Active
4 beds2,200 sqft
4408 Old North Rd, Southold, NY 11971
Est: $7,655/moGet pre-approved
Single FamilyProperty Type
200 acresLot Size
2003Year Built
$590/sq ftPrice per sq ft

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...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!
71 days on Market
  • Listed by: Kristy B. Naddell 631.354.8100 kristy.naddell@elliman.com • Douglas Elliman Real Estate
Last updated: 09/18/2026 11:37 AM • Source: ONEKEY as distributed by MLS GRID, MLS#: 1023884

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Location

Listing Courtesy of Douglas Elliman Real Estate, Kristy B. Naddell
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$7,655 per month

30 year fixed, 6.71% Interest

Principal and Interest

$6,713

Property Taxes

$943

HOA Dues

$0

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Property Information for 4408 Old North Road

Property Details
  • Taxes: $11,313 / year
  • MLS Type: Single Family
  • City/Township: Southold
  • Architectural Style: Traditional
  • Waterfront: No
  • Section Area: Sound Ave
Building Information
  • Year Built: 2003
  • Lot Size: 200.00 AC / 8,712,000 SF
Summary
Location and General Information
  • Village: Greenport
  • Senior Community YN: No
  • MLS District Code: 1000
  • Tax Block: 2
  • Tax Lot: 8.9
  • Property Attached: No
  • Structure Type: Detached
  • Property Condition: Actual
  • State Or Province: NY
  • Water Access YN: No
School Information
  • School District: Southold
  • Elementary School District: Southold
  • Elementary School: Southold Elementary School
  • Middle Or Junior School District: Southold
  • Middle Or Junior School: Southold Junior-Senior High School
  • High School District: Southold
  • High School: Southold Junior-Senior High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 1000-055-00-02-00-008-009
  • Tax Assessed Value: $7,200.00
  • Additional Fees: No
  • Tax Source: Municipality
  • Tax Year: 2025
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, Ceiling Fan(s), Covered, Deck, Eat in Kitchen, Formal Dining, Granite Counters, Hardwood Floors As Seen, In Basement, Inside, Living Room, Patio, Porch, Shed(s), Stone Counters, Storage, Traditional, Walk In Closet, Well, Wood Burning, Wrap Around
  • Interior Features: First Floor Bedroom, Ceiling Fan(s), Eat-in Kitchen, Formal Dining, Granite Counters, Stone Counters, Storage, Walk-In Closet(s)
  • Appliances: Dryer, Microwave, Oven, Refrigerator, Washer
  • Total Rooms: 8
  • Basement: Bilco Door(s), Full, Storage Space, Unfinished
  • Attic Description: Unfinished,Walkup
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Fireplace Features: Living Room, Wood Burning
  • Location Amenities: Hardwood Floors As Seen, 1st Fl Master Bedroom, Eat in Kitchen, Formal Dining Room, Granit Countertops, Storage, Walk In Closet, Deck, Patio, Porch
  • Laundry Features: In Basement, Inside
  • Spa: No
  • Flooring: Hardwood
  • Living Area: 2200
  • Basement: Yes
Exterior Features
  • Exterior Property Features: Covered, Deck, Patio, Porch, Wrap Around, Private, See Remarks
  • Elevation Certificate: No
  • Patio And Porch Features: Covered, Deck, Patio, Porch, Wrap Around
  • Construction Materials: Frame
  • Other Structures: Shed(s)
  • Horse: No
  • Pool Private: No
Lot Information
  • Lot Features: See Remarks
  • Additional Parcel: No
  • Site Features: See Remarks
  • Building Area Units: Square Feet
Parking
  • Parking Features: Private
  • Garage: No
  • Carport: No
Utilities
  • Cooling: None
  • Heating: Baseboard, Propane
  • Heat Fuel Type: Baseboard, Propane
  • Sewer: Cesspool
  • Water Source: Well
  • Utilities: Cable Connected, Electricity Connected, Propane, Water Connected
Green Features
  • Green Features: Dryer, Microwave, Oven, Refrigerator, Washer, Baseboard, Propane
Agent
Payment and Rate
  • Down Payment Resource: No

Property History for 4408 Old North Road

DateEvent & SourcePriceAppreciation
Sep 1, 2026

Price Change

ONEKEY #1023884

$1,299,000
Jul 13, 2026

Listed (Active)

ONEKEY #1023884

$1,385,000
DateEvent & SourcePrice
09/01/2026

Price Change

ONEKEY #1023884

$1,299,000
07/13/2026

Listed (Active)

ONEKEY #1023884

$1,385,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 4408 Old North Road

Taxable ValueLand$2,100Additions$5,100Total$7,200
Tax Record2024$10,038 ($836 / month)
Home Facts
Beds0Lot Size87,120 SqFtStyleSingle Family ResidenceZoningACCountySUFFOLKAPN1000-055.00-02.00-008.009

Schools near 4408 Old North Road

This home is within Southold Union Free School District.
Rating
School
Type
Grades
Distance
Public - K to 6
Public - 7 to 12
Rating
School
Distance
Southold Elementary School
PublicK to 6

Southold Junior Senior High School
Public7 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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4408 Old North Road is a single family home for sale in Southold, NY 11971. This property was listed for sale on July 13, 2026 by Douglas Elliman Real Estate, it's currently listed at $1,299,000. This listing's school district is Southold Union Free School District. Nearby schools include Southold Elementary School and Southold Junior Senior High School. 4408 Old North Road is a 4-bed, 3-bath, 2,200 sqft single family home built in 2003.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Douglas Elliman Real Estate, Kristy B. Naddell

Based on information submitted to the MLS GRID as of 09/18/2026 11:37 AM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. IDX information is 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. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.