366 Hollow Tree Ridge Road Darien, CT $ 6,195,000
366 Hollow Tree Ridge Road
$ 6,195,000
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366 Hollow Tree Ridge Road

Darien, CT, 06820
$ 6,195,000
Bedrooms6 Baths5.1 Sq 7,356

Monthly Estimate*

$ 38,144

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Single Family Home for sale in Darien, CT

for $6,195,000 with 6 bedrooms and 5 full baths, 1 half bath. This 7,356 square foot home was built in 1776 on a lot size of 1.75.

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.

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Single Family Active

Price

$ 6,195,000

Bedrooms

6

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 45,738

Style

Lot Size

1.75

Year Built

1776

Town/City

Darien

MLS | Web ID

24165040

Features
General
Zoning R2
Neighborhood N/A
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 1.75
Directions Hollow Tree Ridge Rd
High School Darien
City Darien
Elementary School Ox Ridge
Sq Ft Total 7356
DOM 2
Year Built 1776
Exclusions Chandeliers in: Front hallway living room dining room & kitchen (over table)
Style Colonial
Year Built Source Public Records
Pool Description Gunite Heated In Ground Pool
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Interior
Cooling System Central Air Ductless
Total Rooms 10
Basement Description Partial Full Heated Cooled Partial With Walk-Out
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Exterior
Water Source Public Water Connected
Lot Description Level Lot Professionally Landscaped
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* Excluded Features
List By
Ashley Dineen

Listing Agent

Compass Connecticut, Llc

Broker

ashley.dineen@compass.com

Email

Affordability Calculator

$41,955
Per Month
91%
9%
0%
Monthly Principal & Interest
$38,144
Monthly Property Taxes
$3,812
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4705407 Elementary School
3041371 Middle School
Darien High School High School
Pricing History
DatePricePrice ChangeDescription
4/8/2026$6,195,000 Listed Price

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366 Hollow Tree Ridge Road, Darien, CT, 06820 is a Single Family Home for sale at $6,195,000 with 7,356 sqft and a lot size of 1.75. 366 Hollow Tree Ridge Road has 6 bedrooms, 5.1 baths, and was built in 1776. The property's zip code is 06820 which is in Darien, CT