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.

128 homes | « Prev Next »
Bedrooms

Bathrooms
Square Feet
-

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)

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

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

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

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

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

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)

Cypress Greens - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1624 Sq. Ft.

258 CYPRESS WAY
Lake Alfred, FL 33850

Site # 0258 Addr: 258 CYPRESS WAY

Are you looking for a spacious 3 bedroom / 2 bath home? Then look no further. Home is located on a corner lot, nicely landscaped, with a large street facing lanai. Air conditioner is 3 years new! Living room and bedrooms are carpeted and kitchen has ...

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

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1144 Sq. Ft.

1701 W. Commerce Ave. Lot 131
Haines City, FL 33844

This remodeled home will pass a 4 point inspection, move it ready.

Welcome to our exclusive sale on this beautifully remodeled Homes of Merit in a vibrant 55+ active lifestyle community in Central Florida! This 2-bedroom, 2-bathroom home has been meticulously renovated in 2022 to offer the ultimate in comfort and style. ...

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

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

2 Beds | 2 Baths | 1196 Sq. Ft.

45 CREEK CIRCLE
Lake Alfred, FL 33850

Site # 0045 Addr: 45 CREEK CIRCLE

Location, location, location is everything with this home! Beautiful 2 bedroom / 2 bath home overlooks golf course and a short walk to clubhouse and pool. Home comes fully furnished. Spacious living room with skylights provides abundant Florida sunshine. ...

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

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

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

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 | 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)

Cypress Greens - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1344 Sq. Ft.

150 CYPRESS WAY
Lake Alfred, FL 33850

Site # 0150 Addr: 150 CYPRESS WAY

Golf cart included!!! Spacious 3 bedroom/2 bath has split floorplan with many great features and updates. A primary suite with 2 walk-in closets and dressing area in the ensuite bath. New central air 2022, new roof 2023 and new laminate flooring in living ...

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

3 Beds | 2 Baths | 1540 Sq. Ft.

3000 US HWY 17/92 W, LOT #295
Haines City, FL 33844

Site # 0295 Addr: 3000 US HWY 17/92 W, LOT #295

Welcome to your dream home. This stunning property boasts abundant natural light throughout, making every room feel bright and airy. The open floor plan is perfect for entertaining with a spacious living room, dining area, and large kitchen featuring ...

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

Cypress Greens - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1120 Sq. Ft.

11 CYPRESS LOOP
Lake Alfred, FL 33850

Site # 0011 Addr: 11 CYPRESS LOOP

Attractive 2 bedroom 2 bath home located in a resort-style 55+ community with many amenities and activities. Recent upgrades include HVAC, roof, shower/tub combo in guest bath. Kitchen includes all appliances. Dining area has built-in china cabinet. ...

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

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

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)

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

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