1,550 Sq. Ft.
$112 / Sq. Ft.
1,550
Sq. Ft.
$112
per Sq. Ft.

Description

New Suffolk charming 2-bedroom cottage invites you to spend the summer immersed in one of the North Fork’s most sought-after and picturesque hamlets. Thoughtfully reimagined, this 2-bedroom, 2-bath home has been fully refreshed to blend timeless coastal charm with modern comfort—creating the perfect retreat to relax, unwind, and truly enjoy the season. Inside, you’ll find a light-filled interior with an easy, flowing layout designed for summer living. The updated kitchen and living spaces feel both...New Suffolk charming 2-bedroom cottage invites you to spend the summer immersed in one of the North Fork’s most sought-after and picturesque hamlets. Thoughtfully reimagined, this 2-bedroom, 2-bath home has been fully refreshed to blend timeless coastal charm with modern comfort—creating the perfect retreat to relax, unwind, and truly enjoy the season. Inside, you’ll find a light-filled interior with an easy, flowing layout designed for summer living. The updated kitchen and living spaces feel both elevated and inviting, ideal for quiet mornings or hosting friends after a day by the water. Step outside and enjoy the peaceful setting—whether it’s morning coffee or afternoons in the sun, or evenings under the stars. The home captures that effortless North Fork lifestyle where everything feels just a little slower, a little quieter, and a lot more enjoyable. Perfectly positioned just moments from New Suffolk’s beloved Sound-front sandy beach—arguably one of the most serene and swimmable stretches on the North Fork—you’re also a short distance to two of Long Island’s finest dining and waterfront destinations: Legends Restaurant and Minnows. Spend your days at the beach, your afternoons exploring nearby vineyards and farm stands, and your evenings enjoying unforgettable sunset dining. This is summer on the North Fork at its best—effortless, elevated. Remaining Availability for the season June 1st - 15th $6000 / August 1st - 31st $14,500 / August - LDW $16,500 / Off Season Rate $3,500
  1. Listed by Kieran Collings • Douglas Elliman Real Estate
    P: (631)-354-8100 C: (917)-972-5383 kieran.collings@elliman.com
  2. Listed by Biky R. Pizarro • Douglas Elliman Real Estate
    P: (631)-354-8100 C: (631)-346-5200 biky.pizarro@elliman.com

Property Details for 250 Oak Road

City/Township
Southold
Architectural Style
Ranch
Waterfront
No
Pets Allowed
Call
LISTING UPDATED: 04/05/2026 03:11 AM

Property Details for 250 Oak Road

StatusActive
MLS #980096
Days on Market6
Rental Incentives-
Costs & Fees-
Available Date06/01/2026
Lease TermLease Length: Short Term/Seasonal
Furnished-
Property TypeSingle Family
MLS TypeSingle Family Residence
Year Built-
Lot Size0.34 AC / 14,810 SF
CountySuffolk County

Location

Listing Courtesy of Douglas Elliman Real Estate, Kieran Collings; Douglas Elliman Real Estate, Biky R. Pizarro
Add your commute

Building Information for 250 Oak Road

Stories-Year Built-Building Size-Lot Size0.34 AC / 14,810 SF

Property Information for 250 Oak Road

Summary
Location and General Information
  • Senior Community YN: No
  • Property Attached: No
  • Structure Type: false
  • Permit Number: 0879
  • Permit Required: Yes
  • Permit Expiration Date: 2027-05-27
  • State Or Province: NY
  • Months Or Seasons Available: Memorial - Labor
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 Term: Short Term/Seasonal
Unit Information
Unit Information
  • Building Units Total: 1
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 1000-117-00-02-00-002-000
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, Beamed Ceilings, Breakfast Bar, Cathedral/Vaulted/High Ceiling, Eat in Kitchen, First Floor Full Bath, High Ceilings, Kitchen Island, Open Floorplan, Ranch
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Breakfast Bar, Cathedral Ceiling(s), Eat-in Kitchen, High Ceilings, Kitchen Island, Open Floorplan
  • Appliances: Gas Cooktop, Gas Oven, Microwave, Stainless Steel Appliance(s)
  • Total Rooms: 7
  • Basement: Finished
  • Attic Description: Unfinished
  • Location Amenities: Stainless Steel Appliances, 1st Fl Master Bedroom, Cathedral/Vaulted/High Ceiling, Eat in Kitchen, High Ceilings, Island Kitchen
  • Living Area: 1,550.00
  • Basement: Yes
Exterior Features
  • Exterior Property Features: Driveway
  • Elevation Certificate: No
  • Entry Level: 1
Lot Information
  • Building Area Units: Square Feet
Parking
  • Parking Features: Driveway
  • Garage: No
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Forced Air, Heat Pump
  • Heat Fuel Type: Forced Air, Heat Pump
Green Features
  • Green Features: Gas Cooktop, Gas Oven, Microwave, Stainless Steel Appliance(s), Forced Air, Heat Pump

Property History for 250 Oak Road

DateEvent & SourcePriceAppreciation
Apr 4, 2026

Listed (Active)

ONEKEY #980096

$14,500
Sep 15, 2018

Expired

ONEKEY #2664909

$4,990
Dec 11, 2017

Withdrawn

ONEKEY #2664909

Apr 17, 2014

Listed (Active)

ONEKEY #2664909

$11,000
Apr 17, 2014

Listed (Active)

ONEKEY #2664909

$11,000
DateEvent & SourcePrice
04/04/2026

Listed (Active)

ONEKEY #980096

$14,500
09/15/2018

Expired

ONEKEY #2664909

$4,990
12/11/2017

Withdrawn

ONEKEY #2664909

04/17/2014

Listed (Active)

ONEKEY #2664909

$11,000
04/17/2014

Listed (Active)

ONEKEY #2664909

$11,000

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

Schools near 250 Oak Road

Rating
School
Type
Grades
Distance
Private - PK to 6
Rating
School
Distance
Our Lady Of Mercy Regional School
PrivatePK to 6

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.

250 Oak Road is available for rent in New Suffolk, NY 11956. This property was listed on April 4, 2026 by Douglas Elliman Real Estate, it's currently listed at $14,500. Nearby schools include Our Lady Of Mercy Regional School. 250 Oak Road is a 2-bed, 2-bath, 1,550 sqft a property.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the owner. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Douglas Elliman Real Estate, Kieran Collings; Douglas Elliman Real Estate, Biky R. Pizarro

Based on information submitted to the MLS GRID as of 04/05/2026 03:11 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.