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.

170 homes | « Prev Next »
Bedrooms

Bathrooms
Square Feet
-

Lake Hammock Village

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1664 Sq. Ft.

40 Sargent St.
Haines City, FL 33844

OPEN SPACIOUS LIKE NEW 3/2 SPLIT-PLAN

This beautiful Open, Bright, and Airy 1664 sq.ft. 3BR / 2Bath Split-Plan Home owner built new in 2017 is Loaded with Upgrades. This Home Features: Tape and Textured Finishes Throughout, Dramatic 9 Foot Ceilings, Laminate and Ceramic Tile Flooring, Separate ...

Community Lifestyles: Active Retirement, 55+ Communities

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

1701 W Commerce Ave Lot 71
Haines City, FL 33844

Great floorplan seller motivated

One of a kind split floor plan in Heartland Estates. Kitchen pass thru with breakfast bar. Roof 2013, A/C 2008, HWH 2010, Appliances 10+.

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

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1082 Sq. Ft.

1701 W Commerce Ave Lot 54
Haines City, FL 33844

Rent includes lawncare, rubbish and tax pass through

Many of the operating systems upgraded and replaced. Roof in 2017, Plumbing upgraded and HWH replaced 2024. New flooring in Kitchen and baths. Comfort height commodes.Home comes fully furnished including two TV's. Kitchen is a Galley Kitchen with a counter ...

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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 1.5 Baths | 936 Sq. Ft.

191 TARA LANE
Haines City, FL 33844

Site # 0191 Addr: 191 TARA LANE

Furnished home, spacious open floor plan in , all appliances included, additional storage space in the kitchen, new water heater, natural lighting throughout, , kitchen features neat in kitchen , counter bar, with living room combo floor plan, the ...

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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1482 Sq. Ft.

351 ASHLEY DRIVE
Haines City, FL 33844

Site # 0351 Addr: 351 ASHLEY DRIVE

WATERFRONT HOME Luxurious 2023 Clayton Home 3 Bedrooms, 2 Baths come with both a half size front balcony and a rear full size balcony. Primary bedroom provides easy access to the rear porch with lake views! Enjoy the sunset views off Lake Henry just ...

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

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)

Ariana Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1596 Sq. Ft.

1605 Poppy Circle
Lakeland, FL 33803

Site # 209 Addr: 1605 Poppy Circle

This 2 Bedroom 2 full bath home is in immaculate shape and full of updates. Enjoy the Open Floor Plan w/Brand New Windows throughout. The beautiful kitchen is loaded with Cabinets and Counter space. Updated Bathrooms, New Vapor Barriers, Floors, and ...

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

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)

Ariana Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1344 Sq. Ft.

1284 Ariana Village Boulevard
Lakeland, FL 33803

Site # 017 Addr: 1284 Ariana Village Boulevard

Come visit this wonderfully spacious 2 bedroom 2 bath home. With a screen room that stretches almost the length of the home. This home is unfurnished, which will give you the opportunity to make it yours with your own style. Parking and storage are not ...

Community Lifestyles: Active Retirement, 55+ Communities, Manufactured 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

Ariana Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1248 Sq. Ft.

1623 Geranium Loop
Lakeland, FL 33803

Site # 009 Addr: 1623 Geranium Loop

Gorgeous, Turn Key - 2 Bedroom 2 Bath Home just waiting for You to move in. When you walk into this beautiful setting you know you are in Florida. From the colors to the furniture this is a picture perfect home. This home comes fully furnished and is ...

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

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 | 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)

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

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)

Ariana Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1404 Sq. Ft.

1010 Impatiens Avenue
Lakeland, FL 33803

Site # 150 Addr: 1010 Impatiens Avenue

Looking for the perfect Florida home? This is a must see. Spacious 2 bedroom 2 bath home with open floor plan could be yours today. This home is ready to move in and make it your own. It has a large all season room, perfect for an extra bedroom, craft ...

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

Ariana Village - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1568 Sq. Ft.

1050 Clematis Avenue
Lakeland, FL 33803

Site # 141 Addr: 1050 Clematis Avenue

You will not want to miss the opportunity to live in this very rare 3-bedroom, 2-bathroom home. It is a true gem. Inside, an open floor plan creates a seamless flow between the living spaces, making it ideal for both daily living and entertaining. Oversized ...

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

Ariana Village - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1456 Sq. Ft.

1786 Poppy Circle
Lakeland, FL 33803

Site # 144 Addr: 1786 Poppy Circle

This beautiful extremely well maintained home is just waiting for you to move in. From the colors to the furniture this is a picture perfect home. Come visit our beautiful community where the staff is eager to help and the residents are truly friendly. ...

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)

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)

Easy Compare

Compare
X

Browse cities within Florida

Browse Homes in Florida

America's Top 100 Best Master-Planned Communities
Arcadia Village on The Retirement Net

My Saved Searches

Sign In or Create your free account to see your saved searches.

 

Welcome, Guest!   Sign InSign Up

panhandle florida northern florida upper atlantic coast and jacksonville central florida and orlando space coast tampa bay lower gulf coast florida lower atlantic coast and miami