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MLS ID KEY940357Last updated Oct 25, 2026

Single Family

110 Sleepy Hollow Lane

Active · Southold · Suffolk County, NY 11971

Monthly rent$8,000/monthRequest a Showing
Bedrooms
4 Beds
Bathrooms
3 Baths
Year built
1986
Property gallery0 / 46
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About this home

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! WINTER 2026/2027 - October 2026 - $12,000.. November 2026 to March 2027 -$8,000 per month (for single or multiple months). SPRING 2027 - April and May 2027 - $12,000 per month. SUMMER 2027 June $20,000; July (Unavailable); August to Labor Day $40,000. Permit #1281.

Listing snapshot

Days on site
59 days
Listed on MLS
Dec 2, 2025
Full baths
3
Half baths
0
Area source (MLS)
Other
Listing brokerage
Douglas Elliman Real Estate
MLS ID
KEY940357
Last updated
Oct 25, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1986
Garage
Yes
Garage spaces
2
Parking
Garage, Off Street
Water source
Public
Sewer
Cesspool
Utilities
Water Connected

Interior features

Basement
Unfinished
Heating
Hot Water, Radiant Floor
Cooling
Central Air
Interior
Chefs Kitchen, Eat-in Kitchen, Formal Dining, Primary Bathroom, Open Floorplan, Open Kitchen
Appliances
Convection Oven, Cooktop, Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Fireplace
Yes

Exterior features

Architectural style
Colonial
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. Listing updated from MLS
  2. First seen on this site
  3. MLS status changed

Location

Southold · Suffolk County, NY 11971Show interactive map
110 Sleepy Hollow Lane

Southold · Suffolk County, NY 11971

Google Maps directions

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