Kissimmee Homes with Trail(s) Amenities

Kissimmee Homes with Trail(s) Amenities

Located in the heart of Florida, Kissimmee is a vibrant city that offers a perfect blend of natural beauty, entertainment, and a welcoming community. Situated in Osceola County, Kissimmee is a popular destination for both tourists and residents alike.

Known for its proximity to world-famous theme parks like Walt Disney World Resort and Universal Orlando Resort, Kissimmee is a dream location for those seeking a fun-filled lifestyle. But beyond the theme parks, Kissimmee has much more to offer.

One of the standout features of the city is its Homes with Trail(s) amenities. True to its name, Kissimmee boasts a variety of homes that are nestled within communities offering scenic walking, jogging, and biking trails. These amenities provide residents with the opportunity to stay active and enjoy the beautiful Florida weather year-round.

Living in a community with trail amenities not only promotes a healthy lifestyle but also fosters a sense of community. Residents can meet their neighbors while enjoying their favorite outdoor activities, creating lasting friendships and connections.

Whether you're a nature enthusiast, a fitness enthusiast, or simply someone who enjoys the outdoors, Kissimmee's Homes with Trail(s) amenities are sure to appeal to you. Experience the best of both worlds – the excitement of city living and the tranquility of nature – in the beautiful city of Kissimmee, Florida.

Newest Kissimmee Homes with Trail(s) Amenities

2 Beds ⋅ 2 Baths ⋅ Solivita Ph 07a SubDv. ⋅ 34759 Zip Code

Step into this beautiful BOCA RATON model with its SERENE CONSERVATION VIEWS, watch the wild life in your backyard from the privacy of your own Lanai. This home offers WORRY FREE living as a NEW ROOF was installed in 2025, NEW HVAC installed in 2022 & NEW HOT WATER HEATER in 2017. This original OWNER has meticulously maintained & loved this home with its 8 FOOT DOORS & SLIDERS, CUSTOM window treatments, 5 1/4 INCH baseboards & interior drywall with its ROUNDED corners. The KITCHEN has rich wood UPPER CABINETS & LOWER cabinets offer convenient PULL-OUT DRAWERS. Enjoy your morning coffee in the BREAKFAST NOOK with lovely BAY WINDOWS, kitchen affords spacious PANTRY closet, STONE COUNTERS, kitchen ISLAND and extended BAR/COUNTER that opens onto the GREAT ROOM with accent pendant lighting. This 2 BEDROOM, 2 BATHROOM with versatile DEN home offers a wonderful sough after OPEN FLOOR PLAN. The rear SCREENDED (26.4 x 10.0) LANAI is accessed via Sliding glass door where you can appreciate nature, while entertaining family & friends. The PRIMARY BEDROOM is quite spacious & can access the Lanai as well. The ENSUITE BATHROOM affords a large WALK-IN CLOSET, RAISED VANITY with DUAL SINKS, private WATER CLOSET & WALK-IN SHOWER. BEDROOM 2 is conveniently located next to the HALL BATHROOM for convenience. The DEN is located off the foyer area and has DOUBLE DOORS for privacy. The LAUNDRY room features Washer/Dryer, separate UTILITY SINK & UPPER CABINETS for ADDITIONAL STORAGE. The garage has a scuttle with a easy to access PULL-DOWN ATTIC LADDER designed for safety. This homes exterior is well landscaped, has a sprinkler system (maintained by the HOA), front & rear GUTTERS & DOWNSPOUTS, brick paved driveway & walkway to the FRONT COVERED ENTRY. SOLIVITA is a PREMIER 55+ COMMUNITY with resort style living for ACTIVE ADULTS. Two Golf courses, 14 Pools, Dog Park, Kids Playground, Pickleball, Tennis, Softball diamond & OVER 200 clubs for all your social interaction with friends. The HOA maintains the LANDSCAPING & IRRIGATION systems for the common areas as well as individual homesites, FIBER Optic Internet & TV service. MANNED 24hour SECURITY GUARD located at all gates & AUTOMATED GATE ACCESS for residents via license plate reader & POLK County Sheriff provide private mobile patrol detail. Hospital, Banks, Pharmacy, Restaurants, Sprouts Grocery store & other shopping is located just outside the MAIN SOLIVITA GATE in the Poinciana Lakes Plaza. Schedule a showing & start living the "SOLIVITA LIFE" today.

