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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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Royal Palm Village - Sun Communities

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2 Beds | 2 Baths | 1248 Sq. Ft.

3000 US HWY 17/92 W, LOT #102
Haines City, FL 33844

Site # 0102 Addr: 3000 US HWY 17/92 W, LOT #102

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

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 | 1248 Sq. Ft.

3000 US HWY 17/92 W, LOT #0128
Haines City, FL 33844

Site # 0128 Addr: 3000 US HWY 17/92 W, LOT #0128

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

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

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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2 Beds | 2 Baths | 1100 Sq. Ft.

403 Keuka Drive
Auburndale, FL 33823

Site # 0213 Addr: 403 Keuka Drive

This fully updated 2-bedroom, 2-bathroom home has been completely renovated and is move-in ready. It features brand-new LeafFilter gutters, wiring and electrical throughout, full replumbing with shut off valves, blinds, flooring, appliances, ceiling ...

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

The Hamptons Golf & Country Club - Sun Communities

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2 Beds | 2 Baths | 1456 Sq. Ft.

731 Royal Forest Dr
Auburndale, FL 33823

Site # 731 Addr: 731 Royal Forest Dr

Looking for a home with no neighbors behind you ? This beautiful home is situated on a Natural Preserve setting ! You do not want to miss out on this special offering. Home comes fully furnished it is move-in ready ! Many extras such as the huge front ...

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

Westside Ridge - Sun Communities

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3 Beds | 2 Baths | 1248 Sq. Ft.

935 Ridge Drive
Auburndale, FL 33823

Site # 0138 Addr: 935 Ridge Drive

Welcome to this beautifully maintained 1999 Homes of Merit offering 3 bedrooms, 2 bathrooms, and 1,248 square feet of comfortable living space. This home has been thoughtfully updated, giving you peace of mind along with modern convenience. Major improvements ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured 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 | 960 Sq. Ft.

195 Golf View Dr
Auburndale, FL 33823

Site # 195 Addr: 195 Golf View Dr

Wake up every morning to breathtaking views of a peaceful pond and the lush golf course beyond! This wonderful home, located in a vibrant active 55+ community, offers one of the most beautiful views you could ever hope for. Imagine sipping your morning ...

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

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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

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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

The Hamptons Golf & Country Club - Sun Communities

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2 Beds | 2 Baths | 864 Sq. Ft.

74 E Hampton Dr
Auburndale, FL 33823

Site # 074 Addr: 74 E Hampton Dr

This home is located on a beautiful corner lot in a premier 55+ community in Central Florida. The price is right and the home is right. Home has laminate flooring throughout the home, except the bathrooms. Home comes unfurnished. All appliances are ...

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.

66 Hewlett Dr
Auburndale, FL 33823

Site # 066 Addr: 66 Hewlett Dr

Get ready to fall in love with this stunning, fully remodeled gem in a vibrant 55+ community! Every inch of this home has been thoughtfully upgraded with style and flair. From the moment you step inside, you re greeted with undeniable character highlighted ...

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 | 1288 Sq. Ft.

172 Golf View Dr
Auburndale, FL 33823

Site # 172 Addr: 172 Golf View Dr

This Special Offering is just that SPECIAL ! The home is right, the price is right and is located in a Premier 55+ community in Central Florida Auburndale. Comes unfurnished, huge double wide driveway and beautiful view of water and golf from ...

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 | 1232 Sq. Ft.

634 Tulip Circle W
Auburndale, FL 33823

Site # 634 Addr: 634 Tulip Circle W

WOW this is the one you ve been waiting for! Step into this stunning brand-new home located in a vibrant 55+ active community. Featuring 2 spacious bedrooms, 2 full bathrooms, and over 1,232 square feet of beautifully designed living space, this home ...

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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