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246 Brookside Road

Darien, CT 06820
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Bed 7

Bed

Bath 9

Bath

SqFt6,948

Sqft

Acres4.12

Acres(Lot)

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 sprawlin g, 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!

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Detail Ic Property Details

Property Type : Residential

Price : $7,900,000

AD Id : 76918158

MLS Id : 24165104

Beds : 7

Lot Size : 4.12 Acres

Living Area Size : 6,948

Year Built : 1770

Garage : 6

County : Fairfield

  • Map Map

Map

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Feature Features

  • Bedroom Information

    Total beds: 7

    Bathroom Information

    Total Baths: 9 Full Baths: 7 Half Baths: 2

    Room Information

    Rooms Total: 25 Has Basement: Yes Basement: Full, Sump Pump, Unfinished
  • Roofing Information

    Wood
  • Interior Features

    Roof: Wood Appliances: Cooktop, Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Refrigerator, Oven, Washer, Wine Cooler Laundry Features: Laundry Room
  • Heating & Cooling

    Has Heating: Yes Heating: Oil, Forced Air, Active Solar Has Cooling: Yes Cooling: Central Air

  • Building Information

    Year Built: 1770 Building Area Total: 8100 Construction Materials: Frame, Stone, Clapboard Patio And Porch Features: Patio Pool Features: Gunite, Outdoor Pool, In Ground Private Pool: No Water front Features: Beach Access
  • Exterior Features

    Exterior Features: Garden, Barbecue

  • Lot Information

    Lot Size Acres: 4.12 Lot Description: Level

  • Listing Price Information

    Listing Price: $7900000

  • Tax Information

    Parcel Number: 103025 Annual Tax: $55531

  • Parking Information

    Attached

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 6

  • School Information

    Elementary School: Ox Ridge
    Junior High School: Middlesex
    Senior High School: Darien
  • Location Information

    Direction: Post Road to Brookside Road. WaterSource: Well
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
13 Edgehill Drive, Darien, CT, 06820 $5,895,000 5 5 3,240 3,240 SqFt
14 Five Mile River Road, Darien, CT, 06820 $5,997,000 6 9 5,720 5,720 SqFt
107 Raymond Street, Darien, CT, 06820 $3,995,000 5 6 6,764 6,764 SqFt
16 East Trail, Darien, CT, 06820 $8,495,000 9 10 8,188 8,188 SqFt
28 East Lane, Darien, CT, 06820 $1,695,000 4 4 2,956 2,956 SqFt
20 Locust Hill Road, Darien, CT, 06820 $3,649,000 5 5 4,859 4,859 SqFt
207-209 Long Neck Point.., Darien, CT, 06820 $19,000,000 5 8 7,610 7,610 SqFt
18 Tokeneke Trail, Darien, CT, 06820 $8,500,000 7 10 9,649 9,649 SqFt
13 Sunswyck Road, Darien, CT, 06820 $5,490,000 5 6 5,202 5,202 SqFt
72 Old Kings Highway, Darien, CT, 06820 $4,225,000 5 6 400 400 SqFt

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 06/04/2026 @ 07:04

MLS: 24165104 LISTED BY: Keiley Fuller, Compass Connecticut, LLC SOURCE: SmartMLS

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