865 Hollow Tree Ridge Rd

Darien, CT 06820

$15,000,000
Price
5
Beds
10,197 Sq. Ft.
$1,471 / Sq. Ft.
10,197
Sq. Ft.
$1,471
per Sq. Ft.
Listed By Compass
Listed By Compass

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...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.

Property Details for 865 Hollow Tree Ridge Road

Basement Description
Full, Heated, Storage, Fully Finished, Cooled, Walk-out
Direct Waterfront
No
Garages Number
4
Neighborhood
N/A
Style
Colonial
Garage Parking Info
Attached Garage
Swimming Pool
Yes
LISTING UPDATED: 01/16/2026 10:26 PM

Property Details for 865 Hollow Tree Ridge Road

StatusActive
MLS #24148914
Days on Market7
Taxes$71,527 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1937
Lot Size9.26 AC / 403,452 SF
CountyFairfield County

Location

Listing Courtesy of: .

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Building Information for 865 Hollow Tree Ridge Road

Stories-Year Built1937Building Size-Lot Size9.26 AC / 403,452 SF

Payment Calculator

$79,068 per month

30 year fixed, 6.15% Interest

Principal and Interest

$73,107

Property Taxes

$5,961

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 865 Hollow Tree Ridge Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: HOLLOW TREE RIDGE ROAD
  • Elementary School: Ox Ridge
  • High School: Darien
  • Latitude: 41.11383
  • Longitude: -73.495449
  • Middle Jr High School: Middlesex
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $71,527
Interior and Exterior Features
Exterior Features
  • Exterior Features: Grill, Guest House, French Doors, Patio
  • Pool Description: Heated, Pool House, In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Range, Wall Oven, Range Hood, Refrigerator, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller
  • Attic Description: Unfinished, Walk-up
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 5
  • Home Automation: Appliances, Lighting, Thermostat(s)
  • Interior Features: Audio System, Auto Garage Door Opener, Sauna, Security System
  • Laundry Room Info: Upper Level
  • Rooms Additional: Bonus Room, Breezeway, Exercise Room, Foyer, Gym, Laundry Room, Mud Room, Steam/Sauna, Sitting Room, Wine Cellar
  • Rooms Total: 24
Room 1
  • Room Entry Order: 1
  • Room Features: Fireplace,Hardwood Floor
  • Room Length: 26.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 17.0
Room 2
  • Room Entry Order: 10
  • Room Features: Full Bath
  • Room Length: 16.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 14.0
Room 3
  • Room Entry Order: 11
  • Room Features: Fireplace,Half Bath,Hardwood Floor
  • Room Length: 19.0
  • Room Level: Main
  • Room Type: Sun Room
  • Room Width: 20.0
Room 4
  • Room Entry Order: 12
  • Room Features: Built-Ins,Wet Bar,French Doors,Hardwood Floor
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 18.0
Room 5
  • Listing Key: 484EC1BC357046FDE0631A01100AAE8D
  • Room Entry Order: 13
  • Room Level: Lower
  • Room Type: Rec/Play Room
Room 6
  • Room Entry Order: 14
  • Room Level: Lower
  • Room Type: Media Room
Room 7
  • Room Entry Order: 15
  • Room Features: Book Shelves,Built-Ins,Half Bath
  • Room Level: Other
  • Room Type: Office
Room 8
  • Room Entry Order: 2
  • Room Features: Built-Ins,Hardwood Floor
  • Room Length: 16.0
  • Room Level: Main
  • Room Type: Formal Dining Room
  • Room Width: 20.0
Room 9
  • Listing Key: 484EC1BC357046FDE0631A01100AAE8D
  • Room Entry Order: 3
  • Room Features: Book Shelves,Built-Ins
  • Room Level: Main
  • Room Type: Study
Room 10
  • Room Entry Order: 4
  • Room Features: Built-Ins,Dining Area,French Doors,Island,Pantry,Hardwood Floor
  • Room Length: 20.0
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 20.0
Room 11
  • Room Entry Order: 5
  • Room Features: Cathedral Ceiling,Beams,Built-Ins,Cedar Closet,Fireplace,French Doors
  • Room Length: 21.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 29.0
Room 12
  • Room Entry Order: 6
  • Room Features: Balcony/Deck,Built-Ins,Dressing Room,Fireplace,Full Bath,Walk-In Closet
  • Room Length: 19.0
  • Room Level: Upper
  • Room Type: Primary BR Suite
  • Room Width: 16.0
Room 13
  • Room Entry Order: 7
  • Room Features: Full Bath
  • Room Length: 16.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 14.0
Room 14
  • Room Entry Order: 8
  • Room Features: Full Bath,Walk-In Closet
  • Room Length: 18.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 15.0
Room 15
  • Room Entry Order: 9
  • Room Features: Full Bath
  • Room Length: 21.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 16.0
Property
Property and Assessments
  • Construction Description: Frame, Concrete
  • Exclusions: Please see Listing agent
  • Exterior Siding: Clapboard, Brick
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Wood Shingle
  • Year Built: 1937
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: number equal all 3 parcels
  • Living Area SQFT Per Public Records: 10197
Lot Information
  • Lot Description: Secluded, Professionally Landscaped
  • Parcel Number: 2490077
  • Sq Ft Est Heated Above Grade: 10197.0
  • Sq Ft Total: 10197.0
  • Zoning: R2
Utilities
  • Energy Features: Generator, Programmable Thermostat
  • Heat Fuel Type: Geothermal, Oil
  • Hot Water Description: Domestic
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 865 Hollow Tree Ridge Road

DateEvent & SourcePriceAppreciation
Sep 12, 2005

Closed (Public Record)

Public Record #168696384

$1,749,000—
DateEvent & SourcePrice
09/12/2005

Closed (Public Record)

Public Record #168696384

$1,749,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 865 Hollow Tree Ridge Road

Taxable ValueLand$2,138,710Additions$2,481,920Total$4,620,630
Tax Record2024$71,527 ($5,961 / month)
Home Facts
Beds6Baths7.5Total Finished SqFt10,197 SqFtAbove Grade Finished SqFt10,197 SqFtStories2Lot Size182,211 SqFtStyleSingle Family ResidenceYear Built1937Year Renovated2006ZoningR2CountyFAIRFIELDAPNDARI M:03 B:81-1Fireplace TypeHas Fireplace

Schools near 865 Hollow Tree Ridge Road

This home is within Darien School District.
Rating
School
Type
Grades
Distance
Ox Ridge Elementary School
Public - PK to 5
Middlesex Middle School
Public - 6 to 8
Darien High School
Public - 9 to 12
Rating
School
Distance
Ox Ridge Elementary School
PublicPK to 5

Middlesex Middle School
Public6 to 8

Darien High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 865 Hollow Tree Ridge Road, Darien, CT 06820

865 Hollow Tree Ridge Road is a single family home for sale in Darien, CT 06820. This property was listed for sale on January 14, 2026 by Compass, it's currently listed at $15,000,000. It has been on the market for a total of 7 days and was last sold on September 12, 2005. This listing's school district is Darien School District. Nearby schools include Ox Ridge Elementary School, Middlesex Middle School and Darien High School. 865 Hollow Tree Ridge Road is a 5-bed, 10-bath, 10,197 sqft single family home built in 1937.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.