246 Brookside Rd Darien, CT, 06820

single family home
$ 7,900,000 For Sale Active Apr 6, 2026
  • 7 beds
  • 9 baths
  • 8,100 sq ft
  • 4.12 acres
  • 1770 year built
  • in ground pool
  • 6 cars garage

About the 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!

Rooms & Interior

7 bedrooms beds
7 full + 2 half baths
8,100 square feet sq ft

Room Details

  • Bedroom (Upper Level) Full Bath
  • Eat In Kitchen (Main Level) Remodeled, Dining Area, Island
  • Primary Br Suite (Main Level) Bedroom Suite, Full Bath, Walk-In Closet
  • Bedroom (Upper Level) Full Bath, Walk-In Closet
  • Rec/Play Room (Upper Level)
  • Den (Main Level)
  • Office (Main Level)
  • Bedroom (Upper Level) Full Bath
  • Bedroom (Other Level) Full Bath, Walk-In Closet, Hardwood Floor
  • Living Room (Main Level) Bay/Bow Window, Beams, Book Shelves, Fireplace, Hardwood Floor
  • Dining Room (Main Level) Hardwood Floor
  • Bedroom (Upper Level) Full Bath
  • Bedroom (Other Level) Full Bath, Hardwood Floor
  • Family Room (Main Level)
  • Den (Main Level)
  • Office (Main Level)
  • Bedroom (Upper Level) Full Bath
  • Bedroom (Other Level) Full Bath, Walk-In Closet, Hardwood Floor
  • Living Room (Main Level) Bay/Bow Window, Beams, Book Shelves, Fireplace, Hardwood Floor
  • Dining Room (Main Level) Hardwood Floor
  • Bedroom (Upper Level) Full Bath
  • Bedroom (Other Level) Full Bath, Hardwood Floor
  • Family Room (Main Level)
  • Other Rooms Bonus room, Exercise room, Laundry room, Mud room, Sitting room

Home Features

Heating

  • Fireplaces: 7
  • Heating: hot air
  • Heat fuel type: oil
  • Fuel tank: in basement

Cooling

  • Central air

Appliances

  • Cook top
  • Wall oven
  • Microwave
  • Refrigerator
  • Icemaker
  • Dishwasher
  • Disposal
  • Washer
  • Dryer
  • Wine chiller

Attic

  • Unfinished
  • Storage space
  • Pull-down stairs

Basement

  • Full
  • Unfinished
  • Sump pump

Laundry

  • Upper level

Energy Features

  • Built green certification
  • Active solar
  • Generator

Exterior Features

  • Barn
  • Lighting
  • Guest house
  • Patio
  • Grill
  • Shed
  • Garden area
  • Stone wall
  • Underground sprinkler

Property Details

Parking

  • Garage spaces: 6
  • Attached garage
  • Detached garage

Swimming Pool

  • Gunite
  • In ground pool

Waterfront

  • Beach rights

Lot Details

  • Lot surface: 4.12 acres
  • Fence - partial
  • Fence - rail
  • Secluded
  • Dry
  • Level lot
  • Professionally landscaped
  • Open lot

Utilities

  • Water: private well
  • Sewage: septic

Near-by Amenities

  • Library
  • Park
  • Playground/tot lot

Construction Details

Style
colonial

Construction year
1770

Exterior Siding
clapboard

Foundation
masonry, stone

Roof
wood shingle


Area & Town

This home is located in Northern Darien neighborhood, in the town of Darien.

Finance & Listing Info

Status Active
Listing date April 06, 2026
List price $ 7,900,000
Current price $ 7,900,000
Tax amount $ 55,531
Tax year july 2025-june 2026
MLS ID #24165104
List Agent Keiley Fuller
List Office Compass Connecticut, LLC

246 Brookside Road Home Photos

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