280 Indian Wells Avenue, Kissimmee

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

Reunion Ph 2 Prcl 3 SubDv. ⋅ 34747 Zip Code

Take advantage of this unique lot to build a one-of-a-kind residence at **1523 Fairview Circle**, a beautiful water-view homesite located in the desirable Patriots Landing neighborhood of Reunion Resort. Positioned directly across from the community lake and fountain, this lot offers a peaceful setting and an attractive backdrop for the custom home you have always envisioned. Imagine enjoying morning views of the water, relaxing evenings on your future lanai, and colorful Florida sunsets from a home designed around your lifestyle. Whether your plans include a primary residence, vacation getaway, or luxury investment property, this homesite offers an exceptional opportunity to build within one of Central Florida’s most recognized resort communities. The sellers have already explored several exciting design and construction possibilities for the property and will make the information they have gathered available to the new owner, providing a helpful starting point when planning the future residence. Patriots Landing is known for its distinctive coastal-inspired architecture, mature landscaping, and welcoming neighborhood atmosphere. Reunion Resort offers an impressive lifestyle with three signature golf courses, resort-style pools, a water park, onsite dining, recreational activities, and rooftop views of the surrounding attractions and nightly theme-park fireworks. Conveniently located near Walt Disney World, major theme parks, shopping, dining, and Central Florida’s primary roadways, this homesite combines tranquility, resort living, and accessibility. Opportunities to purchase a premium water-view lot in Patriots Landing are limited. Secure this special homesite and begin creating a custom property designed to reflect your vision, goals, and lifestyle.

1523 Fairview Circle, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Terraces E Village Condo P3 SubDv. ⋅ 34747 Zip Code

Beautiful and rarely available 3-bedroom, 2-bath first-floor condo in Celebration’s East Village with desirable east exposure and a bright, open layout. This fully updated home features stainless steel appliances, quartz kitchen countertops, marble bath surfaces, ceramic tile flooring throughout, and plantation shutters. Freshly Painted. New Washer/Dryer. The spacious primary suite offers a tray ceiling, walk-in closet, and ensuite bath. Enjoy a private wraparound patio with peaceful, open views. The unit faces Blue Sage St. and is just a short walk to the East Village pool, with easy access to downtown Celebration, Disney, major highways, and Orlando attractions. Includes a detached 1-car garage.

855 Blue Sage Street Unit 102, Celebration

4 Beds ⋅ 2 Baths ⋅ Westview SubDv. ⋅ 34758 Zip Code

Under Construction. What's Special: Appliances & Blinds Included | Oversized Patio | Extended Lot. New Construction - September Completion! Welcome to the Goldfinch at 5484 Isla Saona Drive in Westview! This thoughtfully designed single-story home offers four bedrooms, two bathrooms, and an open-concept layout ideal for everyday living and entertaining. The spacious great room flows seamlessly into the dining area and well-appointed kitchen, featuring a central island, pantry, and easy access to the lanai for indoor-outdoor enjoyment. Tucked away for privacy, the primary suite includes a walk-in closet and dual-sink bathroom, while three secondary bedrooms and full bath provide flexibility for guests, hobbies, or a home office. A dedicated laundry room and attached two-car garage provide added convenience to the home. Welcome to Westview! Here, you can wake up to fresh morning air and the natural sounds of the outdoors in a thoughtfully planned community. You are surrounded by protected wetlands, forested uplands, ponds, open space, and miles of trails that invite you to explore right outside your door. Westview is ideally located near Poinciana Parkway in Kissimmee, Florida, placing you close to Lake Toho, Kissimmee Lakefront Park, Old Town, Walt Disney World, and more. This is a neighborhood where nature, convenience, and everyday adventure come together. Additional Highlights Include: Laundry package, refrigerator, and whole house blinds. MLS#O6428805

