Winter Park, FL 55+ Retirement Communities and Homes

55+ Communities, also called 55 Plus Communities, are active retirement havens for adults, offering varied amenities and housing from golf course homes to serene city living among like-minded neighbors. They typically include pools, Pickleball, Shuffleboard, tennis courts, clubhouses with kitchens, and championship golf courses in gated, resort-like environments.

Central Florida is dominated by Orlando, the most popular destination in Florida, due to Walt Disney World, Universal Studios, SeaWorld, and other attractions. It also includes Daytona Beach, sometimes referred to as "the world's most popular beach."

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Gulfstream Harbor - Sun Communities

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2 Beds | 2 Baths | 1104 Sq. Ft.

7813 Rum Cay Avenue
Orlando, FL 32822

Site # 2259 Addr: 7813 Rum Cay Avenue

This spacious 2 bedroom, 2 bathroom home is ready for a new owner. Kitchen is a nice size with plenty of cabinets for your storage needs. Home has new laminate flooring. Glass windows on lanai patio. The roof is only four (4) years old. There are ...

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

Gulfstream Harbor - Sun Communities

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3 Beds | 2 Baths | 1152 Sq. Ft.

5436 Marty Road
Orlando, FL 32822

Site # 1365 Addr: 5436 Marty Road

Great 3 bedroom/2bathroom home with new flooring throughout. Screened-in side porch for early morning coffee. Open living room and dining room area for hosting gatherings with family and friends. Storage shed for all of your extra boxes (christmas ...

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

Gulfstream Harbor - Sun Communities

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3 Beds | 2 Baths | 1456 Sq. Ft.

8074 Snapper Trail
Orlando, FL 32822

Site # 3146 Addr: 8074 Snapper Trail

Modern 2019 home. This spacious well lit home with 3 bedrooms and 2 full baths has 1456 square foot of living space. Vinyl flooring available in all living spaces except bedrooms. Granite style countertops add to the luxurious feel of this home. ...

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

Gulfstream Harbor - Sun Communities

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3 Beds | 2 Baths | 1352 Sq. Ft.

8008 Blue Trail
Orlando, FL 32822

Site # 3201 Addr: 8008 Blue Trail

This large and spacious 3 bed, 2 bath home, is sitting on a corner lot that provides privacy and comfortable living at its best. The kitchen is beautiful with new appliances, granite counter tops, maple wood cabinets and bamboo flooring throughout the ...

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

Gulfstream Harbor - Sun Communities

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2 Beds | 2 Baths | 1344 Sq. Ft.

5644 Marty Road
Orlando, FL 32822

Site # 2113 Addr: 5644 Marty Road

This well maintained home has a spacious kitchen including an island in the center of the kitchen. Home includes all kitchen appliances in sale of home. Beautiful screened in Lanai gives a nice place to enjoy your morning coffee or for entertaining ...

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

Fairways Country Club Hometown America

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2 Beds | 2 Baths | 1456 Sq. Ft.

14140 BENT TREE CT.
Orlando, FL 32826

Beautiful Large Update Home

This is your dream home- so much storage & space! This home features two large living spaces, dining area, eat in kitchen & large screen porch. The a/c is only 1 year old! The kitchen is the hub of the home, perfect for entertaining; equipped w/ double ...

Community Lifestyles: Active Retirement, 55+ Communities, 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),

Fairways Country Club Hometown America

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2 Beds | 2 Baths | 1032 Sq. Ft.

14431 SPYGLASS ST.
Orlando, FL 32826

Site # 155

This home has a costal, airy feeling combined with beauty and charm. You will find the open living spaces to be inviting. The entryway and kitchen cabinets are both beautiful and provide ample storage. All kitchen appliances are stainless steel. ...

Community Lifestyles: Active Retirement, 55+ Communities, 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),

Fairways Country Club Hometown America

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2 Beds | 2 Baths | 1482 Sq. Ft.

14226 ROYAL TARA DR.
Orlando, FL 32826

Fully Remodeled Home! Motivated Seller!

This home in the Fairways is incredibly spacious and both bedrooms offer a large amount of closet space! The home has been fully remodeled including paint, floors, toilets, kitchen, and more! This home also has a two carports and is located on a quiet ...

Community Lifestyles: Active Retirement, 55+ Communities, 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),

Fairways Country Club Hometown America

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2 Beds | 2 Baths | 1008 Sq. Ft.

2059 TROON ST.
Orlando, FL 32826

Amazing Home- Remodeled Perfectly!!

This two bedroom two bathroom home has been remodeled and is perfect for entertaining. The open floor plan has a huge kitchen island that is the hub of the living area. Both bedrooms are large enough to fit a king sized bed. The front porch is the ...

Community Lifestyles: Active Retirement, 55+ Communities, 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),

Fairways Country Club Hometown America

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2 Beds | 2 Baths | 1534 Sq. Ft.

2004 BRAEBURN CT.
Orlando, FL 32826

Large Home- Ready to Move In!

This large two bedroom , two bathroom home has a wonderful floorplan that is perfect for entertaining! It features a large porch overlooking the pond. There is an additional room that can be used as an office. This home has so many options! Call ...

