Off market oct 2020 for $1.9M

$4,004,090

Est. refi paymentEst. refi $2,520/mo

•

4,535

sq ft

27 Tory Hole Rd, Darien, CT 06820

About this home

A precursor to mid-century modern design, this ARCHITECTURALLY SIGNIFICANT home was designed by Arthur Holden who collaborated with Frank Lloyd Wright on the Guggenheim Museum. This oversized property in prestigious Delafield Island offers privacy within minutes to beaches, downtown Darien and an hour to New York City. The high quality design details and finishes embody the elegance and sophistication of 1930's glamour while including the space and functionality to support a new generation of modern living. The curved walls capture exceptional light and provide great fluidity and views of the garden.

Single-familyProperty Type

1938Year Built

5.47 acresLot Size

$883Est. Price/Sq.Ft.

2 car garageParking

Listed by Inger Stringfellow • William Pitt Sotheby's Int'l

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

Bought with Nancy Dauk • Halstead Real Estate

Source:Smart MLS #170166897

Redfin Estimate

$4,004,090

$2.0M since sold in October 2020$58K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 10.8% higher than the average sale price ($3.61M) of 6 comparable homes.

SOLD JUN 30, 2026
$3,425,000
A
4 beds4.5 baths3,560 sq ft
53 Goodwives River Rd, Darien, CT 06820
SOLD JUN 22, 2026
$3,800,000
B
4 beds4 baths4,662 sq ft
7 Raiders Ln, Darien, CT 06820
SOLD SEP 23, 2026
$4,600,000
C
5 beds4.5 baths4,740 sq ft
6 Searles Rd, Darien, CT 06820
SOLD JUN 12, 2026
$3,550,000
D
4 beds4.5 baths4,825 sq ft
6 Old Parish Rd, Darien, CT 06820
SOLD JUL 31, 2026
$2,400,000
E
4 beds5 baths3,547 sq ft
85 Hecker Ave, Darien, CT 06820
SOLD JUN 15, 2026
$3,912,000
F
4 beds4.5 baths4,306 sq ft
12 Sunset Rd, Darien, CT 06820

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Earn from this home

Sell

$2,386,170

Est. take-home

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Refinance

Est. cash available

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Rent

$7,333/mo

Redfin rental estimate

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Market trends in 06820, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

109.1%

1.1% MoM

Median sale price

$3.0M

$24K MoM

Avg. days on market

13d

0 days MoM

Recently sold homes

110

7 MoM

New listings for sale

NEW 4 HRS AGO
$1,850,000
4 beds3 baths3,414 sq ft
101 Hoyt St, Darien, CT 06820
OPEN SAT, 1PM TO 3PM
$1,649,000
3 beds3 baths2,007 sq ft
27 Lakeside Ave, Darien, CT 06820
COMING SOON
$4,725,000
6 beds6 baths6,459 sq ft
12 Seagate Rd, Darien, CT 06820
OPEN SAT, 1PM TO 3PM
$2,699,000
5 beds4.5 baths4,084 sq ft
53 Country Club Rd, Darien, CT 06820
$7,995,000
5 beds6.5 baths5,172 sq ft
3 Coves End Rd, Darien, CT 06820
$1,895,000
4 beds2.5 baths2,456 sq ft
9 Wilson Ridge Rd E, Darien, CT 06820
$3,795,000
4 beds4 baths4,361 sq ft
5 Cross Rd, Darien, CT 06820
OPEN SUN, 12PM TO 3PM
$1,795,000
4 beds2 baths2,091 sq ft
150 Holmes Ave, Darien, CT 06820
FOR SALE BY OWNER
$2,200,000
5 beds4 baths4,600 sq ft
13 Silver Lakes Dr, Darien, CT 06820
See all

Provided by Redfin

Sale history for 27 Tory Hole Rd

Date

Event

Price

Smart MLS #170166897

Oct 23, 2020

Sold

$1,962,500

$433/sq ft

Jul 19, 2020

Contingent

—

Nov 13, 2019

Price Changed

$2,175,000

$480/sq ft

Feb 25, 2019

Listed

$2,195,000

$484/sq ft

Smart MLS #170055189

Jan 7, 2019

Listing Removed

—

Feb 23, 2018

Listed

$2,250,000

$496/sq ft

Smart MLS #99115772

Oct 31, 2017

Listing Removed

—

Aug 13, 2015

Listed

$2,340,000

$516/sq ft

Public Records

Sep 18, 1992

Sold

$1,185,000

$261/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$28,282 (+2.2%)

$1,080,590 + $525,420

$1,606,010

2022

$27,672 (+2.3%)

$1,080,590 + $525,420

$1,606,010

2021

$27,045 (+3.1%)

$1,080,590 + $525,420

$1,606,010

2020

$26,226 (−0.9%)

$1,080,590 + $525,420

$1,606,010

2019

$26,451 (−16.1%)

$1,080,590 + $525,420

$1,606,010

2018

$31,533 (+0.5%)

$1,327,340 + $633,640

$1,960,980

2017

$31,382 (+2.5%)

$1,327,340 + $614,600

$1,941,940

2016

$30,624 (+5.1%)

$1,327,340 + $614,600

$1,941,940

2014

$29,149

$1,327,340 + $614,600

$1,941,940

Tax history for 27 Tory Hole Rd

Year

Property tax

Land + Additions

Assessment*

2023

$28,282 (+2.2%)

$1,080,590 + $525,420

$1,606,010

2022

$27,672 (+2.3%)

$1,080,590 + $525,420

$1,606,010

2021

$27,045 (+3.1%)

$1,080,590 + $525,420

$1,606,010

2020

$26,226 (−0.9%)

$1,080,590 + $525,420

$1,606,010

2019

$26,451 (−16.1%)

$1,080,590 + $525,420

$1,606,010

2018

$31,533 (+0.5%)

$1,327,340 + $633,640

$1,960,980

2017

$31,382 (+2.5%)

$1,327,340 + $614,600

$1,941,940

2016

$30,624 (+5.1%)

$1,327,340 + $614,600

$1,941,940

2014

$29,149

$1,327,340 + $614,600

$1,941,940

*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

5.47 Acres

Year renovated

—

Sq. Ft.

