$2,750,000

44 Benedict Hill Rd New Canaan, CT 06840

Estimated payment $15,613/month

Total Views 11,727
5 Beds
3.5 Baths
3,200 Sq Ft
$859 Price per Sq Ft

Highlights

  • 4.6 Acre Lot
  • Modern Architecture
  • Wrap Around Balcony
  • East Elementary School Rated A+
  • 1 Fireplace
  • Home Security System

About This Home

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.

Listing Agent

John-Michael Rachinsky-Wood

Harbor Bridge Realty License #REB.0792632 Listed on: 09/14/2025

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $14,282

Year Built

  • Built in 1960

Lot Details

  • 4.6 Acre Lot
  • Stone Wall
  • Property is zoned 4AC

Home Design

  • Modern Architecture
  • Slab Foundation

Interior Spaces

  • 3,200 Sq Ft Home
  • 1 Fireplace
  • Home Security System

Kitchen

  • Built-In Oven
  • Electric Cooktop
  • Dishwasher

Bedrooms and Bathrooms

  • 5 Bedrooms

Laundry

  • Laundry Room
  • Laundry on lower level
  • Dryer
  • Washer

Basement

  • Walk-Out Basement
  • Basement Fills Entire Space Under The House

Outdoor Features

  • Wrap Around Balcony
  • Exterior Lighting
  • Shed

Schools

  • East Elementary School
  • Saxe Middle School
  • New Canaan High School

Utilities

  • Central Air
  • Heating System Uses Oil
  • Heating System Uses Oil Above Ground
  • Private Company Owned Well
  • Electric Water Heater

Listing and Financial Details

  • Assessor Parcel Number 188401

Home Details

Home Type

Single Family

Est. Annual Taxes

$14,282

Year Built

Built in 1960

Lot Details

0

Listing Details

  • Neighborhood: N/A
  • Property Type: Single Family For Sale
  • Style: Modern
  • Sq Ft Est Heated Above Grade: 3200
  • Total Sq Ft: 3200
  • Year Built: 1960
  • New Construction: No/Resale
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Directions: GPS friendly. Shared drive with house 46.
  • Street Type: Road
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 5
  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Fireplaces: 1
  • Basement Description: Full, Full With Walk-Out
  • Interior Amenities: Security System
  • Appliances: Electric Cooktop, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer
  • Laundry Room Info: Lower Level
  • Attic: No

Exterior Features

  • Exterior Features: Shed, Wrap Around Deck, Lighting, Stone Wall
  • Exterior Siding: Other
  • Foundation Type: Slab
  • Roof Information: Other
  • Waterfront Description: Not Applicable
  • Swimming Pool: No
  • Construction Description: Other

Garage/Parking

  • Garage And Parking: None

Utilities

  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Heat Fuel Type: Oil
  • Fuel Tank Location: Above Ground
  • Hot Water Description: Electric, Upright Tank
  • Water Source: Private Well
  • Sewer: Septic

Lot Info

  • Acres: 4.6
  • Lot Description: Lightly Wooded Treed Cleared Professionally Landscaped
  • Zoning: 4AC
  • Parcel #: 188401

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 14282

MLS Schools

  • Elementary School: East
  • Middle Jr High School: Saxe Middle
  • High School: New Canaan

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $14,282 $855,750 $666,750 $189,000
2024 $13,812 $855,750 $666,750 $189,000
2023 $11,915 $629,090 $577,220 $51,870
2022 $11,556 $629,090 $577,220 $51,870
2021 $11,424 $629,090 $577,220 $51,870
2020 $11,424 $629,090 $577,220 $51,870
2019 $11,475 $629,090 $577,220 $51,870
2018 $12,969 $764,680 $610,960 $153,720
2017 $12,747 $764,680 $610,960 $153,720
2016 $12,472 $764,680 $610,960 $153,720
2015 $12,663 $764,680 $610,960 $153,720
2014 $11,883 $764,680 $610,960 $153,720
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
09/16/2025 09/16/25 For Sale $2,750,000 +27.9% $859 / Sq Ft
03/29/2024 03/29/24 Sold $2,150,000 -4.2% $1,344 / Sq Ft View Prior Sale
02/07/2024 02/07/24 Pending -- -- --
01/08/2024 01/08/24 For Sale $2,245,000 0.0% $1,403 / Sq Ft
08/02/2018 08/02/18 Rented $3,100 -22.5% --
05/22/2018 05/22/18 Under Contract -- -- --
01/08/2018 01/08/18 For Rent $4,000 -9.1% --
02/01/2016 02/01/16 Rented $4,400 -12.0% --
01/02/2016 01/02/16 Under Contract -- -- --
04/27/2015 04/27/15 For Rent $5,000 +8.7% --
12/22/2013 12/22/13 Rented $4,600 -8.0% --
11/22/2013 11/22/13 Under Contract -- -- --
09/10/2013 09/10/13 For Rent $5,000 +8.7% --
12/20/2012 12/20/12 Rented $4,600 -6.1% --
11/20/2012 11/20/12 Under Contract -- -- --
07/02/2012 07/02/12 For Rent $4,900 -- --
Source: SmartMLS

Purchase History

Date Type Sale Price Title Company
Deed $2,150,000 None Available
Deed $2,150,000 None Available
Quit Claim Deed -- None Available
Quit Claim Deed -- None Available
Quit Claim Deed -- --
Warranty Deed $875,000 --
Quit Claim Deed -- --
Warranty Deed $875,000 --
Warranty Deed $625,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $900,000 Purchase Money Mortgage
Closed $900,000 Purchase Money Mortgage
Previous Owner $555,000 No Value Available
Previous Owner $555,000 No Value Available
Previous Owner $562,500 Purchase Money Mortgage
Source: Public Records

Source: SmartMLS

MLS Number: 24126532

SmartMLS

APN: NCAN-000046-000120-000011