For sale

Price cut: $2M (1/20)

$15,000,000

865 Hollow Tree Ridge Rd, Darien, CT 06820

5beds

10,197sqft

Est.:

Residential, Single Family Residence

Built in 1937

9.4 Acres Lot

$-- Zestimate^®

$1,471/sqft

$-- HOA

What's special

Resistance poolBradford pear-lined gravel driveStylish lounge spacesIndoor batting cagePool houseTwo-lane bowling alley

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.

30 days

8,691

247

Tour with a local agent

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 5
Bathrooms: 10
Full bathrooms: 6
1/2 bathrooms: 4

Heating

Forced Air, Oil

Cooling

Central Air

Features

Kitchen Island, Eat-in Kitchen, Pantry, Back Stairs, Sauna
Basement: Finished,Full
Number of fireplaces: 5

Interior area

Total structure area: 10,197
Total interior livable area: 10,197 sqft

Property

Parking

Total spaces: 4
Parking features: Garage Door Opener
Garage spaces: 4

Features

Exterior features: Outdoor Shower, Balcony, Gas Grill
Has private pool: Yes
Has spa: Yes
Spa features: Heated

Lot

Size: 9.4 Acres
Features: Parklike

Details

Additional structures: Shed(s), Guest House, Pool House
Parcel number: 03 811
Zoning: OT - Out of Town

Construction

Type & style

Home type: SingleFamily
Property subtype: Residential, Single Family Residence

Materials

Brick, Clapboard
Roof: Wood

Condition

Year built: 1937
Major remodel year: 2006

Utilities & green energy

Sewer: Septic Tank
Water: Public

Community & HOA

Community

Security: Security System

Location

Region: Darien

Financial & listing details

Price per square foot: $1,471/sqft
Tax assessed value: $4,620,630
Annual tax amount: $71,527
Date on market: 1/19/2026
Inclusions: Washer/Dryer, Call LB, All Kitchen Applncs

Estimated market value

Not available

Estimated sales range

Not available

Price history

Date	Event	Price
1/20/2026	Price change	$13,000,000-13.3%$1,275/sqft
Source: Greenwich MLS, Inc. #124198 Report a problem
1/19/2026	Price change	$15,000,000+15.4%$1,471/sqft
Source: Greenwich MLS, Inc. #124197 Report a problem
1/16/2026	Price change	$13,000,000-13.3%$1,275/sqft
Source: Smart MLS #24148919 Report a problem
1/16/2026	Price change	$15,000,000-11.8%$1,471/sqft
Source: Smart MLS #24148914 Report a problem
6/2/2025	Price change	$17,000,000-10.5%$1,667/sqft
Source: Smart MLS #24043900 Report a problem
9/5/2024	Listed for sale	$19,000,000+986.3%$1,863/sqft
Source: Smart MLS #24043900 Report a problem
9/12/2005	Sold	$1,749,000-65.2%$172/sqft
Source: Public Record Report a problem
5/11/2005	Sold	$5,030,000$493/sqft
Source: Smart MLS #98209345 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$71,527 +5.4%	$4,620,630
2024	$67,877 -7.6%	$4,620,630 +10.7%
2023	$73,485 +2.2%	$4,172,910
2022	$71,899 +2.3%	$4,172,910
2021	$70,272 +3.1%	$4,172,910
2020	$68,144 -0.8%	$4,172,910
2019	$68,728 -14.1%	$4,172,910 -16.1%
2018	$79,999 +0.7%	$4,975,040 +1.2%
2017	$79,470 +2.5%	$4,917,710
2016	$77,552 +2.7%	$4,917,710
2015	$75,487 +2.3%	$4,917,710
2014	$73,815 +5.7%	$4,917,710 -7.3%
2013	$69,846 +3.9%	$5,303,410
2012	$67,247 +3.9%	$5,303,410
2011	$64,702 +3.9%	$5,303,410
2010	$62,262 +3.3%	$5,303,410
2009	$60,300 -10%	$5,303,410 +15.2%
2008	$66,997 +18.6%	$4,604,600 +13.1%
2007	$56,471 +32.1%	$4,071,480 +27.6%
2006	$42,759 -28%	$3,190,950 -30%
2005	$59,352 +43.2%	$4,558,500 +31.4%
2004	$41,444 +105.8%	$3,468,080 +124.9%
2003	$20,135 -6.8%	$1,541,730 0%
2001	$21,615 +7.4%	$1,541,733 -30%
2000	$20,135 +22.1%	$2,202,476 +136.6%
1999	$16,496	$930,930