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Kissimmee, FL 55+ Retirement Communities and Homes

Kissimmee, Florida, is a vibrant city offering an exciting lifestyle for active adults 55+. Located near Orlando's world-renowned attractions, Kissimmee provides easy access to theme parks like Walt Disney World and Universal Studios. The city boasts beautiful lakes, such as Lake Tohopekaliga, perfect for boating and fishing. Residents can enjoy a variety of outdoor activities, including golfing at championship courses and exploring the scenic trails in nearby parks. Kissimmee also features a lively downtown area with local shops, restaurants, and cultural events. With its warm climate and diverse entertainment options, Kissimmee is perfect for a dynamic and fulfilling retirement lifestyle.

55+ communities, or active adult communities, are residential areas designed for individuals aged 55 and older. These communities offer a lifestyle tailored to older adults, featuring low-maintenance housing and various amenities such as fitness centers, swimming pools, and walking trails. Social interaction is encouraged through organized events, hobby groups, and recreational activities. Many communities provide additional services like healthcare facilities, transportation, and dining options. Located in desirable climates and scenic areas, they offer a serene and enjoyable living environment. The primary goal is to foster a vibrant, supportive atmosphere where residents can enjoy their retirement years with a focus on health, wellness, and social connections.

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Whispering Pines

Exact Location MatchExact Location Match

3 Beds | 2 Baths | 1733 Sq. Ft.

1747 Red Pine Avenue
Kissimmee, FL 34758

Whispering Pines

Here is your piece of paradise! This is a tremendous 1998 Homes of Merit, with three bedrooms and two bathrooms, is in excellent condition and immediately available. Priced at $59,900, and measuring 27x56, plus an incredible 13x17 Florida room, this ...

Community Lifestyles: 55+ Communities, Active Retirement

Kissimmee Gardens - Sun Communities

Exact Location MatchExact Location Match

2 Beds | 1.5 Baths | 768 Sq. Ft.

2522 Rancho Drive
Kissimmee, FL 34741

Site # 0146 Addr: 2522 Rancho Drive

Beautiful home in Kissimmee's 55+ community. This 2-bedroom, 1-bathroom, 1.5-bath home features a comfortable living room and ceiling fans. Kissimmee Gardens has numerous amenities, including a spacious clubhouse and gourmet kitchen for parties and events, ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Kissimmee Gardens - Sun Communities

Exact Location MatchExact Location Match

2 Beds | 2 Baths | 1080 Sq. Ft.

2521 Hickoc Place
Kissimmee, FL 34741

Site # 0195 Addr: 2521 Hickoc Place

Your Next Chapter Starts Here! Welcome to this beautifully cared-for 2-bedroom, 2-bathroom home offering the perfect mix of space, style, and functionality. Whether you're growing your family, working from home ( perfect for the office, first room located ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Kissimmee Gardens - Sun Communities

Exact Location MatchExact Location Match

2 Beds | 2 Baths | 896 Sq. Ft.

2538 Prairie Drive
Kissimmee, FL 34741

Site # 0021 Addr: 2538 Prairie Drive

Welcome to this beautifully maintained 2 bed, 2 bath home that blends style, comfort, and creative freedom. This layout offers plenty of space to relax, entertain, and personalize to fit your lifestyle. With a bright living area, and comfortable bedrooms, ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Kissimmee Gardens - Sun Communities

Exact Location MatchExact Location Match

3 Beds | 2 Baths | 1120 Sq. Ft.

2494 Dillon Court
Kissimmee, FL 34741

Site # 0094 Addr: 2494 Dillon Court

Tucked away on a quiet cul-de-sac, this very spacious 3-bedroom home is filled with Florida sunshine and features laminate floors throughout. A Florida sunroom provides the perfect space for entertaining or relaxing. The home also offers two full bathrooms, ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

192 Crane Ln.
Haines City, FL 33844

This 1196 square foot manufactured home in Blue Heron Bay, Haines City, FL offers 2 bedrooms and 2 bathrooms split floor plan. Built by Homes of Merit, the home features a entrance foyer, cozy living room, formal dining room, convenient office area, ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 938 Sq. Ft.

17 O`HARA DRIVE
Haines City, FL 33844

Site # 0017 Addr: 17 O`HARA DRIVE

This well-maintained 2 bedroom, 2 bath home features a bright, open living and dining area, a functional kitchen with appliances included, and generously sized bedrooms. The bright, open living and dining area provides a welcoming space to relax or entertain, ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

229 Egret Dr.
Haines City, FL 33844

This Homes of Merit 1248 square feet manufactured home in Blue Heron Bay features 2 bedrooms and 2 bathrooms. Built in 1995, this home boasts a spacious living room, dining room, master bedroom with a walk-in closet, a kitchen with a breakfast nook, ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1120 Sq. Ft.

311 MAPLECREST DRIVE
Haines City, FL 33844

Site # 0311 Addr: 311 MAPLECREST DRIVE

This charming 2 bedroom, 2 bathroom home offers comfort and convenience with a modern touch. The updated kitchen features contemporary finishes and ample space for cooking and entertaining, while the spacious living room provides a welcoming area to ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

196 Kingfisher Ln.
Haines City, FL 33844

This Manufactured Home in Blue Heron Bay, Haines City, FL offers a cozy retreat with 2 bedrooms and 2 bathrooms. Built in 1997 by Nobility, this charming home features a spacious living room, master bedroom with a walk-in closet, and a well-equipped ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Heartland Estates

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2 Beds | 2 Baths | 1326 Sq. Ft.

