Map location of 44 Benedict Hill Road, New Canaan, CT 06840
$2,100,000
Unlock Price Rating!

44 Benedict Hill Road, New Canaan, CT 06840

 Contact
5 Beds
4 Baths
1,600 Sq Ft

The Evans House, 1961, is an important midcentury modern architectural masterpiece designed by James Evans as his own home, included in the 1961 Modern House Tour. Using a thin-shell structural system, Evans designed his soaring, square, one-story (plus lower level) house with a hyperbolic paraboloid roof, allowing a nearly completely open plan as few inter-load carrying supports are necessary. Featuring floor-to-ceiling glazing, his intent to mesh indoor and outdoor living spaces is further emphasized through the living/dining room's six sliding glass doors. There have been very minor alterations to the house. The wrap-around deck was originally designed with a wrap-around bench rather than a railing. The airy effect of the house is especially pronounced since the ceiling height is nearly two stories tall at its highest points. The roof projects beyond the plane of the walls, protecting the window walls from weathering. The house, which has a square footprint, is built into a gently sloping site. The primary entrance and living/dining room, kitchen and Master suite are located on the first floor and four additional bedrooms, two baths and laundry room are located on the fully exposed lower level at the back of the house.

Listing By: John Engel - Douglas Elliman of Connecticut ctsmart Realty.com
  • MLS# 170499255
  • Date Listed07/06/2022
  • Bedrooms 5
  • Bathrooms 3 Full baths, 1 Half baths
  • Lot Size 4.6 acres (200,376 sq. ft)
  • Sewer Septic
  • Property Type Single Family
  • County Fairfield
  • Year Built 1960
  • Water Private Well
  • Square Feet 1,600 sq. ft
  • Price Per Sq. Ft $1312.5

Interior Features

  • Appliances Cook Top, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer
  • Cooling Central Air, Zoned
  • Heating Oil

Exterior / Lot Features

  • Exterior Deck
  • Roof Asphalt, Shingle
  • Lot Size Acres 4.60
  • Lot Size SQFT 200,376.00
  • Lot Features Secluded, Sloping Lot, Treed

Directions

Valley Road, Right on Benedict Hill, House is on Left up a long driveway

Financial Considerations

  • Tax Amount $11,556
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

Miller-driscoll School

Public • PK - 2 • Serves this home

3.6 mi

Distance

West School

Public • PK - 4

6.33 mi

Distance

Norwalk Early Childhood Center

Public • PK - PK

8.3 mi

Distance

Wolfpit School

Public • PK - 5

8.89 mi

Distance

Middlebrook School

Public • 6 - 8 • Serves this home

4.17 mi

Distance

Cider Mill School

Public • 3 - 5

4.45 mi

Distance

Saxe Middle School

Public • 5 - 8

6.33 mi

Distance

Scofield Middle School

Public • 6 - 8

7.79 mi

Distance

West Rocks Middle School

Public • 6 - 8

8.45 mi

Distance

Wilton High School

Public • 9 - 12

4.45 mi

Distance

New Canaan High School

Public • 9 - 12 • Serves this home

6.33 mi

Distance

St Luke's School

Private • 05 - 12

1.21 mi

Distance

Winston Preparatory School

Private • 04 - 12

8.45 mi

Distance

Sales & Tax History

Source: Public Records

Street Address Beds Baths Sold Date List Price Valuation Date Valuation Price
259 New Canaan Road | Listing 4 3 Nov 08, 2025 $848,000 Mar 21, 2024 $1,122,000
39 Keelers Ridge Road 5 8 Oct 15, 2025 $3,395,000 Dec 07, 2025 -
247 Mill Road 4 4 Oct 15, 2025 $2,450,000 Dec 07, 2025 -
544 Oenoke Ridge 12 16 Nov 07, 2025 $12,400,000 Dec 07, 2025 -
358 Lukes Wood Road 7 11 Nov 10, 2025 $9,995,000 Dec 07, 2025 -
2 Sleepy Hollow Road 4 3 Oct 15, 2025 $1,999,000 Dec 07, 2025 -
227 Belden Hill Road 3 3 Oct 15, 2025 $899,000 Dec 07, 2025 -
66 Seminary Street 3 4 Nov 18, 2025 $2,295,000 Dec 07, 2025 -
1187 Smith Ridge Road 5 8 Nov 22, 2025 $2,995,000 Dec 07, 2025 -
17 Wardwell Drive 6 9 Nov 05, 2025 $4,995,000 Dec 07, 2025 -

Population & Environment

Source: Sperling's Best Places

Walkability in CT / 06840

Source: Walkscore

6/100

Bikable

Bike Score ®

Overview

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 8/100, Transit Score: 1/100, Bike Score: 13/100.

Points of Interest near 44 Benedict Hill Road, New Canaan, CT 06840

Frequently Asked Questions for 44 Benedict Hill Road

Source: Realty.com

44 Benedict Hill Road, New Canaan, CT 06840 is a Single Family 1,600 sq. ft. home listed for sale. Realty.com has 20 photos available of this 5 bed, 4 bath house, listed at $2,100,000. View sales and tax history, use our mortgage calculator and more on Realty.com

Realty.com has 20 photos of 44 Benedict Hill Road.

Our records indicate that 44 Benedict Hill Road was built in 1960.

The full address for this home is 44 Benedict Hill Road, New Canaan, CT 06840.

44 Benedict Hill Road has been listed on Realty.com since Wed July 06, 2022

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 8/100, Transit Score: 1/100, Bike Score: 13/100.

There are 3 schools assigned to this home. Check out the schools near 44 Benedict Hill Road. Miller-driscoll School (Grades: PK - 2), Middlebrook School (Grades: 6 - 8), New Canaan High School (Grades: 9 - 12)

Listing provided courtesy of: Douglas Elliman Of Connecticut (tel: 203-889-5580)
Listing agent: John Engel (tel: 203-247-4700) (#17960)

This content last refreshed on 2025-12-07 18:46:04. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 44 Benedict Hill Road, New Canaan, CT 06840 : MLS# 170499255

Message
Tour
Chat