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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

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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

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

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

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

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

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

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

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

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

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)

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)

Cypress Greens - Sun Communities

Nearby Location MatchNearby Location Match

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

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1176 Sq. Ft.

33 CYPRESS LOOP
Lake Alfred, FL 33850

Site # 0033 Addr: 33 CYPRESS LOOP

Beautiful 2 bedroom, 2 bath home is fully furnished and ready to move in! Many updates, some include central air conditioner, kitchen remodel, and laminate flooring. Spacious living room is open to the dining room. Kitchen has upgraded cabinets and countertop. ...

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

Cypress Greens - Sun Communities

Nearby Location MatchNearby Location Match

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)

Cypress Greens - Sun Communities

Nearby Location MatchNearby Location Match

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)

Cypress Greens - Sun Communities

Nearby Location MatchNearby Location Match

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)

Cypress Greens - Sun Communities

Nearby Location MatchNearby Location Match

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)

Cypress Greens - Sun Communities

Nearby Location MatchNearby Location Match

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

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)

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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