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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 | 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

Royal Palm Village - Sun Communities

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3 Beds | 2 Baths | 1440 Sq. Ft.

3000 US HWY 17/92 W, LOT #83
Haines City, FL 33844

Site # 0083 Addr: 3000 US HWY 17/92 W, LOT #83

Step into this charming manufactured home located on a corner lot. This cozy 3 bedroom, 2 bathroom house offers ample living space and natural light throughout. The open concept kitchen features modern appliances and plenty of storage for all your culinary ...

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

Kings Pointe - Sun Communities

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2 Beds | 2 Baths | 1200 Sq. Ft.

142 Winterdale Dr. N
Lake Alfred, FL 33850

Site # 0185 Addr: 142 Winterdale Dr. N

WOW! Don t miss the opportunity to own this beautiful 2-bedroom, 2-bath home featuring a spacious garage and ample storage. The open-concept living room, dining area, and kitchen create an inviting space that s perfect for entertaining. The large primary ...

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

Blue Heron Bay

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2 Beds | 2 Baths

241 Crane Ln.
Haines City, FL 33844

This charming 864 square foot manufactured home, built by Homes of Merit, offers a comfortable and inviting living space in Haines City, FL. Featuring two bedrooms and two bathrooms, the home includes an open living room, dining room, and a bright Florida ...

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

Lake Hammock Village

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2 Beds | 2 Baths | 1176 Sq. Ft.

22 Silver Crest Dr.
Haines City, FL 33844

MOVE-IN READY 2/2 OWNER IS MOTIVATED

Spacious Move In Ready 2BR/2BATH Home. This great Home Features: Laminate Flooring Throughout, Hardwood Cabinets in both Kitchen and Baths, Gas Range and Water Heater. Home has New Roof and New Windows. Home is also equipped with a New Generac Whole ...

Community Lifestyles: 55+ Communities, Active Retirement

Lake Hammock Village

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2 Beds | 2 Baths | 1120 Sq. Ft.

115 Silver Crest Dr.
Haines City, FL 33844

2/2 PRICED TO SELL OWNER IS MOTIVATED

Owner must sell this 2BR/2bath Home Now. New Roof, New Appliances, Laminate Floors in Living Areas. FL Room on front. A Must See Home.

Community Lifestyles: 55+ Communities, Active Retirement

Lake Hammock Village

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2 Beds | 2 Baths | 1848 Sq. Ft.

210 Glen Este Ct.
Haines City, FL 33844

OPEN,SPACIOUS,2/2+DEN SPLIT PLAN-A MUST SEE!

Move-In Ready, Excellent Condition 2BR / 2Bath +Den Split- Plan Home is a Must see. This Great Home Features: Tape and Textured Finishes Throughout, Laminate Flooring Throughout. Dramatic Clear Story Atrium Windows Trey Ceiling Dormer in Living Room. ...

Community Lifestyles: 55+ Communities, Active Retirement

Lake Hammock Village

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3 Beds | 2 Baths | 1540 Sq. Ft.

177 Glen Este Blvd.
Haines City, FL 33844

TURN KEY MOVE IN READY 3/2 SPLIT PLAN IS A MUST SEE

Turn Key, Move-In Ready, Excellent Condition 3BR / 2Bath Split- Plan Home is Priced to Sell Now. Completely Furnished And Accessorized, all you need are your clothes and toothbrush! This Great Home Features: Laminate Flooring Throughout, Ceramic Floors ...

Community Lifestyles: 55+ Communities, Active Retirement

Royal Palm Village - Sun Communities

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2 Beds | 2 Baths | 1222 Sq. Ft.

3000 US HWY 17/92 W, LOT #36
Haines City, FL 33844

Site # 0036 Addr: 3000 US HWY 17/92 W, LOT #36

Experience the embrace of comfort in this 2-bedroom, 2-bath residence, featuring an inviting den and enhanced by the timeless charm of laminated wood flooring. The focal point of the living space, an open-concept kitchen, transforms into an entertainment ...

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

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 unfurnished 2 bed, 2 bath + den home with a 1-car attached garage, offering approximately 1,400 square feet of living space, located in the Cypress Greens active 55+ golf and tennis community. This newer home features an open ...

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

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

Cypress Greens - Sun Communities

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2 Beds | 2 Baths | 1352 Sq. Ft.

49 CREEK CIRCLE
Lake Alfred, FL 33850

Site # 0049 Addr: 49 CREEK CIRCLE

Discover comfort and convenience in this partially furnished 2 bedroom, 2 bath home located in a vibrant 55+ golf community. Wake up to beautiful golf course views and enjoy the ease of having a golf cart included. The spacious primary suite features ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, 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 #552
Haines City, FL 33844

Site # 0552 Addr: 3000 US HWY 17/92 W LOT #552

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)

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

Cypress Greens - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1512 Sq. Ft.

135 CYPRESS WAY
Lake Alfred, FL 33850

Site # 0135 Addr: 135 CYPRESS WAY

Welcome to your Florida oasis at 135 Cypress Way! Located in the gated Cypress Greens 55+ golf community, this home backs onto a serene orange grove for ultimate privacy. Enjoy sunrises from your lanai before stepping into a spacious, open-concept interior ...

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

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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