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

100 Hillside Dr E
Sag Harbor, NY 11963

  • 3 Beds
  • 5 Baths

$3,466,400

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $22,965/mo*
Refinance Your Home

$3,466,400

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $22,965/mo*
Refinance Your Home
3 Beds
5 Baths
(on 0.28 acres)
This property is off market or not active on Trulia

Home Value

Trulia Estimate
$3.47M
Since last month
Increased$544K (+18.6%)
Since last year
Increased$598K (+20.9%)
Since last sale
Increased$3M (+629.8%)
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 +111% in the last 10 years
MonthEstimated value
2026
August 2026$3.47M
July 2026$2.92M
June 2026$3.58M
May 2026$3.12M
April 2026$2.93M
March 2026$2.91M
February 2026$3.2M
January 2026$2.91M
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
0.43
Single-Family Home
$1,050,000
04/13/26
4
2
2,200
241 Hampton Street, Sag Harbor, NY
0.39
Single-Family Home
$1,010,000
10/30/25
3
1
1,045
33 Wildwood Dr, Sag Harbor, NY
0.60
Single-Family Home
$1,992,500
12/19/25
3
3
2,600
12 Lincoln Street, Sag Harbor, NY
0.31
Single-Family Home
$4,410,000
08/24/26
6
6.5
5,700
166 Bay St, Sag Harbor, NY
0.62
Single-Family Home
$4,700,000
01/06/26
4
4
3,000
9 Lincoln Street, Sag Harbor, NY
0.32
Single-Family Home
$3,945,000
07/30/26
7
6.5
4,974
66 Franklin Ave, Sag Harbor, NY
0.75
Single-Family Home
$100,000
12/05/25
4
4
2,700
39 Hamilton St, Sag Harbor, NY
0.75
Single-Family Home
$2,425,000
03/23/26
3
2
1,800
11 Carver St, Sag Harbor, NY
0.67
Single-Family Home
$4,400,000
04/16/26
5
6
4,400

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
11 Gull Rock Rd, Sag Harbor, NY 11963
0.03
$5,705,100
6
6.5
5,150
Off Market
6 Harding Ter, Sag Harbor, NY 11963
0.10
$5,500,000
3
3
-
Recently Sold
3 Taft Pl, Sag Harbor, NY 11963
0.12
$7,053,600
5
6
5,700
Off Market
66 Hillside Dr E, Sag Harbor, NY 11963
0.11
$4,495,000
6
7
4,519
For Sale
81 Harbor Ave, Sag Harbor, NY 11963
0.11
$2,250,000
4
2
1,200
For Sale
40 Lincoln St, Sag Harbor, NY 11963
0.15
$5,500,000
5
5.5
4,316
For Sale
63 Harbor Avenue, Sag Harbor, NY 11963
0.13
$2,334,000
3
2
1,100
Off Market
45 Hillside Dr W, Sag Harbor, NY 11963
0.17
$2,195,000
4
3
-
For Sale
78 Walker Ave, Sag Harbor, NY 11963
0.19
$3,495,000
4
5
3,020
For Sale
29 Lincoln St, Sag Harbor, NY 11963
0.23
$2,074,900
4
3.5
3,300
Off Market
71 Walker Ave, Sag Harbor, NY 11963
0.22
$2,217,500
3
2
-
Off Market
70 Meredith Ave, Sag Harbor, NY 11963
0.24
$1,820,500
3
2.5
1,800
Off Market

Local Information

  • Map ViewExplore the area around 100 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
2005
Lot Size
0.28 acres
Parking
Garage

About this House

Shingle home
100 Hillside Dr E, Sag Harbor, NY 11963 is a 3 bedroom, 5 bathroom single-family home built in 2005. It last sold for $475,000 on May 28, 2003. It is currently off market. The Trulia Estimate is $3,466,400, with a rent estimate of $7,655/month.

Home Details for 100 Hillside Dr E

Interior Features

Interior Details
BasementAtticTypes of Rooms: Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Sun RoomWet BarCeiling Fan
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or SpaJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: ShingleGardenLawnPatioSprinkler System
Parking & Garage
GarageParking: Garage Attached, On Street

Property Information

Year Built
Year Built: 2005Year Updated: 2005
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 0.28 acres

Price and Tax history

DateEventPrice
May 28, 2003
Source: N/A
Sold
$475,000

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 100 Hillside Dr E

  • What is 100 Hillside Dr E estimated to be worth?
    Trulia's estimated value for 100 Hillside Dr E in Sag Harbor, NY is $3,466,400.
  • What is the price history for 100 Hillside Dr E?
    100 Hillside Dr E in Sag Harbor, NY last sold for $475,000 in May 2003.
  • 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 100 Hillside Dr E have laundry facilities?
    Yes, 100 Hillside Dr E in Sag Harbor, NY has in-unit laundry.
  • How big is the lot at 100 Hillside Dr E?
    The lot at 100 Hillside Dr E in Sag Harbor, NY is about 0.28 acres (12,196 sq ft).

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