Osceola Homes with Sidewalks Community Features

Osceola Homes with Sidewalks Community Features

Welcome to Osceola County, a vibrant gem nestled in the heart of Florida, where the enchanting city of Kissimmee beckons residents and visitors alike with its warm hospitality and rich cultural tapestry. Known for its stunning natural landscapes, Osceola County offers an array of outdoor adventures, from the serene waters of Lake Tohopekaliga to the lush trails of the Shingle Creek Regional Park. This area is not only a haven for nature enthusiasts but also a thriving hub for family-friendly activities, shopping, and dining experiences.

Kissimmee is particularly famous for its close proximity to world-renowned attractions like Walt Disney World and Universal Studios, making it an ideal location for families and those who thrive on the excitement of theme parks. However, beyond the attractions, Kissimmee boasts charming neighborhoods that embody the spirit of community living.

One such neighborhood is the Homes with Sidewalks community, where friendly faces greet you as you stroll along the picturesque walkways. This community feature is not just about aesthetics; it fosters a sense of belonging and encourages outdoor activities, whether it's a leisurely evening walk, a morning jog, or a family bike ride. The sidewalks create a safe and inviting environment for children to play and for neighbors to connect, making it a perfect setting for those seeking a close-knit community feel.

With a variety of home styles and sizes, the Homes with Sidewalks community in Kissimmee offers something for everyone. Embrace the opportunity to live in a place where community spirit thrives, and enjoy the beautiful Florida lifestyle that Osceola County has to offer!

Newest Osceola Homes with Sidewalks Community Features

3 Beds ⋅ 2 Baths ⋅ O6428934 MLS

Virtually Staged. Under Construction. The three-bedroom Vale provides convenient and luxurious single-story living. An open-concept floorplan blends the kitchen, living and dining areas with easy access to an inviting lanai. All three bedrooms are tucked away to the side of the home for optimal privacy, including a upscale owner’s suite with a full bathroom and walk-in closet. A spacious two-car garage at the back of the home is ready for any parking or storage needs. Every home comes with Lennar’s Everything’s Included® promise, which includes all appliances as well as quartz countertops, blinds, and more in the price of your home. Springhead Lakes in Bridgewalk is one of the most anticipated new communities. At Bridgewalk, families can take advantage of the glorious resort-style swimming pool, extravagant clubhouse with a state of the art fitness center, playground, basketball & volleyball courts along with close proximity to Lake Ajay! What are you waiting for? Call and make an appt today.

5614 Ronin Drive, St Cloud (Magnolia Square)

4 Beds ⋅ 4 Baths ⋅ O6424549 MLS

Virtually Staged. Welcome to this exceptional Reunion residence offering the perfect blend of comfort, privacy, and resort-style living. This beautifully designed 4-bedroom, 3.5-bath home features a spacious open layout, elegant finishes, a private pool. The first-floor primary suite provides convenience and privacy, while the upstairs bedrooms and bonus space offer flexibility for family, guests, or entertaining. Located in the sought-after Reunion West community, residents can enjoy access to world-class amenities, including multiple championship golf courses, resort-style pools, dining, and recreational opportunities. Whether used as a primary residence, vacation retreat, or investment property, this home offers an incredible opportunity to experience the best of Central Florida living.

877 Desert Mountain Court, Kissimmee

3 Beds ⋅ 3 Baths ⋅ O6428848 MLS ⋅ N/A BLDG.

Welcome to 649 Captiva Cir, a charming home in Kissimmee, FL. Recently updated, This Townhome features spacious living areas, a well-appointed kitchen, and ample natural light throughout. Conveniently located near shopping and next to the school. Three-bedroom, two-and-a-half-bath, two-story. All bedrooms are on the second floor. The community is gated and has a clubhouse, pool, and tennis courts! Very low HOA.

