$7,900,000

246 Brookside Road, Darien, CT 06820

  • 7 beds |
  • 9 baths |
  • 8,100 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in ——
  • Property Lot Size Icon4.12acre lot
  • Property Parking Icon 6 car garage
  • Property Price Per Square Feet Icon $975/sqft
  • Property List Date Icon Listed 2 months ago

Property Description

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!

Listing Status:
Active
Date Added:
April 8, 2026
Data Last Updated:
June 26, 2026 at 4:51PM
Listing Office:
Compass Connecticut, LLC : (203) 423-3100
Listing Agent:
Keiley Fuller : (203) 858-4609
MLS ID:
24165104
  • Rooms: Bonus RoomExercise RoomLaundry RoomMud RoomSitting Room
  • Appliances: Cook TopWall OvenMicrowaveRefrigeratorIcemakerDishwasherDisposalWasherDryerWine Chiller
  • Laundry: Upper Level
  • Basement: FullUnfinishedSump Pump
  • A/C: Central Air
  • Heating: Hot AirOil
  • Fireplace: Fireplaces: 7
  • General: BarnLightingGuest HousePatioGrillShedGarden AreaStone WallUnderground Sprinkler
  • Style: Colonial
  • Pool: GuniteIn Ground Pool
  • Roofing: Wood Shingle
  • County: Fairfield
  • Zoning: R2103025
  • Water: Private Well
  • Sewer: Septic

This listing courtesy of Keiley Fuller , Compass Connecticut, LLC

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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