Set on 2.19 private acres in a prime Darien location, 222 Brookside Road offers exceptional space, privacy, and opportunity just minutes from town and Cherry Lawn Park. With more than 7,000 square feet above grade, plus an additional 3,000 square feet on the lower level, this expansive 4-bedroom, 5.5-bath residence provides an incredible canvas to create a home tailored to your vision. Generously proportioned rooms and tall ceilings create a wonderful sense of scale throughout, while a flexible floor plan offers endless possibilities, including the potential for a first-floor in-law or guest suite. The exceptionally spacious lower level provides abundant room for entertaining, relaxing, and recreation. Outdoors, the expansive property is highlighted by a pool and well-appointed pool house featuring a full bath, laundry hookups, and full kitchen with a range and space for a refrigerator-creating a private setting for summer gatherings and relaxation. An attached four-car garage, plus an additional detached two-car garage, provides parking for six cars and even more flexibility. A rare opportunity to enjoy significant acreage, remarkable space, and endless potential in an incredibly convenient Darien location.
For sale
$3,900,000
222 Brookside Road, Darien, CT 06820
5beds
10,000sqft
Single Family Residence
Built in 1970
2.19 Acres Lot
$-- Zestimate®
$390/sqft
$-- HOA
What's special
Tall ceilingsGenerously proportioned roomsAdditional detached two-car garageAttached four-car garageExceptionally spacious lower level
- 46 days
- 1,445
- 42
Zillow last checked:
Listing updated:
Listed by:
Amanda Spatola (203)273-8615,
Houlihan Lawrence 203-655-8238
Source: Smart MLS,MLS#: 24189523
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Primary bedroom
- Features: Dressing Room, Jack & Jill Bath
- Level: Main
- Area: 375 Square Feet
- Dimensions: 25 x 15
Primary bedroom
- Features: Bedroom Suite, Walk-In Closet(s)
- Level: Upper
- Area: 459 Square Feet
- Dimensions: 17 x 27
Bedroom
- Features: Built-in Features, Full Bath
- Level: Main
- Area: 357 Square Feet
- Dimensions: 17 x 21
Bedroom
- Features: Full Bath, Walk-In Closet(s)
- Level: Upper
- Area: 608 Square Feet
- Dimensions: 32 x 19
Bedroom
- Level: Upper
- Area: 306 Square Feet
- Dimensions: 18 x 17
Dining room
- Level: Main
- Area: 380 Square Feet
- Dimensions: 20 x 19
Family room
- Features: Fireplace, Sliders
- Level: Main
- Area: 713 Square Feet
- Dimensions: 31 x 23
Kitchen
- Level: Main
- Area: 418 Square Feet
- Dimensions: 22 x 19
Living room
- Features: Cathedral Ceiling(s), Dry Bar, Fireplace
- Level: Main
- Area: 459 Square Feet
- Dimensions: 17 x 27
Loft
- Level: Upper
- Area: 345 Square Feet
- Dimensions: 15 x 23
Rec play room
- Level: Lower
- Area: 1681 Square Feet
- Dimensions: 41 x 41
Heating
- Hot Water, Radiator, Oil
Cooling
- Central Air, Zoned
Appliances
- Included: Electric Cooktop, Oven, Dishwasher, Water Heater
- Laundry: Main Level
Features
- Wired for Data, Smart Thermostat
- Basement: Full,Heated,Garage Access,Cooled,Interior Entry,Liveable Space
- Attic: Storage,Floored
- Number of fireplaces: 3
Interior area
- Total structure area: 10,000
- Total interior livable area: 10,000 sqft
- Finished area above ground: 7,000
- Finished area below ground: 3,000
Property
Parking
- Total spaces: 6
- Parking features: Attached, Detached, Garage Door Opener
- Attached garage spaces: 6
Accessibility
- Accessibility features: 32" Minimum Door Widths, Accessible Hallway(s), Raised Toilet
Features
- Patio & porch: Porch, Deck, Patio
- Exterior features: Sidewalk
- Has private pool: Yes
- Pool features: In Ground
- Spa features: Heated
Lot
- Size: 2.19 Acres
- Features: Rear Lot, Cleared, Open Lot
Details
- Additional structures: Cabana, Pool House
- Parcel number: 103030
- Zoning: R2
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary,Modern
- Property subtype: Single Family Residence
Materials
- Shingle Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1970
Utilities & green energy
- Sewer: Public Sewer, Septic Tank
- Water: Public, Well
- Utilities for property: Underground Utilities
Community & HOA
Community
- Features: Library, Park, Playground, Near Public Transport, Shopping/Mall
- Security: Security System
HOA
- Has HOA: No
Location
- Region: Darien
Financial & listing details
- Price per square foot: $390/sqft
- Tax assessed value: $1,852,900
- Annual tax amount: $28,683
- Date on market: 7/13/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 7/13/2026 | Listed for sale | $3,900,000$390/sqft |
Source:  Smart MLS #24189523 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $28,683 +5.4% | $1,852,900 |
| 2024 | $27,219 -1.6% | $1,852,900 +17.9% |
| 2023 | $27,667 +2.2% | $1,571,080 |
| 2022 | $27,070 +2.3% | $1,571,080 |
| 2021 | $26,457 +2.9% | $1,571,080 |
| 2020 | $25,703 -0.7% | $1,571,080 |
| 2019 | $25,876 -23.4% | $1,571,080 -25.2% |
| 2018 | $33,794 -0.5% | $2,101,610 |
| 2017 | $33,962 +2.5% | $2,101,610 |
| 2016 | $33,142 +2.7% | $2,101,610 |
| 2015 | $32,260 +2.3% | $2,101,610 |
| 2014 | $31,545 +3.5% | $2,101,610 -9.2% |
| 2013 | $30,480 +3.9% | $2,314,340 |
| 2012 | $29,346 +3.9% | $2,314,340 |
| 2011 | $28,235 +3.9% | $2,314,340 |
| 2010 | $27,170 +3.3% | $2,314,340 |
| 2009 | $26,314 -11.7% | $2,314,340 +13% |
| 2008 | $29,811 +4.9% | $2,048,900 |
| 2007 | $28,418 +3.5% | $2,048,900 |
| 2006 | $27,455 -28% | $2,048,900 -30% |
| 2005 | $38,110 +55.7% | $2,927,000 +42.9% |
| 2004 | $24,484 +21.6% | $2,048,900 +32.9% |
| 2003 | $20,135 -6.5% | $1,541,750 +0.3% |
| 2001 | $21,544 -1.1% | $1,536,640 -35.5% |
| 2000 | $21,783 +31% | $2,382,700 +153.9% |
| 1999 | $16,629 | $938,420 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 06820
Nearby schools
Schools provided by the listing agent
- Elementary: Ox Ridge
- 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.