1701 W Commerce Ave Lot #160
Haines City, FL 33844

New Plumbing & HWT 2026 - New AC 2025 - New roof 2023

Welcome to Heartland Estates, An active & fun 55+ community! We are excited to present this spacious & move in ready home. This home has 2 bedrooms & 2 bathrooms & boast many upgrades to make moving stress free. This spacious home is welcoming from ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, All Age Communities

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

200 Egret Dr.
Haines City, FL 33844

Welcome to Effortless Living in Blue Heron Bay If you’ve been dreaming of the perfect retirement retreat where everything is already done and all that’s left to do is relax — this is it. Located in the highly desirable 55+ Blue Heron Bay community, this ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 988 Sq. Ft.

1701 W Commerce Ave Lot #88
Haines City, FL 33844

New Plumbing 2026 - New roof 2025

Welcome to Heartland Estates, A 55+ lifestyle community! Where your new home & active new lifestyle awaits you! We have an adorable home that is priced to sell. This 2B2B home is perfect for relaxation & entertainment alike.! Whether you are beginning ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, All Age Communities

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

273 Egret Dr.
Haines City, FL 33844

This 1512 square foot, 2.0 bed 2.0 bath Manufactured Home in Blue Heron Bay offers a spacious layout with a beautiful Foyer, Living Room, Dining Room, Family Room, Master Bedroom with a Walk-In Closet, Kitchen with a Breakfast Nook, Laundry Room, and ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Blue Heron Bay

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths

196 Crane Ln.
Haines City, FL 33844

This 1232 square feet, 3.0 bed 2.0 bath manufactured home in Blue Heron Bay offers a spacious and inviting layout. The living room, dining room, and Florida room provide ample space for relaxation and entertaining. The master bedroom includes a walk-in ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1012 Sq. Ft.

3000 US HWY 17/92 W, LOT #43
Haines City, FL 33844

Site # 0043 Addr: 3000 US HWY 17/92 W, LOT #43

New 2-bedroom, 2-bath manufactured home with a modern open layout. Featuring natural lighting throughout home, including vinyl flooring throughout, a farmhouse-style stainless steel kitchen sink, and black matte faucets and fixtures for a sleek, contemporary ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Waterfront Living (or near)

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

148 Osprey Dr.
Haines City, FL 33844

This manufactured home in Blue Heron Bay features 2 bedrooms and 2 bathrooms, making it the perfect cozy retreat for an individual or a couple. Built in 1998 by Nobility, the home boasts a spacious living room, dining room, family room, and a Florida ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 1.5 Baths | 728 Sq. Ft.

59 BUTLER BLVD.
Haines City, FL 33844

Site # 0059 Addr: 59 BUTLER BLVD.

This well kept 2 bedroom 1.5 bath home is ready for a new owner. Brand new A/C system installed January 2026. Featuring laminate flooring throughout main rooms and vinyl in the kitchen and bathroom, carpet in the lanai. This home comes fully furnished, ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1005 Sq. Ft.

3000 US HWY 17/91 W Lot# 0200
Haines City, FL 33844

Site # 0200 Addr: 3000 US HWY 17/91 W Lot# 0200

Welcome home to this beautifully maintained manufactured home, offering comfort, style, and modern convenience. This inviting 2-bedroom, 2-bathroom residence features stainless steel appliances and central A/C for year-round comfort. The open floor plan ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Waterfront Living (or near)

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

145 Blue Heron Blvd
Haines City, FL 33844

This spacious 2.0 bed 2.0 bath manufactured home at Blue Heron Bay in Haines City, FL offers a comfortable and cozy living space with 1326 square feet of living area. Built in 1997 by Palm Harbor, this well-maintained home features a large living room, ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes

Kissimmee, Florida, is a vibrant city offering an exciting lifestyle for active adults 55+. Located near Orlando's world-renowned attractions, Kissimmee provides easy access to theme parks like Walt Disney World and Universal Studios. The city boasts beautiful lakes, such as Lake Tohopekaliga, perfect for boating and fishing. Residents can enjoy a variety of outdoor activities, including golfing at championship courses and exploring the scenic trails in nearby parks. Kissimmee also features a lively downtown area with local shops, restaurants, and cultural events. With its warm climate and diverse entertainment options, Kissimmee is perfect for a dynamic and fulfilling retirement lifestyle.

55+ communities, or active adult communities, are residential areas designed for individuals aged 55 and older. These communities offer a lifestyle tailored to older adults, featuring low-maintenance housing and various amenities such as fitness centers, swimming pools, and walking trails. Social interaction is encouraged through organized events, hobby groups, and recreational activities. Many communities provide additional services like healthcare facilities, transportation, and dining options. Located in desirable climates and scenic areas, they offer a serene and enjoyable living environment. The primary goal is to foster a vibrant, supportive atmosphere where residents can enjoy their retirement years with a focus on health, wellness, and social connections.

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