Price Reduced 60.87%


Price History

$57,500
1/3/2026

$22,500
1/4/2026


270 N Sea Drive, Southold, NY, 11971

270 N Sea Drive, Southold, NY, 11971

8 rooms

4 beds

3 Full baths

1992

Colonial, Contemporary, Cottage

1,800 sqft

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.


Status:

Active

Furnished Remarks:

Furnished

Garage:

2-car

Heating:

Baseboard

Cooling:

Central Air

Basement:

Full, Storage Space, Unfinished, Walk-Out Access

Levels:

2

Parking:

Driveway

Acreage:

0.28

Construction

Frame

Utilities

Cable Available, Electricity Available, Phone Available, Propane, See Remarks, Trash Collection Private, Water Available

Waterfront:

Yes

Elementary School:

Southold Elementary School

Middle School:

Southold Junior-Senior High School

High School:

Southold Junior-Senior High School

School District:

Southold

Days on Market:

81

Pet Allowed:

Yes

Appliances:

Cooktop, Dishwasher, Dryer, Electric Oven, Freezer, Microwave, Refrigerator, Washer

Pool:

Yes

MLS #:

947866


Community Info

School Info

Walk Score

Mass Transit

Yelp