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4 Beds
3 Baths
1,800 sqft

$22,500/month

270 N Sea Drive, Southold NY, 11971

Price per sqft$12.50
Built in1992
Property size1,800 sqft
Property typeResidential
Courtesy of William Raveis New York LLC, Nicholas J. Planamento Listing Contact: 631-948-0143

Overview

Active

Listed Jan 3, 2026

Updated Aug 21

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.

Additional information

MLS® ID
947866
Available since
January 3, 2026

Interior Features

Bedrooms
4
Bathrooms
3
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
0.28 Acres

Other Property Details

Garage
Yes
Pets Allowed
Yes
Furnished
Yes
Pool
Yes
55+/Senior Community
No

Listings courtesy of OneKey MLS as distributed by MLS GRID

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Based on information submitted to the MLS GRID as of 9:51 PM UTC on 8/21/2026. 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.

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