$12,000 /month

110 Sleepy Hollow Ln, Southold, NY 11971

Last Updated: Today

What This House Offers

Discover this stunningly renovated 4-bedroom,3-bath home,offering an expansive open floor plan,a cozy den,and a versatile bonus room. Designed for both comfort and style,the chef’s kitchen includes a massive eat-in-quartz island and boasts top-of-the-line Fisher & Paykel appliances,including a double-drawer dishwasher,induction cooktop,and convection oven. Perfect for entertaining and everyday living,this home features multiple dining areas (indoors,outdoors,and in a charming screened porch). Utilize easy work-from-home options with several dedicated spaces,while the heated 18' x 36' pool and lush,inviting lawn just shy of a full acre provide the ultimate setting for summer relaxation. Nestled on a quiet residential street,this exceptional home is just a short distance from beautiful beaches,vibrant downtown shops,and many restaurants and wineries. A perfect blend of modern convenience and coastal charm—this is a home you won’t want to miss! 2026 - Labor Day thru September $12,000; October $12,000; November 2026 through March 2027 (single or multiple months) $8,000. Permit #1281. MLS ID KEY940357

Unit

$12,000 /month
4 Beds
3 Baths
2,900 Sq. Ft.
Available Now

Home Features

  • Air Conditioning

110 Sleepy Hollow Ln is a single-family home for rent in Southold, NY

* 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.

Fees & Policies

The fees below are based on community-supplied data and may exclude additional fees and utilities.

One-Time Basics

Due at Move-In

  • Security Deposit - Refundable
    $25

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.

Home Details

Home Design

  • Built in 1986 | Remodeled in 2025
  • Colonial Architecture
  • Single Family Detached Home
  • Frame Construction
  • Entry on the 1st floor

Interior Spaces

  • Open Floorplan
  • Formal Dining Room
  • Fireplace
  • 2900 Sq Ft Home

Kitchen

  • Eat-In Gourmet Kitchen
  • Convection Oven
  • Cooktop
  • Microwave
  • Dishwasher

Flooring

  • Radiant Floor

Bedrooms and Bathrooms

  • En-Suite Primary Bedroom
  • 3 Full Bathrooms
  • 4 Bedrooms
  • 4 Bedrooms | 3 Bathrooms

Laundry

  • Dryer
  • Washer

Basement

  • Unfinished Basement

Parking

  • 2 Car Garage
  • Off-Street Parking

Pool

  • Heated Pool

Lot Details

  • 40075 Sq Ft Lot
  • Back Yard Fenced

Schools

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

Utilities

  • Central Air
  • Hot Water Heating System
  • Public Water Source
  • Water Connected
  • Cesspool

Listing and Financial Details

  • Legal Lot and Block 10.6 / 1
  • Assessor Parcel Number 1000-078-00-01-00-010-006

Community Details

Pet Policy

  • Call for details about the types of pets allowed

Explore Commute Options

Drive Time
Walk Time
Bike Ride Time
Public Transit

What's nearby 110 Sleepy Hollow Ln

Get In Touch

Property Address:
110 Sleepy Hollow Ln,
Southold, NY 11971
Listed by
Paul Loeb CBR | Douglas Elliman Real Estate
Phone Number: (631) 477-2220
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.

Area Scores

Walkability

Somewhat walkable

Transit

Minimal public transit

Driveability

Exceptionally drivable

Bikeability

Fairly bikeable

Scores provided by

Soundscore

Active

Scores provided by

Travel and Transit

Commuter Rail

4 min Drive

Long Island Rail Road

Commuter Rail

13 min Drive

Long Island Rail Road

Local Education

Primary and Secondary Schools

GreatSchools rating: 6 out of 10

Southold Elementary School

Grades K-5

Public

GreatSchools rating: 6 out of 10

Greenport Elementary School

Grades PK-5

Public

Not rated

New Suffolk School

Grades PK-6

Public

Not rated

Our Lady Of Mercy Regional School

Grades PK-5

Private

Not rated

Peconic Community School

Grades PK-8

Private

GreatSchools rating: 6 out of 10

Southold Junior Senior High School

Grades 6-12

Public

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

GreatSchools

Discover Outlying Eastern Suffolk, Southold, NY

Shopping Centers

Shoppers will appreciate 110 Sleepy Hollow Ln proximity to Feather Hill Village and Lighthouse Center. Feather Hill Village is 1.4 miles away, and Lighthouse Center is within a 34 minute walk.

Parks and Recreation

Recreational activities near 110 Sleepy Hollow Ln are plentiful. Discover 1 park within 0.5 miles, including Custer Institute Observatory.

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Contact This Property

(631) 477-2220