245 Benedict Hill Rd New Canaan, CT, 06840

single family home
$ 3,595,000 For Sale Active Feb 25, 2026
  • 5 beds
  • 5 baths
  • 5,300 sq ft
  • 4 acres
  • 1983 year built
  • in ground pool
  • 4 cars garage

About the Home

A storybook entrance framed by classic stone walls opens to four flat, park-like acres leads you to this thoughtfully updated five-bedroom Colonial layered with warmth, character, and the kind of detail that make a house feel instantly welcoming. The light filled chef's kitchen flowing seamlessly into a family room with fireplace and French doors open to the terrace, heated pool, spa, and paddle court - effortless indoor outdoor living. Upstairs offers a light filled, vaulted primary bedroom suite plus 3/4 additional bedrooms and rear staircase to the spacious mudroom and side entrance. A gracious first-floor guest suite is perfect for family and friends. The finished lower level adds flexible space for exercise or play. The stunning post-and-beam barn - with room for 4+ cars and an oversized loft - completes the picture.Warm, inviting, and undeniably special. A true New England gem. Prepare to fall in love.

Rooms & Interior

5 bedrooms beds
4 full + 1 half baths
5,300 square feet sq ft

Room Details

  • Dining Room (Main Level) Beams, French Doors, Wide Board Floor
  • Family Room (Main Level) Vaulted Ceiling, Beams, Built-Ins, Gas Log Fireplace, French Doors
  • Bedroom (Upper Level)
  • Rec/Play Room (Lower Level)
  • Eat In Kitchen (Main Level) Breakfast Nook, Built-Ins, Wide Board Floor
  • Bedroom (Upper Level)
  • Bedroom (Main Level) Beams, Gas Log Fireplace, French Doors, Full Bath
  • Living Room (Main Level) Built-Ins, Gas Log Fireplace, Wide Board Floor
  • Primary Bedroom (Upper Level) Vaulted Ceiling, Gas Log Fireplace, Full Bath, Walk-In Closet
  • Bedroom (Upper Level) Gas Log Fireplace
  • Other Rooms Bonus room, Foyer, Mud room

Home Features

Heating

  • Fireplaces: 5
  • Heating: hot air
  • Heat fuel type: oil, propane
  • Fuel tank: in basement

Cooling

  • Central air

Interior Features

  • Security system

Appliances

  • Oven/range
  • Microwave
  • Refrigerator
  • Freezer
  • Dishwasher
  • Disposal
  • Washer
  • Dryer

Attic

  • Pull-down stairs

Basement

  • Full
  • Fully finished

Laundry

  • Main level

Exterior Features

  • Terrace
  • Barn
  • Gutters
  • Lighting
  • French doors
  • Patio
  • Porch
  • Stone wall
  • Underground sprinkler

Property Details

Parking

  • Garage spaces: 4
  • Detached garage

Swimming Pool

  • Gunite
  • Heated
  • Spa
  • Safety fence
  • In ground pool

Lot Details

  • Lot surface: 4 acres
  • Corner lot
  • Lightly wooded
  • Level lot
  • Cleared
  • Professionally landscaped

Utilities

  • Water: private well
  • Sewage: septic

Construction Details

Style
colonial

Construction year
1983

Exterior Siding
clapboard, stone

Foundation
block, concrete

Roof
asphalt shingle


Area & Town

This home is located in Smith Ridge neighborhood, in the town of New Canaan.

Finance & Listing Info

Status Active
Listing date February 25, 2026
List price $ 3,595,000
Current price $ 3,595,000
Tax amount $ 26,470
Tax year july 2025-june 2026
MLS ID #24133809
List Agent Melissa Jones
Co-List Agent Lisa Ferrante
List Office Houlihan Lawrence
Co-List Office houlihan lawrence

245 Benedict Hill Road Home Photos

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