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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 | 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

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 | 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

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

241 Crane Ln.
Haines City, FL 33844

This charming 864 square foot manufactured home, built by Homes of Merit, offers a comfortable and inviting living space in Haines City, FL. Featuring two bedrooms and two bathrooms, the home includes an open living room, dining room, and a bright Florida ...

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

Blue Heron Bay

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths

281 Crane Ln.
Haines City, FL 33844

Welcome to Blue Heron Bay! This beautiful 2026 manufactured home offers 1,456 square feet of thoughtfully designed living space with 3 bedrooms and 2 bathrooms, making it the perfect place to call home. Step inside to discover a spacious open-concept ...

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

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1200 Sq. Ft.

114 Winterdale Dr. S
Lake Alfred, FL 33850

Site # 0199 Addr: 114 Winterdale Dr. S

Welcome to your slice of sweet Southern charm in one of Florida s premier 55+ communities! This beautiful 3-bedroom, 2-bath home combines comfort, convenience, and timeless style. You'll love the spacious kitchen, which features abundant cabinetry and ...

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 #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

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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)

Blue Heron Bay

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths

213 Kingfisher Ln.
Haines City, FL 33844

This charming well maintained 1,296 square foot manufactured home, built in 1996 by Palm Harbor, offers a spacious and comfortable living environment with three bedrooms and two bathrooms. The interior features a welcoming living room and dining room, ...

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

Lake Hammock Village

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1456 Sq. Ft.

199 Glen Este Blvd.
Haines City, FL 33844

BRAND NEW 3/2 MODEL HOME

Brand New Open Bright and Airy 3BR / 2Bath Split-Plan Home Available NOW! This New Home Features: Open Spacious Living Areas. Kitchen has Large Island with Seating and Lots of Storage, All Upgrade Appliances, and a Walk-In Pantry. Spacious Master Bedroom ...

Community Lifestyles: 55+ Communities, Active Retirement

Blue Heron Bay

Nearby Location MatchNearby Location Match

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

Royal Palm Village - Sun Communities

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2 Beds | 2 Baths | 816 Sq. Ft.

3000 US HWY 17/92 W, LOT #242
Haines City, FL 33844

Site # 0242 Addr: 3000 US HWY 17/92 W, LOT #242

This charming corner lot home is move in ready! This will-maintained home features spacious living room, den, covered Florida room, washer/dryer and GE and Whirlpool appliances. Major updates include an AC system only 8 months old and a water heater ...

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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 880 Sq. Ft.

214 DIXIE CIRCLE
Haines City, FL 33844

Site # 0214 Addr: 214 DIXIE CIRCLE

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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

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

Kings Pointe - Sun Communities

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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

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

Welcome to this charming 3-bedroom, 2-bath home located on a desirable corner lot in Royal Palm Village. Inside, you ll find a bright and inviting layout with generous living space, abundant natural light, and an open-concept kitchen featuring modern ...

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 | 1568 Sq. Ft.

3000 US HWY 17/92 W LOT #603
Haines City, FL 33844

Site # 0603 Addr: 3000 US HWY 17/92 W LOT #603

Don t miss this beautifully maintained 3 bedroom, 2 bathroom home located in one of the area s most desirable 55+ communities. This home features an open-concept layout, spacious living area, and a modern kitchen with large island, stainless steel appliances, ...

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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

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

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

209 Crane Ln.
Haines City, FL 33844

This charming double wide manufactured home, built in 1994 by Fleetwood, offers a comfortable and functional living space with 2 bedrooms and 2 bathrooms. Over 908 sq. ft. INCLUDING the 10' x 14 Enclosed Florida room with A/C and Heat. The interior ...

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

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1248 Sq. Ft.

536 Club Hill Road
Lake Alfred, FL 33850

Site # 0018 Addr: 536 Club Hill Road

This stunning 2-bedroom, 2-bath residence showcases a beautifully designed open-concept floor plan, offering an effortless blend of sophistication and comfort. Rich hardwood flooring flows seamlessly throughout the home, creating a warm and refined ambiance. The ...

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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Windmill Village - Sun Communities

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Orange Acres MHP

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Country Villa Estates

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3 homes $40,500 - $68,500

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Plantation Oaks of Ormond Beach

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Holiday Park

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Gulfstream Harbor - Sun Communities

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