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$3,250,000
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Property Description
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.
Full Property Details
Full Property Details for 20 Baldwin Rd
General
- Price: $3,250,000
- Taxes: $10,021
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 1062621
- Updated: 10/16/2026
- Added to Site: 8 day(s) ago
Interior
- Number of Rooms: 9
- Interior Features: First Floor Full Bath, Formal Dining, Sauna
- Appliances: Dishwasher, Dryer, Gas Cooktop, Gas Oven, Washer
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
Parking
- Parking Features: Driveway
Location
- County: Suffolk County
School Information
- High School District: Shelter Island
- Elementary School: Shelter Island School
- Middle School: Shelter Island School
- High School: Shelter Island School
Heating & Cooling
- Cooling Type: None
- Heating Type: Hot Water, Propane
Utilities
- Sewer: Septic Tank
- Water: Well
- Utility Description: See Remarks
Structural Information
- Architectural Style: Farmhouse
- Detached/Attached: Detached
- Construction: Cedar
- Basement: Yes
- Basement Desc.: Partial
- Unfinished Attic: Yes
- Building Size: 3097
- Square Feet: 3,097
- Sq. Ft. Source: Public Records
- Year Built: 1900
Lot Features
- Lot Size (Acres): 1.8
- Lot Size (Sq. Ft.): 78,408
Financial Considerations
- Tax Amount: $10,021.76
Disclosures and Reports
- Special Conditions: None
- Property ID: 0700-019-00-01-00-073-001
Listed by Daniel Gale Sothebys Intl Rlty
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Price & Sales History for 20 Baldwin Rd
Date
Details
Price
Change
Source
10/16/2026
Price Increased
$3,250,000
30%
MLS
10/14/2026
Listed
$2,500,000
171.74%
MLS
11/01/2010
Sold
$920,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 20 Baldwin Rd
Year
Property Taxes
Change
Tax Assessment
Change
2020
-100%
$1,002,000
—
2021
$6,154
-2%
$1,002,000
—
2022
$6,307
2%
$1,002,000
1%
2021
$6,154
2%
$992,000
—
2020
$6,033
5%
$989,000
3%
2017
$5,741
-1%
$963,000
2%
2016
$5,775
4%
$948,000
4%
2015
$5,544
-2%
$913,000
1%
2015
$5,631
2%
$908,000
2%
2014
$5,511
2%
$890,000
—
2013
$5,383
—
$891,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 20 Baldwin Rd
20 Baldwin Road, Shelter Island, NY 11964 (MLS# 1062621) is a Single Family property with 4 bedrooms and 3 full bathrooms. 20 Baldwin Road is currently listed for $3,250,000 and was received on October 14, 2026. Want to learn more about 20 Baldwin Road? Do you have questions about finding other Single Family real estate for sale in Shelter Island? You can browse all Shelter Island real estate or contact a Coldwell Banker agent to request more information.