649 Captiva Circle, Kissimmee

3 Beds ⋅ 3 Baths ⋅ O6428845 MLS

Under Construction. What's Special: Wooded View | Dedicated Study. New Construction - November Completion! Welcome to the Pallazio at 1039 Tassleflower Trail in Esplanade at Center Lake Ranch! This thoughtfully designed home blends luxury and comfort with an open-concept layout centered around a gourmet kitchen featuring a large island and abundant storage. The great room and dining area flow seamlessly together, creating an inviting space for gathering and everyday living. An extended covered lanai expands your living space outdoors, offering the perfect setting to relax or entertain. Tray ceilings and upgraded finishes add elegant touches throughout the home. A dedicated study provides flexibility for working from home or hobbies, while the private primary suite offers a spacious retreat with a generous walk-in closet and well-appointed bath. Two secondary bedrooms, each with access to a full bath, provide comfort and privacy for guests and everyday living. Additional Highlights Include: bay window at primary suite, 4' garage extension, cabinets and sink at laundry, outdoor kitchen rough-in, and blinds. Photos are for representative purposes only. MLS#O6428845 Experience resort-style living in St. Cloud, Florida, at Esplanade within the gated Center Lake Ranch community. With homes offering stunning nature and pond views, every detail is designed for peace and relaxation. Enjoy wellness-focused amenities like a pool, spa, fitness center, and movement studio. Stay active with pickleball, bocce, or strolls through the Bark Park, while concierge services and community events keep life exciting. With planned trails, parks, and an 11-acre Central Park, Esplanade offers a serene, nature-filled lifestyle with easy access to major roads.

1039 Tassleflower Trail, St Cloud (Magnolia Square)

4 Beds ⋅ 2 Baths ⋅ O6428805 MLS

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 ⋅ TB8532477 MLS

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

3 Beds ⋅ 3 Baths ⋅ O6428128 MLS

Where your home-finding Journey begins and ends... Perfectly positioned just steps from the resort-style community pool in the highly sought-after "Weslyn Park" at Sunbridge, this exceptional David Weekley Premier home is designed to impress.* Showcasing quality craftsmanship and thoughtful upgrades throughout, this exceptional home features Rustic Wood Laminate Flooring extending across the first level, complemented by soaring 10-foot ceilings. Luxury plantation shutters and 2-1/4 colonial casing adorn the windows, adding timeless style, privacy, and sophistication while enhancing the bright, open atmosphere.* Just off the welcoming foyer, the expanded study is enhanced by floor to ceiling double-pane windows that fill the space with natural light. Offering additional square footage beyond the standard Voyage floor plan, this versatile room is ideal as a home office, library or flex space.* At the heart of the home, the gourmet kitchen features premium stainless-steel appliances, a built-in microwave and convection oven, 5-burner cooktop, designer vent hood, herringbone tile backsplash, and Level 3 Timberlake cabinetry with soft-close 42-inch upper cabinets, crown molding and custom built-ins. A generous Carrara Morro Quartz island, reminiscent of Italian marble, overlooks the dining and family rooms, creating the perfect gathering space for everyday living and effortless entertaining.* Step outside onto the covered lanai to enjoy your morning coffee or unwind with an evening cocktail in your private outdoor living space.* The rear-entry three car tandem garage features professionally finished clear-coat epoxy flooring and additional storage.* The elegant staircase features an architectural landing, providing a comfortable transition to the second level, which welcomes you to the luxurious owner’s ensuite, a versatile bonus area, two generously sized secondary bedrooms, good sized laundry room and a well-appointed full bath. The owner’s ensuite features a spacious bedroom, two oversized his-and-her walk-in closets, and a spa-inspired bath complete with a frameless glass Super-Shower, matte black rain showerhead, handheld shower wand, coordinating designer fixtures, and a generous linen closet.* This nearly new David Weekley home is loaded energy-efficient features, including a Tesla whole-home solar system, pre-wiring for an electric vehicle charger, Low-E double-pane vinyl windows, Energy Star® appliances, a high-efficiency 14-SEER HVAC system, outstanding HERS Index score of 58, designed to maximize comfort while minimizing utility costs.* Technology enthusiasts will appreciate the extensive smart-home upgrades, including surround sound and subwoofer pre-wiring, wall-mounted TV pre-wiring, Wi-Fi nest system to provide internet for each level, and a hard-wired security system, offering both convenience and peace of mind.* Nestled just minutes from vibrant Lake Nona, this award-winning master-planned community offers a lifestyle centered around nature, connection, and modern convenience. Residents enjoy scenic walking and biking trails, lakes, parks, playgrounds, and waterfront recreation, with future Marina Village bringing dining, shopping, and entertainment to the heart of the community. Conveniently located near Orlando International Airport, major employers, and the highly acclaimed A+ Voyager K-8, it’s easy to see why "Weslyn Park" is one of Central Florida’s most desirable places to call home.

