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

5160 Ambergris Loop, Kissimmee
$395,000
3 Beds ⋅ 3 Baths ⋅ Compass Bay Unit 1 SubDv. ⋅ 34746 Zip Code
Beautiful fully furnished townhouse for sale in Kissimmee! Move-in ready and featuring 3 bedrooms, 2.5 bathrooms, and approximately 1,798 sq. ft. of living space. Enjoy a private patio with peaceful lake views and a convenient location near shopping, dining, and major roadways. A great opportunity for buyers seeking a furnished home in Central Florida. Easy to show! Schedule your appointment through ShowingTime.

5160 Ambergris Loop, 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
2200 San Vittorino Circle Unit 108, Kissimmee
$199,000
4 Beds ⋅ 3 Baths ⋅ Venetian Bay Village Condo Ph 2 SubDv. ⋅ 34741 Zip Code
Minutes to Disney, Fully Furnished 4bed 3bath townhouse, quiet, gorgeous and space, totally updated on 2019….easy to rent $1850 around per month, or use as airbnb short rentals with high return…..great opportunity for investment, vacation home or residence…. 4 swimming pools, Large Clubhouse, Spa, Gym, Tennis Courts, basketball,volleyball court & movie theatre and business center, 24 hours serious gated guard community.... Conveniently located near shopping, restaurants, and Central Florida tourist attractions.( Finished, furniture included, thousands future bookings is free to transfer to new owner)

2200 San Vittorino Circle Unit 108, 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
7601 Recife Drive, Kissimmee
$420,000
4 Beds ⋅ 5 Baths ⋅ Magic Village SubDv. ⋅ 34747 Zip Code
Discover resort-style living at Magic Village Resort! Located in a gated community just minutes from Orlando's famous theme parks, shopping, and dining, this beautifully furnished and tastefully decorated 4-bedroom, 4.5-bath townhome offers a blend of resort amenities and the comfort of a private retreat. Enjoy soaring living room ceilings, two spacious primary suites, one downstairs and another upstairs with a balcony, and a covered lanai with an outdoor grill, perfect for relaxing after a day at the parks. Resort conveniences include concierge services, a 24/7 clubhouse, fitness center, kids' playroom, housekeeping services, and an on-site restaurant. Make unforgettable memories with family and friends while enjoying the opportunity to generate rental income when you're not using the home.

7601 Recife Drive, Kissimmee
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
5533 Isla Saona Drive, Kissimmee
$341,467
4 Beds ⋅ 2 Baths ⋅ Westview SubDv. ⋅ 34758 Zip Code
What's Special: Appliances Included | Premium View. New Construction - Ready Now! Welcome to the Goldfinch at 5533 Isla Saona Drive in Westview! The open-concept kitchen, dining area, and great room create a bright space that is ideal for everyday living. A spacious kitchen island, walk-in pantry, and seamless flow to the covered lanai make gathering with family and friends effortless. The private primary suite is tucked away at the rear of the home and features a generous walk-in closet and well-appointed bath. Three secondary bedrooms provide flexibility for guests, a home office, while the centrally located laundry room and two-car garage add convenience. 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: washer, dryer, refrigerator, blinds and garage door opener. Virtually staged photos are for representative purposes only. MLS#

5533 Isla Saona Drive, Kissimmee
2910 Castaway Lane, Kissimmee
$299,900
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully appointed 3-bedroom, 3-bathroom villa in the highly desirable Margaritaville Resort Orlando, just minutes from Walt Disney World! Offering a sought-after floor plan, peaceful views of lush green space, and a prime location just a short stroll from the neighborhood pool, this charming villa perfectly combines comfort, style, and the relaxed Florida lifestyle. Step inside to discover a bright and airy interior featuring soaring ceilings, abundant natural light, and an inviting open-concept design ideal for both everyday living and entertaining. Expansive sliding glass doors seamlessly connect the spacious living and dining areas to a private outdoor patio, creating the perfect setting to unwind and enjoy Florida's beautiful weather. Thoughtfully selected finishes include elegant wood-look tile flooring, quartz countertops, beautiful wood staircases, and a stylish kitchen that opens effortlessly to the main living space. A private owner's closet offers additional convenience and secure storage. Whether you're searching for a full-time residence, a personal vacation getaway, or an income-producing investment, this versatile villa offers exceptional possibilities. The property is currently not enrolled in a rental program, yet short-term vacation rentals are permitted, giving future owners the flexibility to enjoy the property personally or take advantage of its vacation rental potential. Beyond the villa, discover the vibrant tropical atmosphere and exceptional amenities of Margaritaville Resort Orlando, one of Central Florida's most popular resort destinations. Inspired by the laid-back charm of island living, this gated community offers beautifully landscaped grounds, multiple resort-style swimming pools, restaurants, bars, a fitness center, a full-service spa, and scenic walking trails. Residents and guests can also enjoy nearby Sunset Walk, a lively entertainment district featuring an impressive selection of dining, shopping, live music, and year-round events. Island H2O Water Park adds another exciting recreational option just moments away. With beautifully maintained common areas, exterior and lawn maintenance services, and 24-hour gated security, ownership offers the convenience of a low-maintenance resort lifestyle. Ideally located near Walt Disney World, Universal Orlando, championship golf courses, premier shopping, and countless dining and entertainment destinations, this property presents a wonderful opportunity to own a piece of paradise in the heart of Central Florida.

