Sign Up Login
Refine Search
  • 600 Highwood Road, Southold, NY 11971 Main Photo

14 Total Photos [Click to View All]

Agent photo

Natalia Choi
Call: (917) 750-2650
Text: (917) 750-2650

New to the Market
BEDS3 BATHS2 full SQUARE FEET1,954 MLS#983742
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLSouthold

Property Description

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 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.

600 Highwood Road | MLS# 983742

This single family home located at 600 Highwood Road, Southold, NY 11971 is currently listed for sale with an asking price of $999,999. This property was built in 1976 and has 3 bedrooms and 2 full baths with 1954 sq. ft. Highwood Road is located within the Southold school district. Search Southold real estate on nataliachoi.laffey.com today.

Upcoming Open Houses

Open House Saturday April 18th, 11:30am - 1:00pm

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Full, Unfinished, Walk-Out Access
Cooling: Central Air
Garage: 2
Heating: Forced Air, Oil
Home Style: A-Frame
Lot Size: 137.00 Acres
Taxes: $8,339
Year Built: 1976

Amenities

First Floor Bedroom
First Floor Full Bath
Eat-in Kitchen
Entrance Foyer
High Ceilings

Feature Descriptions

Appliances: Other
Days on Site: 1
Exterior: Frame
GarageY/N: Yes
Number Of Kitchens: 1
On Market Date: 2026-04-15
Parcel Number: 1000-078-00-09-00-046-001
Parking Features: Attached
Rental Term: Monthly
Road Responsibility: Public Maintained Road
Rooms Total: 8
Sewer: Septic Tank
Utilities: Water Connected
Water: Well

Local Schools

High School: Southold Junior-Senior High School
Middle School: Southold Junior-Senior High School
Elementary School: Southold Elementary School
School District: Southold

TOUR THIS HOME

Choose a date and time to see 600 Highwood Road, Southold, NY 11971.
An agent will get in touch to confirm your request shortly.

Choose your video chat app
Request a Showing
  • Saturday April 18
  • Sunday April 19
  • Monday April 20
  • Tuesday April 21
  • Wednesday April 22
  • Thursday April 23
  • Friday April 24
  • Saturday April 25
  • Sunday April 26
  • Monday April 27
  • Tuesday April 28
  • Wednesday April 29
  • Thursday April 30
  • Friday May 1
  • Saturday May 2
  • 7:00 AM
  • 7:30 AM
  • 8:00 AM
  • 8:30 AM
  • 9:00 AM
  • 9:30 AM
  • 10:00 AM
  • 10:30 AM
  • 11:00 AM
  • 11:30 AM
  • 12:00 PM
  • 12:30 PM
  • 1:00 PM
  • 1:30 PM
  • 2:00 PM
  • 2:30 PM
  • 3:00 PM
  • 3:30 PM
  • 4:00 PM
  • 4:30 PM
  • 5:00 PM
  • 5:30 PM
  • 6:00 PM
  • 6:30 PM
  • 7:00 PM
  • 7:30 PM
  • 8:00 PM
  • 8:30 PM
  • 9:00 PM
Preferred Communication Method

Estimate Your Payment

Estimated Payment

$ 3,212.15 per month $2,225.57 Principal & Interest $694.92 Property Tax $291.67 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Listed By / Shown By

Listing By

Agency Name: Douglas Elliman Real Estate
Agency Contact: 631-288-6244

Shown By

Agent Name: Natalia Choi
Agent Phone: (917) 750-2650
Agency Title: Laffey Real Estate

IDX logo

Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 04/17/2026. The listing information on this page last changed on 04/17/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 04/17/2026 2:34:28 AM EST) or OneKey MLS (last updated Fri 04/17/2026 1:45:18 AM EST). Real estate listings held by brokerage firms other than Laffey Real Estate may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data and photos distributed by MLSGRID
Member Participants (and their affiliated licensees, if applicable) shall indicate on their websites that IDX information is provided exclusively for consumers’ personal non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability.
Based on information submitted to the MLS GRID. 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.



Privacy Policy / DMCA Notice / ADA Accessibility

Login to My Homefinder

Pixel

THANK YOU FOR
YOUR INTEREST!

Complete the fields below to receive additional details.

Add to Calendar

Reserve A Time

Cancel Your Appointment?

Registration Successful

You are now registered to view virtual open houses for the listings.