23 Jonathan Road
New Canaan, Connecticut 06840
- Beds
- 5
- Baths
- 3 | 1
- SqFt
- 3,274
- Acres
- 2.04
- Year Built
- 1962
- Neighborhood
- Oenoke Ridge
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
INTERIOR PHOTOS ON THURSDAY. 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 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. Lower level has 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. Enjoy the town of New Canaan!
Key Facts
- City/Town
- New Canaan
- Neighborhood
- Oenoke Ridge
- Property / Style
- Single Family · Colonial
- Year Built
- 1962
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 3 full · 1 half
- Living Area
- 3,274 sq ft
- Lot Size
- 2.04 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $16,503 / Annually
Market Snapshot
The New Canaan Market
Single Family · trailing 12 months
Active Listings
39
19 under contract
Median List Price
$3.00M
39 active listings
Median Closed Price
$2.80M
220 sales
Median Days on Market
53
39 active listings
Median $ / Sq Ft
$681
39 active listings
Sale-to-List Ratio
102.0%
220 sales
How this home compares
List Price
$2.30M
vs $3.00M median
23.3% below median
Price / Sq Ft
$703
vs $681 median
In line with median
Days on Market
0 days
vs 53 days median
53 days fresher than median
Based on 39 active and 220 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of September 14, 2026.
Location
23 Jonathan Road, New Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$11,946
- Property Taxes$1,375
- Insurance$767
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- New Canaan
- Neighborhood
- Oenoke Ridge
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1962
- New Construction
- No/Resale
- Living Area
- 3,274 sq ft
- Below Grade
- 552 sq ft
Schools
- Elementary
- West
- High
- New Canaan
Interior
- Heating
- Heat PumpHot Air
- Heat Fuel
- Oil
- Cooling
- Central AirWindow Unit
- Fireplaces
- 2
- Laundry
- Lower Level
- Laundry Location
- Lower Level separate Laundry room.
- Appliances
- Gas RangeWall OvenMicrowaveRefrigeratorFreezerDishwasherWasherDryer
- Basement
- FullHeatedStoragePartially FinishedLiveable SpaceFull With Walk-Out
- In-Law Apartment
- PossibleLower Level
Exterior & Lot
- Lot Size
- 2.04 acres
- Zoning
- 4AC
- Garage / Parking
- 2 garage spacesBarnDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Pool
- In Ground Pool
- Construction
- Clapboard
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Level LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $16,503 / Annually
- Days on Market
- 0
- MLS #
- 24204185
- MLS Status
- Coming Soon
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/14/2026. This information 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 or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 9/14/2026 at 3:20 PM UTC.