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 living room with furniture and a flat screen tv
a view of a patio with a table and chairs
a front view of a house with garden and porch
a kitchen with stainless steel appliances granite countertop a sink stove and refrigerator
a kitchen with stainless steel appliances granite countertop a sink a stove and a refrigerator
a view of dining room and livingroom with furniture wooden floor a chandelier
a living room with furniture kitchen view and a chandelier
a living room with furniture a flat screen tv and a floor to ceiling window
a living room with furniture ceiling fan and a rug
a living room with furniture and a chandelier
a living room with furniture and a chandelier
a dining room with furniture and window
a view of a dining room with furniture window and outside view
a view of a workspace with furniture
a bedroom with a bed and a couch
a bedroom with a large bed and a flat tv screen
a bedroom with a bed and dresser
a spacious bathroom with a granite countertop tub sink and mirror
a bathroom with a tub sink and mirror
a spacious bathroom with a granite countertop double vanity sink and a mirror
a bedroom with a bed and a dresser
a bathroom with a sink a toilet and a mirror
a bedroom with a bed and a chandelier
a bathroom with a sink a vanity and a mirror
a bathroom with a sink a toilet and shower
a bedroom with a bed and wooden floor
a bedroom with a bed and a chandelier
a bathroom with a sink a mirror and a potted plant
a utility room with dryer and washer
a terrace with outdoor seating and couches
a outdoor space with patio couch and a table
a view of a backyard with lawn chairs under an umbrella
a living room with furniture a ceiling fan and a floor to ceiling window
a view of a patio with swimming pool
a living room with furniture and a large window
a front view of a house with garden and trees
a view of a swimming pool with an outdoor space and seating area
a view of a swimming pool with an ocean view
an aerial view of ocean residential houses with outdoor space
a view of a swimming pool with lawn chairs under an umbrella
a view of a city with an ocean
a view of swimming pool with outdoor seating and city view
a view of a city
a view of a house with a big yard
1/46
Listed By CompassPending With Contingencies

$3,100,000

Bedrooms
4
Bathrooms
5
Square Feet
4,034
Acres
0.34
a living room with furniture and a potted plant
front view of front door
a view of a entryway door with a chandelier
a dining room with furniture and window
a living room with furniture and a flat screen tv
a living room with furniture and a flat screen tv
a living room with furniture and a large window
a living room with couches a flat screen tv and kitchen view
a living room with furniture and a flat screen tv
a view of a dining room with furniture window and wooden floor
a view of a dining room with furniture and chandelier
a large kitchen with stainless steel appliances lots of counter space cabinets and a large window
a kitchen with stainless steel appliances granite countertop a refrigerator a sink dishwasher a stove and white countertops with wooden floor
a kitchen with stainless steel appliances granite countertop a sink a center island and cabinets
a large kitchen with sink stove and a dining table with chairs
a view of a dining room with furniture a chandelier and large windows
a dining room with furniture a chandelier and wooden floor
a dining room with furniture a chandelier and window
a bedroom with a bed and large window
a living room with furniture and a large window
a bedroom with a bed and a chandelier
a bedroom with a bed couch and a window
a spacious bathroom with a toilet sink and mirror
a spacious bathroom with a double vanity sink mirror and a bathtub
a bathroom with a sink a toilet and shower
a bedroom with a bed and a tv
a bathroom with a sink and a mirror
a bedroom with a bed a table and chair
a living room with furniture and a window
a bathroom with a sink a toilet and shower
a view of a workspace with furniture
a view of a workspace with furniture and a window
a dining room with furniture a chandelier and a large window
a view of a patio with a table and chairs
a front view of a house with a fountain
a view of outdoor space with seating area
a view of a chair and tables in the patio
a view of swimming pool with outdoor seating
a view of a swimming pool with a patio
a front view of a house with a yard
a front view of a house with garden
a aerial view of a house with a garden and plants
a view of a lake with houses in the back
an aerial view of residential houses with outdoor space
a view of a city with an ocean
1/45
Listed By CompassPending With Contingencies

$1,580,000

Bedrooms
4
Bathrooms
3
Square Feet
3,106
Acres
0.31
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

$1,279,000

Bedrooms
3
Bathrooms
3
Square Feet
2,743
a view of a swimming pool with a patio
a view of a livingroom with furniture and a window
a living room with furniture and a chandelier
a living room with furniture and a large window
a living room with furniture and a large window
a living room with a couch
a view of a dining room with furniture window and outside view
a view of a dining room with furniture a chandelier and wooden floor
a view of a dining room with furniture window and wooden floor
a kitchen with kitchen island granite countertop a sink a counter space appliances and cabinets
a kitchen with stainless steel appliances granite countertop a sink a stove and cabinets
a kitchen with stainless steel appliances kitchen island granite countertop a sink a granite counter tops and a view of living room
a view of white cabinets and a window
a living room with furniture and a flat screen tv
a bedroom with a bed flat screen tv and window
a bathroom with a granite countertop sink toilet and shower
en empty room with windows and ceiling fan
a view of an empty room with a ceiling fan
a spacious bathroom with a granite countertop double vanity sink a mirror and a bathtub
a bathroom with a tub a mirror and a shower
a view of walk in closet with clothes and shoes
a view of swimming pool with a patio
a room with a granite counter tops and a potted plant
a living room with furniture and a large window
a outdoor space with a tub
a view of a lake with houses in the background
a front view of a house with a yard and garage
an aerial view of a house with garden space and a patio
a front view of a house with garden
a view of a hallway with wooden floor and entryway
a view of a city with an ocean view
a view of a city
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 room with gym equipment
a dining area with lots of tables a chandelier and kitchen view
a view of a dining area with lots of furniture a window
a large white kitchen with a large window a sink and stainless steel appliances
a view of swimming pool with outdoor seating and plants
a view of a lake with houses
1/44
Listed By Compass

$1,150,000

Bedrooms
3
Bathrooms
3
Square Feet
2,224
Acres
0.17
a front view of a house with a yard and a garden
a view of a balcony with a patio
a dining room with furniture and window
a living room with furniture and a ceiling fan
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 flat screen tv
a dining room with furniture and a floor to ceiling window
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 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 windows
a balcony with furniture
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 swimming pool with a yard and plants
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 dining room with furniture window and outdoor view
a view of a chairs and table in 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 lake with houses
a view of a balcony and dining area
a front view of a house with garden
1/40
Listed By Compass

$629,000

Bedrooms
3
Bathrooms
2
Square Feet
2,048