865 Hollow Tree Ridge Rd, Darien, CT 06820

Sold on jul 2026

$13,000,000

•

10,197

sq ft

865 Hollow Tree Ridge Rd, Darien, CT 06820

Track this home’s value and nearby sales activity

About this 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.

Single-familyProperty Type

1937Year Built

9.26 acresLot Size

$1,275Price/Sq.Ft.

4 car garageParking

Listed by Ashley Dineen • Compass Connecticut, LLC

Contact: Agent Attribution Contact: (203) 253-9616 | Office Attribution Contact: (203) 423-3100

Bought with Ashley Dineen • Compass Connecticut, LLC

Source:Smart MLS #24148914

Redfin Estimate

$12,734,307

$266K since sold in July 2026$54K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 217.8% higher than the average sale price ($4.01M) of 6 comparable homes.

SOLD AUG 12, 2026
$3,850,000
A
6 beds6.5 baths5,113 sq ft
30 Inwood Rd, Darien, CT 06820
SOLD SEP 1, 2026
$2,450,000
B
5 beds5 baths5,458 sq ft
235 Hawks Hill Rd, New Canaan, CT 06840
SOLD JUN 11, 2026
$4,315,000
C
5 beds6 baths4,653 sq ft
28 Crooked Mile Rd, Darien, CT 06820
SOLD JUL 24, 2026
$5,625,000
D
5 beds6 baths9,039 sq ft
316 Mansfield Ave, Darien, CT 06820
SOLD JUL 21, 2026
$3,300,000
E
4 beds4.5 baths5,185 sq ft
19 Richards Ln, New Canaan, CT 06840
SOLD MAY 29, 2026
$4,500,000
F
5 beds5 baths5,864 sq ft
6 Cloudy Ln, Darien, CT 06820

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Market trends in 06820, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

109.1%

1.1% MoM

Median sale price

$3.0M

$24K MoM

Avg. days on market

13d

0 days MoM

Recently sold homes

110

7 MoM

New listings for sale

NEW 32 MINS AGO
$1,850,000
4 beds3 baths3,414 sq ft
101 Hoyt St, Darien, CT 06820
OPEN SAT, 1PM TO 3PM
$1,649,000
3 beds3 baths2,007 sq ft
27 Lakeside Ave, Darien, CT 06820
COMING SOON
$4,725,000
6 beds6 baths6,459 sq ft
12 Seagate Rd, Darien, CT 06820
OPEN SAT, 1PM TO 3PM
$2,699,000
5 beds4.5 baths4,084 sq ft
53 Country Club Rd, Darien, CT 06820
$7,995,000
5 beds6.5 baths5,172 sq ft
3 Coves End Rd, Darien, CT 06820
$1,895,000
4 beds2.5 baths2,456 sq ft
9 Wilson Ridge Rd E, Darien, CT 06820
$3,795,000
4 beds4 baths4,361 sq ft
5 Cross Rd, Darien, CT 06820
OPEN SUN, 12PM TO 3PM
$1,795,000
4 beds2 baths2,091 sq ft
150 Holmes Ave, Darien, CT 06820
FOR SALE BY OWNER
$2,200,000
5 beds4 baths4,600 sq ft
13 Silver Lakes Dr, Darien, CT 06820
See all

