2 Roland Dr

Darien, CT 06820

$4,250,000
Price
5
Beds
5,678 Sq. Ft.
$749 / Sq. Ft.
5,678
Sq. Ft.
$749
per Sq. Ft.
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Welcome to 2 Roland Drive
Primary sitting area
En suite full bathroom 2
En suite full bathroom 3
3rd floor hall bathroom
3 car garage & mudroom entry
Aerial View

Description

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...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.

Listing Agents

  1. Stephanie Hanford

    Stephanie Hanford

    Listing Agent

    Compass

    CallTextEmail
  2. Jennifer Farnum

    Jennifer Farnum

    Alternative Listing Agent

    Compass

    jen.farnum@compass.com

    P: (917)-658-7982

    CallTextEmail

Property Details for 2 Roland Drive

Basement Description
Full, Partially Finished
Direct Waterfront
No
Expected Active Date
04-30-2026
Garages Number
3
Neighborhood
N/A
Style
Colonial
Garage Parking Info
Attached Garage
Swimming Pool
No
LISTING UPDATED: 04/23/2026 01:48 PM

Property Details for 2 Roland Drive

StatusComing Soon
MLS #24165314
Days on Market-
Taxes$31,152 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built2004
Lot Size0.53 AC / 23,086 SF
CountyFairfield County
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Location

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Building Information for 2 Roland Drive

Stories-Year Built2004Building Size-Lot Size0.53 AC / 23,086 SF

Payment Calculator

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$23,997 per month

30 year fixed, 6.46% Interest

Principal and Interest

$21,401

Property Taxes

$2,596

HOA Dues

$0

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Property Information for 2 Roland Drive

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Mansfield to Roland
  • Elementary School: Royle
  • High School: Darien
  • Latitude: 41.083815
  • Longitude: -73.471793
  • Middle Jr High School: Middlesex
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $31,152
Interior and Exterior Features
Exterior Features
  • Exterior Features: Sidewalk, Porch, Lighting, Stone Wall, French Doors, Underground Sprinkler, Patio
  • Waterfront Description: Beach Rights, Water Community
Interior Features
  • Appliances Included: Gas Range, Microwave, Range Hood, Refrigerator, Freezer, Subzero, Dishwasher, Disposal, Washer, Dryer, Wine Chiller
  • Attic Description: Storage Space, Walk-up
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 3
  • Home Automation: Built In Audio, Lighting, Security System, Thermostat(s)
  • Interior Features: Audio System, Auto Garage Door Opener, Central Vacuum, Security System
  • Laundry Room Info: Main Level
  • Rooms Additional: Exercise Room, Foyer, Laundry Room, Mud Room
  • Rooms Total: 11
Room 1
  • Room Entry Order: 1
  • Room Features: 9 ft+ Ceilings,Fireplace,Hardwood Floor
  • Room Length: 23.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 20.0
Room 2
  • Room Entry Order: 10
  • Room Features: Skylight,9 ft+ Ceilings,Hardwood Floor,On 3rd Floor
  • Room Length: 15.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 13.0
Room 3
  • Room Entry Order: 11
  • Room Features: Skylight,9 ft+ Ceilings,Hardwood Floor,On 3rd Floor
  • Room Length: 17.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 15.0
Room 4
  • Room Entry Order: 12
  • Room Features: Wall/Wall Carpet
  • Room Length: 17.0
  • Room Level: Lower
  • Room Type: Rec/Play Room
  • Room Width: 13.0
Room 5
  • Listing Key: 4EE3096DD3A31A08E063E201100AC03F
  • Room Entry Order: 2
  • Room Features: 9 ft+ Ceilings,Hardwood Floor
  • Room Length: 19.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 15.0
Room 6
  • Room Entry Order: 3
  • Room Features: Remodeled,9 ft+ Ceilings,Dining Area,Wet Bar,Island,Hardwood Floor
  • Room Length: 28.0
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 15.0
Room 7
  • Room Entry Order: 4
  • Room Features: 9 ft+ Ceilings,French Doors,Hardwood Floor
  • Room Length: 16.0
  • Room Level: Main
  • Room Type: Rec/Play Room
  • Room Width: 11.0
Room 8
  • Room Entry Order: 5
  • Room Features: 9 ft+ Ceilings,Built-Ins,Hardwood Floor
  • Room Length: 17.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 16.0
Room 9
  • Listing Key: 4EE3096DD3A31A08E063E201100AC03F
  • Room Entry Order: 6
  • Room Features: Remodeled,9 ft+ Ceilings,Fireplace,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 24.0
  • Room Level: Upper
  • Room Type: Primary BR Suite
  • Room Width: 20.0
Room 10
  • Room Entry Order: 7
  • Room Features: Remodeled,9 ft+ Ceilings,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 17.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 15.0
Room 11
  • Room Entry Order: 8
  • Room Features: Remodeled,9 ft+ Ceilings,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 14.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 12
  • Room Entry Order: 9
  • Room Features: 9 ft+ Ceilings,Vaulted Ceiling,Beams,Fireplace,Hardwood Floor
  • Room Length: 35.0
  • Room Level: Upper
  • Room Type: Great Room
  • Room Width: 25.0
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Exclusions: See Attached Exclusion/Inclusion Doc
  • Exterior Siding: Shake, Wood
  • Foundation Type: Block
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Wood Shingle
  • Year Built: 2004
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 5678
Lot Information
  • Lot Description: Level Lot, On Cul-De-Sac, Professionally Landscaped
  • Parcel Number: 104231
  • Sq Ft Est Heated Above Grade: 5678.0
  • Sq Ft Total: 5678.0
  • Zoning: R12
Utilities
  • Energy Features: Generator
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, 80 Gallon Tank
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 2 Roland Drive

