George Cress of Real Broker Email: george@cress.co (dot co) Call/Text: 212-203-5251
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
Open house
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.
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
| Date | Event | Price |
|---|---|---|
| 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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