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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

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

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

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 | 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

Blue Heron Bay

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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

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2 Beds | 2 Baths | 1120 Sq. Ft.

339 ASHLEY DRIVE
Haines City, FL 33844

Site # 0339 Addr: 339 ASHLEY DRIVE

This beautifully maintained home offers an open floor plan filled with natural light, highlighted by skylights in both the kitchen and bathroom. Important updates include a new roof installed in 2022 and a new carport added the same year, providing durability ...

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

The Landings at Lake Henry - Sun Communities

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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

The Landings at Lake Henry - Sun Communities

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2 Beds | 2 Baths | 784 Sq. Ft.

267 Dixie Dr.
Haines City, FL 33844

Site # 0267 Addr: 267 Dixie Dr.

Located in a welcoming 55+ community, this charming 2-bedroom, 2-bathroom mobile home offers 742 sq. ft. of easy, low-maintenance living. Built in 1992 and fully furnished, it features cozy carpeting throughout and includes all major appliances for your ...

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

Blue Heron Bay

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2 Beds | 2 Baths

442 Kingfisher Ln.
Haines City, FL 33844

This charming manufactured home in Blue Heron Bay features 2 bedrooms and 2 bathrooms. Built in 1992 by Homes of Merit, this home offers a cozy living room, dining area, master bedroom , two baths will new vanities and new high toilets. fully equipped ...

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

Royal Palm Village - Sun Communities

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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)

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 784 Sq. Ft.

263 DIXIE DRIVE
Haines City, FL 33844

Site # 0263 Addr: 263 DIXIE DRIVE

Welcome to this beautifully updated home featuring hardwood flooring throughout the main living areas and a spacious, open layout. The bright enclosed porch offers the perfect spot to relax and enjoy natural light all year round. The covered back patio ...

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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1040 Sq. Ft.

342 ASHLEY DRIVE
Haines City, FL 33844

Site # 0342 Addr: 342 ASHLEY DRIVE

This beautiful home comes partially furnished! This spacious home features an open floor plan with natural lighting throughout. The kitchen-living room ,eat in kitchen nook combo is great for entertaining. Eat in kitchen features bay windows and a ...

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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 728 Sq. Ft.

100 WILKES DRIVE
Haines City, FL 33844

Site # 0100 Addr: 100 WILKES DRIVE

Newly listed this home is a MUST SEE. This well maintained home comes furnished and ready to move in. The large living room opens to the dining area and open kitchen. The spacious open kitchen has lots of storage space. Laminate floors throughout home. ...

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.

22 O`HARA DRIVE
Haines City, FL 33844

Site # 0022 Addr: 22 O`HARA DRIVE

This well kept 2-bedroom, 1.5 bath home is located in a peaceful 55+ community and offers 728 square feet of comfortable living space. The cozy interior features carpeted floors, a bright and open living area, and a functional kitchen with plenty of ...

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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

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2 Beds | 2 Baths | 952 Sq. Ft.

209 DIXIE CIRCLE
Haines City, FL 33844

Site # 0209 Addr: 209 DIXIE CIRCLE

Step into this beautifully designed home, featuring a spacious open floor plan that perfectly blends comfort and style. Enjoy the sleek look of laminate flooring throughout the main living areas, while plush carpet adds warmth to the cozy bedrooms. The ...

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

Royal Palm Village - Sun Communities

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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)

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1447 Sq. Ft.

3000 US HWY 17/92 W LOT #623
Haines City, FL 33844

Site # 0623 Addr: 3000 US HWY 17/92 W LOT #623

This well-maintained 2-bedroom, 2-bathroom home with an additional den offers the perfect blend of space and functionality. Thoughtfully designed for everyday living, the versatile den makes an ideal home office, hobby room, or cozy retreat for guests. Relax ...

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

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1056 Sq. Ft.

3000 US HWY 17/92 W, LOT #540
Haines City, FL 33844

Site # 0540 Addr: 3000 US HWY 17/92 W, LOT #540

Welcome to your home. This delightful 2-bedroom, 2-bathroom house offers comfortable living with all the conveniences you need right at your doorstep. This well-designed, partially furnished home is perfectly situated on the canal with beautiful water ...

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

Lake Hammock Village

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1828 Sq. Ft.

34 Sargent St.
Haines City, FL 33844

EVERYTHING NEW 2/2+DEN

Lovely 2BR / 2BATH Plus Den is All New. This Great Home Features: Completely New Kitchen and Both Baths. New S/S Appliances. New Interior Paint and Laminate Flooring Throughout. Great for Entertaining, Home Features large Open Spacious living Areas, ...

Community Lifestyles: 55+ Communities, Active Retirement

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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