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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

3 Beds | 2 Baths | 2172 Sq. Ft.

2121 Lawsonia Loop (LOT #434)
Winter Haven, FL 33881

434

LAKEFRONT LIVING WITH PRIVATE DOCK! 1996 Jacobsen Lot 434 |Reduced again to $129,900 | 3 Bed | 2 Bath | 2,172 sq. ft. MOTIVATED SELLER ~ NEW REDUCED PRICE! Nestled on the Chain of Lakes, you'll find a spacious three bed, two bath home with a 35 x 10 ...

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 | 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

Nearby Location MatchNearby Location Match

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)

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1254 Sq. Ft.

1701 W. Commerce Ave. Lot 263
Haines City, FL 33844

Truly move in ready!!

Welcome to Heartland Estates, where an inviting & active community awaits you! We are excited to present this welcoming & bright 2B2B home that perfectly embodies the atmosphere of relaxation & tranquil living. Imagine your day filled with fun activities ...

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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 728 Sq. Ft.

100 WILKES DRIVE
Haines City, FL 33844

Site # 0100 Addr: 100 WILKES DRIVE

Newly listed this home is a MUST SEE. This well maintained home comes furnished and ready to move in. The large living room opens to the dining area and open kitchen. The spacious open kitchen has lots of storage space. Laminate floors throughout home. ...

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)

Heartland Estates

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1289 Sq. Ft.

1701 W. Commerce Ave. Lot 107
Haines City, FL 33844

2024 Skyline Champion Deluxe Island Kitchen open plan

Welcome to our vibrant 55+ community at Heartland Estates! Step into this modern three-bedroom home with energy-efficient low e-glass windows throughout. Whirlpool premium stainless steel appliances and 42" soft grey cabinetry. The open floor plan features ...

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

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1152 Sq. Ft.

1701 W Commerce Ave Lot 192
Haines City, FL 33844

New Model deluxe kitchen 42" uppers and 7' long Island is a must see.

Welcome to Heartland Estates, where luxury meets energy efficiency in every corner of our homes. Picture yourself in a spacious open floor plan, surrounded by White Shaker cabinets, a large island perfect for entertaining, and top-tier Whirlpool stainless ...

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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

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2 Beds | 2 Baths | 952 Sq. Ft.

209 DIXIE CIRCLE
Haines City, FL 33844

Site # 0209 Addr: 209 DIXIE CIRCLE

Step into this beautifully designed home, featuring a spacious open floor plan that perfectly blends comfort and style. Enjoy the sleek look of laminate flooring throughout the main living areas, while plush carpet adds warmth to the cozy bedrooms. The ...

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

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 960 Sq. Ft.

3000 US HWY 17/92 W, LOT #123
Haines City, FL 33844

Site # 0123 Addr: 3000 US HWY 17/92 W, LOT #123

Discover your dream home by the serene preserve area! This stunning 2-bedroom, 2-bathroom residence offers a perfect blend of comfort and style. Enjoy the beautiful Florida weather year-round in the spacious enclosed porch. The kitchen features chic ...

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

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1012 Sq. Ft.

3000 US HWY 17/92 W LOT #564
Haines City, FL 33844

Site # 0564 Addr: 3000 US HWY 17/92 W LOT #564

New 2-bedroom, 2-bath manufactured home with a modern open layout. Features include vinyl flooring throughout, a farmhouse-style stainless steel kitchen sink, and black matte faucets and fixtures for a sleek, contemporary look. Please note: photos are ...

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

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1680 Sq. Ft.

3000 US HWY 17/92 W LOT #633
Haines City, FL 33844

Site # 0633 Addr: 3000 US HWY 17/92 W LOT #633

Welcome to this charming and fully furnished 2-bedroom, 2-bathroom manufactured home with a den perfect for a home office, guest space, or hobby room. Move-in Ready! This cozy abode features a convenient 1-car garage, ideal for storing all your outdoor ...

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

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)

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1012 Sq. Ft.

3000 US HWY 17/92 W, LOT #2
Haines City, FL 33844

Site # 0002 Addr: 3000 US HWY 17/92 W, LOT #2

New 2-bedroom, 2-bath manufactured home with a modern open layout. Features include vinyl flooring throughout, a farmhouse-style stainless steel kitchen sink, and black matte faucets and fixtures for a sleek, contemporary look. Please note: photos are ...

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

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 1.5 Baths | 728 Sq. Ft.

