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$1,385,000 Just Listed
Property Description
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!
Full Property Details
Full Property Details for 4408 Old North Rd
General
- Price: $1,385,000
- Taxes: $11,183
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 1023884
- Updated: Today (7/13/2026)
- Added to Site: Today
Interior
- Number of Rooms: 8
- Interior Features: First Floor Bedroom, Ceiling Fan(s), Eat-in Kitchen, Formal Dining, Granite Counters, Stone Counters, Storage, Walk-In Closet(s)
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Living Room, Wood Burning
- Appliances: Dryer, Microwave, Oven, Refrigerator, Washer
- Laundry Facilities: Yes
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: In Basement, Inside
Exterior
- Porch/Patio/Deck: Covered, Deck, Patio, Porch, Wrap Around
Parking
- Parking Features: Private
Location
- County: Suffolk County
- Cross Streets: Sound Ave
School Information
- High School District: Southold
- Elementary School: Southold Elementary School
- Middle School: Southold Junior-Senior High School
- High School: Southold Junior-Senior High School
Heating & Cooling
- Cooling Type: None
- Heating Type: Baseboard, Propane
Utilities
- Sewer: Cesspool
- Water: Well
- Utility Description: Cable Connected, Electricity Connected, Propane, Water Connected
Structural Information
- Architectural Style: Traditional
- Detached/Attached: Detached
- Construction: Frame
- Basement: Yes
- Basement Desc.: Bilco Door(s), Full Basement, Storage Space, Unfinished
- Unfinished Attic: Yes
- Sq. Ft. Source: CubiCasa
- Year Built: 2001
Additional Structures
- Other Structures: Shed(s)
Lot Features
- Lot Size (Acres): 2
- Lot Size (Sq. Ft.): 8,712,000
- Lot Features: See Remarks
Financial Considerations
- Tax Amount: $11,183
Disclosures and Reports
- Special Conditions: None
- Property ID: 1000-055-00-02-00-008-009
- Block: 2
- Lot Number: 8.9
Listed by Douglas Elliman Real Estate
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Schools
Schools serving 4408 Old North Rd
School District:Southold Union Free School District
| Name | Grades | Distance |
|---|---|---|
Southold Elementary School 420 Oaklawn Avenue, Southold, NY 11971 | K-6 | 1.2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 4408 Old North Rd
Date
Details
Price
Change
Source
7/13/2026
Listed
$1,385,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 4408 Old North Rd
Year
Property Taxes
Change
Tax Assessment
Change
2024
$10,038
100%
$7,200
—
2020
-100%
$7,200
—
2022
$9,751
4%
$7,200
—
2021
$9,413
1%
$7,200
—
2020
$9,306
3%
$7,200
—
2018
$9,057
2%
$7,200
—
2017
$8,854
1%
$7,200
—
2016
$8,772
4%
$7,200
—
2015
$8,450
1%
$7,200
—
2015
$8,360
4%
$7,200
—
2014
$8,049
1%
$7,200
—
2013
$7,998
—
$7,200
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 4408 Old North Rd
4408 Old North Road, Southold, NY 11971 (MLS# 1023884) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 4408 Old North Road is currently listed for $1,385,000 and was received on July 13, 2026. Want to learn more about 4408 Old North Road? Do you have questions about finding other Single Family real estate for sale in Southold? You can browse all Southold real estate or contact a Coldwell Banker agent to request more information.