• Primary Photo - 270 N Sea Dr
  • Building Photo - 270 N Sea Dr
    Building Photo - 270 N Sea Dr
  • Building Photo - 270 N Sea Dr
    Building Photo - 270 N Sea Dr
$22,500 / Month

270 N Sea Dr

,

Southold, NY 11971

Share Listing
Favorites
631-298-0600

  • Bedrooms

    4

  • Bathrooms

    3

  • Square Feet

    1,800 sq ft

  • Available

    Available Now

Highlights

  • Beach Access
  • Home fronts a sound
  • Private Pool
  • Gourmet Galley Kitchen
  • Open Floorplan
  • Colonial Architecture
270 N Sea Dr
Share Listing
Favorites

About This Home

Available Now

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. MLS ID KEY947866 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.

270 N Sea Dr is a house located in Suffolk County and the 11971 ZIP Code. This area is served by the Southold Union Free School District attendance zone.

* Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. Price, availability, fees, and any applicable rent special are subject to change without notice.
* Square footage definitions vary. Displayed square footage is approximate.

Home Details

Home Type

Single Family Detached Home

Year Built

Built in 1992

Bedrooms and Bathrooms

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

Home Design

Colonial Architecture Contemporary Architecture Cottage 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 1,800 Sq Ft Home 2-Story Property

Kitchen

Gourmet Galley Kitchen Electric Oven Kitchen Island Freezer Cooktop Microwave Dishwasher

Laundry

Dryer Washer

Listing and Financial Details

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

Lot Details

Home fronts a sound 12,197 Sq Ft Lot

Outdoor Features

Beach Access Water Access

Parking

2 Car Garage Driveway

Pool

Private Pool

Schools

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

Unfinished Basement

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

Utilities

Central Air Baseboard Heating Propane Cable TV Available Phone Available Septic Tank

Community Details

Pet Policy

Pets Allowed

Fees and Policies

The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.

  • One-Time Basics
    • Due at Move-In
      • Security Deposit - Refundable
        Charged per unit.
        $0

Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

Contact

  • Listed by Nicholas J. Planamento | William Raveis New York LLC
  • Phone Number
  • Contact
  • Source
    OneKey® MLS
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.
Location Get Directions
| Edit
Edit Commute

Under 30 minutes

Commute Time is calculated at rush hour.
City - Southold

Southold, New York sits near the tip of Long Island's North Fork, where vineyards line the back roads and the Long Island Sound is never far from view. This town has a distinct identity shaped by agriculture, maritime heritage, and a slower pace of life that sets it apart from the bustle of metro New York, roughly 80 miles to the west. Unlike the Hamptons to the south, Southold has held onto a grounded character that draws people looking for a more sedate, rooted location.

The town stretches across several hamlets, including Cutchogue, Peconic, and Mattituck, each with its own personality but all connected by a strong sense of place. North Fork wineries and farm stands have brought steady attention to the area, helping fuel a modest but consistent local economy. Stony Brook Southampton and other East End institutions add an educational presence to the broader region.

Rentals here lean toward single-family homes, cottages, and smaller apartment communities tucked within the hamlets.

Learn more about living in Southold 
Amenities
  • Air Conditioning
  • Smoke Free
Education
Colleges & Universities Distance
Colleges & Universities Distance
SUNY Suffolk Co., Eastern
Drive: 38 min 21.8 mi
Connecticut College
Drive: 119 min 34.1 mi
University of Connecticut
Drive: 127 min 37.8 mi
Yale University, Main Campus
Drive: 169 min 74.1 mi
270 N Sea Dr is within 38 minutes or 21.8 miles from SUNY Suffolk Co., Eastern. It is also near Connecticut College and University of Connecticut.
Schools
Southold Elementary School
Public Elementary School
Grades K-5
305 Students
Attendance Zone
Greenport Elementary School
Public Elementary School
Grades PK-5
326 Students
Nearby
Southold Junior Senior High School
Public Middle & High School
Grades 6-12
334 Students
Attendance Zone
Ross School
Private Elementary, Middle & High School
Grades PK-12
362 Students
Nearby
The Hayground School
Private Elementary & Middle School
Grades PK-8
87 Students
Nearby
Our Lady Of Mercy Regional School
Private Elementary School
Grades PK-5
92 Students
Nearby
School data provided by The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.

