600 Highwood Road
Southold, NY, 11971 $ 999,999
Bedrooms3 Baths2.0 Sq 1,954 Monthly Estimate*
$ 6,157
for $999,999 with 3 bedrooms and 2 full baths. This 1,954 square foot home was built in 1976 on a lot size of 1.37.
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. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.
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FeaturesInteriorInterior Amenities First Floor Bedroom First Floor Full Bath Eat-in Kitchen Entrance Foyer High Ceilings
Basement Full Unfinished Walk-Out Access
Total Fireplaces 0
Basement Features Full Unfinished Walk-Out Access
Basement (Y/N) Y
Fireplace Y/N N
Half Baths 0
Total Bedrooms 3
Total Baths 2
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GeneralSewer Septic Tank
Heating Forced Air Oil
Cooling Central Air
Utilities Water Connected
Appliances Other
Garage Spaces 2
Architectural Style A-Frame
Construction Materials Frame
Year Built 1976
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 1000-078-00-09-00-046-001
County Suffolk County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 8
Full Baths 2
Directions Main Bayview to Cedar. L on Cedar to N Bayview Ext R onto HIghwood
High School Southold Junior-Senior High School
City Southold
Senior Community Y/N N
High School District Southold
Carport Y/N N
Elementary School Southold Elementary School
Property Attached Y/N N
Tax Annual Amount 8339
Middle/Junior High School Southold Junior-Senior High School
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Southold
Elementary School District Southold
Tax Assessed Value 5500
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ExteriorParking Features Attached Attached
Water Source Well
Spa N
Waterfront Y/N N
Road Responsibility Public Maintained Road
Horse Y/N N
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* Excluded FeaturesList ByAlexis MeadowsListing Agent
Douglas Elliman Real EstateBroker
Affordability Calculator
- Monthly Principal & Interest
- $6,157
- Monthly Property Taxes
- $695
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Southold, NY
Average List Price $1,957,726
Percent of Sale Price 96%
About Southold, NY 22,629 Population
10% Since 2002
$ 86,513 Median Income
50.99 Median Age
18% Households with Children
Trends Information provided by ATTOM Data Solutions.
4100176 Elementary School
4099535 Middle School
Southold Junior-Senior High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 4/15/2026 | $999,999 | | Listed Price |