18 Cuffee Dr, Sag Harbor, NY 11963
FOR SALE
0.48 ACRES

18 Cuffee Dr
Sag Harbor, NY 11963

  • 5 Beds
  • 5 Baths
  • 4,300 sqft (on 0.48 acres)

$3,700,000

Est. Mortgage $24,159/mo*
Get Pre-Qualified

$3,700,000

Est. Mortgage $24,159/mo*
Get Pre-Qualified
5 Beds
5 Baths
4,300 sqft
(on 0.48 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Conveniently located 5 BR, 5 Bath sun filled traditional home in Sag Harbor Village perched on a hill is a quick stroll, bike ride or even quicker two minute drive to downtown Sag Harbor and bay beaches. Centrally located, 18 Cuffee Drive is a ten minute drive to East Hampton and Bridgehampton by car. The private backyard oasis features a heated gunite pool and hot tub, patio and deck areas. This 4300 square foot home on .5 acre boosts two floors with an additional large finished lower level. Gracious double height entry leads to spacious, open kitchen with oversized center island and great room with vaulted ceilings, beautiful skylights, flat screen TV and French doors. In addition, there is a first floor guest bedroom, bath, sitting area, and laundry room. On the second level, a primary bedroom overlooks the pool and gardens with ensuite bathroom, 2 guest bedrooms and 2 baths (one ensuite) provide ample quarters for entertaining guests. The finished lower level is 1100 sq. ft. with oversized windows, natural light, oversized sectional sofa, flat screen TV/cable, workout room with cardio equipment (elliptical machine, treadmill, recumbent bike), foosball and ping pong table, electronic keyboard, 5th guest bedroom and bath, and playroom. Additionally, the house provides ample parking, whole house filtered water system, and a multi-zoned heating and air conditioning system. Recently renovated and updated.
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Property Website

Home Highlights

Parking
None
Outdoor
Pool
A/C
Cooling only
HOA
None
Price/Sqft
$860
Listed
20 days ago
Last check for updates: about 4 hours ago
Listing by: Sotheby's International Realty
Lauren Mallor - Real Estate Sales Person, (516) 680-6448
Source: Out East, MLS#395861

Home Details for 18 Cuffee Dr

Interior Features

Interior Details
Basement: Yes
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 5
Dimensions and Layout
Living Area: 4300 Square Feet
Heating & Cooling
Has CoolingAir Conditioning: Central AirNo Heating
Fireplace & Spa
Spa: HeatedNo FireplaceHas a Spa

Exterior Features

Exterior Home Features
Has a Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageParking: None
Pool
Pool
Frontage
Not on Waterfront

Days on Market

Days on Market: 20

Property Information

Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Not a New Construction

Price & Status

Price
List Price: $3,700,000Price Per Sqft: $860

Active Status

MLS Status: Active

Location

Direction & Address
City: Sag Harbor

Agent Information

Listing Agent
Listing ID: 395861

Building

Building Area
Building Area: 4300 Square Feet

Lot Information

Lot Area: 0.48 acres

Miscellaneous

BasementMls Number: 395861Listing Url

Market trends in Sag Harbor

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
99
1MoM

Price History for 18 Cuffee Dr

DatePriceEventSource
05/21/2026$3,700,000Listed For SaleOut East #395861
05/18/2026$37,500ListingRemovedZillow Rentals
12/17/2025$37,500PriceChange
Zillow Rentals
11/16/2025$45,000Listed For RentZillow Rentals
07/13/2001$375,000Sold
N/A
10/04/1993$170,000Sold
N/A

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Property Tax and Assessment

Year2025
Tax
Assessment$5,400
Home facts updated by county records

Comparable Sales for 18 Cuffee Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
166 Bay St, Sag Harbor, NY
0.25
Single-Family Home
$4,700,000
01/06/26
4
4
3,000
41 Montauk Ave, Sag Harbor, NY
0.36
Single-Family Home
$5,150,000
05/01/26
5
6
5,500
1 Carver St, Sag Harbor, NY
0.30
Single-Family Home
$2,100,000
10/02/25
3
3.5
3,000
3 Deerfield Drive, Sag Harbor, NY
0.25
Single-Family Home
$1,050,000
04/13/26
4
2
2,200
33 Wildwood Dr, Sag Harbor, NY
0.38
Single-Family Home
$1,992,500
12/19/25
3
3
2,600
74 Franklin Ave, Sag Harbor, NY
0.37
Single-Family Home
$2,000,000
12/15/25
4
2
2,000
167 Bay St, Sag Harbor, NY
0.23
Single-Family Home
$2,632,842
06/11/25
3
3
1,900
92 Bay St, Sag Harbor, NY
0.50
Single-Family Home
$3,695,000
07/03/25
5
2
3,000

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 18 Cuffee Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Sag Harbor

At least 47 Trulia users voted on each feature.

