Kissimmee, FL Homes for Sale in 55+ Community

SELLER MOTIVATED--This fully renovated 2 bed/ 2 bath home is situated in the sought-after 55 Plus--Whispering Pines community of Kissimmee. The interior features modern vinyl plank flooring, updated bathrooms including high rise toilets and new shower, a stylish kitchen equipped with stainless steel appliances and granite countertops. The breakfast bar is made of pure oak with a glossy finish.

Lisa Dobbs LISA DOBBS LLC

This home offers a wonderful opportunity to join a vibrant 55-plus community where a second resident can be 45 years or older. Priced at only $15,000, this residence features a front porch, a lanai, a convenient shed, and includes a washer and dryer, providing a great foundation for you to make it your own with a little TLC. The monthly lot rent of $1,226.14 covers water, sewer, trash, and access

Lisa Dobbs LISA DOBBS LLC

This 1,536-square-foot partially furnished 3 bed/ 2 bath home is located in a Kissimmee 55-plus community where the second resident can be as young as 45. The kitchen and dining area feature a spacious open-concept layout with tile and laminate flooring offering a modern and easy-to-maintain living space. The home has been meticulously kept with a roof replaced in November 2017, a one-year-old

Lisa Dobbs LISA DOBBS LLC

Welcome to 1717 Conifer Ave, a move-in-ready home offering comfort, style, and peace of mind with many recent upgrades. This spacious 2-bedroom, 2-bath residence is located in a friendly 55 plus community, perfect for enjoying Floridas sunshine and relaxed lifestyle. The home features new PVC plumbing, new appliances, and a dual-fuel generator (gasoline and propane) for added convenience. The

Corali Fuentes Four Star Homes, Inc.

Welcome to a beautifully maintained 2 bed 2 bath move-in-ready oasis located within the highly desirable Oakwood Meadows 55-plus community. From the moment you enter, this unique home challenges every single-wide stereotype, offering an incredibly bright, airy, and spacious footprint designed for comfortable living. You are greeted by a welcoming kitchen and dining area featuring durable,

Lisa Dobbs LISA DOBBS LLC

This home in Kissimmee offers a wonderful opportunity to join a vibrant 55-plus community where a second resident can be 45 years or older. This residence features both a side lanai and a back lanai, a convenient shed, and the peace of mind of a brand-new AC unit installed in July 2026 alongside a roof from 2018. Inside, the dining and living room feature matching chandeliers that create a very

Lisa Dobbs LISA DOBBS LLC

RARE LAKESIDE PARADISE! Experience exceptional active 55 plus community in this move-in-ready lakeside home, where striking curb appeal meets a thoughtfully designed layout. From the moment you enter, the property welcomes you with an immediate sense of warmth and an impressive view of the water. To the left of the foyer, a privately situated second bedroom and full bathroom an ideal layout for

Lisa Dobbs REAL BROKER, LLC

Step into sunny serenity with this charming 2 bedroom, 2 bath home nestled in the vibrant 55 plus community of Whispering Pines in Kissimmee. Just 15 minutes from Disney, and moments from shopping, This partially furnished 1999 gem offers spacious bedrooms, an open layout, and tons of natural light streaming through every room. Enjoy coffee on your screened in porch, take a stroll through lush,

Mylvia Nova Four Star Homes, Inc.

Welcome to this magnificent 2-bedroom, 2-bathroom manufactured home located in Whispering Pines, a desirable 55 plus community on monthly leased land. As you arrive, you will appreciate the large carport with space for 2 to 4 vehicles, providing plenty of convenient parking. Inside, the home features a bright and spacious open-concept layout, perfect for entertaining family and friends. This home

Maria Orozco Four Star Homes, Inc.

Virtually Staged. GOLFER’S DREAM HOME! This beautifully designed BOLERO on GOLF COURSE floor plan includes a convenient CASITA, perfect for visiting family, a private office, or a hobby retreat. Offering 3,078 sq. ft. of interior living space and a total of 3,752 square feet this EXCEPTIONAL home is truly ONE OF A KIND! Located CLOSE to the vibrant VILLAGE CENTER offering easy access to all major

Miguel Elvira BELLA VERDE REALTY LLC

Enter this 2-bedroom, 2-bathroom home located in a premier Kissimmee 55-plus community, which allows a second resident to be age 45 or older. A large carport provides ample space for two vehicles, leading you into an open dining and kitchen area designed for entertaining with crisp white cabinets and newer appliances. The interior features durable vinyl plank flooring, spacious closets for all

Lisa Dobbs LISA DOBBS LLC

This newer home in Whispering Pines 55 plus community is a must see. This home has 2 large bedrooms and 2 baths. This home has a great front porch as well as a side screened in porch to enjoy cool breeze in the evenings. Vinyl plank flooring throughout living area. This community has all the amenities, and a large dog park with a washing station. Come sit under a tiki hut and enjoy the beautiful

Joanne Gauthier Four Star Homes, Inc.

SELLER MOTIVATED---This home in Kissimmee provides an excellent opportunity to reside in an active 55-plus community where a second resident may be 45 years or older. The exterior includes a front lanai and a helpful storage shed, with a ramp installed in 2009 for convenient access. Inside, you will find washer and dryer hookups along with an open floor plan featuring brand-new carpet and vinyl

Lisa Dobbs LISA DOBBS LLC