246 Brookside Road, Darien, CT 06820
Single Family For Sale
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About This 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!
Listed by Keiley Fuller (203) 858-4609 with Compass Connecticut, LLC (203) 423-3100
Listing Snapshot
| Price | $7,900,000 | Days on Our Site | 69 days |
| Property Tax | $55,531/yr | Style | Colonial |
| Year Built | 1770 | Total Sq Ft | 8,100 |
| Lot Size | 4.12 acres | HOA Fees | N/A |
| Bedrooms | 7 | Full Bathrooms | 7 |
| Total Rooms | 25 | Half Baths | 2 |
Key Features
- Cook Top
- Wall Oven
- Microwave
- Refrigerator
- Icemaker
- Dishwasher
- Disposal
- Washer
- Dryer
- Wine Chiller
- Barn
- Lighting
- Guest House
- Patio
- Grill
- Shed
- Garden Area
- Stone Wall
- Underground Sprinkler
- Gunite
- In Ground Pool
- Library
- Park
- Playground/Tot Lot
Structure & Parking
Systems & Utilities
Schools
Mortgage Calculator
Estimate only. Contact a lender for accurate figures.
Listing History
| Date | Event | Price |
|---|---|---|
| Apr 6, 2026 | Listed | $7,900,000 |
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Listing Agent
Keiley Fuller · (203) 858-4609
Compass Connecticut, LLC · (203) 423-3100
MLS# 24165104 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Apr 9, 2026 9:40 PM UTC
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246 Brookside Road, Darien CT, 06820
$7,900,000 • Active
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