600 Highwood Road Southold, NY $ 999,999
600 Highwood Road
$ 999,999
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600 Highwood Road

Southold, NY, 11971
$ 999,999
Bedrooms3 Baths2.0 Sq 1,954

Monthly Estimate*

$ 6,157

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Single Family Home for sale in Southold, NY

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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Single Family Active

Price

$ 999,999

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 8,339

Style

A-Frame

Lot Size

1.37

Year Built

1976

Town/City

Southold

County/Region

Suffolk

MLS | Web ID

983742

Features
Interior
Interior 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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General
Sewer 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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Exterior
Parking 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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Internal Only
Street Number 1 600
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* Excluded Features
List By
Alexis Meadows

Listing Agent

Douglas Elliman Real Estate

Broker

631-288-6244

Contact

Affordability Calculator

$6,852
Per Month
90%
10%
0%
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.
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Nearby
4100176 Elementary School
4099535 Middle School
Southold Junior-Senior High School High School
Pricing History
DatePricePrice ChangeDescription
4/15/2026$999,999 Listed Price

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600 Highwood Road, Southold, NY, 11971 is a Single Family Home for sale at $999,999 with 1,954 sqft and a lot size of 1.37. 600 Highwood Road has 3 bedrooms, 2.0 baths, and was built in 1976. The property's zip code is 11971 which is in Southold, NY