Kissimmee Homes with Trail(s) Amenities

Kissimmee Homes with Trail(s) Amenities

Welcome to Kissimmee, Florida – a vibrant city that beautifully blends the magic of Orlando's attractions with the charm of a close-knit community. Nestled just south of the renowned Walt Disney World Resort, Kissimmee is a gateway to adventure, offering residents and visitors an array of recreational activities, dining options, and cultural experiences. With its picturesque lakes, lush parks, and warm, sunny climate, Kissimmee is not just a destination; it's a lifestyle.

One of the most appealing features of living in Kissimmee is the abundance of homes with trail amenities. Imagine stepping outside your door and finding a network of scenic trails that wind through stunning landscapes, perfect for walking, jogging, or biking. These trails provide an excellent opportunity for residents to connect with nature while enjoying the beautiful Florida weather. Whether you’re an avid cyclist, a leisurely walker, or simply someone who appreciates the great outdoors, these communities cater to your lifestyle.

In addition to the trails, Kissimmee offers a rich array of amenities such as community parks, swimming pools, and playgrounds, making it an ideal place for families. With friendly neighborhoods and a strong sense of community, you’ll find that life in Kissimmee is not just about owning a home; it’s about creating lasting memories.

Explore the charm of Kissimmee and discover your dream home today, where adventure awaits just outside your front door!

Newest Kissimmee Homes with Trail(s) Amenities

$399,000
2 Beds ⋅ 2 Baths ⋅ Solivita Ph 02d SubDv. ⋅ 34759 Zip Code
**See the FULL LENGTH MATTERPORT VIDEO on Tour Link 1.** Stunning Solivita Carnegie – Impeccably Maintained & Upgraded on an Oversize Corner Lot! Welcome to this impressive Carnegie in the highly sought-after 55+ community of Solivita. This home has been meticulously maintained and thoughtfully upgraded, offering the perfect blend of comfort, style, and functionality for the discerning buyer.Step into a true chef’s dream kitchen featuring new appliances, convenient pull-out drawers, a spacious center island with power outlets, a GE Profile Café oven, and beautiful upgraded quartz countertops. The open floor plan flows effortlessly, highlighted by ceramic tile laid on the diagonal throughout the living areas and soft carpeting in the primary bedroom. Designer neutral paint colors, upgraded lighting and ceiling fans, and crown molding throughout create a polished, move-in-ready atmosphere.The primary suite is accessed through elegant French doors and boasts dual his-and-hers walk-in closets with built in hampers in the bathroom. A welcoming front screened entry with a leaded-glass inset door sets a refined tone from the moment you arrive.One of the standout features is the $45,000 TEMO All-Season Room—an exclusive addition designed with an atrium ceiling, dual-pane windows, wood ceiling beams, and natural-color vinyl plank flooring. Fully insulated with a shingle roof and engineered to meet hurricane standards up to 140 mph, this versatile space is climate-controlled by a top-of-the-line Mitsubishi 12,000 BTU energy-efficient HVAC unit. Beyond the sunroom, enjoy an additional screened lanai surrounded by lush, upgraded landscaping that provides exceptional privacy on this oversize corner lot. Whole house surge protector. Painted 3/25. Solivita – Where to Retire Magazine’s Top 50 Master-Planned Community. Make Solivita your home and experience the celebrated active-adult lifestyle on 4,200 acres with 150,000 sq. ft. of exceptional amenities. Located in Kissimmee, Florida (approximately 50 minutes from Walt Disney World and Orlando International Airport), Solivita offers the perfect Florida lifestyle. Community Highlights:36 holes of championship golf (Stonegate Golf Club membership or pay-as-you-play)14 heated pools17 pickleball courts, 9 tennis courts, 4 bocce ball courts, 4 shuffleboard courts, and 3 horseshoe pitsSoft ball diamond & field, billiards room, corn hole, and community garden2 state-of-the-art amenity centers with updated fitness equipment, yoga studio, and meeting rooms3 restaurantsMiles of bike paths, 2 dog parks (small & large), and a tot-lot playground. Over 250 resident clubs. HOA Benefits:Full landscaping and irrigation maintenance for common areas and individual homesites. Road maintenance throughout the community24/7 security with gate guards, mobile patrols, and Polk County Sheriff presence. Automated gate access via license plate readers, Fiber-optic internet and TV service. Convenient New Shopping Across the Street -Poinciana Lakes Plaza (opened Summer 2024) is located directly across from Solivita’s main gate and features Sprouts Farmers Market, T.J. Maxx, Ross, Burlington, Rack Room Shoes, Five Below, Ulta, Outback Steakhouse, First Watch, Five Guys, Urgent Care, dentist, TD Bank, Petco, Hair Cuttery, and more retailers still to come.Don’t miss this magnificent Carnegie. Come live and play in paradise—schedule your private showing today and make Solivita your home.

