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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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  • 1530 Aberdeen Lane (LOT #152)
  • 1530 Aberdeen Lane (LOT #152)
  • 1530 Aberdeen Lane (LOT #152)
  • 1530 Aberdeen Lane (LOT #152)
  • 1530 Aberdeen Lane (LOT #152)
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Four Lakes Golf Club

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3 Beds | 2 Baths | 1680 Sq. Ft.

1530 Aberdeen Lane (LOT #152)
Winter Haven, FL 33881

152

3 Bedroom | 2 Bath | 1,680 sq. ft. | $115,000 Lot 152 is a beautifully maintained double-wide home located in sought-after Four Lakes Golf Club. Recently updated and priced to sell, this spacious property offers everything you need for low-maintenance ...

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

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  • 2507 Devon Place (LOT #749)
  • 2507 Devon Place (LOT #749)
  • 2507 Devon Place (LOT #749)
  • 2507 Devon Place (LOT #749)
  • 2507 Devon Place (LOT #749)
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Four Lakes Golf Club

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3 Beds | 2 Baths | 1950 Sq. Ft.

2507 Devon Place (LOT #749)
Winter Haven, FL 33881

749

SPACIOUS HOME ON LARGE INTERIOR LOT! 2001 Jacobsen Lot 749 | Price reduced to $139,900 | Three Bedroom | Two Bathroom | 1,950 sq. ft. MOTIVATED SELLER ~ PRICE REDUCED! Welcome to this beautifully maintained home, offering nearly 2,000 sq. ft. of versatile ...

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

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  • 149 CYPRESS WAY
  • 149 CYPRESS WAY
  • 149 CYPRESS WAY
  • 149 CYPRESS WAY
  • 149 CYPRESS WAY
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Cypress Greens - Sun Communities

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2 Beds | 2 Baths | 1800 Sq. Ft.

149 CYPRESS WAY
Lake Alfred, FL 33850

Site # 0149 Addr: 149 CYPRESS WAY

Welcome to this spacious unfurnished 2 bed, 2 bath + den home with a 1-car attached garage, offering approximately 1,400 square feet of living space, located in the Cypress Greens active 55+ golf and tennis community. This newer home features an open ...

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

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  • 185 OAK LANE
  • 185 OAK LANE
  • 185 OAK LANE
  • 185 OAK LANE
  • 185 OAK LANE
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Cypress Greens - Sun Communities

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2 Beds | 2 Baths | 1566 Sq. Ft.

185 OAK LANE
Lake Alfred, FL 33850

Site # 0185 Addr: 185 OAK LANE

This spacious 2-bed/2-bath home with den features an open floor plan. The large island kitchen with plenty of cabinets flows into the living and dining areas. Primary bedroom offers large walk-in closet and an ensuite with a dual sink vanity, walk-in ...

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

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  • 233 MAGNOLIA RUN
  • 233 MAGNOLIA RUN
  • 233 MAGNOLIA RUN
  • 233 MAGNOLIA RUN
  • 233 MAGNOLIA RUN
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Cypress Greens - Sun Communities

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2 Beds | 2 Baths | 1176 Sq. Ft.

233 MAGNOLIA RUN
Lake Alfred, FL 33850

Site # 0233 Addr: 233 MAGNOLIA RUN

Move-in ready luxury meets resort-style living! This immaculate, freshly painted 2-bed, 2-bath home features a modern open floor plan with laminate flooring throughout. The bright chef's kitchen boasts a sunny bay window. All kitchen appliances and washer ...

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

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  • 228 GUM LANE
  • 228 GUM LANE
  • 228 GUM LANE
  • 228 GUM LANE
  • 228 GUM LANE
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Cypress Greens - Sun Communities

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2 Beds | 2 Baths | 1248 Sq. Ft.

228 GUM LANE
Lake Alfred, FL 33850

Site # 0228 Addr: 228 GUM LANE

Enjoy resort-style living in this beautifully maintained 2018-built home featuring 2 bedrooms, 2 baths, and a versatile den. The spacious layout includes a cozy carpeted living room and wood-look vinyl flooring throughout the rest of the home. The bright ...

