James Riddle

James Riddle

REALTOR® | Broker of Record

James is a licensed REALTOR® real estate broker in Delaware and Maryland and Broker of Record with The Parker Group, serving buyers and sellers across...
About James Riddle

About James

James is a licensed REALTOR® real estate broker in Delaware and Maryland and Broker of Record with The Parker Group, serving buyers and sellers across the Delmarva Peninsula.
His connection to real estate started early. At 15, he was making cold calls after school from a small office in Seaford for a pair of teachers-turned-agents named Dustin and Rachel Parker. He didn’t know it then, but that after-school job was the beginning of a career.
At 18, he joined a beach rental agency managing roughly 250 properties along the Delaware coast — learning the rhythms of the market, the details that matter to clients, and what it actually takes to run a real estate operation from the inside out. After nearly four years in that role, he reconnected with the Parkers at a local Sussex County REALTOR® association event and joined The Parker Group as a sales agent in October 2023. In 2025, he became a licensed broker in both states.
What he loves most about this business is the problem-solving. Every transaction is different, every deal has its own complications, and working through those challenges — for buyers, sellers, and the agents he supports — is what keeps him coming back.
Outside of real estate, he coaches golf at Holy Cross High School in Dover, performs in local theater productions, and plays music. He lives in Milford with his wife and their one-year-old daughter. His family has called Sussex County home since the late 1600s.

Specialties

Luxury PropertiesInvestment PropertiesEstate SalesAirbnb / Short-Term Rentals

Languages

English

James's Credentials

Licenses

  • Real Estate Broker State of Delaware 2025
  • Real Estate Broker State of Maryland 2025
Closed Transactions

Sold by James

Homes don’t just sell themselves. Here’s what showing up for sellers looks like.

Sold
8547 Hearns Pond Road
Blades, DE
$102,461
Closed Aug 5, 2025
Sold
20852 Country Rd
Georgetown, DE
$468,000
Closed Jul 2, 2025
Sold
19050 Carey Lane
Georgetown, DE
$387,000
Closed Jul 1, 2025
Sold
115 E Evens Rd
Viola, DE
$250,500
Closed Jun 24, 2025
Sold
21891 Andalusian Lane
Bridgeville, DE
$442,000
Closed May 7, 2025
Sold
1642 Vernon Dr
Harrington, DE
$338,000
Closed Apr 4, 2025
Sold
1701 Coastal Highway #N301
Dewey Beach, DE
$490,000
Closed Feb 28, 2025
Sold
562 Pontoon Drive
Felton, DE
$464,900
Closed Feb 24, 2025
Sold
135 E Lucky Estates Drive
Harrington, DE
$479,649
Closed Feb 21, 2025
Sold
15 Grants Avenue
Clarksville, DE
$427,500
Closed Jan 7, 2025
Buyer Representation

Happy Places Secured

Finding the right home takes patience, knowledge, and someone like James in your corner.

8547 Hearns Pond Road
Blades, DE
$102,461 Closed Aug 5, 2025
20526 Asheville Drive
Millsboro, DE
$325,000 Closed Jul 3, 2025
88 Henlopen Gardens
Lewes, DE
$495,000 Closed Feb 14, 2025
24043 Jerrico Road
Lincoln, DE
$509,900 Closed Feb 14, 2025
600 Darby Ln
Unit 9, South Bethany, DE
$610,000 Closed Jan 23, 2025

Articles by James

Insights and expertise from James Riddle

The Listing Side Is Different

The Listing Side Is Different

The seller's experience of real estate is fundamentally different from the buyer's. They are not...
Jun 3, 2026
Cold Calls at 15

Cold Calls at 15

Real estate found me at 15, making cold calls after school in a Seaford office....
May 22, 2026