Osceola Homes with Trail(s) Amenities

Osceola Homes with Trail(s) Amenities

Osceola County, located in Florida, is a vibrant area known for its natural beauty and outdoor recreational opportunities. Home to a variety of communities that cater to outdoor enthusiasts, Osceola County offers a range of properties with trail amenities.

Homes with trail amenities are a popular choice for those who enjoy an active lifestyle and want easy access to walking, jogging, or biking paths. Living in a community with trails allows residents to stay active and enjoy the great outdoors right in their neighborhood.

Osceola County's trail amenities provide a unique opportunity to explore the area's natural surroundings while promoting health and wellness. Whether you're looking for a leisurely stroll or a challenging hike, homes with trail amenities in Osceola County offer something for everyone.

If you're considering a move to Osceola County and value the benefits of living in a community with trail amenities, explore the real estate options available in this beautiful region of Florida.

Newest Osceola Homes with Trail(s) Amenities

$420,000
4 Beds 2 Baths Deer Run Estates Ph 2 SubDv. 34772 Zip Code
Why wait for new construction when this home is available NOW and priced competitively, with the upgrades already completed? Welcome to this move-in ready home in the highly desirable Deer Run Estates community, offering the popular 1989 floor plan by KB Homes a thoughtfully designed one-story floorplan known for its functionality, comfort, and modern appeal. This 4-bedroom 2-bathroom home with a 2 car garage features 1989 square feet of living space and all-concrete block construction, providing durability and peace of mind. The open-concept layout is ideal for both everyday living and entertaining, with a spacious upgraded kitchen overlooking the living and dining areas and extending seamlessly to a covered lanai and a fully fenced in yard, perfect for indoor-outdoor living. The kitchen is well-appointed with upgraded stainless steel appliances, a large center island, a full water filtration system with reverse osmosis drinking water, and a pantry offering ample storage. Luxury Vinyl Plank flooring runs throughout the main living areas and wet spaces, while all guest bedrooms feature comfortable carpeting and closets, allowing flexibility for bedrooms, office space, or additional uses. The primary suite is privately located at the rear of the home and includes an en-suite bathroom with double vanity, walk-in closet, and generous space for daily routines. Three additional bedrooms share a secondary bathroom, and the home is complete with a dedicated laundry room with privacy doors and a spacious two-car garage. The existing solar system helps reduce monthly utility costs, providing energy efficiency and potential long-term savings. Conveniently located approximately 30 minutes from Lake Nona and the popular Boxi Park entertainment district, you'll have easy access to dining, shopping and medical facilities. Cocoa Beach and the Kennedy Space Center are only about an hour away, making beach days and Space Coast adventures easily accessible. Schedule your private showing today and take advantage of move-in ready new construction without the wait!

3832 Pronghorn Dr, St Cloud

$654,900
7 Beds 6 Baths Emerald Island Resort Ph 4 SubDv. 34747 Zip Code
Turnkey short-term rental home, minutes to Disney! Discover a rare opportunity to own this stunning 7 bedroom, 6 bathroom pool home in the sought after Emerald Island Resort. Boasting the largest layout in the community at 3,667 sq. ft., this home is perfectly suited as a vacation getaway, income-generating investment, or forever family home. Enjoy unparalleled waterfront views framed by lush wooded backdrops, creating a serene and private retreat. The expansive screened lanai, which spans the length of the house, features a partially covered area ideal for year round entertaining. Relax by the sparkling South facing private pool and spa and take in the ultimate Florida lifestyle. Step inside to find a well designed floor plan with ample living space, ideal for families or hosting guests. The stylish kitchen is a chef’s dream with abundant cabinet and countertop space, a breakfast bar, and a breakfast nook overlooking the huge living room and pool, your new favorite spot for morning coffee or casual dining. The main floor also features two bedrooms, a formal dining room and the charming “Harry Potter” closet for extra fun and storage. The upper level is thoughtfully divided by two staircases. One leads to a loft sitting area and three themed bedrooms and the other leads to two additional themed bedrooms, all designed for comfort, as five of the bedrooms feature en-suite bathrooms, while the remaining two share a convenient Jack and Jill bath. The 3 car garage has been transformed into an entertainment haven with air conditioning, complete with a mini movie theatre (seating for 8) and a game room with a pool table. Updates include: A brand new roof (11/24), a new pool heater (04/24), newer exterior paint (01/22) and a newer A/C and heat pump (11/20), replumbed A/C lines (2024) and spa actuators replaced (2024). As part of this premier gated community, you’ll enjoy access to an impressive clubhouse with a resort-style pool, Tiki bar, fitness center, sauna, and sundry shop. Other amenities include tennis and pickleball courts, volleyball, basketball, bike rentals, and 11 acres of natural walking trails. The prime location is conveniently located near Orlando’s major attractions, including theme parks, outlet shopping, restaurants, Promenade at Sunset Walk, and Island H2O Live! water park. This home comes fully furnished and equipped with a strong rental history, ready to generate income as a short term rental or provide your family with a wonderful retreat. Schedule your tour today and experience the ultimate Florida lifestyle in this stunning property.

