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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 | 2 Baths | 1248 Sq. Ft.

15A O`HARA DRIVE
Haines City, FL 33844

Site # 015A Addr: 15A O`HARA DRIVE

Coming Soon! Be among the first to own this brand-new 2026 Jacobsen Home! This beautiful doublewide home features a spacious open-concept floor plan with abundant natural light, creating a bright and welcoming atmosphere. Enjoy a spacious utility shed ...

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

The Landings at Lake Henry - Sun Communities

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2 Beds | 2 Baths | 896 Sq. Ft.

157 TARA LANE
Haines City, FL 33844

Site # 0157 Addr: 157 TARA LANE

Be among the first to own this brand-new 2026 Jacobsen Home! This beautiful new home features a spacious open-concept floor plan with abundant natural light, creating a bright and welcoming atmosphere. Enjoy a spacious utility shed for extra storage, ...

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

Royal Palm Village - Sun Communities

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2 Beds | 2 Baths | 1456 Sq. Ft.

3000 US HWY 17/92 W LOT #573
Haines City, FL 33844

Site # 0573 Addr: 3000 US HWY 17/92 W LOT #573

Must see home located on an oversized lot with no rear neighbors! Large open concept living in a superior 55+ community. Gorgeous kitchen with plenty of storage space. The kitchen opens into the living room for great entertaining opportunities. Natural ...

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 | 960 Sq. Ft.

3000 US HWY 17/92 W, LOT #123
Haines City, FL 33844

Site # 0123 Addr: 3000 US HWY 17/92 W, LOT #123

Discover your dream home by the serene preserve area! This stunning 2-bedroom, 2-bathroom residence offers a perfect blend of comfort and style. Enjoy the beautiful Florida weather year-round in the spacious enclosed porch. The kitchen features chic ...

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

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

148 Osprey Dr.
Haines City, FL 33844

This manufactured home in Blue Heron Bay features 2 bedrooms and 2 bathrooms, making it the perfect cozy retreat for an individual or a couple. Built in 1998 by Nobility, the home boasts a spacious living room, dining room, family room, and a Florida ...

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

Price Reduction! 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 ...

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

Royal Palm Village - Sun Communities

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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

MOTIVATED SELLERS! BRAND NEW A/C INSTALLED JULY 2026! 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 ...

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

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2 Beds | 2 Baths | 784 Sq. Ft.

109 WILKES DRIVE
Haines City, FL 33844

Site # 0109 Addr: 109 WILKES DRIVE

Charming Furnished 2 Bedroom 2 Bath Home. Step inside and discover a cozy, furnished home ready for its next owner. With two bedrooms and two bathrooms this home offers comfortable living space for enjoying your days, welcoming guests, or setting into ...

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

The Hamptons Golf & Country Club - Sun Communities

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2 Beds | 2 Baths | 1092 Sq. Ft.

24 E Hampton Dr
Auburndale, FL 33823

Site # 024 Addr: 24 E Hampton Dr

Located in an active 55+ Community! This cozy 1092 sq.ft. Home offers major upgrades and major savings for its next owner. Highlights include a new roof installed in May 2023, a 2019 Central A/C system extended into the lanai, and complete whole home ...

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

The Hamptons Golf & Country Club - Sun Communities

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2 Beds | 2 Baths | 1680 Sq. Ft.

338 Waldorf Dr
Auburndale, FL 33823

Site # 338 Addr: 338 Waldorf Dr

Located in a Premier 55+ Active Community this beautiful home has been well cared for and is coming fully furnished - ready for you to move in and call it home! The spacious open floor plan features 2 bedrooms plus a den, large eat-in kitchen with plenty ...

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

The Hamptons Golf & Country Club - Sun Communities

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3 Beds | 2 Baths | 1120 Sq. Ft.

812 Gladiola Dr
Auburndale, FL 33823

Site # 812 Addr: 812 Gladiola Dr

This home is RIGHT and the price is RIGHT located in a Premier 55+ Active Community! Many nice features starting with tile and laminate flooring throughout the home. Comes mostly furnished. All kitchen appliances included. Dishwasher 2 years old. Nice ...

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

The Hamptons Golf & Country Club - Sun Communities

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2 Beds | 2 Baths | 768 Sq. Ft.

3 E Hampton Dr
Auburndale, FL 33823

Site # 003 Addr: 3 E Hampton Dr

Located in a Vibrant 55+ Community! Step into a show-stopping, fully remodeled home that feels BRAND NEW inside and out! Completely transformed from the ground up, only the frame remains everything else has been rebuilt with stunning quality and care. ...

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

Westside Ridge - Sun Communities

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3 Beds | 2 Baths | 1728 Sq. Ft.

416 McElwee Dr
Auburndale, FL 33823

Site # 0167 Addr: 416 McElwee Dr

This spacious double wide 3-bedroom, 2-bath home offers an open floor plan with a large living and dining room layout, creating a welcoming space for everyday living and entertaining. Thoughtful updates throughout provide peace of mind, including a new ...

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

The Hamptons Golf & Country Club - Sun Communities

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2 Beds | 2 Baths | 1176 Sq. Ft.

807 Petunia Wy
Auburndale, FL 33823

Site # 807 Addr: 807 Petunia Wy

Get ready to fall in love with this charming gem nestled in a vibrant 55+ community! From the moment you step inside, you ll feel right at home in the bright and inviting open floor plan designed for comfort and connection. The beautiful kitchen is ...

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

The Hamptons Golf & Country Club - Sun Communities

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2 Beds | 2 Baths | 1456 Sq. Ft.

723 Royal Forest Dr
Auburndale, FL 33823

Site # 723 Addr: 723 Royal Forest Dr

Get ready to fall in love with this beautiful 1,456 sq. ft. home located in a vibrant 55+ active community that truly has it all! Imagine starting your mornings sipping coffee on the inviting front lanai, or unwinding in the peaceful back screened room ...

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

The Hamptons Golf & Country Club - Sun Communities

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2 Beds | 2 Baths | 1120 Sq. Ft.

698 Royal Forest Dr
Auburndale, FL 33823

Site # 698 Addr: 698 Royal Forest Dr

Welcome to your Active 55+ community! If you are looking for that special home at a special price be sure you keep this home on your list ! This home is move-in ready ! Comes fully furnished Turn Key !! Living room furniture is only one year old. Laminate ...

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

The Hamptons Golf & Country Club - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1456 Sq. Ft.

372 Waldorf Dr
Auburndale, FL 33823

Site # 372 Addr: 372 Waldorf Dr

Get ready to fall in love with this vibrant 1,456 sq. ft. home in a lively 55+ community your perfect gateway to the carefree retirement lifestyle you ve been dreaming of! This charming 2-bedroom, 2-bathroom home features a spacious double driveway and ...

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

The Hamptons Golf & Country Club - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1344 Sq. Ft.

335 Waldorf Dr
Auburndale, FL 33823

Site # 335 Addr: 335 Waldorf Dr

Step into this fabulous, move-in-ready home located in a vibrant 55+ community where style, comfort, and upgrades come together beautifully! From the moment you walk in, you ll be wowed by the stunning remodeled kitchen, offering a fresh, modern look ...

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