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Rental estimate

Est. $7,501 per month, based on comparable rentals

Sale and tax history for 865 Hollow Tree Ridge Rd

Sale History
Tax History

Date

Event

Price

GMLS #124197

Jul 1, 2026

Sold

$13,000,000

$1,275/sq ft

May 1, 2026

Pending

—

Jan 19, 2026

Listed

$15,000,000

$1,471/sq ft

+42

Smart MLS #24148914

Jul 1, 2026

Sold

$13,000,000

$1,275/sq ft

May 1, 2026

Contingent

—

Jan 14, 2026

Listed

$15,000,000

$1,471/sq ft

Smart MLS #24148919

Jul 1, 2026

Listing Removed

—

May 1, 2026

Contingent

—

Jan 14, 2026

Listed

$13,000,000

$1,275/sq ft

GMLS #124198

Jan 19, 2026

Listed

$13,000,000

$1,275/sq ft

GMLS #121353

Jan 19, 2026

Price Changed

$15,000,000

$1,471/sq ft

Jun 2, 2025

Price Changed

$17,000,000

$1,667/sq ft

Sep 5, 2024

Listed

$19,000,000

$1,863/sq ft

Smart MLS #24043900

Jan 16, 2026

Listing Removed

—

Jan 16, 2026

Listing Removed

—

Jun 2, 2025

Price Changed

$17,000,000

$1,667/sq ft

Sep 5, 2024

Listed

$19,000,000

$1,863/sq ft

GMLS #57549

Aug 31, 2004

Listed

$4,900,000

$481/sq ft

Smart MLS #98141017

Sep 30, 2004

Listing Removed

—

Sep 8, 2002

Listed

$6,950,000

$682/sq ft

Smart MLS #98209345

Aug 22, 2004

Listed

$4,900,000

$481/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$73,485 (+2.2%)

$1,425,830 + $2,747,080

$4,172,910

2022

$71,899 (+2.3%)

$1,425,830 + $2,747,080

$4,172,910

2021

$70,272 (+3.1%)

$1,425,830 + $2,747,080

$4,172,910

2020

$68,144 (−0.8%)

$1,425,830 + $2,747,080

$4,172,910

2019

$68,728 (−14.1%)

$1,425,830 + $2,747,080

$4,172,910

2018

$79,999 (+0.7%)

$1,355,760 + $3,619,280

$4,975,040

2017

$79,470 (+2.5%)

$1,355,760 + $3,561,950

$4,917,710

2016

$77,552 (+5.1%)

$1,355,760 + $3,561,950

$4,917,710

2014

$73,815

$1,355,760 + $3,561,950

$4,917,710

Public record

Beds

Baths

7.5

Stories

Lot width

—

Lot depth

—

Lot size

4.18 Acres

Year renovated

2006

Sq. Ft.

10,197

Year built

1937

Style

Single Family Residential

County

Fairfield County

APN

2490077

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage
Garages Number: 4

Interior

Interior Information
Total Rooms: 24
Laundry Room Info: Upper Level
Interior Features: Audio System, Auto Garage Door Opener, Sauna, Security System
Appliances, Lighting, Thermostat(s)
Fireplaces Total: 5
Cooling System: Central Air
Appliances Included: Gas Range, Wall Oven, Range Hood, Refrigerator, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller

Bathroom Information
# of Baths (Full): 6
# of Baths (Half): 4

Bedroom Information
Beds Total: 5

Room Information
Rooms Additional: Bonus Room, Breezeway, Exercise Room, Foyer, Gym, Laundry Room, Mud Room, Sauna, Sitting Room, Wine Cellar
Basement Description: Full, Heated, Storage, Fully Finished, Cooled, Walk-out
Has Attic
Attic Description: Walk-up

Exterior

Exterior Features
Roof Information: Wood Shingle
Exterior Siding: Clapboard, Brick
Exterior Features: Grill, Guest House, French Doors, Patio

Lot Information
Lot Description: Secluded, Professionally Landscaped

Pool Information
Swimming Pool
Pool Description: Heated, Pool House, In Ground Pool

Building Information
Foundation Type: Concrete
Construction Description: Frame, Concrete

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 10197

Financial

Assessments Information
Assessed Value: $4,620,630

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: Domestic
Heat Type: Hot Air
Heat Fuel Type: Geothermal, Oil
Fuel Tank Location: In Basement
Energy Features: Generator, Programmable Thermostat

Location

School Information
Middle Jr High School: Middlesex
High School: Darien
Elementary School: Ox Ridge

