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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

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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Buttonwood Bay - Sun Communities

Buttonwood Bay - Sun Communities

10001 U.S. 27 South Sebring FL 33876

Buttonwood Bay RV Resort in Sebring, Florida is the perfect combination of unparalleled comforts, beautiful climate, and engaging activities. Buttonwood ...

 

28 homes $8,900 - $119,000

10001 U.S. 27 South Sebring, FL 33876

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Twin Palms

Twin Palms

301 N Galloway Rd Lakeland FL 33815

Twin Palms is a gated, resort-style 55+ manufactured home community located in sunny Lakeland, Florida, perfectly positioned between Tampa and ...

 

301 N Galloway Rd Lakeland, FL 33815

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Shadow Wood Village - Sun Communities

Shadow Wood Village - Sun Communities

14709 Shadowwood Blvd. Hudson FL 34667

Welcome to Shadow Wood Village, a 55+ manufactured home community in Hudson, FL, where your dream of Florida homeownership comes ...

 

9 homes $39,900 - $169,995

14709 Shadowwood Blvd. Hudson, FL 34667

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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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Regency Heights - Sun Communities

Regency Heights - Sun Communities

2550 SR 580 Clubhouse-Main Office Clearwater FL 33761

At Regency Heights, Clearwater, FLA, our welcoming active 55+ manufactured home community allows residents to stay as busy or relaxed ...

 

24 homes $15,000 - $194,995

2550 SR 580 Clubhouse-Main Office Clearwater, FL 33761

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Vista del Lago MH & RV Resort - Sun Communities

Vista del Lago MH & RV Resort - Sun Communities

801 53rd Ave. W Bradenton FL 34207

Located in Bradenton, Florida, Vista del Lago is your perfect escape for a seasonal or year round stay. Not only ...

 

5 homes $16,000 - $126,900

801 53rd Ave. W Bradenton, FL 34207

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Water Oak Country Club Estates - Sun Communities

Water Oak Country Club Estates - Sun Communities

216 Magnolia Drive Lady Lake FL 32159

Water Oak Country Club in Lady Lake, FL lets you enjoy the natural beauty of Central Florida, spanning 300 acres ...

 

23 homes $59,000 - $214,900

216 Magnolia Drive Lady Lake, FL 32159

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