281 Turtle Back Rd, New Canaan, CT 06840

Off Market Jul 2021 for $3.6M

$5,359,840

Est. refi paymentEst. refi $17,535/mo

•

7,807

sq ft

281 Turtle Back Rd, New Canaan, CT 06840

About this home

This sophisticated shingle style Nantucket colonial is perfectly suited for today’s modern family. Situated on a beautiful West side cul de sac, the property offers breath taking sunset views while surrounded by lovely gardens and terraces that makes for perfect indoor/outdoor entertaining. This spectacular residence, designed by Louise Brooks, has uncompromising quality and casual elegance with every finish and detail. The chef's Kitchen by Deane includes a Gaggenau steam oven, Wolf range, Sub-zero refrigerators, custom cabinets, walk in pantry, and a butler's pantry for the selective bartender. The home was featured on the New Canaan Cares Kitchen and House Tour! Entertaining is effortless due to the easy flow of the first floor. Additionally, his and her home offices and a bedroom suite complete the first floor layout. Upstairs there is a master retreat with his and her custom closets and dressing area, 4 additional en suite bedrooms and a bonus room that leads to the kitchen for easy access and flexible living. The picturesque pool and pool house, a walk out spa, manicured gardens and fully deer fenced property complete this exquisite estate. The versatility of this space must be seen to be fully appreciated and has everything a high-end buyer is looking for.

Single-familyProperty Type

1962Year Built

2.22 acresLot Size

$687Est. Price/Sq.Ft.

4 car garageParking

Listed by Cindy Cash • William Raveis Real Estate

Bought with Casey Lange • Compass Connecticut, LLC

Source:Smart MLS #170391085

Redfin Estimate

$5,359,840

$1.7M since sold in July 2021$157K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 39.1% higher than the average sale price ($3.85M) of 6 comparable homes.

SOLD JUL 17, 2026
$2,600,000
A
5 beds5.5 baths6,313 sq ft
41 Lake Wind Rd, New Canaan, CT 06840
SOLD JUL 9, 2026
$3,000,000
B
6 beds6.5 baths5,552 sq ft
1690 Oenoke Rdg, New Canaan, CT 06840
SOLD OCT 1, 2025
$4,510,000
C
6 beds6 baths7,361 sq ft
340 Turtle Back Rd, New Canaan, CT 06840
SOLD APR 8, 2026
$3,700,000
D
6 beds7.5 baths6,476 sq ft
24 Clearview Ln, New Canaan, CT 06840
SOLD APR 1, 2026
$5,715,000
E
6 beds6.5 baths8,020 sq ft
91 Sunset Hill Rd, New Canaan, CT 06840
SOLD JUL 3, 2026
$3,600,000
F
5 beds6 baths6,715 sq ft
323 Smith Ridge Rd, New Canaan, CT 06840

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Earn from this home

Sell

$2,402,100

Est. take-home

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Refinance

Est. cash available

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Market trends in 06840, CT

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

106.2%

+3.0% MoM

Median sale price

$2.7M

$93K MoM

Avg. days on market

19d

15 days MoM

Recently sold homes

17 MoM

New listings for sale

COMING SOON
$3,495,000
3 beds4 baths4,407 sq ft
700 N Wilton Rd, New Canaan, CT 06840
COMING SOON
$355,000
1 bed1 bath758 sq ft
196 Park St #8, New Canaan, CT 06840
OPEN SAT, 1PM TO 4PM
$1,399,000
2 beds2 baths1,545 sq ft
7 Bank St, New Canaan, CT 06840
OPEN SUN, 1PM TO 3PM
$1,249,000
4 beds2 baths2,156 sq ft
20 Lincoln Dr, New Canaan, CT 06840
OPEN SAT, 1PM TO 3PM
$2,495,000
4 beds4 baths3,466 sq ft
52 Seminary St, New Canaan, CT 06840
$1,395,000
4 beds3 baths4,000 sq ft
531 Cheese Spring Rd, New Canaan, CT 06840
See all

Provided by Redfin

Sale history for 281 Turtle Back Rd

Date

Event

Price

Smart MLS #170391085

Jul 23, 2021

Sold

$3,675,000

$471/sq ft

May 14, 2021

Contingent

—

Apr 29, 2021

Listed

$3,775,000

$484/sq ft

Apr 26, 2021

Coming Soon

$3,775,000

$484/sq ft

Smart MLS #170343336

Nov 30, 2020

Listing Removed

—

Nov 1, 2020

Listed

$3,995,000

$512/sq ft

Public Records

Apr 16, 2004

Sold

$3,195,000

$409/sq ft

Smart MLS #98188097

Feb 19, 2004

Listed

$3,195,000

$409/sq ft

Smart MLS #98166645

Dec 16, 2003

Listing Removed

—

Jun 16, 2003

Listed

$3,195,000

$409/sq ft

Public Records

May 27, 1993

Sold

$530,000

$68/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$34,918 (+3.1%)

