Westport, CT / SOLD

1 Crooked Mile RoadWestport, CT 06880

The buyer could have saved $29,688 in 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.

Sale Price$2,375,000ClosedJuly 7, 2025

Our Take

1 Crooked Mile Road is a 1929 Keene-Calhoun home along the west branch of the Saugatuck River, with a stone-pillared entrance, mature plantings, and views toward the water. The five-bedroom residence combines antique character with updated amenities, including a living room fireplace, library, coffered-ceiling great room, screened porch, and bluestone terrace. The primary suite includes a fireplace, walk-in closets, reading nook, and river-facing bath windows. A legal apartment with a separate entrance and a three-car garage are also included.

Open Google Maps ↗

Estimated buyer rebate

The buyer could have saved $29,688 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 #24084318
Bedrooms
5
BathroomsBaths
4 full / 1 half
Square feet
4,710
Year built
1929
Acres
1.14
Property taxes
$16,965

July 2024-June 2025

What stands out

  • Built in 1929 and once owned by Bette Davis
  • Stone-pillared entrance with mature plantings
  • Living room with wood-burning fireplace and built-ins
  • Kitchen with center island and granite countertops
  • Screened porch leading to a bluestone terrace
  • Primary suite with fireplace and river views
  • Legal apartment with separate entrance
  • Three-car garage
Read the full listing description

Originally built in 1929,the Keene-Calhoun home boasts a rich history,once owned by Oscar-winning film star Bette Davis.Nestled along the W. Branch Saugatuck Rvr,its entrance is adorned with stone pillars and mature plantings,leading to a captivating enclave.This iconic residence has been meticulously updated to preserve its antique allure while integrating modern amenities & sophisticated design.The LR is ideal for elegant entertaining with a wood-burning fireplace,a charming window seat,and handsome built-in shelving.A sophisticated Dining Room bathed in sunlight features a built-in hutch & another inviting window seat,perfect for lingering guests.The gourmet chef's Kitchen includes a spacious center island,granite countertops,high-end appliances & a cozy banquette,seamlessly flowing into the Great Room with warm coffered ceilings & surround sound.The Library,with a fireplace crafted from river stones,exudes coziness and charm.A 3-season screened porch leads to the bluestone terrace overlooking the river, providing serene spaces for relaxation,dining al fresco,or entertaining under the stars.The Primary Suite offers a fireplace, his & hers walk-in closets, a reading nook,& a spa-like bath with expansive windows framing picturesque river views.Add'ly, a legal apt. with a separate entrance and a 3-car garage enhance the appeal of this 5-bedroom, 4.5-bath home, blending old-world charm with contemporary comfort.Enjoy breathtaking river views and the tranquility of a

Schools

Elementary
Coleytown
Middle
Coleytown
High
Staples

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

Price history

DateEventPrice
Closed price$2,375,000
Original list price$2,275,000

Intermediate price changes and previous listings may not be included.

Interested in a property like this?

Cress can help you understand the market and find currently available homes.

Talk with Cress →

*Estimate: $2,375,000 closed price × assumed 2.5% buyer-agent commission × 50% rebate = $29,688. 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 Higgins Group Real Estate

Ellen McNees

SmartMLS · Listing #24084318 · Closed

Listing data checked: Sep 25, 2026, 5:34 PM EDT.

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

For personal, noncommercial use to identify properties you may be interested in purchasing.