Trumbull, CT / SOLD

88 Chestnut Hill RoadTrumbull, CT 06611

The buyer could have saved $3,250 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$650,000ClosedFebruary 5, 2026

Our Take

88 Chestnut Hill Road in Trumbull combines landscaped outdoor spaces with flexible interior gathering areas. The grounds include an in-ground pool with pool house, expansive patio, screened-in porch, mature privacy evergreens, and flowering trees. Inside, the main level offers living and dining rooms, a sunroom/family room with walls of windows, an updated kitchen, three bedrooms, and one and a half baths. A finished lower level adds a custom bar, recreation space, and a wood-paneled office with built-in shelving.

88 Chestnut Hill Road — exterior photo
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Estimated buyer rebate

The buyer could have saved $3,250 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 #24147217
Bedrooms
3
BathroomsBaths
1 full / 1 half
Square feet
2,340
Year built
1955
Acres
0.3
Property taxes
$10,957

July 2025-June 2026

What stands out

  • In-ground pool with pool house
  • Expansive patio and screened-in porch
  • Sunroom/family room with walls of windows
  • Two wood-burning fireplaces
  • Updated kitchen with granite and stainless appliances
  • Finished lower level with custom bar
  • Wood-paneled office with built-in shelving
  • Three bedrooms and one and a half baths
Read the full listing description

This meticulously maintained home is truly an entertainer's dream, offering seamless indoor/outdoor living in a private, setting. The landscaped grounds feature an in-ground pool with pool house, expansive patio, screened-in porch, mature privacy evergreens, and flowering trees-perfect for both lively gatherings and peaceful relaxation. Inside, the thoughtfully designed floorplan includes living and dining rooms, along with a sunroom/family room highlighted by walls of windows that flood the space with natural light. The FR opens to an expansive 3-season/screened in deck w/ views of the rear yard. Two wood-burning fireplaces add warmth and character, one in the living room and the other creating a cozy focal point in the sunroom/family room. The updated kitchen is both stylish and functional, featuring granite countertops and stainless steel appliances. Three spacious bedrooms and one and a half baths, mudroom and laundry complete the main living level. The finished lower level offers an recreation and entertainment space with a custom bar, bar back, and two-burner electric cooktop-ideal for watching the big game or hosting family and friends for holidays or weekend gatherings. This level also includes a private, wood-paneled office with built-in shelving, providing a quiet work-from-home retreat. Ideally located near Trumbull Center and the Fairfield town line, this home offers the perfect balance of privacy, comfort, and convenience.

Schools

Elementary
Frenchtown
Middle
Madison
High
Trumbull

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

Price history

DateEventPrice
Closed price$650,000
Original list price$625,000

Intermediate price changes and previous listings may not be included.

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*Estimate: $650,000 closed price × assumed 2.5% buyer-agent commission × 20% rebate = $3,250. 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 William Raveis Real Estate · (203) 255-6841

Denise Walsh

SmartMLS · Listing #24147217 · Closed

Listing data checked: Sep 26, 2026, 12:22 PM EDT.

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

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