69 Hillside Dr E, Sag Harbor, NY 11963
Property image
Property image
NOT ACTIVE

$1,431,300

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 1,000 sqft

69 Hillside Dr E, Sag Harbor, NY 11963

Est. Refi. Payment $9,512/mo*
Refinance Your Home
Currently Off Market - Sold Apr 20, 2022 for $1,475,000
This property is off market or not active on Trulia

Home Value

Trulia Estimate
$1.43M
Since last month
$200 (0%)
Since last year
Decreased$197K (-12.1%)
Since last sale
Decreased$44K (-3%)
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 +153% in the last 10 years
MonthEstimated value
2026
August 2026$1.43M
August 2026$1.43M
May 2026$1.43M
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
241 Hampton Street, Sag Harbor, NY
0.32
Single-Family Home
$1,010,000
10/30/25
3
1
1,045
3 Deerfield Drive, Sag Harbor, NY
0.36
Single-Family Home
$1,050,000
04/13/26
4
2
2,200
24 Lincoln St, Sag Harbor, NY
0.19
Single-Family Home
$1,900,750
04/30/26
4
2.5
2,500
6 Harding Ter, Sag Harbor, NY
0.16
Single-Family Home
$5,500,000
03/25/26
3
3
-
1 Carver St, Sag Harbor, NY
0.62
Single-Family Home
$2,100,000
10/02/25
3
3.5
3,000
33 Wildwood Dr, Sag Harbor, NY
0.53
Single-Family Home
$1,992,500
12/19/25
3
3
2,600
41 Swamp Rd, East Hampton, NY
1.00
Single-Family Home
$1,350,000
06/15/26
3
2.5
1,328
74 Franklin Ave, Sag Harbor, NY
0.76
Single-Family Home
$2,000,000
12/15/25
4
2
2,000
300 Madison Street, Sag Harbor, NY
1.06
Single-Family Home
$1,855,000
01/13/26
3
2
1,628

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
0.03
$4,495,000
6
7
4,519
For Sale
45 Hillside Dr W, Sag Harbor, NY 11963
0.09
$2,195,000
4
3
-
For Sale
63 Harbor Avenue, Sag Harbor, NY 11963
0.11
$2,293,600
3
2
1,100
Off Market
11 Gull Rock Rd, Sag Harbor, NY 11963
0.11
$5,705,100
6
6.5
5,150
Off Market
40 Lincoln St, Sag Harbor, NY 11963
0.10
$5,500,000
5
5.5
4,316
For Sale
29 Lincoln St, Sag Harbor, NY 11963
0.14
$2,025,000
4
3.5
3,300
Off Market
81 Harbor Ave, Sag Harbor, NY 11963
0.16
$2,250,000
4
2
1,200
For Sale
31 Harbor Ave, Sag Harbor, NY 11963
0.20
$1,701,100
3
2
1,500
Off Market
15 Lincoln St, Sag Harbor, NY 11963
0.19
$2,188,900
4
2.5
2,749
Off Market
6 Harding Ter, Sag Harbor, NY 11963
0.16
$5,500,000
3
3
-
Recently Sold
3 Taft Pl, Sag Harbor, NY 11963
0.17
$6,903,800
5
6
5,700
Off Market
16 Lincoln St, Sag Harbor, NY 11963
0.20
$2,695,000
4
3.5
3,358
For Sale

Local Information

  • Map ViewExplore the area around 69 Hillside Dr E.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
1,000 sqft
$1,431/sqft

About this House

This amazing location is in the process of being submitted to the town for plans to build a brand new construction in Sag Harbor Village from renowned Hamptons architect Peter Cook. This listing is for the land, the existing home that is there and a building permit for a new home. 69 Hillside Drive has an enviable location and inspired design ready to deliver the best of luxury living in the Hamptons. Just moments from Main Street and with Nineveh Beach access, this proposed to be built property offers both convenience and coastal charm with a chic contemporary style home boasting 3,843 +/- sq. ft. (including the fully finished lower level), 5 bedrooms, 5 full baths and 2 half baths, 10'x'20 pool and pool house. Enter to an elegant open-concept floorplan with large windows that beam light from the rear grounds. The main level includes a large eat-in kitchen, dedicated dining space, large great room, and first-floor ensuite jr. primary. Ready for entertaining and everyday luxury living. Upstairs find 3 well-appointed bedrooms, each ensuite with large closets. The primary suite is exceptional with an oversized patio, ultra-luxe bath, and fireplace. The walkout lower level is bright and open with two egress points, adding a large playroom area, home gym, ensuite bedroom, a full bath and ample storage. Exterior spaces are equally elegant with sunny pool, pool house, outdoor shower, sunken courtyard, outdoor kitchen and ample dining and lounging space. This enviable location in Sag Harbor delivers the best of the Hamptons lifestyle with nearby marinas, golf, equestrian, private beach access and moments from the boutique shops and dining found in the Village.
69 Hillside Dr E, Sag Harbor, NY 11963 is a 3 bedroom, 3 bathroom, 1,000 sqft single-family home. It last sold for $1,475,000 on Apr 20, 2022 (1% below the $1,490,000 asking price). More recently, it was listed as a rental in May 2019 with an asking price of $3,300 per month. That rental listing was removed on June 4, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,431,300.
Contact this Building
Property Website
Source: Out East, MLS#384647
Also Listed on OneKey® MLS as distributed by MLS GRID.

Home Details for 69 Hillside Dr E

Interior Features

Interior Details
Basement: No
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1000 Square Feet
Heating & Cooling
No Heating
Fireplace & Spa
No FireplaceNo Spa

Exterior Features

Exterior Home Features
Has a Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageParking: None
Pool
Pool
Frontage
Not on Waterfront

Property Information

Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Not a New Construction

Price & Status

Price
List Price: $1,490,000

Active Status

MLS Status: Pending

Location

Direction & Address
City: Sag Harbor

Building

Building Area
Building Area: 1000 Square Feet

Lot Information

Lot Area: 10018.8 sqft

Miscellaneous

Mls Number: 384647Listing Url

Price and Tax history

DateEventPrice
May 7, 2026
Source: Out East #384647
ListingRemoved
$1,490,000
Jan 22, 2026
Source: Out East #384647
Pending
$1,490,000
Sep 9, 2025
Source: Out East #384647
PriceChange
$1,490,000
Price decreased by 12%
May 28, 2025
Source: Out East #384647
Listed For Sale
$1,695,000
May 7, 2025
Source: Out East #384647
ListingRemoved
$1,695,000

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 69 Hillside Dr E

  • What is 69 Hillside Dr E estimated to be worth?
    Trulia's estimated value for 69 Hillside Dr E in Sag Harbor, NY is $1,431,300.
  • What is the price history for 69 Hillside Dr E?
    69 Hillside Dr E in Sag Harbor, NY last sold for $1,475,000 in April 2022.
  • 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 69 Hillside Dr E have a pool?
    Yes, 69 Hillside Dr E in Sag Harbor, NY has a pool.
  • How big is the lot at 69 Hillside Dr E?
    The lot at 69 Hillside Dr E in Sag Harbor, NY is about 0.23 acres (10,019 sq ft).

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