Community Search:

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.

120 homes | « Prev Next »
Bedrooms

Bathrooms
Square Feet
-

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

272 Egret Dr.
Haines City, FL 33844

This charming 1512 square foot manufactured home, built in 1996 by Palm Harbor, features 2 bedrooms and 2 bathrooms in the Blue Heron Bay community in Haines City, FL. The spacious interior includes a welcoming all seasons room, a cozy living room and ...

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

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1300 Sq. Ft.

1701 W Commerce Ave Lot #58
Haines City, FL 33844

Tons of updates! Move-in ready.

Welcome to Heartland Estates a welcoming & active community! Where your new home & lifestyle awaits you! We are excited to show you this updated 2B2B - 1,300 SqFt home. This inviting home welcomes you with a large driveway to park your golf cart or sit ...

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 | 938 Sq. Ft.

232 DIXIE CIRCLE
Haines City, FL 33844

Site # 0232 Addr: 232 DIXIE CIRCLE

Your Florida Lifestyle Starts Here! Looking for comfort, space, and privacy? This beautifully updated home features a brand-new kitchen, modern upgrades, walk-in closets, and an inviting all-seasons room with an additional 273 sq. ft. of living space. ...

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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 924 Sq. Ft.

272 DIXIE CIRCLE
Haines City, FL 33844

Site # 0272 Addr: 272 DIXIE CIRCLE

Charming 1992 home with large open living areas. This home is partially furnished. The primary bedroom features a spacious ensuite bathroom and large closet for additional storage. The front guest bedroom features beautiful bay windows for natural ...

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

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

196 Kingfisher Ln.
Haines City, FL 33844

This Manufactured Home in Blue Heron Bay, Haines City, FL offers a cozy retreat with 2 bedrooms and 2 bathrooms. Built in 1997 by Nobility, this charming home features a spacious living room, master bedroom with a walk-in closet, and a well-equipped ...

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

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1044 Sq. Ft.

3000 US HWY 17/92 W, LOT #262
Haines City, FL 33844

Site # 0262 Addr: 3000 US HWY 17/92 W, LOT #262

This charming home recently renovated brand-new roof and A/C located on a cul-de-sac, it is a must see. Fully furnished ready to move in with great features on the inside. The enclosed rear lanai has a beautiful water view; outdoor amenities are a short ...

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 | 1456 Sq. Ft.

3000 US HWY 17/92 W, LOT #102
Haines City, FL 33844

Site # 0102 Addr: 3000 US HWY 17/92 W, LOT #102

RPV Lot 102 Brand-New 2026 Jacobsen Home Be among the first to call this stunning brand-new 2026 Jacobsen home your own at Royal Palm Village. This beautifully designed double-wide offers a bright, open-concept layout that seamlessly connects the ...

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 | 1456 Sq. Ft.

3000 US HWY 17/92 W, LOT #0128
Haines City, FL 33844

Site # 0128 Addr: 3000 US HWY 17/92 W, LOT #0128

RPV Lot 128 Brand-New 2026 Jacobsen Home Discover the perfect blend of comfort, style, and convenience in this brand-new 2026 Jacobsen home at Royal Palm Village. This beautifully crafted double-wide features a spacious open-concept floor plan designed ...

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 | 1792 Sq. Ft.

3000 US HWY 17/92 W LOT #646
Haines City, FL 33844

Site # 0646 Addr: 3000 US HWY 17/92 W LOT #646

This spacious 2-bedroom, 2-bathroom home features a fresh coat of paint throughout. It offers a one-car garage with an epoxy floor coating and dedicated parking for a golf cart. The open floor plan creates a welcoming and versatile living space, with ...

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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 880 Sq. Ft.

214 DIXIE CIRCLE
Haines City, FL 33844

Site # 0214 Addr: 214 DIXIE CIRCLE

Elegant & Inviting Experience modern living at its finest in this brand-new 2026 Jacobsen Home. The expansive open floor plan shines natural light, creating a warm, airy atmosphere you'll love coming home to. Designed for total convenience, the home ...

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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1248 Sq. Ft.

15A O`HARA DRIVE
Haines City, FL 33844

Site # 015A Addr: 15A O`HARA DRIVE

Coming Soon! Be among the first to own this brand-new 2026 Jacobsen Home! This beautiful doublewide home features a spacious open-concept floor plan with abundant natural light, creating a bright and welcoming atmosphere. Enjoy a spacious utility shed ...

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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 896 Sq. Ft.

157 TARA LANE
Haines City, FL 33844

Site # 0157 Addr: 157 TARA LANE

Welcome home to the fresh beginnings of this beautiful brand new 2026 Jacobsen Home. From the moment you walk into the bright, sunlit open floor plan, you'll feel right at home. We've taken care of the details so you don't have to. All kitchen appliances ...

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

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1456 Sq. Ft.

3000 US HWY 17/92 W LOT #573
Haines City, FL 33844

Site # 0573 Addr: 3000 US HWY 17/92 W LOT #573

Must see home located on an oversized lot with no rear neighbors! Large open concept living in a superior 55+ community. Gorgeous kitchen with plenty of storage space. The kitchen opens into the living room for great entertaining opportunities. Natural ...

