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, where the charm of small-town living meets the excitement of big-city attractions. Known for its close proximity to world-renowned theme parks, including Walt Disney World and Universal Studios, Kissimmee offers a unique blend of adventure and tranquility. With its sunny weather, beautiful lakes, and lush landscapes, this city is an ideal destination for families, retirees, and anyone seeking a vibrant lifestyle.

One of the standout features of Kissimmee is its array of homes that boast exceptional trail amenities. Imagine stepping outside your front door and finding picturesque trails that wind through scenic parks and nature preserves. These trails provide not only a perfect setting for leisurely strolls and invigorating jogs but also an opportunity to connect with nature right in your backyard. Whether you're a fitness enthusiast or simply enjoy the serenity of a morning walk, these homes cater to your active lifestyle.

Kissimmee's neighborhoods with trail amenities are designed to foster a sense of community, encouraging residents to engage with one another while enjoying the great outdoors. Picture weekend bike rides with family or friendly dog walks with neighbors, all set against the backdrop of Florida's stunning landscapes.

With a rich cultural heritage, diverse dining options, and a plethora of recreational activities, Kissimmee is not just a place to live; it's a place to thrive. Explore the homes with trail amenities in this enchanting city and discover your perfect slice of paradise in Kissimmee, where every day feels like a vacation!

Newest Kissimmee Homes with Trail(s) Amenities

930 Spring Park Street Unit 102, Celebration
$549,000
3 Beds ⋅ 2 Baths ⋅ Spring Park Terraces Condo Ph 11 SubDv. ⋅ 34747 Zip Code
Enjoy the best of Celebration living in this beautifully located first-floor condo directly across from the community pool! Relax on the wonderful porch overlooking the park, the perfect spot to enjoy your morning coffee or unwind at the end of the day. The home features ceramic tile throughout, convenient electric blinds, and a one-car garage. Ideally situated near downtown Celebration, you’ll enjoy easy access to charming shops, restaurants, walking paths, and the unique small-town atmosphere that makes Celebration so special. Don’t miss this opportunity to enjoy comfort, convenience, and an exceptional location!

930 Spring Park Street Unit 102, Celebration
5783 Portico Place, Kissimmee
$420,000
4 Beds ⋅ 3 Baths ⋅ Westview SubDv. ⋅ 34758 Zip Code
What's Special: Appliances & Blinds Included | Walk-In Closets | No Rear Neighbors. New Construction – Ready Now! Welcome to the Boca Grande at 5783 Portico Place in Westview! This two-story home offers 4 bedrooms, 2.5 baths, and flexible living spaces. The open-concept kitchen flows into the great room and dining area, creating a warm and inviting setting for everyday moments and special gatherings alike. A spacious flex room with a dramatic two-story ceiling provides endless possibilities for a home office, playroom, or media space. Upstairs, the private primary suite offers a relaxing retreat with a spacious bath and walk-in closet, while three additional bedrooms and a full bath provide comfort for family and guests. Complete with a covered lanai, welcoming front porch, and 2-car garage, this home balances functionality, comfort, and modern style. 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. 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 and refrigerator. Photos are for representative purposes only. MLS#O6449492

5783 Portico Place, Kissimmee
5545 Isla Saona Drive, Kissimmee
$390,000
4 Beds ⋅ 3 Baths ⋅ Westview SubDv. ⋅ 34758 Zip Code
Under Construction. What's Special: Backs to Greenbelt | Appliances & Blinds Included | Garden View | Loft. New Construction – November Completion! Welcome to the Cardinal at 5545 Isla Saona Drive in Westview! Discover the comfort and flexibility of this thoughtfully designed two-story home filled with natural light. Just beyond the welcoming foyer, the open-concept great room, dining area, and modern kitchen come together to create an inviting space for everyday living and entertaining. A secondary bedroom and full bathroom on the main level provide added convenience for guests or a home office. Upstairs, the private primary suite serves as a relaxing retreat with a dual-sink vanity, walk-in shower, and spacious walk-in closet. Two additional bedrooms, a full bathroom, a versatile loft, and a convenient laundry room complete the second floor. 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: all appliances included, and window blinds throughout. MLS#O6449351

