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

22 Hillside Dr E
Sag Harbor, NY 11963

  • 4 Beds
  • 2 Baths
  • 2,200 sqft

$1,804,500

Trulia Estimate
as of May 29, 2026
Est. Refi. Payment $11,605/mo*
Refinance Your Home

$1,804,500

Trulia Estimate
as of May 29, 2026
Est. Refi. Payment $11,605/mo*
Refinance Your Home
4 Beds
2 Baths
2,200 sqft

Local Information

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

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.
This property is off market or not active on Trulia

Home Highlights

Parking
No Info
Outdoor
Pool
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 22 Hillside Dr E

DatePriceEventSource
05/20/2020$10,666ListingRemovedAgent Provided
07/18/2019$10,666PriceChange
Agent Provided
07/04/2019$13,500PriceChange
Agent Provided
04/23/2019$10,666PriceChange
Agent Provided
12/08/2018$8,000Listed For RentAgent Provided
07/16/1996$144,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax
Assessment$6,000
Home facts updated by county records

Comparable Sales for 22 Hillside Dr E

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
31 Harbor Ave, Sag Harbor, NY
0.13
Single-Family Home
$1,600,000
07/30/25
3
2
1,500
241 Hampton Street, Sag Harbor, NY
0.15
Single-Family Home
$1,010,000
10/30/25
3
1
1,045
63 Harbor Avenue, Sag Harbor, NY
0.23
Single-Family Home
$1,550,000
05/30/25
3
2
1,100
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
03/13/26
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
167 Bay St, Sag Harbor, NY
0.61
Single-Family Home
$2,632,842
06/11/25
3
3
1,900
74 Franklin Ave, Sag Harbor, NY
0.74
Single-Family Home
$2,000,000
12/15/25
4
2
2,000
1215 Middle Line Hwy, Sag Harbor, NY
0.83
Single-Family Home
$1,500,000
07/29/25
5
4.5
5,000

Nearby homes

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Assigned Schools

These are the assigned schools for 22 Hillside Dr E.
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
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  • 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
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22 Hillside Dr E, Sag Harbor, NY 11963 is a 4 bedroom, 2 bathroom, 2,200 sqft single-family home built in 1989. This property is not currently available for sale. 22 Hillside Dr E was last sold on Jul 16, 1996 for $144,000. The current Trulia Estimate for 22 Hillside Dr E is $1,804,500.