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
1/50
Listed By Compass

$3,699,000

Bedrooms
5
Bathrooms
5.5
Square Feet
4,502
Acres
0.94
1/33
Listed By Compass

$1,675,000

Bedrooms
3
Bathrooms
3
Square Feet
2,889
Acres
0.26
an aerial view of residential houses with outdoor space and trees
a view of entryway and hall
a view of entryway and hall with wooden floor
a living room with furniture and a wooden floor
a living room with furniture a flat screen tv and a large window
a living room with furniture and a flat screen tv
a living room with furniture kitchen view and a chandelier
a kitchen with stainless steel appliances granite countertop a stove and a sink
a kitchen with kitchen island granite countertop counter top space a sink and appliances
a kitchen with stainless steel appliances white cabinets and a refrigerator
a large white kitchen with cabinets
a view of a dining room with furniture
a living room with furniture
a dining room with furniture a chandelier and wooden floor
a bedroom with a bed and window
a bedroom with a bed and a lamp
a spacious bedroom with a bed and a cabinets
a bathroom with a sink and a mirror
a bathroom with a sink toilet and shower
a bathroom with a shower
a bedroom with a bed and a flat screen tv
a bedroom with a bed and a painting on the wall
a bathroom with a sink a toilet and shower
a bedroom with a bed couch and window
a bedroom with a bed and a shower
a living room with furniture and a window
a living room with furniture and a flat screen tv
a bedroom with a bed and a lamp
a bathroom with a sink a toilet and shower
a view of bike storage
a balcony with furniture and a potted plant
a view of a dining room with furniture window and outside view
a balcony with furniture and a potted plant
a bathroom with a glass shower door
a utility room with cabinets washer and dryer
a front view of a house with garden
a view of a house with a yard and lake view
a front view of a building with a garden
a view of lake with mountain
an aerial view of a city
1/40
Listed By Compass

$1,199,000

Bedrooms
3
Bathrooms
3
Square Feet
2,743
a front view of a house with a garden
a backyard of a house with yard and outdoor seating
a kitchen with stainless steel appliances granite countertop a refrigerator and a sink
a large kitchen with a table and chairs
a kitchen with stainless steel appliances granite countertop table chairs and wooden floor
a large kitchen with lots of counter space and dining table
a living room with furniture and a large window
a living room with furniture and a fireplace
a bedroom with furniture and a window
a view of a dining room with furniture and a chandelier
a view of a dining room with furniture and wooden floor
a view of a workspace with furniture
a bed room with a bed and a large window
a bathroom with a tub sink and mirror
a bathroom with a granite countertop sink and a mirror
a bathroom with a sink and a bathtub
a bedroom with a bed and a table chair
a bathroom with a granite countertop toilet a sink and a mirror
a utility room with dryer and washer
a view of an outdoor dining space with a table and chairs
a bathroom with a toilet a sink and a mirror
a view of a swimming pool with a patio
a view of a backyard with sitting area
a view of yard with swimming pool and outdoor seating
a view of outdoor space yard deck and patio
a front view of a house with a garden
a view of a park
a view of lake with sunset
a view of lake with sunset
a view of a white house with a small yard and a large tree
1/31
Listed By CompassPending With Contingencies

$888,000

Bedrooms
2
Bathrooms
2.5
Square Feet
1,867
Acres
0.19
1/49
Listed By CompassPending With Contingencies

$795,000

Bedrooms
2
Bathrooms
2.5
Square Feet
1,964
Acres
0.2
a living room with furniture
a kitchen with a sink and chairs
front view of a house with a yard
a view of a livingroom with furniture window and wooden floor
a view of a dining room with furniture and chandelier
a view of a dining room with furniture and 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 and a large window
a kitchen with a sink stove and cabinets
a kitchen with a stove and a sink
a kitchen with stainless steel appliances granite countertop a table and chairs
a living room with furniture and wooden floor
a spacious bedroom with a bed and a large window
a bed room with a bed and a window
a view of walk in closet with clothes and shoes
a spacious bathroom with a granite countertop sink and a mirror
a bathroom with a sink double vanity granite tub and a mirror
a bathroom with a granite countertop sink and a mirror
a bathroom with a sink a toilet and shower
a bathroom with a tub shower and window
a bedroom with two beds and a couch
a view of a livingroom with workspace and a couch
a view of a storage and utility room with washer and dryer
a dining room with a floor to ceiling windows and a table
a living room with furniture and a window
a front view of a house with a yard and garage
a front view of a house
front view of a house with a yard
1/30
Listed By CompassPending With Contingencies

$675,000

Bedrooms
3
Bathrooms
2
Square Feet
2,367
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
1/37
Listed By Compass

$637,000

Bedrooms
3
Bathrooms
2
Square Feet
1,654
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
1/42
Listed By Compass

$569,900

Bedrooms
3
Bathrooms
2
Square Feet
2,048