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865 Hollow Tree Ridge Road, Darien, CT 06820

Single Family For Sale

$15,000,000
$1,471/sqft

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5
Bedrooms
10
Bathrooms
10,197
Sq Ft
9.262
Acres
1937
Year Built

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.

Listed by Ashley Dineen (203) 253-9616 with Compass Connecticut, LLC (203) 423-3100

Listing Snapshot

Price $15,000,000 Days on Market 64 days
Property Tax $71,527/yr Style Colonial
Year Built 1937 Total Sq Ft 10,197
Lot Size 9.262 acres HOA Fees N/A
Bedrooms 5 Full Bathrooms 6
Total Rooms 24 Half Baths 4

Key Features

Interior
  • Audio System
  • Auto Garage Door Opener
  • Sauna
  • Security System
Appliances
  • Gas Range
  • Wall Oven
  • Range Hood
  • Refrigerator
  • Icemaker
  • Dishwasher
  • Washer
  • Dryer
  • Wine Chiller
Outdoor
  • Grill
  • Guest House
  • French Doors
  • Patio
  • Heated
  • Pool House
  • In Ground Pool

Structure & Parking

Construction Frame,Concrete
Roof Wood Shingle
Garage Spaces 4
Garage Type Attached Garage

Systems & Utilities

Heat Hot Air
Fuel Geothermal, Oil
Cooling Central Air
Hot Water Domestic
Water Public Water Connected
Sewer Septic

Schools

Elem Ox Ridge
Middle Middlesex
High Darien

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $5,961/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Jan 14, 2026 Listed $15,000,000

Frequently Asked Questions

How much does 865 Hollow Tree Ridge Road in Darien, CT cost?
This property is listed at $15,000,000, which works out to $1,471 per square foot.
How many bedrooms does 865 Hollow Tree Ridge Road have?
This home has 5 bedrooms and 10 bathrooms.
What is the square footage of 865 Hollow Tree Ridge Road?
The home is 10,197 square feet, situated on 9.262 acres.
When was 865 Hollow Tree Ridge Road in Darien built?
This property was built in 1937.
Is 865 Hollow Tree Ridge Road, Darien, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 865 Hollow Tree Ridge Road, Darien in?
This home is served by the Darien public school system, with Ox Ridge as the elementary school and Darien as the high school.
How do I schedule a tour of 865 Hollow Tree Ridge Road, Darien, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Ashley Dineen · (203) 253-9616

Compass Connecticut, LLC · (203) 423-3100

MLS# 24148914 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Mar 2, 2026 10:55 PM UTC