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Winter Park, FL 55+ Retirement Communities and Homes

Central Florida is ideal for 55+ living with its natural beauty and urban amenities. Cities like Orlando, Kissimmee, and The Villages feature vibrant retirement communities offering golf courses, recreational centers, and social activities. The warm climate supports year-round outdoor activities, while proximity to attractions like Disney World adds excitement. Top-notch healthcare, shopping, dining, and cultural venues provide a fulfilling lifestyle. The friendly atmosphere and strong community make Central Florida perfect for an active, engaging, and comfortable 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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Gulfstream Harbor - Sun Communities

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2 Beds | 2 Baths | 1344 Sq. Ft.

7836 Gun Cay Avenue
Orlando, FL 32822

Site # 2272 Addr: 7836 Gun Cay Avenue

Located in Gulfstream Harbor, an Active 55+ Community in Orlando, Florida. This spacious 2 bedroom 2 full bath home boasts over 1300 square foot. The living, dining and bonus room areas have laminate flooring. Both bathrooms and kitchen have ceramic ...

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

Gulfstream Harbor - Sun Communities

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2 Beds | 2 Baths | 1104 Sq. Ft.

5829 Tuna Drive
Orlando, FL 32822

Site # 2071 Addr: 5829 Tuna Drive

Located in Gulfstream Harbor, an Active 55+ Community in Orlando, FL. This 2-bed, 2-bath home offers 1,104 sq ft of living space and is a great fixer-upper opportunity. The primary bedroom includes an ensuite with walk-in shower and access to a private, ...

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

Gulfstream Harbor - Sun Communities

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3 Beds | 2 Baths | 1248 Sq. Ft.

8186 Spearfish Avenue
Orlando, FL 32822

Site # 344A Addr: 8186 Spearfish Avenue

Located in Orlando s premier 55+ community, this 3-bedroom, 2-bath home sits on a desirable corner lot with an extended carport. 3-Bed/2-Bath on Corner Lot. Features include ceramic tile throughout, all kitchen appliances, plus washer & dryer. New ...

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

Gulfstream Harbor - Sun Communities

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2 Beds | 2 Baths | 1392 Sq. Ft.

8249 Hatteras Road
Orlando, FL 32822

Site # 1149 Addr: 8249 Hatteras Road

Located in Gulfstream Harbor, an Active 55+ Community in Orlando, Florida. This 1300+ square foot home has 2 bedrooms and 2 full baths. Flooring throughout home consists mostly of laminate and luxury vinyl with the exception of the guest bedroom which ...

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

Gulfstream Harbor - Sun Communities

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2 Beds | 2 Baths | 1248 Sq. Ft.

6072 Hog Snapper Lane
Orlando, FL 32822

Site # 3114 Addr: 6072 Hog Snapper Lane

Located in Gulfstream Harbor, an Active 55+ Community in Orlando, Florida. COMING SOON.......EXTERIOR PHOTOS FOR ILLISTRATIVE PURPOSES ONLY. INTERIOR PHOTOS ARE ACTUAL HOME. This brand new Palm Harbor home features 2 bedrooms, 2 full bathrooms and ...

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

Gulfstream Harbor - Sun Communities

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3 Beds | 2 Baths | 1456 Sq. Ft.

7824 Walkers Cay Avenue
Orlando, FL 32822

Site # 2204 Addr: 7824 Walkers Cay Avenue

Located in Gulfstream Harbor, an Active 55+ Community in Orlando, FL. This newly listed home is priced to sell quickly. The 3 bedroom 2 full bathroom home has both laminate flooring throughout most of the home. The bedrooms have carpeting. This home ...

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

Gulfstream Harbor - Sun Communities

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2 Beds | 2 Baths | 1152 Sq. Ft.

5912 Hog Snapper Lane
Orlando, FL 32822

Site # 3132 Addr: 5912 Hog Snapper Lane

Located in Gulfstream Harbor, an Active 55+ community in Orlando, FL. This newly listed home is Adorable - featuring a newer 2018 home with 2 bedrooms and 2 bull bathrooms. The living room and both bedrooms have neutral excellent condition carpet and ...

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

Gulfstream Harbor - Sun Communities

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3 Beds | 2 Baths | 1456 Sq. Ft.

7937 Captain Morgan Blvd
Orlando, FL 32822

Site # 2177 Addr: 7937 Captain Morgan Blvd

Located in Gulfstream Harbor, an Active 55+ Community in Orlando, Florida. This newly listed open concept, 3 bedroom 2 bath home has All the Renovations you want and more! Featuring solid surface counter tops in both bathrooms and the kitchen. This ...

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

Gulfstream Harbor - Sun Communities

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4 Beds | 2 Baths | 1440 Sq. Ft.

8016 Blue Trail
Orlando, FL 32822

Site # 3202 Addr: 8016 Blue Trail

Located in Gulfstream Harbor, an Active 55+ community in Orlando, Florida. With 1440 square foot this completely renovated 4 bedroom 2 full bath PLUS Den home is available for immediate move in. All new stainless kitchen stove/oven, dishwasher, microwave, ...

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

Fairways Country Club Hometown America

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3 Beds | 2 Baths | 1456 Sq. Ft.

