4408 Old North Road Southold, NY $ 1,385,000
4408 Old North Road
$ 1,385,000
Recently Listed
Open House 7/18 12pm - 1:30pm
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4408 Old North Road

Southold, NY, 11971
$ 1,385,000
Bedrooms4 Baths2.1 Sq 2,200

Monthly Estimate*

$ 8,745

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Single Family Home for sale in Southold, NY

for $1,385,000 with 4 bedrooms and 2 full baths, 1 half bath. This 2,200 square foot home was built in 2003 on a lot size of 2.

Located in one of the most sought-after locations on the North Fork sits this quintessential cedar shake farmhouse situated on 2 private acres! This home combines timeless charm with modern comforts. The main level features hardwood floors throughout, a spacious living room with a wood-burning fireplace, formal dining room, eat-in kitchen with granite countertops and pantry, a convenient half bath, and a first-floor bedroom currently used as a home office. Andersen windows and ceiling fans throughout provide comfort and abundant natural light. Upstairs, you’ll find a spacious primary suite with a private deck, walk-in shower, and Jacuzzi tub and additional two guest bedrooms which share an updated bath. The full unfinished basement has high ceilings and is perfect for future potential finishing and offers plenty of room for storage. Enjoy the peaceful outdoor setting from the inviting mahogany wraparound front porch or screened-in side porch. Plenty of room pool, garage, guest cottage and more! Close to Southold’s Kenneys, McCabe’s and Town Beach. A rare opportunity to own a private retreat with amazing grounds, perfect for year-round or part time living!

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Open House

7/18/2026 12:00 PM - 1:30 PM
4408 Old North Road Southold, NY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 1,385,000

Bedrooms

4

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 11,183

Style

Traditional

Lot Size

2

Year Built

2003

Town/City

Southold

County/Region

Suffolk

MLS | Web ID

1023884

Features
Interior
Interior Amenities First Floor Bedroom Ceiling Fan(s) Eat-in Kitchen Formal Dining Granite Counters Stone Counters Storage Walk-In Closet(s)
Basement Bilco Door(s) Full Storage Space Unfinished
Flooring Hardwood
Total Fireplaces 1
Fireplace Features Living Room Wood Burning
Basement Features Bilco Door(s) Full Storage Space Unfinished
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 4
Total Baths 3
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General
Sewer Cesspool
Heating Baseboard Propane
Cooling None
Utilities Cable Connected Electricity Connected Propane Water Connected
Appliances Dryer Microwave Oven Refrigerator Washer
Patio/Porch Features Covered Deck Patio Porch Wrap Around
Architectural Style Traditional
Construction Materials Frame
Year Built 2003
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 1000-055-00-02-00-008-009
County Suffolk County
Property Type Residential
HOA N
Garage Y/N N
Other Structures Shed(s)
Total Rooms 8
Full Baths 2
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 11183
Middle/Junior High School Southold Junior-Senior High School
Property Condition Actual
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 7200
Tax Lot 8.9
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Exterior
Parking Features Private Private
Water Source Well
Spa N
Waterfront Y/N N
Horse Y/N N
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Internal Only
Street Number 1 4408
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* Excluded Features
List By
Kristy B. Naddell

Listing Agent

Douglas Elliman Real Estate

Broker

631-354-8100

Contact

Affordability Calculator

$9,677
Per Month
90%
10%
0%
Monthly Principal & Interest
$8,745
Monthly Property Taxes
$932
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% 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
7/13/2026$1,385,000 Listed Price

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4408 Old North Road, Southold, NY, 11971 is a Single Family Home for sale at $1,385,000 with 2,200 sqft and a lot size of 2. 4408 Old North Road has 4 bedrooms, 2.1 baths, and was built in 2003. The property's zip code is 11971 which is in Southold, NY