Winter Haven, FL 55+ Retirement Communities and Homes

55+ Communities, also called 55 Plus Communities, are active retirement havens for adults, offering varied amenities and housing from golf course homes to serene city living among like-minded neighbors. They typically include pools, Pickleball, Shuffleboard, tennis courts, clubhouses with kitchens, and championship golf courses in gated, resort-like environments.

Florida, known as the "Sunshine State," reigns as retirees' top pick in the US. With its delightful tropical climate, it's the ultimate spot for retirement communities and homes. The inviting weather cements Florida as the top choice for ideal retirement.

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Four Lakes Golf Club

Exact Location MatchExact Location Match

2 Beds | 2 Baths | 1934 Sq. Ft.

2006 Wentworth Place (LOT #569)
Winter Haven, FL 33881

569

UNIQUE HOME ON GOLF COURSE! 2000 Homes of Merit Lot 569 | $119,000 | Two Bed | Two Bath | 1,934 sq. ft. Located on the quiet street of Wentworth Place, you’ll find a spacious and unique two bed, two bath with views of the 16th green. The close proximity ...

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

Four Lakes Golf Club

Exact Location MatchExact Location Match

2 Beds | 2 Baths | 1136 Sq. Ft.

937 La Quinta Blvd. (LOT #248)
Winter Haven, FL 33881

248

IMMACULATE RESIDENCE ON INTERIOR LOT! 1999 Homes of Merit Lot 248 | $119,000 | Two Bed | Two Bath | 1136 sq. ft. This pristine property has been meticulously cared for and maintained inside and out. When pulling up to the residence, you'll notice a ...

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

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

1701 W Commerce Ave Lot 116
Haines City, FL 33844

Rent includes lawn care, rubbish and tax pass-on charge

Beautiful home in A+ 55+ Community. Extensive renovations in last 3 years. New flooring T/O in 2022, New A/C in 2023, New Appliances in 2024, Whole house PVC plumbing upgraded in 2024, including HWH. Roof in 2017. Kitchen cabinets refaced and new stylish ...

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

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 adorable 2 bedroom 2 bath features a bright open floor plan with bay windows at the dining area leading into a kitchen with your stove and refrigerate steps away. The spacious living room splits the two bedrooms with the primary bedroom and ensuite ...

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

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1248 Sq. Ft.

405 Gulf Stream Dr. S
Lake Alfred, FL 33850

Site # 0099 Addr: 405 Gulf Stream Dr. S

Beautiful and spacious this split floor plan features a large kitchen and dining area open to the living room. The primary bedroom with ensuite bathroom is at the back of the home with bedrooms 2 and 3 at the front of the house. Meticulously landscaped ...

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

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1320 Sq. Ft.

1701 W Commerce Ave Lot 62
Haines City, FL 33844

Will pass 4 point insurance inspection. Lawn care & rubbish included in rent.

Great Florida Living! 2B,2B New roof 2024 and PVC plumbing in 2024. Added additional concrete in 2023 for golf cart parking Completely renovated..Professionally decorated New low-e glass replacement windows. Also tinted on S & W side of home. Bathrooms ...

Community Lifestyles: Active Retirement, 55+ Communities, 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.

Enter this beautiful home with commanding 9' flt ceilings with generous LED recessed lighting. The open 24' x 24' floor plan with dining, living room and kitchen with White Shaker cabinets and a 7' long Island great for entertaining family and friends. ...

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

Cypress Greens - Sun Communities

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2 Beds | 2 Baths | 1248 Sq. Ft.

227 CYPRESS WAY
Lake Alfred, FL 33850

Site # 0227 Addr: 227 CYPRESS WAY

Do you love an open floorplan? You will have that with this home! This newly listed 2 bedroom / 2 bath with a den is located on a corner lot in our premier 55+ golf community. Living room is carpeted, all other rooms have durable vinyl flooring with ...

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

Royal Palm Village - Sun Communities

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2 Beds | 2 Baths | 1044 Sq. Ft.

3000 US HWY 17/92 W, LOT #263
Haines City, FL 33844

Site # 0263 Addr: 3000 US HWY 17/92 W, LOT #263

Welcome to your dream home by the water! Nestled in a serene and picturesque setting, this beautiful 2-bedroom, 2-bathroom fully furnished home is ready for you to move in and start living your best life immediately. Enjoy the sunny Florida weather in ...

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

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1352 Sq. Ft.

