Home / Listings / Darien
Active · For Sale
$7,900,000

246 Brookside Road, Darien, Connecticut 06820

7 beds 9 baths 8,100 sq ft Single Family For Sale Built 1770

About this home

Introducing a one-of-a-kind gem in Darien: the historic Eliaseph Whitney House, originally built in 1770, nestled on an expansive 4.12-acre parcel- one of the largest of its kind in town. This iconic property effortlessly blends centuries-old charm with modern-day functionality. Step inside to discover timeless details like wood-beamed ceilings and floors, multiple fireplaces, a cozy den and library, all complemented by bright, open living spaces with a kitchen family room space built for today's lifestyle. Two garage spaces offer room for six cars and incredible storage. The surprises don't stop indoors-step outside into meticulously maintained grounds showcasing a gorgeous pool, landscaping, split rail fences, and charming stone walls that evoke a sense of storybook elegance. A sprawling, incredible field offers endless opportunities for recreation or relaxation, and the potential to divide the property into two lots opens the door to even more possibilities. Adding to the allure is a stunning barn-style guest house, built in 2008, offering two bedrooms and endless possibilities. Whether it's a private retreat for guests, a party barn, or a multi-generational living space, this addition enhances the property's versatility. This is more than a home - it's a rare opportunity to own a piece of Darien's history, surrounded by natural beauty, modern comforts, and limitless potential. A true treasure, this iconic home is a generational opportunity awaiting you!

Status
Active
Type
Single Family For Sale
Price
$7,900,000
Beds
7
Baths
9
Interior
8,100 sq ft
Lot
4.12 ac
Year Built
1770
MLS #
24165104
ZIP
06820
Days on Market
126
Heat
Oil · Hot Air
Cooling
Central Air
Water
Private Well
Sewer
Septic
Parking
Attached Garage, Detached Garage (6-car)
Laundry
Upper Level
Flood Zone
No

Flood risk: check the FEMA flood map for this address.

Schools

Elementary
Ox Ridge
Middle / Jr High
Middlesex
High School
Darien

Taxes

Property tax
$55,531 (July 2025-June 2026)
Assessed value
$3,587,290

Interior

Appliances
Cook Top, Wall Oven, Microwave, Refrigerator, Icemaker, Dishwasher, Disposal, Washer, Dryer, Wine Chiller
Basement
Full, Unfinished, Sump Pump
Attic
Unfinished, Storage Space, Pull-Down Stairs
Fireplaces
7
Total rooms
25

Building & Exterior

Style
Colonial
Roof
Wood Shingle
Siding
Clapboard
Exterior features
Barn, Lighting, Guest House, Patio, Grill, Shed, Garden Area, Stone Wall, Underground Sprinkler
Foundation
Masonry, Stone
Pool
Gunite, In Ground Pool
New construction
No/Resale

Lot & Land

Zoning
R2
Lot
Fence - Partial, Fence - Rail, Secluded, Dry, Level Lot, Professionally Landscaped, Open Lot
Waterfront
Beach Rights

Energy

Energy features
Built Green Certification, Active Solar, Generator

Public record

From the Darien assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

Year built1929
Living area6,948 sq ft
Total rooms12
Lot size4.12 acres
Stories2
HeatSPLIT LEVEL
ExteriorFRAME
Assessed value$3,587,290
Town appraisal$5,124,700
Last recorded sale2002 — $3,600,000

Recorded sales

Deed transfers on file with the Darien land records, newest first. These are recordings rather than MLS sales, so they include transfers that were never listed. Nominal and $0 transfers (estate, trust and family conveyances) are excluded.

Listing courtesy of Compass Connecticut, LLC — Keiley Fuller · (203) 423-3100

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