Off market jan 2025 for $6.3M

$6,835,308

Est. refi paymentEst. refi $30,042/mo

•

7,979

sq ft

183 West Rd, New Canaan, CT 06840

About this home

Welcome to 183 West Road, a stunningly beautiful and meticulously restored antique Colonial situated on a picturesque 3.68-acre corner lot, just a mile from New Canaan's town center. The home combines timeless architectural charm with modern luxury, creating a serene retreat. Completely renovated by a renowned interior designer, the residence preserves its historical integrity while offering today's conveniences, resulting in a home that is both captivating and functional. The main residence features five ensuite bedrooms, four fireplaces, and four finished levels with meticulous custom detailing throughout. Step outside and you'll find a heated in-ground swimming pool and spa, complemented by a state-of-the-art pool house that looks likes it's straight out of a magazine. The sprawling property features multiple outdoor entertaining spaces, formal gardens, and expansive bluestone terraces designed for seamless indoor-outdoor living. A charming separate guest cottage features cathedral ceilings in both the bedroom and great room, a kitchen, bath and fireplace. The finished barn with loft and cozy outdoor fire pit further enhance the estate. Centuries-old maple trees and graceful sycamores add to the property's majestic charm. 183 West Road is a one-of-a-kind property where history, luxury, and tranquility meet.

Single-familyProperty Type

1790Year Built

3.68 acresLot Size

$857Est. Price/Sq.Ft.

3 car garageParking

Listed by John Dunn • Compass Connecticut, LLC

Bought with Joni Usdan • Coldwell Banker Realty

Source:Smart MLS #24044788

Redfin Estimate

$6,835,308

$465K since sold in January 2025$22K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 23.3% higher than the average sale price ($5.55M) of 6 comparable homes.

SOLD MAY 12, 2026
$5,700,000
A
7 beds7 baths8,194 sq ft
757 Oenoke Rdg, New Canaan, CT 06840
SOLD APR 2, 2026
$5,600,000
B
6 beds6 baths7,605 sq ft
276 Greenley Rd, New Canaan, CT 06840
SOLD SEP 1, 2026
$4,700,000
C
5 beds7.5 baths7,443 sq ft
146 Lambert Rd, New Canaan, CT 06840
SOLD AUG 4, 2026
$4,700,000
D
5 beds5.5 baths6,557 sq ft
1191 Oenoke Rdg, New Canaan, CT 06840
SOLD JUN 8, 2026
$7,650,000
E
5 beds5 baths7,976 sq ft
372 Brushy Ridge Rd, New Canaan, CT 06840
SOLD APR 10, 2026
$4,925,000
F
6 beds7.5 baths7,700 sq ft
114 Ferris Hill Rd, New Canaan, CT 06840

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Earn from this home

Sell

$1,499,877

Est. take-home

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Refinance

Est. cash available

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Market trends in 06840, CT

Last updated September 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

COMING SOON
$4,295,000
6 beds7.5 baths6,529 sq ft
311 S Bald Hill Rd, New Canaan, CT 06840
OPEN THU, 10AM TO 1PM
$9,975,000
5 beds7 baths11,184 sq ft
887 Weed St, New Canaan, CT 06840
$9,250,000
7 beds7 baths9,573 sq ft
78 & 92 Pastures Ln, New Canaan, CT 06840
OPEN SAT, 1PM TO 4PM
$3,195,000
5 beds5 baths4,615 sq ft
67 W Hills Rd, New Canaan, CT 06840
$1,049,000
3 beds1 bath1,450 sq ft
40 Ogden Rd, New Canaan, CT 06840
$3,300,000
3 beds3.5 baths3,040 sq ft
321 Oenoke Rdg, New Canaan, CT 06840
$880,000
3 beds1 bath960 sq ft
38 Urban St, New Canaan, CT 06840
$6,200,000
6 beds4.5 baths5,657 sq ft
631 West Rd, New Canaan, CT 06840
$3,695,000
6 beds6.5 baths7,102 sq ft
34 Sherwood Ln, New Canaan, CT 06840
$3,600,000
5 beds5.5 baths5,135 sq ft
716 Cheese Spring Rd, New Canaan, CT 06840
See all

