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Winter Haven, FL Active Adult Retirement Communities and Retirement 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.

Active 55+ community lifestyle offers vibrant, social living for seniors. Residents enjoy numerous amenities like fitness centers, pools, golf courses, and clubhouses. Engaging activities include classes, clubs, and events fostering friendships, wellness, and a strong sense of community.

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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

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

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 luxury vinyl plank flooring throughout, with durable ...

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 | 1104 Sq. Ft.

216 Trade Wind Ct.
Lake Alfred, FL 33850

Site # 0133 Addr: 216 Trade Wind Ct.

Discover this charming 2-bedroom, 2-bathroom home nestled in a premier 55+ community in the heart of Central Florida! Featuring a beautiful front lanai, perfect for enjoying your morning coffee or the refreshing Florida breeze. This home also offers ...

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

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

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)

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

Welcome home to this beautiful 2-bedroom, 2-bath home nestled in a peaceful 55+ community! Step outside and enjoy the Florida breeze from your spacious front lanai perfect for morning coffee, reading a good book, or simply relaxing and taking in the ...

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

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)

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

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

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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)

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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2 Beds | 2 Baths | 1248 Sq. Ft.

94 PALM LANE
Lake Alfred, FL 33850

Site # 0094 Addr: 94 PALM LANE

PRICE REDUCED! Huge savings on this 2-bed, 2-bath home! Comes partially furnished and includes a golf cart! Enjoy total peace of mind with 2023 updates: new roof, HVAC, and stainless appliances. Features a spacious primary suite with a walk-in shower, ...

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 | 960 Sq. Ft.

324 Winter Garden Ct.
Lake Alfred, FL 33850

Site # 0113 Addr: 324 Winter Garden Ct.

Welcome to your beautiful new home, perfectly nestled on a desirable corner lot in a premier 55+ community! Freshly renovated and move-in ready, this home features updated flooring throughout, fresh paint, stunning granite countertops, and a spacious ...

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

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)

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1248 Sq. Ft.

238 Trade Wind Ct.
Lake Alfred, FL 33850

Site # 0144 Addr: 238 Trade Wind Ct.

Welcome to this beautiful home nestled inside a premier 55+ community, offering comfort, space, and everything you need to enjoy the Florida lifestyle! Featuring two spacious lanais, perfect for morning coffee, entertaining guests, or simply soaking ...

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

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1458 Sq. Ft.

143 Winterdale Dr. S
Lake Alfred, FL 33850

Site # 0208 Addr: 143 Winterdale Dr. S

Welcome to this beautiful 3-bedroom, 2-bathroom new construction home nestled in a premier 55+ community, where life truly begins at 55! Whether you re sipping your morning coffee on the charming front deck, entertaining friends and family in the spacious ...

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

Kings Pointe - Sun Communities

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2 Beds | 2 Baths | 1152 Sq. Ft.

152 Winterdale Dr. N
Lake Alfred, FL 33850

Site # 0190 Addr: 152 Winterdale Dr. N

Freshly listed! This beautiful 2-bedroom, 2-bath home is nestled inside a private-entry 55+ community and is ready to welcome you home. Enjoy the cool Florida breeze from your front screened lanai, then step inside to a spacious open-concept living area ...

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

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1512 Sq. Ft.

404 Gulf Stream Dr. S
Lake Alfred, FL 33850

Site # 0063 Addr: 404 Gulf Stream Dr. S

Experience the best of 55+ living in this brand-new 2026 Jacobsen home, located within a beautiful gated entry community designed for comfort and connection. This inviting 3-bedroom, 2-bath home features a spacious open-concept living area perfect for ...

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

The Hamptons Golf & Country Club - Sun Communities

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2 Beds | 2 Baths | 1170 Sq. Ft.

795 Royal Forest Dr
Auburndale, FL 33823

Site # 795 Addr: 795 Royal Forest Dr

Retirement living at its finest! This charming 1,170-square-foot home, perfectly situated on a desirable corner lot in a vibrant 55+ active adult community, is ready for you to start enjoying the lifestyle you've been dreaming of. Featuring 2 spacious ...

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

Active 55+ community lifestyle offers vibrant, social living for seniors. Residents enjoy numerous amenities like fitness centers, pools, golf courses, and clubhouses. Engaging activities include classes, clubs, and events fostering friendships, wellness, and a strong sense of community.

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