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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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The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1638 Sq. Ft.

352 ASHLEY DRIVE
Haines City, FL 33844

Site # 0352 Addr: 352 ASHLEY DRIVE

Lot 352 PREMIUM Homesite located on the lake Captivating 2023 Clayton Home 2 Bedrooms, 2 Baths plus Den, front porch and rear full size balcony with existing boat dock. The living room provides easy access to the rear balcony with great views to include ...

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

Blue Heron Bay

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2 Beds | 2 Baths

209 Crane Ln.
Haines City, FL 33844

This charming double wide manufactured home, built in 1994 by Fleetwood, offers a comfortable and functional living space with 2 bedrooms and 2 bathrooms. Over 908 sq. ft. INCLUDING the 10' x 14 Enclosed Florida room with A/C and Heat. The interior ...

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

Blue Heron Bay

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2 Beds | 1.5 Baths

160 Blue Heron Blvd
Haines City, FL 33844

This charming 936 square foot manufactured home, built in 1994 by Fleetwood, offers a comfortable and functional living space in Haines City, FL. Featuring two bedrooms and one and a half bathrooms, the home includes a comfortable living room and dining ...

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

Blue Heron Bay

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3 Beds | 2 Baths

156 Blue Heron Blvd
Haines City, FL 33844

This Spacious 1344 square foot manufactured home, built in 2004 by Fleetwood, offers a spacious and comfortable living experience with 3 bedrooms and 2 bathrooms. The well-designed floor plan includes a welcoming living room and a separate dining room, ...

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

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

185 Egret Dr.
Haines City, FL 33844

This Large 1512 square foot manufactured home, built in 2002 by Homes of Merit, offers a spacious and comfortable living experience in Haines City, FL. Featuring two bedrooms and two bathrooms, the home includes a master bedroom with walk in closets. ...

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

Blue Heron Bay

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2 Beds | 2 Baths

200 Egret Dr.
Haines City, FL 33844

Welcome to Effortless Living in Blue Heron Bay. 9 MONTHS FREE LOT RENT IF WE CLOSE BY THE END OF APRIL, 2026 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 ...

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

Blue Heron Bay

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2 Beds | 2 Baths

231 Blue Heron Blvd
Haines City, FL 33844

This charming 1188 square foot manufactured home in Blue Heron Bay features 2 bedrooms, 2 bathrooms split floor plan. A spacious living room, a separate dining area, a master bedroom with a walk-in closet, a fully equipped kitchen, and a convenient laundry ...

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

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

Blue Heron Bay

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths

281 Crane Ln.
Haines City, FL 33844

This beautiful 1456 square feet manufactured home in Blue Heron Bay features 3 bedrooms and 2 bathrooms, making it perfect for a couple looking for a nice place to call their own. The home was built in 2026 by Jacobsen Homes, known for their quality ...

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

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

272 Egret Dr.
Haines City, FL 33844

This charming 1512 square foot manufactured home, built in 1996 by Palm Harbor, features 2 bedrooms and 2 bathrooms in the Blue Heron Bay community in Haines City, FL. The spacious interior includes a welcoming all seasons room, a cozy living room and ...

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

The Landings at Lake Henry - Sun Communities

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2 Beds | 2 Baths | 840 Sq. Ft.

249 DIXIE CIRCLE
Haines City, FL 33844

Site # 0249 Addr: 249 DIXIE CIRCLE

Beautiful modern home featuring laminate flooring throughout and thoughtfully designed upgrades that make everyday living both stylish and comfortable. This bright, open floor plan offers an inviting kitchen with stainless steel appliances, upgraded ...

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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 924 Sq. Ft.

211 DIXIE CIRCLE
Haines City, FL 33844

Site # 0211 Addr: 211 DIXIE CIRCLE

Welcome home to this charming and well-maintained residence located in a peaceful 55+ community. This inviting home features a bright and comfortable living area, perfect for relaxing or entertaining, along with a spacious kitchen offering ample cabinet ...

