Kissimmee Homes with Sidewalks Community Features

Kissimmee Homes with Sidewalks Community Features

Welcome to Kissimmee, Florida—a vibrant city that perfectly blends the magic of Central Florida with the charm of a close-knit community. Nestled just a stone's throw from the world-renowned attractions of Orlando, Kissimmee offers residents an unparalleled lifestyle filled with adventure, leisure, and an abundance of natural beauty.

Kissimmee is renowned for its picturesque landscapes, featuring lush parks, serene lakes, and a warm, inviting climate year-round. The city boasts a rich cultural heritage, with a variety of local festivals, art galleries, and dining options that celebrate its diverse community. Whether you're exploring the historic downtown area or enjoying a day at the nearby theme parks, there’s always something exciting happening in Kissimmee.

One of the standout features of Kissimmee is its family-friendly neighborhoods, particularly those with sidewalks that foster a sense of community and connectivity. Homes with sidewalks encourage outdoor living, making it easy to take leisurely strolls, bike rides, or simply enjoy an evening walk with neighbors. These charming streets are perfect for families, providing safe spaces for children to play and for neighbors to connect.

In addition to the sidewalks, many of Kissimmee's communities offer amenities such as parks, playgrounds, and community centers, enhancing the quality of life for residents. With a variety of housing options—from cozy single-family homes to spacious townhouses—there's a perfect fit for everyone in Kissimmee.

Discover the magic of Kissimmee, where community spirit thrives, and every day feels like a new adventure. Your dream home awaits in this enchanting city!

Newest Kissimmee Homes with Sidewalks Community Features

7484 Estuary Lake Loop, Celebration

7484 Estuary Lake Loop, Celebration

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, and optimized living space. 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 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, 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

9012 Carlotta Way, Kissimmee

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

7697 Heritage Crossing Way Unit 201, Kissimmee

7697 Heritage Crossing Way Unit 201, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Heritage Crossing Condo Ph 2 SubDv. ⋅ 34747 Zip Code

**FULLY FURNISHED, BEAUTIFULLY UPDATED, BREATHTAKING GOLF COURSE VIEWS & FULL REUNION TRANSFERABLE MEMBERSHIP! ** Welcome to resort-style living at its finest in the highly sought-after Reunion Resort! This beautifully updated 3-bedroom, 2-bathroom second-floor condo is being sold FULLY FURNISHED and offers spectacular views of the community pool, spa, majestic oak trees, and several holes of the Arnold Palmer and Tom Watson Signature Golf Courses! Open the French doors to either of the TWO PRIVATE BALCONIES, both featuring retractable screens, and enjoy the peaceful Florida surroundings. **EXTENSIVE UPGRADES THROUGHOUT! ** The kitchen features updated granite countertops, tile backsplash, under-cabinet lighting, and updated fixtures. Additional improvements include commercial-grade carpeting in the bedrooms, hallway, and living room, NEW FULL SIZE Samsung washer and dryer with stylish barn door enclosure, updated bathroom countertops, comfort-height toilets, shower grab bars, wall-mounted TVs with soundbar, updated ceiling fans and lighting. The primary suite features a spacious NEW WALK-IN CLOSET created by removing the original garden tub! Freshly painted walls and ceilings add to the move-in-ready appeal. The balconies have also been repainted, and the building received a NEW ROOF and exterior paint approximately 18 months ago! **FULL REUNION RESORT MEMBERSHIP IS TRANSFERABLE! ** Enjoy access to Reunion's incredible resort amenities, including THREE championship golf courses designed by Arnold Palmer, Tom Watson, and Jack Nicklaus, six on-site restaurants, 12 swimming pools, and a spectacular water park featuring a lazy river and waterslide! Located just minutes from Walt Disney World, Orlando's major attractions, shopping, dining, and entertainment, this condo offers an unbeatable location! Whether you're looking for a **PRIMARY RESIDENCE, VACATION GETAWAY, OR INVESTMENT OPPORTUNITY**, this exceptional property offers something for everyone! **WHY JUST VACATION IN PARADISE WHEN YOU CAN OWN A PIECE OF IT? ** Schedule your private showing today and experience the Reunion Resort lifestyle!

