Kissimmee Homes with Sidewalks Community features

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Newest Kissimmee Homes with Sidewalks Community features

$270,000

3 Beds ⋅ 3 Baths ⋅ O6438706 MLS ⋅ 5276 BLDG.

Welcome to this beautifully maintained 3-bedroom, 3-bath townhome in the desirable gated community of Paradise Cay in Kissimmee. Thoughtfully designed across two levels, this home offers a versatile floor plan with a first-floor bedroom and full bath, ideal for guests, a home office, or added privacy. The second floor features two spacious bedrooms, each with its own full bathroom, along with a convenient laundry area. The well-appointed kitchen offers ample cabinetry, full-size appliances, and a comfortable dining area, creating a functional space for everyday living and entertaining. Enjoy the privacy and convenience of a gated community with access to a community pool and playground. Ideally located just off US-192, the property is minutes from Walt Disney World and other Central Florida attractions, while also offering easy access to Celebration, shopping, dining, entertainment, and major roadways. Whether you're looking for a primary residence, a Florida getaway, or an investment property, this townhome offers an excellent combination of location, functionality, and lifestyle. A wonderful opportunity in the heart of Kissimmee—schedule your private showing today!

5276 Paradise Cay Circle, Kissimmee

Listing courtesy of SUNNY 365 REALTY GROUP. 407-574-7048

$450,000

4 Beds ⋅ 2 Baths ⋅ S5157023 MLS

Virtually Staged. Welcome to 2853 Boating Blvd in Shingle Creek Reserve at the Oaks! This spacious single-story home offers 4 bedrooms, 2 bathrooms, over 2,100 square feet of living space, a private pool, and a two-car garage. Enjoy Florida living in a community offering private resident boat ramp and boat lift access leading through Shingle Creek to Lake Tohopekaliga (Lake Toho). Perfect for boating, fishing, and enjoying the outdoors. This community amenities include a playground, basketball court, tennis court, parks, trails, and more. Golf is also available within the Oaks for an additional fee. Conveniently located near shopping, dining, schools and major roadways, and Central Florida attractions. Whether relaxing by your private pool or taking advantage of the community outdoor amenities and access to Lake Toho, this home offers a wonderful combination of space, recreation and location. Schedule your private showing today.

2853 Boating Boulevard, Kissimmee

Listing courtesy of MCKINNEY REALTY CO. 407-750-0208

$367,000

3 Beds ⋅ 2 Baths ⋅ A4705164 MLS

Virtually Staged. Furnished, move-in-ready, 2021-built Taylor Morrison home in Solivita, a guard-gated, 55+ community. This 3BR/2BA, 1,821 sq ft single-level home features an open floor plan, wide doorways for easy accessibility, and a 2-car garage. A model home for the community, numerous upgrades were included to include 42" upper cabinets, double head master shower, upgraded granite countertops, and window treatments. The primary suite and private screened patio overlook a peaceful pond with all the wildlife you'd expect. Newer construction provides modern systems and low-maintenance living. GE appliances; Washer/dryer included; furnishings available separately for ultimate convenience (see exclusions/personal property remarks). Solivita is a 4,300-acre thoughtfully designed master-planned active adult community located in Kissimmee, Florida. It is approximately 26 miles to Disney World & 31 miles to the Orlando International Airport. The Solivita community offers resort-style amenities, including two 18-hole golf courses, drug/convenience store; Stonegate Grille, the Palms and Riviera fitness and spa centers with indoor and outdoor pools, indoor walking track, Freedom Park with pickleball, tennis, bocce, shuffleboard, dog parks and community gardens, Solivita University, art and ceramics studios, billiards, the Starlite Ballroom, an on-site market, food trucks, golf-cart paths with tunnels, and multiple guard-gated entrances. HOA dues conveniently cover fiber optic internet and TV services, security, landscaping, and irrigation—so you can focus on enjoying life instead of maintenance. Best of all, shopping, restaurants, and a hospital are right across the street for ultimate convenience. *Some photos virtually enhanced to accent sunset, wildlife, wall decor, etc.*

