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Darrin Clark McCutcheon

Darrin Clark McCutcheon
Real Estate Agent (Salesperson)
Naples FL

Salesperson (FL: 3492646)

5 years experience

REALTOR® 5 Active Listings Serves Collier County, FL
View on Realtor.com

Contact Information

Brokerage
Premier Sotheby's International Realty

Office Website
Office Address
9357 Surfbird Ct
Naples, FL  34120
(Collier County)
Office Phone
239-449-3400
Office Fax
Mobile
239-315-2581
Email
darm**@*******.com
Show Email for $5
Website

Service Areas

Orangetree: FL Bonita Springs: FL Island Walk: FL Vineyards: FL Naples Park: FL Coco River: FL Pelican Bay: FL Pine Ridge: FL Naples: FL

About Darrin McCutcheon

Darrin McCutcheon has been a property owner in Naples since the early 2000s and is recognized as a knowledgeable Realtor serving the greater Naples area. He specializes in assisting buyers, sellers, and investors with homes and condominiums across Lee and Collier Counties, particularly in luxury communities such as Greyhawk at Golf Club of the Everglades, Twin Eagles Club, and Quail Creek Country Club.

Darrin prioritizes client relationships over transactions. His approach involves connecting with clients, understanding their objectives, and crafting tailored strategies to help them find their ideal home or maximize their sale. He is committed to ensuring that both parties in a transaction feel valued and satisfied with the outcome. With a background as a licensed insurance agent across multiple states—including Maryland, Washington D.C., Virginia, West Virginia, and Florida—Darrin brings a strong analytical skill set to his real estate practice. His diverse experiences have equipped him with the flexibility and adaptability necessary to navigate various client needs. Additionally, he has held leadership roles, including serving as president of a prominent agent network in the D.C. area, maintaining connections with many of his former colleagues.

Darrin’s distinctive expertise is complemented by the advanced technology and services offered by Compass, which enhance the real estate experience. Utilizing specialized business analytics and tracking software, he streamlines the often complex process of buying or selling a home, allowing him to dedicate more time to client engagement, marketing strategy development, and deal closure. Through Compass Concierge, he provides clients with access to staging, renovations, and over 100 home improvement services, facilitating a smoother and more profitable selling process.

An avid golfer, Darrin has resided in several prestigious golf communities in Naples, including Twin Eagles Club, Imperial Golf Estates, and Greyhawk at Golf Club of the Everglades, where he currently lives with his wife and Labrador. In addition to his passion for golf, he has a background as a professional archer, achieving numerous national-level accolades.

Collier County, FL Real Estate Market Analysis (Single Family Homes)

$2,083,467
Avg. Listing Price
From Darrin's portfolio
3.4 / 3.1
Avg. Beds/Baths
Typical property size
2,616 sf
Avg. Square Footage
Interior living space
5006
Active Listings
Current inventory

Collier County, Florida represents one of Southwest Florida's most dynamic and exclusive real estate markets, anchored by Naples and stretching from the pristine beaches of the Gulf Coast to the vast wilderness of the Everglades. This diverse market attracts luxury buyers, retirees, and seasonal residents who drive consistent demand across price points, creating opportunities that extend far beyond traditional residential sales into commercial development, vacation rentals, and agricultural properties.

With 15,791 actively licensed real estate agents operating throughout the county, Collier County maintains one of the highest agent-to-population ratios in Florida, reflecting both the market's complexity and its lucrative nature. What's particularly noteworthy is that all 15,791 agents maintain current email contact information, indicating a tech-savvy professional community that actively engages in digital marketing and communication strategies essential for today's real estate environment.

Major Collier County, Florida Real Estate Markets

Naples dominates as the county's primary real estate hub, with its downtown core, beach communities, and exclusive golf course developments like Pelican Bay and Port Royal commanding some of Florida's highest property values. The city's luxury market extends into surrounding areas including Bonita Springs, which straddles the Lee-Collier county line, and eastward communities like Golden Gate and Lely Resort, offering more accessible price points while maintaining the Naples lifestyle appeal.

Beyond Naples, Collier County encompasses diverse markets including Marco Island's high-rise condominiums and waterfront estates, Immokalee's agricultural and working-class communities, and the emerging Ave Maria planned community. The Eastern Collier region, including areas near Everglades City, presents unique opportunities in eco-tourism and rural properties, while the Estates area offers large-lot homes popular with buyers seeking privacy and space.

Market Dynamics and Geographic Complexity

Collier County's real estate market operates on distinct seasonal rhythms, with peak activity during winter months when seasonal residents and tourists drive demand, followed by slower summers that often present opportunities for locals and investors. The market's geographic diversity creates multiple micro-markets, from beachfront condos starting at seven figures to inland single-family homes, rural acreage, and commercial properties serving the county's tourism and agricultural industries.

Environmental factors significantly influence development patterns, with wetlands preservation, hurricane considerations, and flood zones creating complex regulatory environments that require specialized local knowledge. This complexity, combined with the area's appeal to international buyers and investors, has created a sophisticated market where agents must understand luxury sales protocols, resort property management, and agricultural land transactions.

Why Businesses Need Collier County, Florida Agent Contact Data

The concentration of affluent real estate professionals in Collier County creates exceptional opportunities for B2B service providers, from mortgage companies and title services to luxury home contractors, technology platforms, and marketing agencies. These agents collectively handle billions in annual transactions and require specialized services including staging companies, photography services, legal support, and continuing education providers.

Financial services companies, insurance providers, and wealth management firms find particular value in connecting with Collier County agents who work with high-net-worth clients requiring sophisticated financial products. Additionally, technology companies, CRM providers, and digital marketing platforms can leverage these agent contacts to penetrate Florida's competitive real estate technology market, while home service businesses can build referral networks essential for success in this relationship-driven market.

Current Property Listings

As of 2/17/2026, Darrin McCutcheon has 5 properties for sale in Naples and surrounding areas.

$895,500

Listed 2025-10-01

9436 Whooping Crane Way
Naples, FL  34120

Beds: 3.0
Baths: 2.0
Sq Ft: 2,036
Lot: 6,970 sf
Single Family Map
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$875,000

Listed 2025-09-29

9406 Greyhawk Trl
Naples, FL  34120

Beds: 2.0
Baths: 2.0
Sq Ft: 1,805
Lot: 7,405 sf
Single Family Map
View Full Details

$4,999,999

Listed 2025-12-17

6582 Trail Blvd
Naples, FL  34108

Beds: 5.0
Baths: 4.5
Sq Ft: 4,254
Lot: 70,132 sf
Single Family Map
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$795,000

Listed 2025-08-28

12643 Kinross Ln
Naples, FL  34120

Beds: 3.0
Baths: 3.0
Sq Ft: 2,224
Lot: 8,276 sf
Single Family Map
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$849,900

Listed 2025-09-05

12712 Kinross Ln
Naples, FL  34120

Beds: 3.0
Baths: 2.0
Sq Ft: 2,249
Lot: 10,019 sf
Single Family Map
View Full Details

Current Property Rentals

Darrin McCutcheon currently has no rental properties available in Naples and surrounding areas. Check back later.