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

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

442 Kingfisher Ln.
Haines City, FL 33844

This charming manufactured home in Blue Heron Bay features 2 bedrooms and 2 bathrooms. Built in 1992 by Homes of Merit, this home offers a cozy living room, dining area, master bedroom , two baths will new vanities and new high toilets. fully equipped ...

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

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

148 Osprey Dr.
Haines City, FL 33844

This manufactured home in Blue Heron Bay features 2 bedrooms and 2 bathrooms, making it the perfect cozy retreat for an individual or a couple. Built in 1998 by Nobility, the home boasts a spacious living room, dining room, family room, and a Florida ...

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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 784 Sq. Ft.

263 DIXIE DRIVE
Haines City, FL 33844

Site # 0263 Addr: 263 DIXIE DRIVE

Price Reduction! Welcome to this beautifully updated home featuring hardwood flooring throughout the main living areas and a spacious, open layout. The bright enclosed porch offers the perfect spot to relax and enjoy natural light all year round. The ...

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

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1056 Sq. Ft.

3000 US HWY 17/92 W, LOT #540
Haines City, FL 33844

Site # 0540 Addr: 3000 US HWY 17/92 W, LOT #540

MOTIVATED SELLERS! BRAND NEW A/C INSTALLED JULY 2026! Welcome to your home. This delightful 2-bedroom, 2-bathroom house offers comfortable living with all the conveniences you need right at your doorstep. This well-designed, partially furnished home ...

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

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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 784 Sq. Ft.

109 WILKES DRIVE
Haines City, FL 33844

Site # 0109 Addr: 109 WILKES DRIVE

Charming Furnished 2 Bedroom 2 Bath Home. Step inside and discover a cozy, furnished home ready for its next owner. With two bedrooms and two bathrooms this home offers comfortable living space for enjoying your days, welcoming guests, or setting into ...

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

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1326 Sq. Ft.

1701 W Commerce Ave Lot # 160
Haines City, FL 33844

New plumbing & HWT 2026 - New AC 2025 - New roof 2023

Welcome to Heartland Estates, A warm, welcoming & well-established 55+ community. We are beautifully secluded atop one of the highest points in Polk County-Second only to Bok Towers. This meticulously loved & cared for home has 2 bedrooms & 2 bathrooms. ...

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

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.

Easy Compare

Compare Clear List 
X

Browse cities within Florida

Browse Homes in Florida

America's Top 100 Best Master-Planned Communities

Featured Communities

Plantation Oaks

Plantation Oaks

1 Plantation Oaks Blvd Flagler Beach FL 32136

Ideally situated on the Atlantic Coast between St. Augustine and Ormond by the Sea. You will appreciate our large, attractive ...

 

16 homes $99,000 - $159,000

1 Plantation Oaks Blvd Flagler Beach, FL 32136

Visit Showcase
 
 

Island Lakes - Sun Communities

Island Lakes - Sun Communities

4499 Wood Stork Drive Merritt Island FL 32953

Island Lakes, Merritt Island Florida is the perfect place to call home. Located in beautiful Merritt Island, and tucked between ...

 

12 homes $64,900 - $124,900

4499 Wood Stork Drive Merritt Island, FL 32953

Visit Showcase
 
 

Hawthorne Hills

Hawthorne Hills

560 Hawthorne Drive Deland FL 32724

Experience 55+ living the way it was meant to be at Hawthorne Hills, an amenity-rich manufactured home community located between ...

 

560 Hawthorne Drive Deland, FL 32724

Visit Showcase
 
 

Riverside Club Golf & Marina Community - Sun Communities

Riverside Club Golf & Marina Community - Sun Communities

2550 Pier Dr. Ruskin FL 33570

Riverside Club is the area's premier golf and marina community. This is Florida coastal living at its best! At Riverside Club, ...

 

22 homes $54,900 - $244,900

2550 Pier Dr. Ruskin, FL 33570

Visit Showcase
 
 

Orange Acres - Warrington Enterprises, Inc.

Orange Acres - Warrington Enterprises, Inc.

8001 Jeffrey Drive Sarasota FL 34238

 

12 homes $24,875 - $175,900

8001 Jeffrey Drive Sarasota, FL 34238

Visit Showcase
 
 

Vista del Lago MH & RV Resort - Sun Communities

Vista del Lago MH & RV Resort - Sun Communities

801 53rd Ave. W Bradenton FL 34207

Located in Bradenton, Florida, Vista del Lago is your perfect escape for a seasonal or year round stay. Not only ...

 

6 homes $16,000 - $126,900

801 53rd Ave. W Bradenton, FL 34207

Visit Showcase
 
 

Holiday Park

Holiday Park

4141 New Tampa Hwy Lakeland FL 33815

Holiday Park is an engaging, resort-style 55+ manufactured home community in Lakeland, FL, nestled between Orlando and Tampa on 4141 ...

 

1 homes $5,999 - $5,999

4141 New Tampa Hwy Lakeland, FL 33815

Visit Showcase
 
 

Gulfstream Harbor - Sun Communities

Gulfstream Harbor - Sun Communities

4505 Old Goldenrod Rd. Orlando FL 32822

At Gulfstream Harbor an active 55+ community in beautiful Orlando FL, every day is a vacation! Discover an active community ...

 

26 homes $60,000 - $155,000

4505 Old Goldenrod Rd. Orlando, FL 32822

Visit Showcase
 
The Preserve Award Ad Preserve Florida 55+ Community Ramblewood Village

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