22 Hillside Dr E, Sag Harbor, NY 11963
NOT ACTIVE

$1,700,400

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 2,200 sqft

22 Hillside Dr E, Sag Harbor, NY 11963

Est. Refi. Payment $11,214/mo*
Refinance Your Home
Currently Off Market - Sold Jul 16, 1996 for $144,000
This property is off market or not active on Trulia

Home Value

Trulia Estimate
$1.7M
Since last month
Decreased$53K (-3%)
Since last year
Decreased$25K (-1.4%)
Since last sale
Increased$2M (+1,100.1%)
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 +72% in the last 10 years
MonthEstimated value
2026
August 2026$1.73M
July 2026$1.78M
June 2026$1.83M
May 2026$1.76M
April 2026$1.74M
March 2026$1.76M
February 2026$1.66M
January 2026$1.64M
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
3 Deerfield Drive, Sag Harbor, NY
0.18
Single-Family Home
$1,050,000
04/13/26
4
2
2,200
241 Hampton Street, Sag Harbor, NY
0.15
Single-Family Home
$1,010,000
10/30/25
3
1
1,045
24 Lincoln St, Sag Harbor, NY
0.26
Single-Family Home
$1,900,750
04/30/26
4
2.5
2,500
66 Franklin Ave, Sag Harbor, NY
0.76
Single-Family Home
$100,000
12/05/25
4
4
2,700
39 Hamilton St, Sag Harbor, NY
0.67
Single-Family Home
$2,425,000
03/23/26
3
2
1,800
33 Wildwood Dr, Sag Harbor, NY
0.31
Single-Family Home
$1,992,500
12/19/25
3
3
2,600
74 Franklin Ave, Sag Harbor, NY
0.74
Single-Family Home
$2,000,000
12/15/25
4
2
2,000
9 Lincoln Street, Sag Harbor, NY
0.04
Single-Family Home
$3,945,000
07/30/26
7
6.5
4,974
311 Division St, Sag Harbor, NY
0.79
Single-Family Home
$4,950,000
01/29/26
3
3
2,077
156 Jermain Ave, Sag Harbor, NY
0.91
Single-Family Home
$1,710,000
11/07/25
4
2
1,800

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
9 Lincoln Street, Sag Harbor, NY 11963
0.04
$3,945,000
7
6.5
4,974
Recently Sold
4 Lincoln Street, Sag Harbor, NY 11963
0.07
$2,200,000
4
3
1,270
For Sale
15 Lincoln St, Sag Harbor, NY 11963
0.10
$2,201,700
4
2.5
2,749
Off Market
12 Lincoln Street, Sag Harbor, NY 11963
0.14
$4,410,000
6
6.5
5,700
Recently Sold
31 Harbor Ave, Sag Harbor, NY 11963
0.13
-
3
2
1,500
Off Market
278 Hampton St, Sag Harbor, NY 11963
0.14
$3,850,000
6
6.5
4,500
For Sale
45 Hillside Dr W, Sag Harbor, NY 11963
0.16
$2,195,000
4
3
-
For Sale
266 Hampton St, Sag Harbor, NY 11963
0.14
$4,495,000
6
6.5
4,900
For Sale
30 Beach Ave, Sag Harbor, NY 11963
0.15
$2,570,300
4
4
3,700
Off Market
16 Lincoln St, Sag Harbor, NY 11963
0.19
$2,695,000
4
3.5
3,358
For Sale
241 Hampton Street, Sag Harbor, NY 11963
0.15
$1,010,000
3
1
1,045
Recently Sold
254 Hampton St, Sag Harbor, NY 11963
0.16
$3,850,000
6
6.5
4,500
For Sale

Local Information

  • Map ViewExplore the area around 22 Hillside Dr E.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1989
Living Area
2,200 sqft
Price/Sqft
$773

About this House

Enjoy this summer season in your comfortable, four-bedroom, two-bath home located in a quiet beachfront community in the village of Sag Harbor. Wyle away the hours at the private, sandy white beach just a stones throw away. Spend your afternoons at the near by galleries and your evenings at five star restaurants. Stroll the wharf and take in the sights. Sag Harbor and this home have much to offer.
22 Hillside Dr E, Sag Harbor, NY 11963 is a 4 bedroom, 2 bathroom, 2,200 sqft single-family home built in 1989. It last sold for $144,000 on Jul 16, 1996. More recently, it was listed as a rental in December 2018 with an asking price of $8,000 per month. That rental listing was removed on May 20, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,700,400, with a rent estimate of $7,296/month.

Home Details for 22 Hillside Dr E

Interior Features

Heating & Cooling
Heating: Baseboard, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1989
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Exterior Features

Pool
Pool

Community

Units in Building: 1

Lot Information

Lot Area: 9583 sqft

Price and Tax history

DateEventPrice
May 20, 2020
Source: Agent Provided
ListingRemoved
$10,666
Jul 18, 2019
Source: Agent Provided
PriceChange
$10,666
Price decreased by 21%
Jul 4, 2019
Source: Agent Provided
PriceChange
$13,500
Price increased by 27%
Apr 23, 2019
Source: Agent Provided
PriceChange
$10,666
Price increased by 33%
Dec 8, 2018
Source: Agent Provided
Listed For Rent
$8,000

Market trends in Sag Harbor

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
88
8MoM

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 22 Hillside Dr E

  • What is 22 Hillside Dr E estimated to be worth?
    Trulia's estimated value for 22 Hillside Dr E in Sag Harbor, NY is $1,700,400.
  • What is the price history for 22 Hillside Dr E?
    22 Hillside Dr E in Sag Harbor, NY last sold for $144,000 in July 1996.
  • Is Sag Harbor a buyer's or seller's market?
    Sag Harbor is currently a buyer's 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 22 Hillside Dr E have a pool?
    Yes, 22 Hillside Dr E in Sag Harbor, NY has a pool.
  • How big is the lot at 22 Hillside Dr E?
    The lot at 22 Hillside Dr E in Sag Harbor, NY is about 0.22 acres (9,583 sq ft).

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