Skip Riddle's Profile Photo

Skip Riddle

Real Estate Advisor
skip.riddle@compass.com
M: 239-776-1726
About Skip

Skip Riddle is a proud native of Marco Island, Florida, where he was born and raised. Growing up on the island, Skip spent his time enjoying the beach, fishing with his grandfather—who was a Charter Fisherman—and playing sports. His deep-rooted connection to Marco Island gives him an insider’s knowledge of the area, making him the perfect guide for clients looking to navigate the local real estate market.

After graduating from Lely High School, Skip attended the prestigious United States Military Academy at West Point. Following his graduation, he served as an Officer in the United States Army for 24 years, with multiple deployments to Iraq and Afghanistan. Throughout his military career, Skip honed invaluable skills in leadership, discipline, initiative, and loyalty—qualities that have become the cornerstone of his work ethic and approach to client relationships.

After retiring from the Army, Skip transitioned into real estate, where he spent two years working with a small, Naples-based company. During this time, he helped homeowners successfully navigate the real estate process from listing to closing. Skip’s unique combination of military discipline, extensive real estate experience, and intimate knowledge of the local area allows him to offer his clients expert advice and personalized service.

When not helping his clients, Skip can be found cruising the Marco River on his boat with friends and family, watching the sunset over the Gulf, or exploring the Island’s shops and restaurants. He works alongside his wife, Michelle, who is also a member of Bowers Group, and together they have two children, Landon and Jace.

Whether buying or selling a home, Skip is committed to delivering a smooth, successful experience. His local roots, military background, and real estate expertise make him an exceptional resource for anyone looking to buy or sell property on Marco Island. Skip Riddle’s dedication and integrity are at the heart of everything he does, ensuring that every client receives the highest level of care and attention.


Skip Riddle’s Listings

$519,000 | 601 Seaview Court, Unit C103, Marco Island, FL 34145
$519,000 | 601 Seaview Court, Unit C103, Marco Island, FL 34145
$519,000 | 601 Seaview Court, Unit C103, Marco Island, FL 34145
$519,000 | 601 Seaview Court, Unit C103, Marco Island, FL 34145
$519,000 | 601 Seaview Court, Unit C103, Marco Island, FL 34145
$519,000 | 601 Seaview Court, Unit C103, Marco Island, FL 34145
$519,000 | 601 Seaview Court, Unit C103, Marco Island, FL 34145
$519,000 | 601 Seaview Court, Unit C103, Marco Island, FL 34145
$519,000 | 601 Seaview Court, Unit C103, Marco Island, FL 34145
$519,000 | 601 Seaview Court, Unit C103, Marco Island, FL 34145
$519,000 | 601 Seaview Court, Unit C103, Marco Island, FL 34145
$519,000 | 601 Seaview Court, Unit C103, Marco Island, FL 34145
$519,000 | 601 Seaview Court, Unit C103, Marco Island, FL 34145
$519,000 | 601 Seaview Court, Unit C103, Marco Island, FL 34145
$519,000 | 601 Seaview Court, Unit C103, Marco Island, FL 34145
$519,000 | 601 Seaview Court, Unit C103, Marco Island, FL 34145
$519,000 | 601 Seaview Court, Unit C103, Marco Island, FL 34145
$519,000 | 601 Seaview Court, Unit C103, Marco Island, FL 34145
$519,000 | 601 Seaview Court, Unit C103, Marco Island, FL 34145
$519,000 | 601 Seaview Court, Unit C103, Marco Island, FL 34145
$519,000 | 601 Seaview Court, Unit C103, Marco Island, FL 34145
$519,000 | 601 Seaview Court, Unit C103, Marco Island, FL 34145
$519,000 | 601 Seaview Court, Unit C103, Marco Island, FL 34145
1/23
Listed By Compass

$519,000

2
Bedrooms
964
Square Feet

601 Seaview Court, Unit C103, Marco Island, FL 34145

a view of a city
a front view of a house
a view of an entryway with workspace
a large kitchen with granite countertop a large counter top appliances and cabinets
a kitchen with stainless steel appliances granite countertop a refrigerator a sink dishwasher a stove and a refrigerator with wooden floor
a view of workspace with stainless steel appliances kitchen island granite countertop furniture and a refrigerator
a dining room with a table chairs and a kitchen view
a view of a dining room with furniture a chandelier and wooden floor
a living room with furniture and a piano
a living room with furniture a flat screen tv and a large window
a balcony with table and chairs
a living room with furniture a chandelier and a window
a bedroom with a bed and a chandelier
a bedroom with a bed a dresser and book shelf
a living room with furniture and a window
a bedroom with a large bed and a chandelier
a bathroom with a sink shower and a mirror
a bathroom with a shower
a bedroom with a bed and a chandelier
a bedroom with a large bed and a chandelier
a bathroom with a granite countertop sink a toilet and shower
a stove top oven sitting inside of a kitchen
a swimming pool with potted plants
a view of a livingroom with furniture and a flat screen tv
a view of a house with porch and furniture
a view of a house with porch and a garden
a view of a lake with houses in the back
a view of a swimming pool with a patio
a front view of a house with a garden and plants
$515,000 | 2266 Stacil Circle, Naples, FL 34109
1/30
Listed By Compass

