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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 | 1248 Sq. Ft.

94 PALM LANE
Lake Alfred, FL 33850

Site # 0094 Addr: 94 PALM LANE

Charming 2-bedroom, 2-bath home comes partially furnished and includes a golf cart! Enjoy peace of mind with 2023 updates new roof, HVAC system, and stainless-steel kitchen appliances. The spacious primary suite features an ensuite bath with walk-in ...

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 | 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)

Kings Pointe - Sun Communities

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3 Beds | 2 Baths | 1200 Sq. Ft.

114 Winterdale Dr. S
Lake Alfred, FL 33850

Site # 0199 Addr: 114 Winterdale Dr. S

Welcome to your slice of sweet Southern charm in one of Florida s premier 55+ communities! This beautiful 3-bedroom, 2-bath home combines comfort, convenience, and timeless style. You'll love the spacious kitchen, which features abundant cabinetry and ...

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

Kings Pointe - Sun Communities

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2 Beds | 2 Baths | 1152 Sq. Ft.

307 Winter Garden Ct.
Lake Alfred, FL 33850

Site # 0122 Addr: 307 Winter Garden Ct.

This newly listed 2 bedroom 2 bath home has new windows and new siding and so much more. Walk into the kitchen past the formal dining area with a breakfast nook looking out the front bay windows. Large living room with a lanai at the front of the ...

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

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

Heartland Estates

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3 Beds | 2 Baths | 1586 Sq. Ft.

1701 W Commerce Ave Lot #201
Haines City, FL 33844

Beautiful 3-bedroom with sunroom on Perimeter lot - New roof in 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 well -maintained, 1573 Sq.ft home has 3br/2ba, Split floor design ...

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

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 | 1144 Sq. Ft.

1701 W Commerce Ave #126
Haines City, FL 33844

New roof, carport & Plumbing. All in 2025 New AC 2024

Welcome to Heartland Estates! An active, beautiful and inviting community! Where your new home awaits you! We are excited to show you this fully furnished 2B2B home that embraces the ambiance of relaxation & retirement. Whether you are beginning your ...

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

Heartland Estates

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2 Beds | 2 Baths | 1352 Sq. Ft.

1701 W Commerce Ave Lot 128
Haines City, FL 33844

New roof & AC 2024 - Many more updates

Welcome to Heartland Estates an active and fun community! Where your new home awaits you! We have a beautiful home to share with you, This 2 bedroom/ 2 bathroom 1352 Square foot home is move-in ready! This inviting home offers peace of mind with all ...

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

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

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 stainless-steel finishes that add a stylish, modern touch. Located ...

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

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 stainless-steel finishes that add a stylish, modern touch. Located ...

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

Heartland Estates

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2 Beds | 2 Baths

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

Blue Heron Bay

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2 Beds | 2 Baths

272 Egret Dr.
Haines City, FL 33844

This charming 1512 square foot manufactured home, built in 1996 by Palm Harbor, features 2 bedrooms and 2 bathrooms in the Blue Heron Bay community in Haines City, FL. The spacious interior includes a welcoming all seasons room, a cozy living room and ...

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

Royal Palm Village - Sun Communities

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2 Beds | 2 Baths | 960 Sq. Ft.

3000 US HWY 17/92 W, LOT #123
Haines City, FL 33844

Site # 0123 Addr: 3000 US HWY 17/92 W, LOT #123

Discover your dream home by the serene preserve area! This stunning 2-bedroom, 2-bathroom residence offers a perfect blend of comfort and style. Enjoy the beautiful Florida weather year-round in the spacious enclosed porch. The kitchen features chic ...

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)

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

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 small family or a couple looking for a cozy space to call their own. The home was built in 2026 by Jacobsen Homes, known ...

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

Royal Palm Village - Sun Communities

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2 Beds | 2 Baths | 816 Sq. Ft.

3000 US HWY 17/92 W, LOT #60
Haines City, FL 33844

Site # 0060 Addr: 3000 US HWY 17/92 W, LOT #60

Welcome to this cozy and well-maintained 2-bedroom, 2-bath mobile home offering comfort and functionality throughout. The common areas feature durable vinyl flooring, creating an inviting and easy-to-maintain living space. The kitchen provides great ...

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

Blue Heron Bay

Nearby Location MatchNearby Location Match

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

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1326 Sq. Ft.

1701 W Commerce Ave Lot #160
Haines City, FL 33844

New Plumbing & HWT 2026 - New AC 2025 - New roof 2023

Welcome to Heartland Estates, An active & fun 55+ community! We are excited to present this spacious & move in ready home. This home has 2 bedrooms & 2 bathrooms & boast many upgrades to make moving stress free. This spacious home is welcoming from ...

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

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

Magnolia Hill

Magnolia Hill

325 Magnolia Hill Drive Plant City FL 33565

Magnolia Hill is a leisure living, manufactured housing community with a charming, small-town appeal! Located in Plant City, Florida, you’ll ...

 

8 homes $15,000 - $58,900

325 Magnolia Hill Drive Plant City, FL 33565

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Plantation Oaks

Plantation Oaks

1 Plantation Oaks Blvd Flagler Beach FL 32136

Ideally situated on the Atlantic Coast between St. Augustine and Ormond by the Sea. You will appreciate our large, attractive ...

 

9 homes $90,000 - $179,999

1 Plantation Oaks Blvd Flagler Beach, FL 32136

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Treasure Isle Estates

Treasure Isle Estates

141 Royal Palm Cir Port Orange FL 32127

WINTER ESCAPE OR YEAR-ROUND LIVING Treasure Isle Estates is a luxurious 55+ mobile home community conveniently located in Port Orange, Florida, ...

 

1 homes $38,999 - $38,999

141 Royal Palm Cir Port Orange, FL 32127

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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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Colony In The Wood - Sun Communities

Colony In The Wood - Sun Communities

4000 South Clyde Morris Blvd. Port Orange FL 32129

Colony in the Wood, Port Orange, FL is a community with activities and a lifestyle specifically designed for adults ...

 

3 homes $63,000 - $167,995

4000 South Clyde Morris Blvd. Port Orange, FL 32129

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Plantation Oaks of Ormond Beach

Plantation Oaks of Ormond Beach

2380 Chretien Drive Ormond Beach FL 32174

Welcome to Plantation Oaks of Ormond Beach Florida, 55+ Resort Living community. Plantation Oaks of Ormond Beach, is an active ...

 

9 homes $219,500 - $348,995

2380 Chretien Drive Ormond Beach, FL 32174

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Sweetwater Oaks

Sweetwater Oaks

3151 NW 44th Ave Lot 1 Ocala FL 34482

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

 

26 homes $45,000 - $99,999

3151 NW 44th Ave Lot 1 Ocala, FL 34482

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Twin Oaks

Twin Oaks

4530 9th Street E Bradenton FL 34203

Twin Oaks, Bradenton, FL, is a quaint, private and pet-friendly manufactured housing community of 55+ Active Lifestyle residents. Our ...

 

1 homes $4,500 - $4,500

4530 9th Street E Bradenton, FL 34203

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The Preserve Award Ad Preserve Florida 55+ Community Ramblewood Village

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