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Darrin C McCutcheon

Darrin C McCutcheon
Real Estate Agent (Salesperson)
Tampa FL

Salesperson (FL: 3492646)

5 years experience

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

Contact Information

Brokerage
Premier Sotheby's International Realty

Office Website
Office Address
744 S Village Cir
Tampa, FL  33606
(Hillsborough County)
Office Phone
239-449-3400
Office Fax
Mobile
239-315-2581
Email
darr*************@*******.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.

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

$649,139
Avg. Listing Price
From Darrin's portfolio
3.6 / 2.7
Avg. Beds/Baths
Typical property size
2,211 sf
Avg. Square Footage
Interior living space
7702
Active Listings
Current inventory

Hillsborough County's real estate market stands as one of Florida's most dynamic and complex ecosystems, serving over 1.4 million residents across a diverse geographic landscape that spans from urban Tampa to rural eastern communities. The market's remarkable growth trajectory has attracted a substantial professional workforce, with 30,898 total actively licensed agents operating throughout the county, creating one of the most competitive real estate environments in the Southeast.

What makes this market particularly compelling is its accessibility and connectivity – all 30,898 agents maintain email contact information, reflecting the tech-savvy nature of Tampa Bay's real estate professionals. This digital infrastructure supports rapid communication and transaction processing across a market that handles everything from downtown high-rise condominiums to sprawling suburban developments and historic bungalows in established neighborhoods.

Major Hillsborough County, Florida Real Estate Markets

Tampa dominates the county's real estate landscape as the third-largest city in Florida, with distinct submarkets ranging from the revitalized downtown core and trendy Hyde Park to family-oriented Westchase and New Tampa. Plant City anchors the eastern agricultural region while maintaining its own residential growth patterns, and Temple Terrace offers a unique blend of historic charm and modern development near the University of South Florida corridor.

The county's geographic diversity creates fascinating market variations – waterfront properties along Tampa Bay command premium prices, while communities like Riverview, Valrico, and Brandon represent some of the fastest-growing suburban markets in the state. Emerging areas such as Fishhawk Ranch and Lithia have transformed from rural landscapes into master-planned communities, creating entirely new market dynamics that didn't exist a decade ago.

Market Dynamics and Geographic Complexity

Hillsborough County's real estate market operates across multiple price points and property types simultaneously, from luxury waterfront estates exceeding $2 million to affordable starter homes in developing corridors. The market benefits from Tampa's role as a major employment hub, with significant job growth in technology, healthcare, and finance driving consistent housing demand across diverse price ranges and geographic areas.

Seasonal fluctuations remain less pronounced than in other Florida markets due to the area's year-round resident population and strong local economy. However, the market faces unique challenges including rapid population growth, infrastructure development needs, and varying flood zone considerations that create distinct micro-markets within neighborhoods. These complexities require deep local knowledge that only experienced area agents possess.

Why Businesses Need Hillsborough County, Florida Agent Contact Data

The concentration of 30,898 licensed agents creates unprecedented opportunities for businesses serving the real estate industry, from mortgage lenders and title companies to home improvement contractors and moving services. This large professional network processes thousands of transactions monthly, generating consistent demand for specialized services, technology solutions, and professional development resources across the entire Tampa Bay region.

Having direct email access to this entire agent network enables businesses to efficiently target specific market segments, whether focusing on luxury specialists in South Tampa, new construction experts in developing suburbs, or commercial agents handling the county's expanding business districts. The market's diversity means agents regularly seek partnerships with vendors who understand local market conditions and can provide targeted solutions for their clients' varied needs.

Current Property Listings

As of 2/13/2026, Darrin McCutcheon has 5 properties for sale in Tampa and surrounding areas.

$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
View Full Details

$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

$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
View Full Details

Current Property Rentals

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