2 Sleepy Hollow Rd New Canaan, CT, 06840

single family home
$ 2,195,000 For Sale Active May 11, 2026
  • 5 beds
  • 3 baths
  • 5,658 sq ft
  • 2.62 acres
  • 1981 year built
  • 3 cars garage
  • waterfront
Open House

About the Home

Discover this stunning five-bedroom contemporary on a premier quiet New Canaan cul-de-sac- just five minutes from town. Soaring ceilings and expansive glass windows flood the open floor plan with natural light, backed by lush landscaping for total privacy. Step into the dramatic living room anchored by a custom gas fireplace. Move seamlessly to the sunlit dining area and custom wood-paneled kitchen with new appliances, walk-in pantry, and breakfast nook-opening to a patio and enclosed garden and lawn, perfect for effortless entertaining. The first-floor primary retreat boasts a sitting area, spa-like bath, and large walk-in closet. Sip morning coffee or catch sunsets overlooking your own nature preserve from the wraparound deck. Nearby are a private office and guest bedroom. Upstairs: three generous bedrooms and vaulted media room. The light-filled walk-out lower level features gym/exercise space and a rec room ready for a wood-burning stove. Mudroom and storage areas add flexibility. All floors were refinished or replaced. A pristine utility room includes recently installed propane heat, on demand hot water and whole house generator. Fiber optic connected and security system upgraded. The oversized three-car garage with high ceilings and epoxy floors stores bikes and gear easily. Owners shared their inspired property vision images (onsite) planned before their transfer. Don't miss this incredible opportunity.

Rooms & Interior

5 bedrooms beds
3 full baths
5,658 square feet sq ft

Room Details

  • Primary Bedroom (Main Level) 9 ft+ Ceilings, Balcony/Deck, Full Bath, Walk-In Closet
  • Bedroom (Upper Level)
  • Eat In Kitchen (Main Level) 2 Story Window(s), 9 ft+ Ceilings, Built-Ins, Pantry, Hardwood Floor
  • Bedroom (Upper Level)
  • Dining Room (Main Level) 9 ft+ Ceilings, Balcony/Deck, Built-Ins, Gas Log Fireplace, Patio/Terrace
  • Office (Main Level)
  • Bedroom (Upper Level)
  • Media Room (Upper Level) Vaulted Ceiling, Beams, Built-Ins
  • Living Room (Main Level) 2 Story Window(s), Vaulted Ceiling, Balcony/Deck, Gas Log Fireplace, Hardwood Floor
  • Bedroom (Main Level) Built-Ins, Full Bath
  • Rec/Play Room (Lower Level) Sliders

Home Features

Heating

  • Fireplaces: 1
  • Heating: hot air
  • Heat fuel type: propane
  • Fuel tank: in ground

Cooling

  • Central air
  • Split system

Interior Features

  • Auto garage door opener
  • Cable - pre-wired
  • Open floor plan

Appliances

  • Electric cooktop
  • Wall oven
  • Refrigerator
  • Subzero
  • Dishwasher
  • Washer
  • Dryer

Attic

  • Walk-in

Basement

  • Full
  • Heated
  • Partially finished
  • Walk-out

Laundry

  • Main level

Exterior Features

  • Deck
  • Garden area

Property Details

Parking

  • Garage spaces: 3
  • Attached garage
  • Under house garage

Waterfront

  • Direct waterfront
  • Pond
  • View

Lot Details

  • Lot surface: 2.62 acres
  • Some wetlands
  • Level lot
  • On cul-de-sac
  • Professionally landscaped
  • Rolling
  • Flood zone: Yes

Utilities

  • Water: private well
  • Sewage: septic

Construction Details

Style
contemporary, modern

Construction year
1981

Exterior Siding
clapboard

Foundation
concrete

Roof
asphalt shingle


Open Houses

There are 2 scheduled open houses for 2 Sleepy Hollow Road, New Canaan, CT.
May 17, 2026 May 17, 2026 13:00 - 15:00 (public)
May 16, 2026 May 16, 2026 13:00 - 16:00 (public)

Area & Town

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

Finance & Listing Info

Status Active
Listing date May 11, 2026
List price $ 2,195,000
Current price $ 2,195,000
Tax amount $ 18,488
Tax year july 2025-june 2026
MLS ID #24166322
List Agent Leslie Razook
List Office William Pitt Sotheby's Int'l

2 Sleepy Hollow Road Home Photos

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