Sold on oct 2026

$2,100,000

•

3,274

sq ft

23 Jonathan Rd, New Canaan, CT 06840

Track this home’s value and nearby sales activity

About this home

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-familyProperty Type

1962Year Built

2.04 acresLot Size

$641Price/Sq.Ft.

2 car garageParking

Listed by Holly Giordano • William Pitt Sotheby's Int'l

Contact: Agent Attribution Contact: (917) 450-0623 | Office Attribution Contact: (203) 655-8234

Bought with Robin Bartholomew • Berkshire Hathaway NE Prop.

Source:Smart MLS #24204185

Redfin Estimate

$2,509,768

$410K since sold in October 2026$80K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 2% higher than the average sale price ($2.46M) of 6 comparable homes.

SOLD OCT 20, 2026
$1,499,000
A
5 beds3.5 baths4,015 sq ft
80 Hack Green Rd, Pound Ridge, NY 10576
Listing by Compass Greater NY, LLC
SOLD MAR 9, 2026
$2,450,000
B
5 beds3.5 baths3,382 sq ft
51 Reeder Ln, New Canaan, CT 06840
SOLD AUG 19, 2026
$1,400,000
C
4 beds3.5 baths3,909 sq ft
29 E Kinnicutt Rd, Pound Ridge, NY 10576
Listing by Howard Hanna Rand Realty
SOLD OCT 15, 2026
$3,935,000
D
4 beds4.5 baths4,427 sq ft
565 Oenoke Rdg, New Canaan, CT 06840
SOLD MAR 31, 2026
$2,678,671
E
5 beds3.5 baths4,428 sq ft
176 Logan Rd, New Canaan, CT 06840
SOLD APR 16, 2026
$2,800,000
F
4 beds3.5 baths3,598 sq ft
258 Dans Hwy, New Canaan, CT 06840

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Market trends in 06840, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

106.9%

1.1% MoM

Median sale price

$2.3M

$126K MoM

Avg. days on market

20d

2 days MoM

Recently sold homes

103

8 MoM

New listings for sale

$6,495,000
6 beds7.5 baths11,607 sq ft
505 Country Club Rd, New Canaan, CT 06840
OPEN SAT, 12PM TO 2PM
$1,290,000
3 beds3.5 baths1,494 sq ft
176 Summer St Unit C, New Canaan, CT 06840
$2,895,000
4 beds4.5 baths6,222 sq ft
7 Park Ln, New Canaan, CT 06840
$5,999,500
5 beds6 baths10,655 sq ft
48 Driftway Ln, New Canaan, CT 06840
See all

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Rental estimate

Est. $4,287 per month, based on comparable rentals

Sale and tax history for 23 Jonathan Rd

Sale History
Tax History

Date

Event

Price

Smart MLS #24204185

Oct 29, 2026

Sold

$2,100,000

$641/sq ft

Oct 2, 2026

Pending

—

Sep 17, 2026

Listed

$2,300,000

$703/sq ft

Sep 14, 2026

Coming Soon

$2,300,000

$703/sq ft

Smart MLS #170370116

Apr 1, 2021

Sold

$1,500,000

$458/sq ft

Feb 17, 2021

Contingent

—

Feb 11, 2021

Listed

$1,475,000

$451/sq ft

Feb 8, 2021

Coming Soon

$1,475,000

$451/sq ft

Smart MLS #170197341

May 2, 2020

Listing Removed

—

May 20, 2019

Listed

$1,495,000

$457/sq ft

Smart MLS #98501762

Oct 4, 2011

Listing Removed

—

May 19, 2011

Listed

$1,649,000

$504/sq ft

Smart MLS #98320771

Feb 23, 2007

Listed

$1,975,000

$603/sq ft

Smart MLS #98283862

Feb 8, 2007

Listing Removed

—

May 10, 2006

Listed

$1,975,000

$603/sq ft

Public Records

Mar 20, 2006

Sold

$1,975,000

$603/sq ft

Public Records

Sep 13, 1996

Sold

$765,000

$234/sq ft

Public Records

Jul 25, 1991

Sold

$735,000

$224/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$16,154 (+3.1%)

$562,380 + $290,500

$852,880

2022

$15,667 (+1.2%)

$562,380 + $290,500

$852,880

2021

$15,488

$562,380 + $290,500

$852,880

2020

$15,488 (−0.4%)

$562,380 + $290,500

$852,880

2019

$15,557 (−14.1%)

$562,380 + $290,500

$852,880

2018

$18,113 (+1.7%)

$659,610 + $408,380

$1,067,990

2017

$17,803 (+2.2%)

$659,610 + $408,380

$1,067,990

2016

$17,419 (+5.0%)

$659,610 + $408,380

$1,067,990

2014

$16,597

$659,610 + $408,380

$1,067,990

Public record

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

2.04 Acres

Year renovated

—

Sq. Ft.