7697 Heritage Crossing Way Unit 201, Kissimmee

4377 Quote Street, Kissimmee

4377 Quote Street, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Cove At Storey Lake Iii SubDv. ⋅ 34746 Zip Code

YOUR PERFECT ORLANDO VACATION GETAWAY OR INCOME-PRODUCING SHORT-TERM RENTAL INVESTMENT AWAITS IN THE HIGHLY SOUGHT-AFTER STOREY LAKE RESORT! This beautifully maintained, fully furnished 4-bedroom, 3-bathroom townhome offers an incredible opportunity for vacation homeowners and investors alike! ONE OF THE HOME'S STANDOUT FEATURES IS ITS LOCATION DIRECTLY ACROSS FROM A CHARMING PLAYGROUND! Enjoy convenient access to outdoor recreation just steps from your front door. Inside, enjoy a bright and spacious open-concept layout featuring a modern kitchen with a large center island, comfortable living and dining areas, and a convenient first-floor bedroom with a private bathroom. Upstairs, the primary suite and two additional bedrooms provide plenty of space for family and guests. Step outside to your own PRIVATE HEATED POOL WITH SCREENED LANAI, perfect for relaxing after a day exploring Orlando's attractions! ENJOY THE BEST OF RESORT-STYLE LIVING! Storey Lake features incredible amenities, including multiple resort pools, lazy rivers, waterslides, splash pads, fitness centers, restaurants, tiki bars, sports courts, mini-golf, and kayak rentals. The community’s newer second amenity center, Bronson’s Clubhouse, is just a 10-minute walk away, offering even more resort-style amenities and entertainment just steps from home! UNBEATABLE LOCATION! Just approximately 10 minutes from Walt Disney World, 20 minutes from SeaWorld, Universal Orlando, and Premium Outlets, and 30 minutes from Orlando International Airport. With short-term rentals permitted, this turnkey property is ideal as a family vacation retreat or income-producing investment. DON'T MISS THIS AMAZING OPPORTUNITY!

4377 Quote Street, Kissimmee

2428 Chateau Loop, Kissimmee

2428 Chateau Loop, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Tapestry Ph 3 SubDv. ⋅ 34741 Zip Code

Experience resort-style living in the desirable 24-hour security guard-gated Tapestry community! This beautiful two-story home features 4 bedrooms, 2.5 bathrooms, and a spacious two-car garage. The first floor offers easy-care tile flooring, while all four bedrooms are located upstairs for added privacy. Residents enjoy outstanding community amenities, including a resort-style swimming pool with water slide, splash park, fitness center, clubhouse, playground, sports field, BBQ pavilions, and scenic walking and biking trails. Ideally located just minutes from The Loop Shopping Center, restaurants, supermarkets, entertainment, and major roadways. Enjoy the perfect combination of comfort, convenience, and Florida resort-style living in a community.

2428 Chateau Loop, Kissimmee

2591 Santorini Divide, Kissimmee

2591 Santorini Divide, Kissimmee

5 Beds ⋅ 5 Baths ⋅ Westside Cay SubDv. ⋅ 34747 Zip Code

Fully upgraded from floor to ceiling, this luxury townhome blends contemporary elegance with high-end functionality — designed specifically for short-term rental success. Located in the exclusive Doppio Westside community in Kissimmee, just 15 minutes from Walt Disney World, this 5-bedroom, 4.5-bath home features an open-concept layout with spacious integrated living, dining, and kitchen areas that flow seamlessly to your own private heated pool. The kitchen is a showstopper with two oversized islands, Level 5 quartz countertops, designer backsplash, slatted wood detail, and Whirlpool stainless steel appliances. All cabinetry throughout the home includes soft-close features and matte hardware for a sleek, modern finish. Each of the five bedrooms is designed with comfort and rental flexibility in mind — including four full en-suites and one located on the first floor. The bathrooms are finished with high-end porcelain tile, glass shower enclosures, built-in niches, and vessel sinks in select locations. Luxury vinyl plank flooring runs throughout the entire home — no carpet anywhere — and 5.5" square baseboards give a clean, elevated look. Additional features include PVC windows, a smart front door lock, a lockable owner’s closet, a hybrid water heater, thermostat, and 2 Car Parking Spot. Construction is full concrete block, including second floor, with an insulated "sandwich" roof system and rubber membrane roofing designed for durability and energy efficiency. Located within a gated community, Doppio Westside offers resort-style amenities such as a lagoon-style pool, full-service restaurant, clubhouse with front desk concierge, fitness center, playground, convention center, and EV charging stations — all exclusively zoned for short-term rental with no public school restrictions. Don't miss this opportunity to invest in one of Central Florida’s most unique STR communities — fully upgraded as standard, and built with both guest experience and investor return in mind.

