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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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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)

The Landings at Lake Henry - Sun Communities

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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

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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

Royal Palm Village - Sun Communities

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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)

Lake Hammock Village

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3 Beds | 2 Baths | 1456 Sq. Ft.

199 Glen Este Blvd.
Haines City, FL 33844

BRAND NEW 3/2 MODEL HOME

Brand New Open Bright and Airy 3BR / 2Bath Split-Plan Home Available NOW! This New Home Features: Open Spacious Living Areas. Kitchen has Large Island with Seating and Lots of Storage, All Upgrade Appliances, and a Walk-In Pantry. Spacious Master Bedroom ...

Community Lifestyles: 55+ Communities, Active Retirement

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

Heartland Estates

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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

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

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

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

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)

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

Nearby Location MatchNearby Location Match

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

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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)

Heartland Estates

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2 Beds | 2 Baths | 1280 Sq. Ft.

1701 W Commerce Ave Lot #197
Haines City, FL 33844

New roof - 2024, New AC 2017, Florida enclosed room & Screened patio

Welcome to Heartland Estates, We are an active 55+ Lifestyle Community located in beautiful Haines City, Florida. This Meticulously cared for home has a split bedroom design with 2 bedrooms & 2 bathrooms. The open & bright floor plan has a large kitchen ...

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

Heartland Estates

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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

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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)

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

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1248 Sq. Ft.

3000 US HWY 17/92 W, LOT #95
Haines City, FL 33844

Site # 0095 Addr: 3000 US HWY 17/92 W, LOT #95

Spacious 2-Bedroom Home with Beautiful Shade Trees & Covered Outdoor Living! Welcome to this inviting 2-bedroom, 2-bathroom manufactured home in Royal Palm Village, a welcoming 55+ community in Haines City, Florida! Nestled on a beautifully shaded ...

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 | 1024 Sq. Ft.

3000 US HWY 17/91 W Lot# 0200
Haines City, FL 33844

Site # 0200 Addr: 3000 US HWY 17/91 W Lot# 0200

Welcome home to this beautifully maintained manufactured home, located inside 55+ community. Offering comfort, style, and modern convenience. This inviting 2-bedroom, 2-bathroom residence features stainless steel appliances and central A/C for year-round ...

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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Buttonwood Bay - Sun Communities

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Holiday Park

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4141 New Tampa Hwy Lakeland, FL 33815

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Four Lakes Golf Club

Four Lakes Golf Club

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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

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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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Lamplighter Village

Lamplighter Village

500 Lantern Blvd Melbourne FL 32934

The Ideal Lakefront 55+ Community Melbourne, Florida Lamplighter Village stands for quality living for those aged 55 and older. This affordable ...

 

2 homes $124,900 - $137,900

500 Lantern Blvd Melbourne, FL 32934

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Twin Lakes at Avon Park

Twin Lakes at Avon Park

555 Fishing Lure Drive Avon Park FL 33825

Discover relaxed living and refined style at Twin Lakes at Avon Park, a brand-new 55+ manufactured home community nestled in ...

 

4 homes $119,900 - $199,900

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La Costa Village - Sun Communities

La Costa Village - Sun Communities

1275 La Costa Blvd. Port Orange FL 32129

At La Costa Village, Port Orange, Florida an active retirement community, there is always something fun to do in ...

 

17 homes $41,000 - $119,500

1275 La Costa Blvd. Port Orange, FL 32129

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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. ...

 

4658 Whispering Pines Blvd. Kissimmee, FL 34758

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