3000 US HWY 17/92 W LOT #639
Haines City, FL 33844

Site # 0639 Addr: 3000 US HWY 17/92 W LOT #639

Luxurious 2023 Clayton Home 2 Bedrooms, 2 Baths with a den. The main kitchen, dining and hallway boast new laminate flooring. Natural lighting throughout the interior. The exterior features, a spacious storage shed, new landscaping, irrigation system ...

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

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1352 Sq. Ft.

3000 US HWY 17/92 W LOT #627
Haines City, FL 33844

Site # 0627 Addr: 3000 US HWY 17/92 W LOT #627

Discover pure coziness in this 2-bedroom, 2-bath home, accentuated by a charming den and adorned with the timeless allure of laminated wood flooring. The heart of the home, an open-concept kitchen, becomes a hub for entertainment with its abundance of ...

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

Royal Palm Village - Sun Communities

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2 Beds | 1 Baths | 672 Sq. Ft.

3000 US HWY 17/92 W, LOT #3
Haines City, FL 33844

Site # 0003 Addr: 3000 US HWY 17/92 W, LOT #3

Beautiful home located on a private street, boasting 2 bedrooms, 1 bathroom, and a brand-new vinyl floor. This property features upgrades in the bathroom, a lovely front lanai perfect for enjoying morning coffees and soaking up the beautiful Florida ...

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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 972 Sq. Ft.

192 TARA LANE
Haines City, FL 33844

Site # 0192 Addr: 192 TARA LANE

Beautiful 2020 premium corner lot home. This home comes unfurnished and features a spacious open floor plan with upgrades throughout, modern kitchen, balcony, spacious driveway, large exterior shed for storage, spacious bedrooms with additional storage ...

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

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1288 Sq. Ft.

3000 US HWY 17/92 W LOT #651
Haines City, FL 33844

Site # 0651 Addr: 3000 US HWY 17/92 W LOT #651

Come see this charming 2-bedroom 2 bath plus den home. This home has lots of natural light for those who love a bright living space. It has both a front and back porch to sit and enjoy the weather and scenery. The home has vinyl flooring throughout, ...

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

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1152 Sq. Ft.

307 Winter Garden Ct.
Lake Alfred, FL 33850

Site # 0122 Addr: 307 Winter Garden Ct.

This newly listed 2 bedroom 2 bath home has new windows and new siding and so much more. Walk into the kitchen past the formal dining area with a breakfast nook looking out the front bay windows. Large living room with a lanai at the front of the ...

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

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 1 Baths | 624 Sq. Ft.

3000 US HWY 17/92 W, LOT #66
Haines City, FL 33844

Site # 0066 Addr: 3000 US HWY 17/92 W, LOT #66

This stunning home is truly a hidden gem and an absolute must-see! Nestled on a corner lot, it offers a serene escape with its beautiful screened-in porch, perfect for enjoying cool shade on those scorching days. Step inside to discover a fully remodeled ...

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

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1560 Sq. Ft.

150 Winterdale Dr. N
Lake Alfred, FL 33850

Site # 0189 Addr: 150 Winterdale Dr. N

Walk into this three bedroom home and there is no need to down size. The extra-large living room flows into the dining area and on into the kitchen which has lots of counter space and numerous cabinets for storage. The kitchen island also hosts a breakfast ...

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

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1248 Sq. Ft.

1701 W Commerce Ave Lot 53
Haines City, FL 33844

Will pass a 4 point inspection, rent paid thru 12/31/2024!

The oversized screened sunroom opens through french doors into the large, inviting living room which flows into the Dining Room graced with built-in China Cabinets. The Galley Kitchen is remodeled with new appliances, countertops and cabinets. Beyond ...

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

Cypress Greens - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1248 Sq. Ft.

77 PINE LANE
Lake Alfred, FL 33850

Site # 0077 Addr: 77 PINE LANE

This move-in ready, 3 bed/2 bath home with ample closet space is waiting for you to enjoy all the amenities at our premier 55+ community. Come sit on the lanai to savor a quiet evening in the beautiful Florida sunshine. The pass-through window from the ...

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

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 864 Sq. Ft.

3000 US HWY 17/92 W, LOT #120
Haines City, FL 33844

Site # 0120 Addr: 3000 US HWY 17/92 W, LOT #120

Discover the allure of this cozy 2-bedroom, 2-bathroom home tucked away near a serene preserve area. Step through the front door and into a welcoming enclosed porch, ideal for enjoying quiet mornings or peaceful evenings. Inside, you'll find a spacious ...

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

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