Kissimmee Homes with Sidewalks Community Features

8 Beds ⋅ 7 Baths ⋅ Encore At Reunion, Reunion West SubDv. ⋅ 34747 Zip Code

Prepare to be wowed by 341 Pendant Ct, an absolute showstopper and turnkey vacation powerhouse located in the prestigious, gated community of Encore at Reunion! This fully furnished, high-capacity 8-bedroom, 7-bathroom retreat is engineered for non-stop fun and maximum rental returns. Step through the expansive living space out to your private backyard paradise featuring a sparkling pool and spa, upgraded with a brand-new heater installed in December 2025 and a freshly expanded paved lounge area ideal for soaking up the Florida sunshine. Indoors, the excitement continues in the converted garage gaming area—a massive hit for vacationers and family members alike. The adventure extends right into the community, where owners and guests enjoy access to Encore at Reunion’s world-class resort amenities, including a 10-acre waterpark with thrilling high-speed slides, an expansive clubhouse, a state-of-the-art fitness center, arcade, sports courts, and on-site dining. Ideally positioned just minutes from Walt Disney World, Universal Studios, championship golf, premier shopping, and fine dining, this home puts the very best of Orlando right at your doorstep. Whether you are expanding a high-yield short-term rental portfolio or securing an unforgettable multi-family getaway, 341 Pendant Ct is completely move-in ready to start generating income and memories on day one!

341 Pendant Court, Kissimmee

$451,990

4 Beds ⋅ 2 Baths ⋅ Kindred Ph 2a SubDv. ⋅ 34744 Zip Code

Under Construction. Kindred presents the Robie. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor includes a well-appointed kitchen with sleek stainless-steel appliances overlooking the living and dining area. Just off the living room you will find bedroom two and a full bathroom. As you move upstairs you are greeted with a nice sized living space to utilize for work or play. Bedroom one is located just off the loft space and includes a spacious walk-in closet and an en suite bathroom with a double vanity. Three additional bedrooms share a second upstairs bathroom and linen closet. Your laundry room is located on the second floor as well as extra storage closets. Like all homes in Kindred, the Robie includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1503 Beechmont Drive, Kissimmee

$469,990

5 Beds ⋅ 3 Baths ⋅ Kindred Ph 3b 3c & 3d SubDv. ⋅ 34744 Zip Code

Under Construction. Kindred presents the Robie. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor includes a well-appointed kitchen with sleek stainless-steel appliances overlooking the living and dining area. Just off the living room you will find bedroom two and a full bathroom. As you move upstairs you are greeted with a nice sized living space to utilize for work or play. Bedroom one is located just off the loft space and includes a spacious walk-in closet and an en suite bathroom with a double vanity. Three additional bedrooms share a second upstairs bathroom and linen closet. Your laundry room is located on the second floor as well as extra storage closets. Like all homes in Kindred, the Robie includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1876 Howard Mesa Drive, Kissimmee

$308,000

2 Beds ⋅ 2 Baths ⋅ Storey Lake SubDv. ⋅ 34746 Zip Code

Welcome to your dream retreat in the heart of Kissimmee! This beautifully maintained 2-bedroom, 2-bathroom condo is located in the highly desirable Storey Lake Resort, just minutes from Disney, Universal, shopping, dining, and Orlando’s top attractions. Fully furnished and tastefully decorated, this unit features a spacious open-concept layout, modern kitchen with granite countertops and stainless steel appliances, and a private balcony perfect for relaxing after a long day at the parks. The two generously sized bedrooms provide comfort and privacy, including a primary suite with an en-suite bathroom. Whether you're looking for a profitable short-term rental investment or a second home, this unit is turn- key and resort-ready! Storey Lake offers world-class amenities including a resort-style pool, lazy river, splash pad, fitness center, tiki bar, and more! Don’t miss this opportunity – schedule your showing today and own a piece of paradise in Central Florida!

3161 Paradox Circle Unit 304, Kissimmee

$460,990

5 Beds ⋅ 3 Baths ⋅ Kindred Ph 3b 3c & 3d SubDv. ⋅ 34744 Zip Code

Kindred presents the Robie. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor includes a well-appointed kitchen with sleek stainless-steel appliances overlooking the living and dining area. Just off the living room you will find bedroom two and a full bathroom. As you move upstairs you are greeted with a nice sized living space to utilize for work or play. Bedroom one is located just off the loft space and includes a spacious walk-in closet and an en suite bathroom with a double vanity. Three additional bedrooms share a second upstairs bathroom and linen closet. Your laundry room is located on the second floor as well as extra storage closets. Like all homes in Kindred, the Robie includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1864 Howard Mesa Drive, Kissimmee

