246 Brookside RoadDarien, CT 06820MLS Number 24165104

  • Price: $7,900,000
  • Est. Mortgage of $/month
  • 37 Days on Market
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Federal 30-year interest rate: 6.37% last updated on May 7, 2026
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  • 7Bedrooms
  • 4.12Acreage
  • 9Bathrooms
  • 1770Year Built

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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!
Listed by Keiley Fuller of Compass Connecticut,LLC ((203) 858-4609)

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More Info

Basic Information

  • MLS Number24165104
  • StatusACT
  • List Price$7,900,000
  • Square Feet8,100
  • Property TypeSingle Family For Sale

Property

  • Acreage4.12
  • Lot Description
    • Dry
    • Fence - Partial
    • Fence - Rail
    • Level Lot
    • Open Lot
    • Professionally Landscaped
    • Secluded
  • Parking Spaces
  • SwimmingpoolYes
  • Pool descriptionGunite, In Ground Pool

Exterior

  • ColorBeige
  • Exterior features
    • Barn
    • Garden Area
    • Grill
    • Guest House
    • Lighting
    • Patio
    • Shed
    • Stone Wall
    • Underground Sprinkler
  • Exterior sidingClapboard

Amenities

  • AmenitiesLibrary, Park, Playground/Tot Lot
  • Other AmenitiesBasement, Beachfront, Fireplace, Pool, Waterfront

Other

  • Appliances Included
    • Cook Top
    • Dishwasher
    • Disposal
    • Dryer
    • Icemaker
    • Microwave
    • Refrigerator
    • Wall Oven
    • Washer
    • Wine Chiller
  • Original listprice$7,900,000
  • Date Listed04/08/2026

Tax Information

  • Assessed value$3,587,290
  • Milrate total15
  • Tax YearJuly 2025-June 2026
  • Taxes$55,531

Location

  • StateCT
  • Zip06820
  • CountyFairfield
  • Middle Junior High SchoolMiddlesex

Interior

  • Rooms25
  • Rooms additionalBonus Room, Exercise Room, Laundry Room, Mud Room, Sitting Room
  • RoofWood Shingle

Utilities

  • Waters ourcePrivate Well
  • Cooling SystemCentral Air
  • Hot water descriptionDomestic
  • Heating FuelOil
  • Fuel tank locationIn Basement
  • Heat SystemHot Air
  • Sewage systemSeptic

School Information

  • Elementary SchoolOx Ridge
  • High SchoolDarien

Rooms

  • Laundry room infoUpper Level

Building

  • Full Bath7
  • Half Baths2
  • BasementFull, Unfinished, Sump Pump
  • Attic descriptionUnfinished, Storage Space, Pull-Down Stairs
  • AtticYes
  • Garage Spaces6
  • Bedrooms7
  • Bathroom9
  • Year Built1770
  • Property StyleColonial
  • Energy FeaturesBuilt Green Certification, Active Solar, Generator
  • Fireplaces7
  • FoundationMasonry, Stone
  • Garage Parking InfoAttached Garage, Detached Garage
  • New construction typeNo/Resale

Water Body

  • Waterfront DescriptionBeach Rights
Sotheby's International Realty | William Pitt
Sotheby's International Realty | William Pitt
Office: 203-796-7700
112 Federal Road
Danbury, CT 06811

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