining options that cater to every taste. The region is steeped in history, with charming downtown areas that feature delightful boutiques and local eateries, making it a perfect place to explore on foot.

For those who appreciate an active lifestyle, homes in Kissimmee often come with trail amenities that provide easy access to a network of walking, biking, and jogging paths. Imagine stepping out of your front door and onto a beautiful trail, surrounded by lush landscapes and the sounds of nature. These trails not only promote a healthy lifestyle but also encourage a sense of community as residents gather to enjoy the outdoors.

Kissimmee’s real estate offers a range of options, from cozy single-family homes to spacious townhouses, many of which are designed with families in mind. The addition of trails enhances the appeal of these homes, providing residents with the perfect backdrop for leisurely strolls, morning runs, or family bike rides.

Discover the charm of Kissimmee and the joy of living in a community that embraces both adventure and tranquility. Your dream home awaits in this idyllic Florida paradise!

Newest Kissimmee Homes with Trail(s) Amenities

$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

$399,000
4 Beds 2 Baths Kindred Ph 2c & 2d SubDv. 34744 Zip Code
Welcome Home to Kindred living at its finest! Built in 2022, this move-in-ready, single-story home offers 4 spacious bedrooms, 2 full bathrooms, and 1,846 sq. ft. of open-concept living space. Step inside to discover a bright, airy floor plan featuring seamless flow between the living, dining, and kitchen areas—perfect for everyday living and effortless entertaining. The kitchen comes equipped with ample cabinetry, counter space, and a center island, overlooking the expansive living room filled with natural light. The primary suite serves as your private retreat, complete with a generous walk-in closet and an en-suite bathroom featuring dual sinks and a walk-in shower. Three additional bedrooms provide flexibility for family, guests, or a dedicated home office. Unbeatable Neighborhood Location: Situated on Park Side Ave, this home is conveniently located close to both the community Kindred K-8 school and Kindred’s main clubhouse complex, making daily routines and weekend relaxation effortless! Beyond the front door, experience the ultimate Florida lifestyle with Kindred’s resort-style amenities, including multiple community pools, splash pads, fully equipped fitness centers, sports courts (tennis and volleyball), miles of walking trails, tot lots, and a dedicated dog park. Prime Connectivity: Minutes from Neptune Road, US-192, and the Florida Turnpike for easy commuting. Conveniently located near NeoCity (Central Florida’s premier high-tech hub), Lake Tohopekaliga, Lake Nona, and Orlando International Airport (MCO). Schedule your private showing today and make this gorgeous Kindred home yours!

1735 Park Side Avenue, Kissimmee

$499,000
4 Beds 3 Baths Kindred Ph 2a SubDv. 34744 Zip Code
Welcome Home to Kindred living at its finest! Built in 2021, this impressive single-story home features 4 spacious bedrooms, 3 full bathrooms, over 2,100 sq. ft. of beautifully designed open-concept living space, and no rear neighbors! Step inside to an expansive floor plan boasting high ceilings and seamless flow between the living, dining, and chef’s kitchen areas. The open kitchen features modern finishes, a large center island, and plenty of cabinet storage—making it perfect for hosting guests or enjoying family meals. With a 3-full-bathroom layout, this floor plan offers exceptional convenience, ideal for multi-generational living, guests, or a private home office setup with its own dedicated bath. The primary suite serves as a tranquil retreat with a walk-in closet and a spa-like en-suite bathroom. Step outside to your own private backyard retreat with no rear neighbors, featuring a variety of bearing fruit trees including oranges, grapefruit, star fruit, ice cream bananas, and concord grapes. Unbeatable Neighborhood Location: Located directly on Park Side Ave, this home is within easy walking distance to the community Kindred K-8 Elementary school as well as Kindred’s main clubhouse, resort pool, and amenity complex—giving you effortless daily access right out your front door! Beyond the home, enjoy Kindred’s resort-style community amenities, including multiple pools, splash pads, fully equipped fitness centers, sports courts (tennis and sand volleyball), Soccer field, miles of walking trails, tot lots, and a dedicated dog park. Prime Connectivity: Minutes from Neptune Road, US-192, and the Florida Turnpike for smooth daily commutes. Conveniently located near NeoCity (Central Florida’s premier high-tech hub), Lake Tohopekaliga, Lake Nona, and Orlando International Airport (MCO). Schedule your private showing today to experience everything about this home and community!

1621 Park Side Avenue, Kissimmee

$451,990
4 Beds 2 Baths Kindred Ph 2a 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.*

1503 Beechmont Drive, Kissimmee

$469,990
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.*

1876 Howard Mesa Drive, Kissimmee

$415,000
3 Beds 3 Baths Creekside At Boggy Creek Ph 1 SubDv. 34744 Zip Code
Virtually Staged. Why wait to build when you can move right into this 2019 BUILT home in the GATED COMMUNITY of Creekside at Boggy Creek! Offering the perfect blend of space, style and energy efficiency, this 3-bedroom, 2.5-bath home features ***PAID-OFF SOLAR PANELS***, saving you money while adding long-term value. Just minutes from Lake Nona, this home also boasts a private FENCED BACKYARD, attractive landscaping, a paver driveway and fantastic curb appeal. Inside, TILE FLOORING flows throughout the main level where an OPEN CONCEPT living, dining and kitchen layout is filled with natural light, creating an inviting space for everyday living and effortless entertaining. The chef-inspired kitchen showcases granite countertops, STAINLESS STEEL APPLIANCES, pendant lighting, a large center ISLAND with seating and a spacious pantry. Sliding glass doors extend the living space to a COVERED LANAI overlooking the privacy-fenced backyard – perfect for relaxing, pets or weekend gatherings. Upstairs, a generous BONUS/LOFT offers flexible space for a media room, home office or playroom. All three bedrooms are thoughtfully located on the second floor, including your PRIMARY SUITE with twin windows that fill the room with natural light, a WALK-IN CLOSET and a dedicated en-suite bath. Two additional bedrooms share a full bath, and the conveniently located second-floor laundry room makes everyday chores a breeze. Wood laminate flooring enhances the primary bedroom and one secondary bedroom. Residents of Creekside at Boggy Creek enjoy a gated entrance, COMMUNITY POOL and playground just four homes away, plus an unbeatable location with quick access to Boggy Creek Road, Narcoossee Road, SR 417, shopping, dining, parks, lakes and all the conveniences of the thriving Lake Nona area. Zoned for “A-RATED” Narcoossee Middle School, this home delivers the lifestyle, location and features you have been searching for. Call today to schedule a tour ~ WELCOME HOME!

4366 Silver Creek Street, Kissimmee

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