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!
For sale
$7,900,000
246 Brookside Road, Darien, CT 06820
7beds
8,100sqft
Est.:
Single Family Residence
Built in 1770
4.12 Acres Lot
$7,371,000 Zestimate®
$975/sqft
$-- HOA
What's special
Multiple fireplacesWood-beamed ceilings and floorsSprawling incredible fieldCozy den and libraryBright open living spacesMeticulously maintained groundsGorgeous pool
- 42 days |
- 1,388 |
- 38 |
Zillow last checked:
Listing updated:
Listed by:
Keiley Fuller (203)858-4609,
Compass Connecticut, LLC 203-423-3100
Source: Smart MLS,MLS#: 24165104
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 7
- Bathrooms: 9
- Full bathrooms: 7
- 1/2 bathrooms: 2
Rooms
- Room types: Bonus Room, Exercise Room, Laundry, Sitting Room
Primary bedroom
- Features: Bedroom Suite, Full Bath, Walk-In Closet(s)
- Level: Main
- Area: 360 Square Feet
- Dimensions: 20 x 18
Bedroom
- Features: Full Bath, Walk-In Closet(s)
- Level: Upper
- Area: 234 Square Feet
- Dimensions: 18 x 13
Bedroom
- Features: Full Bath
- Level: Upper
- Area: 221 Square Feet
- Dimensions: 17 x 13
Bedroom
- Features: Full Bath
- Level: Upper
- Area: 180 Square Feet
- Dimensions: 10 x 18
Bedroom
- Features: Full Bath
- Level: Upper
- Area: 198 Square Feet
- Dimensions: 18 x 11
Bedroom
- Features: Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Other
- Area: 208 Square Feet
- Dimensions: 16 x 13
Bedroom
- Features: Full Bath, Hardwood Floor
- Level: Other
- Area: 144 Square Feet
- Dimensions: 12 x 12
Den
- Level: Main
- Area: 154 Square Feet
- Dimensions: 11 x 14
Dining room
- Features: Hardwood Floor
- Level: Main
- Area: 260 Square Feet
- Dimensions: 20 x 13
Family room
- Level: Main
- Area: 522 Square Feet
- Dimensions: 18 x 29
Kitchen
- Features: Remodeled, Dining Area, Kitchen Island
- Level: Main
- Area: 403 Square Feet
- Dimensions: 31 x 13
Living room
- Features: Bay/Bow Window, Beamed Ceilings, Bookcases, Fireplace, Hardwood Floor
- Level: Main
- Area: 432 Square Feet
- Dimensions: 24 x 18
Office
- Level: Main
- Area: 140 Square Feet
- Dimensions: 14 x 10
Rec play room
- Level: Upper
- Area: 400 Square Feet
- Dimensions: 20 x 20
Heating
- Forced Air, Oil
Cooling
- Central Air
Appliances
- Included: Cooktop, Oven, Microwave, Refrigerator, Ice Maker, Dishwasher, Disposal, Washer, Dryer, Wine Cooler, Water Heater
- Laundry: Upper Level, Mud Room
Features
- Basement: Full,Unfinished,Sump Pump
- Attic: Storage,Pull Down Stairs
- Number of fireplaces: 7
Interior area
- Total structure area: 8,100
- Total interior livable area: 8,100 sqft
- Finished area above ground: 8,100
Property
Parking
- Total spaces: 6
- Parking features: Attached, Detached
- Attached garage spaces: 6
Features
- Patio & porch: Patio
- Exterior features: Lighting, Outdoor Grill, Garden, Stone Wall, Underground Sprinkler
- Has private pool: Yes
- Pool features: Gunite, In Ground
- Fencing: Partial,Fenced
- Waterfront features: Beach Access
Lot
- Size: 4.12 Acres
- Features: Secluded, Dry, Level, Landscaped, Open Lot
Details
- Additional structures: Barn(s), Guest House, Shed(s)
- Parcel number: 103025
- Zoning: R2
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Masonry, Stone
- Roof: Wood
Condition
- New construction: No
- Year built: 1770
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Green energy
- Green verification: Built Green Certification
- Energy generation: Solar
Community & HOA
Community
- Features: Library, Park, Playground
HOA
- Has HOA: No
Location
- Region: Darien
Financial & listing details
- Price per square foot: $975/sqft
- Tax assessed value: $3,587,290
- Annual tax amount: $55,531
- Date on market: 4/8/2026
Estimated market value
$7,371,000
$7.00M - $7.74M
$30,781/mo
Price history
| Date | Event | Price |
|---|---|---|
| 4/8/2026 | Listed for sale | $7,900,000+119.4%$975/sqft |
Source:  Smart MLS #24165104 Report a problem | ||
| 11/25/2002 | Sold | $3,600,000$444/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $55,531 +5.4% | $3,587,290 |
| 2024 | $52,697 +1.9% | $3,587,290 +22.2% |
| 2023 | $51,717 +2.2% | $2,936,780 |
| 2022 | $50,601 +2.3% | $2,936,780 |
| 2021 | $49,455 +2.9% | $2,936,780 |
| 2020 | $48,046 -0.7% | $2,936,780 |
| 2019 | $48,369 -10.2% | $2,936,780 -12.3% |
| 2018 | $53,869 -0.5% | $3,350,060 |
| 2017 | $54,137 +2.5% | $3,350,060 |
| 2016 | $52,830 +2.7% | $3,350,060 |
| 2015 | $51,423 +2.8% | $3,350,060 +0.5% |
| 2014 | $50,024 +6.4% | $3,332,700 -6.6% |
| 2013 | $47,018 +3.9% | $3,570,070 |
| 2012 | $45,268 +5.8% | $3,570,070 +1.8% |
| 2011 | $42,768 +3.9% | $3,505,600 |
| 2010 | $41,156 +3.3% | $3,505,600 |
| 2009 | $39,859 +14.7% | $3,505,600 +46.8% |
| 2008 | $34,747 +4.9% | $2,388,120 |
| 2007 | $33,123 +3.5% | $2,388,120 |
| 2006 | $32,001 -28% | $2,388,120 -30% |
| 2005 | $44,419 +55.6% | $3,411,600 +42.9% |
| 2004 | $28,538 +21.8% | $2,388,120 +33.1% |
| 2003 | $23,433 -6.8% | $1,794,240 |
| 2001 | $25,155 +7.3% | $1,794,240 -30% |
| 2000 | $23,433 +57.6% | $2,563,200 +205.4% |
| 1999 | $14,870 | $839,160 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 06820
Nearby schools
GreatSchools rating
- 10/10Ox Ridge Elementary SchoolGrades: PK-5Distance: 0.8 mi
- 10/10Middlesex Middle SchoolGrades: 6-8Distance: 2.4 mi
- 10/10Darien High SchoolGrades: 9-12Distance: 1.6 mi
Schools provided by the listing agent
- Elementary: Ox Ridge
- Middle: Middlesex
- High: Darien
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- Fairfield County
- Darien
- 06820
- 246 Brookside Road
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