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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

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)

Cypress Greens - Sun Communities

Nearby Location MatchNearby Location Match

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

Blue Heron Bay

Nearby Location MatchNearby Location Match

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

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1344 Sq. Ft.

3000 US HWY 17/92 W LOT #640
Haines City, FL 33844

Site # 0640 Addr: 3000 US HWY 17/92 W LOT #640

Spacious 2BR/2BA Corner Lot Home with Garage & Florida Room! Welcome home to this beautifully maintained 2008 JACO Classic offering 1,344 square feet of comfortable living space on a desirable corner lot in Royal Palm Village. Step inside to discover ...

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

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, 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 meticulously loved & cared for home has 2 bedrooms & 2 bathrooms. ...

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 | 1624 Sq. Ft.

3000 US HWY 17/92 W LOT #643
Haines City, FL 33844

Site # 0643 Addr: 3000 US HWY 17/92 W LOT #643

Welcome to this well-maintained 2007 home offering the perfect combination of comfort, space, and convenience. Inside, you ll find an inviting open living and dining area, a versatile office/den, and a fully equipped kitchen with all appliances included. ...

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

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1512 Sq. Ft.

404 Gulf Stream Dr. S
Lake Alfred, FL 33850

Site # 0063 Addr: 404 Gulf Stream Dr. S

Experience the best of 55+ living in this brand-new 2026 Jacobsen home, located within a beautiful gated entry community designed for comfort and connection. This inviting 3-bedroom, 2-bath home features a spacious open-concept living area perfect for ...

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

Blue Heron Bay

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

183 Osprey Dr.
Haines City, FL 33844

This charming 864 square feet manufactured home, built by Homes of Merit, offers a functional living space featuring 2 bedrooms and 2 bathrooms. Inside, you’ll find a cozy living room and dining area perfect for relaxing and entertaining. The master ...

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

Cypress Greens - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1176 Sq. Ft.

233 MAGNOLIA RUN
Lake Alfred, FL 33850

Site # 0233 Addr: 233 MAGNOLIA RUN

Move-in ready luxury meets resort-style living! This immaculate, freshly painted 2-bed, 2-bath home features a modern open floor plan with laminate flooring throughout. The bright chef's kitchen boasts a sunny bay window. All kitchen appliances and washer ...

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, 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

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 960 Sq. Ft.

324 Winter Garden Ct.
Lake Alfred, FL 33850

Site # 0113 Addr: 324 Winter Garden Ct.

Welcome to your beautiful new home, perfectly nestled on a desirable corner lot in a premier 55+ community! Freshly renovated and move-in ready, this home features updated flooring throughout, fresh paint, stunning granite countertops, and a spacious ...

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

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 816 Sq. Ft.

3000 US HWY 17/92 W, LOT #242
Haines City, FL 33844

Site # 0242 Addr: 3000 US HWY 17/92 W, LOT #242

Price Reduced! Steel Roof New AC!. This charming corner lot home is move in ready! This will-maintained home features spacious living room, den, covered Florida room, washer/dryer and GE and Whirlpool appliances. Major updates include an AC system only ...

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

Blue Heron Bay

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths

213 Kingfisher Ln.
Haines City, FL 33844

This charming well maintained 1,296 square foot manufactured home, built in 1996 by Palm Harbor, offers a spacious and comfortable living environment with three bedrooms and two bathrooms. The interior features a welcoming living room and dining room, ...

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

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1360 Sq. Ft.

3000 US HWY 17/92 W, LOT #525
Haines City, FL 33844

Site # 0525 Addr: 3000 US HWY 17/92 W, LOT #525

Beautifully Updated Home Prime Location Across from the Clubhouse & Pool! Located inside a 55+ Community Welcome to this charming, well-maintained home featuring numerous recent upgrades! Enjoy peace of mind with a new roof (2023), new windows, beautiful ...

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

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1458 Sq. Ft.

143 Winterdale Dr. S
Lake Alfred, FL 33850

Site # 0208 Addr: 143 Winterdale Dr. S

Welcome to this beautiful 3-bedroom, 2-bathroom new construction home nestled in a premier 55+ community, where life truly begins at 55! Whether you re sipping your morning coffee on the charming front deck, entertaining friends and family in the spacious ...

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

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)

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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Sandhill Shores

Sandhill Shores

3200 S. US Hwy 1 Fort Pierce FL 34982

Experience the best of relaxed coastal living at Sandhill Shores, a vibrant 55+ manufactured home community in beautiful Fort Pierce, ...

 

14 homes $58,499 - $96,499

3200 S. US Hwy 1 Fort Pierce, FL 34982

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The Falls

The Falls

1 Falls Way Court Ormond Beach FL 32174

The Falls at Ormond is a luxurious, resort-style 55+ manufactured home community in Ormond Beach, Florida. Nestled across 141 lush ...

 

1 homes $42,900 - $42,900

1 Falls Way Court Ormond Beach, FL 32174

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Royal Palm Village - Sun Communities

Royal Palm Village - Sun Communities

3000 US Hwy 17/92 W Haines City FL 33844

Royal Palm Village, Haines City, FLA, 55+ community welcomes everyone from fishermen to nature enthusiasts with its sparkling lagoons, tranquil ...

 

16 homes $17,500 - $160,995

3000 US Hwy 17/92 W Haines City, FL 33844

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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 ...

 

26 homes $60,000 - $155,000

4505 Old Goldenrod Rd. Orlando, FL 32822

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Stonebrook - Sun Communities

Stonebrook - Sun Communities

8219 W. Charmaine Dr. Homosassa FL 34448

Nestled among Florida's most treasured natural wonders, Stonebrook in Homosassa, FLA, is a 55+ community that welcomes an active ...

 

5 homes $45,900 - $137,000

8219 W. Charmaine Dr. Homosassa, FL 34448

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Maplewood Estates

Maplewood Estates

1000 Chamberlain Dr Port Orange FL 32127

Maplewood Estates is a gated, resort-style 55+ manufactured home community located in Port Orange, Florida. Offering oversized home sites and ...

 

1000 Chamberlain Dr Port Orange, FL 32127

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Shadow Wood Village - Sun Communities

Shadow Wood Village - Sun Communities

14709 Shadowwood Blvd. Hudson FL 34667

Welcome to Shadow Wood Village, a 55+ manufactured home community in Hudson, FL, where your dream of Florida homeownership comes ...

 

8 homes $39,900 - $169,995

14709 Shadowwood Blvd. Hudson, FL 34667

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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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The Preserve Award Ad Preserve Florida 55+ Community Ramblewood Village

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