5545 Isla Saona Drive, Kissimmee
5327 Loggia Lane, Kissimmee
$362,000
4 Beds ⋅ 3 Baths ⋅ Westview SubDv. ⋅ 34758 Zip Code
Under Construction. What's Special: Close to Amenities | 2nd Floor Laundry Room. New Construction - October Completion! Welcome to the Eagle at 5327 Loggia Lane in Westview! This spacious two-story home is thoughtfully designed for both everyday living and entertaining. The main level features an open-concept great room, dining area, and kitchen that create a bright and welcoming gathering space, while a convenient half bathroom, drop zone, and pantry add functionality. Upstairs, a loft provides additional living space. The primary suite offers a generous bedroom, bathroom, and large walk-in closet, while three secondary bedrooms and an additional full bathroom provide comfort for family and guests. This home also includes whole house blinds, a washer and dryer, and a GE side-by-side refrigerator, making move-in day even easier. 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: extended LVP flooring on mail level. Photos are for representative purposes only. MLS#

5327 Loggia Lane, Kissimmee
5351 Loggia Lane, Kissimmee
$359,444
4 Beds ⋅ 3 Baths ⋅ Westview SubDv. ⋅ 34758 Zip Code
Virtually Staged. Under Construction. What's Special: Close to Amenities | Deep Lot | Appliances & Blinds Included. New Construction – November Completion! Welcome to the Eagle at 5351 Loggia Lane in Westview! This two-story home offers four bedrooms, flexible living spaces, and modern comfort throughout. The open-concept main level features a spacious great room that flows seamlessly into the kitchen and dining area, creating an inviting space. A kitchen island, walk-in pantry, and convenient drop zone add style and function to the home. Upstairs, the private primary suite offers a relaxing retreat with a spacious bath and walk-in closet, while three secondary bedrooms and a loft provide room to grow, gather, or work from home. Step outside to the patio and enjoy effortless indoor-outdoor living in every season. 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 2" faux blinds throughout. Photos are for representative purposes only. MLS#O6449335

5351 Loggia Lane, Kissimmee
5315 Loggia Lane, Kissimmee
$320,000
3 Beds ⋅ 2 Baths ⋅ Westview SubDv. ⋅ 34758 Zip Code
Under Construction. What's Special: Appliances & Blinds Included | Close to Amenity Center. New Construction - November Completion! Welcome to the Canary at 5315 Loggia Lane in Westview! This thoughtfully designed one-story home offers an open-concept layout perfect for everyday living and entertaining. The kitchen overlooks the dining area and great room, creating a bright and connected gathering space. Tucked at the rear of the home, the private primary suite features a spacious walk-in closet and well-appointed bathroom. Two secondary bedrooms share a nearby bathroom, while a versatile flex room near the foyer provides the ideal space for a home office, hobby room, or play area. Enjoy outdoor relaxation on the patio and the convenience of a two-car garage. 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#O6449332

5315 Loggia Lane, Kissimmee
5309 Loggia Lane, Kissimmee
$369,000
5 Beds ⋅ 4 Baths ⋅ Westview SubDv. ⋅ 34758 Zip Code
Under Construction. What's Special: 1st Floor Guest Suite | Close to Amenity Center | 5th Bedroom | Appliances Included. New Construction - November Completion! Welcome to the Falcon at 5309 Loggia Lane in Westview! This beautifully designed two-story home offers five bedrooms, three-and-a-half baths, and flexible spaces to fit every stage of life. The open-concept kitchen, complete with a large island and pantry, flows into the dining area and great room, creating a warm and welcoming atmosphere for gathering and entertaining. A first-floor secondary bedroom with ensuite full bath provides added convenience. Upstairs, the primary suite offers a peaceful retreat with a generous walk-in closet and private bath, while three additional bedrooms, a loft, and a laundry room. Enjoy outdoor living on the patio and the convenience of a two-car garage. 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: GE refrigerator, laundry package, and whole house blinds. MLS# O6449315

