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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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Royal Palm Village - Sun Communities

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2 Beds | 2 Baths | 1760 Sq. Ft.

3000 US HWY 17/92 W LOT #652
Haines City, FL 33844

Site # 0652 Addr: 3000 US HWY 17/92 W LOT #652

Rare opportunity in Royal Palm Village! This spacious 2008 Skyline triple-wide offers an impressive 44x40 layout with an oversize garage, a unique find in the community. Inside, you'll find expansive living spaces, high ceilings, abundant natural light, ...

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 | 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)

Royal Palm Village - Sun Communities

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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

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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)

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 | 1248 Sq. Ft.

3000 US HWY 17/92 W LOT #658
Haines City, FL 33844

Site # 0658 Addr: 3000 US HWY 17/92 W LOT #658

New home with Waterview!! Experience modern living in this beautifully designed 2-bedroom 2-bathroom manufactured home featuring a modern open layout with vinyl flooring throughout. The contemporary kitchen offers additional storage space, stainless-steel ...

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 | 1248 Sq. Ft.

3000 US HWY 17/92 W LOT #552
Haines City, FL 33844

Site # 0552 Addr: 3000 US HWY 17/92 W LOT #552

New home with Waterview!! Experience modern living in this beautifully designed 2-bedroom 2-bathroom manufactured home featuring a modern open layout with vinyl flooring throughout. The contemporary kitchen offers additional storage space, stainless-steel ...

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 | 1008 Sq. Ft.

3000 US HWY 17/92 W LOT #607
Haines City, FL 33844

Site # 0607 Addr: 3000 US HWY 17/92 W LOT #607

Charming 2-bedroom, 2-bathroom home located on a quiet cul-de-sac in a desirable 55+ community. This well-maintained residence comes with all appliances included, offering convenience and comfort. Perfect for those seeking a peaceful, low-maintenance ...

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 | 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

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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

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

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 | 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

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

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

Royal Palm Village - Sun Communities

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3 Beds | 2 Baths | 1344 Sq. Ft.

3000 US HWY 17/92 W LOT #620
Haines City, FL 33844

Site # 0620 Addr: 3000 US HWY 17/92 W LOT #620

Desirable 3 Bedroom 2 Bath Home will not last long!! Step into this beautifully maintained 2022 Champion Home by Merritt, located in one of the area s most desirable 55+ communities. This spacious three-bedroom, two-bath home features an open-concept ...

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 | 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

DEAL OF THE MONTH! Welcome to your dream home by the water! Nestled in a serene and picturesque setting, this beautiful 2-bedroom, 2-bathroom home comes unfurnished and is ready for you to move in and start living your best life immediately. Enjoy 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 | 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)

Royal Palm Village - Sun Communities

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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)

The Landings at Lake Henry - Sun Communities

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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

The Landings at Lake Henry - Sun Communities

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2 Beds | 2 Baths | 864 Sq. Ft.

309 MAPLECREST DRIVE
Haines City, FL 33844

Site # 0309 Addr: 309 MAPLECREST DRIVE

Charming and well maintained home located in a desirable 55+ community, offering both comfort and privacy! Partially furnished home. This property features a covered carport with ample parking and a cozy outdoor sitting area, perfect for relaxing or ...

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

The Landings at Lake Henry - Sun Communities

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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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

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

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

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

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

Timber Village

Timber Village

15130 Timber Village Rd Groveland FL 34736

Timber Village is a peaceful 55+ community located in Groveland, Florida. We’re surrounded by beautiful nature, wildlife and water. Take ...

 

15130 Timber Village Rd Groveland, FL 34736

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La Costa Village - Sun Communities

La Costa Village - Sun Communities

1275 La Costa Blvd. Port Orange FL 32129

At La Costa Village, Port Orange, Florida an active retirement community, there is always something fun to do in ...

 

12 homes $38,000 - $133,000

1275 La Costa Blvd. Port Orange, FL 32129

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Southway Villa

Southway Villa

7070 Daffodil Drive Brooksville FL 34601

Southway Villa offers an idyllic lifestyle for retirees and snowbirds. Our beautifully manicured, manufactured housing community in Brooksville, Florida resides ...

 

3 homes $15,995 - $29,900

7070 Daffodil Drive Brooksville, FL 34601

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Bonny Shores

Bonny Shores

164 Bonny Shores Drive Lakeland FL 33801

Discover brand-new 2-bedroom, 2-bath homes at Bonny Shores in Lakeland, Florida, offering modern design, spacious floor plans, and move-in-ready convenience ...

 

1 homes $13,950 - $13,950

164 Bonny Shores Drive Lakeland, FL 33801

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Coach House

Coach House

4907 28th Ave E Palmetto FL 34221

Coach House is a gated, resort-style 55+ mobile home & RV community located in Palmetto, Florida, on Florida’s scenic Gulf ...

 

2 homes $15,000 - $150,000

4907 28th Ave E Palmetto, FL 34221

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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 ...

 

8 homes $64,000 - $158,995

8219 W. Charmaine Dr. Homosassa, FL 34448

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Woodlands at Church Lake - Sun Communities

Woodlands at Church Lake - Sun Communities

1124 Heritage Dr. Groveland FL 34736

The Woodlands at Church Lake, Groveland, FLA is hometown living at its best in this beautiful 55+ manufactured home community! ...

 

13 homes $64,900 - $204,995

1124 Heritage Dr. Groveland, FL 34736

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Pescara Lake

Pescara Lake

570 57th Avenue West Bradenton FL 34207

Pescara Lake is a 4-Star, 55+ Active Community located in Manatee County situated among palm trees and lush greenery. Just ...

 

5 homes $19,900 - $229,900

570 57th Avenue West Bradenton, FL 34207

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