Off market jul 2025 for $4.9M

$5,517,495

Est. refi paymentEst. refi $20,356/mo

•

8,898

sq ft

50 Chichester Rd, New Canaan, CT 06840

About this home

OFFER DEADLINE MONDAY 12PM NO ESCALATION CLAUSES AND MUST BE EMAILED TO ATTY KEN GAMMILL: KMG@gtlslaw.com Meticulously maintained and located on one of New Canaan's most coveted streets, 50 Chichester offers a timeless combination of classic construction, exceptional millwork, and modern must-haves. A gracious two-story entrance greets guests, family and friends, leading seamlessly to both an elegant living room with fireplace and large formal dining room. A gourmet kitchen with double everything - islands, sinks and dishwashers- opens to a generous and sunny eat-in area and family room with french doors to a sunny terrace, featuring a coffered ceiling, gorgeous built-ins and a gas fireplace. A private library with another fireplace and ample built-ins and a front to back mudroom featuring built-in cubbies and a separate entrance complete the first level. On the second level, the primary suite is a sanctuary for rest and regeneration with a fireplace, incredible walk-in closet, spa-like bathroom and private sitting room, while four additional bedrooms on the same floor provide room for all. An additional third level with a full bathroom provides flexible use space for overflow and the 1800 sq ft lower level offers abundant recreational space with a full bath, a gym, media area, and direct walkout access to the back yard and potential pool site.

Please see survey showing proposed pool site

Single-familyProperty Type

2015Year Built

1.13 acresLot Size

$620Est. Price/Sq.Ft.

3 car garageParking

Listed by Christine Saxe • Compass Connecticut, LLC

Listed by Amanda Bryan • Compass Connecticut, LLC

Bought with Christine Saxe • Compass Connecticut, LLC

Source:Smart MLS #24102022

Redfin Estimate

$5,517,495

$590K since sold in July 2025$116K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 17.5% higher than the average sale price ($4.69M) of 4 comparable homes.

SOLD AUG 10, 2026
$6,250,000
A
5 beds6 baths6,588 sq ft
211 Oenoke Rdg, New Canaan, CT 06840
SOLD JUL 1, 2026
$5,900,000
B
5 beds7 baths8,022 sq ft
143 Oenoke Rdg, New Canaan, CT 06840
SOLD AUG 10, 2026
$2,275,000
C
4 beds6 baths6,891 sq ft
12 Woodbine Way, Stamford, CT 06903
SOLD AUG 27, 2026
$4,350,000
D
6 beds5.5 baths7,201 sq ft
148 Douglas Rd, New Canaan, CT 06840

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Earn from this home

Sell

$1,339,706

Est. take-home

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Refinance

Est. cash available

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Rent

$4,717/mo

Redfin rental estimate

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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

OPEN SAT, 12PM TO 3PM
$4,295,000
6 beds7.5 baths6,529 sq ft
311 S Bald Hill Rd, New Canaan, CT 06840
$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
See all

Provided by Redfin

Sale history for 50 Chichester Rd

Date

Event

Price

Smart MLS #24102022

Jul 22, 2025

Sold

$4,927,000

$554/sq ft

Jun 18, 2025

Pending

—

Jun 9, 2025

Listed

$4,495,000

$505/sq ft

Smart MLS #170171777

Nov 25, 2019

Sold

$3,000,000

$337/sq ft

Oct 21, 2019

Pending

—

May 20, 2019

Price Changed

$3,295,000

$370/sq ft

Mar 18, 2019

Listed

$3,450,000

$388/sq ft

Exquisite 2016 classic Connecticut Center Hall Colonial sited on a perfect 1.13-acre level lot on a highly desirable and quiet west-side street. With 7098 sq. ft. of living space on the top 3-floors, & an additional 1800 sq. foot finished lower level w/ FPL, bedroom & full bath. Modern features include a deluxe white marble kitchen w/ 2 islands, large breakfast room, family room w/ coffered ceiling, library, front-to-back mudroom, a stunning master bedroom w/ large walk-in closet, sitting room & opulent master bath. This house was constructed w/ exceptional quality & details & has an updated & modern floor-plan & design for today's buyer. The rear of the home is west-facing for magnificent sunset views. Pool site per original builder, to be confirmed by a buyer. Whole house generator.

Smart MLS #99098953

Jul 19, 2016

Sold

$3,625,000

$407/sq ft

Jun 18, 2016

Listing Removed

—

Apr 8, 2015

Listed

$3,795,000

$427/sq ft

New Canaan’s Premier Builder, Woodcrest Homes, most recent new construction ready for immediate occupancy. Prominently sited on over an acre located on the west side with a west facing backyard & pool site. Extensive moldings & millwork. 6 en-suite BR, paneled library, coffered ceiling FR, gourmet kitchen w/breakfast room, master suite w/his & her dressing rooms & finished third floor. Woodcrest Homes has an excellent reputation for building high quality, stylish homes.

Photos are similar. Room measurements are approximate and may change during construction. Taxes TBD. Opportunity to customize.

