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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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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)

Cypress Greens - Sun Communities

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2 Beds | 2 Baths | 1920 Sq. Ft.

168 CYPRESS WAY
Lake Alfred, FL 33850

Site # 0168 Addr: 168 CYPRESS WAY

Spacious 2-bedroom, 2-bath home with desirable split floor plan, includes a private in-law suite with its own bedroom, den, and kitchenette. Primary bedroom offers an ensuite bath with a walk-in shower. Large open living / dining area creates an inviting ...

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

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)

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)

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

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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

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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)

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)

The Landings at Lake Henry - Sun Communities

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2 Beds | 2 Baths | 1120 Sq. Ft.

311 MAPLECREST DRIVE
Haines City, FL 33844

Site # 0311 Addr: 311 MAPLECREST DRIVE

This charming 2 bedroom, 2 bathroom home offers comfort and convenience with a modern touch. The updated kitchen features contemporary finishes and ample space for cooking and entertaining, while the spacious living room provides a welcoming area to ...

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

Blue Heron Bay

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2 Beds | 2 Baths

273 Egret Dr.
Haines City, FL 33844

This 1512 square foot, 2.0 bed 2.0 bath Manufactured Home in Blue Heron Bay offers a spacious layout with a beautiful Foyer, Living Room, Dining Room, Family Room, Master Bedroom with a Walk-In Closet, Kitchen with a Breakfast Nook, Laundry Room, and ...

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

Blue Heron Bay

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3 Beds | 2 Baths

196 Crane Ln.
Haines City, FL 33844

This 1232 square feet, 3.0 bed 2.0 bath manufactured home in Blue Heron Bay offers a spacious and inviting layout. The living room, dining room, and Florida room provide ample space for relaxation and entertaining. The master bedroom includes a walk-in ...

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

Blue Heron Bay

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2 Beds | 2 Baths

148 Osprey Dr.
Haines City, FL 33844

This manufactured home in Blue Heron Bay features 2 bedrooms and 2 bathrooms, making it the perfect cozy retreat for an individual or a couple. Built in 1998 by Nobility, the home boasts a spacious living room, dining room, family room, and a Florida ...

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

The Landings at Lake Henry - Sun Communities

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2 Beds | 2 Baths | 1120 Sq. Ft.

339 ASHLEY DRIVE
Haines City, FL 33844

Site # 0339 Addr: 339 ASHLEY DRIVE

This beautifully maintained home offers an open floor plan filled with natural light, highlighted by skylights in both the kitchen and bathroom. Important updates include a new roof installed in 2022 and a new carport added the same year, providing durability ...

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

The Landings at Lake Henry - Sun Communities

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2 Beds | 2 Baths | 784 Sq. Ft.

263 DIXIE DRIVE
Haines City, FL 33844

Site # 0263 Addr: 263 DIXIE DRIVE

Welcome to this beautifully updated home featuring hardwood flooring throughout the main living areas and a spacious, open layout. The bright enclosed porch offers the perfect spot to relax and enjoy natural light all year round. The covered back patio ...

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

Blue Heron Bay

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2 Beds | 2 Baths

196 Kingfisher Ln.
Haines City, FL 33844

This Manufactured Home in Blue Heron Bay, Haines City, FL offers a cozy retreat with 2 bedrooms and 2 bathrooms. Built in 1997 by Nobility, this charming home features a spacious living room, master bedroom with a walk-in closet, and a well-equipped ...

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.

59 BUTLER BLVD.
Haines City, FL 33844

Site # 0059 Addr: 59 BUTLER BLVD.

This well kept 2 bedroom 1.5 bath home is ready for a new owner. Brand new A/C system installed January 2026. Featuring laminate flooring throughout main rooms and vinyl in the kitchen and bathroom, carpet in the lanai. This home comes fully furnished, ...

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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Country Villa Estates

Country Villa Estates

1800 Amberwood Drive Riverview FL 33578

Country Villa Estates in lovely Riverview, Florida is a dream come true for active retirees! Our gulf coast community resides ...

 

1800 Amberwood Drive Riverview, FL 33578

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Sweetwater Oaks

Sweetwater Oaks

3151 NW 44th Ave Lot 46 (Temporary Sales Office) Ocala FL 34482

Imagine the pleasure of living among cordial neighbors and pleasant surroundings within the charming community of Sweetwater Oaks. Our 45 ...

 

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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

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Gulfstream Harbor - Sun Communities

Gulfstream Harbor - Sun Communities

4505 Old Goldenrod Rd. Orlando FL 32822

At Gulfstream Harbor an active 55+ community in beautiful Orlando FL, every day is a vacation! Discover an active community ...

 

24 homes $60,000 - $175,000

4505 Old Goldenrod Rd. Orlando, FL 32822

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Island Lakes - Sun Communities

Island Lakes - Sun Communities

4499 Wood Stork Drive Merritt Island FL 32953

Island Lakes, Merritt Island Florida is the perfect place to call home. Located in beautiful Merritt Island, and tucked between ...

 

13 homes $79,950 - $144,500

4499 Wood Stork Drive Merritt Island, FL 32953

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Arcadia Village Country Club

Arcadia Village - 55+ Golf Course Community

2692 NE Hwy 70 #532 Arcadia FL 34266

Arcadia Village Country Club is a warm and welcoming 55+ manufactured home community located in the heart of Southwest Florida, ...

 

11 homes $61,900 - $145,000

2692 NE Hwy 70 #532 Arcadia, FL 34266

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Harbor View

Harbor View

24325 Harborview Road Punta Gorda FL 33980

RESORT STYLE COMMUNITY LIVING IN PUNTA GORDA/ PUNTA GORDA, FLORIDA!   Harbor View On The Bay is a luxurious 55+ manufactured home ...

 

2 homes $149,900 - $189,900

24325 Harborview Road Punta Gorda, FL 33980

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Holiday Park

Holiday Park

4141 New Tampa Hwy Lakeland FL 33815

Holiday Park is an engaging, resort-style 55+ manufactured home community in Lakeland, FL, nestled between Orlando and Tampa on 4141 ...

 

2 homes $1,900 - $1,900

4141 New Tampa Hwy Lakeland, FL 33815

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