Westport, CT / 5 DAYS ON MARKET

23 Punch Bowl DriveWestport, CT 06880

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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.

Asking price$2,500,000Active

Our Take

23 Punch Bowl Drive is a five-bedroom Georgian Colonial on 1.25 acres in Westport’s Coleytown neighborhood. The main level includes formal living and dining rooms, a home office, and a kitchen connected to a casual den or TV room. The kitchen and dining room open to a patio for outdoor dining. Upstairs are a primary suite and a second bedroom suite with a private bathroom and balcony. The property also includes a barn-wood bonus room, three fireplaces in the main house, an inground pool, and a pool house.

Estimated buyer rebate

Buy with Cress and Save $31,250 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.

At a glance

Active · MLS #24212307
Bedrooms
5
BathroomsBaths
4 full / 1 half
Square feet
4,017
Year built
1958
Acres
1.25
Property taxes
$21,692

July 2026-June 2027

What stands out

  • Large front porch
  • Formal living and dining rooms with home office
  • Kitchen opening to a patio
  • Barn-wood bonus room with fireplace
  • Three fireplaces in the main house
  • Primary suite with walk-in closet
  • Second suite with private balcony
  • Inground pool and pool house with fireplace
Read the full listing description

Tucked away on 1.25 serene acres in Westport's sought-after Coleytown neighborhood, this timeless 5-bedroom Georgian Colonial seamlessly blends grand architectural elegance with comfortable everyday living. Welcomed by an inviting, large front porch this impressive home offers exceptional space both inside and out. Inside, the grand main level flows effortlessly between a large formal living room, a gracious formal dining room, and a designated home office. At the heart of the home, a spacious, sunny kitchen connects directly to a casual den/TV room, while double doors lead from both the kitchen and dining room onto a lovely patio ideal for outdoor dining and entertaining. One of the home's most show-stopping features is the massive bonus room,expertly crafted from real barn wood and complete with exposed timber beams, wide plank wood floors, and a dedicated fireplace, perfect for cozy evenings or hosting large gatherings. Throughout the main house, you will find a total of 3 fireplaces creating a warm, inviting atmosphere. Upstairs, the expansive primary suite serves as a peaceful retreat featuring a massive walk-in closet and a remarkably large primary bathroom. A second spacious bedroom functions as its own suite, featuring a private bathroom and an exclusive balcony overlooking the grounds. The resort-style backyard oasis centers around an inground pool and a fun, fully equipped pool house featuring a private bathroom and its own fireplace for chilly evening gathering.

Schools

Elementary
Coleytown
Middle
Not provided
High
Staples

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

A closer look at the location

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23 Punch Bowl Drive, Westport, CT 06880

Price history

DateEventPrice
Originally listed$2,500,000

Intermediate price changes and previous listings may not be included.

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Closest recorded sales

*Estimate: $2,500,000 asking price × assumed 2.5% buyer-agent commission × 50% rebate = $31,250. 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.

Listed by William Pitt Sotheby's Int'l · (203) 227-1246

Sandy Petrino · (203) 520-1541

SmartMLS · Listing #24212307 · Active

Listing data checked: Oct 11, 2026, 6:00 AM 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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