8557 La Isla Drive, Kissimmee

$4,495,000
4 Beds 4 Baths Celebration Village Unit 2 SubDv. 34747 Zip Code
Welcome to Crescentwood, a truly rare offering in the Main Village of Celebration, a fully reimagined estate set across two homesites, creating a scale and presence seldom found within the community. Thoughtfully renovated with high-end materials and custom finishes throughout, the residence blends timeless architecture with modern luxury in a way that is both refined and highly livable. As you enter, the foyer welcomes you with substantial millwork, curated lighting, and a level of craftsmanship that immediately defines the residence. Formal and casual living spaces are elegantly proportioned, featuring beautiful tile flooring, layered ceiling details with integrated lighting, custom built-ins, French doors and oversized windows that fill the interiors with natural light. A beautiful sitting room framed by eight windows creates an inviting space bathed in natural light throughout the day. At the center of the home, the completely redesigned chef’s kitchen showcases custom Poggenpohl cabinetry, premium integrated appliances, dramatic illuminated stone surfaces, extensive preparation space, and a seamless connection to the adjacent living and dining areas, creating an ideal setting for both entertaining and everyday living. The owner’s suite serves as a luxurious private retreat with a spa-inspired bath finished in striking marble, custom fixtures, and refined architectural detailing. The suite is further enhanced by two walk-in closets, offering exceptional organization and boutique-style functionality. Each secondary bedroom are designed as private ensuite retreats complete with walk-in closets and beautifully updated bathrooms featuring elevated finishes and distinctive design details. The third-story movie room offers a true cinematic experience tucked away as a private entertainment space. Adding to the property’s versatility is a fully upgraded one-bedroom apartment featuring a private entrance, luxurious bath with a freestanding tub and separate shower, eat in space, living room and full-size washer and dryer offering ideal flexibility for guests, extended family or private office space. The main residence includes a two-car garage, while automotive enthusiasts and collectors will especially appreciate the separate temperature controlled oversized three-car garage. Designed with high ceiling height to accommodate vehicle lifts, the space has the potential to house up to six vehicles—an extraordinarily rare amenity within Celebration. The outdoor living experience is equally impressive, featuring a swimming pool and spa surrounded by elegant limestone pavers, summer kitchen, covered entertaining areas, and lush landscaping. A substantial stucco masonry wall encloses the grounds, creating an ultra-private backyard and pool setting rarely found within Celebration’s Main Village. Extensive landscape lighting beautifully illuminates the property and architectural details in the evening, enhancing the estate’s ambiance and presence after sunset. Multiple outdoor gathering spaces further elevate the estate-like atmosphere, creating the feel of a private luxury resort. Crescentwood represents a one-of-one opportunity within Celebration, offering the rarity of a double homesite, a fully renovated luxury residence and a level of finish and scale that is nearly impossible to replicate within the Main Village.

706 Golfpark Drive, Celebration

$455,000
3 Beds 2 Baths Del Webb Sunbridge Ph 2a SubDv. 34771 Zip Code
Why wait to build when this like-new waterfront Hallmark home in Del Webb Sunbridge already offers panoramic pond views, completed upgrades and an exceptional move-in-ready Florida lifestyle? Located in St. Cloud’s premier gated 55+ active-adult community, this beautifully maintained, single-story home features the highly desirable HALLMARK FLOOR PLAN—NO LONGER OFFERED FOR NEW CONSTRUCTION in Del Webb Sunbridge. Built in 2023, it offers approximately 1,650 square feet with three bedrooms, two full bathrooms and a two-car garage—giving buyers the benefits of newer construction without the wait or added expense of completing major improvements after closing. The light-filled, open-concept floor plan seamlessly connects the kitchen, dining and gathering areas for comfortable everyday living and entertaining. The kitchen features quartz countertops, stainless-steel appliances, a natural-gas cooktop, built in oven and microwaves, pull-out cabinetry and a custom pantry with built-in shelving. Tile flooring flows throughout the entire home with no carpet, while a custom credenza and tinted-glass front door add style and functionality. Privately positioned at the rear of the home, the primary suite enjoys peaceful water views, a custom-designed walk-in closet and an upgraded walk-in shower with a built-in bench. Two secondary bedrooms are thoughtfully located away from the primary suite near the second full bathroom, creating excellent privacy and flexibility for overnight guests, hobbies or a home office. The true showpiece is the OVERSIZED SCREENED LANAI with an extended paver patio and PANORAMIC WATER VIEWS. Already PRE-PLUMBED FOR A FUTURE SUMMER KITCHEN, this exceptional outdoor living space is ready for sunset cocktails, relaxed mornings and year-round entertaining. Additional upgrades include a spacious laundry room with added cabinetry, generous storage and a utility sink; a salt-free water-softening system; natural gas servicing the tankless water heater and dryer; an epoxy-coated garage floor; and an insulated garage door. DEL WEBB SUNBRIDGE IS A GATED 55+ ACTIVE-ADULT COMMUNITY centered around the 27,000-square-foot Hammock Club, offering resort-style pools, a heated spa, fitness center, pickleball and tennis courts, walking trails, dog park, Tavern & Grille, resident clubs and a full social calendar. All outdoor yard maintenance and internet service are included for a convenient, low-maintenance lifestyle. Ideally located near Lake Nona, Orlando International Airport, Brightline and routes to Port Canaveral, this is the perfect lock-and-leave home base for enjoying Florida, traveling and staying close to family.