  • 86 % Say it's dog friendly

  • 85 % Say car is needed

  • 80 % Say yards are well-kept

  • 77 % Say it's quiet

  • 75 % Say they plan to stay for at least 5 years

  • 73 % Say people would walk alone at night

  • 71 % Say there's wildlife

  • 67 % Say parking is easy

  • 63 % Say it's walkable to grocery stores

  • 62 % Say it's walkable to restaurants

  • 59 % Say neighbors are friendly

  • 59 % Say there's holiday spirit

  • 52 % Say kids play outside

  • 42 % Say there are sidewalks

  • 42 % Say there are community events

  • 34 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Renee
    "Great school district with new facilities being built. Lovely community. The best of Long Island in a small town."
    0
    Flag
  • Alex26dario
    "The neighborhood is quiet. I have lived here for 3 years and the people are friendly and grateful. "
    0
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  • Trulia User
    "This is in the Hamptons which is a secondary home area near beaches. In off season, it is quiet and not many children live here. "
    2
    Flag
  • Josue
    "Chill neighborhood, busy road, not very close to parks or school approximately 8 minutes by car to get to sag harbor town but great place overall "
    12
    Flag
  • Mjmnyny
    "There is a lot of self policing. People walk up to your property and into your home without invites to tell you how things are done. Oh yes. They’ll tell you how long they’ve lived here as to show superiority. Many rent their homes and don’t use the shops or restaurants. They suck the town dry but don’t contribute. Others put the seasonal residents down who pay for the great schools and all the extras this town would not have without their tax dollars. They even point out who belongs and who doesn’t. Not as laid back as the picture they paints. Keep to yourself. You’ll love it here "
    1
    Flag
  • Stephen C.
    "Great for family retreat. Excellent town and beaches. Nice quiet neighborhoods for bike rides with children. "
    0
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  • Kjduchemin
    "I have lived here my whole life ! Safe place to raise your family . Schools good , locals friendly , and nice place to raise your kids "
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  • sloaneharbor
    "Near to bay beach and village business district. The downtown has all the necessary shops, and though quite overcrowded in the summer, it’s a beautiful place to live. "
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  • Kfsanderson666
    "Short walk into town. sidewalks are well maintained. Area is as safe as can be at all times of day or night. lots of year round families here. Perfect American small town. "
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  • Victoria H.
    "I drive to New York City in 2 hours. This is my weekend home. I use my car. You can also take the HAMPTON Jitney bus."
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  • Wendy T.
    "We have a beautiful private beach around the corner. Gorgeous trees and lush landscaping all over our neighborhood, kid friendly, warm community"
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  • Kjduchemin
    "Safe, Friendly upscale neighborhood where every knows everyone and looks out for each other’s children and property "
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  • Kjduchemin
    "Nice place , friendly people , a tad bit expensive , not much walking or biking to delis , shops or restaurants . Beaches are beautiful , get there early to grab a parking space and a space on the beach . "
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  • Lizlesar
    "The neighborhood of Sag Harbor Village is a wonderful location to live or vacation in. There's so much to do here, you can't do it all in one season. I've been living here one year and have barely scratched the surface. The area retains a neighborhood-y, genuine ambience even in the summertime. It's the perfect antidote to Manhattan or other city living. And if you love antique homes, this is the place to be."
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LGBTQ Local Legal Protections

Lauren Mallor - Real Estate Sales Person, Sotheby's International Realty
Agent Phone: (516) 680-6448
18 Cuffee Dr, Sag Harbor, NY 11963 is a 5 bedroom, 5 bathroom, 4,300 sqft single-family home. This property is currently available for sale and was listed by Out East on May 21, 2026. The MLS # for this home is MLS# 395861.