Prevu by reAlpha
BuySellBlogBrowse Listings

2 Roland DriveDarien, CT 06820

For Sale

$4,250,000

Smart Buyer Rebate $42,500

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.

Listed by Stephanie Hanford

·

Compass Connecticut, LLC

·

(917) 499-5402

Listed by Jennifer Farnum

·

Compass Connecticut, LLC

Last updated April 30, 2026

·

Source: SmartMLS #24165314

Listing Facts

  • TypeSingle-family
  • NeighborhoodDarien
  • Bedrooms5
  • Bathrooms5
  • Days on Prevu8
  • Taxes$31,152/year
  • Size5,678 sqft
  • Price per sqft$749

Location

Mortgage Calculator

Listing History

05/01/2026
Status changed to Active
$4,250,000
04/30/2026
Status changed to Removed from Feed
$4,250,000
04/23/2026
Listed by Compass Connecticut, LLC
$4,250,000

Property Details for 2 Roland Drive

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Wood Shingle
  • Year Built: 2004
  • Year Built Details: Public Records
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Sidewalk, Porch, Lighting, Stone Wall, French Doors, Underground Sprinkler, Patio

Features

  • Waterfront Features: Beach Rights, Water Community

Measurements

  • Lot Features: Level Lot, On Cul-De-Sac, Professionally Landscaped
  • Lot Size Acres: 0.53

Financial

Taxes

  • Parcel Number: 104231
  • Tax Annual Amount: $31,152.00
  • Tax Year: 25

Interior

Features

  • Appliances: Gas Range, Microwave, Range Hood, Refrigerator, Freezer, Subzero, Dishwasher, Disposal, Washer, Dryer, Wine Chiller
  • Fireplaces Total: 3
  • Interior Features: AUDIO, DROPEN, CENVAC, SECURESY

Measurements

  • Living Area: 5,678

Rooms

  • Basement: Full, Partially Finished
  • Bathrooms Full: 4
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 5
  • Rooms Total: 11

Parking

Parking

  • Attached Garage: Attached Garage
  • Garage Spaces: 3

Schools

Elementary School

  • Elementary School: Royle

High School

  • High School: Darien

Middle or Junior School

  • Middle Or Junior School: Middlesex

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Hot Air
  • Laundry Features: Main Level
  • Sewer: Public Sewer Connected
  • Water Source: Public Water Connected

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 5 bedrooms and 5 bathrooms in this single-family home at 2 Roland Drive.

What schools are nearby to 2 Roland Drive?

Nearby schools include the Royle Elementary School, Middlesex Middle School, and Darien High School.

Does this single-family home have parking?

Yes, there are 3 parking spaces available for 2 Roland Drive.

What are the annual taxes for 2 Roland Drive?

Annual taxes for this single-family home are estimated at $31,152.

How does 2 Roland Drive compare to other single-family homes in Darien?

This single-family home is listed 43% below the average price for single-family homes in Darien and has been on the market for 43 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 5,678 sqft.

2 Roland Drive is a 5-bedroom, 5-bath single-family home for sale in Darien CT 06820. Available on Prevu for 8 days at $4,250,000. This residence features 5,678 square feet of living space, located in Darien. The median listing price for single-family homes in this area is $4,447,500. Nearby schools include Royle Elementary School, Middlesex Middle School, and Darien High School. Browse more single-family home listings in Fairfield County.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.