$515,000

3
Bedrooms
1,465
Square Feet
0.11
Acres

2266 Stacil Circle, Naples, FL 34109

$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
$450,000 | 140 Palm Street, Unit 207, Marco Island, FL 34145
1/29
Listed By Compass

$450,000

2
Bedrooms
961
Square Feet

140 Palm Street, Unit 207, Marco Island, FL 34145

$295,000 | 850 Palm Street, Unit F2, Marco Island, FL 34145
$295,000 | 850 Palm Street, Unit F2, Marco Island, FL 34145
$295,000 | 850 Palm Street, Unit F2, Marco Island, FL 34145
$295,000 | 850 Palm Street, Unit F2, Marco Island, FL 34145
$295,000 | 850 Palm Street, Unit F2, Marco Island, FL 34145
$295,000 | 850 Palm Street, Unit F2, Marco Island, FL 34145
$295,000 | 850 Palm Street, Unit F2, Marco Island, FL 34145
$295,000 | 850 Palm Street, Unit F2, Marco Island, FL 34145
$295,000 | 850 Palm Street, Unit F2, Marco Island, FL 34145
$295,000 | 850 Palm Street, Unit F2, Marco Island, FL 34145
$295,000 | 850 Palm Street, Unit F2, Marco Island, FL 34145
$295,000 | 850 Palm Street, Unit F2, Marco Island, FL 34145
$295,000 | 850 Palm Street, Unit F2, Marco Island, FL 34145
$295,000 | 850 Palm Street, Unit F2, Marco Island, FL 34145
$295,000 | 850 Palm Street, Unit F2, Marco Island, FL 34145
$295,000 | 850 Palm Street, Unit F2, Marco Island, FL 34145
$295,000 | 850 Palm Street, Unit F2, Marco Island, FL 34145
$295,000 | 850 Palm Street, Unit F2, Marco Island, FL 34145
$295,000 | 850 Palm Street, Unit F2, Marco Island, FL 34145
$295,000 | 850 Palm Street, Unit F2, Marco Island, FL 34145
1/20
Listed By Compass

$295,000

1
Bedrooms
494
Square Feet

850 Palm Street, Unit F2, Marco Island, FL 34145

$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
$279,000 | 3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114
1/52
Compass Coming Soon

$279,000

2
Bedrooms
1,332
Square Feet

3960 Loblolly Bay Drive, Unit 404, Naples, FL 34114

Skip Riddle’s Transactions

Past Sales
an aerial view of a house with a lake view

$1,275,000

3
Bedrooms
2,098
Square Feet
0.34
Acres

1101 Strawberry Court, Marco Island, FL 34145

$1,164,100

0.29
Acres

19269 Hinkley Drive, Estero, FL 33928

an aerial view of a house

$880,000

3
Bedrooms
1,880
Square Feet
0.18
Acres

1770 Marsh Run, Naples, FL 34109

$875,000 | 179 Society Court, Marco Island, FL 34145

$875,000

3
Bedrooms
2,623
Square Feet

179 Society Court, Marco Island, FL 34145

$730,000 | 250 Torrey Pines Point, Naples, FL 34113

$730,000

4
Bedrooms
2,682
Square Feet
0.27
Acres

250 Torrey Pines Point, Naples, FL 34113

a kitchen with stainless steel appliances granite countertop a refrigerator sink and microwave

$540,000

2
Bedrooms
889
Square Feet

7650 Estero Boulevard, Unit 202, Fort Myers Beach, FL 33931

$512,500 | 591 Seaview Court, Unit A106, Marco Island, FL 34145

$512,500

2
Bedrooms
964
Square Feet

591 Seaview Court, Unit A106, Marco Island, FL 34145

$500,000 | 507 Seaview Court, Unit Q1, Marco Island, FL 34145

$500,000

2
Bedrooms
1,035
Square Feet

507 Seaview Court, Unit Q1, Marco Island, FL 34145

a front view of a house with a yard and garage

$449,750

2
Bedrooms
1,405
Square Feet
0.14
Acres

1887 Sierra Court, Naples, FL 34120

a front view of a house with a yard and potted plants

$400,000

2
Bedrooms
1,490
Square Feet

5963 Sand Wedge Lane, Unit 203, Naples, FL 34110

Past Rentals
a balcony with furniture and a potted plant

$2,300

2
Bedrooms
1,246
Square Feet

3035 Horizon Lane, Unit 2206, Naples, FL 34109