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

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  • 136 CYPRESS WAY
  • 136 CYPRESS WAY
  • 136 CYPRESS WAY
  • 136 CYPRESS WAY
  • 136 CYPRESS WAY
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Cypress Greens - Sun Communities

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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)

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  • 55 CYPRESS LOOP
  • 55 CYPRESS LOOP
  • 55 CYPRESS LOOP
  • 55 CYPRESS LOOP
  • 55 CYPRESS LOOP
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Cypress Greens - Sun Communities

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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)

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  • 168 CYPRESS WAY
  • 168 CYPRESS WAY
  • 168 CYPRESS WAY
  • 168 CYPRESS WAY
  • 168 CYPRESS WAY
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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)

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  • 21 CYPRESS LOOP
  • 21 CYPRESS LOOP
  • 21 CYPRESS LOOP
  • 21 CYPRESS LOOP
  • 21 CYPRESS LOOP
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Cypress Greens - Sun Communities

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2 Beds | 2 Baths | 1568 Sq. Ft.

21 CYPRESS LOOP
Lake Alfred, FL 33850

Site # 0021 Addr: 21 CYPRESS LOOP

Discover this beautifully maintained 2-bed, 2-bath home offering 1,868 total sq. ft. of comfortable living space Cypress Greens golf and tennis community! The split floor plan includes a large living room, tile kitchen with stainless steel appliances, ...

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

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  • 194 MAGNOLIA RUN
  • 194 MAGNOLIA RUN
  • 194 MAGNOLIA RUN
  • 194 MAGNOLIA RUN
  • 194 MAGNOLIA RUN
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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)

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  • 94 PALM LANE
  • 94 PALM LANE
  • 94 PALM LANE
  • 94 PALM LANE
  • 94 PALM LANE
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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

Charming 2-bedroom, 2-bath home comes partially furnished and includes a golf cart! Enjoy peace of mind with 2023 updates new roof, HVAC system, and stainless-steel kitchen appliances. The spacious primary suite features an ensuite bath with walk-in ...

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

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  • 216 Trade Wind Ct.
  • 216 Trade Wind Ct.
  • 216 Trade Wind Ct.
  • 216 Trade Wind Ct.
  • 216 Trade Wind Ct.
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Kings Pointe - Sun Communities

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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

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  • 211 Trade Wind Ct.
  • 211 Trade Wind Ct.
  • 211 Trade Wind Ct.
  • 211 Trade Wind Ct.
  • 211 Trade Wind Ct.
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Kings Pointe - Sun Communities

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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

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  • 458 Gulf Stream Dr. N
  • 458 Gulf Stream Dr. N
  • 458 Gulf Stream Dr. N
  • 458 Gulf Stream Dr. N
  • 458 Gulf Stream Dr. N
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Kings Pointe - Sun Communities

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2 Beds | 2 Baths | 1056 Sq. Ft.

458 Gulf Stream Dr. N
Lake Alfred, FL 33850

Site # 0054 Addr: 458 Gulf Stream Dr. N

Charming 2-bedroom, 2-bath home in a beautiful gated 55+ community! This home features a bright open floorplan, brand-new carpet in the bedrooms, also brand new AC and roof plus a cozy kitchen nook perfect for casual dining. Enjoy the Florida lifestyle ...

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

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  • 536 Club Hill Road
  • 536 Club Hill Road
  • 536 Club Hill Road
  • 536 Club Hill Road
  • 536 Club Hill Road
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Kings Pointe - Sun Communities

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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

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  • 453 Gulf Stream Dr. N
  • 453 Gulf Stream Dr. N
  • 453 Gulf Stream Dr. N
  • 453 Gulf Stream Dr. N
  • 453 Gulf Stream Dr. N
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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

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  • 114 Winterdale Dr. S
  • 114 Winterdale Dr. S
  • 114 Winterdale Dr. S
  • 114 Winterdale Dr. S
  • 114 Winterdale Dr. S
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Kings Pointe - Sun Communities

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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

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  • 508 Club Hill Road
  • 508 Club Hill Road
  • 508 Club Hill Road
  • 508 Club Hill Road
  • 508 Club Hill Road
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Kings Pointe - Sun Communities

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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

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  • 109 Winterdale Dr. S
  • 109 Winterdale Dr. S
  • 109 Winterdale Dr. S
  • 109 Winterdale Dr. S
  • 109 Winterdale Dr. S
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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

Show Details

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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