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

86 Hillside Dr E
Sag Harbor, NY 11963

  • 3 Beds
  • 3 Baths
  • 2,700 sqft

$1,999,700

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $13,291/mo*
Refinance Your Home

$1,999,700

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $13,291/mo*
Refinance Your Home
3 Beds
3 Baths
2,700 sqft
This property is off market or not active on Trulia

Home Value

Trulia Estimate
$2M
Since last month
Decreased$257K (-11.4%)
Since last year
Decreased$60K (-2.9%)
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 +57% in the last 10 years
MonthEstimated value
2026
August 2026$2M
July 2026$2.26M
June 2026$2.18M
May 2026$2.24M
April 2026$2.13M
March 2026$2.08M
February 2026$1.97M
January 2026$1.94M
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
6 Harding Ter, Sag Harbor, NY
0.10
Single-Family Home
$5,500,000
03/25/26
3
3
-
3 Deerfield Drive, Sag Harbor, NY
0.41
Single-Family Home
$1,050,000
04/13/26
4
2
2,200
1 Carver St, Sag Harbor, NY
0.66
Single-Family Home
$2,100,000
10/02/25
3
3.5
3,000
33 Wildwood Dr, Sag Harbor, NY
0.58
Single-Family Home
$1,992,500
12/19/25
3
3
2,600
241 Hampton Street, Sag Harbor, NY
0.37
Single-Family Home
$1,010,000
10/30/25
3
1
1,045
39 Hamilton St, Sag Harbor, NY
0.76
Single-Family Home
$2,425,000
03/23/26
3
2
1,800
311 Division St, Sag Harbor, NY
0.92
Single-Family Home
$4,950,000
01/29/26
3
3
2,077
166 Bay St, Sag Harbor, NY
0.64
Single-Family Home
$4,700,000
01/06/26
4
4
3,000
66 Franklin Ave, Sag Harbor, NY
0.77
Single-Family Home
$100,000
12/05/25
4
4
2,700
67 Suffolk St, Sag Harbor, NY
1.13
Single-Family Home
$2,800,000
08/29/25
3
2.5
2,600

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
66 Hillside Dr E, Sag Harbor, NY 11963
0.07
$4,495,000
6
7
4,519
For Sale
11 Gull Rock Rd, Sag Harbor, NY 11963
0.06
$5,705,100
6
6.5
5,150
Off Market
3 Wilson Pl, Sag Harbor, NY 11963
0.08
$3,595,000
5
3.5
3,100
For Sale
63 Harbor Avenue, Sag Harbor, NY 11963
0.13
$2,367,800
3
2
1,100
Off Market
40 Lincoln St, Sag Harbor, NY 11963
0.11
$5,500,000
5
5.5
4,316
For Sale
6 Harding Ter, Sag Harbor, NY 11963
0.10
$5,500,000
3
3
-
Recently Sold
81 Harbor Ave, Sag Harbor, NY 11963
0.13
$2,250,000
4
2
1,200
For Sale
45 Hillside Dr W, Sag Harbor, NY 11963
0.14
$2,195,000
4
3
-
For Sale
3 Taft Pl, Sag Harbor, NY 11963
0.12
$6,984,900
5
6
5,700
Off Market
29 Lincoln St, Sag Harbor, NY 11963
0.18
$2,081,200
4
3.5
3,300
Off Market
24 Lincoln St, Sag Harbor, NY 11963
0.23
$1,933,800
4
2.5
2,500
Off Market
71 Walker Ave, Sag Harbor, NY 11963
0.23
$2,228,900
3
2
-
Off Market

Local Information

  • Map ViewExplore the area around 86 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
Living Area
2,700 sqft
Price/Sqft
$741

About this House

$8,000 July 1-31st
$8,000 August 1st to Labor Day
$15,000 July 1st thru Labor Day
$31,200 Year round

This sweet Sag Harbor home is the perfect summer getaway or year round rental.
This house offers three bedrooms, two and half baths, spacious living room,
finished basement, large dining area, and kitchen. The outside deck is perfect
for entertaining family and friends.
86 Hillside Dr E, Sag Harbor, NY 11963 is a 3 bedroom, 3 bathroom, 2,700 sqft single-family home. More recently, it was listed as a rental in January 2016 with an asking price of $8,000 per month. That rental listing was removed on February 27, 2016. It is currently off market. The Trulia Estimate is $1,999,700, with a rent estimate of $7,825/month.

Home Details for 86 Hillside Dr E

Property Information

Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 9583 sqft

Price and Tax history

DateEventPrice
Feb 27, 2016
Source: Agent Provided
ListingRemoved
$8,000
Jan 15, 2016
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 86 Hillside Dr E

  • What is 86 Hillside Dr E estimated to be worth?
    Trulia's estimated value for 86 Hillside Dr E in Sag Harbor, NY is $1,999,700.
  • 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.
  • What are the closest schools to 86 Hillside Dr E?
    The closest schools to 86 Hillside Dr E in Sag Harbor, NY are Pierson Middle High School (rated 8/10), Sag Harbor Elementary School (Pre-K, rated 8/10).
  • How big is the lot at 86 Hillside Dr E?
    The lot at 86 Hillside Dr E in Sag Harbor, NY is about 0.22 acres (9,583 sq ft).

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