DateEvent & SourcePriceAppreciation
May 6, 2021

Closed (Public Record)

Public Record #1460725605

$2,777,500

+5.9% / yr

Dec 1, 2017

Closed (Public Record)

Public Record #614592881

$2,280,000—
Dec 1, 2017

Closed (Public Record)

Public Record #614592881

$2,280,000

-2.7% / yr

DateEvent & SourcePrice
05/06/2021

Closed (Public Record)

Public Record #1460725605

$2,777,500

+5.9% / yr

12/01/2017

Closed (Public Record)

Public Record #614592881

$2,280,000
12/01/2017

Closed (Public Record)

Public Record #614592881

$2,280,000

-2.7% / yr

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 2 Roland Drive

Taxable ValueLand$757,610Additions$1,254,820Total$2,012,430
Tax Record2024$31,152 ($2,596 / month)
Home Facts
Beds5Baths4.5Total Finished SqFt5,678 SqFtAbove Grade Finished SqFt5,678 SqFtStories2Lot Size23,087 SqFtStyleSingle Family ResidenceYear Built2004ZoningR12CountyFAIRFIELDAPNDARI M:15 B:115AFireplace TypeHas Fireplace

Schools near 2 Roland Drive

This home is within Darien School District.
Rating
School
Type
Grades
Distance
Royle Elementary School
Public - PK to 5
Middlesex Middle School
Public - 6 to 8
Darien High School
Public - 9 to 12
Rating
School
Distance
Royle Elementary School
PublicPK to 5

Middlesex Middle School
Public6 to 8

Darien High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Darien
Darien
A coastal Connecticut town with a strong sense of community. Incorporated in 1820, Darien is a popular coastal town situated between Stamford and Norwalk. Just a 1 hour train ride from Manhattan via Metro North, Darien is an ideal commuter town that boasts spectacular shoreline activities...
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More information about 2 Roland Drive, Darien, CT 06820

2 Roland Drive is a single family home Coming Soon in Darien, CT 06820. This property is currently priced at $4,250,000. This listing's school district is Darien School District. Nearby schools include Royle Elementary School, Middlesex Middle School and Darien High School. 2 Roland Drive is a 5-bed, 5-bath, 5,678 sqft single family home built in 2004.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.