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 family-friendly attractions with the warmth of a close-knit community. Nestled in the heart of Osceola County, Kissimmee is renowned for its proximity to world-famous theme parks, including Walt Disney World and Universal Studios, making it a prime destination for visitors and residents alike.

Beyond its attractions, Kissimmee boasts a rich tapestry of culture, outdoor activities, and a welcoming atmosphere. The city is adorned with beautiful parks, scenic lakes, and a variety of shopping and dining options that cater to all tastes. Whether you’re exploring the historic downtown area or enjoying a leisurely stroll along the picturesque waterfront, Kissimmee offers a lifestyle that is both exciting and relaxing.

One of the standout features of Kissimmee is its charming neighborhoods, particularly those within the Homes with Sidewalks communities. These thoughtfully designed neighborhoods prioritize pedestrian-friendly environments, allowing residents to enjoy leisurely walks, bike rides, and community gatherings right outside their front doors. Sidewalks connect families to local parks, schools, and amenities, fostering a sense of community and safety for children and adults alike.

Living in Kissimmee means embracing a lifestyle filled with adventure, comfort, and connection. With a diverse selection of homes available, from cozy single-family residences to modern townhouses, you’re sure to find the perfect place to call home in this enchanting city. Discover the magic of Kissimmee today, where your dream home awaits amidst the charm of Florida living!

Newest Kissimmee Homes with Sidewalks Community Features

4 Beds ⋅ 4 Baths ⋅ S5157253 MLS

This beautifully maintained two-story home, built in 2022, offers 4 spacious bedrooms, 3.5 bathrooms, and over 2,760 square feet of thoughtfully designed living space. Located in the highly desirable Tohoqua community, this home combines modern finishes, comfort, and convenience. The open-concept floor plan features a spacious living and dining area that flows seamlessly into the contemporary kitchen, complete with ample cabinetry, generous counter space, and a large island perfect for entertaining and everyday living. Upstairs, you'll find generously sized bedrooms, including a spacious primary suite with a walk-in closet and an en-suite bathroom designed for relaxation. A rare and highly desirable feature of this home is the additional en-suite bedroom with its own private bathroom, making it ideal for guests, in-laws, or multigenerational living. Enjoy a large backyard with plenty of room for outdoor gatherings, play, or simply unwinding after a long day. Additional features include a 2-car garage with a tandem third-car bay, energy-efficient construction, and modern finishes throughout. Residents of Tohoqua enjoy an exceptional resort-style lifestyle with amenities designed for recreation, wellness, and community living. The community features a beautiful resort-style swimming pool with a sundeck, a state-of-the-art fitness center, and a clubhouse that serves as a gathering place for residents and community events, tennis courts, playgrounds, and scenic walking and biking trails that wind throughout the neighborhood. Conveniently located near Lake Nona Medical City, Orlando International Airport, Florida's Turnpike, major employers, shopping, dining, and entertainment, Tohoqua combines modern amenities with an unbeatable Central Florida location, making it one of Kissimmee's most desirable communities. Schedule your private showing today and experience everything this exceptional home has to offer!

2436 Blowing Breeze Avenue, Kissimmee

4 Beds ⋅ 3 Baths ⋅ O6435323 MLS

Welcome to a spacious and thoughtfully upgraded home designed for comfortable Florida living. Featuring 4 bedrooms, 2.5 bathrooms, OWNED SOLAR PANELS, dual A/C units, and a SafeTouch security system, this property combines energy efficiency, functionality, and modern convenience. The main level welcomes you with high ceilings, luxury vinyl plank flooring, and an open layout that makes everyday living and entertaining feel effortless. The kitchen serves as the heart of the home, featuring quartz countertops, 42-inch cabinetry, stainless steel appliances, a stylish backsplash, and generous workspace for cooking and gathering. Upstairs, a versatile bonus room/loft provides additional living space that can easily become a media room, playroom, home office, or entertainment area. The spacious primary suite features two separate closets and dual sinks in the en-suite bathroom. The additional bedrooms provide plenty of flexibility for family, guests, or working from home. For added convenience, the laundry room is located upstairs, making daily routines easier. Step outside to enjoy the private backyard with a peaceful water view, complete with screening and fencing, creating a wonderful space to relax, entertain, or enjoy time outdoors. With its combination of owned solar, generous living spaces, desirable upgrades, and inviting outdoor setting, this home is ready for its next chapter. Schedule your private showing and experience everything this property has to offer.

