150 Baywater AVE, Southold, NY 11971
150 Baywater AVE, Southold, NY 11971
150 Baywater AVE, Southold, NY 11971
3
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$850,000
Est. payment /mo
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3 Beds
4 Baths
2,100 SqFt
New

150 Baywater AVE Southold, NY 11971

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Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 2,100 sqft

Price per Sqft $404

MLS Listing ID 985489

Style Victorian

Bedrooms 3

Full Baths 4

HOA Y/N No

Rental Info No

Year Built 1900

Annual Tax Amount $7,527

Lot Size 1.050 Acres

Acres 1.05

Property Sub-Type Single Family Residence

Source onekey2

Property Description

Steeped in history and set on a 1.05-acre parcel in the heart of the North Fork, this circa-1663 residence presents a rare opportunity to preserve and reimagine one of Southold's oldest and most significant properties. Ideally positioned, it is just moments from one of the East End's finest sandy bay beaches and Croteaux Vineyards, as well as a short drive to renowned wineries, farm stands, and the charming village of Southold, with its shops, waterfront, and access to the Long Island Sound.

The land at 150 Baywater Avenue is tied to the remarkable story of Maltby Freeman, a formerly enslaved man who earned his freedom in 1807 and, through extraordinary determination, came to own this very property along Bayview near South Harbor Road. Maltby and his wife, Dorcus Benjamin, began with a single-room structure, gradually expanding it into a family homestead in the early 1800s. Their descendants continued to acquire land, eventually owning a house and 30 acres. The Freeman family's story is one of the earliest documented examples of Black land ownership and upward mobility on Long Island, and this property stands as a tangible connection to that chapter of American history.

The property is offered strictly as-is, presenting a rare opportunity for a developer, preservationist, or visionary owner-builder. Included in the sale is a complete set of fully approved architectural and construction plans, a process that required two years of review by the Historic Preservation Commission, Town Planning Department, and Building Department. This extensive approval represents significant time, cost, and expertise that the next owner will not need to replicate. With permits and plans already secured, construction can begin immediately upon closing. For those seeking a property defined by history, character, and forward potential, 150 Baywater Avenue is ready for its next chapter.

Location

State NY

County Suffolk County

Interior

Interior Features Other

Heating See Remarks, Other

Cooling None

Fireplace No

Appliance Other

Exterior

Parking Features Driveway

Utilities Available See Remarks

Garage false

Private Pool No

Building

Foundation Other

Sewer Cesspool, Septic Tank

Water Public

Structure Type Other

Schools

Elementary Schools Southold Elementary School

Middle Schools Southold Junior-Senior High School

High Schools Southold

School District Southold

Others

Senior Community No

Special Listing Condition None


OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
Listed by Compass Greater NY LLC • Marco L. Maida

NEARBY SCHOOL & BUSINESS

Jacek Czaplicki
Jacek Czaplicki

Agent | License ID: 10401221822

+1(631) 681-5008 | jacekczaplicki@epique.me

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150 Baywater AVE