View GreatSchools Rating Methodology

Data provided by GreatSchools.org © 2026. All rights reserved.
Transportation

270 N Sea Dr is near Tweed/New Haven, located 77.4 miles or 174 minutes away.

Commuter Rail Distance
Commuter Rail Distance
Southold Station
Drive: 4 min 2.1 mi
Greenport Station
Drive: 12 min 6.5 mi
Mattituck Station
Drive: 12 min 8.0 mi
Southampton Station
Drive: 54 min 35.6 mi
Bridgehampton Station
Drive: 64 min 40.9 mi
Airports Distance
Airports Distance
Tweed/New Haven
 Drive: 174 min 77.4 mi
Getting Around
Somewhat Walkable
Walkability
20 / 100
Minimal Public Transit
Transit
0 / 100
Exceptionally Drivable
Drivability
90 / 100
Somewhat Bikeable
Bikeability
30 / 100

Scores provided by

What do Walkability, Transit, Drivability, and Bikeability mean? Walkability measures the walking distance to day-to-day needs. Transit measures access to public transportation. Drivability measures congestion, parking availability, and access to major roads. Bikeability measures the suitability for cycling. How It Works
-
Soundscore™
- / 100

Traffic

-

Airport

-

Businesses

-

Scores provided by

HowLoud What is a Sound Score Rating? A Sound Score Rating aggregates noise caused by vehicle traffic, airplane traffic and local sources. How It Works
Points of Interest

Time and distance from 270 N Sea Dr.

Shopping Centers Distance
Shopping Centers Distance
Lighthouse Center
Drive: 2 min 1.2 mi
Southold Square
Drive: 3 min 1.8 mi
Village Of Southold
Drive: 4 min 1.9 mi
270 N Sea Dr has 3 shopping centers within 1.9 miles, which is about a 4-minute drive. The miles and minutes will be for the farthest away property.
Parks and Recreation Distance
Parks and Recreation Distance
Custer Institute Observatory
 Drive: 5 min 2.2 mi
Red House Nature Center
 Drive: 9 min 5.3 mi
East End Seaport Maritime Museum
 Drive: 12 min 6.5 mi
Elizabeth A. Morton National Wildlife Refuge
 Drive: 65 min 18.2 mi
270 N Sea Dr has 4 parks within 18.2 miles, including Custer Institute Observatory, Red House Nature Center, and East End Seaport Maritime Museum.
Hospitals Distance
Hospitals Distance
Stony Brook Eastern Long Island Hospital
Drive: 11 min 6.6 mi
270 N Sea Dr is 6.6 miles and a 11 minute drive from Stony Brook Eastern Long Island Hospital.
Military Bases Distance
Military Bases Distance
Fort Trumbell US Navy
Drive: 120 min 33.6 mi
New London Naval Sub Base
Drive: 128 min 37.6 mi
Naval & Marine Reserve Center
Drive: 184 min 79.7 mi
270 N Sea Dr has 3 military bases within 79.7 miles, the nearest is Fort Trumbell US Navy which is 33.6 miles away and a 120 minute drive.

You May Also Like

Similar Rentals Nearby

  • 4 Beds, 2.5 Baths, 2,784 sq ft
    $6,000
    Total Monthly Price
    1 Month Lease
    Total Monthly Price New
    Prices include all required monthly fees.
    17 Mallard Dr
    17 Mallard Dr, Old Saybrook, CT 06475
  • 4 Beds, 4 Baths, 1,600 sq ft
    $18,000
    Total Monthly Price
    Total Monthly Price New
    Prices include all required monthly fees.
    850 3rd St
    850 3rd St, New Suffolk, NY 11956
  • 4 Beds, 2 Baths, 2,200 sq ft
    $3,500
    Total Monthly Price
    Total Monthly Price New
    Prices include all required monthly fees.
    11930 Main Rd
    11930 Main Rd, East Marion, NY 11939
  • 5 Beds, 4 Baths, 2,168 sq ft
    $20,000
    Total Monthly Price
    Total Monthly Price New
    Prices include all required monthly fees.
    20 Stuart Ct
    20 Stuart Ct, Hampton Bays, NY 11946
  • 4 Beds, 3 Baths, 1,932 sq ft
    $11,000
    Total Monthly Price
    Total Monthly Price New
    Prices include all required monthly fees.
    8 Wakeman Ct
    8 Wakeman Ct, Hampton Bays, NY 11946
  • 4 Beds, 3 Baths, 2,632 sq ft
    $3,500
    Total Monthly Price
    Total Monthly Price New
    Prices include all required monthly fees.
    7 Egypt Ln
    7 Egypt Ln, Clinton, CT 06413
Report an Issue Print Get Directions