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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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Four Lakes Golf Club

Exact Location MatchExact Location Match

2 Beds | 2 Baths | 1544 Sq. Ft.

1709 Woodmount Lane
Winter Haven, FL 33881

526

BEAUTIFUL HOME ON INTERIOR LOT IN FOUR LAKES GOLF CLUB Lot 526 - $169,900 – 1544 SQ FT This 1999 Home of Merit home has 2bedrooms and 2 bathrooms and office space with built-in desk and shelving. As you walk in the home you are greeted with a large ...

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

Four Lakes Golf Club

Exact Location MatchExact Location Match

2 Beds | 2 Baths | 1479 Sq. Ft.

1806 Belfry Lane (Lot 539)
Winter Haven, FL 33881

539

2 Bedrooms | 2 Baths | 1,479 sq ft | $149,900 Lot 539 is a well-maintained doublewide in the sought-after Four Lakes Golf Club Retirement Community. This home boasts a lot of unique features, and it is one you will want to see for yourself! Some features ...

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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 880 Sq. Ft.

214 DIXIE CIRCLE
Haines City, FL 33844

Site # 0214 Addr: 214 DIXIE CIRCLE

Elegant & Inviting Experience modern living at its finest in this brand-new 2026 Jacobsen Home. The expansive open floor plan shines natural light, creating a warm, airy atmosphere you'll love coming home to. Designed for total convenience, the home ...

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

The Landings at Lake Henry - Sun Communities

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2 Beds | 2 Baths | 896 Sq. Ft.

157 TARA LANE
Haines City, FL 33844

Site # 0157 Addr: 157 TARA LANE

Welcome home to the fresh beginnings of this beautiful brand new 2026 Jacobsen Home. From the moment you walk into the bright, sunlit open floor plan, you'll feel right at home. We've taken care of the details so you don't have to. All kitchen appliances ...

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

Royal Palm Village - Sun Communities

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2 Beds | 2 Baths | 1792 Sq. Ft.

3000 US HWY 17/92 W LOT #646
Haines City, FL 33844

Site # 0646 Addr: 3000 US HWY 17/92 W LOT #646

This spacious 2-bedroom, 2-bathroom home features a fresh coat of paint throughout. It offers a one-car garage with an epoxy floor coating and dedicated parking for a golf cart. The open floor plan creates a welcoming and versatile living space, 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 | 1456 Sq. Ft.

3000 US HWY 17/92 W, LOT #0128
Haines City, FL 33844

Site # 0128 Addr: 3000 US HWY 17/92 W, LOT #0128

RPV Lot 128 Brand-New 2026 Jacobsen Home Discover the perfect blend of comfort, style, and convenience in this brand-new 2026 Jacobsen home at Royal Palm Village. This beautifully crafted double-wide features a spacious open-concept floor plan designed ...

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 | 1456 Sq. Ft.

3000 US HWY 17/92 W, LOT #102
Haines City, FL 33844

Site # 0102 Addr: 3000 US HWY 17/92 W, LOT #102

RPV Lot 102 Brand-New 2026 Jacobsen Home Be among the first to call this stunning brand-new 2026 Jacobsen home your own at Royal Palm Village. This beautifully designed double-wide offers a bright, open-concept layout that seamlessly connects the ...

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 | 1044 Sq. Ft.

3000 US HWY 17/92 W, LOT #262
Haines City, FL 33844

Site # 0262 Addr: 3000 US HWY 17/92 W, LOT #262

This charming home recently renovated brand-new roof and A/C located on a cul-de-sac, it is a must see. Fully furnished ready to move in with great features on the inside. The enclosed rear lanai has a beautiful water view; outdoor amenities are a short ...

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

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

Cypress Greens - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1176 Sq. Ft.

33 CYPRESS LOOP
Lake Alfred, FL 33850

Site # 0033 Addr: 33 CYPRESS LOOP

Beautiful 2 bedroom, 2 bath home is fully furnished and ready to move in! Many updates, some include central air conditioner, kitchen remodel, and laminate flooring. Spacious living room is open to the dining room. Kitchen has upgraded cabinets and countertop. ...

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

The Landings at Lake Henry - Sun Communities

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2 Beds | 2 Baths | 924 Sq. Ft.

272 DIXIE CIRCLE
Haines City, FL 33844

Site # 0272 Addr: 272 DIXIE CIRCLE

Charming 1992 home with large open living areas. This home is partially furnished. The primary bedroom features a spacious ensuite bathroom and large closet for additional storage. The front guest bedroom features beautiful bay windows for natural ...