2,722

Year built

1962

Style

Single Family Residential

County

Fairfield County

APN

184643

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Barn, Detached Garage
Garages Number: 2

Interior

Interior Information
Total Rooms: 10
Laundry Room Location: Lower Level separate Laundry room.
Laundry Room Info: Lower Level
In-Law Apartment: Possible
In-Law Access: Lower Level
Fireplaces Total: 2
Cooling System: Central Air, Window Unit
Appliances Included: Gas Range, Wall Oven, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 3
# of Baths (Half): 1

Bedroom Information
Beds Total: 5

Room Information
Basement Description: Full, Heated, Storage, Partially Finished, Liveable Space, Full With Walk-Out
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Clapboard

Lot Information
Lot Description: Level Lot, Professionally Landscaped

Pool Information
Swimming Pool
Pool Description: In Ground Pool

Building Information
Foundation Type: Concrete
Construction Description: Frame, Concrete

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 2722

Financial

Assessments Information
Assessed Value: $972,650

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Electric, 80 Gallon Tank
Heat Type: Heat Pump, Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: In Basement
Energy Features: Active Solar, Extra Insulation, Generator, Programmable Thermostat

Location

School Information
Middle Jr High School: Saxe Middle
High School: New Canaan
Elementary School: West

Location Information
State: Connecticut
Nearby Amenities: Library, Park, Stables/Riding
Directions: Oenoke Ridge, Right onto Barnegat Road and quick Right onto Jonathan Road.
County: Fairfield

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 2,722
Stories: 2.0
Lot Size: 2.04 acres
Style: Single Family Residential
Year Built: 1962
Year Renovated: —
County: Fairfield County
APN: 184643

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 10

Around this home

Schools

West School

Public PreK-4 • Assigned • 3.3mi

10/10

Saxe Middle School

Public 5-8 • Assigned • 4.6mi

10/10

New Canaan High School

Public 9-12 • Assigned • 4.6mi

10/10

Provided by GreatSchools

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 99° expected this year, 16 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

4/10 Air Factor

3 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

New Canaan, CT • 06840

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

88/ 100

Very good sunlight

Sunscore

This home receives average direct sun exposure in New Canaan. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.7 hrs

5.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.38M – $2.89M

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Home values near 23 Jonathan Rd

Data from public records.

Address	Redfin Estimate
53 Jonathan Road, New Canaan, CT 4 Beds \| 4.5 Baths \| 4376 Sq. Ft.	$2,600,835
39 Jonathan Road, New Canaan, CT 5 Beds \| 5 Baths \| 3900 Sq. Ft.	$2,512,457

Address	Redfin Estimate
71 Jonathan Road, New Canaan, CT 3 Beds \| 2 Baths \| 2187 Sq. Ft.	$1,826,699
277 Jonathan Road, New Canaan, CT 4 Beds \| 3.5 Baths \| 3259 Sq. Ft.	$2,373,415

Address	Redfin Estimate
104 Jonathan Road, New Canaan, CT 5 Beds \| 4 Baths \| 4236 Sq. Ft.	$2,587,718
12 Jonathan Road, New Canaan, CT 4 Beds \| 2.5 Baths \| 2456 Sq. Ft.	$1,978,059

Property information provided by Smart MLS when last listed in 2026. This data may not match . Learn more.

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23 Jonathan Rd, New Canaan, CT 06840

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About this home

Redfin Estimate

Market trends in 06840, CT

Homeowner tools

Sale and tax history for 23 Jonathan Rd

Public record

Property details

Parking

Interior

Exterior

Financial

Utilities

Location

Public facts

Other

Around this home

Schools

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06840

Home values near 23 Jonathan Rd

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