243 Smith Ridge Rd, New Canaan, CT 06840

Off Market Feb 2019 for $700K

$2,451,179

Est. refi paymentEst. refi $255/mo

•

6,809

sq ft

243 Smith Ridge Rd, New Canaan, CT 06840

About this home

This hidden and truly captivating Mid-Century Modern is on the market for the first time. Rare opportunity to finish and customize this gem which features soaring ceilings, skylights, rich wood textures and stunning stone work. Five bedrooms, 4 1/2 baths and over 5700 square feet. The main core of the house is a Techbuilt house and was sited to take advantage of the stunning landscape. Exquisite stone additions enhance the drama of the house. Floor to ceiling windows bring in natural light and allows one to enjoy the many wonderful visuals of this property.

Single-familyProperty Type

1966Year Built

1.43 acresLot Size

$360Est. Price/Sq.Ft.

2 car garageParking

Listed by Becky Walsh • William Pitt Sotheby's Int'l

Listed by Jack Trifero • William Pitt Sotheby's Int'l

Bought with Becky Walsh • William Pitt Sotheby's Int'l

Bought with Jack Trifero • William Pitt Sotheby's Int'l

Source:Smart MLS #99192943

Redfin Estimate

$2,451,179

$1.8M since sold in February 2019$59K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 34.8% lower than the average sale price ($3.76M) of 6 comparable homes.

SOLD JUN 2, 2026
$4,650,000
A
5 beds5.5 baths5,688 sq ft
71 Saint Johns Pl, New Canaan, CT 06840
SOLD AUG 31, 2026
$4,200,000
B
5 beds6.5 baths5,957 sq ft
67 Dunning Rd, New Canaan, CT 06840
SOLD AUG 18, 2026
$2,750,000
C
4 beds4.5 baths4,399 sq ft
85 Bittersweet Ln, New Canaan, CT 06840
SOLD AUG 21, 2026
$4,250,000
D
5 beds4.5 baths6,211 sq ft
83 Long Lots Rd, New Canaan, CT 06840
SOLD MAR 31, 2026
$4,100,000
E
5 beds6 baths6,705 sq ft
295 Brushy Ridge Rd, New Canaan, CT 06840
SOLD AUG 31, 2026
$2,600,000
F
5 beds4.5 baths4,348 sq ft
559 Cheese Spring Rd, New Canaan, CT 06840

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Earn from this home

Sell

$1,834,397

Est. take-home

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Refinance

Est. cash available

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Rent

$4,633/mo

Redfin rental estimate

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Market trends in 06840, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

108.1%

+0.4% MoM

Median sale price

$2.4M

$69K MoM

Avg. days on market

18d

1 days MoM

Recently sold homes

114

29 MoM

New listings for sale

OPEN SAT, 2PM TO 4PM
$1,995,000
4 beds2.5 baths3,530 sq ft
20 Gray Squirrel Dr, New Canaan, CT 06840
OPEN SAT, 11AM TO 1PM
$2,300,000
5 beds3.5 baths3,274 sq ft
23 Jonathan Rd, New Canaan, CT 06840
OPEN SAT, 11AM TO 1PM
$2,000,000
5 beds5 baths3,383 sq ft
327 Jelliff Mill Rd, New Canaan, CT 06840
$4,250,000
5 beds6 baths8,243 sq ft
51 Briscoe Rd, New Canaan, CT 06840
OPEN SAT, 1PM TO 4PM
$1,699,000
5 beds3.5 baths2,904 sq ft
761 New Norwalk Rd, New Canaan, CT 06840
$2,250,000
4 beds2.5 baths2,802 sq ft
12 Norholt Dr, New Canaan, CT 06840
OPEN SAT, 3PM TO 5PM
$2,999,999
5 beds3.5 baths5,825 sq ft
2141 Ponus Rdg, New Canaan, CT 06840
OPEN SUN, 2PM TO 4PM
$2,095,000
3 beds3.5 baths2,642 sq ft
160 Forest St #160, New Canaan, CT 06840
OPEN SUN, 2AM TO 4PM
$2,995,000
5 beds4.5 baths2,778 sq ft
16 Grace St, New Canaan, CT 06840
$2,395,000
4 beds2.5 baths2,202 sq ft
94 Field Crest Rd, New Canaan, CT 06840
See all

Provided by Redfin

Sale history for 243 Smith Ridge Rd

Year

Property tax

Land + Additions

Assessment*

2023

$9,198 (+3.1%)

$441,770 + $43,890

$485,660

2022

$8,922 (+1.2%)

