865 Hollow Tree Ridge Rd Darien, CT, 06820

single family home
$ 15,000,000 For Sale Active Jan 14, 2026
  • 5 beds
  • 10 baths
  • 10,197 sq ft
  • 9.26 acres
  • 1937 year built
  • pool house
  • 4 cars garage

About the Home

Set on 9.4 acres, this exceptional estate offers a private, sophisticated retreat at the end of a Bradford pear-lined gravel drive. The property includes a 10,000-square-foot main residence with pool and pool house, a two-bedroom guest cottage, and a remarkable field house designed by architect Louise Brooks. The main house blends timeless elegance with modern design, while the field house delivers a one-of-a-kind recreational and entertaining experience, featuring an indoor batting cage, two-lane bowling alley, resistance pool, and stylish lounge spaces. This offering is for all three parcels, each with its own address and private entrance, offering rare flexibility, exclusivity, and privacy.

Rooms & Interior

5 bedrooms beds
6 full + 4 half baths
10,197 square feet sq ft

Room Details

  • Office (Other Level) Book Shelves, Built-Ins, Half Bath
  • Eat In Kitchen (Main Level) Built-Ins, Dining Area, French Doors, Island, Pantry, Hardwood Floor
  • Family Room (Main Level) Cathedral Ceiling, Beams, Built-Ins, Cedar Closet, Fireplace, French Doors
  • Bedroom (Upper Level) Full Bath
  • Bedroom (Upper Level) Full Bath
  • Media Room (Lower Level)
  • Living Room (Main Level) Fireplace, Hardwood Floor
  • Formal Dining Room (Main Level) Built-Ins, Hardwood Floor
  • Sun Room (Main Level) Fireplace, Half Bath, Hardwood Floor
  • Dining Room (Main Level) Built-Ins, Wet Bar, French Doors, Hardwood Floor
  • Rec/Play Room (Lower Level)
  • Primary Br Suite (Upper Level) Balcony/Deck, Built-Ins, Dressing Room, Fireplace, Full Bath, Walk-In Closet
  • Study (Main Level) Book Shelves, Built-Ins
  • Bedroom (Upper Level) Full Bath, Walk-In Closet
  • Bedroom (Upper Level) Full Bath
  • Other Rooms Bonus room, Breezeway, Exercise room, Foyer, Gym, Laundry room, Mud room, Steam/sauna, Sitting room, Wine cellar

Home Features

Heating

  • Fireplaces: 5
  • Heating: hot air
  • Heat fuel type: geothermal, oil
  • Fuel tank: in basement

Cooling

  • Central air

Interior Features

  • Audio system
  • Auto garage door opener
  • Sauna
  • Security system

Appliances

  • Gas range
  • Wall oven
  • Range hood
  • Refrigerator
  • Icemaker
  • Dishwasher
  • Washer
  • Dryer
  • Wine chiller

Home Automation

  • Appliances
  • Lighting
  • Thermostat(s)

Attic

  • Unfinished
  • Walk-up

Basement

  • Full
  • Heated
  • Storage
  • Fully finished
  • Cooled
  • Walk-out

Laundry

  • Upper level

Energy Features

  • Generator
  • Programmable thermostat

Exterior Features

  • Grill
  • Guest house
  • French doors
  • Patio

Property Details

Parking

  • Garage spaces: 4
  • Attached garage

Swimming Pool

  • Heated
  • Pool house
  • In ground pool

Lot Details

  • Lot surface: 9.26 acres
  • Secluded
  • Professionally landscaped

Utilities

  • Water: public water connected
  • Sewage: septic

Construction Details

Style
colonial

Construction year
1937

Exterior Siding
clapboard, brick

Foundation
concrete

Roof
wood shingle


Area & Town

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

Finance & Listing Info

Status Active
Listing date January 14, 2026
List price $ 15,000,000
Current price $ 15,000,000
Tax amount $ 71,527
Tax year july 2025-june 2026
MLS ID #24148914
List Agent Ashley Dineen
List Office Compass Connecticut, LLC

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