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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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Heartland Estates

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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

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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

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 | 1080 Sq. Ft.

1701 W. Commerce Ave. Lot 101
Haines City, FL 33844

Truly ready to move in! Many updates.

Welcome to Heartland Estates, a beautifully secluded and vibrant community where tranquility meets engagement. Nestled on a quiet street, this home offers a perfect blend of comfort and style, designed for those seeking an active yet peaceful lifestyle. ...

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

Heartland Estates

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2 Beds | 2 Baths | 1100 Sq. Ft.

1701 W Commerce Ave Lot 190
Haines City, FL 33844

Just steps from Lake, pool & clubhouse

Welcome to Heartland Estates, Where community, new friends & relaxation awaits you. This beautiful home is conveniently located around the corner from our clubhouse, heated pool and Lake Hester. As you come home, picture yourself in a spacious -open ...

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

Ariana Village - Sun Communities

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2 Beds | 2 Baths | 1040 Sq. Ft.

1050 Cosmos Drive
Lakeland, FL 33803

Site # 072 Addr: 1050 Cosmos Drive

Charming 2-Bedroom, 2-Bath Home in Active 55+ Community Sunny Florida Living! Welcome to your slice of Florida sunshine! This delightful 2-bedroom, 2-bath home is located in a vibrant 55+ community and sits on a spacious lot just steps from the clubhouse ...

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

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

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

Ariana Village - Sun Communities

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2 Beds | 2 Baths | 1200 Sq. Ft.

1198 Ariana Village Boulevard
Lakeland, FL 33803

Site # 165 Addr: 1198 Ariana Village Boulevard

Beautifully Updated 2 Bedroom, 2 Bathroom Home with Bonus Room in a 55+ Community This move-in ready home offers the perfect blend of comfort, style, and low-maintenance living. The spacious open floor plan is ideal for entertaining or simply enjoying ...

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

The Landings at Lake Henry - Sun Communities

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2 Beds | 1.5 Baths | 770 Sq. Ft.

134 MAGNOLIA LANE
Haines City, FL 33844

Site # 0134 Addr: 134 MAGNOLIA LANE

Welcome to this beautifully updated 2 bedroom, 1.5 bathroom home located in a highly sought after 55+ community. This charming residence offers modern updates and timeless comfort, featuring gleaming hardwood flooring throughout for a warm and inviting ...

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.

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

Royal Palm Village - Sun Communities

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2 Beds | 1 Baths | 1296 Sq. Ft.

3000 US HWY 17/92 W, LOT #2
Haines City, FL 33844

Site # 0002 Addr: 3000 US HWY 17/92 W, LOT #2

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)

Ariana Village - Sun Communities

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2 Beds | 2 Baths | 768 Sq. Ft.

1610 Geranium Loop
Lakeland, FL 33803

Site # 014 Addr: 1610 Geranium Loop

? Turn-Key 2 Bed, 2 Bath Home in Beautiful 55+ Active Community Priced to Sell! Welcome to your perfect Florida retreat! This charming and fully furnished 2 bedroom, 2 bathroom home is located in a vibrant 55+ active community, offering the ideal ...

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

Heartland Estates

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2 Beds | 2 Baths | 962 Sq. Ft.

1701 W Commerce Ave Lot # 123
Haines City, FL 33844

Beautifully updated home in quiet neighborhood

Beautifully Upgraded Home in Quiet & active 55+ community. Welcome to your dream home! This beautifully renovated residence is designed with your comfort and style in mind, ensuring a seamless transition into a vibrant community. With a newly installed ...

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

Ariana Village - Sun Communities

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2 Beds | 2 Baths | 768 Sq. Ft.

1731 Aster Loop
Lakeland, FL 33803

Site # 060 Addr: 1731 Aster Loop

? Move-In Ready 2BR/2BA Home in 55+ Community | Corner Lot | Furnished | Motivated Seller! Welcome to your Florida retreat! This charming 2-bedroom, 2-bathroom home sits on a desirable corner lot in a friendly 55+ community and is move-in ready with ...

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

Ariana Village - Sun Communities

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2 Beds | 2 Baths | 864 Sq. Ft.

1615 Poppy Circle
Lakeland, FL 33803

Site # 199 Addr: 1615 Poppy Circle

? Lovely 2 Bed / 2 Bath Home in Beautiful & Active 55+ Community Priced to Sell! Welcome to your next chapter in this charming and spacious 2 bedroom, 2 bathroom home, nestled in a vibrant 55+ community full of activities and friendly neighbors. ...

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

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

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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