19 Cuffee Dr, Sag Harbor, NY 11963
Property image
Property image
NOT ACTIVE

$3,319,200

Trulia Estimate
  • 6 Beds
  • 4.5 Baths
  • 3,000 sqft

19 Cuffee Dr, Sag Harbor, NY 11963

Est. Refi. Payment $22,468/mo*
Refinance Your Home
Currently Off Market - Sold Oct 4, 2019 for $2,190,500
This property is off market or not active on Trulia

Home Value

Trulia Estimate
$3.32M
Since last month
Increased$73K (+2.2%)
Since last year
Increased$10K (+0.3%)
Since last sale
Increased$1M (+51.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +91% in the last 10 years
MonthEstimated value
2026
August 2026$3.33M
August 2026$3.32M
July 2026$3.25M
June 2026$3.31M
May 2026$3.29M
April 2026$3.51M
March 2026$3.59M
February 2026$3.55M
January 2026$3.39M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
46 Terry Drive, Sag Harbor, NY
0.22
Single-Family Home
$4,488,888
09/11/26
5
5.5
3,800
166 Bay St, Sag Harbor, NY
0.23
Single-Family Home
$4,700,000
01/06/26
4
4
3,000
11 Carver St, Sag Harbor, NY
0.31
Single-Family Home
$4,400,000
04/16/26
5
6
4,400
19 Walker Ave, Sag Harbor, NY
0.17
Single-Family Home
$3,250,000
10/08/25
6
5.5
3,000
33 Wildwood Dr, Sag Harbor, NY
0.41
Single-Family Home
$1,992,500
12/19/25
3
3
2,600
39 Hamilton St, Sag Harbor, NY
0.33
Single-Family Home
$2,425,000
03/23/26
3
2
1,800
74 Franklin Ave, Sag Harbor, NY
0.34
Single-Family Home
$2,000,000
12/15/25
4
2
2,000
3 Deerfield Drive, Sag Harbor, NY
0.29
Single-Family Home
$1,050,000
04/13/26
4
2
2,200
17 Downer Place, Sag Harbor, NY
0.23
Single-Family Home
$1,700,000
09/04/26
3
2.5
1,455
41 Montauk Ave, Sag Harbor, NY
0.36
Single-Family Home
$5,150,000
05/19/26
6
6
5,500

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
10 Richards Drive, Sag Harbor, NY 11963
0.03
$5,443,100
6
7
4,500
Off Market
76 Hempstead St, Sag Harbor, NY 11963
0.08
$1,999,900
3
2
1,300
For Sale
72 Hempstead St, Sag Harbor, NY 11963
0.08
$4,295,000
4
4
1,838
For Sale
12 Shore Rd, Sag Harbor, NY 11963
0.11
$2,410,900
4
3.5
1,500
Off Market
51 Milton Ave, Sag Harbor, NY 11963
0.09
$1,529,100
3
2.5
1,500
Off Market
30 Milton Ave, Sag Harbor, NY 11963
0.09
$2,495,000
3
3
1,500
For Sale
105 Hempstead St, Sag Harbor, NY 11963
0.10
$2,286,200
3
2
1,400
Off Market
61 Richards Dr, Sag Harbor, NY 11963
0.14
$3,129,900
4
3
2,700
Off Market
17 Meredith Ave, Sag Harbor, NY 11963
0.12
$1,956,900
3
2
1,600
Off Market
16 Meredith Avenue, Sag Harbor, NY 11963
0.16
$2,248,900
4
4
2,000
Off Market
84 Milton Ave, Sag Harbor, NY 11963
0.18
-
-
-
-
Off Market
167 Bay St, Sag Harbor, NY 11963
0.20
$2,812,700
3
3
1,900
Off Market

Local Information

  • Map ViewExplore the area around 19 Cuffee Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2018
3,000 sqft
$1,106/sqft

About this House

Set on .22 +/- acres in a private beach community in Sag Harbor Village, this new traditional-style home with six bedrooms and four and one-half baths is less than one-third mile to the bay and just moments to the restaurants, shops, galleries and cultural amenities of Main Street. Enter from the covered porch into pristine white interiors filled with light. The open first floor provides a seamless flow among the living area, eat-in kitchen with island seating, stainless steel appliances, sliding glass doors to the deck, and adjacent dining area. The first floor master suite includes a bath with glass-enclosed marble shower and its own set of glass doors to the deck. Five additional bedrooms are all bright and white. The lower level features a full, finished basement. Outdoors, an elevated mahogany deck with a pergola extends across the entire rear of the home and overlooks the heated gunite pool and backyard. Enjoy the good life in Sag Harbor Village.
19 Cuffee Dr, Sag Harbor, NY 11963 is a 6 bedroom, 5 bathroom, 3,000 sqft single-family home built in 2018. It last sold for $2,190,500 on Oct 4, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,319,200.

Home Details for 19 Cuffee Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2

Property Information

Year Built
Year Built: 2018
Property Type / Style
Property Type: Single Family Home

Exterior Features

Pool
Pool

Lot Information

Lot Area: 9583 sqft

Price and Tax history

DateEventPrice
Oct 4, 2019
Source: N/A
Sold
$2,190,500
Mar 26, 2018
Source: Agent Provided
ListingRemoved
$1,999,000
Oct 16, 2017
Source: Agent Provided
Listed For Sale
$1,999,000
Jul 24, 2015
Source: N/A
Sold
$395,000

Market trends in Sag Harbor

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
82
6MoM

Around this home

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.
  • Trulia User
    "Good schools, plenty of things to do."
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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 "
    0
    Flag
  • 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. "
    0
    Flag
  • 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. "
    0
    Flag
  • 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."
    0
    Flag
  • Wendy T.
    "We have a beautiful private beach around the corner. Gorgeous trees and lush landscaping all over our neighborhood, kid friendly, warm community"
    0
    Flag
  • Kjduchemin
    "Safe, Friendly upscale neighborhood where every knows everyone and looks out for each other’s children and property "
    0
    Flag
  • 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 . "
    0
    Flag
  • 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."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 19 Cuffee Dr

  • What is 19 Cuffee Dr estimated to be worth?
    Trulia's estimated value for 19 Cuffee Dr in Sag Harbor, NY is $3,319,200.
  • What is the price history for 19 Cuffee Dr?
    19 Cuffee Dr in Sag Harbor, NY last sold for $2,190,500 in October 2019.
  • Is Sag Harbor a buyer's or seller's market?
    Sag Harbor is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Sag Harbor?
    Residents describe Sag Harbor, NY as dog-friendly, well-kept, and quiet. Most residents say you need a car. See recently sold homes in Sag Harbor, NY.
  • Does 19 Cuffee Dr have air conditioning?
    Yes, 19 Cuffee Dr in Sag Harbor, NY has air conditioning.
  • Does 19 Cuffee Dr have a pool?
    Yes, 19 Cuffee Dr in Sag Harbor, NY has a pool.

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