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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

2 Beds | 2 Baths | 1544 Sq. Ft.

1709 Woodmount Lane
Winter Haven, FL 33881

526

BEAUTIFUL HOME ON INTERIOR LOT IN FOUR LAKES GOLF CLUB Lot 526 - $169,900 – 1544 SQ FT This 1999 Home of Merit home has 2bedrooms and 2 bathrooms and office space with built-in desk and shelving. As you walk in the home you are greeted with a large ...

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 | 1120 Sq. Ft.

910 La Quinta Blvd., Winter Haven, FL 33881
Winter Haven, FL 33881

FL26

2 Bedrooms | 2 Bath | 1,120 sf | $69,900 Lot 26 is Your Affordable Oasis in Four Lakes Golf Club Step into a home that offers more than just comfort—it delivers a lifestyle. This sweet, well-cared-for home is perfectly located near the entrance of this ...

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 | 1479 Sq. Ft.

1806 Belfry Lane (Lot 539)
Winter Haven, FL 33881

539

2 Bedrooms | 2 Baths | 1,479 sq ft | $149,900 Lot 539 is a well-maintained doublewide in the sought-after Four Lakes Golf Club Retirement Community. This home boasts a lot of unique features, and it is one you will want to see for yourself! Some features ...

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

Blue Heron Bay

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3 Beds | 2 Baths

281 Crane Ln.
Haines City, FL 33844

Welcome to Blue Heron Bay! This beautiful 2026 manufactured home offers 1,456 square feet of thoughtfully designed living space with 3 bedrooms and 2 bathrooms, making it the perfect place to call home. Step inside to discover a spacious open-concept ...

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

The Landings at Lake Henry - Sun Communities

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2 Beds | 2 Baths | 938 Sq. Ft.

232 DIXIE CIRCLE
Haines City, FL 33844

Site # 0232 Addr: 232 DIXIE CIRCLE

Stunning Updated Home with Space, Comfort, and Storage This beautifully upgraded home offers a spacious layout with large walk-in closets and plenty of storage, including an oversized shed in the carport and an additional shed out back. Relax in the ...

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

Cypress Greens - Sun Communities

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2 Beds | 2 Baths | 1344 Sq. Ft.

83 BAY LANE
Lake Alfred, FL 33850

Site # 0083 Addr: 83 BAY LANE

Welcome to this beautifully maintained, fully furnished 2-bedroom, 2-bath home featuring a spacious floor plan. Move-in ready with all appliances included. Home offers vinyl flooring in the kitchen and baths; carpet in the living areas and bedrooms. ...

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

Heartland Estates

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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

Blue Heron Bay

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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

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2 Beds | 2 Baths | 1500 Sq. Ft.

1701 W Commerce Ave Lot #154
Haines City, FL 33844

New roof, carport & plumbing all 2024

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

Royal Palm Village - Sun Communities

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2 Beds | 2 Baths | 1344 Sq. Ft.

3000 US HWY 17/92 W LOT #640
Haines City, FL 33844

Site # 0640 Addr: 3000 US HWY 17/92 W LOT #640

Spacious 2BR/2BA Corner Lot Home with Garage & Florida Room! Welcome home to this beautifully maintained 2008 JACO Classic offering 1,344 square feet of comfortable living space on a desirable corner lot in Royal Palm Village. Step inside to discover ...

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

Royal Palm Village - Sun Communities

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2 Beds | 2 Baths | 1624 Sq. Ft.

3000 US HWY 17/92 W LOT #643
Haines City, FL 33844

Site # 0643 Addr: 3000 US HWY 17/92 W LOT #643

Welcome to this well-maintained 2007 home offering the perfect combination of comfort, space, and convenience. Inside, you ll find an inviting open living and dining area, a versatile office/den, and a fully equipped kitchen with all appliances included. ...

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

Kings Pointe - Sun Communities

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2 Beds | 2 Baths | 1248 Sq. Ft.

109 Winterdale Dr. S
Lake Alfred, FL 33850

Site # 0225 Addr: 109 Winterdale Dr. S

Step into comfort and style with this beautifully updated home located in a desirable 55+ gated community. From the moment you enter, you ll appreciate the bright open floorplan designed for easy living and entertaining. The home features brand-new flooring ...

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

Blue Heron Bay

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2 Beds | 2 Baths

183 Osprey Dr.
Haines City, FL 33844

This charming 864 square feet manufactured home, built by Homes of Merit, offers a functional living space featuring 2 bedrooms and 2 bathrooms. Inside, you’ll find a cozy living room and dining area perfect for relaxing and entertaining. The master ...

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

Cypress Greens - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1176 Sq. Ft.

