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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 | 1272 Sq. Ft.

3000 US HWY 17\92 W, LOT #108
Haines City, FL 33844

Site # 0108 Addr: 3000 US HWY 17\92 W, LOT #108

This 2-bedroom, 2-bath home sits on a great corner lot, directly across the street from the clubhouse and pool location doesn t get better than this. The home needs a little love on the inside, making it the perfect opportunity to update and customize ...

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 | 1040 Sq. Ft.

342 ASHLEY DRIVE
Haines City, FL 33844

Site # 0342 Addr: 342 ASHLEY DRIVE

This beautiful home comes partially furnished! This spacious home features an open floor plan with natural lighting throughout. The kitchen-living room ,eat in kitchen nook combo is great for entertaining. Eat in kitchen features bay windows and a ...

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

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

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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

Royal Palm Village - Sun Communities

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2 Beds | 2 Baths | 1012 Sq. Ft.

3000 US HWY 17/92 W LOT #564
Haines City, FL 33844

Site # 0564 Addr: 3000 US HWY 17/92 W LOT #564

New 2-bedroom, 2-bath manufactured home with a modern open layout. Features include vinyl flooring throughout, a farmhouse-style stainless steel kitchen sink, and black matte faucets and fixtures for a sleek, contemporary look. Please note: photos are ...

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 | 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)

Royal Palm Village - Sun Communities

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2 Beds | 2 Baths | 960 Sq. Ft.

3000 US HWY 17/92 W, LOT #123
Haines City, FL 33844

Site # 0123 Addr: 3000 US HWY 17/92 W, LOT #123

Discover your dream home by the serene preserve area! This stunning 2-bedroom, 2-bathroom residence offers a perfect blend of comfort and style. Enjoy the beautiful Florida weather year-round in the spacious enclosed porch. The kitchen features chic ...

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 | 1.5 Baths | 728 Sq. Ft.

22 O`HARA DRIVE
Haines City, FL 33844

Site # 0022 Addr: 22 O`HARA DRIVE

This well kept 2-bedroom, 1.5 bath home is located in a peaceful 55+ community and offers 728 square feet of comfortable living space. The cozy interior features carpeted floors, a bright and open living area, and a functional kitchen with plenty of ...

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

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 | 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

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 | 1144 Sq. Ft.

1701 W Commerce Ave #126
Haines City, FL 33844

New roof, carport & Plumbing. All in 2025 New AC 2024

Welcome to Heartland Estates! An active, beautiful and inviting community! Where your new home awaits you! We are excited to show you this fully furnished 2B2B home that embraces the ambiance of relaxation & retirement. Whether you are beginning your ...

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

Heartland Estates

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2 Beds | 2 Baths | 1352 Sq. Ft.

1701 W Commerce Ave Lot 128
Haines City, FL 33844

New roof & AC 2024 - Many more updates

Welcome to Heartland Estates an active and fun community! Where your new home awaits you! We have a beautiful home to share with you, This 2 bedroom/ 2 bathroom 1352 Square foot home is move-in ready! This inviting home offers peace of mind with all ...

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

Royal Palm Village - Sun Communities

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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

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 stainless-steel finishes that add a stylish, modern touch. Located ...

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 | 728 Sq. Ft.

100 WILKES DRIVE
Haines City, FL 33844

Site # 0100 Addr: 100 WILKES DRIVE

Newly listed this home is a MUST SEE. This well maintained home comes furnished and ready to move in. The large living room opens to the dining area and open kitchen. The spacious open kitchen has lots of storage space. Laminate floors throughout home. ...

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

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

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

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 stainless-steel finishes that add a stylish, modern touch. Located ...

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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 938 Sq. Ft.

17 O`HARA DRIVE
Haines City, FL 33844

Site # 0017 Addr: 17 O`HARA DRIVE

Well-maintained home with an open-concept kitchen and living area, modern finishes, and plenty of natural light. Enjoy a comfortable living space, dedicated dining area, and a screened porch perfect for relaxing or entertaining. Move-in ready and full ...

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

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1152 Sq. Ft.

1701 W Commerce Ave Lot 192
Haines City, FL 33844

New Model deluxe kitchen 42" uppers and 7' long Island is a must see.

Welcome to Heartland Estates, where luxury meets energy efficiency in every corner of our homes. Picture yourself in a spacious open floor plan, surrounded by White Shaker cabinets, a large island perfect for entertaining, and top-tier Whirlpool stainless ...

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

Heartland Estates

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1289 Sq. Ft.

1701 W. Commerce Ave. Lot 107
Haines City, FL 33844

2024 Skyline Champion Deluxe Island Kitchen open plan

Welcome to our vibrant 55+ community at Heartland Estates! Step into this modern three-bedroom home with energy-efficient low e-glass windows throughout. Whirlpool premium stainless steel appliances and 42" soft grey cabinetry. The open floor plan features ...

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

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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