366 Hollow Tree Ridge Rd Darien, CT, 06820

single family home
$ 6,195,000 For Sale Active Apr 8, 2026
  • 6 beds
  • 6 baths
  • 7,356 sq ft
  • 1.75 acres
  • 1776 year built
  • in ground pool
  • 4 cars garage
Open House

About the 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.

Rooms & Interior

6 bedrooms beds
5 full + 1 half baths
7,356 square feet sq ft

Room Details

  • Living Room (Main Level) Beams, Fireplace
  • Bedroom (Upper Level) Jack & Jill Bath
  • Bedroom (Other Level)
  • Study (Main Level) Built-Ins, Fireplace
  • Bedroom (Upper Level) Beams, Fireplace, Full Bath, Walk-In Closet
  • Formal Dining Room (Main Level)
  • Primary Bedroom (Upper Level) Bedroom Suite, Fireplace, Full Bath, Walk-In Closet
  • Bedroom (Other Level) Book Shelves, Full Bath
  • Kitchen (Main Level) Skylight, 9 ft+ Ceilings, Breakfast Bar
  • Family Room (Main Level) Fireplace
  • Bedroom (Main Level) Jack & Jill Bath
  • Den (Main Level) Built-Ins, Fireplace
  • Great Room (Upper Level) 9 ft+ Ceilings
  • Other Rooms Breezeway, Laundry room, Mud room

Home Features

Heating

  • Fireplaces: 6
  • Heating: hot water
  • Heat fuel type: oil
  • Fuel tank: in basement

Cooling

  • Central air
  • Ductless

Interior Features

  • Audio system
  • Auto garage door opener
  • Central vacuum
  • Security system

Appliances

  • Oven/range
  • Wall oven
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer

Attic

  • Finished
  • Walk-up

Basement

  • Partial
  • Full
  • Heated
  • Cooled
  • Partial with walk-out

Laundry

  • Main level
  • Upper level

Exterior Features

  • Underground sprinkler
  • Patio

Property Details

Parking

  • Garage spaces: 4
  • Attached garage
  • Detached garage

Swimming Pool

  • Gunite
  • Heated
  • In ground pool

Waterfront

  • Beach rights

Lot Details

  • Lot surface: 1.75 acres
  • Level lot
  • Professionally landscaped

Utilities

  • Water: public water connected
  • Sewage: pub. sewer connected
  • Sewage fee: $ 1,752 per year

Construction Details

Style
colonial

Construction year
1776

Exterior Siding
clapboard

Foundation
concrete

Roof
wood shingle


Open Houses

There is 1 scheduled open house for 366 Hollow Tree Ridge Road, Darien, CT.
April 9, 2026 Apr 9, 2026 10:00 - 12:30 (broker)

Area & Town

This home is located in Northern Darien neighborhood, in the town of Darien.

Finance & Listing Info

Status Active
Listing date April 08, 2026
List price $ 6,195,000
Current price $ 6,195,000
Tax amount $ 45,738
Tax year july 2025-june 2026
MLS ID #24165040
List Agent Ashley Dineen
List Office Compass Connecticut, LLC

366 Hollow Tree Ridge Road Home Photos

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