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.
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Pending
$999,999
600 Highwood Road, Southold, NY 11971
2beds
1,954sqft
Single Family Residence, Residential
Built in 1976
1.37 Acres Lot
$-- Zestimate®
$512/sqft
$-- HOA
What's special
- 69 days |
- 41 |
- 1 |
Zillow last checked:
Listing updated:
Listed by:
Douglas Elliman Real Estate 631-288-6244,
Alexis Meadows 631-988-8193
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 983742
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 1
- Full bathrooms: 1
Heating
- Forced Air, Oil
Cooling
- Central Air
Appliances
- Included: Other
Features
- First Floor Bedroom, First Floor Full Bath, Eat-in Kitchen, Entrance Foyer, High Ceilings
- Basement: Full,Unfinished,Walk-Out Access
- Attic: See Remarks
- Has fireplace: No
Interior area
- Total structure area: 1,954
- Total interior livable area: 1,954 sqft
Property
Parking
- Total spaces: 2
- Parking features: Attached
- Garage spaces: 2
Features
- Levels: Tri-Level
Lot
- Size: 1.37 Acres
Details
- Parcel number: 1000078000900046001
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: A-Frame
- Property subtype: Single Family Residence, Residential
Materials
- Frame
Condition
- Year built: 1976
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Water Connected
Community & HOA
HOA
- Has HOA: No
Location
- Region: Southold
Financial & listing details
- Price per square foot: $512/sqft
- Tax assessed value: $5,500
- Annual tax amount: $8,339
- Date on market: 4/15/2026
- Cumulative days on market: 49 days
- Listing agreement: Exclusive Right To Sell
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 5/9/2026 | Pending sale | $999,999$512/sqft |
Source: | ||
| 4/15/2026 | Listed for sale | $999,999+81.8%$512/sqft |
Source: | ||
| 7/27/2020 | Sold | $550,000-5%$281/sqft |
Source: | ||
| 4/27/2020 | Price change | $579,000-3.3%$296/sqft |
Source: Lewis & Nickles Ltd #3172240 Report a problem | ||
| 2/1/2020 | Price change | $599,000-25%$307/sqft |
Source: Lewis & Nickles Ltd #3172240 Report a problem | ||
| 10/12/2019 | Listed for sale | $799,000$409/sqft |
Source: Lewis & Nickles Ltd #3172240 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $5,500 |
| 2023 | -- | $5,500 |
| 2022 | -- | $5,500 |
| 2021 | -- | $5,500 |
| 2020 | -- | $5,500 |
| 2019 | -- | $5,500 |
| 2018 | -- | $5,500 |
| 2017 | $5,827 | $5,500 -12.7% |
| 2016 | -- | $6,300 |
| 2015 | -- | $6,300 |
| 2014 | -- | $6,300 |
| 2013 | -- | $6,300 |
| 2012 | -- | $6,300 |
| 2011 | -- | $6,300 |
| 2010 | -- | $6,300 |
| 2009 | -- | $6,300 |
| 2008 | -- | $6,300 |
| 2007 | $5,016 +16.6% | $6,300 |
| 2005 | $4,302 -2.7% | $6,300 |
| 2004 | $4,419 +3.9% | $6,300 |
| 2003 | $4,253 +5.7% | $6,300 |
| 2002 | $4,024 | $6,300 |
| 2001 | -- | $6,300 |
| 2000 | $3,748 | $6,300 |
Find assessor info on the county website
Monthly payment
Estimated monthly payment$1,822
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 11971
Nearby schools
GreatSchools rating
- 6/10Southold Elementary SchoolGrades: K-6Distance: 1.4 mi
- 5/10Southold Junior Senior High SchoolGrades: 7-12Distance: 1.4 mi
Schools provided by the listing agent
- Elementary: Southold Elementary School
- Middle: Southold Junior-Senior High School
- High: Southold Junior-Senior High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- New York
- Suffolk County
- Southold
- 11971
- 600 Highwood Road






