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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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Bedrooms

Bathrooms
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  • 211 Trade Wind Ct.
  • 211 Trade Wind Ct.
  • 211 Trade Wind Ct.
  • 211 Trade Wind Ct.
  • 211 Trade Wind Ct.
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Kings Pointe - Sun Communities

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3 Beds | 2 Baths | 1196 Sq. Ft.

211 Trade Wind Ct.
Lake Alfred, FL 33850

Site # 0155 Addr: 211 Trade Wind Ct.

This spacious but cozy feeling 3 Bedroom | 2 Bathroom home sits on a amazing sized lot of a premier 55+ community in the heart of Polk County. Find comfort in the cozy rooms or on the wonderful cooling or heated lanai to enjoy the Florida sun year round. ...

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

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  • 21 CYPRESS LOOP
  • 21 CYPRESS LOOP
  • 21 CYPRESS LOOP
  • 21 CYPRESS LOOP
  • 21 CYPRESS LOOP
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Cypress Greens - Sun Communities

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2 Beds | 2 Baths | 1568 Sq. Ft.

21 CYPRESS LOOP
Lake Alfred, FL 33850

Site # 0021 Addr: 21 CYPRESS LOOP

Discover this beautifully maintained 2-bed, 2-bath home offering 1,868 total sq. ft. of comfortable living space Cypress Greens golf and tennis community! The split floor plan includes a large living room, tile kitchen with stainless steel appliances, ...

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

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The Landings at Lake Henry - Sun Communities

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2 Beds | 2 Baths | 784 Sq. Ft.

267 Dixie Dr.
Haines City, FL 33844

Site # 0267 Addr: 267 Dixie Dr.

Located in a welcoming 55+ community, this charming 2-bedroom, 2-bathroom mobile home offers 742 sq. ft. of easy, low-maintenance living. Built in 1992 and fully furnished, it features cozy carpeting throughout and includes all major appliances for your ...

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

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  • 3000 US HWY 17/92 W, LOT #243
  • 3000 US HWY 17/92 W, LOT #243
  • 3000 US HWY 17/92 W, LOT #243
  • 3000 US HWY 17/92 W, LOT #243
  • 3000 US HWY 17/92 W, LOT #243
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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)

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  • 149 CYPRESS WAY
  • 149 CYPRESS WAY
  • 149 CYPRESS WAY
  • 149 CYPRESS WAY
  • 149 CYPRESS WAY
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Cypress Greens - Sun Communities

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2 Beds | 2 Baths | 1800 Sq. Ft.

149 CYPRESS WAY
Lake Alfred, FL 33850

Site # 0149 Addr: 149 CYPRESS WAY

Welcome to this spacious 2 bed, 2 bath + den home with 1-car attached garage located in Cypress Greens active 55+ golf and tennis community. This home features an open layout with newer laminate in living areas, tile in kitchen and baths, and carpeted ...

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

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  • 173 CYPRESS WAY
  • 173 CYPRESS WAY
  • 173 CYPRESS WAY
  • 173 CYPRESS WAY
  • 173 CYPRESS WAY
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Cypress Greens - Sun Communities

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2 Beds | 2 Baths | 1198 Sq. Ft.

173 CYPRESS WAY
Lake Alfred, FL 33850

Site # 0173 Addr: 173 CYPRESS WAY

Beautifully updated 2-bedroom, 2-bath waterfront home in a desirable 55+ golf course community! Fully furnished and move-in ready, home features an open-concept floor plan connecting the kitchen, dining, and living areas, creating a bright, open, and ...

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

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  • 404 Gulf Stream Dr. S
  • 404 Gulf Stream Dr. S
  • 404 Gulf Stream Dr. S
  • 404 Gulf Stream Dr. S
  • 404 Gulf Stream Dr. S
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Kings Pointe - Sun Communities

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2 Beds | 1 Baths | 960 Sq. Ft.

404 Gulf Stream Dr. S
Lake Alfred, FL 33850

Site # 0063 Addr: 404 Gulf Stream Dr. S

Renovator s price! This small but cozy 2-bedroom, 1-bath home is located in a 55+ community and is priced right. Whether you re looking for an investment opportunity or a move-in-ready home, this single-wide has so much to offer. With a price like this, ...