14337 PINE VALLEY RD.
Orlando, FL 32826

BRAND-NEW 3/2!

Discover your peaceful retreat in the vibrant Fairways Country Club! This spacious 3-bed, 2-bath home features a bright split floorplan, a sunny eat-in kitchen, and a walk-in pantry—perfect for everyday living and entertaining. Located on a large corner ...

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),

Fairways Country Club Hometown America

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2 Beds | 2 Baths | 1300 Sq. Ft.

1957 WARWICK HILLS DR.
Orlando, FL 32826

Tastefully Updated Home!

Step into this wonderfully updated 2 bed, 2 bath home in the desired Fairways Country Club Community! Some key upgrades in this home include new windows, new vapor barrier, new fans, and a new back porch right off the primary bedroom! This home offers ...

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),

Fairways Country Club Hometown America

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2 Beds | 2 Baths | 1352 Sq. Ft.

2077 WARWICK HILLS DR.
Orlando, FL 32826

Move-In Ready!

This 2 bed, 2 bath home is calling your name! This home features a spacious living room right when you walk in the front door. The front windows offer the best natural light. Off the living room, you are greeted by the dining room, the perfect place ...

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),

Fairways Country Club Hometown America

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2 Beds | 2 Baths | 1248 Sq. Ft.

14164 PEBBLE BEACH BLVD.
Orlando, FL 32826

Convenient Location, Move-In Ready!

This 2 bed, 2 bath home in the Fairways Country Club is located conveniently in the community. A quick stroll from one of the 3 community pools, the community library, and office, and even a quick drive to local shops and restaurants! This home offers ...

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),

Fairways Country Club Hometown America

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2 Beds | 2 Baths | 1534 Sq. Ft.

14627 PEBBLE BEACH BLVD.
Orlando, FL 32826

Beautifully Updated!

Stunning fully renovated 2/2 with gorgeous modern updates inside & out! Enjoy peace of mind with brand NEW roof and NEW A/C.This home sits right off the golf course with a beautiful open view and tons of natural light. Relax in the screened in lanai ...

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),

Fairways Country Club Hometown America

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2 Beds | 2 Baths | 1664 Sq. Ft.

14312 AUGUSTA RD.
Orlando, FL 32826

Golf Course View, MOTIVATED SELLER!

This spacious 2 bedroom, 2 bathroom home is perfect for a quick and easy move-in! SOLD FURNISHED! This home features a stunning back porch that overlooks the golf course. It's the perfect place to relax in the evenings and soak up the peaceful essence ...

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),

Fairways Country Club Hometown America

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1352 Sq. Ft.

2049 WARWICK HILLS DR.
Orlando, FL 32826

Coastal Comfort!

Beautifully maintained 3BR/2BA home in a quiet 55+ community with serene pond views. Enjoy coastal comfort with a windowed lanai AND a screened porch overlooking the water. Features include a golf cart garage, shed, remodeled master bath, new washer/dryer, ...

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),

Fairways Country Club Hometown America

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2 Beds | 2 Baths | 1118 Sq. Ft.

14900 SPYGLASS ST.
Orlando, FL 32826

Peaceful Location!

Charming 2BR 2BA home in a vibrant 55+ community. Features an updated kitchen, 2018 roof, 2019 A/C, and a bright, open layout. Enjoy the screened front porch and a lovely back deck with views of open green space. The guest bedroom has a sliding door ...

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),

Fairways Country Club Hometown America

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1456 Sq. Ft.

2045 WARWICK HILLS DR.
Orlando, FL 32826

Spacious 2/2!

Spacious 2BR/2BA manufactured home in a vibrant 55+ community! Prime location within the neighborhood. Features include a huge screened-in porch, great curb appeal, open layout, and brand-new washer & dryer. Enjoy comfort, convenience, and an active ...

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),

Fairways Country Club Hometown America

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3 Beds | 2 Baths | 1456 Sq. Ft.

1969 WARWICK HILLS DR.
Orlando, FL 32826

Upscale, Remodeled 3/2!

Beautifully remodeled 3BR/2BA home in a vibrant 55+ active living community! Features include upscale finishes, newer appliances, interior laundry, and a spacious primary suite with double sinks, soaking tub, and large walk-in closet. Enjoy golf course ...

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),

Fairways Country Club Hometown America

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1456 Sq. Ft.

14151 SPEIDEL CT.
Orlando, FL 32826

MAJOR PRICE REDUCTION, MOTIVATED SELLER!

Move in ready 2 bed 2 bath Gem in 55+ Fairway Country Club with added huge 2 car + golf cart garage AND carport! See added custom features in the home and updates include A/C - 2019; 2022 - hot water heater; New appliances - 2023; updated vapor barrier ...

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),

Central Florida is ideal for 55+ living with its natural beauty and urban amenities. Cities like Orlando, Kissimmee, and The Villages feature vibrant retirement communities offering golf courses, recreational centers, and social activities. The warm climate supports year-round outdoor activities, while proximity to attractions like Disney World adds excitement. Top-notch healthcare, shopping, dining, and cultural venues provide a fulfilling lifestyle. The friendly atmosphere and strong community make Central Florida perfect for an active, engaging, and comfortable 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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