Provided by Redfin

Sale history for 183 West Rd

Date

Event

Price

Smart MLS #24044788

Jan 27, 2025

Sold

$6,370,000

$798/sq ft

Oct 12, 2024

Pending

—

Sep 16, 2024

Listed

$6,495,000

$814/sq ft

Sep 13, 2024

Coming Soon

$6,495,000

$814/sq ft

Smart MLS #170291522

Dec 18, 2020

Sold

$4,395,000

$551/sq ft

Oct 16, 2020

Contingent

—

May 8, 2020

Listed

$4,395,000

$551/sq ft

The Pennoyer-Raymond-Smith House and grounds have been restored to perfection by the current designer/owner. Classic elegance is reimagined in each proportioned room w/custom interior woodwork to maintain the New England design & aesthetic. The finest amenities & finishes create an elegant mix of classic architecture & modern touches. This homestead includes 5 structures with the main home featuring 5 ensuite bedrooms over 4 finished floors. A stunning modern pool house has a kitchen, laundry and bath. The charming self-sufficient guesthouse features soaring cathedral ceilings while a reconstructed barn resides in its private corner. Every inch of the 3.65 acre estate has been exquisitely landscaped. All add up to a showcase of sophisticated design, comfortable living & historic pedigree.

Extensive 3D Tour at: https://www.183westroad.net Estate also includes Guest Cottage with Cathedral Ceilinged Bedroom(16x12), Cathedral Ceilinged Great Room with fireplace (19x15), Kitchen (8x8), Bath (7x12) and Screened Porch (7x6) (~650Sqft), Cathedral Ceilinged Modern Pool House with Great Room (11x19), Kitchen (14x11), Laundry (7x9) and Full Bath (7x9) (~550 soft) Interiors conceived and designed by Eastman-Interiors. Town water and separate well for property irrigation.

Smart MLS #170133235

May 21, 2019

Listing Removed

—

Mar 8, 2019

Price Changed

$4,800,000

$602/sq ft

Oct 17, 2018

Listed

$5,495,000

$689/sq ft

Smart MLS #170016465

May 9, 2018

Listing Removed

—

Sep 21, 2017

Listed

$4,495,000

$563/sq ft

Smart MLS #99171901

Jun 1, 2017

Listing Removed

—

Jan 25, 2017

Listed

$6,995,000

$877/sq ft

Smart MLS #99164927

Nov 2, 2016

Listing Removed

—

Oct 28, 2016

Listed

$6,995,000

$877/sq ft

Smart MLS #99022122

Jan 15, 2014

Sold

$4,150,000

$520/sq ft

May 9, 2013

Listed

$4,450,000

$558/sq ft

Smart MLS #98538641

Dec 31, 2012

Listing Removed

—

May 9, 2012

Listed

$2,995,000

$375/sq ft

Smart MLS #98528929

Jul 3, 2012

Listing Removed

—

Feb 22, 2012

Listed

$4,550,000

$570/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$52,176 (+3.1%)

$942,620 + $1,812,160

$2,754,780

2022

$50,605 (+1.2%)

$942,620 + $1,812,160

$2,754,780

2021

$50,027

$942,620 + $1,812,160

$2,754,780

2020

$50,027 (−0.4%)

$942,620 + $1,812,160

$2,754,780

2019

$50,247 (+18.6%)

$942,620 + $1,812,160

$2,754,780

2018

$42,377 (+1.7%)

$861,560 + $1,637,090

$2,498,650

2017

$41,652 (+7.4%)

$861,560 + $1,637,090

$2,498,650

2016

$38,784 (+214.4%)

$861,560 + $1,516,340

$2,377,900

2014

$12,335

$793,730

Tax history for 183 West Rd

Year

Property tax

Land + Additions

Assessment*

2023

$52,176 (+3.1%)

$942,620 + $1,812,160

$2,754,780

2022

$50,605 (+1.2%)

$942,620 + $1,812,160

$2,754,780

2021

$50,027

$942,620 + $1,812,160

$2,754,780

2020

$50,027 (−0.4%)

$942,620 + $1,812,160

$2,754,780

2019

$50,247 (+18.6%)

$942,620 + $1,812,160

$2,754,780

2018

$42,377 (+1.7%)

$861,560 + $1,637,090

$2,498,650

2017

$41,652 (+7.4%)

$861,560 + $1,637,090

$2,498,650

2016

$38,784 (+214.4%)

$861,560 + $1,516,340

$2,377,900

2014

$12,335

$793,730

*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

—

Stories

—

Lot width

—

Lot depth

—

Lot size

3.68 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Fairfield County

APN

184819

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jun 13, 2025.

