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$1,299,000

4408 Old North Rd

Southold, NY
Pending
4
Bedrooms
2.5
Bathrooms
2.0
Lot Size (acres)
2003
Year Built
97
Days On Market

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!

Listing Information

Listing Updated
9 days ago
Listed By
Kristy B. Naddell · Douglas Elliman Real Estate, 6313548100
MLS#
1023884
Source
OneKey MLS
Status
Pending

Facts & Features

Location

Community Information

Address
4408 Old North Rd, Southold, NY 11971
City
Southold
County
Suffolk
Zip Code
11971

Architecture

Bedrooms
4
Bathrooms
2.5
Year Built
2003
Style
Traditional
Construction Materials
Frame
Garage Spaces
0
Parking Features
Private

Features & Amenities

Interior Features
Ceiling Fan(s), Eat-in Kitchen, Walk-In Closet(s), Storage, Granite Counters, Stone Counters
Appliances
Dryer, Microwave, Refrigerator, Washer, Oven
Flooring
Hardwood
Patio and Porch
Covered, Patio, Deck, Wrap Around, Porch
Cooling
None
Heating
Baseboard, Propane

Property Features

Lot Size
2 Acres
Lot Features
See Remarks
Water
Public, Private, Well
Sewer
Cesspool
Utilities
Cable Connected, Electricity Connected, Water Connected, Propane

Square Footage

Total
2,200 sq. ft.

Tax & Financial Information

List Price
$1,299,000
Annual Taxes
$11,313

Schools

55/100
Southold Elementary School
Elementary · Grades KG–06 · 1.4 mi
Assigned school for this home
City
Southold
Students
333
Student body
63% White · 32% Hispanic / Latino · 2% Asian
Free/reduced lunch
34%
Phone
(631) 765-5400
55/100
Southold Junior-Senior High School
High · Grades 07–12 · 1.2 mi
Assigned school for this home
City
Southold
Students
456
Student body
63% White · 32% Hispanic / Latino · 3% Asian
Free/reduced lunch
31%
Phone
(631) 765-5081
100/100
Greenport Elementary School
Elementary · Grades PK–06 · 3.4 mi
City
Greenport
Students
331
Student body
60% Hispanic / Latino · 25% White · 8% Black
Free/reduced lunch
80%
Phone
(631) 477-1950
75/100
Mattituck-Cutchogue Elementary School
Elementary · Grades KG–06 · 4.3 mi
City
Cutchogue
53/100
Shelter Island School
7th & Above · Grades PK–12 · 4.7 mi
City
Shelter Island
51/100
Greenport High School
High · Grades 07–12 · 3.4 mi
City
Greenport

School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.

Historical Data

Price History

DateEventPrice
09/01/2026Price change$1,299,000
07/13/2026Listed for sale$1,385,000

Listed by Kristy B. Naddell · Douglas Elliman Real Estate · 6313548100

Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, OneKey MLS. All rights reserved.

Last Updated: October 9, 2026 at 7:13 AM | Source: OneKey MLS | MLS#: 1023884

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