Community Lifestyles: Active Retirement, 55+ Communities, 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),

Fairways Country Club Hometown America

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2 Beds | 2 Baths | 1372 Sq. Ft.

1815 KINGSMILL DR.
Orlando, FL 32826

Beautiful Renovated Home

This home has been renovated from top to bottom- new subfloors, new air conditioner and new roof! The two bedroom, two bathroom home has a split floor plan- the bedrooms are on opposite sides of the house. Both bedrooms are large enough to fit a king ...

Community Lifestyles: Active Retirement, 55+ Communities, 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),

Fairways Country Club Hometown America

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2 Beds | 2 Baths | 1456 Sq. Ft.

14575 FIRESTONE ST.
Orlando, FL 32826

Beautiful Home With Golf Course View!

This 2019 home in the Fairways Country Club has 2 bedrooms and 2 bathrooms. The home features a very large screened-in back patio with an incredible view of the golf course! This home has been very well maintained, and is in excellent condition! All ...

Community Lifestyles: Active Retirement, 55+ Communities, 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),

Fairways Country Club Hometown America

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2 Beds | 2 Baths | 1274 Sq. Ft.

14114 WEXFORD CT.
Orlando, FL 32826

Large Home with Motivated Seller!

Spacious 2/2 home, split floor plan with Loads of Extras! The 2 large bedrooms offer enough room for King size beds and more! Primary bath updated with new shower/toilet. Kitchen has new matching appliances set. Newer Energy Efficient double pane windows. ...

Community Lifestyles: Active Retirement, 55+ Communities, 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),

Fairways Country Club Hometown America

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2 Beds | 2 Baths | 1352 Sq. Ft.

1966 WARWICK HILLS DR.
Orlando, FL 32826

Great Home in Perfect Location

This home is located on a corner lot! With 1,352 square feet, all rooms are spacious and perfect for someone who loves to entertain. The primary bedroom has a huge walk in closet and primary shower has been updated with tile and stone. This beautiful ...

Community Lifestyles: Active Retirement, 55+ Communities, 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),

Fairways Country Club Hometown America

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2 Beds | 2 Baths | 1144 Sq. Ft.

14745 FIRESTONE ST.
Orlando, FL 32826

Fully Remodeled With Golf Course View!

This fully remodeled home in the Fairways Country Club is a must see! This home has beautiful marble flooring, granite counter tops, and stainless steel appliances, giving it a luxurious feel. The air conditioning unit is only a year old, and all of ...

Community Lifestyles: Active Retirement, 55+ Communities, 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),

Fairways Country Club Hometown America

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2 Beds | 2 Baths | 960 Sq. Ft.

14413 AUGUSTA RD.
Orlando, FL 32826

Renovated & Ready to Call Home

This spectacular home has been renovated from top to bottom- ready for you to move in and make it your own! The flat, metal roof has been redone with 2 coats on sealant in April of 2023. A new AC, and hot water heater were installed 6/23. The entire ...

Community Lifestyles: Active Retirement, 55+ Communities, 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),

Fairways Country Club Hometown America

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3 Beds | 2 Baths | 1152 Sq. Ft.

2054 WARWICK HILLS DR.
Orlando, FL 32826

MAJOR PRICE REDUCTION!! Beautiful 3/2

REDUCED $25K!! This home is a must see! Motivated Seller! The 2000, spacious house has a split floorplan, 2 bedrooms on one side with the primary suite on the other. The primary bedroom has double doors leading into bathroom, easily accessible for wheelchairs/walkers ...

Community Lifestyles: Active Retirement, 55+ Communities, 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),

Fairways Country Club Hometown America

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2 Beds | 2 Baths | 936 Sq. Ft.

2136 PEBBLE BEACH BLVD.
Orlando, FL 32826

Amazing Home- Remodeled Perfectly!!

REDUCED PRICE!!!!! This amazing home has been remodeled and updated with all the perfect touches! The open floor plan provides so much space for entertaining. The kitchen has been redone with beautiful cabinets and granite countertops. Perfect ...

Community Lifestyles: Active Retirement, 55+ Communities, 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),

Fairways Country Club Hometown America

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2 Beds | 2 Baths | 1456 Sq. Ft.

14556 PEBBLE BEACH BLVD.
Orlando, FL 32826

Updated & Ready to Call Home

MOTIVATED SELLER!! Beautiful 2 bed, 2 bath home located on the 1st Tee! 1983 Palm Harbor with family room, living room, enclosed front porch that has been remodeled including lvp flooring, new bead board and storm door. Both bedrooms have 2 huge closets! ...

Community Lifestyles: Active Retirement, 55+ Communities, 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),

Fairways Country Club Hometown America

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2 Beds | 2 Baths | 1344 Sq. Ft.

1734 INVERARY DR.
Orlando, FL 32826

Brand New Construction by Palm Harbor!

This Palm Harbor Legend series is just amazing! The Levy floorplan features an open floorplan with a large family room and extra den! The split floorplan is very functional featuring the den and second bedroom at the front of the home off of the main ...

Community Lifestyles: Active Retirement, 55+ Communities, 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),

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