22 O`HARA DRIVE
Haines City, FL 33844

Site # 0022 Addr: 22 O`HARA DRIVE

This well kept 2-bedroom, 1.5 bath home is located in a peaceful 55+ community and offers 728 square feet of comfortable living space. The cozy interior features carpeted floors, a bright and open living area, and a functional kitchen with plenty of ...

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

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1456 Sq. Ft.

3000 US HWY 17/92 W, LOT #103
Haines City, FL 33844

Site # 0103 Addr: 3000 US HWY 17/92 W, LOT #103

Motivated Sellers ! This beautifully maintained 3-bedroom, 2-bath home combines comfort, space, and functionality in every corner. Each bedroom offers generous dimensions with spacious closets featuring extra shelving. The open, well-equipped kitchen, ...

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

Lake Hammock Village

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1176 Sq. Ft.

22 Silver Crest Dr.
Haines City, FL 33844

MOVE-IN READY 2/2 OWNER IS MOTIVATED

Spacious Move In Ready 2BR/2BATH Home. This great Home Features: Laminate Flooring Throughout, Hardwood Cabinets in both Kitchen and Baths, Gas Range and Water Heater. Home has New Roof and New Windows. Home is also equipped with a New Generac Whole ...

Community Lifestyles: 55+ Communities, Active Retirement

Lake Hammock Village

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1376 Sq. Ft.

24 Silver Crest Dr.
Haines City, FL 33844

TURN KEY MOVE-IN READY 2/2 SPLIT PLAN

MUST SEE. Turn-key, Move-In Ready 2BR/2BATH Split Plan Home. This Great Home Features: Kitchen has Granite Counter Tops, Island Bar with Storage. Laminate Floors Throughout. Home has New Roof, New Thermo-Payne Windows, and a New HVAC Unit. Master Bath ...

Community Lifestyles: 55+ Communities, Active Retirement

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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Featured Communities

Lamplighter Village

Lamplighter Village

500 Lantern Blvd Melbourne FL 32934

The Ideal Lakefront 55+ Community Melbourne, Florida Lamplighter Village stands for quality living for those aged 55 and older. This affordable ...

 

2 homes $124,900 - $137,900

500 Lantern Blvd Melbourne, FL 32934

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Twin Oaks

Twin Oaks

4530 9th Street E Bradenton FL 34203

Twin Oaks, Bradenton, FL, is a quaint, private and pet-friendly manufactured housing community of 55+ Active Lifestyle residents. Our ...

 

4530 9th Street E Bradenton, FL 34203

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Walden Woods - Sun Communities

Walden Woods - Sun Communities

7193 West Walden Woods Drive Homosassa FL 34446

Walden Woods is a gated, 55+ retirement community that offers beautiful manufactured homes paired with a relaxed and enjoyable lifestyle. ...

 

19 homes $59,900 - $149,900

7193 West Walden Woods Drive Homosassa, FL 34446

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Stonebrook - Sun Communities

Stonebrook - Sun Communities

8219 W. Charmaine Dr. Homosassa FL 34448

Nestled among Florida's most treasured natural wonders, Stonebrook in Homosassa, FLA, is a 55+ community that welcomes an active ...

 

6 homes $49,000 - $153,995

8219 W. Charmaine Dr. Homosassa, FL 34448

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Imperial Oaks

Imperial Oaks

11440 Causeway Blvd New Port Richey FL 34654

Imperial Oaks is a charming, exquisitely well-maintained manufactured housing community resting on 30 lush acres with 88 double-home sites with ...

 

3 homes $10,000 - $89,999

11440 Causeway Blvd New Port Richey, FL 34654

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Forest View - Sun Communities

Forest View - Sun Communities

960 Suncoast Blvd. Homosassa FL 34448

Forest View, a Florida Manufactured Home Community catering to adult retirement is situated in Homosassa, nestled between the Gulf Coast ...

 

14 homes $50,000 - $168,995

960 Suncoast Blvd. Homosassa, FL 34448

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Maplewood Estates

Maplewood Estates

1000 Chamberlain Dr Port Orange FL 32127

Maplewood Estates is a gated, resort-style 55+ manufactured home community located in Port Orange, Florida. Offering oversized home sites and ...

 

1000 Chamberlain Dr Port Orange, FL 32127

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Sweetwater Oaks

Sweetwater Oaks

3151 NW 44th Ave Lot 1 Ocala FL 34482

Imagine the pleasure of living among cordial neighbors and pleasant surroundings within the charming community of Sweetwater Oaks. Our 45 ...

 

25 homes $58,000 - $99,999

3151 NW 44th Ave Lot 1 Ocala, FL 34482

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