2 Roland Drive
Darien, Connecticut 06820
- Beds
- 5
- Baths
- 4 | 1
- SqFt
- 5,678
- Acres
- 0.53
- Year Built
- 2004
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
The moment you step onto the inviting front porch, you'll feel the warmth and charm of this exceptional 5-bedroom, 4.5-bath Colonial perched on a quiet cul-de-sac. Experience sophisticated design, unparalleled comfort, and an unbeatable location. Welcome to your dream home in Darien. The heart of the home is the chef's kitchen, fully renovated and featuring top-of-the-line appliances, a leathered black quartz island, and space for everyone to gather. Flowing through french doors to the spacious family room, adorned with custom built-ins and the sun-drenched playroom that opens to the professionally landscaped backyard and terrace-your private oasis for outdoor living. Upstairs, the luxurious primary suite is a true retreat, boasting a cozy fireplace, an expansive walk-in closet, and a spa-inspired bathroom with a double vanity, oversized shower, and a classic clawfoot tub. The additional 4 bedrooms all gift generous size, oversized closets and 3 more fully renovated bathrooms. The great room wows with size and soaring exposed beams, a striking stone fireplace. A fun, warm and inviting spacee for all to enjoy. Don't forget the basement with finished space, workout area and a hockey shooting room. Situated just minutes from school, the train, parks, downtown shops, and acclaimed restaurants, this property offers luxury living along with convenience and a true sense of community.
Key Facts
- City/Town
- Darien
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 2004
- Days on Market
- 95 days
- Beds
- 5
- Baths
- 4 full · 1 half
- Living Area
- 5,678 sq ft
- Lot Size
- 0.53 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $31,152 / Annually
Market Snapshot
The Darien Market
Single Family · trailing 12 months
Active Listings
25
54 under contract
Median List Price
$3.80M
25 active listings
Median Closed Price
$2.71M
211 sales
Median Days on Market
51
25 active listings
Median $ / Sq Ft
$733
25 active listings
Sale-to-List Ratio
106.3%
211 sales
How this home compares
List Price
$4.25M
vs $3.80M median
11.8% above median
Price / Sq Ft
$749
vs $733 median
In line with median
Days on Market
95 days
vs 51 days median
44 days longer than median
Based on 25 active and 211 closed sales (trailing 12 mo) of single family in Darien. Source: SmartMLS · As of July 27, 2026.
Location
2 Roland Drive, Darien, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$21,670
- Property Taxes$2,596
- Insurance$1,417
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Darien
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 2004
- New Construction
- No/Resale
- Living Area
- 5,678 sq ft
Schools
- Elementary
- Royle
- High
- Darien
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 3
- Laundry
- Main Level
- Appliances
- Gas RangeMicrowaveRange HoodRefrigeratorFreezerSubzeroDishwasherDisposalWasherDryerWine Chiller
- Basement
- FullPartially Finished
- Interior Features
- Audio SystemAuto Garage Door OpenerCentral VacuumSecurity System
- Additional Rooms
- Exercise RoomFoyerLaundry RoomMud Room
Exterior & Lot
- Lot Size
- 0.53 acres
- Zoning
- R12
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Beach RightsWater Community
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- ShakeWood
- Color
- White
- Roof
- Wood Shingle
- Foundation
- Block
- Exterior Features
- SidewalkPorchLightingStone WallFrench DoorsUnderground SprinklerPatio
- Lot Description
- Level LotOn Cul-De-SacProfessionally Landscaped
Listing & Financials
- Property Taxes
- $31,152 / Annually
- Days on Market
- 95
- MLS #
- 24165314
- MLS Status
- Under Contract
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Co-Listed By
Jennifer Farnum
Compass Connecticut, LLC
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/27/2026 at 1:20 PM UTC.