$560,000

4 Beds ⋅ 3 Baths ⋅ Cove At Storey Lake 5 SubDv. ⋅ 34746 Zip Code

Turnkey Vacation Rental Opportunity in Storey Lake! Welcome to 4383 Scene Lane, Kissimmee—a beautifully furnished 4-bedroom, 3-bathroom townhome in the highly sought-after Storey Lake Resort Community, just minutes from Central Florida's world-famous attractions. Whether you're looking for a high-performing short-term rental or a fully furnished vacation home, this property is ready to impress from day one. Thoughtfully designed with vacation guests in mind, the current owners have professionally furnished and decorated the home to create an unforgettable experience. Everyone will love the Harry Potter-themed bedroom and Mickey Mouse-themed bedroom, while the tranquil beach-themed suite provides the perfect place to relax after a day at the parks. The home also features a spacious, fully equipped kitchen with stainless steel appliances, making it easy to prepare meals and entertain family and friends. Step outside to your own private oasis featuring a heated pool, perfect for unwinding after exploring nearby attractions. Sold fully furnished, this home is truly turnkey and ready to continue operating as a successful vacation rental. Located approximately 10 minutes from Walt Disney World® Resort and with convenient access to Universal Orlando Resort and SeaWorld Orlando, Storey Lake is one of Central Florida's premier resort communities. Residents and guests enjoy an exceptional array of resort-style amenities, including: Resort-style swimming pools with thrilling water slides and a lazy river Two clubhouse amenity centers, including one featuring a pirate-themed pool Tiki bar Fitness center Sports courts Mini golf Kayaking and water recreation Whether you're expanding your investment portfolio or searching for the perfect vacation retreat, this exceptional Storey Lake townhome offers the ideal combination of location, luxury, and income-producing potential. Schedule your private showing today and discover why this property is the perfect place to vacation, invest, and create lasting memories.

4383 Scene Lane, Kissimmee

$375,000

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

Welcome to luxury living in this beautifully updated 3 bedroom, 2 1/2 bathroom townhome. Located in the Premier guard gated tapestry subdivision in Osceola County, this turnkey property perfectly blends modern elegance with resort-style amenities.This property will be perfect for anyone looking to relocate to a quiet community in a great school district , wanting to start a fresh, or looking for a resort style community.The first floor is a open floor plan with endless design options and holds the primary bedroom , the light fixtures on the first and second floor have been upgraded as well. The staircase and second floor have been upgraded with luxury vinyl flooring and the bathroom has been fully renovated. This property is ready for someone to make it their home!

2569 Folio Way, Kissimmee

$424,999

4 Beds ⋅ 4 Baths ⋅ Cumbrian Lakes Resort Ph 3 SubDv. ⋅ 34746 Zip Code

Virtually Staged. Short Sale. One or more photos have been virtually staged. Welcome to this beautiful home located in the exclusive gated community of Cumbrian Lakes, one of Kissimmee's most sought-after neighborhoods for short-term vacation rentals and investment properties. This spacious home features an open-concept floor plan, making it ideal as a primary residence, vacation home, or income-producing investment property. The heart of the home is the well-appointed kitchen, featuring stainless steel appliances, a large breakfast island, and seamless flow into the living room, dining area, and covered lanai—creating the perfect space for entertaining. Step outside to your private screened pool, where you can relax and enjoy Florida's year-round sunshine. High ceilings fill the home with abundant natural light, while the split-bedroom floor plan provides added privacy. The garage has been professionally converted into a climate-controlled living space with air conditioning and heating, adding approximately 440 square feet of additional living area—ideal for a game room, home office, fitness room, or flexible living space. The spacious primary suite offers direct access to the lanai and pool and features an en-suite bathroom with a garden tub, separate walk-in shower, and walk-in closet. Bedrooms two and three share a Jack-and-Jill bathroom, while the fourth bedroom is conveniently located near another full bathroom. An additional half bathroom and an outdoor poolside shower provide extra convenience for family and guests. The covered lanai includes a ceiling fan and lighting, making it the perfect place to enjoy outdoor living throughout the year. Lawn maintenance is included in the HOA fee, offering added convenience and low-maintenance ownership. Ideally located just minutes from Walt Disney World, Universal Orlando Resort, SeaWorld Orlando, shopping, dining, major highways, and the SunRail station, this property offers exceptional convenience and accessibility. Cumbrian Lakes is a highly desirable gated community that allows short-term rentals, making it an outstanding opportunity for investors seeking strong rental potential or buyers looking for a vacation home in the heart of Central Florida. Don't miss this exceptional opportunity to own a property in one of Kissimmee's premier vacation rental communities!