2591 Santorini Divide, Kissimmee

5017 Laguna Bay Circle Unit 100, Kissimmee

5017 Laguna Bay Circle Unit 100, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Villas At Laguna Bay, Laguna Bay SubDv. ⋅ 34746 Zip Code

WELCOME TO THE VILLAS AT LAGUNA BAY – SHORT-TERM RENTALS ALLOWED! Amazing opportunity to own a beautifully situated 3-bedroom, 2-bathroom top-floor condominium offering approximately 1,220 square feet of comfortable living space in the heart of Central Florida. Whether you're looking for a primary residence, vacation home, or investment property, this condo offers outstanding flexibility in a desirable resort-style community. Step inside to a bright and inviting open-concept floor plan filled with natural light. Large bay windows enhance the main living and dining areas while providing peaceful views of the surrounding water and wooded landscape—the perfect setting to relax after a day enjoying everything Central Florida has to offer. The spacious primary suite provides a private retreat complete with an ensuite bathroom and tranquil views. Two additional bedrooms offer plenty of flexibility for family, guests, a home office, or additional sleeping accommodations. The well-designed floor plan also features interior laundry, generous living and dining spaces, and plenty of room for entertaining or simply enjoying everyday Florida living. Villas at Laguna Bay offers an impressive selection of resort-style amenities, including a community swimming pool, hot tub/spa, clubhouse, fitness center, sauna, tennis courts, playground, picnic and BBQ areas, and walking paths. Location is another major advantage! The community provides convenient access to Walt Disney World, Central Florida's major theme parks, shopping, restaurants, entertainment, US-192, and major roadways throughout the Orlando and Kissimmee area. With its top-floor location, peaceful water and wooded views, spacious three-bedroom layout, resort-style amenities, and short-term rental flexibility, this property presents an excellent opportunity to own a piece of Central Florida. Financing incentives may also be available for qualified buyers. Don't miss this opportunity—schedule your private showing today!

5017 Laguna Bay Circle Unit 100, Kissimmee

3377 Tranquil Trail, Kissimmee

3377 Tranquil Trail, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Hub At Westside SubDv. ⋅ 34747 Zip Code

EXCELLENT OPPORTUNITY FOR HOMEOWNERS AND INVESTORS! Welcome to The Hub at Westside, a desirable community in the heart of Kissimmee, offering the perfect combination of comfort, convenience, and location! Built in 2023, this beautifully maintained two-story townhome features 3 spacious bedrooms, 3 full bathrooms, and approximately 1,360 square feet of thoughtfully designed living space. The bright, open-concept floor plan seamlessly connects the living, dining, and kitchen areas, creating an inviting atmosphere for everyday living and entertaining. The modern kitchen features stylish cabinetry, stainless steel appliances, generous counter space, and a functional layout. The property also offers two private en-suite bedrooms, providing added comfort, flexibility, and privacy. Enjoy the convenience of a low-maintenance lifestyle in a community featuring a resort-style clubhouse, swimming pool, fitness center, and gathering spaces. LOCATION, LOCATION, LOCATION! Ideally situated just minutes from Walt Disney World, major attractions, shopping, restaurants, and convenient access to major highways, this property offers an excellent opportunity for primary residents, second-home buyers, or investors looking to expand their rental portfolio in the growing Central Florida market. Whether you're searching for your next home or an investment property, this townhome delivers comfort, functionality, and exceptional location. Don't miss this opportunity! Schedule your private showing today and discover everything The Hub at Westside has to enjoy!

