366 Hollow Tree Ridge RoadDarien, CT 06820MLS Number 24165040

  • Price: $6,195,000
  • Est. Mortgage of $/month
  • 37 Days on Market
$
$
%
$/month over payments
Federal 30-year interest rate: 6.37% last updated on May 7, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
Active with Contract
366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820366 Hollow Tree Ridge Road Darien CT 06820
QR Code
  • 6Bedrooms
  • 1.75Acreage
  • 6Bathrooms
  • 1776Year Built

Driving Directions

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.
Listed by Ashley Dineen of Compass Connecticut,LLC ((203) 253-9616)

Ask A Question

Do not fill in this field:

I agree to receive marketing and customer service calls and text messages from Lorraine Amaral | Sotheby's International Realty | William Pitt. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

More Info

Basic Information

  • MLS Number24165040
  • StatusActive With Contract
  • List Price$6,195,000
  • Square Feet7,356
  • Property TypeSingle Family For Sale
  • List TeamThe Legacy Team at Compass

Property

  • Acreage1.75
  • Lot DescriptionLevel Lot, Professionally Landscaped
  • Parking Spaces
  • SwimmingpoolYes
  • Pool descriptionGunite, Heated, In Ground Pool

Exterior

  • Exterior featuresUnderground Sprinkler, Patio
  • Exterior sidingClapboard

Amenities

  • Other AmenitiesBasement, Beachfront, Fireplace, Pool, Waterfront

Water Body

  • Waterfront DescriptionBeach Rights

Other

  • Appliances Included
    • Dishwasher
    • Dryer
    • Oven/Range
    • Refrigerator
    • Wall Oven
    • Washer
  • Original listprice$6,195,000
  • ExclusionsChandeliers in: Front hallway, living room, dining room & kitchen (over table)
  • Date Listed04/08/2026

Tax Information

  • Assessed value$2,954,630
  • Milrate total15
  • Tax YearJuly 2025-June 2026
  • Taxes$45,738

Location

  • StateCT
  • Zip06820
  • CountyFairfield
  • Middle Junior High SchoolMiddlesex

Interior

  • Rooms10
  • Rooms additionalBreezeway, Laundry Room, Mud Room
  • Interior featuresAudio System, Auto Garage Door Opener, Central Vacuum, Security System
  • RoofWood Shingle

Utilities

  • Waters ourcePublic Water Connected
  • Cooling SystemCentral Air, Ductless
  • Hot water descriptionOil, Tank Size Unknown
  • Heating FuelOil
  • Fuel tank locationIn Basement
  • Heat SystemHot Water
  • Sewage systemPublic Sewer Connected
  • Sewer usage fee annual1752

School Information

  • Elementary SchoolOx Ridge
  • High SchoolDarien

Rooms

  • Laundry room infoMain Level, Upper Level

Building

  • Full Bath5
  • Half Baths1
  • BasementPartial, Full, Heated, Cooled, Partial With Walk-Out
  • Attic descriptionFinished, Walk-up
  • AtticYes
  • Garage Spaces4
  • Bedrooms6
  • Bathroom6
  • Year Built1776
  • Property StyleColonial
  • Fireplaces6
  • FoundationConcrete
  • Garage Parking InfoAttached Garage, Detached Garage
  • New construction typeNo/Resale
Sotheby's International Realty | William Pitt
Sotheby's International Realty | William Pitt
Office: 203-796-7700
112 Federal Road
Danbury, CT 06811

The data relating to real estate for sale on this website appears in part through the SmartMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SmartMLS through a licensing agreement. Listing information is from various brokers who participate in the SmartMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

I agree to receive marketing and customer service calls and text messages from Lorraine Amaral | Sotheby's International Realty | William Pitt. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

$

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.