5309 Loggia Lane, Kissimmee
5326 Loggia Lane, Kissimmee
$356,000
4 Beds ⋅ 2 Baths ⋅ Westview SubDv. ⋅ 34758 Zip Code
What's Special: Appliances & Blinds Included | Lake View | Premium View. New Construction – Ready Now! Welcome to the Goldfinch at 5326 Loggia Lane in Westview! Enjoy easy single-story living in this thoughtfully designed home with an open-concept layout that brings the great room, dining area, and kitchen with a central island together in one inviting space. The private primary suite is tucked away at the back of the home and features a dual-sink vanity, walk-in closet, and spacious shower. Three secondary bedrooms and a full bathroom are conveniently located near the front of the home. A covered lanai extends the living space outdoors, creating the perfect setting to relax, entertain, and enjoy the Florida lifestyle. 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: all appliances included, and window blinds throughout the home. Photos are for representative purposes only. MLS#O6449302

5326 Loggia Lane, Kissimmee
5464 Crown Point Road, Kissimmee
$335,000
3 Beds ⋅ 3 Baths ⋅ Westview SubDv. ⋅ 34758 Zip Code
What's Special: Pond View | Appliances & Blinds Included | New Rear Neighbors. New Construction - Ready Now! Welcome to the Dove at 5464 Crown Point Road in Westview! A charming two-story retreat featuring three bedrooms, two-and-a-half baths, and inviting spaces designed for connection and comfort. The open-concept kitchen with a central island flows into the dining area and spacious great room. Upstairs, the private primary suite offers a relaxing escape with a generous walk-in closet and well-appointed bath, while two secondary bedrooms and a convenient laundry room complete the second floor. Enjoy peaceful mornings on the front porch and outdoor gatherings on the patio, all complemented by the convenience of a two-car garage. 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: GE refrigerator, laundry package, vertical blinds on all sliding glass doors, and whole house blinds. Photos are for representative purposes only. MLS#O6449293

5464 Crown Point Road, Kissimmee
2540 Folio Way, Kissimmee
$365,000
3 Beds ⋅ 2 Baths ⋅ Tapestry SubDv. ⋅ 34741 Zip Code
This is the one you’ve been waiting for. Beautifully updated, move-in ready, and offered at an exceptional value, this stunning Iris model by Mattamy Homes is located inside the highly sought-after, 24-hour guard-gated Tapestry community in Kissimmee. Built in 2016 and offering 1,824 square feet of thoughtfully designed living space, this 3-bedroom, 2-bath PLUS A FLEX ROOM, perfect for a Home Office home delivers the space, style, location, and resort-inspired lifestyle buyers are looking for in Central Florida. FRESHLY PAINTED INSIDE AND OUT, the home feels bright, modern, and ready for its next owner. Step inside to an open and inviting floor plan filled with natural light, elegant tile flooring, and a seamless flow between the main living, dining, and kitchen areas perfect for entertaining, family gatherings, or simply enjoying everyday life. At the heart of the home is a beautiful contemporary kitchen featuring gorgeous cabinetry, quartz countertops, a stylish tile backsplash, stainless steel appliances, and a spacious center island. Whether you're preparing dinner, hosting friends, or enjoying your morning coffee, this kitchen combines functionality with the clean, modern look today’s buyers want. The spacious primary suite offers a private retreat with two walk-in closets and a well-appointed ensuite bathroom featuring dual vanities, a walk-in shower, and a relaxing garden tub. Two additional bedrooms provide flexibility for family, guests, or whatever best fits your lifestyle. And the lifestyle doesn’t stop at your front door. Living in Tapestry feels like having a resort in your own neighborhood. Residents enjoy a zero-entry resort-style pool, splash pad, clubhouse, state-of-the-art fitness center, yoga and movement studio, sports fields, playgrounds, BBQ areas, dog park, and scenic walking and biking trails—all within a secure, 24-hour guard-gated community. The location makes this home even more attractive. It is just a few steps away from Renaissance Charter School at Tapestry, serving grades K–8, and just minutes from The Loop shopping center, restaurants, entertainment, major highways, Orlando International Airport, and Walt Disney World Resort. This prime location puts schools, shopping, dining, and some of Central Florida’s most popular destinations within easy reach. Whether you're searching for your primary residence, a Florida second home, or an investment opportunity, this property stands out for its condition, location, amenities, security, and exceptional value in today’s market. Opportunities like this in Tapestry don’t come around often. Schedule your private showing today and see why this home deserves to be at the top of your list. ***SOME PHOTOS WITH FURNITURE HAVE BEEN VIRTUALLY STAGED FOR ILLUSTRATIVE PURPOSES ONLY, PROPERTY OFFERED UNFURNISHED***

