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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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Bathrooms
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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

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 | 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

Lake Hammock Village

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2 Beds | 2 Baths | 1828 Sq. Ft.

34 Sargent St.
Haines City, FL 33844

EVERYTHING NEW 2/2+DEN

Lovely 2BR / 2BATH Plus Den is All New. This Great Home Features: Completely New Kitchen and Both Baths. New S/S Appliances. New Interior Paint and Laminate Flooring Throughout. Great for Entertaining, Home Features large Open Spacious living Areas, ...

Community Lifestyles: 55+ Communities, Active Retirement

Lake Hammock Village

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3 Beds | 2 Baths | 1456 Sq. Ft.

197 Glen Este Blvd.
Haines City, FL 33844

LIKE NEW 2016 MODEL 3/2 SPLIT PLAN

Do Not Miss this Like New, Move-In Ready, 2016 3BR/2BATH Split Plan Jacobsen Home. This Great Home Features: New Paint, New Carpet, 8 Foot Ceilings Throughout, Kitchen has Pantry and Large Breakfast Bar. A Large Storage Shed and Carport are also here. ...

Community Lifestyles: 55+ Communities, Active Retirement

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)

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)

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

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)

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

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 | 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)

Royal Palm Village - Sun Communities

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2 Beds | 2 Baths | 1056 Sq. Ft.

3000 US HWY 17/92 W, LOT #540
Haines City, FL 33844

Site # 0540 Addr: 3000 US HWY 17/92 W, LOT #540

Welcome to your home. This delightful 2-bedroom, 2-bathroom house offers comfortable living with all the conveniences you need right at your doorstep. This well-designed, partially furnished home is perfectly situated on the canal with beautiful water ...

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 | 1352 Sq. Ft.

3000 US HWY 17/92 W, LOT #125
Haines City, FL 33844

Site # 0125 Addr: 3000 US HWY 17/92 W, LOT #125

Step into the irresistible charm of this snug 2-bedroom, 2-bath haven adorned with the timeless elegance of laminated wood flooring a true feast for the eyes! The heart of the home unfolds in an open concept kitchen, designed with your entertainment ...

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 | 1012 Sq. Ft.

3000 US HWY 17/92 W LOT #562
Haines City, FL 33844

Site # 0562 Addr: 3000 US HWY 17/92 W LOT #562

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. Home comes unfurnished, ...

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 #660
Haines City, FL 33844

Site # 0660 Addr: 3000 US HWY 17/92 W LOT #660

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)

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

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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

The Landings at Lake Henry - Sun Communities

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2 Beds | 1.5 Baths | 728 Sq. Ft.

22 O`HARA DRIVE
Haines City, FL 33844

Site # 0022 Addr: 22 O`HARA DRIVE

This well kept 2-bedroom, 1.5 bath home is located in a peaceful 55+ community and offers 728 square feet of comfortable living space. The cozy interior features carpeted floors, a bright and open living area, and a functional kitchen with plenty of ...

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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

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

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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Featured Communities

Country Lakes Village

Country Lakes Village

6100 Bayshore Rd. Palmetto FL 34221

Nestled in coastal Palmetto, Florida, Country Lakes Village is a premier 55+ resort-style manufactured home community offering luxury, comfort, and ...

 

4 homes $19,900 - $89,900

6100 Bayshore Rd. Palmetto, FL 34221

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Walden Woods - Sun Communities

Walden Woods - Sun Communities

7193 West Walden Woods Drive Homosassa FL 34446

Walden Woods is a gated, 55+ retirement community that offers beautiful manufactured homes paired with a relaxed and enjoyable lifestyle. ...

 

18 homes $58,000 - $149,900

7193 West Walden Woods Drive Homosassa, FL 34446

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Windmill Village - Sun Communities

Windmill Village - Sun Communities

240 Bay Breeze Loop Davenport FL 33897

Windmill Village, Davenport, FLA is one of central Florida's newest elite 55+ retirement communities. Whether your retirement dreams are golf, ...

 

18 homes $39,999 - $165,000

240 Bay Breeze Loop Davenport, FL 33897

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Blue Heron Pines - Sun Communities

Blue Heron Pines - Sun Communities

29200 Jones Loop Rd. Punta Gorda FL 33950

Blue Heron Pines, Punta Gorda, FL - On the Gulf Coast in sunny Southwest Florida, a friendly retirement community awaits, ...

 

11 homes $78,800 - $210,000

29200 Jones Loop Rd. Punta Gorda, FL 33950

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Hacienda Del Rio - Sun Communities

Hacienda Del Rio - Sun Communities

287 Club Rio Drive Edgewater FL 32141

Experience vibrant 55+ living at Hacienda Del Rio, a waterfront community in Edgewater, FL.

 

19 homes $50,000 - $192,500

287 Club Rio Drive Edgewater, FL 32141

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Osprey Bay

Osprey Bay

16711 McGregor Blvd Fort Myers FL 33908

Introducing the brand-new Osprey Bay, a premier Age-Qualified community located in the sun-drenched City of Palms, where sparkling waves meet ...

 

14 homes $134,900 - $300,000

16711 McGregor Blvd Fort Myers, FL 33908

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Coach House

Coach House

4907 28th Ave E Palmetto FL 34221

Coach House is a gated, resort-style 55+ mobile home & RV community located in Palmetto, Florida, on Florida’s scenic Gulf ...

 

3 homes $4,500 - $4,500

4907 28th Ave E Palmetto, FL 34221

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Sun Key Village

Sun Key Village

2601 86th Street E. Palmetto FL 34221

Sun Key Village is a premier 55+ gated manufactured home community on Florida’s beautiful west coast. Just minutes from pristine ...

 

2 homes $25,900 - $39,900

2601 86th Street E. Palmetto, FL 34221

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