2910 Castaway Lane, Kissimmee
5515 Isla Saona Drive, Kissimmee
$345,214
4 Beds ⋅ 2 Baths ⋅ Westview SubDv. ⋅ 34758 Zip Code
What's Special: No Rear Neighbors | Appliances Included. New Construction - Ready Now! Welcome to the Goldfinch at 5515 Isla Saona Drive in Westview! This single-story home combines comfort and convenience with an open-concept layout perfect for everyday living. The kitchen features a large island, pantry, and included refrigerator, flowing seamlessly into the dining area and spacious great room. A covered lanai extends the living space outdoors, creating the perfect spot to relax. Privately situated at the rear of the home, the primary suite offers a spacious bathroom and walk-in closet. Three secondary bedrooms and an additional full bathroom provide flexibility for guests or a home office. Completing the home are a two-car garage, laundry room with included washer and dryer, and whole-house blinds for added move-in-ready convenience. Take exit 58 to Champions Gate Blvd/Osceola Polk Line Rd in Four Corners. Keep left at the fork, follow signs for Poinciana/Kissimmee. Continue 1 mile and then turn right onto Lake Wilson Rd. In 2 miles, turn left onto Ronald Regan Blvd and continue onto Poinciana Pkwy for 7 miles. Turn right onto Cypress Pkwy and the Westview entrance will be ahead on the right. Follow signs to Aden South and turn left onto Loggia Ln and continue to the model sales center. Additional Highlights Include: extended LVP flooring throughout main level and 1/2 HP garage door opener. Virtually staged photos are for representative purposes only. MLS#O6453903

5515 Isla Saona Drive, Kissimmee
8105 Coconut Palm Way Unit 303, Kissimmee
$215,000
3 Beds ⋅ 2 Baths ⋅ Wyndham Palms Condo Ph 6 SubDv. ⋅ 34747 Zip Code
Virtually Staged. Welcome to 8105 Coconut Palm Way, Unit 303, an outstanding opportunity to own a fully furnished 3 bedroom condo in the highly sought after Windsor Palms Resort community at an incredibly affordable price. Located on the third floor with beautiful views, this well maintained condo offers exceptional flexibility as a vacation home, Airbnb, long term rental, or full time residence. One of the biggest advantages of this property is that it is being sold fully furnished, allowing the next owner to enjoy a nearly turnkey vacation home or rental property without the added expense of purchasing furniture. Whether you're looking for your own Florida getaway, an income producing investment, or an affordable primary residence, this condo offers tremendous value. Inside, you'll find a spacious split bedroom floor plan that provides additional privacy for owners and guests while offering flexibility for different rental arrangements. The property has been well maintained and features a newer HVAC system along with a brand new washer and dryer, helping reduce some of the immediate expenses associated with purchasing a property. What truly sets Windsor Palms apart is the incredible collection of amenities and services included through the HOA. Residents and guests enjoy 24 hour staffed gated security, cable, internet, pest control, a beautiful resort style swimming pool with massive water slides, a fantastic fitness center, a huge video arcade, movie theater, concierge services, bar and grill, and an onsite convenience store. Outdoor recreation is equally impressive, with tennis courts, a sand volleyball court, basketball courts, parks, and playgrounds. The location is another major advantage. Windsor Palms is conveniently situated near Walt Disney World and Central Florida's world famous attractions, with countless restaurants, shopping destinations, entertainment options, and major highways just a short drive away. This makes the property especially appealing to vacationers while also providing everyday convenience for full time residents. Unlike communities that restrict how owners can use their properties, Windsor Palms offers the flexibility of short term vacation rentals, long term rentals, or owner occupancy, allowing you to choose the option that best fits your lifestyle and investment goals, subject to applicable community requirements. With its attractive price, fully furnished interior, desirable third floor location, split bedroom layout, newer HVAC system, brand new laundry appliances, and access to an impressive lineup of resort amenities, 8105 Coconut Palm Way, Unit 303 offers an exceptional opportunity to own in one of the area's most established vacation resort communities. If you've been searching for an affordable, move in ready property near Disney with outstanding amenities and multiple ownership possibilities, this condo deserves your attention.

8105 Coconut Palm Way Unit 303, Kissimmee
8504 Crystal Cove Loop, Kissimmee
$258,000
3 Beds ⋅ 3 Baths ⋅ Emerald Island Resort Ph 2 SubDv. ⋅ 34747 Zip Code
3 beds, 2.5 baths in Emerald Island Resort. Here is your chance to own in one of Florida's sought after location to enjoy Disney and all the other theme parks! Turn key and ready to be rented. Gain equity while having others pay for it and use it whenever you wish. With reasonable fees this one should not be missed. Clean and ready to go. Ask about financing options with our preferred lender and invest in your future!

8504 Crystal Cove Loop, Kissimmee
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