5484 Isla Saona Drive, Kissimmee

7 Beds ⋅ 5 Baths ⋅ Terra Verde Ph 02 SubDv. ⋅ 34746 Zip Code

Turnkey upscale seven-bedroom vacation home in the guard-gated Terra Verde Resort community. This spacious furnished property features a private south-facing screened pool and spa with peaceful pond views, providing an attractive setting for both personal use and short-term-rental guests.The kitchen and bathrooms have been extensively renovated with updated cabinetry, counters, fixtures and contemporary finishes. The attached two-car garage is currently configured as a game and entertainment room with pool table and additional games. Additional highlights include a first-floor primary suite, multiple living and dining spaces, high ceilings, an inside laundry room and abundant guest accommodations. The roof was replaced under a finalized permit in 2018.Furnishings are included, subject to agreed exclusions. Terra Verde amenities include a guarded entrance, clubhouse, resort pool and spa, fitness center, playground, sports courts, mini golf, community recreation areas and catch-and-release fishing. Conveniently located near Walt Disney World, shopping, dining and Central Florida attractions.

182 Hideaway Beach Lane, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Kindred Ph 3b 3c & 3d SubDv. ⋅ 34744 Zip Code

The Harper floorplan offers a 4-bedroom, 2-bathroom home with 1,665 sq ft of living space. Features include quartz and Revwood floors, an open layout, a spacious living room with natural light, a chef's kitchen with quartz countertops and stainless steel appliances, and a primary suite with a private ensuite bathroom. This all concrete block construction home also includes smart home technology for control via smart devices. *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.*

1856 Howard Mesa Drive, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Solivita Ph 07b2 SubDv. ⋅ 34759 Zip Code

Bring your vision and transform this spacious 2,320 sq. ft. home into something truly special. This home offers an incredible chance to customize the well-designed Ambra floor plan in one of Central Florida's most sought-after 55+ communities. Inside, you'll find dual primary suites, each with a large en suite bathroom and generous closet space, plus an additional bedroom, full bathroom, and a flex room that can serve as a home office, hobby room, guest space, or formal dining room. The open-concept layout features a large kitchen island overlooking the living area, creating the perfect foundation for modern living and entertaining. The location is hard to beat—this home backs up to one of Solivita's many clubhouses, putting resort-style amenities just steps away, including a pool, tennis courts, pickleball courts, dining, and more. Located in Solivita, residents enjoy an active lifestyle with multiple clubhouses, fitness centers, indoor and outdoor pools, walking trails, golf, social clubs, dining options, and countless activities designed to keep every day as active or relaxing as you choose. For the buyer who can see the potential, this home presents a rare opportunity to create value in an exceptional community. Motivated sellers - bring offers!

766 Carmel Lane, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Knightsbridge 50s SubDv. ⋅ 34746 Zip Code

Under Construction. Experience one of Lennar’s most popular open floorplans, the Dover, with three bedrooms and two bathrooms. The open kitchen has a large pantry and overlooks the family room and cafe, making it easier to bring everyone together for meals or family time. Enjoy your morning coffee on either the covered front porch or the back patio just off the cafe. The owner suite features an oversized walk in closet and his and her sinks. A 2-car garage provides convenience as well as additional storage if needed. 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.

