George Cress of Real Broker Email: george@cress.co (dot co) Call/Text: 212-203-5251
New Canaan, CT / 379 DAYS ON MARKET
44 Benedict Hill RoadNew Canaan, CT 06840
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Asking price$2,750,000Active
Open house
Our Take
44 Benedict Hill Road is a five-bedroom, three-full-bath, one-half-bath mid-century modern residence on 4.6 acres in New Canaan. Designed in 1961 by architect James Evans, it has a hyperbolic paraboloid roof, an open main level, and floor-to-ceiling windows alongside wooded views. The main level includes a primary suite, living room, dining room, office/study, powder room, and wraparound deck. A finished walk-out lower level adds four bedrooms, two full bathrooms, laundry, and storage.
At a glance
Active · MLS #24126532- Bedrooms
- 5
- BathroomsBaths
- 3 full / 1 half
- Square feet
- 3,200
- Year built
- 1960
- Acres
- 4.6
- Property taxes
- $14,520
July 2026-June 2027
What stands out
- Hyperbolic paraboloid roof by James Evans
- Floor-to-ceiling windows on the open main level
- Serene wooded views throughout the home
- See-through fireplace in the dining room
- Sliding doors connect to the wraparound deck
- Walk-out lower level with four bedrooms
- Two full bathrooms on the lower level
Read the full listing description
Welcome to the iconic Evans House - a striking work of mid-century modern architecture. Designed in 1961 by renowned architect James Evans, this one-of-a-kind residence showcases a striking hyperbolic paraboloid roof that allows for a completely open main level filled with soaring floor-to-ceiling windows. Every room is immersed in natural light and surrounded by serene wooded views, offering unmatched privacy and a sense of retreat. The main level features an effortless open flow with a primary suite, living room, dining room with a see-through fireplace, office/study, powder room, and expansive sliding doors that connect seamlessly to the wraparound deck. The fully finished, walk-out lower level offers four additional bedrooms, two full bathrooms, a dedicated laundry room, and storage. This rare architectural gem is not just a home, but an experience in design, nature, and modern living.
Schools
- Elementary
- East
- Middle
- Saxe Middle
- High
- New Canaan
Schools as reported by SmartMLS. Confirm attendance assignments with the district.
A closer look at the location
Open Google Maps ↗44 Benedict Hill Road, New Canaan, CT 06840
Price history
| Date | Event | Price |
|---|---|---|
| Originally listed | $2,750,000 | |
| Closed price | $2,150,000 | |
| Original list price | $2,245,000 |
Intermediate price changes and previous listings may not be included.
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Nearby sold homes
View sold homes in New Canaan →
Sold 01/27/25
$1,510,0005 beds · 2.5 ba · 3,996 sqft · Sold118 Benedict Hill Road, New Canaan, CT 06840William Pitt Sotheby's Int'l
Sold 06/25/24
$1,425,0004 beds · 2.5 ba · 3,148 sqft · Sold8 Evergreen Road, New Canaan, CT 06840Houlihan Lawrence
Sold 07/17/25
$2,800,0005 beds · 6.5 ba · 6,070 sqft · Sold23 Benedict Hill Road, New Canaan, CT 06840Douglas Elliman of Connecticut
Sold 11/17/22
$3,050,0005 beds · 7 ba · 7,807 sqft · Sold81 Benedict Hill Road, New Canaan, CT 06840William Pitt Sotheby's Int'l
Sold 08/21/22
$975,0004 beds · 4 ba · 2,816 sqft · Sold165 Colonial Road, New Canaan, CT 06840William Pitt Sotheby's Int'l
*Estimate: $2,750,000 asking price × assumed 2.5% buyer-agent commission × 50% rebate = $34,375. 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.
Listed by Harbor Bridge Realty · (203) 667-3443
John-Michael Rachinsky-Wood
SmartMLS · Listing #24126532 · Active
Listing data checked: Sep 30, 2026, 7:02 AM 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.
