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$7,900,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 7 Beds
  • 7 Full Baths
  • 2 Partial Baths
  • 8,100 Sq. Ft.
  • 6 Car Garage
  • Updated 10 hours ago
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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!

Full Property Details for 246 Brookside Rd

General

  • Price: $7,900,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24165104
  • Updated: 4/8/2026
  • Added to Site: 2 day(s) ago

Interior

  • Number of Rooms: 25
  • Rooms/Areas: Bonus Room, Exercise Room, Laundry Room, Mud Room, Sitting Room
  • Fireplace: Yes
  • Number of Fireplaces: 7
  • Appliances: Cook Top, Wall Oven, Microwave, Refrigerator, Icemaker, Dishwasher, Disposal, Washer, Dryer, Wine Chiller

Rooms

Bathrooms

  • Total Bathrooms: 9
  • Full Bathrooms: 7
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 7
  • Primary Suite: Bedroom Suite, Full Bath, Walk-In Closet, 18 x 20, Main
  • Bedroom 1: Bedroom - Full Bath, Hardwood Floor, 12 x 12, Other
  • Bedroom 2: Bedroom - Full Bath, Walk-In Closet, Hardwood Floor, 13 x 16, Other
  • Bedroom 3: Bedroom - Full Bath, 11 x 18, Upper
  • Bedroom 4: Bedroom - Full Bath, 13 x 17, Upper
  • Bedroom 5: Bedroom - Full Bath, Walk-In Closet, 13 x 18, Upper
  • Bedroom 6: Bedroom - Full Bath, 18 x 10, Upper

Other Rooms

  • Living Room: Living Room - Bay/Bow Window, Beams, Book Shelves, Fireplace, Hardwood Floor, 18 x 24, Main
  • Family Room: Family Room, 29 x 18, Main
  • Eat In Kitchen: Eat-In Kitchen - Remodeled, Dining Area, Island, 13 x 31, Main
  • Dining Room: Dining Room - Hardwood Floor, 13 x 20, Main
  • Office: Office, 10 x 14, Main
  • Den: Den, 14 x 11, Main
  • Game room: Yes
  • Game Room: Rec/Play Room, 20 x 20, Upper
  • Rec Room: 20 x 20, Upper
  • Laundry: Upper Level

Additional Information

  • Pool: Yes
  • Pool Description: Gunite, In Ground Pool

Exterior

  • Exterior Features: Barn, Lighting, Guest House, Patio, Grill, Shed, Garden Area, Stone Wall, Underground Sprinkler
  • Color: Beige

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 6
  • Parking: Attached Garage, Detached Garage

Location

  • County: Fairfield
  • Driving Directions: Post Road to Brookside Road.

School Information

  • Elementary School: Ox Ridge
  • Middle School: Middlesex
  • High School: Darien

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Full, Unfinished, Sump Pump
  • Roof: Wood Shingle
  • Attic: Yes
  • Square Feet: 8,100
  • Above Ground: 8,100 Sq. Ft.
  • Year Built: 1770

Lot Features

  • Lot Size (Acres): 4.12
  • Zoning: R2
  • Lot Description: Fence - Partial, Fence - Rail, Secluded, Dry, Level Lot, Professionally Landscaped, Open Lot

Water Features

  • Water Front Desc.: Beach Rights

Green Features

  • Energy Features: Built Green Certification, Active Solar, Generator

Financial Considerations

  • Assessment Amount: $3,587,290
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 103025

Listed by Compass Connecticut, LLC, Keiley Fuller

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Listing agent

— 246 Brookside Rd —

  • Keiley Fuller

    Compass Connecticut, LLC

Agent Contact: (203) 858-4609 Office Contact: (203) 423-3100

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Price & Sales History for 246 Brookside Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/06/2026
Listed
$7,900,000
119.44%
MLS
11/25/2002
Sold
$3,600,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 246 Brookside Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$55,531
5%
$3,587,290
—
2023
$52,697
2%
$3,587,290
22%
2023
$51,717
2%
$2,936,780
—
2022
$50,601
2%
$2,936,780
—
2021
$49,455
3%
$2,936,780
—
2020
$47,958
-1%
$2,936,780
—
2019
$48,369
-10%
$2,936,780
-12%
2018
$53,869
—
$3,350,060
—
2017
$54,137
2%
$3,350,060
—
2016
$52,830
3%
$3,350,060
—
2015
$51,423
3%
$3,350,060
1%
2014
$50,024
6%
$3,332,700
-7%
2012
$47,018
—
$3,570,070
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 246 Brookside Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by Compass Connecticut, LLC, Keiley Fuller

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246 Brookside Road, Darien, CT 06820 (MLS# 24165104) is a Single Family property with 7 bedrooms, 7 full bathrooms and 2 partial bathrooms. 246 Brookside Road is currently listed for $7,900,000 and was received on April 06, 2026. Want to learn more about 246 Brookside Road? Do you have questions about finding other Single Family real estate for sale in Darien? You can browse all Darien real estate or contact a Coldwell Banker agent to request more information.

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