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

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  • 3000 US HWY 17/92 W, LOT #103
  • 3000 US HWY 17/92 W, LOT #103
  • 3000 US HWY 17/92 W, LOT #103
  • 3000 US HWY 17/92 W, LOT #103
  • 3000 US HWY 17/92 W, LOT #103
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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)

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  • 3000 US HWY 17/92 W LOT #633
  • 3000 US HWY 17/92 W LOT #633
  • 3000 US HWY 17/92 W LOT #633
  • 3000 US HWY 17/92 W LOT #633
  • 3000 US HWY 17/92 W LOT #633
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Royal Palm Village - Sun Communities

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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)

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  • 3000 US HWY 17/92 W LOT #564
  • 3000 US HWY 17/92 W LOT #564
  • 3000 US HWY 17/92 W LOT #564
  • 3000 US HWY 17/92 W LOT #564
  • 3000 US HWY 17/92 W LOT #564
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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)

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  • 3000 US HWY 17/92 W, LOT #123
  • 3000 US HWY 17/92 W, LOT #123
  • 3000 US HWY 17/92 W, LOT #123
  • 3000 US HWY 17/92 W, LOT #123
  • 3000 US HWY 17/92 W, LOT #123
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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)

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The Landings at Lake Henry - Sun Communities

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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

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  • 1701 W Commerce Ave Lot 192
  • 1701 W Commerce Ave Lot 192
  • 1701 W Commerce Ave Lot 192
  • 1701 W Commerce Ave Lot 192
  • 1701 W Commerce Ave Lot 192
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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

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  • 1701 W. Commerce Ave. Lot 107
  • 1701 W. Commerce Ave. Lot 107
  • 1701 W. Commerce Ave. Lot 107
  • 1701 W. Commerce Ave. Lot 107
  • 1701 W. Commerce Ave. Lot 107
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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

Show Details Get Home Packet
  • 1701 W. Commerce Ave. Lot 263
  • 1701 W. Commerce Ave. Lot 263
  • 1701 W. Commerce Ave. Lot 263
  • 1701 W. Commerce Ave. Lot 263
  • 1701 W. Commerce Ave. Lot 263
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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

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  • 114 Winterdale Dr. S
  • 114 Winterdale Dr. S
  • 114 Winterdale Dr. S
  • 114 Winterdale Dr. S
  • 114 Winterdale Dr. S
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Kings Pointe - Sun Communities

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3 Beds | 2 Baths | 1200 Sq. Ft.

114 Winterdale Dr. S
Lake Alfred, FL 33850

Site # 0199 Addr: 114 Winterdale Dr. S

Welcome to your slice of sweet Southern charm in one of Florida s premier 55+ communities! This beautiful 3-bedroom, 2-bath home combines comfort, convenience, and timeless style. You'll love the spacious kitchen, which features abundant cabinetry and ...

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

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  • 1701 W. Commerce Ave. Lot 101
  • 1701 W. Commerce Ave. Lot 101
  • 1701 W. Commerce Ave. Lot 101
  • 1701 W. Commerce Ave. Lot 101
  • 1701 W. Commerce Ave. Lot 101
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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

Show Details Get Home Packet
  • 1701 W Commerce Ave Lot 79
  • 1701 W Commerce Ave Lot 79
  • 1701 W Commerce Ave Lot 79
  • 1701 W Commerce Ave Lot 79
  • 1701 W Commerce Ave Lot 79
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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

Show Details Get Home Packet
  • 1701 W Commerce Ave Lot 141
  • 1701 W Commerce Ave Lot 141
  • 1701 W Commerce Ave Lot 141
  • 1701 W Commerce Ave Lot 141
  • 1701 W Commerce Ave Lot 141
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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

Show Details Get Home Packet
  • 3000 US HWY 17/92 W, LOT #520
  • 3000 US HWY 17/92 W, LOT #520
  • 3000 US HWY 17/92 W, LOT #520
  • 3000 US HWY 17/92 W, LOT #520
  • 3000 US HWY 17/92 W, LOT #520
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Royal Palm Village - Sun Communities

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3 Beds | 2 Baths | 1344 Sq. Ft.

3000 US HWY 17/92 W, LOT #520
Haines City, FL 33844

Site # 0520 Addr: 3000 US HWY 17/92 W, LOT #520

Welcome to this charming 3 bedroom, 2 bathroom manufactured home. Boasting spacious walk-in closets, a cozy dining area, and a relaxing screened porch, this property is perfect for those seeking comfort and convenience. Step inside and be greeted by ...

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

Show Details

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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