Smart MLS #99083003

Apr 5, 2015

Listing Removed

—

Oct 10, 2014

Listed

$3,950,000

$444/sq ft

Smart MLS #99060162

Aug 25, 2014

Sold

$1,221,000

$137/sq ft

Apr 9, 2014

Listed

$1,295,000

$146/sq ft

Public Records

Apr 15, 1986

Sold

$505,000

$57/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$40,782 (+3.1%)

$607,320 + $1,545,880

$2,153,200

2022

$39,554 (+1.2%)

$607,320 + $1,545,880

$2,153,200

2021

$39,102

$607,320 + $1,545,880

$2,153,200

2020

$39,102 (−0.4%)

$607,320 + $1,545,880

$2,153,200

2019

$39,274 (−20.4%)

$607,320 + $1,545,880

$2,153,200

2018

$49,351 (+1.7%)

$624,820 + $2,285,010

$2,909,830

2017

$48,507 (+2.2%)

$624,820 + $2,285,010

$2,909,830

2016

$47,459 (+228.4%)

$624,820 + $2,285,010

$2,909,830

2014

$14,450

$624,820 + $305,060

$929,880

Tax history for 50 Chichester Rd

Year

Property tax

Land + Additions

Assessment*

2023

$40,782 (+3.1%)

$607,320 + $1,545,880

$2,153,200

2022

$39,554 (+1.2%)

$607,320 + $1,545,880

$2,153,200

2021

$39,102

$607,320 + $1,545,880

$2,153,200

2020

$39,102 (−0.4%)

$607,320 + $1,545,880

$2,153,200

2019

$39,274 (−20.4%)

$607,320 + $1,545,880

$2,153,200

2018

$49,351 (+1.7%)

$624,820 + $2,285,010

$2,909,830

2017

$48,507 (+2.2%)

$624,820 + $2,285,010

$2,909,830

2016

$47,459 (+228.4%)

$624,820 + $2,285,010

$2,909,830

2014

$14,450

$624,820 + $305,060

$929,880

*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

1.13 Acres

Year renovated

—

Sq. Ft.

6,198

Year built

2015

Style

Single Family Residential

County

Fairfield County

APN

2459341

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: 3

Interior

Interior Information
Total Rooms: 12
Laundry Room Location: Large Laundry Room on Second Floor
Laundry Room Info: Upper Level
Interior Features: Audio System, Auto Garage Door Opener, Central Vacuum, Security System
Fireplaces Total: 4
Cooling System: Central Air
Appliances Included: Gas Cooktop, Wall Oven, Microwave, Subzero, Dishwasher, Washer, Dryer, Wine Chiller

Bathroom Information
# of Baths (Full): 5
# of Baths (Half): 2

Bedroom Information
Beds Total: 6

Room Information
Rooms Additional: Bonus Room, Foyer, Gym, Laundry Room, Mud Room
Basement Description: Full, Heated, Fully Finished, Cooled, Walk-out, Liveable Space, Full With Walk-Out
Has Attic
Attic Description: Heated, Finished, Walk-up

Exterior

Exterior Features
Roof Information: Wood Shingle
Exterior Siding: Shingle
Exterior Features: Terrace, French Doors, Underground Sprinkler

Lot Information
Lot Description: Level Lot, Open Lot

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: White

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 7098

Financial

Assessments Information
Assessed Value: $2,854,040

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: Domestic
Heat Type: Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

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

Location Information
State: Connecticut
Nearby Amenities: Library, Park, Private School(s), Public Pool
Directions: GPS Searchable
County: Fairfield

Public facts

Beds: 6
Baths: 6.0
Sq. Ft.: 6,198
Stories: 3.0
Lot Size: 1.13 acres
Style: Single Family Residential
Year Built: 2015
Year Renovated: —
County: Fairfield County
APN: 2459341

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 6

Around this home

Schools

West School

Public PreK-4 • Assigned • 0.7mi

10/10

Saxe Middle School

Public 5-8 • Assigned • 2.2mi

10/10

New Canaan High School

Public 9-12 • Assigned • 2.1mi

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 100° expected this year, 16 days in 30 years

6/10 Wind Factor

58% chance of strong winds in next 30 years

4/10 Air Factor

4 unhealthy days expected this year, 6 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 8.7 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$5.24M – $6.35M

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New listings for sale in 06840

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Home values near 50 Chichester Rd

Data from public records.

Address	Redfin Estimate
19 Chichester Rd, New Canaan, CT 5 Beds \| 6 Baths \| 8152 Sq. Ft.	$4,687,096
31 Chichester Rd, New Canaan, CT 4 Beds \| 3 Baths \| 2802 Sq. Ft.	$2,416,154

Address	Redfin Estimate
43 Chichester Rd, New Canaan, CT 4 Beds \| 5.5 Baths \| 3119 Sq. Ft.	$2,488,702
65 Chichester Rd, New Canaan, CT 5 Beds \| 6 Baths \| 6311 Sq. Ft.	$4,089,871

Address	Redfin Estimate
57 Chichester Rd, New Canaan, CT 5 Beds \| 6 Baths \| 7704 Sq. Ft.	$5,189,957
82 Chichester Rd, New Canaan, CT 3 Beds \| 3 Baths \| 2731 Sq. Ft.	$1,955,196

Property information provided by Smart MLS when last listed in 2025. 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 50 Chichester Rd

Tax history for 50 Chichester 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 50 Chichester Rd

More real estate resources