Darrin McCutcheon

Darrin Mccutcheon

Real Estate Advisor - The Bowers Group
About Darrin
A Naples property owner since the early 2000s, Darrin McCutcheon is a golf aficionado and trusted Realtor in the greater Naples area. He represents buyers, sellers, and investors in homes and condominiums throughout Lee and Collier Counties, with a focus on luxury properties in Greyhawk at Golf Club of the Everglades, Twin Eagles Club, and Quail Creek Country Club.

Darrin’s mission is centered on the client, not the sale. Connecting with clients, understanding their goals, and developing a plan to find their dream home or get the best return on their sale is the foundation on which he operates as a Realtor. He works so that both sides of a transaction are fairly treated and come out feeling they have a deal they’re happy with. And as a former licensed insurance agent in several states (MD, D.C., VA, WV & FL), Darrin not only has a proven background crunching numbers and advising clients utilizing raw data, but he has worked with people from many different walks of life and has been exposed to a diversity of surroundings, which is a testament to his flexibility and adaptability as a person and as a real estate advisor. He also served as the president of a large agent network in the D.C. area and has kept in touch with many of his former peers.

Darrin’s unique background is paired with the powerhouse Compass technology and service offering, further enhancing the real estate journey and elevating the experience of working with him. Specialized business analytics and tracking software streamlines the often hassle-ridden buying or selling experience, freeing up time for him to focus on connecting more with clients, developing marketing plans and closing deals. And with offerings like staging, renovations, and more than 100 other home improvement services through Compass Concierge, Darrin offers a hassle-free way to sell your home faster and for a higher price.

A golf enthusiast, he has lived in several golf clubs in Naples: The TwinEagles Club, Imperial Golf Estates, and Greyhawk at Golf Club of the Everglades (where he currently lives with his wife and Labrador). In addition to golfing, he used to be a professional archer, with many National-level victories.

Darrin Mccutcheon’s Listings

a outdoor living space with furniture and garden view
an aerial view of a house with a yard and lake view
a front view of a house with garden
a living room with furniture and a large window
a living room with furniture and a large window
a living room with furniture kitchen view and a chandelier
a large kitchen with a table and chairs
a kitchen with stainless steel appliances kitchen island granite countertop a sink a stove a dining table and chairs
a room with lots of counter space
a kitchen with a sink stove and refrigerator
a kitchen with stainless steel appliances a sink stove and cabinets
a view of a dining room with furniture large windows and wooden floor
a view of a dining room with furniture large windows and wooden floor
a living room with furniture a rug and a large window
a living room with furniture a flat screen tv and a table
a living room with furniture and a wooden floor
a bedroom with a large bed and a couch
a spacious bedroom with a bed and a large window
a bedroom with a bed and wooden floor
a large spacious bathroom with a large tub shower and sink
a bathroom with a bathtub and shower
a bathroom with a double vanity sink a toilet and a shower
a bathroom with a granite countertop sink and a mirror
a bedroom with a bed and window
a bathroom with a granite countertop sink a toilet and a mirror
a spacious bedroom with a bed and a window
a bathroom with a double vanity sink toilet and shower
a spacious bedroom with a bed and a chandelier
a bedroom with a bed and a chandelier
a living room with furniture and a window
a bathroom with a granite countertop sink toilet and shower
a bathroom with a granite countertop sink a toilet and a mirror
a bathroom with a bathtub and shower
a bathroom with a granite countertop toilet a sink and a mirror
a bathroom with a double vanity sink mirror and shower
a utility room with sink dryer and washer
a building outdoor space with patio furniture
a view of a patio with a dining table chairs and backyard
a outdoor space with furniture lots of tables and chairs
a view of swimming pool with outdoor seating and a patio
a view of swimming pool with outdoor seating
a view of swimming pool with outdoor seating
a living room with lots of furniture and a large window
an aerial view of residential houses with outdoor space and swimming pool
an aerial view of a house with a garden
a front view of a house with a garden
a view of an outdoor space and a lake view
an aerial view of a house with swimming pool and outdoor space
a view of a city
$3,699,000 | 11681 Bald Eagle Way, Naples, FL 34120
1/50
Listed By Compass