3377 Tranquil Trail, Kissimmee

2940 Benton Lane, Kissimmee

2940 Benton Lane, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Oak Hammock Preserve Unit 1 SubDv. ⋅ 34746 Zip Code

SPACE, FLEXIBILITY & LOCATION! Welcome to this spacious home nestled in a desirable community, offering plenty of room to live, relax, and entertain! Designed with versatility in mind, this home features multiple living areas, providing endless possibilities for everyday living, entertaining, or creating your ideal space. In addition to the generously sized bedrooms, you’ll find a bonus fifth room that can be customized to suit your needs, whether you envision a home office, fitness room, creative studio, or additional flex space. Enjoy the convenience of community amenities, including a refreshing community pool, perfect for soaking up the Florida sunshine without the maintenance of a private pool. With its spacious layout, flexible living options, and inviting neighborhood atmosphere, this property offers an incredible opportunity to make it your own. Existing FHA mortgage may be eligible for assumption by a qualified buyer, subject to lender approval and applicable requirements. Inquire for additional details! Don’t miss your opportunity to explore everything this home has. Schedule your private showing today!

2940 Benton Lane, Kissimmee

1835 Caribbean View Terrace, Kissimmee

1835 Caribbean View Terrace, Kissimmee

9 Beds ⋅ 6 Baths ⋅ Solara Resort SubDv. ⋅ 34747 Zip Code

Your perfect retreat in Kissimmee! This spectacular, fully furnished two-story property combines spaciousness, style, and ultimate comfort, making it ideal for everyday living or the vacation rental market. With 9 spacious bedrooms and 6 full bathrooms, the layout offers the perfect space to accommodate large families or groups with complete privacy. The master suite stands out for its generous size and private walk-in closet, while the additional bedrooms feature built-in closets. The ground floor seamlessly integrates the living and dining areas in an open-concept layout filled with natural light. The kitchen blends elegance and functionality, featuring solid wood cabinetry, stone countertops, and included appliances. Additionally, there is a separate laundry room equipped with a washer and dryer. The living space is complemented by an incredible themed game room and a private outdoor oasis—featuring an in-ground pool with a spa and a screened-in lanai, perfect for enjoying the Florida weather year-round. The property includes an attached 2-car garage and boasts a prime location near major roadways, shops, restaurants, and highly-rated schools. A turnkey gem ready to be enjoyed or rented out from day one!

1835 Caribbean View Terrace, Kissimmee

3210 Guana Way, Kissimmee

3210 Guana Way, Kissimmee

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

Amazing 4BR/3BA Furnished Townhome Resort-Style in Kissimmee near Disney, live or rent this bright, elegant and spacious property that give you an ultimate flexibility whether you are looking for OWNER OCCUPIED as a First or Second home or as INVESTOR of a high potential rental property, SHORT TERM OR LONG-TERM RENT zoned. Enjoy a modern turnkey layout with plenty of space for family, guests, tourists or tenants. Prime Central Florida location, just minutes from major attractions as world famous Disney parks, shopping malls, restaurants, and entertainment. Easy access to major road makes trips to Orlando and the area top attractions quick and convenient. Act now to schedule your showing today!

3210 Guana Way, Kissimmee

3200 Guana Way, Kissimmee

3200 Guana Way, Kissimmee

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

Amazing 4BR/3BA Furnished Townhome Resort-Style in Kissimmee near Disney, live or rent this bright, elegant and spacious property that give you an ultimate flexibility whether you are looking for OWNER OCCUPIED as a First or Second home or as INVESTOR of a high potential rental property, SHORT TERM OR LONG-TERM RENT zoned. Enjoy a modern turnkey layout with plenty of space for family, guests, tourists or tenants. Prime Central Florida location, just minutes from major attractions as world famous Disney parks, shopping malls, restaurants, and entertainment. Easy access to major road makes trips to Orlando and the area top attractions quick and convenient. Act now to schedule your showing today!

3200 Guana Way, Kissimmee

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