2499 Cliff Way, St Cloud

$460,000
3 Beds 3 Baths Twin Lakes Ph 2a-2b SubDv. 34772 Zip Code
Virtually Staged. Why wait to build when you can own the lowest-priced "Cocoa" floor plan in one of Central Florida's premier 55+ active adult communities! This beautifully upgraded home is move-in ready and offers BRAND NEW PLANK CERAMIC TILE and UPGRADED LIGHTING. From the moment you arrive, you'll appreciate the lush tropical landscaping, paver drive and walkway, a welcoming covered front porch, and desirable PREMIUM CORNER LOT enhanced by a decorative wrought-iron fence. An elegant entry with tray ceiling, soaring 10-foot ceilings, warm designer colors, and natural wood-look plank tile flooring create a beautiful backdrop that flows throughout the entire home. The thoughtfully designed floor plan begins with two spacious guest bedrooms and a shared full bath. As you continue, you'll find a powder room for guests, while a versatile flex room provides the perfect space for a home office, reading room, hobby area, or additional storage. The heart of the home is truly spectacular. Designed for both everyday living and entertaining, the chef's kitchen showcases 42-inch cabinetry with crown molding and hardware, an abundance of granite countertop space, stainless steel appliances, a natural gas cooktop with a stylish vent hood, built-in oven and microwave. An oversized pantry, a spacious laundry room with storage cabinets is conveniently located just off the kitchen and leads to the garage, complete with epoxy flooring. A large curved island with elegant pendant fixtures provide generous seating, making it the perfect gathering place for casual meals, conversations, and entertaining family and friends. The incredible open-concept kitchen flows effortlessly into the dining and living areas, featuring recessed lighting, and an entertainment niche creates an inviting space where everyone can stay connected. Privately tucked away, the spacious primary suite offers a beautiful tray ceiling, abundant windows that fill the room with natural light, and a peaceful atmosphere designed for relaxation. The luxurious ensuite bath feels like your own private spa, complete with an extended comfort-height granite vanity, an oversized walk-in shower featuring frameless glass, upgraded shower tile, multiple shower heads, built-in bench, shampoo niche, linen closet, private water closet, and an expansive walk-in closet. One of the home's most impressive features is the wall of pocket sliding glass doors with remote controlled blinds, that completely opens the living area to the screened, covered lanai. Finished with pavers and already plumbed for a future outdoor kitchen, this is the perfect place to unwind year-round while overlooking your peaceful backyard retreat. Living in Twin Lakes means every day feels like a vacation. This vibrant, resort-style community offers an exceptional lifestyle with outstanding amenities designed for both relaxation and recreation. Residents enjoy a stunning clubhouse with a ballroom, state-of-the-art fitness center, game room, card room, and numerous social activities. Outdoors, you'll find resort-style swimming pools, tennis, pickleball, bocce ball, basketball courts, scenic walking and biking trails, plus access to Live Oak Lake where residents can enjoy boating/kayaking. Even better is the low maintenance of having HOA maintain your lawn/landscape and exterior pest control, giving you more time to enjoy the incredible Florida lifestyle. Located near shopping, restaurants, Lake Nona Medical Center, VA hospital, and Orlando Int'l airport.

2757 Southland Street, St Cloud

$415,279
3 Beds 2 Baths Westview SubDv. 34758 Zip Code
Under Construction. What's Special: Larger Lot | Covered Patio | Lake View | Spacious Kitchen. New Construction – October Completion! Built by America's Most Trusted Home Builder. Welcome to the Saint Thomas at 5772 Meads Bay Pond Road in Westview! A welcoming porch leads into an inviting foyer, where a private study offers the perfect space for working from home or pursuing hobbies. Beyond the foyer and rotunda, the heart of the home unfolds with a spacious great room, casual dining area, kitchen, and formal dining room thoughtfully connected for both everyday living and entertaining. Enjoy seamless indoor-outdoor living with a covered lanai overlooking the backyard. Tucked away for added privacy, the primary bedroom serves as a relaxing retreat and features two walk-in closets, an oval soaking tub, dual sink vanity, and walk-in shower. Two secondary bedrooms are situated off the rotunda and share a full bathroom, creating a comfortable space for family and guests. 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: a soaking tub with a separate shower in the primary bathroom, and a door into the primary bathroom. Photos are for representative purposes only. MLS#O6431007

5772 Meads Bay Pond Road, 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

$460,990
5 Beds 3 Baths Kindred Ph 3b 3c & 3d SubDv. 34744 Zip Code
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.*

1864 Howard Mesa Drive, Kissimmee

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