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5 Beds
7 Baths

$14,995,000

17 Madison Street & 42 Church Street , Sag Harbor NY, 11963

Property typeOther

Overview

Active

Listed Sep 27, 2026

Updated 19h ago

Set in the heart of Sag Harbor Village, 17 Madison Street and adjoining 42 Church Lane offer a rare combination of history, charm and future potential. Completely renovated in 2020, 17 Madison is warm, gracious and beautifully scaled, with a double-sided fireplace connecting the main living spaces, an eat-in kitchen opening to the outdoor patio, multiple ensuite bedrooms and fireplaces throughout. The unfinished third floor offers additional potential, while the lower level may lend itself to gallery or commercial use. Plans and permits are already in place for a 20' x 40' pool, with room to accommodate a pool house. Directly behind the property, 42 Church Lane is the historic Hand House, a two-bedroom, two-bath home documented as standing before 1732 and possibly dating to the 17th century. The house retains remarkable early details, including post-and-beam construction, hand-hewn timbers and mortise-and-tenon joinery. It was moved from Southampton to Sagaponack in 1752, later brought to Sag Harbor, and ultimately relocated to its present setting. The home was once owned by David Hand, a noted whaling captain, seaman and soldier whose life became part of Sag Harbor lore. James Fenimore Cooper was said to have been so impressed by Hand that he used him as inspiration for Natty Bumppo in the Leatherstocking Tales. Together, the two properties create a truly special village compound - rich in history, beautifully renovated and just moments from Sag Harbor's shops, restaurants and waterfront.

$99,762/mo

Est. mortgage payment based on a $14,995,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
936500
Available since
September 27, 2026

Interior Features

Bedrooms
5
Bathrooms
7
Fireplace
Yes
Basement
Yes

Exterior Features

Lot Size
0.35 Acres

 Courtesy of Harald Grant | Sotheby's International Realty - Southampton Brokerage

Based on information from DASH - Sotheby's International Realty (SIR) as of 10/10/2026. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. The display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent. 

©2026 DASH - Sotheby's International Realty (SIR). All rights reserved. 

Data last updated 7:18 AM UTC, 10/10/2026

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