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Highlights

  • Outdoor dining areas
  • Multiple dining areas
  • Quiet residential street
  • Expansive open floor plan
  • Indoor dining areas
  • Double-drawer dishwasher

Location

110 Sleepy Hollow Ln, Southold, NY 11971, USA

Tour 110 Sleepy Hollow Ln

Contact

Paul Loeb CBR

Douglas Elliman Real Estate

(631) 477-2220

Amenities for 110 Sleepy Hollow Ln

Features

Central AirDen
Radiant Floor

Appliances

DishwasherIn-Unit Laundry

Community

Exterior Type: FrameLaundry Room

Grounds

Garage ParkingOutdoor Space
Swimming Pool

Other

Architecture Style: ColonialHot Water Heating
Twelve Rooms
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.

Policies and fees

Applicants

Applicants

One-time.

Contact Property

REQUIRED FEES

Security Deposit

One-time. Refundable.

Contact Property

About 110 Sleepy Hollow Ln

HomeHouses in Southold 110 Sleepy Hollow Ln, Southold, NY 11971, USA

Property Status: Active 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. Office Phone: (631) 553-5255 Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.


Go to property website

Property highlights

We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.

How 110 Sleepy Hollow Ln compares to other nearby properties.

Positives

Elementary school nearby
There is an elementary school 0.9 miles away
High school nearby
There is a high school 0.9 miles away
Less expensive
The 4-bedrooms are cheaper than other similar listings nearby
Images Available
There are at least 10 photos of this property
Pool
Enhanced community features

Address details

Zip code11971
TypeHouse for rent

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Rent trends in Southold

4-bedroom apartments at 110 Sleepy Hollow Ln cost about 43% less than the average rent price for 4-bedroom apartments in Southold.

Median rents as of Oct 24 2026.
Southold
A table of 4-bedroom apartment rental data trends in Southold
MonthMedian Rent
November 2024$14,062
December 2024$11,500
January 2025$13,625
February 2025$16,937
March 2025$9,760
April 2025$11,500
May 2025$11,200
June 2025$10,375
July 2025$12,200
August 2025$10,857
September 2025$11,000
October 2025$10,000
November 2025$10,000
December 2025$12,500
January 2026$14,285
February 2026$13,857
March 2026$14,000
April 2026$14,971
May 2026$15,509
June 2026$13,719
July 2026$22,625
August 2026$17,700
September 2026$14,250
October 2026$13,437

Affordability calculator

Can I afford to live at 110 Sleepy Hollow Ln?

Bedrooms

4+ bedrooms

Rent-to-income ratio

30%

Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income

$320,000/yr

With your selected rent-to-income ratio, you'd ideally want to make $320,000 annually to afford this 4-bedrooms monthly rent price of $8,000.
For more information on rent affordability, visit our rent calculator.

Schools near 110 Sleepy Hollow Ln

Southold Elementary School

420 oaklawn ave

southold, NY, 11971

K-6Public
B-

Oysterponds Elementary School

23405 main rd

orient, NY, 11957

PK, K-6Public
B

Tuckahoe School

468 magee st

southampton, NY, 11968

PK, K-8Public
B-

Wainscott School

47 main st

wainscott, NY, 11975

K-3Public

Springs School

48 school st

east hampton, NY, 11937

PK, K-8Public
B
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Neighborhood

NEIGHBORHOOD VIBE
Peaceful and quiet
Noise-canceling headphones not required in this mostly noise free area.

Getting around Southold near 110 Sleepy Hollow Ln

Walking

2/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).

Driving

10/10
Commuting is easy with multiple accessible routes and plenty of parking.

Cycling

4/10
This is semi-bikeable, but you’ll need another way of getting around.

Transit

1/10
FYI, there are little to no public transit options within walking distance.

Points of interest for 110 Sleepy Hollow Ln, Southold

Groceries

2/10
Closest supermarket further than a 30-minute walk

Shopping

3/10
Some shops within walking distance

Cafes

1/10
Few or no cafés within walking distance

Restaurants

3/10
Some restaurants within walking distance

Primary schools

5/10
At least one elementary school within a 20-minute walk

High schools

5/10
At least one high school within a 20-minute walk

Nightlife

0/10
Few or no bars within walking distance

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