Located in the Hollow of Sleepy Hollow Road down a long curving driveway, this home is nestled in a mature hardwood forest with 300 feet on Poorhouse Brook. A naturalists dream visited by migratory songbirds and denizens of of the woods. With a dog pen, covered porch, outdoor dining patio and campfire stand - enjoy all four seasons of the year outdoors and learn to appreciate the natural beauty of New Canaan. Inside plenty of space for everyone including two fireplaces, front-to-back living room, dining room, eat-in kitchen with adjoining family room. 4 Bedrooms with fifth bedroom/au pair room/home office above garage. Basement partially refinished for home gym or kids playroom with pool table, plus additional space for your wine cellar and workshop. Mechanicals all up-to-date including back-up generator. Neighborhood Description 234 Sleepy Hollow Road is at the very end of the cul-de-sac. Home values range from $5 million to $1 million. A wonderful area for walking, dog walking, jogging and sightseeing in one of New England's prettiest venues. Easy access to the New Canaan Land Trust Firefly Sanctuary and historic Canoe Hill Cemetery just down the road. Neighboring houses include the Irwin Residence designed by Philip Johnson. Just 5 minutes from town center, enjoy wonderful privacy and easy access to all New Canaan has to offer.

Listing Tools (detailViewNewGen)

Property Details of 234 Sleepy Hollow Road

Property Details

Interior Features

Utilities and Appliances

Community

Map Location

Listed by of Berkshire Hathaway NE Prop.

The data relating to real estate for sale on this website appears in part through the SmartMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SmartMLS through a licensing agreement. Listing information is from various brokers who participate in the SmartMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

I agree to receive marketing and customer service calls and text messages from Residential Properties Ltd. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.