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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 | 1474 Sq. Ft.

928 La Quinta Blvd. (LOT #210)
Winter Haven, FL 33881

210

CHARMING GOLF COURSE GETAWAY! 1998 Lot 210 | $115,000 | Two Bed | Two Bath | 1,474 sq. ft. NEW REDUCED PRICE FROM $129,900 to $115,000! Located on the main drive of La Quinta Blvd. is a darling two bed, two bath gem perfectly situated on the 9th tee ...

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 | 1148 Sq. Ft.

1420 Wild Dunes Ct. (LOT #58)
Winter Haven, FL 33881

'58

FABULOUS HOME ON PERIMETER LOT! 1999 Homes of Merit Lot 58 | Reduced to $84,900 | Two Bed | Two Bath | 1,148 sq. ft. NEW REDUCED PRICE ~ SAVE! Located adjacent to a Florida preserve, you will find a quiet place to spend the winter or stay all year! ...

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

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

Just Listed!!! 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 ...

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 | 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

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2 Beds | 2 Baths | 960 Sq. Ft.

141 Winterdale Dr. S
Lake Alfred, FL 33850

Site # 0209 Addr: 141 Winterdale Dr. S

This charming 2-bedroom, 2-bath partially furnished home within a beautiful 55+ gated community boasts a bright open floor plan, featuring lovely bay windows in the dining area which lead into a kitchen just steps away. Enjoy the spacious living room ...

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

Kings Pointe - Sun Communities

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2 Beds | 2 Baths | 1456 Sq. Ft.

422 Gulf Stream Dr. S
Lake Alfred, FL 33850

Site # 0072 Addr: 422 Gulf Stream Dr. S

Discover your perfect retreat in this charming 2-bedroom, 2-bathroom home, nestled in a serene 55+ community in Lake Alfred, Florida. Enjoy sunny days in your bright Florida room or cozy lanai, both offering a peaceful space to unwind. With a spacious ...

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

Cypress Greens - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1296 Sq. Ft.

72 PINE LANE
Lake Alfred, FL 33850

Site # 0072 Addr: 72 PINE LANE

Beautiful 2-bedroom, 2-bath home located in Cypress Greens 55+ golf & tennis community is MOVE-IN READY !! Large front lanai is perfect for your morning coffee, relaxing or entertaining. Kitchen features stainless steel appliances, pantry, and plenty ...

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 | 1014 Sq. Ft.

427 Gulf Stream Dr. S
Lake Alfred, FL 33850

Site # 0088 Addr: 427 Gulf Stream Dr. S

This 2002 home offers a split bedroom plan with a large primary bedroom and ensuite bathroom on one side and 2nd bedroom and bathroom on the other. Spacious living room opens to the updated kitchen. This kitchen is a cooks dream with plenty of room ...

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

Cypress Greens - Sun Communities

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2 Beds | 2 Baths | 1352 Sq. Ft.

49 CREEK CIRCLE
Lake Alfred, FL 33850

Site # 0049 Addr: 49 CREEK CIRCLE

Discover comfort and convenience in this partially furnished 2 bedroom, 2 bath home located in a vibrant 55+ golf community. Wake up to beautiful golf course views and enjoy the ease of having a golf cart included. The spacious primary suite features ...

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 | 1008 Sq. Ft.

512 Club Hill Road
Lake Alfred, FL 33850

Site # 0006 Addr: 512 Club Hill Road

Welcome to this beautifully maintained 2 bed / 2 bath home located in a desirable 55+ community. Featuring an open floor plan with spacious living and dining areas, this home offers comfort, convenience, and plenty of natural light. The modern kitchen ...

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

Cypress Greens - Sun Communities

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2 Beds | 2 Baths | 1008 Sq. Ft.

14 CYPRESS LOOP
Lake Alfred, FL 33850

Site # 0014 Addr: 14 CYPRESS LOOP

Don t miss this exceptional opportunity to own a beautiful move-in ready home with golf cart included. This well-kept 2 bedroom, 2 bath home comes fully furnished, allowing you to settle in and start enjoying the Florida lifestyle immediately. Home features ...

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.

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

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2 Beds | 2 Baths | 1198 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 | 1800 Sq. Ft.

149 CYPRESS WAY
Lake Alfred, FL 33850

Site # 0149 Addr: 149 CYPRESS WAY

Welcome to this spacious 2 bed, 2 bath + den home with 1-car attached garage located in Cypress Greens active 55+ golf and tennis community. This home features an open layout with newer laminate in living areas, tile in kitchen and baths, and carpeted ...

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 | 1040 Sq. Ft.

133 Winterdale Dr. S
Lake Alfred, FL 33850

Site # 0213 Addr: 133 Winterdale Dr. S

BRAND NEW 2025 3-bedroom, 2-bath manufactured home located in a premier 55+ community with a cozy and modern open layout. Featuring a large island every chef's dream and perfect for entertaining. This home also include vinyl flooring throughout, a farmhouse-style ...

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

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

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 but cozy feeling 3 Bedroom | 2 Bathroom home sits on a amazing sized lot of a premier 55+ community in the heart of Polk County. Find comfort in the cozy rooms or on the wonderful cooling or heated lanai to enjoy the Florida sun year round. ...

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

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)

Orange Manor East

Exact Location MatchExact Location Match

1 Beds | 1 Baths | 648 Sq. Ft.

66 Temple Circle
Winter Haven, FL 33884

Welcome to your dream home in the heart of Orange Manor East, here in Winter Haven, Florida. Built in 1968, this 648 sq. ft. home features 1 bedrooms and 1.00 bathrooms, and is move-in ready. Submit an application today! Orange Manor East is a welcoming ...

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

Westside Ridge - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1100 Sq. Ft.

403 Keuka Drive
Auburndale, FL 33823

Site # 0213 Addr: 403 Keuka Drive

This fully updated 2-bedroom, 2-bathroom home has been completely renovated and is move-in ready. It features brand-new LeafFilter gutters, wiring and electrical throughout, full replumbing with shut off valves, blinds, flooring, appliances, ceiling ...

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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