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MLS ID KEY980096Last updated Jun 8, 2026

Single Family

250 Oak Road

Active · Southold · Suffolk County, NY 11956

Monthly rent$14,500/monthRequest a Showing
Bedrooms
2 Beds
Bathrooms
2 Baths
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About this home

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 JAugust 24th - September 14th still available Off Season Rate $3,500. Rental Permit # 0879

Listing snapshot

Days on site
59 days
Listed on MLS
Apr 4, 2026
Full baths
2
Half baths
0
Area source (MLS)
Other
Listing brokerage
Douglas Elliman Real Estate
MLS ID
KEY980096
Last updated
Jun 8, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Garage
No
Parking
Driveway

Interior features

Basement
Finished
Heating
Forced Air, Heat Pump
Cooling
Central Air
Interior
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)

Exterior features

Architectural style
Ranch

Schools (MLS)

Elementary school
Southold Elementary School
Elementary school district
Southold
Middle school
Southold Junior-Senior High School
Middle school district
Southold
High school
Southold Junior-Senior High School
High school district
Southold

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. First seen on this site
  2. Listing updated from MLS
  3. MLS status changed

Location

Southold · Suffolk County, NY 11956Show interactive map
250 Oak Road

Southold · Suffolk County, NY 11956

Google Maps directions

Listing data is supplied by the MLS and may change without notice.