Winter Haven, FL Golf Course 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.

Experience vibrant 55+ living in golf course communities, blending luxury with leisure. Enjoy pristine fairways, social clubs, fitness centers, pools, and daily activities. Engage in tournaments, meet like-minded peers, and savor serene, picturesque surroundings.

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22 results

FEATURED TOP COMMUNITIES

A RetireNet.com Featured Community

Four Lakes Golf Club

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990 La Quinta Blvd
Winter Haven, FL 33881

22 homes $69,900 - $189,900

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Pet Friendly

Four Lakes Golf Club is a top choice for active adults 55+ seeking a golf-centered lifestyle in Winter Haven, Florida. The community's highlight is its 18-hole championship golf course, complemented by a pro shop and practice facilities. Beyond golf, residents can indulge in a variety of amenities, including a spacious clubhouse, fitness center, heated swimming pool, and numerous social activities. With its beautifully landscaped setting and friendly atmosphere, Four Lakes Golf Club is the perfect place to enjoy retirement.

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

FEATURED TOP COMMUNITIES

A RetireNet.com Featured Community

The Highlands at Scotland Yards

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9420 US HWY 301
Dade City, FL 33525

41 homes $59,900 - $167,500

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With custom homes starting in the $120’s and a friendly staff to walk you through everything, there's never been a better time to build. In just 90 days, you could be in your new home.

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

Community Amenities: Arts & Crafts Room, Billiards Room, Bocceball Court, Cards Room, Clubhouse (13,000 sq.ft), Community Center, Community Kitchen, Community Patio (covered) , Dog Park, Fitness Center, Game Room, Gated Community, Golf Course Nearby, Library / Business Center, Organized Activities, Pickleball, RV Storage Area, Sauna, Shopping Nearby, Shuffleboard Court, Swimming Pool 1 (lap pool), Swimming Pool 2 (heated), Tennis Court, Walking Trails,

TOP COMMUNITIES

The Hamptons Golf & Country Club - Sun Communities

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1094 Highway 92 West
Auburndale, FL 33823

34 homes $38,000 - $152,995

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Pet Friendly

Welcome home to The Hamptons Golf & Country Club, an active 55+ community with small-town charm and stunning natural beauty. Friendly neighbors and spectacular views of gentle rolling hills are the highlights of our cozy community. For our closely-knit family of residents, the fun never ends with outstanding amenities and countless possibilities for adventure. Here, you can live your dream with the active 55+ lifestyle that you deserve:18-Hole Golf Course, Oversized Home sites, Elegant Clubhouse, Restaurant, Pro Shop, Heated Pool ...

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

Community Amenities: Community Center, Learning/Business Center, Restaurants/Food Service, Arts and Crafts, Planned Activities, Fitness Center, Pools/Spas, Indoor Activities, Outdoor Activities, Golf, Tennis, Fishing, Gated Entry, RV and/or Boat Storage, Lots, Scenic Views, Nearby Attractions, Clubhouse

PREMIER COMMUNITIES

Cypress Greens - Sun Communities

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1000 Cypress Creek Blvd.
Lake Alfred, FL 33850

8 homes $45,000 - $110,000

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It's time for fun in the sun! Experience the amazing lifestyle at Cypress Greens in Lake Alfred, Central Florida's affordable golf and tennis 55+ community. The Florida resort lifestyle of Cypress Greens retirement community means that you can do as much or as little as you desire. This lively, intimate manufactured home community offers residents a marvelous array of amenities and a fun-filled calendar of events and activities. You can get involved, stay in shape, make new friends, or simply relax, while you enjoy living in paradise. Residents can benefit from our plethora of luxurious amenities.

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

Community Amenities: Interest Groups, Planned Activities, Fitness Center, Pools/Spas, Indoor Activities, Outdoor Activities, Golf, Tennis, Gated Entry, RV and/or Boat Storage, Lots, Scenic Views, Nearby Attractions, Clubhouse, Waterfront Views, Pet Friendly, Shuffleboard

Schalamar Creek

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4500 Hwy. 92 East
Lakeland, FL 33801

69 homes $20,000 - $219,000

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Your adventure starts at Schalamar Creek's magnificently landscaped, gated entry in Lakeland, Florida. Continuing down the mile-long, lakefront, tree lined entry drive welcomes you to an exclusive 55+ resort lifestyle that is captivating in every dimension. Situated on 500 acres of waterways and natural beauty, the neighborhood provides lakefront, golf course and wooded homesites. Winner of “Community of the Year” award in a national survey, Schalamar Creek has been recognized for its attention to detail, amenities, community design and professional management.

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

Lily Lake Golf Resort

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6603 U.S. Hwy. 27 South
Frostproof, FL 33843

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Play golf in your own backyard, take a refreshing dip in the sparkling pool, check out the billiards, tennis and shuffleboard courts or fish all day on the lake. Take part in many planned activities.

