Rental Registration #: 0742 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, $15,000; July, $22,500; August, $23,500. Inquire for off season/winter. Rental Permit #0742.
House for rent
$15,000/moFees may apply
270 N Sea Dr, Southold, NY 11971
4beds
1,800sqft
Price may not include required fees and charges. Learn more|
Singlefamily
Available now
Air conditioner, central air
Attached garage parking
Central, fireplace
What's special
Two additional bedroomsPrimary bedroomOutdoor dining spacePrivate fire-pit seating areaStunning in-ground saltwater poolFront and garden accessExpansive outdoor decking
- 224 days |
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Listing updated:
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Rooms
- Room types: Family Room
Heating
- Central, Fireplace
Cooling
- Air Conditioner, Central Air
Features
- Has basement: Yes
- Has fireplace: Yes
Interior area
- Total interior livable area: 1,800 sqft
Property
Parking
- Parking features: Attached, Garage
- Has attached garage: Yes
- Details: Contact manager
Features
- Stories: 2
- Exterior features: Basement
- Has private pool: Yes
- Pool features: Pool
- Has view: Yes
- View description: Water View
Details
- Additional structures: Garage(s)
- Parcel number: 1000054000500050000
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: SingleFamily
Condition
- Year built: 1992
Community & HOA
Community
- Features: Pool
HOA
- Amenities included: Pool
Location
- Region: Southold
Financial & listing details
- Lease term: Contact For Details
Price history
| Date | Event | Price |
|---|---|---|
| 1/4/2026 | Listed for rent | $15,000-33.3%$8/sqft |
Source: Zillow Rentals Report a problem | ||
| 9/23/2025 | Listing removed | $22,500$13/sqft |
Source: OneKey® MLS as distributed by MLS GRID #841171 Report a problem | ||
| 9/1/2025 | Listed for rent | $22,500$13/sqft |
Source: OneKey® MLS as distributed by MLS GRID #841171 Report a problem | ||
| 9/1/2025 | Listing removed | $22,500$13/sqft |
Source: Zillow Rentals Report a problem | ||
| 3/28/2025 | Listed for rent | $22,500+104.5%$13/sqft |
Source: OneKey® MLS as distributed by MLS GRID #841171 Report a problem | ||
| 9/28/2019 | Listing removed | $11,000$6/sqft |
Source: Mattituck #112233 Report a problem | ||
| 9/23/2019 | Price change | $11,000-32.3%$6/sqft |
Source: Mattituck #112233 Report a problem | ||
| 7/18/2019 | Price change | $16,250-22.6%$9/sqft |
Source: Mattituck #112233 Report a problem | ||
| 7/4/2019 | Price change | $21,000+15.6%$12/sqft |
Source: Mattituck #112233 Report a problem | ||
| 4/23/2019 | Price change | $18,166+45.3%$10/sqft |
Source: Mattituck #112233 Report a problem | ||
| 2/22/2019 | Listed for rent | $12,500+38.9%$7/sqft |
Source: Town & Country Real Estate Mattituck Office #112233 Report a problem | ||
| 7/22/2016 | Listing removed | $9,000-10%$5/sqft |
Source: Corcoran #2835419 Report a problem | ||
| 3/14/2016 | Listed for rent | $10,000+233.3%$6/sqft |
Source: Corcoran #2835419 Report a problem | ||
| 8/31/2014 | Listing removed | $3,000$2/sqft |
Source: Daniel Gale Sothebys Intl Rlty #2569089 Report a problem | ||
| 3/29/2014 | Listed for rent | $3,000-25%$2/sqft |
Source: Daniel Gale Sothebys Intl Rlty #2569089 Report a problem | ||
| 1/11/2014 | Listing removed | $4,000$2/sqft |
Source: Daniel Gale Sothebys Intl Rlty #2569089 Report a problem | ||
| 7/30/2013 | Listed for rent | $4,000$2/sqft |
Source: Daniel Gale Sotheby's International Realty #2569089 Report a problem | ||
| 5/14/2013 | Listing removed | $4,000$2/sqft |
Source: Daniel Gale Agency Inc #2569089 Report a problem | ||
| 3/30/2013 | Listed for rent | $4,000$2/sqft |
Source: Daniel Gale Agency Inc #2569089 Report a problem | ||
| 11/9/2010 | Sold | $706,000+104.6%$392/sqft |
Source: Public Record Report a problem | ||
| 2/9/2000 | Sold | $345,000$192/sqft |
Source: Public Record Report a problem | ||
Neighborhood: 11971
Nearby schools
GreatSchools rating
- 6/10Southold Elementary SchoolGrades: K-6Distance: 1.5 mi
- 6/10Southold Junior Senior High SchoolGrades: 7-12Distance: 1.5 mi







