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600 Highwood RoadSouthold, NY 11971

For Sale

$999,999

Smart Buyer Rebate $10,000

Unique opportunity in Southold to create your dream home on the North Fork. This A-frame-style house, reminiscent of a chalet, features a striking wall of windows that leads to open rafter ceilings. The main floor is perfect for entertaining, with a quaint kitchen, two bedrooms, a full bathroom, and the sunken A-frame living room that captures the essence of the home. Adjacent to the living room, sliding doors open to a wrap-around deck overlooking the side yard, which is ideal for al fresco dining or enjoying an evening gathered around the fire pit. Upstairs, you'll find a spacious loft that can serve as an office, recreational space, or lounge. The loft includes a balcony that overlooks the living room and provides access to a mini rooftop terrace with views of the backyard. The lower level, which has a private entrance, is ready for full renovation and is already framed for a potential bedroom, bathroom, laundry room, and additional storage. The two-car attached garage can be repurposed for additional living space or perhaps a gym. The property encompasses 1.37 acres, having been merged with the adjacent land, providing ample space for a potential pool, tennis court, or additional structures while ensuring plenty of privacy. Wonderful investment opportunity. You'll also enjoy convenient access to the beaches of Southold Bay, the village, and local vineyards.

This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

Listed by Alexis Meadows

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Douglas Elliman Real Estate

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631-288-6244

Last updated April 28, 2026

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Source: OneKey #983742

Listing Facts

  • TypeSingle-family
  • NeighborhoodSouthold
  • Bedrooms2
  • Bathrooms1
  • Days on Prevu15
  • Taxes$8,339/year
  • Size1,954 sqft
  • Price per sqft$512

Amenities

  • Air Conditioning
  • Parking

Location

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Listing History

04/15/2026
Listed by Douglas Elliman Real Estate
$999,999

Property Details for 600 Highwood Road

Exterior

Construction

  • Year Built: 1976
  • Architectural Style: A-Frame
  • Construction Materials: Frame

Measurements

  • Building Area Units: Square Feet
  • Lot Size Acres: 1.37
  • Lot Size Square Feet: 59,677

Financial

Taxes

  • Parcel Number: 1000-078-00-09-00-046-001
  • Tax Annual Amount: $8,339.00
  • Tax Assessed Value: $5,500.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Other
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Eat-in Kitchen, Entrance Foyer, High Ceilings

Measurements

  • Living Area: 1,954
  • Living Area Source: Plans

Rooms

  • Basement: Full, Unfinished, Walk-Out Access
  • Has Basement: Yes
  • Bathrooms Full: 1
  • Bathrooms Total Integer: 1
  • Bedrooms Total: 2
  • Rooms Total: 8

Parking

Parking

  • Garage Spaces: 2
  • Garage: Yes
  • Parking Features: Attached

Schools

Elementary School

  • Elementary School: Southold Elementary School
  • Elementary School District: Southold

High School

  • High School: Southold Junior-Senior High School
  • High School District: Southold

Middle or Junior School

  • Middle Or Junior School: Southold Junior-Senior High School
  • Middle Or Junior School District: Southold

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Forced Air, Oil
  • Sewer: Septic Tank
  • Utilities: Water Connected
  • Water Source: Well

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 2 bedrooms and 1 bathroom in this single-family home at 600 Highwood Road.

What schools are nearby to 600 Highwood Road?

Nearby schools include the Southold Elementary School, Southold Junior-Senior High School, and Southold Junior-Senior High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 600 Highwood Road.

What are the annual taxes for 600 Highwood Road?

Annual taxes for this single-family home are estimated at $8,339.

How does 600 Highwood Road compare to other single-family homes in Southold?

This single-family home is listed 39% below the average price for single-family homes in Southold and has been on the market for 105 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 1,954 sqft.

600 Highwood Road is a 2-bedroom, 1-bath single-family home for sale in Southold NY 11971. Available on Prevu for 15 days at $999,999. This residence features 1,954 square feet of living space, located in Southold. The median listing price for single-family homes in this area is $1,100,000. Nearby schools include Southold Elementary School, Southold Junior-Senior High School, and Southold Junior-Senior High School. Property amenities include air conditioning and parking. Explore more single-family home listings in Suffolk County.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey™ MLS. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. Information Copyright 2026, OneKey™ MLS. All Rights Reserved.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.