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Winter Haven, FL 55+ Retirement Communities and Homes

Winter Haven, Florida, is a charming city perfect for active adults 55+, known for its beautiful chain of lakes and relaxed lifestyle. With a warm climate and picturesque surroundings, Winter Haven offers plenty of outdoor activities, including boating, fishing, and watersports. Residents can explore the scenic beauty of Bok Tower Gardens, stroll along the historic downtown area, and enjoy local shops and restaurants. The city also boasts a vibrant arts and cultural scene, with theaters and music venues. Winter Haven provides a welcoming and engaging environment for a fulfilling retirement.

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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Windmill Village - Sun Communities

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2 Beds | 2 Baths | 1107 Sq. Ft.

865 Osprey Ave
Davenport, FL 33897

Site # 119 Addr: 865 Osprey Ave

Super nice two bedroom two bath home, that is as clean as can be. Large eat in kitchen with stainless appliances. Washer and dryer also included. Open floorplan. Nice laminate flooring in kitchen, living room and hall. Carpet in both bedrooms. Roof replaced ...

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

Windmill Village - Sun Communities

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2 Beds | 2 Baths | 1300 Sq. Ft.

210 Bay Breeze Loop
Davenport, FL 33897

Site # 007 Addr: 210 Bay Breeze Loop

Very spacious two bedroom, two bath home. Comes with newer appliances, including washer and dryer. This home has a split floorplan which makes it great for overnight guests. Eat in kitchen as well as a dining area. No rear neighbors for privacy. Nice ...

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

Windmill Village - Sun Communities

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3 Beds | 2 Baths | 1456 Sq. Ft.

406 Windmill Blvd
Davenport, FL 33897

Site # 069 Addr: 406 Windmill Blvd

Spacious, beautiful and open floorplan comes with this large three bedroom, two bath home. Comes with all kitchen appliances. Large rooms with plenty of storage. Fresh paint, laminate flooring, new shower in primary bath, new countertops in both baths ...

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

Windmill Village - Sun Communities

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2 Beds | 2 Baths | 1188 Sq. Ft.

830 Song Bird Ave
Davenport, FL 33897

Site # 081 Addr: 830 Song Bird Ave

Very clean and updated two bedroom, two bath home being sold at an excellent price. Nice open floor plan makes the house very spacious. Bedroom and bath on each side of house makes it great for overnight guests. Newer appliances. Windows are all tinted. ...

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

Windmill Village - Sun Communities

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2 Beds | 2 Baths | 984 Sq. Ft.

200 Bay Breeze Loop
Davenport, FL 33897

Site # 008 Addr: 200 Bay Breeze Loop

Very spacious two bedroom, two bath home with fresh paint and stainless kitchen appliances. Front lanai with windows. Nice interior corner lot with no rear neighbors. Double car driveway, carport and large shed. This house is being sold at an excellent ...

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

Kissimmee South - Sun Communities

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2 Beds | 1 Baths | 400 Sq. Ft.

649 Grandin Drive
Davenport, FL 33837

Site # GR649 Addr: 649 Grandin Drive

This 2 bedroom home located in a 55+ gated community offers you a quiet retreat located in a community full of amenities and activities. All the appliances are included. Perfect for your vacation getaway.

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

Windmill Village - Sun Communities

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2 Beds | 2 Baths | 1012 Sq. Ft.

1318 Ocean Circle
Davenport, FL 33897

Site # 431 Addr: 1318 Ocean Circle

SELLER VERY MOTIVATED!!! Adorable two bedroom, two bath home with many upgrades. Kitchen appliances and washer and dryer stay, along with some furniture. Split floor plan. Pretty laminate throughout home. AC replaced in 2015. Roof replaced 2023. Awesome ...

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

Windmill Village - Sun Communities

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2 Beds | 2 Baths | 828 Sq. Ft.

451 Royal Caribbean Rd
Davenport, FL 33897

Site # 287 Addr: 451 Royal Caribbean Rd

Welcome home to this adorable 2 bedroom 2 bath home, where comfort meets stylish upgrades. Beautiful paint throughout, this home features BRAND NEW, top of the line appliances, a new AC installed in 2026, beautiful granite countertops and upgraded laminate ...

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

Winter Haven, Florida, is a charming city perfect for active adults 55+, known for its beautiful chain of lakes and relaxed lifestyle. With a warm climate and picturesque surroundings, Winter Haven offers plenty of outdoor activities, including boating, fishing, and watersports. Residents can explore the scenic beauty of Bok Tower Gardens, stroll along the historic downtown area, and enjoy local shops and restaurants. The city also boasts a vibrant arts and cultural scene, with theaters and music venues. Winter Haven provides a welcoming and engaging environment for a fulfilling retirement.

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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Featured Communities

Treasure Isle Estates

Treasure Isle Estates

141 Royal Palm Cir Port Orange FL 32127

WINTER ESCAPE OR YEAR-ROUND LIVING Treasure Isle Estates is a luxurious 55+ mobile home community conveniently located in Port Orange, Florida, ...

 

1 homes $26,900 - $26,900

141 Royal Palm Cir Port Orange, FL 32127

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Holiday Park

Holiday Park

4141 New Tampa Hwy Lakeland FL 33815

Holiday Park is an engaging, resort-style 55+ manufactured home community in Lakeland, FL, nestled between Orlando and Tampa on 4141 ...

 

1 homes $5,999 - $5,999

4141 New Tampa Hwy Lakeland, FL 33815

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Windmill Village - Sun Communities

Windmill Village - Sun Communities

240 Bay Breeze Loop Davenport FL 33897

Windmill Village, Davenport, FLA is one of central Florida's newest elite 55+ retirement communities. Whether your retirement dreams are golf, ...

 

16 homes $49,900 - $155,995

240 Bay Breeze Loop Davenport, FL 33897

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Bonita Terra

Bonita Terra

25581 Trost Blvd Bonita Springs FL 34135

Nestled in one of the country’s best small towns to retire, Bonita Terra is a vibrant 55+ community of manufactured ...

 

57 homes $12,500 - $208,900

25581 Trost Blvd Bonita Springs, FL 34135

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Fairlane Harbor

Fairlane Harbor

1500 Indian River Blvd Vero Beach FL 32960

Fairlane Harbor is a premier gated 55+ manufactured home community located in scenic Vero Beach, Florida, nestled right on the ...

 

2 homes $39,900 - $289,900

1500 Indian River Blvd Vero Beach, FL 32960

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Stonebrook - Sun Communities

Stonebrook - Sun Communities

8219 W. Charmaine Dr. Homosassa FL 34448

Nestled among Florida's most treasured natural wonders, Stonebrook in Homosassa, FLA, is a 55+ community that welcomes an active ...

 

5 homes $65,000 - $137,000

8219 W. Charmaine Dr. Homosassa, FL 34448

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Sun Key Village

Sun Key Village

2601 86th Street E. Palmetto FL 34221

Sun Key Village is a premier 55+ gated manufactured home community on Florida’s beautiful west coast. Just minutes from pristine ...

 

2601 86th Street E. Palmetto, FL 34221

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Blue Heron Pines - Sun Communities

Blue Heron Pines - Sun Communities

29200 Jones Loop Rd. Punta Gorda FL 33950

Blue Heron Pines, Punta Gorda, FL - On the Gulf Coast in sunny Southwest Florida, a friendly retirement community awaits, ...

 

17 homes $64,900 - $210,000

29200 Jones Loop Rd. Punta Gorda, FL 33950

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