2954 Journey Place, St Cloud (Magnolia Square)

3 Beds ⋅ 2 Baths ⋅ O6428576 MLS ⋅ 3141 BLDG.

Welcome to effortless resort-style living in the heart of Central Florida's premier vacation corridor. Perfectly positioned in the highly desirable gated community of Sun Lake Condominiums, this beautifully updated 3-bedroom, 2-bath residence offers the ideal blend of comfort, convenience, and investment potential just minutes from Walt Disney World, Margaritaville Resort Orlando, Island H2O Water Park, ESPN Wide World of Sports, Celebration Golf Club, world-class dining, shopping, and entertainment. Whether you're searching for a primary residence or your vacation retreat this exceptional property delivers a lifestyle that's difficult to match. Inside, you'll find a bright, open-concept floor plan designed for both everyday living and entertaining. The spacious gathering room is filled with natural light and flows effortlessly to the oversized screened balcony, where peaceful lake views create the perfect setting for morning coffee, evening relaxation, or simply unwinding after a day enjoying everything the Disney area has to offer. The kitchen overlooks the living and dining areas and features abundant cabinetry, generous counter space, a breakfast bar, stainless steel appliances, and a brand-new refrigerator, making it equally functional and inviting. The private primary suite serves as a relaxing retreat with tranquil lake views and direct access to the screened balcony. The spacious en-suite bathroom features dual vanities and ample storage. Throughout the home you'll appreciate the fresh, modern feel created by updated light fixtures, designer switches and outlets, and luxury vinyl plank flooring installed throughout all three bedrooms. This home has been thoughtfully updated to provide years of worry-free ownership, including a new roof completed in 2025, a 2020 HVAC system, a 2021 water heater, and all appliances included with the sale, making this property truly move-in and rental ready. Sun Lake offers residents and guests an exceptional resort lifestyle with gated security, a beautifully appointed clubhouse, heated swimming pool, relaxing spa, fitness center, tennis courts, and meticulously maintained grounds. The condominium association also power washes every building approximately every two years, helping preserve the community's attractive appearance and curb appeal. Located just minutes from Disney's four theme parks, Margaritaville Resort Orlando, Sunset Walk, Island H2O Water Park, Celebration, and major roadways including SR-429, SR-417, and I-4, you'll enjoy easy access to Orlando International Airport, countless restaurants, championship golf, shopping, and all the attractions that make Central Florida one of the world's most visited destinations. Opportunities to own an updated, move-in-ready condominium with peaceful lake views in this location are becoming increasingly rare. Whether you're looking for your own Florida retreat or an exceptional investment in one of Orlando's most desirable resort communities, this property is ready to welcome you home.

3141 Sun Lake Court Unit A, Kissimmee

1 Baths ⋅ O6428629 MLS ⋅ 1 BLDG.

Rare opportunity to own one of the few units in the community that is not required to participate in the on-site hotel rental program. Unlike many other units, the new owner has the flexibility to self-manage, choose a third-party property manager, or simply enjoy the property as a personal vacation retreat. This beautifully updated first-floor studio has been thoughtfully renovated and is being offered fully furnished and turn-key. The bright, modern interior features luxury vinyl plank flooring, two queen beds, updated furnishings, a refreshed bathroom with a tiled tub/shower and glass enclosure, a stylish vessel sink vanity, mini refrigerator, microwave, coffee station, workspace, and ample storage, providing everything guests need for a comfortable stay. Located on the first floor with convenient parking directly outside the unit, owners and guests also enjoy access to community amenities including the swimming pool, playground, and laundry facilities. Situated along the highly desirable US-192 tourist corridor, you'll be surrounded by restaurants, shopping, entertainment, golf courses, and world-famous attractions. Walt Disney World is just a short drive away, while Disney Springs, Margaritaville Resort, Island H2O Water Park, Sunset Walk, and major highways are all easily accessible, making this an ideal location for vacationers year-round. Whether you're looking for a flexible investment property, a personal vacation getaway, or a combination of both, this unique studio offers options that are difficult to find in this community.

