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MLS ID KEY947866Last updated Mar 25, 2026

Single Family

270 Sea Drive

Active · Southold · Suffolk County, NY 11971

Monthly rent$22,500/monthRequest a Showing
Bedrooms
4 Beds
Bathrooms
3 Baths
Year built
1992
Property gallery0 / 21
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About this home

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.

Listing snapshot

Days on site
59 days
Listed on MLS
Jan 3, 2026
Full baths
3
Half baths
0
Area source (MLS)
Public Records
Listing brokerage
William Raveis New York LLC
MLS ID
KEY947866
Last updated
Mar 25, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1992
Garage
Yes
Garage spaces
2
Parking
Driveway
Water source
Public
Sewer
Septic Tank
Utilities
Cable Available, Electricity Available, Phone Available, Propane, See Remarks, Trash Collection Private, Water Available

Interior features

Basement
Full, Storage Space, Unfinished, Walk-Out Access
Heating
Baseboard
Cooling
Central Air
Interior
First Floor Bedroom, First Floor Full Bath, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Chandelier, Chefs Kitchen, Eat-in Kitchen, Entrance Foyer, High Ceilings, Kitchen Island, Open Floorplan, Pantry, Primary Bathroom, Recessed Lighting, Storage, Walk Through Kitchen, Washer/Dryer Hookup
Appliances
Cooktop, Dishwasher, Dryer, Electric Oven, Freezer, Microwave, Refrigerator, Washer
Fireplace
Yes
Fireplaces
1

Exterior features

Architectural style
Colonial, Contemporary, Cottage
Construction materials
Frame
Private pool
Yes

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 11971Show interactive map
270 Sea Drive

Southold · Suffolk County, NY 11971

Google Maps directions

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