865 Hollow Tree Ridge Rd

10,197 Sq. Ft.
$1,275 / Sq. Ft.
10,197
Sq. Ft.
$1,275
per Sq. Ft.

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.

Listing Agent

  1. Ashley Mayhew Dineen

    Ashley Mayhew Dineen

    Listing Agent

    Compass Connecticut, LLC

    P: (203)-253-9616

Property Details for 865 Hollow Tree Ridge Road

Section
Out of Town
Design
Georgian
Pool
Yes
Basement Type
Finished, Full
Garage #
4.00
LISTING CLOSED: 07/01/2026 12:00 AM

Property Details for 865 Hollow Tree Ridge Road

StatusClosed
MLS #124197
Days on Market600
Taxes$71,527 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1937
Lot Size9.40 AC / 409,464 SF
CountyFairfield County

Location

Sold By Compass Connecticut, LLC, Ashley Mayhew Dineen

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Building Information for 865 Hollow Tree Ridge Road

Stories-Year Built1937Building Size-Lot Size9.40 AC / 409,464 SF

Payment Calculator

$70,741 per month

30 year fixed, 6.36% Interest

Principal and Interest

$64,780

Property Taxes

$5,961

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 865 Hollow Tree Ridge Road

Summary
Location and General Information
  • Area: 16 - Out of Town
  • Elementary School: Out of Town
  • Middle School: Out of Town
  • Directions: Hollow Tree Ridge Rd
  • City: Darien
  • MLS Area Major: 16 - Out of Town
  • Longitude: -73.495449
  • Latitude: 41.11
  • Postal Code: 06820
  • County: Fairfield
  • State Or Province: CT
HOA and Fees
  • Parcel Number: 03 81-1
  • Association Chg/Yr: $0
  • Taxes: $71,527
Interior and Exterior Features
Interior Features
  • Bathrooms Total Integer: 10
  • Baths Full: 6
  • Baths Half: 4
  • Beds Total: 5
  • Cooling: Yes
  • Heating: Yes
  • Entry Hall Level/FP: 1st: 1
  • Living Room Level/FP: 1st: 1
  • Dining Room Level/FP: 1st: 2
  • Library/Den Level/FP: 1st: 1
  • Family Room Level/FP: 1st: 1
  • Powder Room Level/FP: 1st: 3
  • Powder Room Level/FP: 2nd: 1
  • Kitchen Level/FP: 1st: 1
  • Primary Bdrm Level/FP: 2nd: 1
  • Primary Bath Level/FP: 2nd: 1
  • Dbl Bdrms Level/FP: 2nd: 4
  • Bath Level/FP: 2nd: 4
  • Laundry Level/FP: 2nd: 1
  • Other Room Level/FP: 1st: 3
  • Other Room Level/FP: FP: 1
  • Other Room 2 Level/FP: LL: 5
  • Other Room 3 Level/FP: 2nd: 2
  • Attic: Full: Yes
  • Attic: Walk Up: Yes
  • Dining Room Comments: Formal: Yes
  • Dining Room Comments: French Doors: Yes
  • Entry Hall Comments: Front to Back: Yes
  • Family Room Ceilings: Beamed: Yes
  • Family Room Ceilings: Cathedral: Yes
  • Family Room Comments: Built-Ins: Yes
  • Family Room Comments: French Doors: Yes
  • Kitchen Comments: Breakfast Room: Yes
  • Kitchen Comments: Eat-In Kitchen: Yes
  • Kitchen Comments: Island: Yes
  • Kitchen Comments: Pantry: Yes
  • LibraryDen Comments: Built-Ins: Yes
  • Other Room Ceilings: Coffered: Yes
  • Other Room Comments: Butler's Pantry: Yes
  • Other Room Comments: Mudroom: Yes
  • Other Room Comments: Office Space: Yes
  • Other Room Comments: Sitting Room: Yes
  • Other Room Comments 2: Billiard Room: Yes
  • Other Room Comments 2: Exercise Room: Yes
  • Other Room Comments 2: Home Theater: Yes
  • Other Room Comments 2: Playroom: Yes
  • Other Room Comments 2: Wine Cellar: Yes
  • Other Room Comments 3: Office Space: Yes
  • Cooling System: Central AC: Yes
  • Heat System: Forced Air: Yes
  • Primary Bdrm Comments: Balcony2: Yes
  • Primary Bdrm Comments: Built-Ins4: Yes
  • Primary Bdrm Comments: Dressing Room: Yes