2553 Eagle Bay Boulevard, Kissimmee

3 Beds ⋅ 3 Baths ⋅ S5157261 MLS ⋅ N/A BLDG.

Great opportunity to own in the Gated community of Compass Bay! This townhome offers 3 bedrooms and 3 FULL bathrooms. Two primary suites, with their en suite bathrooms. The home also offers a spacious kitchen area and an outdoor patio. Comfortable living space and a washer and dryer settled into a laundry closet. Enjoy resort-style living with access to the community’s beautiful pool area, all within a well-kept and inviting neighborhood. Ideally located just minutes from Lake Buena Vista, Disney Parks, Universal Studios, SeaWorld, and major roadways including Osceola Pkwy and SR 535, offering easy access to shopping, dining, and entertainment. Make your appointment to view this home today!

5116 Dominica Drive, Kissimmee

2 Beds ⋅ 2 Baths ⋅ S5157244 MLS

Welcome to 7661 Sand Pierre Court, a charming and stylishly finished 2-bedroom, 2-bathroom end-unit villa offering over 1,400 square feet of thoughtfully designed living space. Its exceptional location at the end of a quiet cul-de-sac presents a rare opportunity to enjoy golf course views to the left and peaceful conservation views behind. Beautiful wood-plank-style ceramic tile flooring extends throughout the entire home, offering warmth, style and easy maintenance. The gourmet kitchen features a large center island with generous counter space and additional seating—perfect for casual dining and entertaining. The inviting primary suite includes a private en-suite bathroom, large walk-in shower, and a spacious walk-in closet. Step outside to the impressive extended screened lanai, an over $30,000 upgrade that creates an exceptional outdoor living space for relaxing and enjoying the tranquil natural surroundings. Don’t miss this rare opportunity! Contact me today to schedule your private showing!

7661 Sand Pierre Court, Kissimmee

4 Beds ⋅ 2 Baths ⋅ O6440461 MLS

Short Sale. Welcome to this immaculately maintained 4-bedroom home. Designed for comfortable everyday living and entertaining, the open-concept floor plan features a spacious kitchen that flows seamlessly into the dining and living areas. The desirable split-bedroom layout offers added privacy, with the primary suite on one side of the home and overlooking the beautiful backyard. The primary suite features a private en-suite bathroom with dual vanities, a stand-alone shower, and a huge walk-in closet. Step outside to enjoy the expansive fenced backyard, offering plenty of space for entertaining, pets, play, or simply relaxing outdoors. Solar panels are included in the sale, adding energy efficiency and long-term value. The HOA fee includes cable TV, high-speed internet, a pool, fitness center, baseball, volleyball, basketball and tennis courts, plus numerous playgrounds and dog parks. Conveniently located near HCA Florida Poinciana Hospital, schools, shopping, dining, and parks, this beautifully maintained home offers space and comfort!

111 Dorchester Court, Kissimmee

3 Beds ⋅ 2 Baths ⋅ O6440517 MLS

Under Construction. What's Special: No Stairs | Close to Amenities | 1st Floor Primary Bedroom. New Construction - October Completion! Welcome to the Blackbird at 5321 Loggia Lane in Westview! Step into this thoughtfully designed single-story home featuring three bedrooms, two bathrooms, and an open-concept layout perfect for everyday living and entertaining. The kitchen overlooks the dining area and spacious great room, creating a seamless gathering space. A private primary suite offers a walk-in closet and en-suite bathroom, while two secondary bedrooms provide added flexibility. Enjoy outdoor living on the patio, extended luxury vinyl plank flooring in main living areas, whole-house blinds, vertical blinds at the sliding glass door, plus an included refrigerator, washer, and dryer. 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. MLS#O6440517

