Trumbull, CT / SOLD

44 Winslow RoadTrumbull, CT 06611

The buyer could have saved $2,925 in brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 20% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

Sale Price$585,000ClosedDecember 10, 2023

Our Take

44 Winslow Road in Trumbull is a 1952 colonial/contemporary home with three bedrooms and three full bathrooms on a 0.32-acre lot. Its eat-in kitchen features granite countertops, stainless-steel appliances, and functional cabinetry. The family room includes a gas fireplace and central air. Outdoor features include an in-ground pool and screened-in porch, while dedicated office space provides a separate work area. The primary suite and two additional bedrooms complete the bedroom layout.

44 Winslow Road — exterior photo
Open Google Maps ↗

Estimated buyer rebate

The buyer could have saved $2,925 on brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 20% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

At a glance

Closed · MLS #170591974
Bedrooms
3
BathroomsBaths
3 full / 0 half
Square feet
2,719
Year built
1952
Acres
0.32
Property taxes
$10,985

July 2023-June 2024

What stands out

  • Eat-in kitchen with granite countertops
  • Stainless-steel kitchen appliances
  • Gas fireplace in the family room
  • In-ground pool
  • Screened-in outdoor porch
  • Dedicated office space
  • Spacious primary suite
  • Two additional bedrooms
Read the full listing description

This custom colonial/contemporary masterpiece offers 3 bedrooms and 3 bathrooms, including a spacious primary suite. The two other generously sized bedrooms provide ample space for relaxation and personalization, ensuring that everyone feels right at home. Prepare to be inspired in the eat in kitchen, with sleek granite countertops that elegantly complement the stainless-steel appliances and functional cabinetry. Gather around the cozy gas fireplace in the family room and stay comfortable year-round with the convenience of central air. Lounge by in-ground pool, inviting you to relax and unwind. For those seeking a shaded sanctuary, the screened-in porch offers a serene space to enjoy the outdoors without the hassle of insects. This home comes complete with dedicated office space, providing the perfect environment for remote work. Ideally situated near Sacred Heart University, and a host of amenities, everything you desire is just a stone's throw away. Don't miss your chance to own this remarkable custom colonial/contemporary home that redefines suburban living –H schedule a tour today and make this dream home your reality.( House-Deck-Pool Is As Is )

Schools

Elementary
Per Board of Ed
Middle
Per Board of Ed
High
Trumbull

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

Price history

DateEventPrice
Closed price$585,000
Original list price$690,000

Intermediate price changes and previous listings may not be included.

Interested in a property like this?

Cress can help you understand the market and find currently available homes.

Talk with Cress →

*Estimate: $585,000 closed price × assumed 2.5% buyer-agent commission × 20% rebate = $2,925. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered or actual compensation. This is a hypothetical estimate, not a rebate paid on this sale.

Listed by Coldwell Banker Realty

Mary Keklik

SmartMLS · Listing #170591974 · Closed

Listing data checked: Sep 26, 2026, 12:33 PM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

For personal, noncommercial use to identify properties you may be interested in purchasing.