Kissimmee Homes with Sidewalks Community Features

Kissimmee Homes with Sidewalks Community Features

Welcome to Kissimmee, Florida, a vibrant city nestled in the heart of Osceola County, where sunshine and smiles abound! Known for its warm climate and welcoming atmosphere, Kissimmee is a delightful blend of urban conveniences and natural beauty. Just a stone's throw away from the world-famous attractions of Orlando, residents enjoy easy access to theme parks, shopping, and dining, while also relishing the charm of a close-knit community.

One of the standout features of Kissimmee is its commitment to creating inviting neighborhoods, particularly those with homes that boast beautiful sidewalks. These community features not only enhance the aesthetic appeal of the area but also promote a sense of togetherness among residents. Whether you’re taking a leisurely stroll in the evening, enjoying a morning jog, or simply walking your furry friend, the well-maintained sidewalks provide a safe and pleasant environment for all.

Kissimmee’s neighborhoods are designed with families in mind, offering parks, playgrounds, and recreational areas that encourage outdoor activities and foster connections. The sidewalks serve as pathways to local schools, shops, and community events, making it easy to embrace a lifestyle that values community engagement and healthy living.

With a rich cultural heritage, diverse dining options, and an array of outdoor activities, Kissimmee is more than just a place to live—it's a place to thrive. Explore the charm of this enchanting city and discover your dream home in a community where sidewalks lead to new friendships and unforgettable memories. Welcome home to Kissimmee!

Newest Kissimmee Homes with Sidewalks Community Features

8897 Rhodes Street, Kissimmee
$560,000
6 Beds ⋅ 5 Baths ⋅ Windsor At Westside SubDv. ⋅ 34747 Zip Code
There is a reason people stop when they first walk in. No rear neighbors, just an open pond view, and the clubhouse a few steps away. This is a fully furnished 6 bedroom, 4.5 bath home in guard-gated Windsor at Westside, and it was put together to be lived in and enjoyed, not just looked at. The private screened pool and spa are made for those long Florida afternoons, dinner outside, sunset included. Downstairs, the primary suite is its own quiet corner, with a big bathroom, a soaking tub and direct pool access. And with more than $40,000 in recent upgrades, luxury vinyl plank floors, fresh paint, designer lighting and bedrooms themed for guests of every age, the house feels new without losing its warmth. There is also a half bath downstairs, which matters more than it sounds when the house is full. Upstairs, a second primary suite, themed rooms for the younger ones, and a loft that turns into whatever the group needs that night: a movie room, a game room, or just a place to be together. Outside your door, Windsor at Westside does the rest: a zero-entry resort pool, lazy river, tiki bar, fitness center, arcade and sports courts, all a short walk away. And you are minutes from Walt Disney World, Universal, shopping, dining and the main highways, which is why this home works as well for unforgettable vacations as it does for short-term rental performance. Come see it. It is the kind of place that is hard to explain until you stand in it.

8897 Rhodes Street, Kissimmee

7593 Gathering Drive Unit 708, Kissimmee
$220,000
1 Beds ⋅ 1 Baths ⋅ Reunion Grande Condo SubDv. ⋅ 34747 Zip Code
**Property has an active Reunion Resort Membership Available** Welcome to the Reunion Grande, located in the renowned golf community of Reunion Resort! Comprised of 82 individually owned condos, 4 restaurants on site, and all of the amenities of a 4 diamond resort hotel, the Reunion Grande is a the epitome of luxury living. This condo is 1 of only 6 one bedroom condos in the Grande, making it a rarity. As you enter. this tastefully appointed condo you will immediately notice the penthouse ambience, featuring an open concept kitchen, dining, living room space that flows together perfectly, with diamond pattern laid travertine tile flooring covering the main living area, dining room and kitchen. Positioned on the 7th floor, this condo has amazing views out every window, stepping out on your oversized covered balcony you will enjoy unobstructed views of the Watson and Palmer golf courses, beautiful sunrises, and a panoramic view of the beautiful community of Reunion Resort. Pride in ownership can be seen throughout this condo, as it has been meticulously maintained. Being sold fully furnished, this condo will come to you turnkey. Reunion Resort is a luxury resort, that also allows short term rental, if you're looking for a home away from home, while also being able to generate short term rental revenue, this condo is for you! Reunion Resort is positioned with quick access to all the major theme parks, especially Disney World, being Just 2 Exits Away, making Reunion Resort top choice for visitors of all ages. If you are looking to take a few golf swings while on your vacation you can take the challenge on any of the 3 world class championship golf courses, Designed By Arnold Palmer, Tom Watson, And Jack Nicklaus, that Are Located within the gates of Reunion. There Are 12 Pools In The Community, Including a multimillion dollar water park, Complete with a lazy river, splash park for the little ones, tiki bar, & Water Slide. This condo is turnkey, With so much to desire, it is now your turn to call Reunion Resort your new home, or home away from home, welcome home!

