About Darin Maciaszek
Darin, a native of Chicago, Illinois, has cultivated a diverse life experience across various cities in the United States, including Seattle, WA; Panama City, FL; Cupertino, CA; North Port, FL; and Delray Beach, FL. In 1984, he established his roots in Tampa, Florida, where he pursued a degree in Accounting at the University of South Florida's College of Business Administration.
With 13 years of experience in the technology sector, Darin held management positions at prominent companies such as Verizon GTE and Micros Systems Inc. His professional journey included supporting major corporations like FedEx, Blue Cross Blue Shield, American Express, Microsoft, and GMAC, as well as local organizations including Germain Arena, Lee Memorial Health System, Edison College, and Southwest Florida International Airport.
After marrying his wife, Heather, the couple relocated to Fort Myers to start a family, which also allowed Darin to pursue his true passion: real estate. They have embraced life in Fort Myers, finding it an ideal environment for raising their children. Currently, they reside in Gateway with their daughter Moxie, son Darin Jr., and their dog Bailey, a Golden Retriever-Shepherd mix.
As a realtor, Darin is committed to delivering exceptional customer service backed by extensive industry knowledge. His primary focus is the Gateway community, a master-planned area encompassing over 3,000 acres of neighborhoods, schools, parks, trails, golf courses, dog parks, community pools, and the Boston Red Sox Spring Training facility. The Gateway business park is home to notable companies such as Sony, Comcast, Zephyrhills, WilsonMiller, Gartner, and DirecTV, with convenient access to Southwest Florida International Airport.
Darin possesses in-depth familiarity with the various subdivisions within Gateway, including Gateway Country Club, Hampton Greens, Mahogany Run, Sabal Dunes, Santa Luz, Gateway Greens, Callaway Greens, Champions Green, The Cottages at Gateway Greens, Hampton Park, Stoneybrook at Gateway, Magnolia Lakes, Daniel’s Preserve, Timber Ridge, Waterford Village, Silverlakes at Gateway, Bristol Parc, Cypress Cay, Cypress Pointe, Hidden Links, Pinecrest, Pinewood Lakes, Royal Greens, Eagle Pointe, Devonshire Lakes, Villas at Gateway, Summerwind, Cypress Links, and more.
Active in his local community, Darin participates in church activities, sports, and volunteer work with organizations such as the American Cancer Society and the Leukemia & Lymphoma Society. Together with Heather, he has developed a dedicated website, [LifeInGateway.com](http://www.LifeInGateway.com), which provides information about the community, businesses, services, events, and news.
Darin and Heather's combined experience in real estate sales, hospitality, and business has fostered a professional and consultative approach to client relations. Their emphasis on effective communication, logical planning, and delivering on commitments helps build strong relationships, enabling clients to navigate the buying or selling process with confidence.
$705,401
Avg. Listing Price
From Darin's portfolio
3.3 / 2.5
Avg. Beds/Baths
Typical property size
1,990 sf
Avg. Square Footage
Interior living space
15473
Active Listings
Current inventory
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Current Property Listings
As of 3/27/2026, Darin Maciaszek has 4
properties
for sale in Fort Myers and surrounding areas.
$40,500
Listed 2025-01-13
Billberry St
North Port, FL 34288
Beds:
Baths:
Sq Ft:
Lot: 10,454 sf
View Full Details
$283,400
Listed 2025-03-10
2133 San Marco Rd Unit 6-203
Marco Island, FL 34145
Beds: 3.0
Baths: 2.5
Sq Ft: 1,289
View Full Details
$442,500
Listed 2025-09-05
12899 Ivory Stone Loop
Fort Myers, FL 33913
Beds: 4.0
Baths: 2.5
Sq Ft: 2,301
Lot: 10,925 sf
View Full Details
$649,900
Listed 2025-08-29
10860 Essex Square Blvd
Fort Myers, FL 33913
Beds: 4.0
Baths: 3.5
Sq Ft: 2,736
Lot: 13,687 sf
View Full Details
$198,000
Listed 2026-01-02
3140 Seasons Way Unit 510
Estero, FL 33928
Beds: 2.0
Baths: 1.0
Sq Ft: 812
Lot: 6,168 sf
View Full Details
Current Property Rentals
Darin Maciaszek currently has no rental properties available in Fort Myers and surrounding areas.
Check back later.