Home Homes for Sale New Canaan, CT 2 Sleepy Hollow Road

2 Sleepy Hollow Road, New Canaan, CT 06840

Single Family For Sale

$2,195,000
$388/sqft
2 Sleepy Hollow Road, New Canaan, CT
Coming Soon Open House 5/14 · 10am–1pm
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5
Bedrooms
3
Bathrooms
5,658
Sq Ft
2.62
Acres
1981
Year Built

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.

Listed by Leslie Razook (203) 918-4452 with William Pitt Sotheby's Int'l (203) 966-2633

Listing Snapshot

Price $2,195,000 Days on Our Site 0 days
Property Tax $18,488/yr Style Contemporary,Modern
Year Built 1981 Total Sq Ft 5,658
Lot Size 2.62 acres HOA Fees N/A
Bedrooms 5 Full Bathrooms 3
Total Rooms 12 Half Baths 0

Key Features

Interior
  • Auto Garage Door Opener
  • Cable - Pre-wired
  • Open Floor Plan
Appliances
  • Electric Cooktop
  • Wall Oven
  • Refrigerator
  • Subzero
  • Dishwasher
  • Washer
  • Dryer
Outdoor
  • Deck
  • Garden Area
  • Pond
  • View

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 3
Garage Type Attached Garage, Under House Garage
Below Grade 608 sq ft

Systems & Utilities

Heat Hot Air
Fuel Propane
Cooling Central Air, Split System
Hot Water Electric, Propane, Tankless Hotwater
Water Private Well
Sewer Septic

Schools

Elem East
Middle Saxe Middle
High New Canaan

Mortgage Calculator

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Est. Monthly Payment
Principal & Interest
Est. Property Tax $1,541/mo
Est. Home Insurance

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
May 11, 2026 Listed $2,195,000

Frequently Asked Questions

How much does 2 Sleepy Hollow Road in New Canaan, CT cost?
This property is listed at $2,195,000, which works out to $388 per square foot.
How many bedrooms does 2 Sleepy Hollow Road have?
This home has 5 bedrooms and 3 bathrooms.
What is the square footage of 2 Sleepy Hollow Road?
The home is 5,658 square feet, situated on 2.62 acres.
When was 2 Sleepy Hollow Road in New Canaan built?
This property was built in 1981.
Is 2 Sleepy Hollow Road, New Canaan, CT still available?
The current MLS status of this property is "Coming Soon". Contact RYZE Realty Group for the latest availability.
What school district is 2 Sleepy Hollow Road, New Canaan in?
This home is served by the New Canaan public school system, with East as the elementary school and New Canaan as the high school.
How do I schedule a tour of 2 Sleepy Hollow Road, New Canaan, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Leslie Razook · (203) 918-4452

William Pitt Sotheby's Int'l · (203) 966-2633

MLS# 24166322 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated May 11, 2026 7:50 PM UTC