105 Cupola Loop, Kissimmee
$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
$474,000
4 Beds ⋅ 3 Baths ⋅ Solivita Ph 5-A SubDv. ⋅ 34759 Zip Code
Virtually Staged. Like-New Calabria Model with Water & Conservation Views and Private In-Law Suite! Welcome to this beautifully maintained 2019 Calabria model featuring 4 bedrooms, 3 bathrooms, a private in-law suite with separate entry, and stunning water and conservation views on a . Ideally located just minutes from the Village Amenities Center, this home offers the perfect combination of comfort, privacy, and convenience. Enter through the screened-in front walkway, where you’ll find the private entrance to the in-law suite as well as the impressive leaded-glass front door. Inside, you’ll discover a spacious open-concept living, dining, and kitchen area designed to take full advantage of the beautiful water and conservation views. The large kitchen features a generous eat-at island/bar, abundant cabinetry with convenient pull-out drawers, beautiful quartz countertops, and a walk-in pantry. The adjoining dining area provides a wonderful view of the screened lanai, water, and conservation area. The spacious primary bedroom offers a tray ceiling, ceiling fan, and a peaceful private view of the water and conservation area. The luxurious primary bath features dual sinks, a large custom walk-in shower, and an enormous walk-in closet with enough room to feel like a small bedroom. Two additional guest bedrooms are located on the opposite side of the home, providing privacy for family or guests. These rooms can also easily be used as den, office, or flex spaces, with a conveniently located bathroom between them. The private in-law suite is accessed through its own separate entrance from the screened front walkway and includes a full bathroom, making it ideal for extended family, overnight guests, or a private retreat. Step outside to the screened and covered lanai, where you can relax and enjoy peaceful water and conservation views. It’s the perfect spot for morning coffee, entertaining, or simply enjoying the Florida lifestyle. The spacious two-car garage provides plenty of storage, along with a golf cart hookup and attic storage space. Additional benefits include windows, doors, and construction features designed to meet current hurricane-code standards, which will qualify the home for available new-home and hurricane-protection insurance discounts. The property is also NOT in a flood zone (Zone X). This exceptional Calabria model combines a desirable floor plan, private in-law suite, beautiful views, abundant storage, and a fantastic location near the Village Amenities Center. A must-see home that truly feels like new! The HOA provides exceptional value by covering landscaping maintenance, irrigation, cable TV, and high-speed Internet, allowing you to enjoy a low-maintenance lifestyle in this desirable community. Solivita is a premier 55+ community, offering residents an exceptional lifestyle with state-of-the-art amenities. Enjoy a fully 2 equipped fitness centers, dance and aerobics studios, and an impressive array of recreational options including 14 heated swimming pools, two heated spas, tennis courts, pickleball courts, shuffleboard, bocce ball, billiards, and an art gallery. The community also features three on-site restaurants and two championship 18-hole golf courses. With a full calendar of activities and events, there’s always something new to explore and enjoy. This home is conveniently located near a hospital and medical office complex, and shopping center.

163 Olympus Way, Kissimmee
$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
$540,000
3 Beds ⋅ 3 Baths ⋅ Esplanade At Westview SubDv. ⋅ 34758 Zip Code
What's Special: Larger Lot | Flex Room | Pond View | Gourmet Kitchen. New Construction – Ready Now! Welcome to the Ambra at 5676 Nevis Terrace at Esplanade at Westview! The open-concept living area seamlessly connects the great room, spacious kitchen with a large center island, and views of the covered lanai, creating an inviting space for everyday living and entertaining. A formal dining room is conveniently located near the kitchen for special gatherings. At the back of the home, two private primary suites each feature a walk-in closet and en-suite bathroom. A secondary bedroom and full bathroom are situated at the front of the home, while a spacious laundry room just off the garage entry adds everyday convenience. Additional Highlights Include: a bay window in the primary bedroom, a bay window in the second primary bedroom, gourmet kitchen, tray ceiling package, 8' interior doors, and laundry room sink. Photos are for representative purposes only. MLS#O6432452 Experience resort-style living at Esplanade at Westview in Kissimmee! Enjoy a resort-style pool, Bahama Bar, private cabanas, fitness center, tennis, pickleball, and bocce courts. Relax with spa services, gather around the firepit, or visit the Bark Park with your pup. This thoughtfully designed community offers endless opportunities to stay active, social, and refreshed. Conveniently located near BridgePrep Academy of Osceola charter school.

5676 Nevis Terrace, Kissimmee
$770,000
3 Beds ⋅ 3 Baths ⋅ Esplanade At Westview SubDv. ⋅ 34758 Zip Code
What's Special: Covered Extended Lanai | Pond View | Oversized Garage. New Construction - Model Home Available Now! Welcome to the Pallazio at 4364 Curacao Place in Esplanade at Westview! Blending elegant design with everyday comfort, this thoughtfully crafted home offers a spacious open-concept layout centered around a stunning great room, gourmet kitchen, and casual dining area that flow seamlessly to an expansive outdoor living space. The private primary suite serves as a peaceful retreat, while two secondary bedrooms, a versatile flex room, and formal dining space provide flexibility for work, hosting, or relaxation. With abundant natural gathering spaces and inviting details throughout, this home is designed to make every day feel warm, effortless, and beautifully connected. Additional Highlights Include: upgraded appliance package, 4-foot garage extension and paved back yard. MLS#O6432402 Experience resort-style living at Esplanade at Westview in Kissimmee! Enjoy a resort-style pool, Bahama Bar, private cabanas, fitness center, tennis, pickleball, and bocce courts. Relax with spa services, gather around the firepit, or visit the Bark Park with your pup. This thoughtfully designed community offers endless opportunities to stay active, social, and refreshed. Conveniently located near BridgePrep Academy of Osceola charter school.

4364 Curacao Place, Kissimmee
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