4806 Cumbrian Lakes Drive, Kissimmee

$164,000

1 Beds ⋅ 1 Baths ⋅ Villas Del Sol At Kissimmee Condo SubDv. ⋅ 34741 Zip Code

Beautiful freshly painted and well-maintained 1-bedroom, 1-bath condo with a bonus room, the unit is located in the gated, resort-style community of Villa del Sol, with controlled access through the Envera system. The unit is in the first floor with direct access to parking. This unit has been fully renovated with laminate flooring throughout the entire unit. The bedrooms has spacious walk-in closets. The community buildings have recently been updated with a modern exterior color palette and is very well maintained. Amenities include a clubhouse, fitness center, two swimming pools, on-site laundry facilities, car wash area, BBQ/picnic areas, playground, tennis courts and much more. Excellent opportunity for primary residence or investment. Located near to the Loop Mall with very close access to the Osceola Parkway, 192, 4-17, I-4, Restaurants, parks and attractions. Unit is VACANT. Move-in ready.

2208 Antigua Place Unit 914, Kissimmee

$309,900

3 Beds ⋅ 3 Baths ⋅ Compass Bay Unit 1 SubDv. ⋅ 34746 Zip Code

Newly furnished and equipped 3 bedroom, 3 bath townhome in Compass Bay, with a 4-year-old A/C. Three full baths is unusual for this price point and a real advantage for both long-term and short-term rental demand. Compass Bay is one of the more versatile communities in the area — live in it full time, lease it long term, or run it as a short-term rental. The gated community has mature landscaping and a pool close to the unit, and the resident mix is a healthy blend of full-time owners and short-term guests, so it doesn't feel like a transient complex. The unit is currently operating as an Airbnb where its a guest favorite and top 10% of eligible listings based on ratings and reviews. All furnishings — over $15,000 worth, purchased new — convey with the sale. Proximity to the parks adds steady rental pull for owners who want to keep it as an income property. Whether the goal is a primary residence, a long-term rental, or a vacation rental with furnishings already in place, this one is ready to go from day one.

3087 Seaview Castle Drive, Kissimmee

$275,000

3 Beds ⋅ 3 Baths ⋅ Heritage Key Villas Ph 1 & 2 SubDv. ⋅ 34744 Zip Code

Check out this modern open floor concept townhouse. You will be welcome by a freshly painted interior featuring 3 bedrooms and 2.5 baths. This layout is ideal for family and friends to gather. The kitchen features an island (with granite counter top), pantry, and plenty of cabinet space. The living area has a sliding door that leads to a screened patio with no rear neighbors. All bedrooms are located on the second lever, adding additional privacy to the family. The master bedroom features an en-suite bath, and built-in closet. Another full bathroom is located on the second floor for your convenience. You will love the gated community of Heritage Key. There are plenty of amenities including a clubhouse, pool table, beach volleyball, playground, pool & spa to name a few. This convenient location offers easy access to 192, shopping, and dining. You will be only minutes to the fast growing area or NeoCity, Silver Spurs Arena, and FL Turnpike. Carpets are 2 years old and have just been steamed clean; faucets in bathrooms sinks have just been replaced. See it today!

2080 Heritage Key Boulevard, Kissimmee

$445,000

3 Beds ⋅ 2 Baths ⋅ Tohoqua Ph 2 SubDv. ⋅ 34744 Zip Code

Discover a true gem in the sought-after community of Tohoqua and skip the wait for new construction. Only four years old, this beautifully maintained single-story home offers modern finishes, thoughtful upgrades, and exceptional value, including a newly installed fully fenced backyard. Step inside to an inviting open-concept floor plan where the stylish kitchen seamlessly flows into the dining and living areas, creating the perfect setting for entertaining or everyday living. The kitchen features stainless steel appliances, quartz countertops, designer shaker-style cabinetry, and generous prep and storage space. A versatile flex room provides endless possibilities to fit your lifestyle, whether used as a home office, formal dining room, playroom, or fitness space. The spacious owner's suite serves as a private retreat, featuring a large walk-in closet and a well-appointed en suite bathroom with dual quartz vanities, a soaking tub, and a separate walk-in shower. Two additional bedrooms provide comfortable accommodations and flexibility for family, guests, or a variety of lifestyle needs. Enjoy Florida living year-round from the screened and covered lanai overlooking the fully fenced backyard, ideal for relaxing, entertaining, or letting pets play. Additional features include a welcoming front porch, Ring video doorbell, Wi-Fi-enabled thermostat, and thoughtfully selected modern finishes throughout. Tohoqua offers an impressive collection of resort-style amenities, including a resort-style pool, clubhouse with an event room, fitness center, tennis courts, playground, scenic lakeside walking trails, and beautifully maintained green spaces that encourage an active and connected lifestyle. Conveniently located just minutes from Medical City, Lake Nona, shopping, dining, entertainment, major roadways, and top-rated schools, this exceptional home combines comfort, convenience, and community in one desirable location. Don't miss the opportunity to make this move-in-ready gem your own. Schedule your private showing today and see why you could be its next proud owner.

1739 Good Neighbor Loop, Kissimmee

Kissimmee Homes with Sidewalks Community Features

Newest Kissimmee Homes with Sidewalks Community Features