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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 | 1680 Sq. Ft.

3000 US HWY 17/92 W LOT #633
Haines City, FL 33844

Site # 0633 Addr: 3000 US HWY 17/92 W LOT #633

Welcome to this charming and fully furnished 2-bedroom, 2-bathroom manufactured home with a den perfect for a home office, guest space, or hobby room. Move-in Ready! This cozy abode features a convenient 1-car garage, ideal for storing all your outdoor ...

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

This beautiful 1456 square feet manufactured home in Blue Heron Bay features 3 bedrooms and 2 bathrooms, making it perfect for a small family or a couple looking for a cozy space to call their own. The home was built in 2026 by Jacobsen Homes, known ...

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

The Landings at Lake Henry - Sun Communities

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2 Beds | 1 Baths | 672 Sq. Ft.

159 TARA LANE
Haines City, FL 33844

Site # 0159 Addr: 159 TARA LANE

This well maintained 2 bedroom, 1 bathroom home offers 672 square feet of comfortable living space in a desirable 55+ community. The property features a covered porch, ideal for outdoor enjoyment, and a carport providing convenient covered parking. The ...

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

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)

The Landings at Lake Henry - Sun Communities

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2 Beds | 2 Baths | 864 Sq. Ft.

336 ASHLEY DRIVE
Haines City, FL 33844

Site # 0336 Addr: 336 ASHLEY DRIVE

This charming 2-bedroom, 2 bath home is located in the desirable 55+ community. The home features an extended driveway, a brand new carport, and two screened in porches perfect for enjoying Florida s sunshine. Inside, you ll find a bright, open layout ...

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

Lake Hammock Village

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3 Beds | 2 Baths | 1568 Sq. Ft.

180 Glen Este Blvd.
Haines City, FL 33844

SPACIOUS 3/2 SPLIT-PLAN HOME

Move-In Ready, Excellent Condition 3BR / 2Bath Split- Plan Home is Priced to Sell Now. This Home Features: Open Spacious Living Areas, Laminate Flooring Throughout. Kitchen with all Appliances including Washer and Dryer, Morning Room, and a Walk-In Pantry. ...

Community Lifestyles: 55+ Communities, Active Retirement

Blue Heron Bay

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2 Beds | 2 Baths

273 Egret Dr.
Haines City, FL 33844

This 1512 square foot, 2.0 bed 2.0 bath Manufactured Home in Blue Heron Bay offers a spacious layout with a beautiful Foyer, Living Room, Dining Room, Family Room, Master Bedroom with a Walk-In Closet, Kitchen with a Breakfast Nook, Laundry Room, and ...

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

Lake Hammock Village

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3 Beds | 2 Baths | 1140 Sq. Ft.

107 Reineke Rd.
Haines City, FL 33844

Open, Spacious, Move-In Ready 3/2 Split Plan Home

Open, Spacious 3BR / 2Bath Split-Plan Home is Move-in Ready. This Home Features: Custom Kitchen with loads of cabinet and counter space, Quartz Countertops, Wrap around Counter Bar, S/S Appliances. Washer and Dryer included, also has a Deep Utility Sink ...

Community Lifestyles: 55+ Communities, Active Retirement

The Landings at Lake Henry - Sun Communities

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2 Beds | 2 Baths | 1120 Sq. Ft.

339 ASHLEY DRIVE
Haines City, FL 33844

Site # 0339 Addr: 339 ASHLEY DRIVE

This beautifully maintained home offers an open floor plan filled with natural light, highlighted by skylights in both the kitchen and bathroom. Important updates include a new roof installed in 2022 and a new carport added the same year, providing durability ...

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

Heartland Estates

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2 Beds | 2 Baths | 988 Sq. Ft.

1701 W Commerce Ave Lot #88
Haines City, FL 33844

New Plumbing 206 - New roof 2025

Welcome to Heartland Estates, A 55+ lifestyle community! Where your new home & active new lifestyle awaits you! We have an adorable home that is priced to sell. This 2B2B home is perfect for relaxation & entertainment alike.! Whether you are beginning ...

