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Residential > House
Active
05/06/2025
List Price
$2,295,000$564/ft²

55 Winterset Dr
Chatham, MA 02633

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  • Malobo BannerMalobo Banner Square
    55 Winterset Dr, Chatham, MA 02633 is a 4 bed, 4 bath, 4,072 ft² house built in 1970 on a 1.890 acre lot.

    Property Valuations

    Latest estimates for 55 Winterset Dr based on TopHap automated valuation model (AVM).

    MLS Description

    The listing agent's description. Original Listing

    Welcome to your dream retreat at 55 Winterset Drive in Great Hill Estates, one of Chatham's most desirable neighborhoods. This custom built 4 bedroom, 3.5 bath home offers 4000 sq ft of warm & inviting living space on just under 2 acres of park-like grounds with deeded rights to crystal clear Lover's Lake, making it the perfect home for unwinding & entertaining. Two cathedral great rooms, 4 brick fireplaces, open concept kitchen/dining room, multiple french doors, and wrap-around decks invite the outside in as sunlight & breezes waft throughout. A 1st floor primary bdrm with ample closets, ensuite bath & laundry complements the spectacular 1st floor living. Upstairs a second primary bdrm with fireplace & walk-in closet, a guest room & bath offer flexibility. The daylight lower level consists of a 4th bdrm, bath, laundry area & an unfinished room that opens to a patio with a custom masonry stone bench & fire pit. The sprawling lawn & stunning stone walls provide the perfect backdrop for a future swimming pool, tennis court & guest house or ADU. Plus potential to subdivide a 2nd lot. Minutes to the bike path, Chatham's bustling village & ocean beaches. New Roof & Boiler.

    Listing Agents

    The listing agent for 55 Winterset Dr is Tara J Schiffmann.

    Current Ownership

    Information about the current owner(s).

    Property History

    55 Winterset Dr has undefined property events records (listings, deeds, permits, tax, foreclosure, loan).

    Property Events

    Environment

    Environmental factors around 55 Winterset Dr

    School Information

    Public/private schools serving 55 Winterset Dr

    Copyright © 2025 Cape Cod & Islands Association of REALTORS®, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

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