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Fairfield
44 Benedict Hill Road
Listing Courtesy of: John-Michael Rachinsky-Wood, Harbor Bridge Realty, (203) 667-3443
$2,750,000
↓ $505K (18.4%)
● House - For Sale

44 Benedict Hill Road

New Canaan, CT 06840
bedrooms
5 Beds
bathrooms
3 Baths, 1 Half Bath
$14,713
Est. Monthly
2.02%
Cap Rate

About This Property

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.
Unit Size
-
Days on Market
-
Land Size
-
Price per sqft
-
Property Type
House
Property Taxes
$1,210
HOA Dues
-
Year Built
1960

Listed By

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Last updated: 3 months ago (Smart MLS #24126532)

Price History

Date / Event Date Event Price
Jun 12, 2026 Price Decreased $2,245,000
↓ $505K (18.4%)
Price Decreased
Sep 14, 2025 Listed by Harbor Bridge Realty $2,750,000
Listed by Harbor Bridge Realty
Mar 29, 2024 Sold
Sold
Feb 8, 2024 In contract -
In contract
Jan 8, 2024 Listed by Douglas Elliman of Connecticut $2,245,000
Listed by Douglas Elliman of Connecticut
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.
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Property Highlights

Parking Available
Air Conditioning
Fireplace
Interior Details
Half Bathrooms: 1
Full Bathrooms: 3
Interior Features: Security System
Appliances: Electric Cooktop, Refrigerator, Dishwasher, Washer, Dryer, Wall Oven
Has Fireplace
Fireplaces: 1
Exterior Details
Property Condition: No/Resale
Architectural Style: Modern
Year Built Source: Public Records
Year Built: 1960
Construction Materials: Other
Lot Features: Cleared, Lightly Wooded, Treed, Professionally Landscaped
Water Source: Private
Financial Details
Tax Annual Amount: $14,520
Utilities Details
Cooling Type: Central Air
Heating Type: Hot Air

Building Info

Overview

    General

  • Year Built: 1960
  • Effective Year Built: 1960
  • Building Count: 1
  • Total Rooms: 2
  • Bedroom Count: 1
  • Bathroom Count: 2
  • Full Bathrooms: 2
  • Partial Bathrooms: 2
  • Building Condition: 6
  • Building Quality: 0
  • Construction Type: 6
  • Building Style: 21
  • Exterior Walls Type: 8
  • Interior Walls Type: 0
  • Roof Shape Type: 0
  • Roof Cover Type: 16
  • Floor Count: 100
  • Living Units: 1
  • Floor Cover: 0
  • Basement Type: 7
  • Basement Area: 1,600
  • Garage Type: 0
  • Parking Space Count: 0
  • Patio Type: 0
  • Porch Type: 0
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 200,376
  • Total Building Area: 1,600
  • Gross Building Area: 3,872
  • Building Area: 1,600
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 0
  • Heating: 4
  • Heated Square Feet: 1,600
  • Heating Fuel Type: 6

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Land Acres: 0000004600
  • Standard Land Use Code: 1001
  • County Land Use Code: 101

Neighborhood

  • School District Name: New Canaan School District
  • School Tax School District: NEW CANAAN SD
  • Census Tract: 035400

Zoning

  • Zoning: 4AC

Geography

  • Account Number: 46 120 11
  • Parcel: NCAN M:0046 B:120 L:00011
  • Block: 120
  • Lot: 11
  • Municipality: NEW CANAAN
  • Latitude: 41.1931
  • Longitude: -73.4846

    Address

  • Full Address: 44 Benedict Hill Rd
  • Address - House Number: 44
  • Address - Street Name: Benedict Hill
  • Address - Suffix Type: Rd
  • State: CT
  • City Name: New Canaan
  • Carrier Code: R001
  • 4-Digit Zip Code: 2903
  • Zip Code: 06840

Valuation

    Tax

  • Tax Year: 2023
  • Tax Amount: $1,191,500

    Appraisal Valuation

  • Standard Deviation: 0.1939
  • Valuation Date: Mar 27, 2024
  • Confidence Score: 74
  • Final Value: 1,452,840
  • High Value: 1,734,602
  • Low Value: 1,171,079

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $629,090
  • Assessed Land Value: $577,220
  • Assessed Improvements Value: $51,870

    Sales

  • Current Sale Recording Date: Sep 15, 2000
  • Current Sale Price:
  • Current Sale Document Type: 71
  • Previous Sale Recording Date: Jul 22, 1994
  • Previous Sale Amount: $625,000
  • Previous Sale Document Type: 71
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Fairfield


Similar Homes for Sale

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Nearby Rentals

Unit for rent at 792 Smith Ridge Road, New Canaan, CT, 06840

$5,800 /mo

  • 2 Beds
  • 3 Baths
  • 2,262 ft²
792 Smith Ridge Road, New Canaan, CT, 06840 Listing by Tracy Giovanoni


Frequently Asked Questions

When was property at 44 Benedict Hill Road built and last sold?
The property at 44 Benedict Hill Road was built in 1960 and last sold on Jan 1, 1970 for $875,000.
How much is this home worth?
The estimated value of the home located at 44 Benedict Hill Road is $2,777,500.
What are some comparable homes to 44 Benedict Hill Road?
There are currently no comparable homes to 44 Benedict Hill Road.