Location Information
State: Connecticut
Directions: HOLLOW TREE RIDGE ROAD
County: Fairfield

Public facts

Beds: 6
Baths: 7.5
Sq. Ft.: 10,197
Stories: 2.0
Lot Size: 4.18 acres
Style: Single Family Residential
Year Built: 1937
Year Renovated: 2006
County: Fairfield County
APN: 2490077

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

Ox Ridge Elementary School

Public PreK-5 • Assigned • 0.9mi

10/10

Middlesex Middle School

Public 6-8 • Assigned • 2.8mi

10/10

Darien High School

Public 9-12 • Assigned • 2.0mi

10/10

Provided by GreatSchools

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 99° expected this year, 15 days in 30 years

6/10 Wind Factor

70% chance of strong winds in next 30 years

4/10 Air Factor

4 unhealthy days expected this year, 6 days in 30 years

Provided by First Street

Historical weather

Darien, CT • 06820

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

94/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 3% for direct sun exposure in Darien. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.9 hrs

5.9 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$12.10M – $14.65M

Reach more buyers when you sell with Redfin. Plus, you'll save $127,343 in fees.

Nearby similar homes

OPEN SAT, 1PM TO 3PM

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NEW CONSTRUCTIONVIDEO TOUR

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New listings for sale in 06820

NEW 32 MINS AGO

$1,850,000

4 beds3 baths3,414 sq ft

101 Hoyt St, Darien, CT 06820

OPEN SAT, 1PM TO 3PM

$1,649,000

3 beds3 baths2,007 sq ft

27 Lakeside Ave, Darien, CT 06820

COMING SOON

$4,725,000

6 beds6 baths6,459 sq ft

12 Seagate Rd, Darien, CT 06820

OPEN SAT, 1PM TO 3PM

$2,699,000

5 beds4.5 baths4,084 sq ft

53 Country Club Rd, Darien, CT 06820

$7,995,000

5 beds6.5 baths5,172 sq ft

3 Coves End Rd, Darien, CT 06820

$1,895,000

4 beds2.5 baths2,456 sq ft

9 Wilson Ridge Rd E, Darien, CT 06820

$3,795,000

4 beds4 baths4,361 sq ft

5 Cross Rd, Darien, CT 06820

OPEN SUN, 12PM TO 3PM

$1,795,000

4 beds2 baths2,091 sq ft

150 Holmes Ave, Darien, CT 06820

FOR SALE BY OWNER

$2,200,000

5 beds4 baths4,600 sq ft

13 Silver Lakes Dr, Darien, CT 06820

Home values near 865 Hollow Tree Ridge Rd

Data from public records.

Address	Redfin Estimate
861 Hollow Tree Ridge Road, Darien, CT 5 Beds \| 4.5 Baths \| 5800 Sq. Ft.	$4,530,544
829 Hollow Tree Ridge Road, Darien, CT 5 Beds \| 3.5 Baths \| 4850 Sq. Ft.	$3,621,819

Address	Redfin Estimate
833 Hollow Tree Ridge Road, Darien, CT 5 Beds \| 4 Baths \| 5486 Sq. Ft.	$3,857,331
837 Hollow Tree Ridge Road, Darien, CT 5 Beds \| 5.5 Baths \| 5132 Sq. Ft.	$4,031,847

Address	Redfin Estimate
869 Hollow Tree Ridge Road, Darien, CT 5 Beds \| 3.5 Baths \| 2965 Sq. Ft.	$2,441,133
853 Hollow Tree Ridge Road, Darien, CT 5 Beds \| 4 Baths \| 6187 Sq. Ft.	$4,147,670

Property information provided by Smart MLS when last listed in 2026. This data may not match . Learn more.

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About this home

Redfin Estimate

Market trends in 06820, CT

Homeowner tools

Sale and tax history for 865 Hollow Tree Ridge Rd

Public record

Property details

Around this home

Schools

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06820

Home values near 865 Hollow Tree Ridge Rd

More real estate resources