233 MAGNOLIA RUN
Lake Alfred, FL 33850

Site # 0233 Addr: 233 MAGNOLIA RUN

Move-in ready luxury meets resort-style living! This immaculate, freshly painted 2-bed, 2-bath home features a modern open floor plan with laminate flooring throughout. The bright chef's kitchen boasts a sunny bay window. All kitchen appliances and washer ...

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

The Landings at Lake Henry - Sun Communities

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2 Beds | 2 Baths | 924 Sq. Ft.

77 WILKES DRIVE
Haines City, FL 33844

Site # 0077 Addr: 77 WILKES DRIVE

Step into this charming 2 bedroom 2 bathroom home. This home offers a bright, open layout with modern finishes throughout, the spacious kitchen features ample cabinetry, generous counter space and a convenient breakfast bar that flows seamlessly into ...

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)

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1066 Sq. Ft.

3000 US HWY 17/92 W, LOT #299
Haines City, FL 33844

Site # 0299 Addr: 3000 US HWY 17/92 W, LOT #299

Introducing your next home sweet home! This charming abode features 2 bedrooms, 2 bathrooms, plus a cozy den, offering a comfortable and versatile living space. Prepare to be impressed by the stylish upgrades throughout this home. The open-concept design ...

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

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

145 Blue Heron Blvd
Haines City, FL 33844

This spacious 2.0 bed 2.0 bath manufactured home at Blue Heron Bay in Haines City, FL offers a comfortable and cozy living space with 1326 square feet of living area. Built in 1997 by Palm Harbor, this well-maintained home features a large living room, ...

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

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1104 Sq. Ft.

216 Trade Wind Ct.
Lake Alfred, FL 33850

Site # 0133 Addr: 216 Trade Wind Ct.

This move-in ready 2-bedroom, 2-bath home offers the perfect blend of comfort and functionality. Featuring a unique bonus addition and an open floor plan, the layout provides plenty of space for both relaxing and entertaining. Every area of 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 | 924 Sq. Ft.

211 DIXIE CIRCLE
Haines City, FL 33844

Site # 0211 Addr: 211 DIXIE CIRCLE

Welcome home to this charming and well-maintained residence located in a peaceful 55+ community. This inviting home features a bright and comfortable living area, perfect for relaxing or entertaining, along with a spacious kitchen offering ample cabinet ...

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

Four Lakes Golf Club

Four Lakes Golf Club

990 La Quinta Blvd Winter Haven FL 33881

Four Lakes Golf Club — Winter Haven, Florida Nestled in the heart of Central Florida's scenic ridge area, Four Lakes Golf ...

 

3 homes $69,900 - $169,900

990 La Quinta Blvd Winter Haven, FL 33881

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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 ...

 

7 homes $65,000 - $158,995

8219 W. Charmaine Dr. Homosassa, FL 34448

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Sandhill Shores

Sandhill Shores

3200 S. US Hwy 1 Fort Pierce FL 34982

Experience the best of relaxed coastal living at Sandhill Shores, a vibrant 55+ manufactured home community in beautiful Fort Pierce, ...

 

14 homes $58,499 - $96,499

3200 S. US Hwy 1 Fort Pierce, FL 34982

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Foxwood Village

Foxwood Village

4700 Foxwood Blvd. Lakeland FL 33810

Nestled amid Central Florida’s lush lakes, gardens, and wildlife preserves, Foxwood Village offers serene, resort-style manufactured home living for those ...

 

1 homes $39,900 - $39,900

4700 Foxwood Blvd. Lakeland, FL 33810

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Colony In The Wood - Sun Communities

Colony In The Wood - Sun Communities

4000 South Clyde Morris Blvd. Port Orange FL 32129

Colony in the Wood, Port Orange, FL is a community with activities and a lifestyle specifically designed for adults ...

 

4 homes $49,995 - $85,995

4000 South Clyde Morris Blvd. Port Orange, FL 32129

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Bonita Terra

Bonita Terra

25581 Trost Blvd. Bonita Springs FL 34135

Bonita Terra Bonita Springs, Florida - Enjoy a casual lifestyle in our gated community. We are a community dedicated to ...

 

60 homes $3,800 - $208,900

25581 Trost Blvd. Bonita Springs, FL 34135

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Windmill Village - Sun Communities

Windmill Village - Sun Communities

240 Bay Breeze Loop Davenport FL 33897

Windmill Village, Davenport, FLA is one of central Florida's newest elite 55+ retirement communities. Whether your retirement dreams are golf, ...

 

17 homes $49,900 - $155,995

240 Bay Breeze Loop Davenport, FL 33897

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Orange Acres - Warrington Enterprises, Inc.

Orange Acres - Warrington Enterprises, Inc.

8001 Jeffrey Drive Sarasota FL 34238

 

12 homes $35,000 - $175,900

8001 Jeffrey Drive Sarasota, FL 34238

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Tharakan Florida Ad Preserve Florida 55+ Community Ramblewood Village

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