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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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Cypress Greens - Sun Communities

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3 Beds | 2 Baths | 960 Sq. Ft.

55 CYPRESS LOOP
Lake Alfred, FL 33850

Site # 0055 Addr: 55 CYPRESS LOOP

Newly remodeled 3-bedroom, 2-bath home featuring a brand-new A/C unit for year-round comfort. Enjoy the convenience of a double carport and relax in the spacious screened-in lanai. The kitchen boasts brand-new appliances, and beautiful laminate flooring ...

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

Heartland Estates

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2 Beds | 2 Baths | 1196 Sq. Ft.

1701 W Commerce Ave Lot #244
Haines City, FL 33844

New roof 2022 - New flooring 2022

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 well -maintained & loved home has 2 bedrooms & 2 bathrooms, New ...

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

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

Cypress Greens - Sun Communities

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2 Beds | 2 Baths | 1232 Sq. Ft.

194 MAGNOLIA RUN
Lake Alfred, FL 33850

Site # 0194 Addr: 194 MAGNOLIA RUN

Pack your bags and get ready to enjoy your new home in an active 55+ community! 2 bed/2 bath home offers a perfect blend of comfort, space, and modern updates. Open floor plan seamlessly connects living, dining, and kitchen areas, perfect for entertaining ...

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

Royal Palm Village - Sun Communities

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2 Beds | 2 Baths | 1005 Sq. Ft.

3000 US HWY 17/91 W Lot# 0200
Haines City, FL 33844

Site # 0200 Addr: 3000 US HWY 17/91 W Lot# 0200

Welcome home to this beautifully maintained manufactured home, offering comfort, style, and modern convenience. This inviting 2-bedroom, 2-bathroom residence features stainless steel appliances and central A/C for year-round comfort. The open floor plan ...

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

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

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

Kings Pointe - Sun Communities

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2 Beds | 2 Baths | 1056 Sq. Ft.

458 Gulf Stream Dr. N
Lake Alfred, FL 33850

Site # 0054 Addr: 458 Gulf Stream Dr. N

Charming 2-bedroom, 2-bath home in a beautiful gated 55+ community! This home features a bright open floorplan, brand-new carpet in the bedrooms, and a cozy kitchen nook perfect for casual dining. Enjoy the Florida lifestyle on the perfectly sized lanai, ...

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

Cypress Greens - Sun Communities

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3 Beds | 2 Baths | 1536 Sq. Ft.

136 CYPRESS WAY
Lake Alfred, FL 33850

Site # 0136 Addr: 136 CYPRESS WAY

Welcome to this charming 3-bedroom, 2-bath manufactured home in a desirable 55+ golf community! This well-maintained home offers a split floor plan for privacy and convenience. The open-concept layout connects the kitchen, dining, and living areas, creating ...

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

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

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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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 | 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

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

Blue Heron Bay

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3 Beds | 2 Baths

156 Blue Heron Blvd
Haines City, FL 33844

This Spacious 1344 square foot manufactured home, built in 2004 by Fleetwood, offers a spacious and comfortable living experience with 3 bedrooms and 2 bathrooms. The well-designed floor plan includes a welcoming living room and a separate dining room, ...

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

Blue Heron Bay

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3 Beds | 2 Baths

281 Crane Ln.
Haines City, FL 33844

This beautiful 1456 square feet manufactured home in Blue Heron Bay features 3 bedrooms and 2 bathrooms, making it perfect for a couple looking for a nice place to call their own. The home was built in 2026 by Jacobsen Homes, known for their quality ...

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

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

Nearby Location MatchNearby Location Match

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 | 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

Kings Pointe - Sun Communities

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1 Beds | 2 Baths | 864 Sq. Ft.

135 Winterdale Dr. S
Lake Alfred, FL 33850

Site # 0212 Addr: 135 Winterdale Dr. S

This beautifully renovated 1-bedroom, 2-bath home is a true standout, blending timeless elegance with everyday comfort. Inside, you ll find stunning real wood cabinetry complemented by sleek, modern finishes throughout. Step outside to your private backyard ...

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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