$441,770 + $43,890

$485,660

2021

$8,820

$441,770 + $43,890

$485,660

2020

$8,820 (−0.4%)

$441,770 + $43,890

$485,660

2019

$8,858 (−46.4%)

$441,770 + $43,890

$485,660

2018

$16,533 (+1.7%)

$629,090 + $345,730

$974,820

2017

$16,250 (−29.6%)

$629,090 + $345,730

$974,820

2016

$23,078 (+5.0%)

$629,090 + $785,890

$1,414,980

2014

$21,989

$629,090 + $785,890

$1,414,980

Tax history for 243 Smith Ridge Rd

Year

Property tax

Land + Additions

Assessment*

2023

$9,198 (+3.1%)

$441,770 + $43,890

$485,660

2022

$8,922 (+1.2%)

$441,770 + $43,890

$485,660

2021

$8,820

$441,770 + $43,890

$485,660

2020

$8,820 (−0.4%)

$441,770 + $43,890

$485,660

2019

$8,858 (−46.4%)

$441,770 + $43,890

$485,660

2018

$16,533 (+1.7%)

$629,090 + $345,730

$974,820

2017

$16,250 (−29.6%)

$629,090 + $345,730

$974,820

2016

$23,078 (+5.0%)

$629,090 + $785,890

$1,414,980

2014

$21,989

$629,090 + $785,890

$1,414,980

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

4.5

Stories

Lot width

—

Lot depth

—

Lot size

1.43 Acres

Year renovated

—

Sq. Ft.

5,708

Year built

1966

Style

Single Family Residential

County

Fairfield County

APN

187373

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage
Garages Number: 2

Interior

Interior Information
Total Rooms: 12
Fireplaces Total: 3
Appliances Included: Cook Top, Dishwasher, Dryer, Refrigerator, Wall Oven, Washer

Bathroom Information
# of Baths (Full): 4
# of Baths (Half): 1

Bedroom Information
Beds Total: 5

Room Information
Rooms Additional: Bonus Room, Foyer
Room Count: 12
Basement Description: Partial, Unfinished
Has Attic
Attic Description: Finished, Walk-up

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Stone, Vertical Siding
Exterior Features: Deck

Lot Information
Lot Description: Level Lot

Pool Information
Swimming Pool

Building Information
Foundation Type: Concrete
Construction Description: Frame

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 5708

Financial

Assessments Information
Assessed Value: $974,820

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Heat Type: Baseboard, Hot Water, Zoned
Heat Fuel Type: Oil
Fuel Tank Location: In Basement
Energy Features: Thermopane Windows

Location

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

Location Information
State: Connecticut
Directions: North on Rt 123, house on right.
County: Fairfield

Public facts

Beds: 5
Baths: 4.5
Sq. Ft.: 5,708
Stories: 1.0
Lot Size: 1.43 acres
Style: Single Family Residential
Year Built: 1966
Year Renovated: —
County: Fairfield County
APN: 187373

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

East School

Public K-4 • Assigned • 1.3mi

10/10

Saxe Middle School

Public 5-8 • Assigned • 2.3mi

10/10

New Canaan High School

Public 9-12 • Assigned • 2.4mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

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

5/10 Heat Factor

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

6/10 Wind Factor

55% 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

In this area, properties receive around 8.8 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.33M – $2.82M

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Home values near 243 Smith Ridge Rd

Data from public records.

Address	Redfin Estimate
229 Smith Ridge Road, New Canaan, CT 4 Beds \| 3 Baths \| 3107 Sq. Ft.	$1,958,073
191 Smith Ridge Road, New Canaan, CT 5 Beds \| 4.5 Baths \| 6019 Sq. Ft.	$3,138,337

Address	Redfin Estimate
183 Smith Ridge Road, New Canaan, CT 4 Beds \| 3 Baths \| 2403 Sq. Ft.	$2,076,627
288 Smith Ridge Road, New Canaan, CT 5 Beds \| 5.5 Baths \| 4598 Sq. Ft.	$3,440,524

Address	Redfin Estimate
297 Smith Ridge Road, New Canaan, CT 5 Beds \| 5 Baths \| 6301 Sq. Ft.	$3,570,892
159 Smith Ridge Road, New Canaan, CT 3 Beds \| 3 Baths \| 1785 Sq. Ft.	$1,702,853

Property information provided by Smart MLS when last listed in 2017. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06840, CT

Sale history for 243 Smith Ridge Rd

Tax history for 243 Smith Ridge Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06840

Home values near 243 Smith Ridge Rd

More real estate resources