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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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Cypress Greens - Sun Communities

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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)

Kings Pointe - Sun Communities

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2 Beds | 2 Baths | 1248 Sq. Ft.

109 Winterdale Dr. S
Lake Alfred, FL 33850

Site # 0225 Addr: 109 Winterdale Dr. S

Step into comfort and style with this beautifully updated home located in a desirable 55+ gated community. From the moment you enter, you ll appreciate the bright open floorplan designed for easy living and entertaining. The home features brand-new flooring ...

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

Cypress Greens - Sun Communities

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2 Beds | 2 Baths | 1344 Sq. Ft.

83 BAY LANE
Lake Alfred, FL 33850

Site # 0083 Addr: 83 BAY LANE

Welcome to this beautifully maintained, fully furnished 2-bedroom, 2-bath home featuring a spacious floor plan. Move-in ready with all appliances included. Home offers vinyl flooring in the kitchen and baths; carpet in the living areas and bedrooms. ...

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

Cypress Greens - Sun Communities

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2 Beds | 2 Baths | 1204 Sq. Ft.

173 CYPRESS WAY
Lake Alfred, FL 33850

Site # 0173 Addr: 173 CYPRESS WAY

Beautifully updated 2-bedroom, 2-bath waterfront home in a desirable 55+ golf course community! Fully furnished and move-in ready, home features an open-concept floor plan connecting the kitchen, dining, and living areas, creating a bright, open, and ...

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

Cypress Greens - Sun Communities

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2 Beds | 2 Baths | 1232 Sq. Ft.

134 CYPRESS WAY
Lake Alfred, FL 33850

Site # 0134 Addr: 134 CYPRESS WAY

Turnkey 2-bed, 2-bath with a bonus den and attached 2-car garage in a premier 55+ Central Florida golf community between Orlando and Tampa. Fully furnished and move-in ready just bring your toothbrush! Inside features laminate flooring in living areas, ...

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

Kings Pointe - Sun Communities

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3 Beds | 2 Baths | 1092 Sq. Ft.

322 Winter Garden Ct.
Lake Alfred, FL 33850

Site # 0112 Addr: 322 Winter Garden Ct.

Charming Newly Remodeled 2-Bedroom, 2-Bathroom Home with Modern Amenities and Handicap Accessible Features This beautifully updated home combines style, comfort, and practicality. With laminate flooring throughout and an open floor plan, the space feels ...

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

Cypress Greens - Sun Communities

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3 Beds | 2 Baths | 1680 Sq. Ft.

205 MAGNOLIA RUN
Lake Alfred, FL 33850

Site # 0205 Addr: 205 MAGNOLIA RUN

Welcome Home! Nestled on a corner lot, this 3-bed, 2-bath home with a den features laminate floors and an open, spacious living/dining layout. A front porch leads to a kitchen with upgraded wood cabinets, Corian countertops, a walk-in pantry, and stainless ...

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

Cypress Greens - Sun Communities

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2 Beds | 2 Baths | 1092 Sq. Ft.

91 CYPRESS LOOP
Lake Alfred, FL 33850

Site # 0091 Addr: 91 CYPRESS LOOP

Just Listed this move-in ready home won t last! Enjoy the Florida sunshine from your rocking chair front porch. Set on a desirable corner lot, it's an easy walk to all community amenities. Inside features brand-new laminate flooring throughout, with ...

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

Cypress Greens - Sun Communities

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2 Beds | 2 Baths | 1248 Sq. Ft.

94 PALM LANE
Lake Alfred, FL 33850

Site # 0094 Addr: 94 PALM LANE

PRICE REDUCED + 3 MONTHS LOT RENT PAID! Huge savings on this 2-bed, 2-bath home! The seller just dropped the price AND pays your first 3 months of lot rent at closing. Comes partially furnished and includes a golf cart! Enjoy total peace of mind with ...

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

Kings Pointe - Sun Communities

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3 Beds | 2 Baths | 1458 Sq. Ft.

143 Winterdale Dr. S
Lake Alfred, FL 33850

Site # 0208 Addr: 143 Winterdale Dr. S

COMING SOON! Brand-New 3 Bedroom | 2 Bathroom Home Welcome to this beautiful new home located in a desirable 55+ community! Featuring a spacious open-concept floor plan, this home is designed for comfortable living and entertaining.

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

Kings Pointe - Sun Communities

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3 Beds | 2 Baths | 1512 Sq. Ft.

404 Gulf Stream Dr. S
Lake Alfred, FL 33850

Site # 0063 Addr: 404 Gulf Stream Dr. S

COMING SOON!! This Beautiful Brand-New 3 Bedroom | 2 Bathroom Home in a 55+ Community Step inside this stunning new home featuring a spacious open floor plan designed for comfortable living and entertaining. The modern kitchen boasts sleek stainless-steel ...

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

Cypress Greens - Sun Communities

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2 Beds | 2 Baths | 1232 Sq. Ft.

194 MAGNOLIA RUN
Lake Alfred, FL 33850

Site # 0194 Addr: 194 MAGNOLIA RUN

Pack your bags and get ready to enjoy your new home in an active 55+ community! 2 bed/2 bath home offers a perfect blend of comfort, space, and modern updates. Open floor plan seamlessly connects living, dining, and kitchen areas, perfect for entertaining ...

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

Royal Palm Village - Sun Communities

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2 Beds | 2 Baths | 1760 Sq. Ft.

3000 US HWY 17/92 W LOT #652
Haines City, FL 33844

Site # 0652 Addr: 3000 US HWY 17/92 W LOT #652

Rare opportunity in Royal Palm Village! This enormous 2008 Skyline triple-wide offers an impressive 44x40 layout with an oversize garage, a unique find in the community. Inside, you'll find expansive living spaces, high ceilings, abundant natural light, ...

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

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

Royal Palm Village - Sun Communities

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2 Beds | 1 Baths | 840 Sq. Ft.

3000 US HWY 17/92 W, LOT #61
Haines City, FL 33844

Site # 0061 Addr: 3000 US HWY 17/92 W, LOT #61

Welcome to this well-maintained and move-in-ready home! Featuring stylish vinyl flooring throughout and a couple of thoughtful interior upgrades, it offers both comfort and convenience. The home is partially furnished, includes all appliances, and has ...

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

Blue Heron Bay

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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

Blue Heron Bay

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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

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

Ariana Village - Sun Communities

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2 Beds | 2 Baths | 864 Sq. Ft.

1193 Ariana Village Boulevard
Lakeland, FL 33803

Site # 162 Addr: 1193 Ariana Village Boulevard

Step into this beautifully maintained 2-bedroom, 2-bath home located in an active 55+ community. This move in ready residence has been thoughtfully updated with major improvements already completed for you: 2024 roof, 2021 AC, 2023 windows, and 2023 ...

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

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1066 Sq. Ft.

3000 US HWY 17/92 W, LOT #299
Haines City, FL 33844

Site # 0299 Addr: 3000 US HWY 17/92 W, LOT #299

Introducing your next home sweet home! This charming abode features 2 bedrooms, 2 bathrooms, plus a cozy den, offering a comfortable and versatile living space. Prepare to be impressed by the stylish upgrades throughout this home. The open-concept design ...

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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