44 Benedict Hill Road, New Canaan, Connecticut 06840

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.

Flood risk: check the FEMA flood map for this address.

Schools

Taxes

Interior

Building & Exterior

Lot & Land

What it would cost per month

An estimate you can adjust — not a quote, and not an offer of credit. Principal and interest only, plus the taxes and HOA already on this listing. Insurance, PMI and closing costs are not included. Rate seeded at 6.5% (August 2026); change it to whatever your lender quotes.

What's nearby

Distances are straight-line from the property, not driving or walking routes. Places data © OpenStreetMap contributors.

Recent comparable sales

The 5 closest recent sales to this home, nearest match first — same building where possible, then the surrounding streets, widening only when there is nothing closer. These are recorded sale prices from the MLS, not estimates. No automated valuation is shown, because what a home is worth depends on condition, layout and timing that a formula cannot see — call John at 203·883·3399 to read them properly against this home.

5 comparable sales — median $1,625,000, ranging $1,410,000 to $1,805,000.

Within a 15-minute walk, sold in the last year
• 91 Fox Run Road6 bd · 4 ba · 3,664 sq ft · 0.6 mi away
  $1,625,000$443/sq ft2025-10-16
Within about a mile and a half, sold in the last 2 years
• 118 Benedict Hill Road5 bd · 3 ba · 3,996 sq ft · 0.1 mi away
  $1,510,000$377/sq ft2025-01-28
• 90 Evergreen Road4 bd · 5 ba · 3,882 sq ft · 0.3 mi away
  $1,665,000$428/sq ft2024-10-11
• 277 South Bald Hill Road4 bd · 3 ba · 4,128 sq ft · 0.6 mi away
  $1,410,000$341/sq ft2025-01-09
• 311 South Bald Hill Road4 bd · 3 ba · 3,148 sq ft · 0.6 mi away
  $1,805,000$573/sq ft2025-05-19

Public record

From the New Canaan assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

More homes in New Canaan

Closest in price to this one.

• 596 Silvermine Road5 bed · 7 bath · 6,373 sq ft$2,780,000
• 145 River Street5 bed · 6 bath · 5,300 sq ft$2,695,000
• 758 Smith Ridge Road5 bed · 5 bath · 4,630 sq ft$2,850,000
• 667 Carter Street4 bed · 3 bath · 3,264 sq ft$2,595,000
• 148 West Hills Road5 bed · 5 bath · 5,731 sq ft$2,995,000
• 16 Grace Street5 bed · 5 bath · 3,250 sq ft$2,995,000

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