Property details

Parking

Garage Information
Garage & Parking: Detached Garage
Garages Number: 3

Interior

Interior Information
Total Rooms: 15
Laundry Room Location: Main Home Upper; Cottage; Pool House
Laundry Room Info: Upper Level
Interior Features: Cable - Pre-wired, Security System
In-Law Apartment: Yes
In-Law Access: Detached
Lighting, Thermostat(s)
Fireplaces Total: 5
Cooling System: Ceiling Fans, Central Air, Zoned
Appliances Included: Gas Cooktop, Wall Oven, Microwave, Freezer, Subzero, Icemaker, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 7
# of Baths (Half): 1

Bedroom Information
Beds Total: 6

Room Information
Rooms Additional: Exercise Room, Foyer, Laundry Room, Mud Room
Basement Description: Full, Heated, Interior Access, Partially Finished, Walk-out
Has Attic
Attic Description: Heated, Finished, Walk-up

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Shingle
Exterior Features: Terrace, Barn, Lighting, Guest House, French Doors, Patio, Garden Area, Stone Wall, Underground Sprinkler

Lot Information
Lot Description: Some Wetlands, Level Lot, Professionally Landscaped, Open Lot

Pool Information
Swimming Pool
Pool Description: Gunite, Heated, Pool House, Spa, In Ground Pool

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

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 0

Financial

Assessments Information
Assessed Value: $3,349,850

Utilities

Utility Information
Water Source: Public Water Connected, Private Well
Sewage System: Septic
Hot Water Description: Oil, Domestic
Heat Type: Hydro Air
Heat Fuel Type: Oil, Propane
Fuel Tank Location: In Basement
Energy Features: Programmable Thermostat, Thermopane Windows

Location

School Information
Intermediate School: Per Board of Ed
High School: New Canaan
Elementary School: West

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Library, Park, Playground/Tot Lot, Tennis Courts
Directions: Oenoke Ridge North, Bear Left on West Rd
County: Fairfield

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 3.68 acres
Style: Other
Year Built: —
Year Renovated: —
County: Fairfield County
APN: 184819

Home facts updated by county records on Jun 13, 2025

Other

Documents & Disclosures
Supplement Count Public: 10

Around this home

Schools

West School

Public PreK-4 • Assigned • 1.5mi

10/10

Saxe Middle School

Public 5-8 • Assigned • 2.5mi

10/10

New Canaan High School

Public 9-12 • Assigned • 2.5mi

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

59% 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

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$6.49M – $7.86M

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New listings for sale in 06840

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OPEN THU, 10AM TO 1PM

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887 Weed St, New Canaan, CT 06840

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OPEN SAT, 1PM TO 4PM

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Home values near 183 West Rd

Data from public records.

Address	Redfin Estimate
125 West Road, New Canaan, CT 6 Beds \| 6.5 Baths \| 6246 Sq. Ft.	$4,465,662
279 West Road, New Canaan, CT 4 Beds \| 2.5 Baths \| 2655 Sq. Ft.	$3,801,550

Address	Redfin Estimate
111 West Road, New Canaan, CT 6 Beds \| 6.5 Baths \| 9019 Sq. Ft.	$4,218,396
114 West Road, New Canaan, CT 6 Beds \| 5.5 Baths \| 5779 Sq. Ft.	$4,682,917

Address	Redfin Estimate
246 West Road, New Canaan, CT 7 Beds \| 9.5 Baths \| 7042 Sq. Ft.	$5,831,611
182 West Road, New Canaan, CT - Beds \| - Baths \| - Sq. Ft.	$4,101,975

Property information provided by Smart MLS when last listed in 2024. 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 183 West Rd

Tax history for 183 West 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 183 West Rd

More real estate resources