2540 Folio Way, Kissimmee
7484 Estuary Lake Loop, Celebration
$885,000
4 Beds ⋅ 3 Baths ⋅ Celebration Island Village Ph 1b SubDv. ⋅ 34747 Zip Code
Virtually Staged. Stunning Single-Family Home in Celebration FL (Island Village) Welcome to The Hayden model by Mattamy Homes, a brilliantly designed two-story residence offering 4 bedrooms, 2.5 bathrooms, a flex room/office, optimized living space and full of upgrades and features like the welcoming foyer with a distinctive tray ceiling that creates an elegant first impression, upgraded lighting, wood flooring, wrought-iron staircase details, tray ceiling in the primary suite and , private balcony, walk-in glass shower, the extended driveway, and fenced backyard with covered lanai. This home checks every single box on your wish list! The main level features an inviting open-concept layout connecting the living, dining, and chef-ready kitchen complete with modern finishes,white shaker kitchen cabinetry and gold hardware, granite countertops, a large kitchen island, gas range, double oven, and ample counter space. This floor is highlighted by a spacious dedicated office or flex room, offering an ideal setup for a home workspace or study. Upstairs, you will find the private primary suite with a nice walk-in closet and en-suite bath. A standout feature of this specific home is its private, oversized balcony, a rare upgrade that provides a perfect space to enjoy your morning coffee or take in the sunny Florida views. This second floor is accompanied by three additional well-proportioned bedrooms for family and guests. Topping it all off, this exceptional property is situated on a desirable CORNER LOT, featuring a nice side BACKYARD and an EXTENDED LONG DRIVEWAY a true premium rarity in Celebration that offers unmatched parking convenience. Complete with a 2-car garage equipped with a cooling system for added comfort and versatility, this home places you right in the heart of Island Village in Phase 1, with easy access to highways, restaurants, theme parks, shopping, resort-style amenities, and walking/biking trails, all wrapped in wonderful community charm. Don't look any further. This home has it all! Call Today to schedule your private tour!

7484 Estuary Lake Loop, Celebration
9012 Carlotta Way, Kissimmee
$274,999
3 Beds ⋅ 3 Baths ⋅ Murano At Westside SubDv. ⋅ 34747 Zip Code
Original owner since construction in 2019, this three-bedroom, two-and-a-half-bath end-unit townhome offers 1,674 square feet of living space in Murano at Westside. Positioned at the end of its building, the home shares a wall on only one side, providing added separation from neighboring residences. Built by D.R. Horton, the Kelsey floor plan combines an open main living area, comfortable bedrooms, and an attached one-car garage. The main floor brings the kitchen, dining, and living areas together, providing an easy flow for entertaining and everyday living. Ceiling fans throughout add comfort, while sliding glass doors open to the newly screened, covered back porch. With room for a dining table and seating, this inviting outdoor space overlooks the lawn behind the home and offers a comfortable setting for morning coffee or evenings with guests. Upstairs, the primary suite features an adjoining bathroom with dual sinks and a glass-enclosed shower. Two additional bedrooms offer flexibility for visiting guests, a home office, or hobbies, while upstairs laundry keeps an everyday task conveniently close to the bedrooms. The roof, HVAC system, and water heater date to the home’s 2019 construction. Murano at Westside offers a community swimming pool, cabana with shaded seating, playground, basketball court, walking trails, and neighborhood sidewalks and green spaces. Whether spending an afternoon by the pool, taking a walk, or enjoying a game with friends, there are plenty of ways to enjoy time outdoors close to home. Shopping and dining along the nearby US-192 corridor, along with access to Walt Disney World and the area’s attractions, add to the location’s appeal. With its end-unit setting, practical layout, and inviting outdoor living space, this home offers an opportunity to settle into Central Florida living and make it your own. Book your private showing today! Monthly HOA fees total $246 and include internet, grounds maintenance, and access to the community pool and amenities.

9012 Carlotta Way, Kissimmee
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