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

The Landings at Lake Henry - Sun Communities

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2 Beds | 2 Baths | 938 Sq. Ft.

232 DIXIE CIRCLE
Haines City, FL 33844

Site # 0232 Addr: 232 DIXIE CIRCLE

Your Florida Lifestyle Starts Here! Looking for comfort, space, and privacy? This beautifully updated home features a brand-new kitchen, modern upgrades, walk-in closets, and an inviting all-seasons room with an additional 273 sq. ft. of living space. ...

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

Cypress Greens - Sun Communities

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2 Beds | 2 Baths | 1344 Sq. Ft.

83 BAY LANE
Lake Alfred, FL 33850

Site # 0083 Addr: 83 BAY LANE

Welcome to this beautifully maintained, fully furnished 2-bedroom, 2-bath home featuring a spacious floor plan. Move-in ready with all appliances included. Home offers vinyl flooring in the kitchen and baths; carpet in the living areas and bedrooms. ...

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

Heartland Estates

Nearby Location MatchNearby Location Match

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

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1760 Sq. Ft.

3000 US HWY 17/92 W LOT #652
Haines City, FL 33844

Site # 0652 Addr: 3000 US HWY 17/92 W LOT #652

Rare opportunity in Royal Palm Village! This enormous 2008 Skyline triple-wide offers an impressive 44x40 layout with an oversize garage, a unique find in the community. Inside, you'll find expansive living spaces, high ceilings, abundant natural light, ...

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

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

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

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1066 Sq. Ft.

3000 US HWY 17/92 W, LOT #299
Haines City, FL 33844

Site # 0299 Addr: 3000 US HWY 17/92 W, LOT #299

Introducing your next home sweet home! This charming abode features 2 bedrooms, 2 bathrooms, plus a cozy den, offering a comfortable and versatile living space. Prepare to be impressed by the stylish upgrades throughout this home. The open-concept design ...

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

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 924 Sq. Ft.

77 WILKES DRIVE
Haines City, FL 33844

Site # 0077 Addr: 77 WILKES DRIVE

Step into this charming 2 bedroom 2 bathroom home. This home offers a bright, open layout with modern finishes throughout, the spacious kitchen features ample cabinetry, generous counter space and a convenient breakfast bar that flows seamlessly into ...

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

Blue Heron Bay

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths

281 Crane Ln.
Haines City, FL 33844

Welcome to Blue Heron Bay! This beautiful 2026 manufactured home offers 1,456 square feet of thoughtfully designed living space with 3 bedrooms and 2 bathrooms, making it the perfect place to call home. Step inside to discover a spacious open-concept ...

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

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

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

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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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 $26,900 - $26,900

141 Royal Palm Cir Port Orange, FL 32127

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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 ...

 

2 homes $119,000 - $149,900

990 La Quinta Blvd Winter Haven, FL 33881

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Regency Heights - Sun Communities

Regency Heights - Sun Communities

2550 SR 580 Clubhouse-Main Office Clearwater FL 33761

At Regency Heights, Clearwater, FLA, our welcoming active 55+ manufactured home community allows residents to stay as busy or relaxed ...

 

22 homes $20,000 - $205,995

2550 SR 580 Clubhouse-Main Office Clearwater, FL 33761

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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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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 ...

 

5 homes $239,900 - $348,995

2380 Chretien Drive Ormond Beach, FL 32174

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Water Oak Country Club Estates - Sun Communities

Water Oak Country Club Estates - Sun Communities

216 Magnolia Drive Lady Lake FL 32159

Water Oak Country Club in Lady Lake, FL lets you enjoy the natural beauty of Central Florida, spanning 300 acres ...

 

27 homes $59,000 - $208,900

216 Magnolia Drive Lady Lake, FL 32159

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Woodlands at Church Lake - Sun Communities

Woodlands at Church Lake - Sun Communities

1124 Heritage Dr. Groveland FL 34736

The Woodlands at Church Lake, Groveland, FLA is hometown living at its best in this beautiful 55+ manufactured home community! ...

 

10 homes $49,000 - $141,936

1124 Heritage Dr. Groveland, FL 34736

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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 ...

 

12 homes $64,900 - $124,900

4499 Wood Stork Drive Merritt Island, FL 32953

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The Preserve Award Ad Preserve Florida 55+ Community Ramblewood Village

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