246 Brookside Road, Darien, CT 06820 (MLS # 24165104)

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PRICE $7,900,000 dsIDX morgage calculator
BEDS 7
BATHS 8
HOME SIZE 8,100 sqft
LOT SIZE 4.12 ac

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!

DAYS ON MARKET 142 LAST UPDATED 4/8/2026
YEAR BUILT 1770 GARAGE SPACES 6.0
COUNTY Fairfield STATUS Active
PROPERTY TYPE(S) Single Family

SCHOOLS
Elementary School Ox Ridge
Jr. High School Middlesex
High School Darien


ADDITIONAL DETAILS
AIR Central Air
AIR CONDITIONING Yes
APPLIANCES Cooktop, Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Oven, Refrigerator, Washer, Wine Cooler
BARN/EQUESTRIAN Yes
BASEMENT Full, Sump Pump, Unfinished, Yes
CONSTRUCTION Clapboard, Frame, Stone
EXTERIOR Barbecue, Garden
FIREPLACE Yes
GARAGE Attached Garage, Yes
HEAT Active Solar, Forced Air, Oil
LOT 4.12 acre(s)
LOT DESCRIPTION Level
PARKING Attached
POOL DESCRIPTION Gunite, Outdoor Pool, In Ground
SEWER Septic Tank
STYLE Colonial
TAXES 55531
WATER Well
WATERFRONT DESCRIPTION Beach Access
ZONING R2
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

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Listing courtesy of Compass Connecticut, LLC
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This IDX solution is (c) Diverse Solutions 2026.

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