5367 W Irlo Bronson Memorial Hwy Unit 1-103, Kissimmee

4 Beds ⋅ 4 Baths ⋅ O6428649 MLS

Exceptional Windsor Hills Pool Home with One of the Community’s Most Spectacular Views! Welcome to 2568 Archfeld Boulevard, where luxury, comfort, and investment potential come together in one of Central Florida’s premier vacation home communities. This beautifully appointed home offers soaring 10-foot ceilings, creating an open, spacious feel that sets it apart from the competition. Designed with entertaining in mind, the custom garage game room provides endless fun for guests while maximizing rental appeal. The home is being offered fully furnished with a designer furniture package, allowing you to begin enjoying or renting the property immediately. Step outside and discover what truly makes this property exceptional. The southwest-facing private pool is perfectly positioned to capture Florida’s breathtaking afternoon sunshine and spectacular sunset skies. Unlike many homes in the community, you’ll enjoy expansive, open views with no direct rear neighbors and no back-to-back pool views, creating an unmatched sense of privacy and tranquility. Widely regarded as one of the finest views in all of Windsor Hills, this outdoor oasis is the perfect place to relax after a day at the parks or entertain family and guests. For investors, future rental bookings may be included, offering the opportunity for immediate income after closing. Whether you’re searching for a luxury vacation retreat, a high-performing short-term rental, or both, this exceptional Windsor Hills home delivers an unbeatable combination of location, privacy, designer finishes, and income potential—just minutes from Walt Disney World, shopping, dining, and Orlando’s world-famous attractions.

2568 Archfeld Boulevard, Kissimmee

3 Beds ⋅ 2 Baths ⋅ O6428233 MLS ⋅ 9 BLDG.

Top floor, End unit, beautiful unit overlooking the Tree. This spacious, and cozy is waiting for you. Fully furnished 3-bedroom, 2-bathroom condo within the tranquil confines of Tuscana Resort, Maintained gated community that offers an enticing array of resort-style amenities

1301 Tuscan Terrace Unit 9408, Davenport

5 Beds ⋅ 5 Baths ⋅ O6426610 MLS ⋅ 2070 BLDG.

Welcome to one of the best-located homes in Windsor at Westside Resort! Situated on a premium corner lot and just steps from the clubhouse, this fully furnished 5-bedroom, 4.5-bathroom townhome offers one of the closest walkable locations to the resort’s incredible amenities, making it especially desirable for vacation guests and short-term rental success. Enjoy easy access to the resort-style pool, lazy river, water slides, hot tub, fitness center, arcade, playground, sports courts, tiki bar, and on-site restaurant. Inside, you’ll find a welcoming foyer with a convenient drop zone leading into a bright, open-concept floor plan. The first floor features tile throughout with no carpet, a spacious living and dining area, and a beautifully appointed kitchen with white shaker cabinets, granite countertops, abundant cabinet space, and a large island overlooking the main living area. A first-floor bedroom with a private en suite bathroom offers the perfect setup for guests or multigenerational living. Upstairs features luxury vinyl plank flooring throughout, a spacious loft, laundry room, and four additional bedrooms, including themed Frozen and Mickey Mouse bedrooms with two sets of twin beds. The primary suite offers a king bedroom with a private en suite featuring dual sinks, while an additional queen suite also includes its own private bathroom. Step outside to your private screened-in pool with brick pavers, a covered lanai, and a child safety fence already installed. The detached garage, private driveway, and additional parking directly in front of the home provide plenty of space for owners and guests. The HOA includes cable, internet, valet trash service, lawn maintenance, and access to all of Windsor at Westside’s world-class resort amenities. Whether you’re searching for a primary residence, vacation home, or income-producing short-term rental, this exceptional property offers an unbeatable combination of location, comfort, and resort-style living just minutes from Walt Disney World, shopping, dining, and major highways. Schedule your showing today!

2070 Rome Drive, Kissimmee

Start Your Search