$30,000 / Month

110 Sleepy Hollow Ln

,

Southold, NY 11971

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631-477-2220
  • Bedrooms

    4

  • Bathrooms

    3

  • Square Feet

    2,900 sq ft

  • Available

    Available May 23

Highlights

  • Heated Pool
  • Eat-In Gourmet Kitchen
  • Colonial Architecture
  • Radiant Floor
  • Formal Dining Room
  • En-Suite Primary Bedroom
110 Sleepy Hollow Ln
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About This Home

Available May 23

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! SUMMER 2025 - Memorial Day to Labor Day $82,500; June $25,000; July $30,000; August to Labor Day $35,000. Also Available Weekly at $7,500 Per Week with Two Week Minimum. September $12,000; October $12,000,November 2025 to May 2026 $8,000 per Month (for Single or Multiple Months). Based on information submitted to the MLS GRID as of [see last changed date above]. 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. Some IDX listings have been excluded from this website. Prices displayed on all Sold listings are the Last Known Listing Price and may not be the actual selling price.

110 Sleepy Hollow Ln is a house located in Suffolk County and the 11971 ZIP Code. This area is served by the Southold Union Free attendance zone.

* Price shown is base rent and may not include non-optional fees and utilities. Price, availability, fees, and any applicable rent special are subject to change without notice.
* Square footage definitions vary. Displayed square footage is approximate.

Home Details

Home Type

Single Family Detached Home

Year Built

Built in 1986 | Remodeled in 2025

Bedrooms and Bathrooms

En-Suite Primary Bedroom 3 Full Bathrooms 4 Bedrooms

Home Design

Colonial Architecture Frame Construction

Interior Spaces

Radiant Floor Formal Dining Room 2,900 Sq Ft Home

Kitchen

Eat-In Gourmet Kitchen Convection Oven Cooktop Microwave Dishwasher

Laundry

Dryer Washer

Listing and Financial Details

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

Lot Details

0.92 Acre Lot

Parking

2 Car Garage Off-Street Parking

Pool

Heated Pool

Schools

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

Utilities

Central Air Hot Water Heating System Cesspool

Community Details

Pet Policy

Call for details about the types of pets allowed

Contact

  • Listed by Paul Loeb CBR | Douglas Elliman Real Estate
  • Phone Number
  • Contact
  • Source
    OneKey® MLS
Information Copyright 2025, 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.
$14,214 / month $2,399,000 Listing Price
6 Beds 5.5 Baths 3,630 Sq Ft
$24,709 / month $3,799,999 Listing Price
4 Beds 5.5 Baths 6,366 Sq Ft
$7,794 / month $1,300,000 Listing Price
4 Beds 3 Baths 2,000 Sq Ft
Amenities
  • Air Conditioning
  • Smoke Free
  • Pool
City - Southold

The small hamlet of Southold is located at the far northeastern end of Long Island. Most of the community is residential, with upscale suburban-style homes composing most of the rental market. Main Road serves as the commercial backbone of Southold, lined with quaint local favorites like the Blue Duck Bakery and Founder’s Tavern.

Boating and fishing are major pastimes among the locals, with numerous marinas and boat launches all around the area providing easy access to Long Island Sound, Peconic Bay, and beyond. In addition to the local beaches, this region is packed with vineyards that are quite popular among visitors and locals alike.

Learn more about living in Southold 
Education
Colleges & Universities Distance
Colleges & Universities Distance
Drive: 39 min 21.9 mi
Drive: 120 min 34.5 mi
Drive: 129 min 38.2 mi
Drive: 170 min 74.2 mi
110 Sleepy Hollow Ln is within 39 minutes or 21.9 miles from SUNY Suffolk Co., Eastern. It is also near Connecticut College and University of Connecticut.
Schools
Public Elementary School
Grades K-6
317 Students
Attendance Zone
Public Elementary School
Grades PK-6
7 Students
Nearby
Public Middle & High School
Grades 7-12
380 Students
Attendance Zone
Private Elementary School
Grades PK-6
92 Students
Nearby
Private Elementary & Middle School
Grades PK-8
77 Students
Nearby
Private Elementary, Middle & High School
Grades PK-12
318 Students
Nearby
Transportation

110 Sleepy Hollow Ln is near Tweed/New Haven, located 77.8 miles or 176 minutes away.

Commuter Rail Distance
Commuter Rail Distance
Drive: 4 min 1.6 mi
Drive: 12 min 6.1 mi
Drive: 13 min 8.2 mi
Drive: 54 min 35.7 mi
Drive: 65 min 41.0 mi
Airports Distance
Airports Distance
Tweed/New Haven
Drive: 176 min 77.8 mi
Car-Dependent
10
Walk Score®
Out of 100
This area is considered a car-dependent area and most errands will require a car.
Minimal Transit
0
Transit Score®
Out of 100
Somewhat Bikeable
32
Bike Score®
Out of 100
You might be able to find places to ride your bike in this area, but you’ll most likely want your car for most errands.
-
-
Soundscore
Out of 100

Traffic:

-

Airport:

-

Businesses:

-

Score provided by

Scores provided by  and

Score provided by

Points of Interest

Time and distance from 110 Sleepy Hollow Ln.

Shopping Centers Distance
Shopping Centers Distance
Drive: 4 min 1.9 mi
Drive: 5 min 2.2 mi
Drive: 5 min 2.3 mi
110 Sleepy Hollow Ln has 3 shopping centers within 2.3 miles, which is about a 5-minute drive. The miles and minutes will be for the farthest away property.
Parks and Recreation Distance
Parks and Recreation Distance
Custer Institute Observatory
Walk: 9 min 0.5 mi
Red House Nature Center
Drive: 10 min 5.7 mi
East End Seaport Maritime Museum
Drive: 12 min 6.1 mi
Elizabeth A. Morton National Wildlife Refuge
Drive: 65 min 17.9 mi
South Fork Natural History Museum & Nature Center
Drive: 66 min 18.8 mi
110 Sleepy Hollow Ln has 5 parks within 18.8 miles, including Custer Institute Observatory, Red House Nature Center, and East End Seaport Maritime Museum.
Hospitals Distance
Hospitals Distance
Drive: 13 min 7.1 mi
110 Sleepy Hollow Ln is 7.1 miles and a 13 minute drive from Stony Brook Eastern Long Island Hospital.
Military Bases Distance
Military Bases Distance
Drive: 121 min 34.1 mi
Drive: 129 min 38.0 mi
110 Sleepy Hollow Ln is 34.1 miles from Fort Trumbell US Navy, and is convenient to other military bases, including New London Naval Sub Base.

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