New
$7,900,000
7 bd · 7.5 ba · 8,100 sqft · 4.12 acre lot
246 Brookside Rd, Darien, CT 06820
Single family · Built 1770 · $975/sqft ·
$44,783/mo est. payment
- Garage
- 6 cars
Flood factor 1/10
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!
Facts and features
Bedrooms
- Bedrooms: 7
- Primary Bedroom Dimensions: 18' x 20'
- Bedroom 1 Dimensions: 13' x 18'
- Bedroom 2 Dimensions: 13' x 17'
- Bedroom 3 Dimensions: 18' x 10'
- Bedroom 4 Dimensions: 11' x 18'
- Bedroom 5 Dimensions: 13' x 16'
- Bedroom 6 Dimensions: 12' x 12'
Other Rooms
- Total Rooms: 25
- Eat-In Kitchen Dimensions: 13' x 31'
- Eat-In Kitchen Level: Main
- Eat-In Kitchen Features: Remodeled, Dining Area, Island
- Rec/Play Room Dimensions: 20' x 20'
- Rec/Play Room Level: Upper
- Basement Features: Full, Unfinished, Sump Pump
- Office: Yes
Bathrooms
- Total Bathrooms: 9
- Full Bathrooms: 7
- 1/2 Bathrooms: 2
Appliances
- Cook top
- Wall oven
- Microwave
- Refrigerator
- Icemaker
- Dishwasher
- Disposal
- Washer
Heating and Cooling
- Cooling Features: Central Air
- Heating Features: Hot Air
- Heating Fuel: Oil
- Heating: Yes
- Number of Fireplaces: 7
- Water Heaters: Domestic
Kitchen and Dining
- Dining Room Dimensions: 13' x 20'
- Dining Room Features: Hardwood Floor
- Dining Room Level: Main
Exterior and Lot Features
- Barn,lighting,guest house,patio,grill,shed,garden area,stone wall,underground sprinkler
- Patio: Yes
Pool and Spa
- Pool Features: Gunite,In Ground Pool
Schools
- 10
Ox Ridge Elementary School
elementary · K-5 · 0.8 mi
- 10
Darien High School
high · 9-12 · 1.6 mi
- 10
Middlesex Middle School
middle · 6-8 · 2.4 mi
Parkway Christian Academy Happy Time Nursery
elementary · K-6 · 2.4 mi
- 9
Royle Elementary School
elementary · K-5 · 1.1 mi
- 9
Tokeneke Elementary School
elementary · K-5 · 2.0 mi
Price history
- Apr 8, 2026 · Listed$7,900,000
- Nov 25, 2002 · Sold$3,600,000
Tax history
- 2025$55,531 tax · $3,587,290 assessed
- 2023$51,717 tax · $2,936,780 assessed
- 2022$50,601 tax · $2,936,780 assessed
- 2021$49,455 tax · $2,936,780 assessed
- 2020$48,046 tax · $2,936,780 assessed
- 2019$48,369 tax · $2,936,780 assessed
- 2018$53,869 tax · $3,350,060 assessed
- 2017$54,137 tax · $3,350,060 assessed
Home value
$7,795,497
- Quantarium$7,795,497
- Cotality$7,644,300
- Collateral Analytics$7,821,000
Where it is
Listed by KEILEY FULLER · Compass Real Estate - Darien · SMARTMLS