508 Lago Matisse Street, Kissimmee

Listing courtesy of SAVVY AVENUE, LLC. 888-490-1268

$369,900

2 Beds ⋅ 2 Baths ⋅ O6438375 MLS ⋅ Reunion Grande BLDG.

Fantastic 2-bedroom, 2-bathroom corner unit featuring an oversized balcony with breathtaking golf course views and a spectacular nightly view of the Disney fireworks! This beautiful condo is being offered fully furnished and includes an ACTIVE MEMBERSHIP which is transferrable to the next owner, PLATINUM AVAILABLE, making it an exceptional opportunity for both personal enjoyment or investment. The spacious, open concept layout features crown moulding throughout and a beautifully appointed kitchen with rich hardwood cabinetry, stainless appliances, a decorative backsplash, granite countertops, and a convenient breakfast bar. Both bedrooms are equipped with two closets providing an abundance of storage. and have luxury vinyl flooring. The bathrooms are thoughtfully enhanced with decorative shiplap accents, adding warmth and character. You will appreciate the welcoming smiles of the doormen as you arrive home. There is also valet parking & front desk concierge as well as Starbucks coffee & gift shop available for your convenience. The Reunion Grande offers several delicious dining experiences including a Sushi Bar & the 7593 Chophouse both located on the Lobby Level. On the 11th floor there is a rooftop restaurant & bar to enjoy your favorite cocktail or relax by the fireplace and pool. Located adjacent to the hotel, enjoy the Golf Clubhouse, Spa, the Seven Eagles Pool Pavilion & fitness center. This condo can be a primary residence, second home or vacation rental property. Great location in the heart of Reunion, a Must See! Reunion Resort is a 2,300 acre Resort and Golf Community with three championship signature golf courses, a multimillion dollar waterpark located just 6 miles from DISNEY and the parks, 20 minutes to the Orlando International Airport and easily accessible to the major highways.

7593 Gathering Drive Unit 801, Kissimmee

Listing courtesy of REAL BROKER, LLC. 855-450-0442

$429,999

3 Beds ⋅ 2 Baths ⋅ S5157029 MLS ⋅ N/A BLDG.

Welcome to this highly sought-after, move-in-ready townhome in the desirable Siena at Celebration complex. Situated on a premium lot, this stunning three-story residence boasts tranquil lush green space views. As you enter a versatile layout greets you with a spacious office—perfect for remote work, a home gym, or a den. This level also provides direct access to the attached two-car garage, offering ample space for parking and storage. On the second floor you will find the heart of the home. A bright, open-concept living room bathed in natural light that flows seamlessly into the dining area & kitchen, creating an ideal space for entertaining or relaxing and with a large kitchen you can make amazing meals. As you ascend to the third floor you will find the space dedicated entirely to rest, this level features all three bedrooms. The airy primary suite is a true private retreat, offering generous natural light, a walk-in closet, and an en-suite bathroom. Two additional bedrooms sit just across the hall and share a well-appointed full bathroom. Living in Siena means enjoying exclusive access to a resort-style pool, clubhouse, fitness center, and playground. Beyond the Siena complex, Celebration homeowners benefit from unparalleled community amenities, including six additional pools, sports courts, athletic fields, the renowned Celebration Golf Club, over 26 miles of scenic trails, the Celebration Dog Park, and an Athletic & Recreation Complex. Since location is everything. You are just a short bike ride from Downtown Celebration, Advent Health @ Celebration, and Celebration Pointe shopping center. Enjoy quick access to the 417 and nearby shopping at Publix. Best of all, you are just 11 minutes from Walt Disney World, 27 minutes from Orlando International Airport. Don’t miss your opportunity schedule your showing today.

