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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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Four Lakes Golf Club

Exact Location MatchExact Location Match

2 Beds | 2 Baths | 1596 Sq. Ft.

1548 Aberdeen Lane (LOT #161)
Winter Haven, FL 33881

161

UPDATED TWO BED | TWO BATH + DEN! 2001 Homes of Merit Lot 161 | $115,000 | 2 Bed + Den | 2 Bath | 1,596 sq. ft. HUGE PRICE REDUCTION ~ SAVE $14,900! This spacious home offers over 1,500 sq. ft. of living space while featuring updates such as laminate ...

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

Four Lakes Golf Club

Exact Location MatchExact Location Match

2 Beds | 2 Baths | 1148 Sq. Ft.

1420 Wild Dunes Ct. (LOT #58)
Winter Haven, FL 33881

'58

FABULOUS HOME ON PERIMETER LOT! 1999 Homes of Merit Lot 58 | Reduced to $84,900 | Two Bed | Two Bath | 1,148 sq. ft. NEW REDUCED PRICE ~ SAVE! Located adjacent to a Florida preserve, you will find a quiet place to spend the winter or stay all year! ...

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

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1200 Sq. Ft.

142 Winterdale Dr. N
Lake Alfred, FL 33850

Site # 0185 Addr: 142 Winterdale Dr. N

WOW! Don t miss the opportunity to own this beautiful 2-bedroom, 2-bath home featuring a spacious garage and ample storage. The open-concept living room, dining area, and kitchen create an inviting space that s perfect for entertaining. The large primary ...

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

Cypress Greens - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 960 Sq. Ft.

55 CYPRESS LOOP
Lake Alfred, FL 33850

Site # 0055 Addr: 55 CYPRESS LOOP

Beautifully remodeled 3-bedroom, 2-bath home offering comfort, style, and convenience. This move-in ready home features a brand-new A/C unit for year-round comfort, stunning laminate flooring throughout, and a bright open layout. The updated kitchen ...

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

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1196 Sq. Ft.

211 Trade Wind Ct.
Lake Alfred, FL 33850

Site # 0155 Addr: 211 Trade Wind Ct.

This spacious yet cozy 3 Bedroom | 2 Bathroom home sits on an amazing sized lot in a premier 55+ community in the heart of Polk County. Designed for both comfort and convenience, you ll enjoy relaxing in the inviting living spaces or unwinding on the ...

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

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)

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1254 Sq. Ft.

1701 W. Commerce Ave. Lot 263
Haines City, FL 33844

Truly move in ready!!

Welcome to Heartland Estates, where an inviting & active community awaits you! We are excited to present this welcoming & bright 2B2B home that perfectly embodies the atmosphere of relaxation & tranquil living. Imagine your day filled with fun activities ...

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

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1040 Sq. Ft.

508 Club Hill Road
Lake Alfred, FL 33850

Site # 0004 Addr: 508 Club Hill Road

Don t miss out on this beautiful 2-bedroom, 2-bath home featuring a bright and spacious open floor plan. Enjoy brand-new stainless steel appliances, a generous walk-in closet, and a screened-in lanai perfect for relaxing with your morning coffee or unwinding ...

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

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 960 Sq. Ft.

453 Gulf Stream Dr. N
Lake Alfred, FL 33850

Site # 0039 Addr: 453 Gulf Stream Dr. N

Discover comfort and style in this beautifully maintained 2-bedroom, 2-bathroom home featuring a desirable open floor plan perfect for modern living. Brand new laminate flooring flows seamlessly throughout the entire home, adding a fresh and contemporary ...

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

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1144 Sq. Ft.

1701 W Commerce Ave Lot#119
Haines City, FL 33844

New roof 2018 - New washer & dryer 2025 - Low-E vinyl doubled paned windows

Welcome to Heartland Estates an active and fun community! Where your new home awaits you! We are excited to show you this partially furnished 2B2B. This inviting home welcomes you with a large driveway to park your golf cart or sit outside and enjoy ...

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

Cypress Greens - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1920 Sq. Ft.

168 CYPRESS WAY
Lake Alfred, FL 33850

Site # 0168 Addr: 168 CYPRESS WAY

Spacious 2-bedroom, 2-bath home with desirable split floor plan, includes a private in-law suite with its own bedroom, den, and kitchenette. Primary bedroom offers an ensuite bath with a walk-in shower. Large open living / dining area creates an inviting ...

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

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 988 Sq. Ft.

1701 W Commerce Ave Lot #83
Haines City, FL 33844

New plumbing & HWT 2026 & New roof 2025!

Welcome to Heartland Estates, A 55+ lifestyle community! Where your new home & active new lifestyle awaits you! This priced to sell home has 2 bedrooms/2 bathrooms, New plumbing & HWT 2026, New roof in 2025, Comfort commode in primary bedroom, Open floor ...

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

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

196 Kingfisher Ln.
Haines City, FL 33844

This Manufactured Home in Blue Heron Bay, Haines City, FL offers a cozy retreat with 2 bedrooms and 2 bathrooms. Built in 1997 by Nobility, this charming home features a spacious living room, master bedroom with a walk-in closet, and a well-equipped ...

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

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1248 Sq. Ft.

3000 US HWY 17/92 W LOT #549
Haines City, FL 33844

Site # 0549 Addr: 3000 US HWY 17/92 W LOT #549

Brand New Home - With Waterview!! Experience modern living in this beautifully designed 2-bedroom 2-bathroom manufactured home featuring a modern open layout with natural lighting, vinyl flooring throughout. The contemporary kitchen offers stainless-steel ...

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

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

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

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 is perfectly situated on the canal with beautiful water ...

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

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

145 Blue Heron Blvd
Haines City, FL 33844

This spacious 2.0 bed 2.0 bath manufactured home at Blue Heron Bay in Haines City, FL offers a comfortable and cozy living space with 1326 square feet of living area. Built in 1997 by Palm Harbor, this well-maintained home features a large living room, ...

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

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1104 Sq. Ft.

216 Trade Wind Ct.
Lake Alfred, FL 33850

Site # 0133 Addr: 216 Trade Wind Ct.

This move-in ready 2-bedroom, 2-bath home offers the perfect blend of comfort and functionality. Featuring a unique bonus addition and an open floor plan, the layout provides plenty of space for both relaxing and entertaining. Every area of the home ...

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

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 952 Sq. Ft.

3000 US HWY 17/92 W, LOT #243
Haines City, FL 33844

Site # 0243 Addr: 3000 US HWY 17/92 W, LOT #243

Welcome to your next home! This cozy and beautifully maintained 2-bedroom, 2-bath residence offers comfort, style, and convenience all on a desirable corner lot. Fully furnished and move-in ready, this home features a spacious open-concept layout with ...

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

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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