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270 N Sea Dr, Southold, NY 11971

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What This House Offers

Southold,North Fork: Endless sunsets await at this exceptional vacation rental,available year-round with flexible terms and rates. Ideally located in the... sought-after Kenny’s Beach community,this sun-drenched home is surrounded by wide sandy dunes perfect for walking,birdwatching,swimming,and relaxing days by the shore. Immaculately maintained,the residence offers 4 bedrooms and 3 full baths and serves as the perfect home away from home. Designed with entertaining in mind,the contemporary layout features vaulted ceilings and expansive outdoor decking that seamlessly blends indoor and outdoor living. The main level includes a welcoming living room with a wood-burning fireplace,front and garden access,an eat-in kitchen,dining room,den with a porch,and a primary bedroom. Upstairs,the owner’s suite features a full bath and a private terrace with beach views,along with two additional bedrooms and a full bath. Outdoor living is centered around a stunning in-ground saltwater pool,complemented by multiple entertaining areas including a private fire-pit seating area,BBQ station,outdoor dining space,and an outdoor shower—ideal for summer living. This is the backdrop for your next unforgettable summer escape. Pets are considered on an individual basis. Seasonal Rates: MD-LD Season,$65,000; July through Labor Day,$47,500; June or September,$15k; July,$22,500; August,$23,500. Inquire for off season/winter. Rental Permit #0742.

Based on information submitted to the MLS GRID as of [see last changed date above]. 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. Some IDX listings have been excluded from this website. Prices displayed on all Sold listings are the Last Known Listing Price and may not be the actual selling price.

Unit

  • 4 Beds
  • 3 Baths
  • 1800 sq. ft.
  • Available Now

Home Features

  • Air Conditioning
  • Smoke Free

270 N Sea Dr is located in Southold, New York in the 11971 zip code.

Rental Fees and Pet Policies

The fees below are based on community-supplied data and may exclude additional fees and utilities.

One-Time Basics

Due at Move-In

  • Security Deposit - Refundable
    N/A one-time

Home Details

Home Design

  • Built in 1992
  • Colonial Architecture
  • Contemporary Architecture
  • Cottage
  • Single Family Detached Home
  • Frame Construction
  • Entry on the 1st floor

Interior Spaces

  • Open Floorplan
  • Living Room with Fireplace
  • Cathedral Ceiling
  • Furnished
  • Built-In Features
  • Recessed Lighting
  • Entrance Foyer
  • Storage
  • Chandelier
  • Ceiling Fan
  • Central Vacuum
  • 1800 Sq Ft Home
  • 2-Story Property

Kitchen

  • Gourmet Galley Kitchen
  • Electric Oven
  • Kitchen Island
  • Freezer
  • Cooktop
  • Microwave
  • Dishwasher

Bedrooms and Bathrooms

  • Main Floor Bedroom
  • Bathroom on Main Level
  • En-Suite Primary Bedroom
  • 3 Full Bathrooms
  • 4 Bedrooms
  • 4 Bedrooms | 3 Bathrooms

Laundry

  • Dryer
  • Washer

Basement

  • Walk-Out Basement
  • Basement Fills Entire Space Under The House
  • Unfinished Basement
  • Basement Storage

Parking

  • 2 Car Garage
  • Driveway

Pool

  • Private Pool

Outdoor Features

  • Beach Access
  • Water Access

Lot Details

  • Home fronts a sound
  • 0.28 Acre Lot

Schools

  • Southold Elementary School
  • Southold Junior-Senior High Middle School
  • Southold Junior-Senior High School

Utilities

  • Central Air
  • Baseboard Heating
  • Propane
  • Cable TV Available
  • Electricity Available
  • Phone Available
  • Public Water Source
  • Water Available
  • Trash Collection
  • Septic Tank

Listing and Financial Details

  • Exclusions: utilities, insurance
  • Assessor Parcel Number 1000-054-00-05-00-050-000

Community Details

Pet Policy

  • Pets Allowed

Explore Commute Options

Destination Address
  • Drive Time
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  • Walk Time
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  • Bike Ride Time
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  • Public Transit
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What's nearby 270 N Sea Dr

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Get In Touch

Property Address:
270 N Sea Dr,
Southold, NY 11971
Listed by
Nicholas J. Planamento | William Raveis New York LLC
Phone Number: (631) 298-0600
MLSLongIsland#NY

Information Copyright 2026, OneKey® MLS. All Rights Reserved. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.

Neighborhood Scores

Walk Score ®

Car-Dependent4 / 100

Bike Score ®

Somewhat Bikeable29 / 100

Travel and Transit

Commuter Rail
4 min Drive
Long Island Rail Road
Commuter Rail
12 min Drive
Long Island Rail Road

Local Education

Primary and Secondary Schools

7 rating

Southold Elementary School

Grades K-6

Public

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Our Lady Of Mercy Regional School

Grades PK-6

Private

4 rating

Greenport Elementary School

Grades PK-6

Public

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The Hayground School

Grades PK-8

Private

6 rating

Southold Junior-Senior High School

Grades 7-12

Public

Data provided by GreatSchools.org 2024 © 2024. All rights reserved.

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Discover Outlying Eastern Suffolk, Southold, NY

Shopping Centers

Shoppers will appreciate 270 N Sea Dr proximity to Lighthouse Center, Southold Square, and Village Of Southold. Lighthouse Center is 1.2 miles away, and Southold Square is within a 39 minute walk.

Parks and Recreation

Recreational activities near 270 N Sea Dr are plentiful. Discover 1 park within 2.2 miles, including Custer Institute Observatory.

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