5321 Loggia Lane, Kissimmee

4 Beds ⋅ 3 Baths ⋅ O6439745 MLS ⋅ 8957 BLDG.

Do you visit Florida so often that you think it makes more sense to own a second home here? Well if you paused..... and then answered yes, you are 100% right that it makes sense. Owning a second home in Orlando, while simultaneously renting it out can dramatically offset the costs of ownership, and provides a great place to stay when you visit. 8957 Sugar Palm Rd is as sweet of a home as the street name, and is located in the amenity-rich community of Paradise Palms; a 24-hour guard-gated community with impressive amenities such as a clubhouse, resort-style swimming pool, fitness center, spa, sauna, Tiki Bar, volleyball courts and a restaurant. Are you wondering how much effort it would take to maintain a home like this if you don't live here? Well, it couldn't be any easier, as the HOA maintains the grounds, landscaping, preventative pest treatment, as well as the cable, internet, telephone and trash removal. This fully furnished townhome is the true definition of "turn-key", and can be lived in on day 1. This home has more than enough space for your guests, including a first-floor bedroom with an adjacent bathroom, making it perfect for maximizing rental income. A designated dining room area is an additional space for everyone to gather, and enjoy spending time together while soaking in the Florida sun. If you like to entertain and appreciate hosting, this massive kitchen with granite countertops as far as the eye can see will not disappoint in any way. Upstairs you'll find the primary bedroom with its own en-suite bathroom, as well as two other bedrooms and a well-appointed bathroom. If you enjoy your own private pool and a place to cool off after a long day, you've found it! Can you picture yourself having a morning cappuccino or evening cocktail by your new pool, and relaxing after a long day? Now you can, and you can do this year-round now that you own a piece of Florida sunshine! >> FULLY FURNISHED & READY TO RENT | UP TO 70% OCCUPANCY WITH POTENTIAL GROSS INCOME OF $40,000 +/- | NEWER FURNITURE & WELL UPDATED KITCHEN & BATHROOMS | 24-HOUR GUARD GATED | 20 MINUTES TO DISNEY WORLD PARKS & RESORTS | 20 MINUTES TO UNIVERSAL STUDIOS & EPIC UNIVERSE | EASY ACCESS TO I4 | Don't you deserve to finally own a home in Florida?

8957 Sugar Palm Road, Kissimmee

4 Beds ⋅ 2 Baths ⋅ O6440201 MLS

Imagine a thoughtfully designed home with 12-foot ceilings that create a sense of openness and grandeur without feeling overly formal. The main living and dining spaces are connected but distinctly separated, allowing them to feel like part of one cohesive entertaining area while maintaining their own identities. The living room also feature double sliding doors that give easy access to the screened in lanai. A newly refreshed, open-concept kitchen flows seamlessly into the living area, creating a bright and welcoming space for entertaining. The large master ensuite featuring a spacious walk-in shower and a freestanding soaking tub. The bathroom offers an elegant, spa-like atmosphere with ample room to move around, dual vanities, generous storage, and beautiful finishes. Gated community with resort style pool and playground adds to warm feel of a family oriented community. Roof has been redone in 2023 and still carries another 7 years of warranty. AC unit has recently been serviced and check and is working perfectly. Make this your new home!

2900 Bonita Circle, Kissimmee

3 Beds ⋅ 3 Baths ⋅ O6439099 MLS ⋅ 1661 BLDG.

Welcome to this beautifully maintained townhome in the heart of Kissimmee, located in the quiet, gated community of Windsor Oaks. This spacious 3-bedroom, 2.5-bath home features a flexible layout with two master suites upstairs and a third bedroom on the main level that can also serve as a home office, den, or gym. In gated community. It is convenient to educational facilities and Valencia College. There are two master suites on the second floor offering large bedroom areas, one with walking closet and garden tub with shower, the other one with shower. Entire unit freshly painted with new toilets. Close to shopping plazas and public transportation. It is truly a great place to call home!

1661 Windsor Oak Court, Kissimmee

4 Beds ⋅ 4 Baths ⋅ S5156984 MLS

A Distinctive Expression of Modern Florida Luxury Set on an oversized corner homesite in Eagle Estates, 1002 Coyote Creek is a newly completed custom residence by award-winning Landmark Custom Builder, created with an emphasis on scale, light and seamless indoor-outdoor living. The home makes its presence known from the moment you arrive. A sweeping circular drive leads beneath the porte-cochere, where soaring columns and dramatic expanses of glass introduce the contemporary architecture within. Inside, more than 5,100 square feet unfolds around a spectacular two-story Great Room. Twenty-four-foot ceilings, walls of glass, a floating staircase and an open upper gallery give the home an exceptional sense of volume while filling the interior with natural light. At the rear, 24 feet of pocketing glass doors disappear almost entirely, transforming the Great Room and covered lanai into one continuous living and entertaining space. The kitchen is sophisticated yet highly functional, with expansive quartz surfaces, a substantial gathering island, Thermador appliances including a double oven and a dedicated temperature-controlled wine column. An adjacent scullery provides additional preparation and storage space and is ideal for a catering hub. Privately positioned on the first floor, the primary suite offers a fireplace and direct access to its own covered outdoor retreat with an additional fireplace and retractable screens. The adjoining bath is designed with a resort-like sensibility, featuring dual vanities and a dramatic wet room with dual showers and soaking tub. A light-filled private office completes the main level. The floating staircase leads to an upper gallery overlooking the Great Room and connecting the home's additional living spaces. An open lounge with custom wet bar creates a natural gathering place, while the dedicated theater/game room provides a completely different atmosphere for movie nights and entertaining. A spacious king suite overlooks the pool, and two additional bedrooms with custom built-in bunk structures offer the opportunity to create imaginative themed retreats. An elevator connects both levels. Outside, the architecture opens to an expansive private resort setting. The covered lanai incorporates a full summer kitchen, fireplace, gas firepit, pool bath and retractable Phantom screens. Beyond it, an immense deck surrounds a 43-foot pool, spa and oversized sun shelf, with abundant space for entertaining on a grand scale. Just as significant is what remains beyond the finished outdoor living area. The unusually large homesite provides genuine flexibility for the future - whether envisioned as a detached guest casita, private multigenerational quarters, putting green, sport court or another amenity tailored to the next owner's lifestyle. A three-car garage, circular drive and porte-cochere complete a residence that feels substantial from every perspective. Located among the custom estates of Eagle Estates, this is a home that distinguishes itself not through excess, but through proportion, craftsmanship and thoughtful design. Newly completed and ready to enjoy, 1002 Coyote Creek offers the increasingly rare opportunity to own a custom residence of this scale without waiting years to design an build. Come see for yourself why this standout home with a commanding presence is an opportunity that shouldn't be missed.

