Home / Recently Sold / Westport
Closed · For Sale
$2,375,000
Asked $2,275,000 · Sold 2025-07-08

1 Crooked Mile Road, Westport, Connecticut 06880

5 beds 5 baths 4,710 sq ft Single Family For Sale Built 1929

About this home

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

Status
Closed
Type
Single Family For Sale
Price
$2,375,000
Beds
5
Baths
5
Interior
4,710 sq ft
Lot
1.14 ac
Year Built
1929
MLS #
24084318
ZIP
06880
Days on Market
28
Heat
Oil · Baseboard, Hot Air, Radiant
Cooling
Central Air, Split System
Water
Public Water Connected
Sewer
Septic
Parking
Attached Garage, Detached Garage (3-car)
Laundry
Lower Level
Flood Zone
Yes

Flood risk: check the FEMA flood map for this address.

Schools

Elementary
Coleytown
Middle / Jr High
Coleytown
High School
Staples

Taxes

Property tax
$16,965 (July 2024-June 2025)
Assessed value
$911,100

Interior

Appliances
Gas Cooktop, Wall Oven, Convection Oven, Microwave, Range Hood, Refrigerator, Dishwasher
Basement
Partial, Sump Pump, Interior Access, Partially Finished
Attic
Unfinished, Storage Space, Floored, Walk-up
Fireplaces
2
Total rooms
11

Building & Exterior

Style
Colonial
Roof
Asphalt Shingle, Gable
Siding
Shingle, Wood
Exterior features
Shed, Gutters, Stone Wall, Patio
Foundation
Masonry, Stone
New construction
No/Resale

Lot & Land

Zoning
AA
Lot
Corner Lot, Lightly Wooded, Level Lot, Professionally Landscaped
Waterfront
River, Beach Rights, Water Community, View
Direct waterfront
Yes

Energy

Energy features
Generator, Programmable Thermostat, Storm Doors, Storm Windows

What's nearby

Grocery
Lily's Weston Market1.64 mi away
Also nearby
Stop & Shop2.9 mi away
Pharmacy
CVS Pharmacy2.97 mi away
Train
Wilton Station3.0 mi awayMetro-North Railroad
Elementary
Coleytown
Middle
Coleytown
High school
Staples
~2.3 miLily's Weston Market — 1.64 miStop & Shop — 2.9 miCVS Pharmacy — 2.97 miWilton — 3.0 mi
This homeGroceryPharmacyTrain

Real streets from OpenStreetMap; distances are straight-line from the property, not driving routes.

Distances are straight-line from the property, not driving or walking routes. Places data © OpenStreetMap contributors.

Listing & sale history

Every time this exact home has come to market in the MLS data this site tracks. Where a sale closed, the recorded sale price is shown; "asking" marks a price the home was listed at rather than what it sold for.

2025-07-08Sold — $2,375,000 asked $2,275,000 (this listing)MLS 24084318

Public record

From the Westport assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

Year built1929
Living area4,350 sq ft
Total rooms7
Lot size1.14 acres
Stories2
HeatHydroAir
ExteriorWood Shingle
Assessed value$911,100
Town appraisal$1,301,570
Last recorded sale1998 — $708,000
Listing courtesy of Higgins Group Real Estate — Ellen McNees · (203) 254-9000

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