23 Jonathan Road

New Canaan, CT
$ 2,300,000 Beds 5 Baths 3.5 Sq 3,274
Monthly Estimate* How much can I afford?

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!

Single Family

  • Price
  • $ 2,300,000
  • City
  • New Canaan
  • Bedrooms
  • 5
  • Full Bathrooms
  • 3
  • County
  • Fairfield
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 2.04 Acres
  • Zip
  • 06840
  • Sqr Footage
  • 3,274
  • Year Built
  • 1962
  • Taxes
  • $ 16503
  • Style
  • MLS#
  • 24204185
Listed By: Holly Giordano 917-450-0623 with William Pitt Sotheby's Int'l. - (203) 655-8234
Data Source: Smart MLS

Features

General

Zoning 4AC
Neighborhood Oenoke Ridge
County Fairfield
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
Acres 2.04
Directions Oenoke Ridge, Right onto Barnegat Road and quick Right onto Jonathan Road.
High School New Canaan
City New Canaan
Elementary School West
Sq Ft Total 3274
DOM 7
Year Built 1962
Style Colonial
Year Built Source Public Records
Pool Description In Ground Pool
Energy Features Active Solar,Extra Insulation,Generator,Programmable Thermostat

Interior Features

Cooling System Central Air,Window Unit
Total Rooms 10
Basement Description Full,Heated,Storage,Partially Finished,Liveable Space,Full With Walk-Out

Exterior Features

Water Source Private Well
Lot Description Level Lot,Professionally Landscaped

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Torrington, CT office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School West Elementary School
Middle School Unknown Middle School
High School New Canaan High School

Price History

9/14/2026 Listed $2,300,000

Property vs Zip Code Average in 06840

Price
AVG $3.92M
$2.3M
Taxes
AVG $28,170
$16,503
Year Built
AVG 1966
1962

23 Jonathan Road New Canaan, CT is a Single Family Home for sale at $2300000 with 3274 sqft and a lot size of 2.04 Acres Acre(s). 23 Jonathan Road New Canaan has 5 bedrooms, 3 baths and was built in 1962. The property's zip code is 06840 which is in New Canaan, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.