$3,699,000

Bedrooms
5
Bathrooms
5.5
Square Feet
4,502
Acres
0.94
a dining room with furniture window and wooden floor
a dining room with furniture and a floor to ceiling window
a view of a dining room with furniture window and outside view
a living room with patio furniture and a chandelier
a living room with furniture kitchen view and a chandelier
a living room with furniture and a fireplace
a view of a dining room with furniture window and wooden floor
a kitchen with a dining table chairs and white cabinets
a kitchen with stainless steel appliances granite countertop a sink a stove a dining table and chairs
a kitchen with kitchen island granite countertop a center island a sink cabinets and a chandelier
a bathroom with cabinets sink and a mirror
a view of a workspace with furniture and a window
a bedroom with a bed and a large window
a bedroom with a bed and wooden floor
a bathroom with a bathtub and a sink
a bathroom with a sink double vanity and a shower
a large bathroom with a sink a large mirror and bathtub
a bedroom with a bed and a large window
a bathroom with a granite countertop sink toilet a mirror and shower
a bedroom with a bed and a dresser
a bathroom with a granite countertop sink toilet and shower
a view of a swimming pool with a lounge chairs in patio
a outdoor space with lots of table and chairs
a view of a livingroom with furniture and a chandelier
a view of a house with backyard porch and sitting area
a front view of a house with a garden and trees
an aerial view of a house with a swimming pool and outdoor space
an aerial view of a house with a swimming pool
a view of an outdoor space and a lake view
an aerial view of residential houses with outdoor space and river
an aerial view of residential houses with outdoor space
an aerial view of residential houses with outdoor space
a view of an outdoor space and a lake view
1/33
Listed By Compass

$1,675,000

Bedrooms
3
Bathrooms
3
Square Feet
2,889
Acres
0.26
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
$1,649,000 | 12449 Lockford Lane, Naples, FL 34120
1/43
Listed By Compass

$1,649,000

Bedrooms
3
Bathrooms
3.5
Square Feet
3,064
Acres
0.19
a dining room with furniture and window
a front view of a house with a garden
a room with a mirror and furniture
a living room with furniture and large windows
a living room with furniture and large windows
a living room with furniture and a window
a living room with furniture a clock on wall and a chandelier
a kitchen with stainless steel appliances a sink a stove a microwave and cabinets
a kitchen with a table chairs and chandelier
a kitchen with a sink and chairs
a view of a dining room with furniture and chandelier
a view of a dining room with furniture window and outside view
a view of a dining room with furniture window and wooden floor
a dining room with furniture a chandelier and wooden floor
a bathroom with a sink a toilet and shower
a living room with furniture and a window
a spacious bedroom with a large bed and a chandelier
a bedroom with a bed and a chandelier
a bedroom with a bed and a chandelier
a bathroom with a sink double vanity granite tub and a mirror
a bathroom with a granite countertop sink a mirror a bathtub and shower
a spacious bathroom with a granite countertop sink and a mirror
a bedroom with a bed chandelier and a window
a bathroom with a sink a toilet and shower
a view of a swimming pool with a patio
a view of a backyard with a patio table and chairs
a living room with furniture
a front view of a house with a garden
an aerial view of a house with a lake view
an aerial view of a residential houses with outdoor space and lake view
an aerial view of a house with garden space and lake view
an aerial view of a house with a lake view
an aerial view of residential houses with outdoor space and lake view
a view of a city with an ocean
an aerial view of a house with a garden
a view of a lake with a houses
a view of a swimming pool with sitting area
a view of a garden with an outdoor space
a dining space with furniture and outdoor view
a view of a chairs and table in patio
a dining area with lots of tables a chandelier and kitchen view
a view of a chairs and table in the patio
a view of a dining area with lots of furniture a window
a view of a storage room with racks
a view of a swimming pool with a lounge chair
a view of swimming pool with outdoor seating and plants
a view of a tennis court
$795,000 | 11756 Carradale Court, Naples, FL 34120
$795,000 | 11756 Carradale Court, Naples, FL 34120
1/49
Listed By CompassPending With Contingencies

$795,000

Bedrooms
2
Bathrooms
2.5
Square Feet
1,964
Acres
0.2
a kitchen with kitchen island a dining table chairs stainless steel appliances and cabinets
a living room with furniture and a large window
a living room with furniture and a large window
a living room with furniture and a wooden floor
a living room with furniture and a large window
a living room with furniture and a large window
a living room with furniture a fireplace and a flat screen tv
a kitchen with stainless steel appliances granite countertop a sink stove and refrigerator
a kitchen with a sink stove and cabinets
a kitchen with refrigerator and cabinets
a living room with furniture kitchen view and a flat screen tv
a living room with furniture and a window
a bedroom with a large bed and a window
a bedroom with a bed and a dresser
a bedroom with a bed and a couch
a spacious bathroom with a granite countertop double vanity sink a mirror and a bathtub
a bathroom with a shower
a bedroom with two beds and a chandelier
a bathroom with a granite countertop toilet a sink and a bathtub
a bathroom with a sink vanity and a mirror
a view of utility room
a dining room with furniture and a floor to ceiling window
a living room with furniture and garden view
a front view of house with yard and green space
a view of a white house with a yard
an aerial view of a house with a garden
a view of a lake with a houses
a view of a garden with an outdoor space
a dining space with furniture and outdoor view
a view of a chairs and table in patio
a dining area with lots of tables a chandelier and kitchen view
a view of a chairs and table in the patio
a view of a dining area with lots of furniture a window
a view of a storage room with racks
a view of a swimming pool with a lounge chair
a view of swimming pool with outdoor seating and plants
$637,000 | 12041 Covent Garden Court, Unit 2201, Naples, FL 34120
1/37
Listed By Compass

