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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

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1254 Sq. Ft.

1701 W Commerce Ave Lot #253
Haines City, FL 33844

New roof 2025 - Move-in ready!

Welcome to Heartland Estates, where a friendly & active community awaits you! We are excited to present this inviting & spacious 2B2B home. Many upgrades have been done for you, Making tis a move-in ready home. This spacious home is inviting to all ...

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 | 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 | 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

Heartland Estates

Nearby Location MatchNearby Location Match

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

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 | 1056 Sq. Ft.

1701 W Commerce Ave Lot 79
Haines City, FL 33844

Charming home with many updates

Beautiful move-in ready home located in Heartland Estates; an inviting & active 55+ community. This home has several updates, A new roof, carport, HWT & plumbing all done in 2024.This ensures a simple & stress free transition to your new retirement lifestyle. ...

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

Heartland Estates

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2 Beds | 2 Baths | 900 Sq. Ft.

1701 W Commerce Ave Lot 141
Haines City, FL 33844

New Plumbing 2025 - Handy man special

Welcome to our 55+ community! An active, beautiful and inviting 55+ lifestyle community! Where your new home awaits you! We are excited to show you this priced to sell; 2B2B home that is awaiting you! Whether you are beginning your day with a cup of ...

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)

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

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)

Windmill Village - Sun Communities

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2 Beds | 2 Baths | 920 Sq. Ft.

529 Bahama Lane
Davenport, FL 33897

Site # 089 Addr: 529 Bahama Lane

*This home offers a free 1 year home warranty. A great two bedroom, two bath home. Comes with all appliances, including washer and dryer. Split floorplan, makes it great when you have company. Hurricane covers on most windows. Roof replaced in 2024. ...

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

Windmill Village - Sun Communities

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2 Beds | 2 Baths | 1012 Sq. Ft.

853 Blue Dolphin Ave
Davenport, FL 33897

Site # 106 Addr: 853 Blue Dolphin Ave

* This home offers a free 1 year home warranty. Seller is motivated!! This home has 1012 sf. of living space, consisting of two bedrooms, two baths. Home is being sold semi furnished. Open living room/dining room combo. With a bedroom and bath on each ...

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

Windmill Village - Sun Communities

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3 Beds | 2 Baths | 2440 Sq. Ft.

227 Capistrano Lane
Davenport, FL 33897

Site # 068 Addr: 227 Capistrano Lane

*This home offers a free 1 year home warranty. PRICE REDUCED!!! This home offers 2440 sf. of living space plus an enclosed lanai giving you an additional 240 Sf. Three bedrooms, two baths. All appliances are included, along with washer and dryer in separate ...

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

Windmill Village - Sun Communities

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2 Beds | 2 Baths | 1624 Sq. Ft.

743 Garden View St
Davenport, FL 33897

Site # 366 Addr: 743 Garden View St

Beautiful 2018 newer home with two bedrooms and a den. Large eat in kitchen with cabinets galore. Walk in pantry. Home comes with all appliances, including washer and dryer. Open floor plan of the dining and living room. Split floor plan for the bedrooms ...

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

Windmill Village - Sun Communities

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2 Beds | 2 Baths | 1176 Sq. Ft.

1279 Tahiti Circle
Davenport, FL 33897

Site # 210 Addr: 1279 Tahiti Circle

This beautiful home has been completely remodeled and is being sold partially furnished. Two bedroom, two bath with attached two car garage with work shop. Large eat in kitchen with high end stainless appliances, countertop, light fixtures and beautiful ...

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

Windmill Village - Sun Communities

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2 Beds | 2 Baths | 960 Sq. Ft.

811 Song Bird Ave
Davenport, FL 33897

Site # 096 Addr: 811 Song Bird Ave

Well maintained and clean as can be, two bedroom, two bath home being sold with nice furnishings. Split floor plan with a bath and bedroom on each side of house, makes it great when you have company. Laminate flooring throughout home. Comes with all ...

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

Windmill Village - Sun Communities

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2 Beds | 2 Baths | 864 Sq. Ft.

614 Misty Breeze St
Davenport, FL 33897

Site # 461 Addr: 614 Misty Breeze St

Home features two bedrooms, two baths with a split floor plan, which makes it ideal for when you have guests. All appliances stay, including washer and dryer. Some newer appliances. Pretty laminate flooring throughout home. Step in shower in guest bath. ...

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

Windmill Village - Sun Communities

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3 Beds | 2 Baths | 1728 Sq. Ft.

664 Garden View St
Davenport, FL 33897

Site # 469 Addr: 664 Garden View St

This home features 1728 Sq. Ft of living space along with an additional 160 sq. ft. on the front lanai. Lanai has new vinyl and screens. You will walk into a freshly painted home with new carpet and pad. Comes with all appliances, with island kitchen ...

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

Windmill Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1344 Sq. Ft.

852 Blue Dolphin Ave
Davenport, FL 33897

Site # 103 Addr: 852 Blue Dolphin Ave

Very spacious two bedroom, two bath home has a split floorplan, which makes it great for overnight guests. This home has been completely remodeled, to include new AC and ductwork, fresh paint, new laminate flooring throughout, light fixtures, ceiling ...

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

Windmill Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 920 Sq. Ft.

839 Riviera Ave
Davenport, FL 33897

Site # 150 Addr: 839 Riviera Ave

Nice and clean two bedroom, two bath home with upgrades. All kitchen appliances and washer and dryer are included. Living room and dining room have open floor plan. Bedrooms and baths are split, which makes it great when you have company. Laminate flooring ...

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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