New Canaan, CT / 1 DAY ON MARKET

23 Jonathan RoadNew Canaan, CT 06840

Asking price$2,300,000Active

Open house

  • Saturday, September 19, 202611:00 am – 1:00 pm ET

Our Take

23 Jonathan Road is a five-bedroom New Canaan home on 2.04 acres, with pastoral scenery, stone walls, and heritage trees along a cul-de-sac street. The center hall colonial includes a kitchen beside a family room with fireplace and vaulted ceilings, plus dining and living rooms, an office or bonus room, and a second-floor primary suite with balcony. Outdoor features include an inground pool, cabana, patio, and detached post-and-beam barn with garage and loft. Solar panels, an EV charger, and a house generator are also included.

Estimated buyer rebate

Buy with Cress and Save $28,750 on brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received.

At a glance

Active · MLS #24204185
Bedrooms
5
BathroomsBaths
3 full / 1 half
Square feet
3,274
Year built
1962
Acres
2.04
Property taxes
$16,503

July 2026-June 2027

What stands out

  • Pastoral property with stone walls and heritage trees
  • Detached post-and-beam barn with two-car garage
  • Inground pool, cabana, and patio
  • Paid-in-full solar panels, EV charger, and generator
  • Kitchen adjacent to vaulted family room
  • Lower-level guest suite with full bath
  • Primary bedroom balcony overlooking the grounds
  • Seven-minute drive to town via Oenoke Ridge
Read the full listing description

Classic Connecticut! Welcome to this spacious 5 bedroom Connecticut home in New Canaan. Stunning pastoral and romantic scenery, stone walls, and stunning heritage trees throughout your private 2 acre property on Cul-de-sac Street. The beautiful and historic Selleck's Chapel is right around the corner. Enjoy your very own post-and-beam detached barn which offers a two-car garage additional flex space, and a loft inside. Inground gunite pool with cabana and patio receive direct sunlight, allowing for fantastic entertaining flow. It's a 7 minute picturesque drive to town on Oenoke Ridge. Brought up to today's standards with new solar panels paid in full, EV charger and a house generator. Guests approach through a circular driveway, with an additional driveway leading to the gorgeous barn for everyday living and mudroom access. This center hall colonial features a gourmet kitchen adjacent to a family room with a fireplace, vaulted ceilings and natural light. Large dining room and living room with wood burning fireplace, lead into an office or bonus room featuring exquisite antique barn floors and vaulted ceilings. 500 ADDITIONAL square feet in lower level! That has a private guest suite with full bath, large laundry room, and playroom or gym. Primary bedroom with ensuite bath on the second floor has balcony overlooking the property grounds perfect for sunsets or morning coffee. 3 additional bedrooms round out the second floor with a shared, renovated bath. Welcome to New Canaan!

Schools

Elementary
West
Middle
Saxe Middle
High
New Canaan

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

A closer look at the location

Open Google Maps ↗

23 Jonathan Road, New Canaan, CT 06840

Price history

DateEventPrice
Originally listed$2,300,000

Intermediate price changes and previous listings may not be included.

Could this be your next home?

Let’s talk about the property—and what working with Cress could save you.

Inquire about this property →

*Estimate: $2,300,000 asking price × assumed 2.5% buyer-agent commission × 50% rebate = $28,750. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered compensation.

Listed by William Pitt Sotheby's Int'l · (203) 655-8234

Holly Giordano

SmartMLS · Listing #24204185 · Active

Listing data checked: Sep 18, 2026, 7:04 AM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

For personal, noncommercial use to identify properties you may be interested in purchasing.