150 Baywater Avenue, Southold, NY 11971

Southold
Local realty services provided by:ERA Insite Realty Services
150 Baywater Avenue,Southold, NY 11971
$850,000
  • 3 Beds
  • 4 Baths
  • 2,100 sq. ft.
  • Single family
  • Active
Listed by: marco l. maida, carl m. gambino
Office: compass greater ny llc.
MLS#:985489
Source:OneKey MLS

Price summary

  • Price:$850,000
  • Price per sq. ft.:$404.76

About this home

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...

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with an ERA®  affiliated agent to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an ERA®  affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE® , CENTURY 21® , Coldwell Banker® , Corcoran® , Sotheby's International Realty® ). I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1900
  • Listing ID #:985489
  • Added:150 day(s) ago
  • Updated:September 14, 2026 at 11:13 AM

Rooms and interior

  • Bedrooms:3
  • Total bathrooms:4
  • Full bathrooms:4
  • Rooms Total:8
  • Living area:2,100 sq. ft.

Structure and exterior

  • Year built:1900
  • Building area:2,100 sq. ft.
  • Lot area:1.05 Acres
  • Architectural Style:Victorian

Schools

  • High school:Southold Junior-Senior High School
  • Middle school:Southold Junior-Senior High School
  • Elementary school:Southold Elementary School

Utilities

  • Water:Public
  • Sewer:Cesspool, Septic Tank

Finances and disclosures

  • Price:$850,000
  • Price per sq. ft.:$404.76
  • Tax amount:$7,527 (2025)

Parking

  • Parking description:Driveway
Copyright 2026 OneKey MLS. All rights reserved. Listings courtesy of OneKey MLS as distributed by MLS GRID <lastMLSCheckTimestamp>. OneKey MLS provides content displayed here (“provided content”) on an “as is” basis and makes no representations or warranties regarding the provided content, including, but not limited to those of non-infringement, timeliness, accuracy, or completeness. Individuals and companies using information presented are responsible for verification and validation of information they utilize and present to their customers and clients. OneKey MLS will not be liable for any damage or loss resulting from use of the provided content or the products available through Portals, IDX, VOW, and/or Syndication. Recipients of this information shall not resell, redistribute, reproduce, modify, or otherwise copy any portion thereof without the expressed written consent of OneKey MLS.

New listings near 150 Baywater Avenue