Local rules require you to be signed in to see more photos.

 or  for free with no obligation.

SOLD
6
bd
5.5 ba
6,101
sq ft

366 Hollow Tree Ridge Rd, Darien, CT 06820

map-entry

Is this your home?

Track this home’s value and nearby sales activity

About this home

Set along one of Hollow Tree Ridge Road's most desirable stretches, 366 Hollow Tree Ridge Road is a masterfully restored and expanded residence that artfully blends historic character with refined modern living. Reimagined by renowned builder Bo Malpass, the home offers 6 bds, 5.1 baths across 7,356 sq feet. Original character is preserved through antique beams and wide plank wood floors, while modern updates introduce a seamless flow and elevated functionality. Interiors curated by Kristen Fine enhance the home's cohesive aesthetic with understated luxury and timeless finishes. Sun-drenched living spaces unfold effortlessly, creating an ideal setting for both everyday living and elegant entertaining. The custom-designed Poggenpohl kitchen serves as the heart of the home, complemented by multiple inviting gathering spaces. A spacious primary suite and well-appointed secondary bedrooms provide comfort, scale, and flexibility. Set on 1.75 acres of beautifully landscaped grounds, the property features a Gunite pool and a charming guest cottage connected by a breezeway ideal as an in-law suite, private retreat, or dedicated work-from-home space. Ideally located with convenient access to town, train, and Darien's top-rated schools, this exceptional offering presents a rare opportunity to own a turnkey home where historic integrity and modern sophistication converge.

Single-familyProperty Type
1776Year Built
1.75 acresLot Size
4 car garageParking
Source:Public Records

Redfin Estimate

$6,481,324
$224K since last sold$1.2M since July

This home's estimate is 54.2% higher than the average sale price ($4.20M) of 6 comparable homes.

Claim this home to receive a free report every month with insights on the changing estimate.

Market trends in 06820, CT

Homeowner tools

Sale and tax history for 366 Hollow Tree Ridge Rd

Public record

Beds
6
Baths
5.5
Stories
2
Lot width
Lot depth
Lot size
1.75 Acres
Year renovated
2010
Sq. Ft.
6,101
Year built
1776
Style
Single Family Residential
County
Fairfield County
APN
103743
Parking Spaces
Basement
Accessible
HOA Dues
Garage
Features
Last updated by owner on Jul 13, 2023.

Property details

Around this home

Schools

Ox Ridge Elementary School

Public PreK-5 • Assigned • 1.3mi

10/10
Middlesex Middle School

Public 6-8 • Assigned • 0.8mi

10/10
Darien High School

Public 9-12 • Assigned • 0.3mi

10/10
Provided by GreatSchools

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

70% 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)
36
23
38
24
52
35
61
44
69
53
81
63
86
70
81
65
75
60
67
49
55
40
41
28
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

Sun exposure

82/ 100

Very good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.7 hrs
5 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$6.16M – $7.45M

Reach more buyers when you sell with Redfin. Plus, you'll save $64,813 in fees.

Download the Redfin App on the Apple App Store
Download the Redfin App from the Google Play Store
GreatSchools Ratings provided by GreatSchools.org.