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

The Landings at Lake Henry - Sun Communities

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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

Royal Palm Village - Sun Communities

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3 Beds | 2 Baths | 1568 Sq. Ft.

3000 US HWY 17/92 W LOT #603
Haines City, FL 33844

Site # 0603 Addr: 3000 US HWY 17/92 W LOT #603

Don t miss this beautifully maintained 3 bedroom, 2 bathroom home located in one of the area s most desirable 55+ communities. This home features an open-concept layout, spacious living area, and a modern kitchen with large island, stainless steel appliances, ...

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

Royal Palm Village - Sun Communities

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2 Beds | 2 Baths | 1456 Sq. Ft.

3000 US HWY 17/92 W LOT #582
Haines City, FL 33844

Site # 0582 Addr: 3000 US HWY 17/92 W LOT #582

Spacious 2 Bedroom + Den with Preserve Views in 55+ Community Enjoy peace and privacy in this well-maintained 2 bedroom + den home backing up to a beautiful preserve, no rear neighbors. Inside, you ll find a bright, open living area, a functional kitchen ...

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

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1440 Sq. Ft.

3000 US HWY 17/92 W, LOT #83
Haines City, FL 33844

Site # 0083 Addr: 3000 US HWY 17/92 W, LOT #83

Step into this charming manufactured home located on a corner lot. This cozy 3 bedroom, 2 bathroom house offers ample living space and natural light throughout. The open concept kitchen features modern appliances and plenty of storage for all your culinary ...

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

The Landings at Lake Henry - Sun Communities

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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

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. AMS Lifetime Insulated Metal roof , new insulated vinyl windows throughout home. The large living room opens to the dining area and open kitchen. The ...

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

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

Pine Ridge Estates

Pine Ridge Estates

7405 N. Socrum Loop Road Lakeland FL 33809

Welcome to Pine Ridge Estates! Discover our active, manufactured housing community where residents enjoy gorgeous, year-round Florida weather. It’s a ...

 

7405 N. Socrum Loop Road Lakeland, FL 33809

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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 ...

 

20 homes $34,999 - $189,995

2550 SR 580 Clubhouse-Main Office Clearwater, FL 33761

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La Costa Village - Sun Communities

La Costa Village - Sun Communities

1275 La Costa Blvd. Port Orange FL 32129

At La Costa Village, Port Orange, Florida an active retirement community, there is always something fun to do in ...

 

10 homes $35,000 - $125,000

1275 La Costa Blvd. Port Orange, FL 32129

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Harbor View

Harbor View

24325 Harborview Road Punta Gorda FL 33980

RESORT STYLE COMMUNITY LIVING IN PUNTA GORDA, FLORIDA!   Harbor View On The Bay is a luxurious 55+ manufactured home resort community ...

 

6 homes $19,990 - $189,900

24325 Harborview Road Punta Gorda, FL 33980

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Colony In The Wood - Sun Communities

Colony In The Wood - Sun Communities

4000 South Clyde Morris Blvd. Port Orange FL 32129

Colony in the Wood, Port Orange, FL is a community with activities and a lifestyle specifically designed for adults ...

 

4 homes $49,000 - $79,000

4000 South Clyde Morris Blvd. Port Orange, FL 32129

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Plantation Oaks

Plantation Oaks

1 Plantation Oaks Blvd Flagler Beach FL 32136

Ideally situated on the Atlantic Coast between St. Augustine and Ormond by the Sea. You will appreciate our large, attractive ...

 

10 homes $117,000 - $219,000

1 Plantation Oaks Blvd Flagler Beach, FL 32136

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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 ...

 

2 homes $25,900 - $39,900

2601 86th Street E. Palmetto, FL 34221

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Forest View - Sun Communities

Forest View - Sun Communities

960 Suncoast Blvd. Homosassa FL 34448

Forest View, a Florida Manufactured Home Community catering to adult retirement is situated in Homosassa, nestled between the Gulf Coast ...

 

15 homes $54,900 - $145,000

960 Suncoast Blvd. Homosassa, FL 34448

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The Preserve Award Ad Preserve Florida 55+ Community Ramblewood Village

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