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

Southport Springs Golf & Country Club - Sun Communities

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3509 Southport Springs Pkwy
Zephyrhills, FL 33541

12 homes $79,900 - $200,000 / 3 models

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Southport Springs, Premier Resort-Style 55+ Golf and Tennis Community in Zephyrhills, Florida is west central Florida's newest 55+ golf community just 30 minutes outside of Tampa. Southport Springs is less than two miles from shopping, medical facilities, dining and houses of worship—yet only thirty minutes from downtown Tampa. Residents are never bored with Florida’s best attractions, which include several major league sporting events nearby: the Tampa Bay Buccaneers, the Tampa Bay Lightning, the Tampa Bay Devil Rays, the Orlando Magic, as well as spring training with the New York Yankees. Family fun is also readily available!

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

Community Amenities: Little Club, Main Clubhouse, Poker Room,

CRF Communities

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Po Box 330
Lakeland, FL 33802

Community Lifestyles: 55+ Communities, Active Retirement, Manufactured Homes, Golf Course Living, Real Estate Homes and Land

BellaTrae by Del Webb at Champions Gate

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1384 Masters Boulevard
Champions Gate, FL 33896

Community Lifestyles: 55+ Communities, Active Retirement, Golf Course Living, Real Estate Homes and Land

Oakview Lakes

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300 S. Washington Avenue
Ft. Meade, FL 33841

Did you know you can live in Florida for as little as $155.00 per month? Oakview Lakes, on Peace River, ...

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

Good Samaritan Society - Kissimmee Village

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4197 South Orange Blossom Trail
Kissimmee, FL 34746

Pet Friendly

The Good Samaritan Village of Kissimmeeis a beautiful 435-acre gated golf course community in Central ...

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

The Arbors at CountryWood - MyMH

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745 Arbor Estates Way
Plant City, FL 33565

The Arbors at CountryWood features a new traditional neighborhood design offering nostalgic living at its' best! Our homes will feature traditional Colonial, American Craftsman Florida Cracker and National Folk architecture with exceptional quality built

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

The Meadows and Arbors at CountryWood

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745 Arbor Estates Way
Plant City, FL 33565

CountryWood located amidst the strawberry fields of Plant City, Florida offers residents the finest ...

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

Sugarloaf Mountain

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CR 455
Clermont, FL 34711

Community Lifestyles: 55+ Communities, Active Retirement, Golf Course Living, Real Estate Homes and Land

Isleworth

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4700 Millenia Boulevard Suite 175
Orlando, FL 32839

Isleworth is a 6,000-acre, gated community located in Windermere, only 10 miles from downtown Orlando business district and less than 15 minutes to Disney attractions and major shopping malls. Isleworth is nestled on the shores of the famed Butler Chain o

Community Lifestyles: 55+ Communities, Active Retirement, Golf Course Living, Real Estate Homes and Land

Highlands Ridge

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4106 Carter Creek Drive
Avon Park, FL 33825

Community Lifestyles: 55+ Communities, Active Retirement, Golf Course Living, Real Estate Homes and Land

Tampa Bay Golf and Country Club

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11500 Old Tampa Bay Drive
San Antonio, FL 33576

Have you been looking for a place where you can enjoy the leisurely lifestyle associated with Florida ...

Community Lifestyles: 55+ Communities, Active Retirement, Golf Course Living, Real Estate Homes and Land

Little Manatee Springs Hometown America

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4337 Hamlin Way
Wimauma, FL 33598

Anyone who has been here knows it’s true: Little Manatee Springs is Florida’s best hidden treasure. This 55-plus gated community is like a vacation resort, with beautiful landscaping, a heated swimming pool, a recreation hall with scheduled activities.

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

Community Amenities: Billiards Room, Community Center, Fitness Center, Golf pitch and putt, Horseshoe Pits, Library , Organized Activities, RV Storage Area, Shuffleboard Court, Swimming Pool (heated), Walking Trails ,

Mission Inn's Las Colinas

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10400 County Road 48
Howey-in-the-Hills, FL 34737

Community Lifestyles: 55+ Communities, Active Retirement, Golf Course Living, Real Estate Homes and Land

Real Property Marketing at Sun City Center

Real Property Marketing at Sun City Center

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139 S. Pebble Beach Blvd Ste 102
Sun City Center, FL 33573

Community Lifestyles: 55+ Communities, Active Retirement, Golf Course Living, Real Estate Homes and Land, Rental Homes

Fairways Country Club Hometown America

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14205 E. Colonial Dr.
Orlando, FL 32826

Fairways Country Club is an affordable, age-restricted community in Orlando, Florida, that offers everything you could wish for: multiple swimming pools and jacuzzis, tennis courts, a library, fitness center, and a charming home on the green.

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

Community Amenities: Activities Clubs, Arts & Crafts, Ballroom w/ State-of-the-Art Audio/Visual System, Basketball Hoop, Beach Nearby, Bocce Ball Court (3), Bus Access to shopping, schools and restaurants, Cards / Game Room, Clubhouse (3), Community Kitchen, Courtesy Community Van, Dog Run (2), Fishing Lakes & Fishing Ponds, Fitness Center, Gated Entry, Gazebo, Golf Course (18-hole), Golf Driving Net & Putting Green, Golf Pro Shop w/ Snack Bar, Healthcare Facilities Nearby, Horseshoe Pits (2), Laundry Facilities, Library / Business Center, Organized Activities, Physical Therapy Practice On-Site, Pickleball Court, RV Storage Area, Shuffleboard Court (6), Swimming Pools (3), Tennis Court, Whirlpool (2),