Kissimmee Homes with Trail(s) Amenities

Kissimmee Homes with Trail(s) Amenities

Welcome to Kissimmee, Florida – a vibrant city that perfectly blends the charm of small-town living with the excitement of nearby attractions. Nestled in the heart of Central Florida, Kissimmee is just a stone's throw away from the world-renowned Walt Disney World Resort, Universal Studios, and an array of other theme parks, making it an ideal location for families and adventure seekers alike.

Kissimmee boasts a rich tapestry of cultural experiences, outdoor activities, and community spirit. With its picturesque lakes, lush parks, and scenic trails, residents can enjoy a plethora of recreational opportunities right at their doorstep. The city's historic downtown area features quaint shops, delightful dining options, and local events that foster a strong sense of community.

For those seeking homes in Kissimmee, you’ll be delighted to discover properties that come equipped with exceptional trail amenities. Many neighborhoods in this area offer beautifully maintained trails perfect for walking, jogging, or biking. Imagine starting your day with a refreshing morning stroll along a scenic path, surrounded by nature, or enjoying a leisurely bike ride with family and friends. These trails not only promote an active lifestyle but also provide a serene escape from the hustle and bustle of daily life.

Whether you’re looking for a cozy single-family home or a spacious townhouse, Kissimmee’s real estate market has something for everyone. Embrace the vibrant lifestyle that Kissimmee offers, where adventure meets tranquility, and make this enchanting city your new home!

Newest Kissimmee Homes with Trail(s) Amenities

2605 Emerald Island Boulevard, Kissimmee
$589,900
7 Beds ⋅ 5 Baths ⋅ Emerald Island SubDv. ⋅ 34747 Zip Code
Welcome to your own slice of paradise at 2605 Emerald Island Boulevard in Kissimmee! This beautifully refreshed property is ready to welcome its next owner, featuring stylish vinyl flooring throughout, fresh interior and exterior paint, and a host of thoughtful upgrades. Unwind and enjoy the Florida lifestyle with a resurfaced pool, pool heater, and freestanding hot tub—perfect for relaxing after a day of fun. Inside, enjoy the comfort of updated furnishings, new king and queen mattresses, a Nest system, and a well-equipped kitchen with updated appliances. Major improvements include a newer roof and updated AC systems, offering added peace of mind. With so many desirable features and improvements, this inviting property is ready for you to move in, relax, and start enjoying all that Kissimmee has to offer!

2605 Emerald Island Boulevard, Kissimmee
4276 Barbuda Lane, Kissimmee
$475,000
3 Beds ⋅ 4 Baths ⋅ Esplanade At Westview SubDv. ⋅ 34758 Zip Code
What's Special: Dedicated Study| Premium Location. New Construction - Ready Now! Welcome to the Farnese at 4276 Barbuda Lane in Esplanade at Westview! A thoughtfully designed one-story retreat featuring three bedrooms, a private study, and three-and-a-half baths. The bright kitchen with a large island flows effortlessly into the casual dining area and spacious great room, creating the perfect setting for everyday living and entertaining. Tucked away for added privacy, the primary suite offers a relaxing escape with a spa-inspired bath and generous walk-in closet. Two secondary bedrooms provide comfortable accommodations for family or guests, while the covered lanai extends your living space outdoors. A two-car garage and convenient laundry room complete this warm and inviting home. Additional Highlights Include: gourmet kitchen, pocket sliding glass door at great room, 4' garage extension, 8' interior doors, and single pocket door at secondary bath. Photos are for representative purposes only. MLS#O6450079 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.

4276 Barbuda Lane, Kissimmee
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
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