20 Baldwin Rd Shelter Island, NY 11964
20 Baldwin Rd Shelter Island, NY 11964 | MLS 1062621 Photo 1
20 Baldwin Rd Shelter Island, NY 11964 | MLS 1062621 Photo 2
20 Baldwin Rd Shelter Island, NY 11964 | MLS 1062621 Photo 3
20 Baldwin Rd Shelter Island, NY 11964 | MLS 1062621 Photo 4
20 Baldwin Rd Shelter Island, NY 11964 | MLS 1062621 Photo 5
For more information on this listing, contact us at: (914) 438-5975
Active
$3,250,000
30%

20 Baldwin Rd Shelter Island, NY 11964

Single Family Residence Property Type
4 Beds
3 Baths
3,097 Sq. Ft.
1900 Year Built
Suffolk County
View All Property Details
Discover a one-of-a-kind Shelter Island retreat where historic farmhouse charm meets inspired modern living. Set amid 1.8 acres of mature trees, tall privets, sun-drenched edged lawns, and open green space, this circa-1900 property offers a rare combination of character, privacy, and flexibility. The original 2-story residence showcases beautiful period details, including traditional moldings, hand-hewn beams, wood floors, and distinctive vintage glass windows. Inside, 3 bedrooms and 2 baths are complemented by comfortable living and dining rooms, a thoughtfully updated chef's kitchen with a casual dining area, and a screened porch perfect for long summer evenings. A remarkable addition completed in 2005 is the approximately 1,300-square-foot artist's atelier, featuring radiant-heated floors and an upper-level primary suite that opens onto a spacious rooftop deck. A detached guest cottage adds another dimension to the property, offering independent accommodations with a large bedroom, full bath, kitchen, living room, and its own garden and lawn. A charming outbuilding provides yet another opportunity, whether envisioned as a reading nook or hobby space. With its blend of historic architecture, dedicated studio space, separate guest quarters, and generous grounds, the property invites a variety of possibilities, including the potential for a swimming pool. Equally suited to relaxed summer gatherings or comfortable year-round living, this is a distinctive island sanctuary with room to create something truly your own.
MLS # 1062621
Monthly Fees N/A
On Site 9 Days
Last Updated 10/16/2026

Location

Contact Agent

Ruth Garcia

Ruth Garcia

(914) 438-5975

Property Details

Community Information

Address 20 Baldwin Rd, Shelter Island, NY 11964
County Suffolk
Zip Code 11964

School Information

School District Shelter Island
High School Shelter Island School
Middle School Shelter Island School
Elementary School Shelter Island School

Architecture

Bedrooms 4
Bathrooms 3
Year Built 1900
Style Farm House
Construction Materials Cedar
Basement Partial

Features / Amenities

Interior Features First Floor Full Bath, Formal Dining, Sauna
Appliances Dishwasher, Dryer, Gas Cooktop, Gas Oven, Washer
Parking Features Driveway
Heating Hot Water, Propane
Total Rooms 9

Property Features

Lot Size 78,408 Sq. Ft. / 1.8 Acres
Property Attached No
Sewer Septic Tank
Water Well

Tax and Financial Info

Tax Year 2026
Tax Annual Amount $10,021.76

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Price Change History

Date Old Price New Price Percent Change
10/16/2026 $2,500,000 $3,250,000
30%

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20 Baldwin Rd Shelter Island, NY 11964 | MLS 1062621
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Listing provided courtesy of Daniel Gale Sothebys Intl Rlty (631-749-1155).
Listings courtesy of Onekey MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID as of October 22, 2026 9:15 AM EST .
All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Properties displayed may be listed or sold by various participants in the MLS,” as established by the applicable MLS Governing Documents.
20 Baldwin Rd Shelter Island, NY 11964
  • $3,250,000
  • 4 beds
  • 3 baths
  • 3,097 Sq. Ft.