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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

Nearby Location MatchNearby Location Match

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 enormous 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)

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

Royal Palm Village - Sun Communities

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2 Beds | 1 Baths | 840 Sq. Ft.

3000 US HWY 17/92 W, LOT #61
Haines City, FL 33844

Site # 0061 Addr: 3000 US HWY 17/92 W, LOT #61

Welcome to this well-maintained and move-in-ready home! Featuring stylish vinyl flooring throughout and a couple of thoughtful interior upgrades, it offers both comfort and convenience. The home is partially furnished, includes all appliances, and has ...

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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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)

Blue Heron Bay

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3 Beds | 2 Baths

213 Kingfisher Ln.
Haines City, FL 33844

This charming well maintained 1,296 square foot manufactured home, built in 1996 by Palm Harbor, offers a spacious and comfortable living environment with three bedrooms and two bathrooms. The interior features a welcoming living room and dining room, ...

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

Lake Hammock Village

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3 Beds | 2 Baths | 1456 Sq. Ft.

199 Glen Este Blvd.
Haines City, FL 33844

BRAND NEW 3/2 MODEL HOME

Brand New Open Bright and Airy 3BR / 2Bath Split-Plan Home Available NOW! This New Home Features: Open Spacious Living Areas. Kitchen has Large Island with Seating and Lots of Storage, All Upgrade Appliances, and a Walk-In Pantry. Spacious Master Bedroom ...

Community Lifestyles: 55+ Communities, Active Retirement

Blue Heron Bay

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2 Beds | 2 Baths

231 Blue Heron Blvd
Haines City, FL 33844

This charming 1188 square foot manufactured home in Blue Heron Bay features 2 bedrooms, 2 bathrooms split floor plan. A spacious living room, a separate dining area, a master bedroom with a walk-in closet, a fully equipped kitchen, and a convenient laundry ...

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

Royal Palm Village - Sun Communities

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2 Beds | 2 Baths | 576 Sq. Ft.

3000 US HWY 17/92 W, LOT #242
Haines City, FL 33844

Site # 0242 Addr: 3000 US HWY 17/92 W, LOT #242

This charming corner lot home is move in ready! This will-maintained home features spacious living room, den, covered Florida room, washer/dryer and GE and Whirlpool appliances. Major updates include an AC system only 8 months old and a water heater ...

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 | 880 Sq. Ft.

214 DIXIE CIRCLE
Haines City, FL 33844

Site # 0214 Addr: 214 DIXIE CIRCLE

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

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

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

241 Crane Ln.
Haines City, FL 33844

This charming 864 square foot manufactured home, built by Homes of Merit, offers a comfortable and inviting living space in Haines City, FL. Featuring two bedrooms and two bathrooms, the home includes an open living room, dining room, and a bright Florida ...

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

The Landings at Lake Henry - Sun Communities

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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

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

The Landings at Lake Henry - Sun Communities

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2 Beds | 2 Baths | 896 Sq. Ft.

157 TARA LANE
Haines City, FL 33844

Site # 0157 Addr: 157 TARA LANE

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

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

Lake Hammock Village

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2 Beds | 2 Baths | 1828 Sq. Ft.

34 Sargent St.
Haines City, FL 33844

EVERYTHING NEW 2/2+DEN

Lovely 2BR / 2BATH Plus Den is All New. This Great Home Features: Completely New Kitchen and Both Baths. New S/S Appliances. New Interior Paint and Laminate Flooring Throughout. Great for Entertaining, Home Features large Open Spacious living Areas, ...

Community Lifestyles: 55+ Communities, Active Retirement

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)

Lake Hammock Village

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1456 Sq. Ft.

197 Glen Este Blvd.
Haines City, FL 33844

LIKE NEW 2016 MODEL 3/2 SPLIT PLAN

Do Not Miss this Like New, Move-In Ready, 2016 3BR/2BATH Split Plan Jacobsen Home. This Great Home Features: New Paint, New Carpet, 8 Foot Ceilings Throughout, Kitchen has Pantry and Large Breakfast Bar. A Large Storage Shed and Carport are also here. ...

Community Lifestyles: 55+ Communities, Active Retirement

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

Lake Hammock Village

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1376 Sq. Ft.

24 Silver Crest Dr.
Haines City, FL 33844

TURN KEY MOVE-IN READY 2/2 SPLIT PLAN

MUST SEE. Turn-key, Move-In Ready 2BR/2BATH Split Plan Home. This Great Home Features: Kitchen has Granite Counter Tops, Island Bar with Storage. Laminate Floors Throughout. Home has New Roof, New Thermo-Payne Windows, and a New HVAC Unit. Master Bath ...

Community Lifestyles: 55+ Communities, Active Retirement

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

Magnolia Hill

Magnolia Hill

325 Magnolia Hill Drive Plant City FL 33565

Magnolia Hill is a leisure living, manufactured housing community with a charming, small-town appeal! Located in Plant City, Florida, you’ll ...

 

5 homes $15,000 - $50,000

325 Magnolia Hill Drive Plant City, FL 33565

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Lake Blue MHP

Lake Blue MHP

713 Rose Street Auburndale FL 33823

Find your place of peace at Lake Blue Manufactured Housing Community nestled in the lush Lake Blue district of Auburndale, ...

 

3 homes $4,500 - $9,950

713 Rose Street Auburndale, FL 33823

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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! ...

 

10 homes $49,500 - $182,500

1124 Heritage Dr. Groveland, FL 34736

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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 ...

 

9 homes $38,995 - $156,995

4000 South Clyde Morris Blvd. Port Orange, FL 32129

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Maplewood Estates

Maplewood Estates

1000 Chamberlain Dr Port Orange FL 32127

Maplewood Estates is a gated, resort-style 55+ manufactured home community located in Port Orange, Florida. Offering oversized home sites and ...

 

1000 Chamberlain Dr Port Orange, FL 32127

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Rexmere Village

Rexmere Village

651 SW 117th Way Davie FL 33325

Located in the heart of Florida's Gold Coast, Rexmere Village Manufactured Home Community provides a comfortable lifestyle with attractive surroundings. ...

 

10 homes $94,900 - $299,900

651 SW 117th Way Davie, FL 33325

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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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Treasure Isle Estates

Treasure Isle Estates

141 Royal Palm Cir Port Orange FL 32127

WINTER ESCAPE OR YEAR-ROUND LIVING Treasure Isle Estates is a luxurious 55+ mobile home community conveniently located in Port Orange, Florida, ...

 

1 homes $26,900 - $26,900

141 Royal Palm Cir Port Orange, FL 32127

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The Preserve Award Ad Preserve Florida 55+ Community Ramblewood Village

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