About 865 Hollow Tree Ridge Road
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.
Features of 865 Hollow Tree Ridge Road
| MLS® # | 24148914 |
|---|---|
| Price | $15,000,000 |
| Bedrooms | 5 |
| Bathrooms | 10.00 |
| Full Baths | 6 |
| Half Baths | 4 |
| Square Footage | 10,197 |
| Acres | 9.26 |
| Type | Single Family For Sale |
| Style | Colonial |
| Status | Active |
Community Information
| Address | 865 Hollow Tree Ridge Road |
|---|---|
| Area | N/A |
| City | Darien |
| County | Fairfield |
| State | Connecticut |
| Zip Code | 06820 |
Amenities
| Features | Generator, Programmable Thermostat |
|---|---|
| Parking | Attached Garage |
| # of Garages | 4 |
| Is Waterfront | No |
| Waterfront | Not Applicable |
| Has Pool | Yes |
| Pool | Heated, Pool House, In Ground Pool |
Interior
| Interior Features | Audio System, Auto Garage Door Opener, Sauna, Security System |
|---|---|
| Appliances | Gas Range, Wall Oven, Range Hood, Refrigerator, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller |
| Heating | Hot Air, Geothermal, Oil |
| Cooling | Central Air |
| Fireplace | Yes |
| # of Fireplaces | 5 |
| Has Basement | Yes |
| Basement | Full, Heated, Storage, Fully Finished, Cooled, Walk-out |
Exterior
| Exterior | Clapboard, Brick |
|---|---|
| Exterior Features | Grill, Guest House, French Doors, Patio |
| Lot Description | Secluded, Professionally Landscaped |
| Roof | Wood Shingle |
| Foundation | Concrete |
School Information
| Elementary | Ox Ridge |
|---|---|
| Middle | Middlesex |
| High | Darien |
Additional Information
| Date Listed | January 16th, 2026 |
|---|---|
| Days on Market | 49 |
| Zoning | R2 |
| RE / Bank Owned | No |
Listing Details
| Office | Compass Connecticut, LLC |
|---|