Home / Recently Sold / New Canaan
Closed · For Sale
$2,195,000
2 Sleepy Hollow Road, New Canaan, Connecticut 06840
5 beds 3 baths 5,658 sq ft Single Family For Sale Built 1981

About this 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.

Status
Closed
Type
Single Family For Sale
Price
$2,195,000
Beds
5
Baths
3
Interior
5,658 sq ft
Lot
2.62 ac
Year Built
1981
MLS #
24166322
ZIP
06840
Days on Market
13
Heat
Propane · Hot Air
Cooling
Central Air, Split System
Water
Private Well
Sewer
Septic
Parking
Attached Garage, Under House Garage (3-car)
Laundry
Main Level
Flood Zone
Yes

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

Schools

Elementary
East
Middle / Jr High
Saxe Middle
High School
New Canaan

Taxes

Property tax
$18,488 (July 2025-June 2026)
Assessed value
$1,107,750

Interior

Appliances
Electric Cooktop, Wall Oven, Refrigerator, Subzero, Dishwasher, Washer, Dryer
Basement
Full, Heated, Partially Finished, Walk-out
Attic
Walk-In
Fireplaces
1
Total rooms
12

Building & Exterior

Style
Contemporary, Modern
Roof
Asphalt Shingle
Siding
Clapboard
Exterior features
Deck, Garden Area
Foundation
Concrete
New construction
No/Resale

Lot & Land

Zoning
2AC
Lot
Some Wetlands, Level Lot, On Cul-De-Sac, Professionally Landscaped, Rolling
Waterfront
Pond, View
Direct waterfront
Yes

Listing & sale history

Every time this exact home has come to market in the MLS data this site tracks. Where a sale closed, the recorded sale price is shown; "asking" marks a price the home was listed at rather than what it sold for.

2026-06-29Sold — $2,400,000 asked $2,195,000 (this listing)MLS 24166322

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.

Year built1981
Living area5,050 sq ft
Total rooms12
Lot size2.62 acres
Stories1.75
HeatForced Hot Air
ExteriorWood Shingles
Assessed value$1,107,750
Town appraisal$1,582,500
Last recorded sale2019 — $481,250
Listing courtesy of William Pitt Sotheby's Int'l — Leslie Razook · (203) 966-2633

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