44 Benedict Hill Road
New Canaan, Connecticut 06840
- Beds
- 5
- Baths
- 3 | 1
- SqFt
- 3,200
- Acres
- 4.60
- Year Built
- 1960
- Property Type
- Single Family
Matt Caiola
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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.
Key Facts
- City/Town
- New Canaan
- Neighborhood
- N/A
- Property / Style
- Single Family · Modern
- Year Built
- 1960
- Days on Market
- 361 days
- Beds
- 5
- Baths
- 3 full · 1 half
- Living Area
- 3,200 sq ft
- Lot Size
- 4.60 acres
- Property Taxes
- $14,520 / Annually
Market Snapshot
The New Canaan Market
Single Family · trailing 12 months
Active Listings
37
20 under contract
Median List Price
$3.00M
37 active listings
Median Closed Price
$2.80M
220 sales
Median Days on Market
50
37 active listings
Median $ / Sq Ft
$676
37 active listings
Sale-to-List Ratio
101.7%
220 sales
How this home compares
List Price
$2.75M
vs $3.00M median
8.3% below median
Price / Sq Ft
$859
vs $676 median
27.1% above median
Days on Market
361 days
vs 50 days median
311 days longer than median
Based on 37 active and 220 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of September 11, 2026.
Location
44 Benedict Hill Road, New Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$14,284
- Property Taxes$1,210
- Insurance$917
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- New Canaan
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Modern
- Year Built
- 1960
- New Construction
- No/Resale
- Living Area
- 3,200 sq ft
Schools
- Elementary
- East
- High
- New Canaan
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Lower Level
- Appliances
- Electric CooktopWall OvenRefrigeratorDishwasherWasherDryer
- Basement
- FullFull With Walk-Out
- Interior Features
- Security System
Exterior & Lot
- Lot Size
- 4.60 acres
- Zoning
- 4AC
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Other
- Roof
- Other
- Foundation
- Slab
- Exterior Features
- ShedWrap Around DeckLightingStone Wall
- Lot Description
- Lightly WoodedTreedClearedProfessionally Landscaped
Listing & Financials
- Property Taxes
- $14,520 / Annually
- Days on Market
- 361
- MLS #
- 24126532
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/11/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 9/11/2026 at 8:30 PM UTC.