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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 | 1120 Sq. Ft.

910 La Quinta Blvd., Winter Haven, FL 33881
Winter Haven, FL 33881

FL26

2 Bedrooms | 2 Bath | 1,120 sf | $69,900 Lot 26 is Your Affordable Oasis in Four Lakes Golf Club Step into a home that offers more than just comfort—it delivers a lifestyle. This sweet, well-cared-for home is perfectly located near the entrance of this ...

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 | 1479 Sq. Ft.

1806 Belfry Lane (Lot 539)
Winter Haven, FL 33881

539

2 Bedrooms | 2 Baths | 1,479 sq ft | $149,900 Lot 539 is a well-maintained doublewide in the sought-after Four Lakes Golf Club Retirement Community. This home boasts a lot of unique features, and it is one you will want to see for yourself! Some features ...

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 | 1544 Sq. Ft.

1709 Woodmount Lane
Winter Haven, FL 33881

526

BEAUTIFUL HOME ON INTERIOR LOT IN FOUR LAKES GOLF CLUB Lot 526 - $169,900 – 1544 SQ FT This 1999 Home of Merit home has 2bedrooms and 2 bathrooms and office space with built-in desk and shelving. As you walk in the home you are greeted with a large ...

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

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

Cypress Greens - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1536 Sq. Ft.

136 CYPRESS WAY
Lake Alfred, FL 33850

Site # 0136 Addr: 136 CYPRESS WAY

Welcome to this charming 3-bedroom, 2-bath manufactured home in a desirable 55+ golf community! This well-maintained home offers a split floor plan for privacy and convenience. The open-concept layout connects the kitchen, dining, and living areas, creating ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, 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

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)

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

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)

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

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

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1792 Sq. Ft.

3000 US HWY 17/92 W LOT #646
Haines City, FL 33844

Site # 0646 Addr: 3000 US HWY 17/92 W LOT #646

This spacious 2-bedroom, 2-bathroom home features a fresh coat of paint throughout. It offers a one-car garage with an epoxy floor coating and dedicated parking for a golf cart. The open floor plan creates a welcoming and versatile living space, with ...

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 | 1044 Sq. Ft.

3000 US HWY 17/92 W, LOT #263
Haines City, FL 33844

Site # 0263 Addr: 3000 US HWY 17/92 W, LOT #263

DEAL OF THE MONTH! Welcome to your dream home by the water! Nestled in a serene and picturesque setting, this beautiful 2-bedroom, 2-bathroom home comes unfurnished and is ready for you to move in and start living your best life immediately. Enjoy the ...

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 | 1456 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)

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1456 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

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1044 Sq. Ft.

3000 US HWY 17/92 W, LOT #262
Haines City, FL 33844

Site # 0262 Addr: 3000 US HWY 17/92 W, LOT #262

This charming home recently renovated brand-new roof and A/C located on a cul-de-sac, it is a must see. Fully furnished ready to move in with great features on the inside. The enclosed rear lanai has a beautiful water view; outdoor amenities are a short ...

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 | 1008 Sq. Ft.

3000 US HWY 17/92 W LOT #607
Haines City, FL 33844

Site # 0607 Addr: 3000 US HWY 17/92 W LOT #607

Charming 2-bedroom, 2-bathroom home located on a quiet cul-de-sac in a desirable 55+ community. This well-maintained residence comes with all appliances included, offering convenience and comfort. Perfect for those seeking a peaceful, low-maintenance ...

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 | 1248 Sq. Ft.

3000 US HWY 17/92 W LOT #552
Haines City, FL 33844

Site # 0552 Addr: 3000 US HWY 17/92 W LOT #552

New home with Waterview!! Experience modern living in this beautifully designed 2-bedroom 2-bathroom manufactured home featuring a modern open layout with vinyl flooring throughout. The contemporary kitchen offers additional storage space, 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 | 1248 Sq. Ft.

3000 US HWY 17/92 W LOT #658
Haines City, FL 33844

Site # 0658 Addr: 3000 US HWY 17/92 W LOT #658

New home with Waterview!! Experience modern living in this beautifully designed 2-bedroom 2-bathroom manufactured home featuring a modern open layout with vinyl flooring throughout. The contemporary kitchen offers additional storage space, 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 | 1344 Sq. Ft.

3000 US HWY 17/92 W LOT #640
Haines City, FL 33844

Site # 0640 Addr: 3000 US HWY 17/92 W LOT #640

Spacious 2BR/2BA Corner Lot Home with Garage & Florida Room! Welcome home to this beautifully maintained 2008 JACO Classic offering 1,344 square feet of comfortable living space on a desirable corner lot in Royal Palm Village. Step inside to discover ...

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 | 1624 Sq. Ft.

3000 US HWY 17/92 W LOT #643
Haines City, FL 33844

Site # 0643 Addr: 3000 US HWY 17/92 W LOT #643

Welcome to this well-maintained 2007 home offering the perfect combination of comfort, space, and convenience. Inside, you ll find an inviting open living and dining area, a versatile office/den, and a fully equipped kitchen with all appliances included. ...

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 | 1456 Sq. Ft.

3000 US HWY 17/92 W, LOT #103
Haines City, FL 33844

Site # 0103 Addr: 3000 US HWY 17/92 W, LOT #103

Motivated Sellers ! This beautifully maintained 3-bedroom, 2-bath home combines comfort, space, and functionality in every corner. Each bedroom offers generous dimensions with spacious closets featuring extra shelving. The open, well-equipped kitchen, ...

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

Cypress Greens - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1176 Sq. Ft.

78 CYPRESS LOOP
Lake Alfred, FL 33850

Site # 0078 Addr: 78 CYPRESS LOOP

This gorgeous 2 bedroom/2 bathroom house could be your forever home. Enjoy excellent peace of mind with big-ticket upgrades already completed, including a brand-new washer and dryer (2026), a new roof installed in 2023, and central A/C replaced in 2022. ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, 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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