1002 Coyote Creek Way, Kissimmee

2 Beds ⋅ 3 Baths ⋅ S5156512 MLS

Virtually Staged. Priced to SELL! Welcome to this beautiful Coconut Grove model featuring a courtyard and serene conservation view. This spacious home offers 2 bedrooms, 2.5 bathrooms, a den/study, Florida room, dining room, and a 2-car garage, ideally located near The Palms Amenity Center. Recent Upgrades Include: New Roof (2024) New HVAC (2024) New Water Heater (2024) New Refrigerator (2024) Water Softener System. Enter through the courtyard and through the screened front porch and into the open-concept living area with a slider to the lanai. NO CARPETS!—enjoy diagonal tile and luxury vinyl plank flooring throughout. The kitchen, conveniently located near the dining room, includes an eat-at bar facing the Florida room, a breakfast nook, tile backsplash, ample custom cabinetry, and newer appliances. The Florida room provides additional space for relaxing or entertaining and a door to the lanai, while the den/study makes a perfect home office or hobby space. The primary suite features a sliding door to the lanai, two large walk-in closets and an en-suite bathroom with split vanities, makeup knee space, a garden tub, and a walk-in shower. The guest bedroom and bath are situated on the opposite side of the home for added privacy. Enjoy the outdoors in the screened and covered lanai, accessible from the living room through sliding glass doors. The 2-car garage offers plenty of storage space. This move-in-ready home combines comfort, style, and value — a must-see opportunity! All this in one of the top 55+ communities in America. Solivita offers residents access to state of the art amenities and work out facilities, dance and aerobics studios, a business center, 14 heated swimming pools, 2 heated spas, tennis courts, pickleball courts, shuffleboard, bocce ball, billiards room, art gallery, 3 restaurants and 2 championship 18-hole golf courses, driving range and putting course. Every day offers something new to explore and enjoy! This home also features easy access to nearby shops,as well as a brand new shopping center that caters to all your needs (including Sprouts) dining, and health care, offering the perfect balance of privacy and lifestyle.

861 Bella Viana Road, Kissimmee

3 Beds ⋅ 3 Baths ⋅ S5157200 MLS ⋅ 2615 BLDG.

Modern upgrades and resort-style living come together in this beautifully refreshed 3-bedroom, 2.5-bath townhome, built in 2018 and located within Tapestry’s sought-after 24-hour guard-gated community. Freshly painted throughout, including the front door, the home features recessed daylight LED lighting and stylish vinyl plank flooring extending from the staircase across the entire second floor, creating a clean, cohesive finish with no carpet anywhere. The open-concept main level seamlessly connects the kitchen, dining and living areas for effortless everyday living and entertaining. Stainless steel appliances complement the kitchen, which overlooks the spacious family room, while a convenient half bath completes the first floor. Upstairs, the private primary suite offers its own en-suite bathroom, while two additional bedrooms share a second full bath. The versatile loft provides the perfect setting for a home office, media space or second living area and opens directly onto a spacious balcony where you can unwind while enjoying spectacular sunset skies, along with a peaceful side glimpse of the nearby lake in the distance. Additional highlights include a 2-car garage and access to Tapestry’s impressive amenities: clubhouse, zero-entry resort pool, water slide, splash pad, fitness center, playground, dog park, BBQ areas, event spaces, parks and walking trails. Minutes from The Loop, Publix, Costco, shopping, dining and entertainment, with convenient access to Osceola Parkway, Florida’s Turnpike, SR 417, Orlando International Airport and Central Florida’s world-famous attractions. Contemporary style, thoughtful improvements, flexible living space and an outstanding location make this a Tapestry opportunity you will not want to miss. Schedule your private showing today!

2615 Giardino Loop, Kissimmee

Start Your Search