Kissimmee Homes with Sidewalks Community Features

Kissimmee Homes with Sidewalks Community Features

Welcome to Kissimmee, Florida—a vibrant city that beautifully blends the charm of small-town living with the excitement of nearby attractions. Nestled just minutes away from the world-renowned Walt Disney World Resort, Kissimmee offers residents an enchanting lifestyle filled with sunshine, outdoor adventures, and a rich tapestry of cultural experiences. With its warm climate, picturesque parks, and diverse dining options, Kissimmee is a place where families thrive and memories are made.

One of the standout features of Kissimmee is its welcoming communities, particularly those that prioritize pedestrian-friendly living. Homes with sidewalks in Kissimmee not only enhance the aesthetic appeal of the neighborhoods but also promote a lifestyle that encourages walking, biking, and enjoying the beautiful Florida weather. Imagine strolling down tree-lined streets, where children can safely ride their bikes and neighbors can catch up over morning coffee on their porches.

These communities are designed with families in mind, often featuring parks, playgrounds, and recreational facilities that foster a sense of belonging and community spirit. Whether you’re looking for a cozy single-family home or a spacious townhouse, Kissimmee’s real estate market offers an array of options to suit your needs.

Living in Kissimmee means having access to a wealth of amenities, including shopping centers, schools, and healthcare facilities, all while being just a short drive from the magic of Orlando. Experience the perfect blend of convenience and community in Kissimmee, where your dream home awaits amidst a backdrop of Florida’s natural beauty. Come discover the charm of this enchanting city today!

Newest Kissimmee Homes with Sidewalks Community Features

4 Beds ⋅ 4 Baths ⋅ Reunion West Village 3a SubDv. ⋅ 34747 Zip Code

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 ⋅ Florida Palms Rep SubDv. ⋅ 34741 Zip Code

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

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

3 Beds ⋅ 2 Baths ⋅ Sun Lake Condo SubDv. ⋅ 34747 Zip Code

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 ⋅ Greenpoint Essential Hotel Condo SubDv. ⋅ 34746 Zip Code

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 ⋅ Windsor Hills Ph 7 SubDv. ⋅ 34747 Zip Code

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

5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code

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

2 Beds ⋅ 3 Baths ⋅ Town Center Condo SubDv. ⋅ 34747 Zip Code

Live in the heart of Celebration’s vibrant Town Center, where charming streets, waterfront walking trails, shopping, restaurants, Starbucks, Lakeside Park, and year-round community events are just outside your door. This highly sought-after 2-bedroom, 2.5-bath townhome-style condominium offers one of downtown Celebration’s most desirable floor plans and is ideal as a primary residence, vacation home, or investment property. The first floor features a welcoming foyer, convenient half bath, inside laundry room, and a functional kitchen overlooking the spacious living and dining area—perfect for everyday living and entertaining. Upstairs, the primary bedroom offers dual walk-in closets and primary bathroom with dual sinks and shower/tub combo. The second bedroom is spacious with a separate bathroom. Experience the Celebration lifestyle with parks, community events, dining, and recreation all just steps away. Opportunities to own this popular floor plan in such an exceptional location are rare—schedule your private showing today!

720 Celebration Avenue Unit 235, Celebration

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

Kindred presents the Jemison. A front porch welcomes to you into a one-story all concrete block construction home. Designed to optimize living space with an open concept kitchen that overlooks the versatile great room and covered lanai. The well-appointed kitchen features an island with bar seating, oversized walk in pantry and sleek stainless steel appliances. Bedroom one is located at the rear of the home for privacy and has an en suite bathroom with a double vanity and spacious walk-in closet providing substantial storage space. A second bedroom and bathroom are located at the front of the home. Just off the kitchen, the versatile flex space can be utilized as an office or cozy den. Like all homes in Kindred, the Jemison 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.*

1912 Howard Mesa Drive, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Seasons At Big Sky Ph 2 SubDv. ⋅ 34744 Zip Code

Welcome to this beautifully maintained 4-bedroom, 2-bathroom home built in 2024, located in the highly desirable Seasons at Big Sky community in Kissimmee. This move-in-ready residence features a spacious open-concept floor plan, a modern kitchen with elegant granite countertops, stainless steel appliances, ample cabinet space, and a large center island perfect for entertaining. The split-bedroom layout provides added privacy, while the primary suite offers a walk-in closet and a private en-suite bathroom. Step outside to enjoy the covered lanai and fully fenced backyard, providing the perfect space for outdoor living, entertaining, pets, or family gatherings. Conveniently located just minutes from Lake Nona Medical City, Orlando International Airport, major highways, shopping, dining, and schools. Don't miss this exceptional opportunity to own a nearly new home in one of Kissimmee's fastest-growing communities. Schedule your private showing today!

1383 Levy Bend Drive, 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

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