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

Blue Heron Bay

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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

Royal Palm Village - Sun Communities

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2 Beds | 2 Baths | 816 Sq. Ft.

3000 US HWY 17/92 W, LOT #60
Haines City, FL 33844

Site # 0060 Addr: 3000 US HWY 17/92 W, LOT #60

Welcome to this cozy and well-maintained 2-bedroom, 2-bath mobile home offering comfort and functionality throughout. The common areas feature durable vinyl flooring, creating an inviting and easy-to-maintain living space. The kitchen provides great ...

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

Lake Hammock Village

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2 Beds | 2 Baths | 1176 Sq. Ft.

22 Silver Crest Dr.
Haines City, FL 33844

MOVE-IN READY 2/2 OWNER IS MOTIVATED

Spacious Move In Ready 2BR/2BATH Home. This great Home Features: Laminate Flooring Throughout, Hardwood Cabinets in both Kitchen and Baths, Gas Range and Water Heater. Home has New Roof and New Windows. Home is also equipped with a New Generac Whole ...

Community Lifestyles: 55+ Communities, Active Retirement

Lake Hammock Village

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2 Beds | 2 Baths | 1120 Sq. Ft.

115 Silver Crest Dr.
Haines City, FL 33844

2/2 PRICED TO SELL OWNER IS MOTIVATED

Owner must sell this 2BR/2bath Home Now. New Roof, New Appliances, Laminate Floors in Living Areas. FL Room on front. A Must See Home.

Community Lifestyles: 55+ Communities, Active Retirement

Lake Hammock Village

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1848 Sq. Ft.

210 Glen Este Ct.
Haines City, FL 33844

OPEN,SPACIOUS,2/2+DEN SPLIT PLAN-A MUST SEE!

Move-In Ready, Excellent Condition 2BR / 2Bath +Den Split- Plan Home is a Must see. This Great Home Features: Tape and Textured Finishes Throughout, Laminate Flooring Throughout. Dramatic Clear Story Atrium Windows Trey Ceiling Dormer in Living Room. ...

Community Lifestyles: 55+ Communities, Active Retirement

Lake Hammock Village

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3 Beds | 2 Baths | 1540 Sq. Ft.

177 Glen Este Blvd.
Haines City, FL 33844

TURN KEY MOVE IN READY 3/2 SPLIT PLAN IS A MUST SEE

Turn Key, Move-In Ready, Excellent Condition 3BR / 2Bath Split- Plan Home is Priced to Sell Now. Completely Furnished And Accessorized, all you need are your clothes and toothbrush! This Great Home Features: Laminate Flooring Throughout, Ceramic Floors ...

Community Lifestyles: 55+ Communities, Active Retirement

Lake Hammock Village

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1120 Sq. Ft.

120 Silver Crest Dr.
Haines City, FL 33844

MOVE IN READY 2/2 SPLIT-PLAN HOME

OWNER IS MOTIVATED TO SELL This Open, Spacious 2BR / 2Bath Split-Plan Home is Move-in Ready. Home has Brand New Roof, Complete Interior Paint, Including all Cabinets, New Faucets and Light Fixtures. This Home also Features: Kitchen with loads of Cabinet ...

Community Lifestyles: 55+ Communities, Active Retirement

The Landings at Lake Henry - Sun Communities

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2 Beds | 1.5 Baths | 728 Sq. Ft.

59 BUTLER BLVD.
Haines City, FL 33844

Site # 0059 Addr: 59 BUTLER BLVD.

This well kept 2 bedroom 1.5 bath home is ready for a new owner. Brand new A/C system installed January 2026. Featuring laminate flooring throughout main rooms and vinyl in the kitchen and bathroom, carpet in the lanai. This home comes fully furnished, ...

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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

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2 Beds | 2 Baths | 952 Sq. Ft.

209 DIXIE CIRCLE
Haines City, FL 33844

Site # 0209 Addr: 209 DIXIE CIRCLE

Step into this beautifully designed home, featuring a spacious open floor plan that perfectly blends comfort and style. Enjoy the sleek look of laminate flooring throughout the main living areas, while plush carpet adds warmth to the cozy bedrooms. The ...

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

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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