7593 Gathering Drive Unit 708, Kissimmee

2711 Summer Retreat Lane, Kissimmee
$349,990
3 Beds ⋅ 2 Baths ⋅ Tohoqua Ph 5a SubDv. ⋅ 34744 Zip Code
Discover the perfect blend of comfort, style, and effortless living in this beautifully upgraded 3-bedroom, 2-bath villa **located in one of Kissimmee’s desirable communities. Featuring 1,579 square feet of thoughtfully designed living space, this move-in-ready home offers a modern open-concept layout with elegant finishes and a relaxed, resort-inspired lifestyle. From the moment you arrive, you’ll appreciate the charming curb appeal, featuring a paver driveway, beautifully maintained landscaping, and a welcoming covered entrance. Step inside to discover a bright and spacious interior filled with natural light, complemented by tile flooring in the entire home, upgraded lighting, and plantation shutters all throughout. The open kitchen seamlessly connects to the dining and living spaces, making it ideal for entertaining guests or enjoying everyday moments with family. The thoughtfully designed split-bedroom floor plan provides added privacy, while the separate room offers flexibility for remote work, a home library, or a personal hobby space. The spacious primary suite features a walk-in closet and a well-appointed en-suite bathroom designed with comfort and convenience in mind. Enjoy Florida living at its best in the covered lanai and fenced in backyard creating the perfect outdoor retreat for relaxing mornings, evening gatherings, or entertaining friends. Additional features include a two-car garage, dedicated indoor laundry room, and easy, low-maintenance living that allows you to spend more time enjoying the things you love. Ideally situated near Lake Nona, Medical City, Orlando International Airport, SR-417, Florida’s Turnpike, and Osceola Parkway, this home offers convenient access to shopping, dining, entertainment, and Orlando’s world-famous attractions.

2711 Summer Retreat Lane, Kissimmee

1459 Resolute St, Celebration
$699,990
3 Beds ⋅ 3 Baths ⋅ Celebration South Village Unit 4 Rep 2 SubDv. ⋅ 34747 Zip Code
Win-Win! The sellers’ relocation creates an exceptional opportunity to enjoy luxury living in Celebration’s sought-after Spring Lake Village. Offered at $699,900 and priced to sell, this 3-bedroom David Weekley home blends classic Victorian architecture with everyday comfort. A double front porch adds timeless appeal, while an additional 5 feet in both guest bedrooms and the garage provides valuable extra space. Inside, wood-look tile flooring and crown molding complement the open main living areas. The kitchen features granite countertops, white cabinetry, and a breakfast island, flowing seamlessly into the family room and dining area for easy entertaining. A spindle staircase leads upstairs to all three bedrooms and a conveniently located laundry area. The two oversized guest bedrooms share a full bathroom, while the primary suite features a spacious bathroom with a double vanity, granite countertops, a garden tub, and a separate shower. A walk-in closet with custom built-ins and a private covered balcony complete this personal retreat. Wood laminate flooring runs through the bedrooms and hallway, with tile in the bathrooms and laundry area. A new AC system was installed in 2024. Just steps away, the Spring Lake recreation center offers a pool, fitness facility, cabana and gathering greens. Celebration’s lifestyle extends beyond your doorstep, with miles of walking and biking trails, community pools, tennis courts, fitness centers, playgrounds, and year-round community events. Downtown offers shops, restaurants, seasonal celebrations, and entertainment. This golf cart-friendly community also offers access to golf and a convenient location within a short drive of Orlando International Airport, world-famous attractions, and major highways. A home you’ll love, a lifestyle you’ll enjoy... that’s a Win-Win.

1459 Resolute St, Celebration

2431 Peace Circle, Kissimmee
$384,900
3 Beds ⋅ 2 Baths ⋅ Allamanda Grace At Crescent Lakes SubDv. ⋅ 34758 Zip Code
Turnkey waterfront pool home just 12 miles from Disney, fully furnished with beautiful sunset water views from the bedroom, kitchen, and screened poolside lanai. This three-bedroom, two-bath home is located in the peaceful Crescent Lakes community and has a two-car garage. Recent updates include a beautifully refinished pool deck with a fresh waterproof coating, pool resurfaced approximately two years ago, pool heater approximately two and a half years old, updated kitchen cabinets, countertops and appliances approximately three years old, refreshed bathrooms, and interior paint approximately one year old. The water heater is approximately one year old, the insulated garage door approximately three years old, the roof approximately eight years old, and the AC approximately seven years old. The home has an established Airbnb history with a 4.9-star rating and over 100 five-star reviews. Projected 2026 gross rental revenue exceeds $40,000, and approximately half of 2027 is already booked, subject to verification. Furniture and vacation rental essentials are included. Crescent Lakes offers parks, playgrounds, tennis and basketball courts, and scenic water features. Please verify all financial figures, future booking arrangements, property details and community fees before publishing; Airbnb reservations are not guaranteed to transfer to a buyer. Thank you, DanTurnkey waterfront pool home just 12 miles from Disney, fully furnished with beautiful sunset water views from the bedroom, kitchen, and screened poolside lanai. This three-bedroom, two-bath home is located in the peaceful Crescent Lakes community and has a two-car garage. Recent updates include a beautifully refinished pool deck with a fresh waterproof coating, pool resurfaced approximately two years ago, pool heater approximately two and a half years old, updated kitchen cabinets, countertops and appliances approximately three years old, refreshed bathrooms, and interior paint approximately one year old. The water heater is approximately one year old, the insulated garage door approximately three years old, the roof approximately eight years old, and the AC approximately seven years old. The home has an established Airbnb history with a 4.9-star rating and over 100 five-star reviews. Projected 2026 gross rental revenue exceeds $40,000, and approximately half of 2027 is already booked, subject to verification. Furniture and vacation rental essentials are included. Crescent Lakes offers parks, playgrounds, tennis and basketball courts, and scenic water features. Please verify all financial figures, future booking arrangements, property details and community fees before publishing; Airbnb reservations are not guaranteed to transfer to a buyer.

2431 Peace Circle, Kissimmee

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