763 Siena Palm Drive, Kissimmee

Listing courtesy of CENTURY 21 CARIOTI. 407-566-0555

$299,000

2 Beds ⋅ 1 Baths ⋅ S5156734 MLS ⋅ 20 BLDG.

Welcome to this Charming CONDO in the beautiful DISNEY TOWN OF CELEBRATION! This 2b1b home also features a versatile office/den and conveniently located near the elevator. Next to the Kitchen is the Dinning room providing a perfect space for hosting friends and family. A Large Living Room and double door leading to the Den/Office. THE Balcony views from the primary bedroom is a true sanctuary, offering a large walk-in closet, and an ensuite bathroom with soaker tub shower combo. Enjoy the wonderful Georgetown Condominium Community amenities, including a Fitness Center, Pool, Picnic Gazebo, and beautiful Clubhouse. If that was not enough, Step outside into everything the Town of CELEBRATION has to offer, Olympic-size Pools, Parks, Kids Playgrounds, Walking Trails, Basketball Courts, Tennis Courts. Celebration's Downtown is the perfect place to relax after enjoying Dinner in one of the Downtown Restaurants after walking Market Street Shops. Easy access and minutes from Magic Kingdom, Orlando International Airport, Millenia Mall area, Dr. Phillips and everything that Orlando has to offer.

315 Grand Magnolia Avenue Unit 207, Kissimmee

Listing courtesy of A+ HOME RENTALS LLC. 407-557-8929

$340,000

3 Beds ⋅ 2 Baths ⋅ O6439562 MLS ⋅ 3120 BLDG.

Priced to sell, this first-floor corner unit in Storey Lake Resort offers one of the strongest value opportunities in Kissimmee’s short-term rental market. Fully furnished and turnkey, this 3-bedroom, 2-bath condo includes TVs in every room, an open kitchen with bar seating, and all appliances, including a washer/dryer combo. Ceramic tile flooring throughout—no carpet—keeps maintenance low and durability high for consistent guest turnover. The spacious primary suite features a private bath with dual sinks, walk-in shower, and walk-in closet, ideal for extended stays. A small open porch adds extra guest appeal. Located minutes from Disney, Storey Lake delivers exceptional occupancy thanks to its resort-style amenities, including a large pool, clubhouse, fitness center, and more. A strong option for investors seeking reliable cash flow, high demand, and a competitively priced asset in a top-performing STR community.

3120 Paradox Circle Unit 101, Kissimmee

Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO. 407-622-2122

$535,900

6 Beds ⋅ 5 Baths ⋅ TB8545944 MLS

Toho is a beautiful two-story home that features six large bedrooms and four bathrooms. The open-concept layout and wide-stretched entertainment space perfect for hosting. Connected to the family room, the spacious kitchen features quartz countertops and a spacious kitchen island. An upstairs loft also provides the perfect space for a home office or a cozy area for everyone to enjoy. The Toho features a generously sized laundry room, providing added convenience and organization. The master retreat is a true highlight with a large walk-in closet, and a luxurious en-suite bathroom.

7673 Somersworth Drive, Kissimmee

Listing courtesy of LGI REALTY- FLORIDA, LLC. 904-449-3938

$375,000

3 Beds ⋅ 3 Baths ⋅ O6439451 MLS ⋅ 3225 BLDG.

TURNKEY SHORT-TERM RENTAL OPPORTUNITY! Welcome to 3225 Tranquil Trail, a beautifully furnished and thoughtfully decorated townhouse located in the desirable The Hub at Westside community in Kissimmee. Built just 3 years ago, this spacious property offers the perfect combination of modern construction, stylish furnishings, and flexible ownership options. Whether you're looking for a primary residence, a second home for family vacations, or an income-producing short-term rental, this property offers an opportunity to enjoy the best of Central Florida while maximizing its potential as a vacation home. Offered fully furnished and turnkey, this home is ready for its next owner to enjoy from day one or begin generating rental income as a short-term rental. The thoughtfully decorated interior features a spacious open-concept floor plan, modern kitchen with stylish countertops and appliances, beautifully appointed bathrooms, and luxury laminate flooring throughout, creating a comfortable and inviting atmosphere for both homeowners and vacation guests. Step outside to your covered patio, the perfect spot to relax, unwind, and enjoy the beautiful Florida lifestyle. The thoughtfully maintained landscaping creates a welcoming outdoor setting, ideal for morning coffee, evening gatherings, or simply enjoying the sunshine. Ideally located in Kissimmee, this property puts you just minutes from Walt Disney World, Universal Orlando, world-class attractions, dining, shopping, and major highways, making it an ideal destination for both vacation guests and everyday living. Enjoy the best of Central Florida from a resort-style community designed for relaxation, convenience, and entertainment. Whether you're looking for an income-producing short-term rental, a second home for unforgettable family vacations, or a primary residence, this fully furnished turnkey property offers the space, modern comforts, desirable location, and resort-style lifestyle today’s buyers are looking for. With its prime location and flexible use, this is an opportunity to own a piece of the Central Florida lifestyle while enjoying the potential for rental income. Bring your suitcase and start enjoying this Central Florida lifestyle and investment opportunity!

