44 Benedict Hill Rd

New Canaan, CT 06840

$2,750,000
Price
5
Beds
3,200 Sq. Ft.
$859 / Sq. Ft.
3,200
Sq. Ft.
$859
per Sq. Ft.
a view of a house with a balcony
a view of swimming pool with a yard
a view of a backyard with sitting area
a view of a swimming pool with a patio
a house view with a garden space
a front view of a house with garden
a front view of a house with garden
a view of a patio with table and chairs potted plants and large tree
an aerial view of a house with a yard swimming pool and lake view
a living room with furniture and a large window
a living room with furniture and a fireplace
a living room with furniture
a living room with furniture and a fireplace
a living room with furniture and a fireplace
a living room with furniture and large windows
a bedroom with a bed and a chandelier
a bathroom with a sink double vanity and a shower
a kitchen with granite countertop lots of counter top space
a kitchen with stainless steel appliances granite countertop a sink and a counter space
a living room with furniture and a large window
a view of a two chairs in the patio
a view of balcony and deck
a view of house with a big yard and potted plants
a front view of a house with a yard table and chairs
a view of a patio with table and chairs with wooden floor and fence
a house view with a garden space

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...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.
  1. Listed by John-Michael Rachinsky-Wood • Harbor Bridge Realty
    P: (203)-667-3443 C: (203)-667-3443 JM@HarborBridgeRE.com

Property Details for 44 Benedict Hill Road

Basement Description
Full, Full With Walk-Out
Direct Waterfront
No
Expected Active Date
09-16-2025
Neighborhood
N/A
Style
Modern
Garage Parking Info
None
Swimming Pool
No
Expected On Market Date
09-16-2025
LISTING UPDATED: 10/07/2025 11:51 PM

Property Details for 44 Benedict Hill Road

StatusActive
MLS #24126532
Days on Market112
Taxes$14,282 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1960
Lot Size4.60 AC / 200,376 SF
CountyFairfield County

Location

Listing Courtesy of Harbor Bridge Realty, John-Michael Rachinsky-Wood
Add your commute

Building Information for 44 Benedict Hill Road

Stories-Year Built1960Building Size-Lot Size4.60 AC / 200,376 SF

Payment Calculator

$14,593 per month

30 year fixed, 6.15% Interest

Principal and Interest

$13,403

Property Taxes

$1,190

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 44 Benedict Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS friendly. Shared drive with house 46.
  • Elementary School: East
  • High School: New Canaan
  • Latitude: 41.193082
  • Longitude: -73.484541
  • Middle Jr High School: Saxe Middle
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $14,282
Interior and Exterior Features
Exterior Features
  • Exterior Features: Shed, Wrap Around Deck, Lighting, Stone Wall
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Electric Cooktop, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: No
  • Fireplaces Total: 1
  • Interior Features: Security System
  • Laundry Room Info: Lower Level
  • Rooms Total: 11
Room 1
  • Room Entry Order: 1
  • Room Length: 33.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 21.0
Room 2
  • Room Entry Order: 10
  • Room Features: Laundry Hookup
  • Room Length: 13.0
  • Room Level: Lower
  • Room Type: Other
  • Room Width: 9.0
Room 3
  • Room Entry Order: 2
  • Room Length: 25.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 19.0
Room 4
  • Room Entry Order: 3
  • Room Features: Full Bath
  • Room Length: 16.0
  • Room Level: Main
  • Room Type: Primary Bedroom
  • Room Width: 12.0
Room 5
  • Listing Key: 3EC32DEF5BE0AA11E0631A01100AD3C0
  • Room Entry Order: 4
  • Room Length: 8.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 17.0
Room 6
  • Room Entry Order: 5
  • Room Features: Half Bath
  • Room Length: 9.0
  • Room Level: Main
  • Room Type: Office
  • Room Width: 10.0
Room 7
  • Room Entry Order: 6
  • Room Length: 13.0
  • Room Level: Lower
  • Room Type: Bedroom
  • Room Width: 10.0
Room 8
  • Room Entry Order: 7
  • Room Length: 13.0
  • Room Level: Lower
  • Room Type: Bedroom
  • Room Width: 10.0
Room 9
  • Listing Key: 3EC32DEF5BE0AA11E0631A01100AD3C0
  • Room Entry Order: 8
  • Room Length: 13.0
  • Room Level: Lower
  • Room Type: Bedroom
  • Room Width: 10.0
Room 10
  • Room Entry Order: 9
  • Room Length: 11.0
  • Room Level: Lower
  • Room Type: Bedroom
  • Room Width: 13.0
Property
Property and Assessments
  • Construction Description: Other
  • Exterior Siding: Other
  • Foundation Type: Slab
  • Fuel Tank Location: Above Ground
  • New Construction Type: No/Resale
  • Roof: Other
  • Year Built: 1960
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: 1,600 SQFT on main level. Additional 1,600 in the walk out lower level.
  • Living Area SQFT Per Public Records: 1600
Lot Information
  • Lot Description: Lightly Wooded, Treed, Cleared, Professionally Landscaped
  • Parcel Number: 188401
  • Sq Ft Est Heated Above Grade: 3200.0
  • Sq Ft Total: 3200.0
  • Zoning: 4AC
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Electric, Upright Tank
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 44 Benedict Hill Road

DateEvent & SourcePriceAppreciation
Mar 28, 2024

Closed (Public Record)

Public Record #1530467005

$2,150,000

+3.9% / yr

Sep 15, 2000

Closed (Public Record)

Public Record #91062999

$875,000

+5.6% / yr

Jul 22, 1994

Closed (Public Record)

Public Record #91052742

$625,000—
DateEvent & SourcePrice
03/28/2024

Closed (Public Record)

Public Record #1530467005

$2,150,000

+3.9% / yr

09/15/2000

Closed (Public Record)

Public Record #91062999

$875,000

+5.6% / yr

07/22/1994

Closed (Public Record)

Public Record #91052742

$625,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 44 Benedict Hill Road

Taxable ValueLand$666,750Additions$189,000Total$855,750
Tax Record2024$14,282 ($1,190 / month)
Home Facts
Beds1Baths2Total Finished SqFt1,600 SqFtAbove Grade Finished SqFt1,600 SqFtUnfinished Basement SqFt1,600 SqFtStories1Lot Size200,376 SqFtStyleSingle Family ResidenceYear Built1960Zoning4ACCountyFAIRFIELDAPNNCAN M:0046 B:120 L:00011Fireplace TypeHas Fireplace

Schools near 44 Benedict Hill Road

This home is within New Canaan School District.
Rating
School
Type
Grades
Distance
East School
Public - K to 4
Saxe Middle School
Public - 5 to 8
New Canaan High School
Public - 9 to 12
St. Luke's School
Private - 5 to 12
Rating
School
Distance
East School
PublicK to 4

Saxe Middle School
Public5 to 8

New Canaan High School
Public9 to 12

St. Luke's School
Private5 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 44 Benedict Hill Road, New Canaan, CT 06840

44 Benedict Hill Road is a single family home for sale in New Canaan, CT 06840. This property was listed for sale on September 14, 2025 by Harbor Bridge Realty, it's currently listed at $2,750,000. It has been on the market for a total of 112 days and was last sold on March 28, 2024. This listing's school district is New Canaan School District. Nearby schools include East School, Saxe Middle School and New Canaan High School. 44 Benedict Hill Road is a 5-bed, 4-bath, 3,200 sqft single family home built in 1960.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Harbor Bridge Realty, John-Michael Rachinsky-Wood

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.