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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

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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

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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

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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

The Landings at Lake Henry - Sun Communities

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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

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2 Beds | 2 Baths | 1120 Sq. Ft.

339 ASHLEY DRIVE
Haines City, FL 33844

Site # 0339 Addr: 339 ASHLEY DRIVE

Deal of the Month- Double wide home for only $35,000!! 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 ...

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

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

The Landings at Lake Henry - Sun Communities

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2 Beds | 2 Baths | 864 Sq. Ft.

309 MAPLECREST DRIVE
Haines City, FL 33844

Site # 0309 Addr: 309 MAPLECREST DRIVE

Charming and well maintained home located in a desirable 55+ community, offering both comfort and privacy! Partially furnished home. This property features a covered carport with ample parking and a cozy outdoor sitting area, perfect for relaxing or ...

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

The Landings at Lake Henry - Sun Communities

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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

The Landings at Lake Henry - Sun Communities

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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

Nearby Location MatchNearby Location Match

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

Blue Heron Bay

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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

Blue Heron Bay

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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

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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

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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

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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

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

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

Nearby Location MatchNearby Location Match

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 | 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

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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Shadow Wood Village - Sun Communities

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Four Lakes Golf Club

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Enchanted Lakes

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The Preserve Award Ad Preserve Florida 55+ Community Ramblewood Village

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