246 Brookside Rd Darien, CT 06820
Estimated payment $46,512/month
Highlights
- Beach Access
- Guest House
- In Ground Pool
- Ox Ridge Elementary School Rated A
- Barn
- 4.12 Acre Lot
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!
Listing Agent
Compass Connecticut, LLC Brokerage Phone: (203) 858-4609 License #RES.0778203 Listed on: 04/06/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $55,531
Year Built
- Built in 1770
Lot Details
- 4.12 Acre Lot
- Stone Wall
- Sprinkler System
- Garden
- Property is zoned R2
Parking
- 6 Car Garage
Home Design
- Colonial Architecture
- Stone Foundation
- Stone Frame
- Frame Construction
- Wood Shingle Roof
- Clap Board Siding
- Masonry
- Stone
Interior Spaces
- 8,100 Sq Ft Home
- 7 Fireplaces
- Mud Room
- Sitting Room
- Bonus Room
- Home Gym
Kitchen
- Built-In Oven
- Cooktop
- Microwave
- Ice Maker
- Dishwasher
- Wine Cooler
- Disposal
Bedrooms and Bathrooms
- 7 Bedrooms
Laundry
- Laundry Room
- Laundry on upper level
- Dryer
- Washer
Attic
- Storage In Attic
- Pull Down Stairs to Attic
- Unfinished Attic
Unfinished Basement
- Basement Fills Entire Space Under The House
- Sump Pump
Eco-Friendly Details
- Green Built Homes
- Heating system powered by active solar
Pool
- In Ground Pool
- Gunite Pool
Outdoor Features
- Beach Access
- Patio
- Exterior Lighting
- Shed
- Outdoor Grill
Schools
- Ox Ridge Elementary School
- Middlesex School
- Darien High School
Utilities
- Central Air
- Heating System Uses Oil
- Power Generator
- Private Company Owned Well
- Fuel Tank Located in Basement
Additional Features
- Guest House
- Barn
Listing and Financial Details
- Assessor Parcel Number 103025
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $55,531 | $3,587,290 | $1,534,680 | $2,052,610 |
| 2024 | $52,697 | $3,587,290 | $1,534,680 | $2,052,610 |
| 2023 | $51,717 | $2,936,780 | $1,193,640 | $1,743,140 |
| 2022 | $50,601 | $2,936,780 | $1,193,640 | $1,743,140 |
| 2021 | $49,455 | $2,936,780 | $1,193,640 | $1,743,140 |
| 2020 | $48,046 | $2,936,780 | $1,193,640 | $1,743,140 |
| 2019 | $48,369 | $2,936,780 | $1,193,640 | $1,743,140 |
| 2018 | $53,869 | $3,350,060 | $1,278,900 | $2,071,160 |
| 2017 | $54,137 | $3,350,060 | $1,278,900 | $2,071,160 |
| 2016 | $52,830 | $3,350,060 | $1,278,900 | $2,071,160 |
| 2015 | $51,423 | $3,350,060 | $1,278,900 | $2,071,160 |
| 2014 | $50,024 | $3,332,700 | $1,278,900 | $2,053,800 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 04/06/2026 04/06/26 | For Sale | $7,900,000 | -- | $975 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $3,600,000 | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $750,000 | No Value Available | |
| Closed | $710,000 | No Value Available | |
| Closed | $700,000 | No Value Available | |
| Previous Owner | $860,000 | No Value Available |
Source: SmartMLS
MLS Number: 24165104
APN: DARI-000004-000000-000028A
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Ask me questions while you tour the home.