$680,400 + $1,163,190

$1,843,590

2022

$33,867 (+1.2%)

$680,400 + $1,163,190

$1,843,590

2021

$33,480

$680,400 + $1,163,190

$1,843,590

2020

$33,480 (−0.4%)

$680,400 + $1,163,190

$1,843,590

2019

$33,627 (−6.1%)

$680,400 + $1,163,190

$1,843,590

2018

$35,812 (+1.7%)

$734,930 + $1,376,620

$2,111,550

2017

$35,200 (+2.2%)

$734,930 + $1,376,620

$2,111,550

2016

$34,439 (+5.0%)

$734,930 + $1,376,620

$2,111,550

2014

$32,813

$734,930 + $1,376,620

$2,111,550

Tax history for 281 Turtle Back Rd

Year

Property tax

Land + Additions

Assessment*

2023

$34,918 (+3.1%)

$680,400 + $1,163,190

$1,843,590

2022

$33,867 (+1.2%)

$680,400 + $1,163,190

$1,843,590

2021

$33,480

$680,400 + $1,163,190

$1,843,590

2020

$33,480 (−0.4%)

$680,400 + $1,163,190

$1,843,590

2019

$33,627 (−6.1%)

$680,400 + $1,163,190

$1,843,590

2018

$35,812 (+1.7%)

$734,930 + $1,376,620

$2,111,550

2017

$35,200 (+2.2%)

$734,930 + $1,376,620

$2,111,550

2016

$34,439 (+5.0%)

$734,930 + $1,376,620

$2,111,550

2014

$32,813

$734,930 + $1,376,620

$2,111,550

*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

2.22 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Fairfield County

APN

184715

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, Detached Garage
Garages Number: 4

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 12
Laundry Room Info: Upper Level
Interior Features: Open Floor Plan, Security System
Fireplaces Total: 3
Cooling System: Central Air
Appliances Included: Gas Range, Wall Oven, Microwave, Range Hood, Freezer, Icemaker, Dishwasher, Washer, Dryer

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

Bedroom Information
Beds Total: 6

Room Information
Rooms Additional: Exercise Room, Laundry Room, Mud Room, Wine Cellar
Room Count: 15
Basement Description: Full, Partial, Walk-out
Has Attic
Attic Description: Access Via Hatch

Exterior

Exterior Features
Roof Information: Wood Shingle
Exterior Siding: Shingle
Exterior Features: French Doors, Garden Area, Hot Tub, Lighting, Patio, Shed, Terrace, Underground Sprinkler

Lot Information
Lot Description: On Cul-De-Sac, Corner Lot, Lightly Wooded, Fence - Partial, Professionally Landscaped

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

Building Information
Foundation Type: Concrete
Construction Description: Frame

Property Information
Property Type: Single Family For Sale
Driveway Type: Private, Circular

Financial

Assessments Information
Assessed Value: $1,843,590

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Oil
Heat Type: Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

School Information
High School: New Canaan
Elementary School: West

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Library, Paddle Tennis, Park, Private School(s), Public Pool, Shopping/Mall
Directions: North on Oenoke, Left on Turtle Back Rd to #281 (driveway entrance on Turtle Back Ln East)
County: Fairfield

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 2.22 acres
Style: Other
Year Built: —
Year Renovated: —
County: Fairfield County
APN: 184715

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 5

Around this home

Schools

West School

Public PreK-4 • Assigned • 2.6mi

10/10

Saxe Middle School

Public 5-8 • Assigned • 3.7mi

10/10

New Canaan High School

Public 9-12 • Assigned • 3.8mi

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

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

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

$5.09M – $6.16M

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Home values near 281 Turtle Back Rd

Data from public records.

Address	Redfin Estimate
340 Turtle Back Rd, New Canaan, CT 6 Beds \| 6 Baths \| 7361 Sq. Ft.	$4,618,334
358 Turtle Back Rd, New Canaan, CT 4 Beds \| 4 Baths \| 4533 Sq. Ft.	$2,627,893

Address	Redfin Estimate
316 Turtle Back Rd, New Canaan, CT 5 Beds \| 7 Baths \| 6402 Sq. Ft.	$4,895,845
248 Turtle Back Rd, New Canaan, CT 5 Beds \| 4.5 Baths \| 4191 Sq. Ft.	$3,053,222

Address	Redfin Estimate
284 Turtle Back Rd, New Canaan, CT 4 Beds \| 3.5 Baths \| 3260 Sq. Ft.	$2,383,970
80 Turtle Back Ln E, New Canaan, CT 5 Beds \| 4.5 Baths \| 4867 Sq. Ft.	$2,724,893

Property information provided by Smart MLS when last listed in 2021. 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 281 Turtle Back Rd

Tax history for 281 Turtle Back 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 281 Turtle Back Rd

More real estate resources