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$4,250,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 5,678 Sq. Ft.
  • 3 Car Garage
  • Updated 8 hours ago
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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.

Full Property Details for 2 Roland Dr

General

  • Price: $4,250,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24165314
  • Updated: Today (4/30/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 11
  • Rooms/Areas: Exercise Room, Foyer, Laundry Room, Mud Room
  • Interior Features: Audio System, Auto Garage Door Opener, Central Vacuum, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 3
  • Appliances: Gas Range, Microwave, Range Hood, Refrigerator, Freezer, Subzero, Dishwasher, Disposal, Washer, Dryer, Wine Chiller

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5
  • Primary Suite: Remodeled, 9 ft+ Ceilings, Fireplace, Full Bath, Walk-, 24 x 20, Upper
  • Bedroom 1: Bedroom - Remodeled, 9 ft+ Ceilings, Full Bath, Walk-In Closet, Hardwood Floor, 14 x 12, Upper
  • Bedroom 2: Bedroom - Skylight, 9 ft+ Ceilings, Hardwood Floor, On 3rd Floor, 15 x 13, Upper
  • Bedroom 3: Bedroom - Skylight, 9 ft+ Ceilings, Hardwood Floor, On 3rd Floor, 17 x 15, Upper
  • Bedroom 4: Bedroom - Remodeled, 9 ft+ Ceilings, Full Bath, Walk-In Closet, Hardwood Floor, 17 x 15, Upper

Other Rooms

  • Living Room: Living Room - 9 ft+ Ceilings, Fireplace, Hardwood Floor, 23 x 20, Main
  • Great Room: Great Room - 9 ft+ Ceilings, Vaulted Ceiling, Beams, Fireplace, Hardwood Floor, 35 x 25, Upper
  • Family Room: Family Room - 9 ft+ Ceilings, Built-Ins, Hardwood Floor, 17 x 16, Main
  • Eat In Kitchen: Eat-In Kitchen - Remodeled, 9 ft+ Ceilings, Dining Area, Wet Bar, Island, Hardwo, 28 x 15, Main
  • Dining Room: Dining Room - 9 ft+ Ceilings, Hardwood Floor, 19 x 15, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Wall/Wall Carpet, 17 x 13, Lower
  • Rec Room: Wall/Wall Carpet, 17 x 13, Lower
  • Laundry: Main Level

Exterior

  • Exterior Features: Sidewalk, Porch, Lighting, Stone Wall, French Doors, Underground Sprinkler, Patio
  • Color: White

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Driving Directions: Mansfield to Roland

School Information

  • Elementary School: Royle
  • Middle School: Middlesex
  • High School: Darien

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, 80 Gallon Tank

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Shake, Wood
  • Basement Desc.: Full, Partially Finished
  • Roof: Wood Shingle
  • Attic: Yes
  • Square Feet: 5,678
  • Above Ground: 5,678 Sq. Ft.
  • Year Built: 2004

Lot Features

  • Lot Size (Acres): 0.53
  • Zoning: R12
  • Lot Description: Level Lot, On Cul-De-Sac, Professionally Landscaped

Water Features

  • Water Front Desc.: Beach Rights, Water Community

Green Features

  • Energy Features: Generator

Financial Considerations

  • Assessment Amount: $2,012,430
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 104231

Listed by Compass Connecticut, LLC, Homes 203 Team at Compass, Stephanie Hanford and Compass Connecticut, LLC, Jennifer Farnum

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Listing agents

— 2 Roland Dr —

  • Stephanie Hanford

    Compass Connecticut, LLC

  • Jennifer Farnum

    Compass Connecticut, LLC

Agent Contact: (917) 499-5402 Office Contact: (203) 423-3100

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 2 Roland Dr

School District:Darien School District
NameGradesDistance
Royle Elementary School
133 Mansfield Avenue, Darien, CT 06820
K-50.3 mi
Middlesex Middle School
204 Hollow Tree Ridge Road, Darien, CT 06820
6-81.5 mi
Darien High School
80 High School Lane, Darien, CT 06820
9-121 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2 Roland Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/30/2026
Listed
$4,250,000
53.02%
MLS
5/06/2021
Sold
$2,777,500
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 2 Roland Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$31,152
5%
$2,012,430
—
2023
$29,563
7%
$2,012,430
28%
2023
$27,695
2%
$1,572,690
—
2022
$27,097
2%
$1,572,690
—
2021
$26,484
3%
$1,572,690
—
2020
$25,682
-1%
$1,572,690
—
2019
$25,902
-13%
$1,572,690
-15%
2018
$29,821
—
$1,854,510
—
2017
$29,928
2%
$1,851,990
—
2016
$29,206
3%
$1,851,990
—
2015
$28,428
2%
$1,851,990
—
2014
$27,798
8%
$1,851,990
-5%
2012
$25,697
—
$1,951,180
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by Compass Connecticut, LLC, Homes 203 Team at Compass, Stephanie Hanford and Compass Connecticut, LLC, Jennifer Farnum

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2 Roland Drive, Darien, CT 06820 (MLS# 24165314) is a Single Family property with 5 bedrooms, 4 full bathrooms and 1 partial bathroom. 2 Roland Drive is currently listed for $4,250,000 and was received on April 30, 2026. Want to learn more about 2 Roland Drive? Do you have questions about finding other Single Family real estate for sale in Darien? You can browse all Darien real estate or contact a Coldwell Banker agent to request more information.

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