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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 | 1144 Sq. Ft.

1701 W Commerce Ave Lot #158
Haines City, FL 33844

New plumbing 2025 - New HWT 2020

Welcome to Heartland Estates, A 55+ lifestyle community! Where your new home & active new lifestyle awaits you! This loved & priced to sell home has 2 bedrooms/2 bathrooms, New plumbing 2025, New HWT 2020.This incredibly well maintained home has 3 ceiling ...

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

Heartland Estates

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2 Beds | 2 Baths | 1500 Sq. Ft.

1701 W Commerce Ave Lot #154
Haines City, FL 33844

New roof, carport & plumbing all 2024

Welcome to Heartland Estates, A warm, welcoming & well-established 55+ community. We are beautifully secluded atop one of the highest points in Polk County-Second only to Bok Towers. This meticulously loved & cared for home has 2 bedrooms & 2 bathrooms. ...

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

Heartland Estates

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2 Beds | 2 Baths | 1300 Sq. Ft.

1701 W Commerce Ave Lot #58
Haines City, FL 33844

Tons of updates! Move-in ready.

Welcome to Heartland Estates a welcoming & active community! Where your new home & lifestyle awaits you! We are excited to show you this updated 2B2B - 1,300 SqFt home. This inviting home welcomes you with a large driveway to park your golf cart or sit ...

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

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

Ariana Village - Sun Communities

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2 Beds | 2 Baths | 1232 Sq. Ft.

1650 Kale Cove
Lakeland, FL 33803

Site # 038 Addr: 1650 Kale Cove

Welcome home to this beautifully maintained 2-bedroom, 2-bath residence located in an active 55+ community, tucked away on a quiet cul-de-sac for added privacy. The open floor plan offers a bright, welcoming feel and is perfect for both everyday living ...

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

Ariana Village - Sun Communities

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2 Beds | 2 Baths | 1352 Sq. Ft.

1738 Aster Loop
Lakeland, FL 33803

Site # 055 Addr: 1738 Aster Loop

Enjoy easy living in this nice 2-bedroom, 2-bath home located in a welcoming 55+ community. Designed with comfort and convenience in mind, the open floor plan creates a bright, spacious feel that s perfect for both everyday living and entertaining. The ...

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

Ariana Village - Sun Communities

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2 Beds | 2 Baths | 1092 Sq. Ft.

1612 Poppy Circle
Lakeland, FL 33803

Site # 206 Addr: 1612 Poppy Circle

Live the lifestyle you ve been dreaming of in this beautiful, fully furnished 2-bedroom, 2-bath home located on a prime corner lot in a vibrant 55+ community! This move-in ready gem features an open floor plan that s perfect for entertaining new friends ...

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

Ariana Village - Sun Communities

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2 Beds | 2 Baths | 1170 Sq. Ft.

1221 Ariana Village Boulevard
Lakeland, FL 33803

Site # 096 Addr: 1221 Ariana Village Boulevard

Inviting 2 Bed, 2 Bath Home in a Friendly, Gated 55+ Community Welcome to this 2 bedroom, 2 bathroom home located in a beautiful, gated 55+ active community known for its welcoming atmosphere and strong sense of connection. This is more than just a ...

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

Ariana Village - Sun Communities

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2 Beds | 2 Baths | 1176 Sq. Ft.

1760 Poppy Circle
Lakeland, FL 33803

Site # 116 Addr: 1760 Poppy Circle

The moment you step into this lovingly cared for home, you feel the ease and warmth of true Florida living. Sunlight drifts across the laminate floors, guiding you through a space that is fully furnished, beautifully maintained, and ready for you to ...

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

Ariana Village - Sun Communities

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2 Beds | 2 Baths | 816 Sq. Ft.

1632 Geranium Loop
Lakeland, FL 33803

Site # 006 Addr: 1632 Geranium Loop

Every now and then, a home comes along that feels like a fresh start, full of light, comfort, and possibility. This charming 2 bedroom, 2 bath home sits gracefully on a peaceful corner lot within a beautiful 55+ gated community, offering a sense of ease ...

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

Ariana Village - Sun Communities

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2 Beds | 2 Baths | 864 Sq. Ft.

1193 Ariana Village Boulevard
Lakeland, FL 33803

Site # 162 Addr: 1193 Ariana Village Boulevard

Step into this beautifully maintained 2-bedroom, 2-bath home located in an active 55+ community. This move in ready residence has been thoughtfully updated with major improvements already completed for you: 2024 roof, 2021 AC, 2023 windows, and 2023 ...

