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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 | 918 Sq. Ft.

3000 US HWY 17/92 W, LOT #244
Haines City, FL 33844

Site # 0244 Addr: 3000 US HWY 17/92 W, LOT #244

Don t miss this incredible opportunity to own a charming, friendly home with endless potential! Priced to sell, this 2-bedroom, 2-bath fixer-upper is perfect for buyers looking to add their personal touch. Step inside to an open-concept layout filled ...

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 couple looking for a nice place to call their own. The home was built in 2026 by Jacobsen Homes, known for their quality ...

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

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

Blue Heron Bay

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3 Beds | 2 Baths

196 Crane Ln.
Haines City, FL 33844

This 1232 square feet, 3.0 bed 2.0 bath manufactured home in Blue Heron Bay offers a spacious and inviting layout. The living room, dining room, and Florida room provide ample space for relaxation and entertaining. The master bedroom includes a walk-in ...

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

The Landings at Lake Henry - Sun Communities

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2 Beds | 2 Baths | 840 Sq. Ft.

249 DIXIE CIRCLE
Haines City, FL 33844

Site # 0249 Addr: 249 DIXIE CIRCLE

Located in a 55+ community this beautiful modern home featuring laminate flooring throughout and thoughtfully designed upgrades that make everyday living both stylish and comfortable. This bright, open floor plan offers an inviting kitchen with stainless ...

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

Blue Heron Bay

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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

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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

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 952 Sq. Ft.

3000 US HWY 17/92 W, LOT #243
Haines City, FL 33844

Site # 0243 Addr: 3000 US HWY 17/92 W, LOT #243

Welcome to your next home! This cozy and beautifully maintained 2-bedroom, 2-bath residence offers comfort, style, and convenience all on a desirable corner lot. Fully furnished and move-in ready, this home features a spacious open-concept layout with ...

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

Heartland Estates

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2 Beds | 2 Baths | 1008 Sq. Ft.

1701 W Commerce Ave Lot 73
Haines City, FL 33844

New Plumbing & HWT 2024 - New AC unit 2022

Welcome to Heartland Estates, We are an active 55+ Lifestyle community. We are excited to present this spectacular, 2B2B home. This loved & cared for home is decorated beautifully. The updated kitchen has marble counter tops, New cabinets, Custom glass ...

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

Blue Heron Bay

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2 Beds | 2 Baths

200 Egret Dr.
Haines City, FL 33844

Welcome to Effortless Living in Blue Heron Bay. If you’ve been dreaming of the perfect retirement retreat where everything is already done and all that’s left to do is relax — this is it. Located in the highly desirable 55+ Blue Heron Bay community, ...

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

Royal Palm Village - Sun Communities

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2 Beds | 2 Baths | 1248 Sq. Ft.

3000 US HWY 17/92 W LOT #550
Haines City, FL 33844

Site # 0550 Addr: 3000 US HWY 17/92 W LOT #550

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

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1248 Sq. Ft.

3000 US HWY 17/92 W LOT #549
Haines City, FL 33844

Site # 0549 Addr: 3000 US HWY 17/92 W LOT #549

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

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

Heartland Estates

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2 Beds | 2 Baths | 1144 Sq. Ft.

1701 W Commerce Ave Lot#119
Haines City, FL 33844

New roof 2018 - New washer & dryer 2025 - Low-E vinyl doubled paned windows

Welcome to Heartland Estates an active and fun community! Where your new home awaits you! We are excited to show you this partially furnished 2B2B. This inviting home welcomes you with a large driveway to park your golf cart or sit outside and enjoy ...

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

Heartland Estates

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2 Beds | 2 Baths | 1254 Sq. Ft.

1701 W. Commerce Ave. Lot 263
Haines City, FL 33844

Truly move in ready!!

Welcome to Heartland Estates, where an inviting & active community awaits you! We are excited to present this welcoming & bright 2B2B home that perfectly embodies the atmosphere of relaxation & tranquil living. Imagine your day filled with fun activities ...

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

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

Lake Hammock Village

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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

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

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

Lake Hammock Village

Nearby Location MatchNearby Location Match

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

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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