  • Primary Bdrm Comments: Multi-Closets: Yes
  • Primary Bdrm Comments: Primary Bedroom Suite: Yes
  • Primary Bdrm Comments: Sitting Area: Yes
  • Primary Bdrm Comments: Walk-in Closet(s): Yes
  • Primary Bth Comments: Steam Shower: Yes
  • Cooling System: Central Air
Exterior Features
  • Exterior: Brick: Yes
  • Exterior: Clapboard: Yes
  • Exterior: Brick, Clapboard
  • Roof: Wood
  • Pool YN: Yes
  • Features: Outdoor Shower, Balcony, Gas Grill
Property
Lot Information
  • Location Property Info: SPOLP: $.87
  • Location Property Info: List PriceSqFt: $1,471.02
  • Location Property Info: Owner: Boehly, Todd L and Katherine G
  • Location Property Info: Zoning: OT - Out of Town
  • Location Property Info: State: Connecticut
  • Location Property Info: Zip Code: 06820
  • Location Property Info: # FPs: 5.0
  • Lot Description: Parklike
  • Lot Size Acres: 9.4
  • Lot Size Area: 9.4
  • Lot Size Square Feet: 409464.0
  • Lot Size Units: Acres
  • Lot Description: Parklike: Yes
Property and Assessments
  • General Property Info: Acres -: 9.4
  • General Property Info: Year Renovations: 2006.0
  • General Property Info: Year Addition: 2011.0
  • General Property Info: Elementary School: Out of Town
  • General Property Info: Middle School: Out of Town
  • General Property Info: Pool Description: Heated
  • General Property Info: Design Plan: Center Hall
  • General Property Info: SqFt Source: Taxcard
  • Assessment: $4,620,630
  • Year Renovations: 2006
  • Zoning: R2
  • Sanitation Source: Septic Tank
  • SqFt Source: Taxcard
  • Outbuildings: Shed(s), Guest House, Pool House
  • Excluded: Call LB: Yes
  • Excluded: Other Chandelier: Yes
  • Features: Auto Garage Door: Yes
  • Features: Back Stairs: Yes
  • Features: Balcony: Yes
  • Features: Gas Grill: Yes
  • Features: Hot Tub: Yes
  • Features: Outdoor Shower: Yes
  • Features: Sauna: Yes
  • Features: Security System: Yes
  • Features: Sprinkler System: Yes
  • Included: All Kitchen Applncs: Yes
  • Included: Call LB: Yes
  • Included: WasherDryer: Yes
Utilities
  • Heat Fuel: Oil: Yes
  • Hot Water: Oil: Yes
  • Heat System: Forced Air, Oil
  • Water Source: Public
Multi Family
Building Details
  • Public Remarks: 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.
  • Parking Desc: Attached Garage, Garage Door Opener

Property History for 865 Hollow Tree Ridge Road

DateEvent & SourcePriceAppreciation
Sep 12, 2005

Closed (Public Record)

Public Record #668696384

$1,749,000—
Sep 12, 2005

Closed (Public Record)

Public Record #168696384

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

Closed (Public Record)

Public Record #668696384

$1,749,000
09/12/2005

Closed (Public Record)

Public Record #168696384

$1,749,000

For completeness, we 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 Renovated2006ZoningR2CountyWESTERN CONNECTICUTAPNDARI 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
Public - PK to 5
Public - 6 to 8
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.

Darien
Darien
A coastal Connecticut town with a strong sense of community. Incorporated in 1820, Darien is a popular coastal town situated between Stamford and Norwalk. Just a 1 hour train ride from Manhattan via Metro North, Darien is an ideal commuter town that boasts spectacular shoreline activities...

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

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.