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

Ariana Village - Sun Communities

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2 Beds | 2 Baths | 1248 Sq. Ft.

1635 Geranium Loop
Lakeland, FL 33803

Site # 005 Addr: 1635 Geranium Loop

Beautiful and Active 55+ Community offering a well-maintained setting with excellent amenities. This partially furnished home features an open floor plan, providing a spacious and inviting living area. Enjoy additional living space in the enclosed Florida ...

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

Lake Hammock Village

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3 Beds | 2 Baths | 1456 Sq. Ft.

199 Glen Este Blvd.
Haines City, FL 33844

BRAND NEW 3/2 MODEL HOME

Brand New Open Bright and Airy 3BR / 2Bath Split-Plan Home Available NOW! This New Home Features: Open Spacious Living Areas. Kitchen has Large Island with Seating and Lots of Storage, All Upgrade Appliances, and a Walk-In Pantry. Spacious Master Bedroom ...

Community Lifestyles: 55+ Communities, Active Retirement

Lake Hammock Village

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2 Beds | 2 Baths | 1252 Sq. Ft.

74 Silver Crest Dr.
Haines City, FL 33844

BRAND NEW 2/2 +DEN MODEL HOME

Brand New Home!!!! Open Bright and Airy 2BR / 2Bath plus Den Split-Plan Home . This New Home Features: Open, Spacious Living Areas, 8 Foot Ceilings Throughout. Kitchen has Morning Room along with upgraded S/S Appliances. Spacious Primary Bedroom with ...

Community Lifestyles: 55+ Communities, Active Retirement

Lake Hammock Village

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2 Beds | 2 Baths | 1120 Sq. Ft.

120 Silver Crest Dr.
Haines City, FL 33844

MOVE IN READY 2/2 SPLIT-PLAN HOME

OWNER IS MOTIVATED TO SELL This Open, Spacious 2BR / 2Bath Split-Plan Home is Move-in Ready. Home has Brand New Roof, Complete Interior Paint, Including all Cabinets, New Faucets and Light Fixtures. This Home also Features: Kitchen with loads of Cabinet ...

Community Lifestyles: 55+ Communities, Active Retirement

Lake Hammock Village

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3 Beds | 2 Baths | 1140 Sq. Ft.

107 Reineke Rd.
Haines City, FL 33844

Open, Spacious, Move-In Ready 3/2 Split Plan Home

Open, Spacious 3BR / 2Bath Split-Plan Home is Move-in Ready. This Home Features: Custom Kitchen with loads of cabinet and counter space, Quartz Countertops, Wrap around Counter Bar, S/S Appliances. Washer and Dryer included, also has a Deep Utility Sink ...

Community Lifestyles: 55+ Communities, Active Retirement

Lake Hammock Village

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3 Beds | 2 Baths | 1568 Sq. Ft.

180 Glen Este Blvd.
Haines City, FL 33844

SPACIOUS 3/2 SPLIT-PLAN HOME

Move-In Ready, Excellent Condition 3BR / 2Bath Split- Plan Home is Priced to Sell Now. This Home Features: Open Spacious Living Areas, Laminate Flooring Throughout. Kitchen with all Appliances including Washer and Dryer, Morning Room, and a Walk-In Pantry. ...

Community Lifestyles: 55+ Communities, Active Retirement

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

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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Gulfstream Harbor - Sun Communities

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Rexmere Village

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Forest View - Sun Communities

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Lake Griffin Isles

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200 Orchid Drive Fruitland Park FL 34731

It’s a wonderful time for honoring a life well lived and creating a new path that celebrates your best days ...

 

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Orange Acres - Warrington Enterprises, Inc.

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8001 Jeffrey Drive Sarasota FL 34238

 

12 homes $35,000 - $175,900

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Whispering Pines

Whispering Pines

4658 Whispering Pines Blvd. Kissimmee FL 34758

Whispering Pines is an upscale, gated 55+ resort-style manufactured home community located at 4658 Whispering Pines Blvd in Kissimmee, Florida. ...

 

1 homes $69,900 - $69,900

4658 Whispering Pines Blvd. Kissimmee, FL 34758

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Four Lakes Golf Club

Four Lakes Golf Club

990 La Quinta Blvd Winter Haven FL 33881

Four Lakes Golf Club — Winter Haven, Florida Nestled in the heart of Central Florida's scenic ridge area, Four Lakes Golf ...

 

22 homes $69,900 - $189,900

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Southway Villa

Southway Villa

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