3225 Tranquil Trail, Kissimmee

Listing courtesy of IAD REAL ESTATE. 407-720-0020

$515,900

5 Beds ⋅ 4 Baths ⋅ TB8545929 MLS

Made up of five spacious bedrooms, three-and-a-half bathrooms, and incredible entertainment space, this two-story home has everything that growing families can ever need or want. Appliances included at no extra cost are Whirlpool® appliances in the kitchen, quartz countertops, a walk-in pantry, a Wi-Fi enabled garage door opener, lush front yard landscaping and more. Best of all, residents have exclusive access to resort amenities just up the road, including a 10-acre water park with a water slide, swimming pool, playground, sports courts and more!

7668 Somersworth Drive, Kissimmee

Listing courtesy of LGI REALTY- FLORIDA, LLC. 904-449-3938

$330,000

3 Beds ⋅ 2 Baths ⋅ S5156963 MLS

Welcome to this beautiful Gated Community located in Kissimmee! This inviting home offers a wonderful combination of comfort, thoughtful updates, and beautiful outdoor living. Recently painted inside and out, the home has a fresh, move-in-ready feel. The roof was newly replaced this week, offering added peace of mind for the next owner. One of the standout features of this property is the Florida room added in the backyard, creating the perfect space to relax, entertain, enjoy your morning coffee, or unwind at the end of the day while taking in the peaceful pond views. The backyard provides a tranquil setting and an extension of the home's living space, perfect for enjoying the Florida lifestyle year-round. Inside, the home's fresh paint creates a bright and welcoming atmosphere, while the thoughtful improvements and spacious living areas provide plenty of room to make the home your own. The combination of indoor comfort and an inviting outdoor retreat makes this property an excellent opportunity for those looking for a home that offers both everyday functionality and a relaxing setting. Important inclusions/exclusions: The refrigerator currently located in the kitchen does not convey. The sellers will leave the refrigerator currently located in the garage in its place. The washer and dryer do not convey. The existing water system does not convey, but the buyer will have the opportunity to purchase the water system directly from the sellers. With a new roof, fresh interior and exterior paint, and a beautiful Florida room overlooking the pond, this home is ready for its next chapter. Don't miss the opportunity to make this charming Kissimmee property your new home!

3651 Sail Harbor Drive, Kissimmee

Listing courtesy of KELLER WILLIAMS ADVANTAGE III. murraycoleman@kw.com

$375,000

4 Beds ⋅ 4 Baths ⋅ S5156970 MLS ⋅ 5134 BLDG.

Welcome to 5134 Adelaide Dr, a fully furnished 4-bedroom, 3.5-bathroom private end unit townhome offering an exceptional move-in ready opportunity as a primary residence, vacation retreat, or high-performing short-term rental investment. The home features a private, fenced-in patio area—perfect for morning coffee or evening relaxing- a garage turned game area, and boasts key major updates for total peace of mind: a new roof and fresh exterior paint (September 2025), a new dryer (December 2025), a new washing machine (July 2026), and an upgraded microwave (2026). With strong booking history through spring and summer 2026 and most of November already booked, this property is an established, income-producing asset ready for its next owner to step right in and succeed. Nestled inside the desirable gated community of Compass Bay, residents and guests enjoy resort-style amenities including a heated pool, cabana, gazebo, playgrounds, picnic areas, and scenic walking trails. The unbeatable location places you just minutes from Central Florida’s top attractions—including Walt Disney World, Universal Orlando, and SeaWorld—along with endless shopping, dining, and golf options right around the corner. Combining low-maintenance living, strategic updates, and proven rental demand, this versatile townhome is an outstanding finding in the heart of Kissimmee.

5134 Adelaide Drive, Kissimmee

Listing courtesy of TEAM DONOVAN. 407-705-2616

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