4,453

Year built

1938

Style

Single Family Residential

County

Fairfield County

APN

108722

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Under House Garage
Garages Number: 2

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 9
Laundry Room Info: Lower Level
Interior Features: Cable - Available, Open Floor Plan, Security System
Fireplaces Total: 2
Cooling System: Central Air
Appliances Included: Cook Top, Wall Oven, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer

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

Bedroom Information
Beds Total: 4

Room Information
Room Count: 9
Basement Description: Full, Partially Finished, Concrete Floor, Storage

Exterior

Exterior Features
Roof Information: Flat
Exterior Siding: Stucco
Exterior Features: Balcony, Deck, Garden Area, Shed, Stone Wall, Terrace

Lot Information
Lot Description: Some Wetlands, Secluded, Lightly Wooded, Treed

Building Information
Foundation Type: Block, Concrete
Construction Description: Concrete, Steel, Stucco
Color: White

Property Information
Waterfront Description: Pond, Beach Rights
Radon Mitigation Air
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 4453
Driveway Type: Private, Asphalt

Financial

Assessments Information
Assessed Value: $1,606,010

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: Oil
Heat Type: Steam
Heat Fuel Type: Oil
Fuel Tank Location: In Ground

Location

HOA Information
Has Home Owner's Assocation
HOA Fee Frequency: Annually
HOA Fee Amount: $1,000
Association Fee Includes: Security Service, Snow Removal, Heat

School Information
Middle Jr High School: Middlesex
High School: Darien
Elementary School: Tokeneke

Location Information
State: Connecticut
Directions: Map quest
County: Fairfield

Public facts

Beds: 4
Baths: 4.5
Sq. Ft.: 4,453
Stories: 2.0
Lot Size: 5.47 acres
Style: Single Family Residential
Year Built: 1938
Year Renovated: —
County: Fairfield County
APN: 108722

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 6

Around this home

Schools

Tokeneke Elementary School

Public PreK-5 • Assigned • 1.0mi

9/10

Middlesex Middle School

Public 6-8 • Assigned • 1.4mi

10/10

Darien High School

Public 9-12 • Assigned • 1.7mi

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 98° expected this year, 15 days in 30 years

7/10 Wind Factor

78% 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

Darien, CT • 06820

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

$3.80M – $4.61M

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Nearby similar homes

OPEN SAT, 1PM TO 3PM

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460 Middlesex Rd, Darien, CT 06820

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OPEN SUN, 1PM TO 3PM

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New listings for sale in 06820

NEW 4 HRS AGO

$1,850,000

4 beds3 baths3,414 sq ft

101 Hoyt St, Darien, CT 06820

OPEN SAT, 1PM TO 3PM

$1,649,000

3 beds3 baths2,007 sq ft

27 Lakeside Ave, Darien, CT 06820

COMING SOON

$4,725,000

6 beds6 baths6,459 sq ft

12 Seagate Rd, Darien, CT 06820

OPEN SAT, 1PM TO 3PM

$2,699,000

5 beds4.5 baths4,084 sq ft

53 Country Club Rd, Darien, CT 06820

$7,995,000

5 beds6.5 baths5,172 sq ft

3 Coves End Rd, Darien, CT 06820

$1,895,000

4 beds2.5 baths2,456 sq ft

9 Wilson Ridge Rd E, Darien, CT 06820

$3,795,000

4 beds4 baths4,361 sq ft

5 Cross Rd, Darien, CT 06820

OPEN SUN, 12PM TO 3PM

$1,795,000

4 beds2 baths2,091 sq ft

150 Holmes Ave, Darien, CT 06820

FOR SALE BY OWNER

$2,200,000

5 beds4 baths4,600 sq ft

13 Silver Lakes Dr, Darien, CT 06820

Home values near 27 Tory Hole Rd

Data from public records.

Address	Redfin Estimate
29 Tory Hole Road, Darien, CT 4 Beds \| 4 Baths \| 3385 Sq. Ft.	$3,530,606
33 Tory Hole Road, Darien, CT 4 Beds \| 4.5 Baths \| 3837 Sq. Ft.	$3,694,604

Address	Redfin Estimate
34 Tory Hole Road, Darien, CT 4 Beds \| 3.5 Baths \| 3321 Sq. Ft.	$2,066,502
26 Tory Hole Road, Darien, CT 5 Beds \| 3.5 Baths \| 4191 Sq. Ft.	$3,781,913

Address	Redfin Estimate
17 Tory Hole Road, Darien, CT 5 Beds \| 5 Baths \| 4947 Sq. Ft.	$3,477,679
18 Tory Hole Road, Darien, CT 5 Beds \| 5.5 Baths \| 5437 Sq. Ft.	$4,704,492

Property information provided by Smart MLS when last listed in 2019. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06820, CT

Sale history for 27 Tory Hole Rd

Tax history for 27 Tory Hole Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06820

Home values near 27 Tory Hole Rd

More real estate resources