Similar homes
- $3,950,0005 bd6 ba5.5k sqft700 Hollow Tree Ridge Road, Darien, CT 06820For Sale
MLS ID #24198712, Serena A Richards, Brown Harris Stevens. Smart MLS - $4,199,0005 bd8 ba6.5k sqft20 Marianne Road, Darien, CT 06820For Sale
MLS ID #24082353, Serena A Richards, Brown Harris Stevens. Smart MLS - $3,950,0004 bd4 ba6k sqft15 Wildcat Road, Darien, CT 06820For Sale
MLS ID #24186583, Janine Tienken, Houlihan Lawrence. Smart MLS - $3,800,0005 bd6 ba7.8k sqft72 Old Kings Highway South, Darien, CT 06820For Sale
MLS ID #24144031, Katherine A. Kuras, BHHS Darien/New Canaan. Smart MLS - $4,200,0005 bd7 ba8.2k sqft95 Old Saugatuck Road, Norwalk, CT 06855For SaleMLS ID #24187690, Toni Mickiewicz, William Pitt Sotheby's Int'l. Smart MLS
- $4,250,0005 bd7 ba7.6k sqft16 Rockyfield Road, Westport, CT 06880For SaleMLS ID #24200327, Meredith Cohen, Serhant Connecticut, LLC. Smart MLS
- $3,449,0005 bd5 ba6.4k sqft20 Locust Hill Road, Darien, CT 06820New ConstructionMLS ID #24170829, Robert Marchesi, Compass Connecticut, LLC. Smart MLS
- $3,950,0005 bd6 ba7.5k sqft10 Dogwood Hills Road, Pound Ridge, NY 10576For Sale
MLS ID #1035090, Brian Milton, Listing by: Compass Greater NY, LLC. OneKey® MLS as distributed by MLS GRID - $4,200,0007 bd13 ba11k sqft3 Israel Townsend Hill, Armonk, NY 10504For SaleMLS ID #1004695, Julie E. Schneider, Listing by: Compass Greater NY, LLC. OneKey® MLS as distributed by MLS GRID
- $3,595,0005 bd6 ba5.4k sqft3 Shorehaven Rd, Norwalk, CT 06855For Sale
MLS ID #124602, Darlene Letersky, Coldwell Banker Realty. Greenwich MLS, Inc. - $3,999,0006 bd9 ba10k sqft19 Mallard Drive, Lloyd Harbor, NY 11743For SaleMLS ID #986062, Anthony LaBella, Listing by: EXP Realty. OneKey® MLS as distributed by MLS GRID
- $2,499,0005 bd7 ba5.4k sqft77 Old Boston Road, Wilton, CT 06897For SaleMLS ID #24199612, Lynne Boehm, Howard Hanna Rand Realty. Smart MLS
- $4,200,0006 bd8 ba7.4k sqft760 Valley Road, New Canaan, CT 06840For SaleMLS ID #24116481, Richard Breglia, Coldwell Banker Realty. Smart MLS
- $3,995,0006 bd6 ba5.6k sqft1061 Cedar Road, Fairfield, CT 06890For SaleMLS ID #24198399, Libby Tritschler, William Raveis Real Estate. Smart MLS
- $3,400,0005 bd6 ba6.7k sqft1760 Hillside Road, Fairfield, CT 06824For SaleMLS ID #24189678, Andrew S. Whiteley, Brown Harris Stevens. Smart MLS
- $3,990,0005 bd6 ba5.2k sqft34 Thunder Mountain Rd, Greenwich, CT 06831For SaleMLS ID #125270, Rob Johnson, Brown Harris Stevens CT, LLC. Greenwich MLS, Inc.
- $3,550,0006 bd7 ba6.7k sqft9 North Ridge Road, Westport, CT 06880For SaleMLS ID #24191286, Susan Lieberman, The Riverside Realty Group. Smart MLS
- $3,399,9005 bd8 ba8.6k sqft344 Fence Row Drive, Fairfield, CT 06824For SaleMLS ID #24194239, Krista Alecia, Coldwell Banker Realty. Smart MLS
- $5,349,0005 bd8 ba6.5k sqft31 Stonybrook Road, Westport, CT 06880For SaleMLS ID #24201547, Kristi D. Law, William Pitt Sotheby's Int'l. Smart MLS
- $3,400,0005 bd5 ba6.1k sqft27 Woody Lane, Westport, CT 06880For SaleMLS ID #24171479, Allan Styer, Compass Connecticut, LLC. Smart MLS
