Darien, CT / SOLD

21 Briar Brae RoadDarien, CT 06820

The buyer could have saved $32,438 in brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

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*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

Sale Price$2,595,000ClosedSeptember 29, 2021

Our Take

21 Briar Brae Road is a west-facing, five-bedroom home set high on a gentle hill. The interiors feature nine-foot ceilings, moldings, beams, hardwood floors, and oversized windows with transoms. The kitchen includes stainless appliances, an island with counter seating, and an eat-in area opening to the family room. A first-floor office or bedroom has its own full bath, while the home also offers a bonus room over the garage, a mudroom with built-ins, a three-car garage, and a patio beside the backyard.

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Estimated buyer rebate

The buyer could have saved $32,438 on brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

At a glance

Closed · MLS #170405481
Bedrooms
5
BathroomsBaths
5 full / 1 half
Square feet
5,457
Year built
2004
Acres
0.64
Property taxes
$28,041

July 2021-June 2022

What stands out

  • West-facing home on a gentle hill
  • Nine-foot ceilings, beams, and hardwood floors
  • Five bedrooms arranged on the second floor
  • First-floor office or bedroom with full bath
  • Kitchen island with counter seating
  • Family room opening to patio and backyard
  • Mudroom with built-ins beside three-car garage
  • Primary bathroom with separate tub and shower
Read the full listing description

In the fabulous Holmes school district, this beautiful west-facing 5-bedroom home sits high on a gentle hill overlooking one of the best cul-de-sacs in town. Features include 9-foot ceilings, stunning moldings and beams, beautiful hardwood floors, and extra-large windows with transoms to allow all the natural sunlight in. There are 5-bedrooms all on the second floor plus the ability to have additional bedrooms if desired - the flexible first-floor office/bedroom has its own full bath, the huge bonus room over the garage also has its own full bath, and the large third-floor attic can be finished by a new owner. In addition to generous-sized rooms, the home lends itself to a casual lifestyle with an updated kitchen with chef-quality stainless appliances, an island with counter seating, and a designated eat-in kitchen table area that's open to a sizable family room. The family room leads to a large patio and a lush backyard. There is a workstation in the center of the home on the first floor for kids or adults - truly a Command Central, and a large mudroom with built-ins off of the 3-car garage. The master bedroom has a lovely and spacious master bathroom with a separate tub and shower, and an impressive 17.4' x 9.1' walk-in closet. Come see the sunrises and sunsets in this very special home. See the public remarks addendum for more features. Please note that there are exterior security cameras in use.

Schools

Elementary
Holmes
Middle
Middlesex
High
Darien

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

Price history

DateEventPrice
Closed price$2,595,000
Original list price$2,595,000

Intermediate price changes and previous listings may not be included.

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*Estimate: $2,595,000 closed price × assumed 2.5% buyer-agent commission × 50% rebate = $32,438. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered or actual compensation. This is a hypothetical estimate, not a rebate paid on this sale.

Listed by Compass Connecticut, LLC

Rachel Walsh

SmartMLS · Listing #170405481 · Closed

Listing data checked: Sep 25, 2026, 5:29 PM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

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