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About This Home

This 5-bedroom, 10-bathroom single family at 865 Hollow Tree Ridge Road in Darien, CT is listed for $15,000,000 ($1,471 per sqft). Built in 1937, the home offers 10,197 sqft of living space on a 9.40 acres lot.

Agent Description

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.

Key Features

  • Built in 1937
  • 9.40 acre lot
  • 4 parking spaces
  • Private pool

Property Details

6 full, 4 half
4 spaces
1937

Amenities

PoolSpaBasement

Monthly Cost Estimate

$80,223/mo

20% down · 6.5% · 30 years

Principal$10,848
Interest$65,000
Insurance$4,375

Estimates only. Actual payments may vary.

Location

865 Hollow Tree Ridge Road

Darien, CT 06820

Features & Amenities

Interior Features

SaunaSecurity System

Exterior Features

BalconyOutdoor ShowerSprinkler SystemGas GrillHot TubAuto Garage DoorBack StairsGuest HouseShed(s)Pool HousePool

Property Details

Construction

BrickClapboard

Heating

Forced Air

Cooling

Central Air

Questions & Answers

This 5-bedroom, 10-bathroom single family at 865 Hollow Tree Ridge Road is listed at $15,000,000 ($1,471/sqft). The estimated monthly payment is $65,000 based on 20% down at 6.5% interest.

Key features include: Built in 1937, 9.40 acre lot, 4 parking spaces, Private pool. Interior Features: Sauna, Security System. Exterior Features: Balcony, Outdoor Shower, Sprinkler System.

This property is listed by Ashley Dineen and can be reached at 2032539616 or ashley.dineen@compass.com.

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Ashley Dineen

Agent at Compass Connecticut, LLC

(203) 253-9616

Listed by Compass Connecticut, LLC · View on Broker Site

MLS# 124197· Source: listhub· Updated today

Copyright © 2026 Greenwich MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

865 Hollow Tree Ridge Road, Darien, CT 06820

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