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W Main Street
Chester, Connecticut
$699,000 Price
3 Bedrooms  
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Photo 1 of W Main Street, Chester, Connecticut, $699,000, Web #: 24096689Previous PhotoNext Photo1 of 40

Nestled in the storybook town of Chester, Connecticut-renowned for its vibrant arts scene, scenic countryside, and charming village center-this one-of-a-kind historic home lovingly maintained by its current steward,offers a truly inspiring lifestyle. Set on lush, idyllic grounds framed by mature trees, gardens,&stone walls, the property exudes timeless New England...

Nestled in the storybook town of Chester, Connecticut-renowned for its vibrant arts scene, scenic countryside, and charming village center-this one-of-a-kind historic home lovingly maintained by its current steward,offers a truly inspiring lifestyle. Set on lush, idyllic grounds framed by mature trees, gardens,&stone walls, the property exudes timeless New England beauty.A collection of intriguing outbuildings and workshop adds versatility&character-ideal for hobbyists, inventors, writers or anyone seeking a creative escape. Inside, the home blends historic charm with modern functionality. Wide-plank floors, original architectural details including elliptical window plus tastefully remodeled kitchen and updated mechanical systems. A standout feature is the expansive, north-facing artist's studio with soaring ceilings, skylight and oversized custom windows-designed to flood the space with natural light, perfect for painters, designers, or photographers. This room could also serve as the primary bedroom. The home's layout has been modified, offering flexible spaces for work, inspiration, and retreat. Enjoy modern comforts, yet every corner of the home whispers of the past. Whether you're seeking a primary residence, a weekend escape, or a unique live/work space, this enchanting property offers rare character, peaceful surroundings, and the best of small-town New England living-just minutes to local galleries, shops, and the Connecticut River. A truly special place to call home.

Listing courtesy of Re/Max Right Choice

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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
Chester, Connecticut
Type: House
Price: $699,000
Re Tax: $8,855
Date Listed: 6/10/2025
Last Updated: 6/14/2025
Approx. sqft: 2,389 sf
Web ID: 24096689

Info & Amenities

Type: Single Family
Rooms: 8.0
Bedrooms: 3
Bathrooms: 2.0
Built: 1835
Woodburning fireplaces: 3

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.