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

69 Hillside Dr E
Sag Harbor, NY 11963

  • 3 Beds
  • 2.5 Baths
  • 1,000 sqft

$1,420,600

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $9,152/mo*
Refinance Your Home

$1,420,600

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $9,152/mo*
Refinance Your Home
3 Beds
2.5 Baths
1,000 sqft

Local Information

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

Description

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.
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.
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Property Website
This property is off market or not active on Trulia

Home Highlights

Parking
None
Outdoor
Pool
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

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

Rental Terms, Policies & Fees

Lease Term: Contact For Details

Miscellaneous

Mls Number: 384647Listing Url
Source: Out East, MLS#384647
Also Listed on OneKey® MLS as distributed by MLS GRID.

Price History for 69 Hillside Dr E

DatePriceEventSource
05/07/2026$1,490,000ListingRemovedOut East #384647
01/22/2026$1,490,000PendingOut East #384647
09/09/2025$1,490,000PriceChange
Out East #384647
05/28/2025$1,695,000Listed For SaleOut East #384647
05/07/2025$1,695,000ListingRemovedOut East #384647
04/29/2025$1,695,000PriceChange
Out East #384647
10/29/2024$1,595,000Listed For SaleOut East #384647
04/20/2022$1,475,000Sold
N/A
02/07/2022$1,550,000Listed For SaleOut East #363344
11/19/2021$999,000Sold
N/A
06/04/2019$3,300ListingRemovedAgent Provided
05/26/2019$3,300Listed For RentAgent Provided
04/15/2019$40,000ListingRemovedAgent Provided
12/09/2018$40,000PriceChange
Agent Provided
08/29/2018$42,000Listed For RentAgent Provided
11/15/2000$150,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax
Assessment$3,850
Home facts updated by county records

Comparable Sales for 69 Hillside Dr E

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
31 Harbor Ave, Sag Harbor, NY
0.20
Single-Family Home
$1,600,000
07/30/25
3
2
1,500
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
167 Bay St, Sag Harbor, NY
0.60
Single-Family Home
$2,632,842
06/11/25
3
3
1,900
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
67 Franklin Avenue, Sag Harbor, NY
0.76
Single-Family Home
$1,725,005
06/06/25
2
1
775
74 Franklin Ave, Sag Harbor, NY
0.76
Single-Family Home
$2,000,000
12/15/25
4
2
2,000

Nearby homes

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Assigned Schools

These are the assigned schools for 69 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
    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
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  • 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
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  • 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
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  • Kjduchemin
    "Safe, Friendly upscale neighborhood where every knows everyone and looks out for each other’s children and property "
    0
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  • 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."
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69 Hillside Dr E, Sag Harbor, NY 11963 is a 3 bedroom, 3 bathroom, 1,000 sqft single-family home. This property is not currently available for sale. 69 Hillside Dr E was last sold on Apr 20, 2022 for $1,475,000 (1% lower than the asking price of $1,490,000). The current Trulia Estimate for 69 Hillside Dr E is $1,420,600.