$637,000

Bedrooms
3
Bathrooms
2
Square Feet
1,654
a living room with furniture a rug and a window
a living room with furniture a flat screen tv and a fireplace
a living room with furniture and a large window
a living room with furniture and a wooden floor
a living room with furniture and a large window
a dining room with furniture and large windows
a kitchen with granite countertop a sink a stove and cabinets
a kitchen with microwave a stove cabinets dining table and chairs
a kitchen with stainless steel appliances granite countertop a stove a sink and a microwave
a kitchen with stainless steel appliances granite countertop a sink and a stove
a living room with furniture and a large window
a bathroom with a glass shower door
a bathroom with a granite countertop sink mirror and a bathtub
a bathroom with a granite countertop double vanity sink and a mirror
a bedroom with a bed and a large window
a bedroom with a bed and a window
a bathroom with a granite countertop sink and a mirror
a bathroom with a granite countertop sink toilet and shower
a bedroom with a bed and a window
a bedroom with bed and a window
a bathroom with a sink and cabinets
a utility room with dryer and washer
a view of a patio with a table chairs and a swimming pool
a front view of a house with a yard
a view of a city from a dining room with large windows
a view of a dining room with furniture window and outside view
an aerial view of a house with big yard and large trees
an aerial view of a house with a garden
an aerial view of a city
an aerial view of a house with a lake view
a view of a lake with a city
an aerial view of a house
1/32
Listed By Compass

$625,000

Bedrooms
3
Bathrooms
2
Square Feet
1,654
an aerial view of a house with a garden and lake view
a front view of a house with a yard and lake view
a front view of a house with a yard and potted plants
a kitchen with granite countertop a dining table chairs cabinets a sink and a window
a kitchen with stainless steel appliances granite countertop a stove and a sink
a living room with furniture a rug and a chandelier
a living room with furniture a flat screen tv and a wall painting
a bedroom with a bed and a dresser with mirror
a bathroom with a granite countertop sink and a mirror
a bathroom with a granite countertop sink a large mirror and a bathtub
a bedroom with a bed and a chandelier
a bathroom with a granite countertop sink toilet and shower
a view of a swimming pool with sitting area
a view of a chairs and table in patio
a dining area with lots of tables a chandelier and kitchen view
an aerial view of a house with a garden
a view of a lake with a houses
a view of a garden with an outdoor space
a living room with furniture and a large window
a view of a dining room with furniture window and outdoor view
a view of a swimming pool with a lounge chair
an aerial view of a city
a dining space with furniture and outdoor view
a view of a room with gym equipment
$620,000 | 12070 Covent Garden Court, Unit 1501, Naples, FL 34120
$620,000 | 12070 Covent Garden Court, Unit 1501, Naples, FL 34120
$620,000 | 12070 Covent Garden Court, Unit 1501, Naples, FL 34120
$620,000 | 12070 Covent Garden Court, Unit 1501, Naples, FL 34120
1/28
Listed By Compass

$620,000

Bedrooms
3
Bathrooms
2
Square Feet
1,654
a front view of a house with a yard and a garden
a front view of a house with garden
a bedroom with furniture and a flat screen tv
a living room with furniture and a large window
a living room with furniture and a ceiling fan
a living room with furniture and a flat screen tv
a kitchen with stainless steel appliances granite countertop a sink stove and microwave
a kitchen with a sink dishwasher a stove and a refrigerator
a kitchen with stainless steel appliances granite countertop a stove a microwave and wooden cabinets
a dining room with furniture and a floor to ceiling window
a living room with furniture and a flat screen tv
a bedroom with a bed and a chandelier
a bedroom with a bed and a flat screen tv
a bedroom with a bed and a flat screen tv
a bathroom with a sink a large mirror and a bathtub
a bedroom with a bed and a chandelier
a bedroom with a bed and a dresser
a bedroom with a bed and a chandelier
a bathroom with a sink toilet and shower
a en suite bathroom with a granite countertop sink and a mirror
a bedroom with a bed and a desk
a dining room with furniture and window
a dining room with furniture and windows
a balcony with furniture
a view of a balcony and dining area
a view of a balcony with a patio
a view of a lake with houses in the back
a front view of a house with a garden and plants
an aerial view of a house with a garden
a view of a lake with a houses
a view of a swimming pool with sitting area
a view of a garden with an outdoor space
a dining space with furniture and outdoor view
a view of a chairs and table in patio
a dining area with lots of tables a chandelier and kitchen view
a view of a chairs and table in the patio
a view of a dining area with lots of furniture a window
a view of a storage room with racks
a view of a swimming pool with a lounge chair
a view of swimming pool with outdoor seating and plants
a view of a tennis court
$569,900 | 12029 Covent Garden Court, Unit 2501, Naples, FL 34120
1/42
Listed By Compass

$569,900

Bedrooms
3
Bathrooms
2
Square Feet
2,048