20 Baldwin Rd
Shelter Island, NY 11964
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
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
(914) 438-5975Property Details
Community Information
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
Mortgage Calculator
Your monthly payment will be
$0,000
Loan and interest only.
Purchase price
Down payment
Price Change History
| Date | Old Price | New Price | Percent Change |
| 10/16/2026 | $2,500,000 | $3,250,000 |
30%
|
Schools
Walking and Transportation
Please wait while loading...
Schedule a Tour
ASAP
Fri
23
Oct
Sat
24
Oct
Sun
25
Oct
Mon
26
Oct
Tue
27
Oct
Wed
28
Oct
Thu
29
Oct
Scheduling is free, and you can cancel anytime.
Similar Listings
Similar Recently Sold Listings
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.
Properties displayed may be listed or sold by various participants in the MLS,” as established by the applicable MLS Governing Documents.