5222 Worchester Drive, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Villa Sol Ph 02 Village 03 SubDv. ⋅ 34744 Zip Code

WELCOME TO 3028 CAMINO REAL DR S – YOUR PRIVATE POOL HOME IN THE UPSCALE GATED COMMUNITY OF VILLA SOL! Welcome to this beautiful pool home offering the perfect blend of comfort, privacy, and resort-style living in one of Kissimmee's most desirable communities. Whether you're searching for your primary residence, a vacation home, or an investment opportunity, this move-in-ready property checks all the boxes. Step inside to a spacious, open-concept floor plan filled with natural light, featuring generous living and dining areas that are perfect for everyday living and entertaining. The well-appointed kitchen offers ample cabinet and counter space and overlooks the main living area, making it ideal for gatherings. The spacious primary suite serves as a private retreat with a walk-in closet and en-suite bathroom, while the additional bedrooms provide flexibility for family, guests, or a home office. Step outside to your private screened-in pool, where you can relax, entertain, or enjoy Florida's year-round sunshine in your own backyard oasis. Located in the highly sought-after Villa Sol gated community, residents enjoy resort-style amenities including a clubhouse, community pool, fitness center, tennis courts, playground, walking trails, and beautifully maintained grounds. Conveniently located just minutes from Lake Nona Medical City, Orlando International Airport, SR-417, Florida's Turnpike, shopping, dining, golf courses, and world-famous attractions including Walt Disney World, Universal Orlando, and SeaWorld. Don't miss this incredible opportunity to own a private pool home in an unbeatable location. Schedule your private showing today before it's gone!

3028 Camino Real Drive S, Kissimmee

5 Beds ⋅ 3 Baths ⋅ Kindred Ph 2a SubDv. ⋅ 34744 Zip Code

Under Construction. Kindred presents the Hayden. This amazing all concrete block construction single-family home features 5 bedrooms and 3 bathrooms optimizing living space with an open concept layout. The kitchen overlooks the dining area and great room, while having a view to the covered lanai outside. Ample windows and a set of sliding glass doors allow lighting into the living area. The well-appointed kitchen features an island with bar seating, beautiful quartz countertops and stainless-steel appliances, making entertaining a breeze. The first floor also features a flex room that provides an area for work or play, a bedroom, and full bathroom. As we head up to the second floor, we are greeted with bedroom one that features an en suite bathroom as well as three additional bedrooms that surround a second living area, a full bathroom, and a laundry area. Like all homes in Kindred, the Hayden 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.*

1519 Beechmont Drive, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Emerald Island Resort Ph 2 SubDv. ⋅ 34747 Zip Code

This three-bedroom, two-and-a-half-bath townhouse sits within Emerald Island Resort, a guard-gated community, offering 24-hour security, resort-style amenities, and ideal accessibility to shopping, dining, and entertainment. Tile flooring throughout the main living area provides durability and low-maintenance surfaces. The outdoor living space is built into the home's design with a primary suite balcony providing a private retreat and a covered lanai extending the living area, offering a flexible space for relaxation or entertaining. The secure community setting delivers peace of mind with controlled access and 24-hour monitoring along with plenty of recreation activities including a clubhouse, fitness center, sauna, cybercafé, multiple pools, tiki bar, playground, mini golf, 11 miles of nature trails, and tennis/pickleball, basketball, and beach volleyball courts. The location delivers genuine convenience to major attractions and daily destinations. Island H2O Water Park is close by, while Disney's Animal Kingdom and Celebration Golf Club sit just minutes away. Sunset Walk Shopping and Formosa Gardens Village offer retail access nearby, with proximity to Disney, Target, Publix, Walmart, Aldi, and numerous dining and shopping centers rounding out this bustling area. Whether you want to explore Central Florida or Tampa, convenient access to SR-429 and I-4 ensure daily adventures are a breeze. This townhouse positions you near both entertainment and practical services, making daily life and weekend activities effortless. The property presents opportunity for buyers ready to personalize and update. Schedule your private showing today to explore this property and all that this area has to offer.

8407 Blue Lagoon Drive, Kissimmee

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