The market right now
Source: Bright MLS. Average price and days: July–September 2026 sales. Homes for sale: early October 2026. Trends: last 12 months. U.S. days on market: Realtor.com, September 2026. Data deemed reliable but not guaranteed.
What’s selling fastest
Colonials are what buyers want.
They sold in a median 6 days, with 45% over asking.
Contemporary styles lag.
A median 18 days, and none sold over asking.
Bigger homes move faster.
Four-bedrooms sold in 6 days; condos took about 12.
Patterns in what sold over the last 12 months, not guarantees for any one home.
Neighborhoods
The typical home that sold here was built in 1960, with plenty of older rowhomes and twins in the mix.
Living in Trolley Square & the Highlands
Things to do
- Rockford Park & TowerClimb the 1901 stone tower for views across the Brandywine Valley.
- Delaware Art MuseumAmerican art, a sculpture garden, and musical happy hours in the garden.
- Brandywine Park & Josephine GardensCherry blossoms in spring and the creek all year.
- Brandywine ZooA small, walkable zoo in Brandywine Park.
Where to eat
- Kid Shelleen’sTrolley Square’s burger-and-brunch institution since 1983.
- Scalessa’s Old School Italian KitchenRed-sauce Italian, a neighborhood favorite.
- Trolley Square Oyster HouseOysters and seafood in the heart of Trolley.
- Piccolina ToscanaTuscan dining in Trolley Square.
Every year
- Brandywine Festival of the ArtsHundreds of artists in Josephine Gardens each September.
- Wilmington PorchfestFree music on porches in Cool Spring and Trolley Square each fall.
Picks include local favorites from Delaware Today’s Best of Delaware. Hours, menus and event dates change, so check before you go. Have a favorite I missed? Tell me.
Schools
More than one school district serves 19806, depending on the address. Assigned schools depend on the exact address, so check any home you’re considering.
Common questions
Is Trolley Square & the Highlands a buyer’s or seller’s market right now?
It’s a seller’s market. There are 45 homes for sale, about 3.1 months of supply at the current sales pace. Under 4 months generally favors sellers; 4 to 6 is balanced.
How much do homes cost in Trolley Square & the Highlands?
Homes sold for an average of $389K from July to September 2026.
How fast are homes selling in Trolley Square & the Highlands?
A median of 14 days to go under contract, compared with 61 days nationally (Realtor.com, September 2026).
What sells fastest in Trolley Square & the Highlands?
Colonials are what buyers want. They sold in a median 6 days, with 45% over asking.
Updated October 2026 by Nick Rybinski, REALTOR®, using Bright MLS data.
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