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39 Cross Highway
Westport, Connecticut
$2,600,000 Price
4 Bedrooms  
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Photo 1 of 39 Cross Highway, Westport, Connecticut, $2,600,000, Web #: 24070067Previous PhotoNext Photo1 of 34

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Step into timeless elegance with this reimagined historic colonial farmhouse, winner of the 2023 Historic District Commission's Preservation Award. Nestled on a serene one-acre knoll, this In-Town 3,876 sq. ft. postbellum gem blends historic charm with modern sophistication following a meticulous studs-out renovation. The first floor's flexible layout features...

Step into timeless elegance with this reimagined historic colonial farmhouse, winner of the 2023 Historic District Commission's Preservation Award. Nestled on a serene one-acre knoll, this In-Town 3,876 sq. ft. postbellum gem blends historic charm with modern sophistication following a meticulous studs-out renovation. The first floor's flexible layout features a regal office with cove ceiling, a den/fifth bedroom with an elegant full bathroom, and an open living/dining area leading to a cozy family room with a fireplace. The chef's kitchen boasts Caesarstone counters, custom cabinetry, a Wolf dual-fuel range, Subzero fridge and wine cooler, and a bright breakfast nook. A mudroom with a powder room completes the level. Upstairs, the primary suite provides cathedral ceilings, dual walk-in closets, and a marble spa-like bath. Three guest bedrooms with California Closets share two chic full baths. A loft and a walk-up attic with 11-ft ceilings allow additional space. The basement includes storage, gym area, decorative fireplace, and powder room. Outside, the private, fenced backyard is an entertainer's paradise with a brick patio, raised garden, outdoor shower, and a 40x28-ft gunite pool with new tile, filter, and heater. Modern updates include hardwood floors, Pella windows, spray foam insulation, updated HVAC, Nest thermostats, and a Viessman tankless boiler with indirect tank. Don't miss this rare opportunity to own a piece of history enhanced with modern craftsmanship.

Listing courtesy of Compass Connecticut Llc

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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

Coming Soon
Westport, Connecticut
Type: House
Price: $2,600,000
Re Tax: $15,795
Date Listed: 1/22/2025
Approx. sqft: 3,876 sf
Web ID: 24070067

Info & Amenities

Type: Single Family
Rooms: 11.0
Bedrooms: 4
Bathrooms: 5.0
Built: 1898
Woodburning fireplaces: 2
Pool: Yes

Map of Area for 39 Cross Highway

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.