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Crooked Mile Road
Westport, Connecticut
$1,895,000 Price
4 Bedrooms  
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Photo 1 of Crooked Mile Road, Westport, Connecticut, $1,895,000, Web #: 24093320Previous PhotoNext Photo1 of 36

Have you ever met someone and thought that's an old soul? They have character, exude warmth, and give you a feeling of deep comfort right from the start. Special historic homes are the same way. They have a magical ambiance and carry the energy from the generations before who've...

Have you ever met someone and thought that's an old soul? They have character, exude warmth, and give you a feeling of deep comfort right from the start. Special historic homes are the same way. They have a magical ambiance and carry the energy from the generations before who've loved and cared for them. That shared experience inspires future custodians and artists to bring their vision, and Pinterest boards, to remake the space in a way that adds value while respecting the vintage of it all. The architectural significance of this Colonial Revival has been well preserved over the decades. The main floor features a grand salon which walks out to an incredibly spacious three season porch. There is also a separate sitting area, butlers pantry, library/den and a comfortable eat-in kitchen. The upper level offers a primary suite plus three additional bedrooms, a laundry room, and a full hall bath. The third floor walks up to two bonus spaces. The current owners have a Home Occupation use which is a rare find. The adjoined professional office is both peaceful and refined with a private client entrance. Crooked Mile is steeped in Westport history and it's a location worthy of the investment. Tucked on an acre and a third in the Red Coat neighborhood this well manicured property offers privacy and ample room to grow. Anything you can imagine, you can create here and be in good company. Interior photos coming soon.

Listing courtesy of Re/Max Heritage

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* All information furnished regarding property for sale, rental, financing or estimated mortgage rates is from sources deemed reliable but no warranty or representation is made as to the accuracy thereof. For further financing information, please contact a Brown Harris Stevens agent.

Listing Details

New Listing
Westport, Connecticut
Type: House
Price: $1,895,000
Re Tax: $14,542
Date Listed: 5/10/2025
Last Updated: 5/24/2025
Approx. sqft: 3,664 sf
Web ID: 24093320

Info & Amenities

Type: Single Family
Rooms: 9.0
Bedrooms: 4
Bathrooms: 4.0
Built: 1920
Woodburning fireplaces: 1

Get to Know Westport

A quaint New England town located on Connecticut’s Gold Coast, Westport sits along the Long Island Sound and the Saugatuck River, approximately 50 miles from New York City. Westport is known for its strong sense of community, with its schools regularly ranked by national publications as among the best in the country. A suburban setting, lively downtown area, and easy access to nature make Westport an idyllic New England town.

More About Westport

Neighborhood Guide to Westport

All information is from sources deemed reliable but is subject to errors, omissions, changes in price, prior sale or withdrawal without notice. No representation is made as to the accuracy of any description. All measurements and square footages are approximate and all descriptive information should be confirmed by customer. All rights to content, photographs and graphics are reserved to Brown Harris Stevens. Customer should consult with its counsel regarding all closing and tax costs. Broker represents the seller/owner on Broker's own exclusives, except if another agent of Broker represents the buyer/tenant, in which case Broker will be a dual agent, in Connecticut, or , in New York State and New Jersey, a dual agent with designated or disclosed agents representing seller/owner and buyer/tenant. Broker represents the buyer/tenant when showing the exclusives of other real estate firms. In Florida, Broker acts as a Transaction Broker with all sellers and buyers, unless a different form of agency has been established in writing. If you are looking to purchase or rent housing, are using a screen reader, and are having problems using this website, please call 1-212-712-1163 for assistance. All phone charges will be reimbursed by Brown Harris Stevens. Broker actively supports Fair Housing and Equal Housing Opportunities. BHS has adopted the attached policy statement - Prior to showing a homebuyer a property or providing services: (1) BHS does not require identification from a prospective homebuyer, (2) BHS may require a written agreement from a homebuyer before showing properties; and (3) BHS does not require a pre-approval for a mortgage loan in order to show a homebuyer properties. However, based upon the requirements of the seller, the building in which the properties is located, or others, some or all of the foregoing items may be required. Listing information for certain New York City properties provided courtesy of the Real Estate Board of New York's Residential Listing Service (the "RLS"). The information contained in this listing has not been verified by the RLS and should be verified by the consumer. The listing information provided here is for the consumer's personal, non-commercial use. Retransmission, redistribution or copying of this listing information is strictly prohibited except in connection with a consumer's consideration of the purchase and/or sale of an individual property. This listing information is not verified for authenticity or accuracy and is not guaranteed and may not reflect all real estate activity in the market. 2025 The Real Estate Board of New York, Inc., all rights reserved. RLS Data display by Brown Harris Stevens. Powered by Terra Holdings.