28 days on market
Under Contract
More about this Property

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1 Crooked Mile Road, Westport CT 06880

Current Price: $2,275,000

5 beds 5 baths 4710 sq. ft

Last Update: 6/19/2025

Property Type: Single Family For Sale

Public Remarks

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 chefs 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.Addly, 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

lush,park-like 1.14-acre setting, all within easy reach of Westports vibrant amenities. Dont miss this opportunity to own a beautifully maintained antique home steeped in Westport history.

Map to Property at 1 Crooked Mile Road, Westport CT 06880


Cavalry or Newtown Tpk to Crooked Mile

Residential Property Information for 1 Crooked Mile Road, Westport CT 06880

MLS #: 24084318

Style: Colonial

Color: white

Total Rooms:

Bedrooms: 5

Bathrooms: 5

Acres: 1.14

Year Built: 1929 (Public Records)

New Construction: No/Resale

Home Warranty Offered:

Property Tax: $16,965

Zoning: AA

Mil Rate:

Assessed Value: $911,100 

Potential Short Sale:

Square Footage: Estimated HEATED Sq.Ft. above grade is 4350; below grade sq feet total is 360; total sq ft is 4710

Features
Appliances Incl.: Gas Cooktop,Wall Oven,Convection Oven,Microwave,Range Hood,Refrigerator,Dishwasher
Laundry Location & Info: Lower Level 
Fireplaces: 2
Energy Features: Generator,Programmable Thermostat,Storm Doors,Storm Windows
Interior Features: Auto Garage Door Opener,Cable - Pre-wired,Security System
Energy Features: Generator,Programmable Thermostat,Storm Doors,Storm Windows
Basement Desc.: Partial,Sump Pump,Interior Access,Partially Finished
Exterior Siding: Shingle,Wood
Exterior Features: Shed,Gutters,Stone Wall,Patio
Foundation: Masonry,Stone
Roof: Asphalt Shingle,Gable
Parking Spaces: 3
Garage/Parking Type: Attached Garage,Detached Garage
Swimming Pool: 0
Waterfront Feat.: River,Beach Rights,Water Community,View
Lot Description: Corner Lot,Lightly Wooded,Level Lot,Professionally Landscaped
Nearby Amenities: Health Club,Private School(s),Public Pool,Public Rec Facilities,Public Transportation
In Flood Zone: 1
Occupied: Owner
Utility Information

Hot Water System

Heat Type:

Fueled By: Baseboard,Hot Air,Radiant.

Cooling: Central Air,Split System

Fuel Tank Location: In Basement

Water Service: Public Water Connected

Sewage System: Septic

School Information

Elementary: Coleytown

Intermediate:

Middle: Coleytown

High School: Staples

Marketing History

Current List Price: $2,275,000

Original List Price: $2,275,000

DOM: 28

Listing Date: 4/7/2025

Last Updated: 5/8/2025 4:21:28 AM

Expected Active Date: 4/9/2025

Listing Agent and Broker

List Agent Name: Ellen McNees

List Office Name: Higgins Group Real Estate