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

110 Hillside Dr E
Sag Harbor, NY 11963

  • 8 Beds
  • 10.5 Baths
  • 6,760 sqft (on 0.79 acres)
  • 8 Beds
  • 10.5 Baths
  • 6,760 sqft (on 0.79 acres)

Home Highlights

Property Type
Single-Family Home
Year Built
2018
Lot Size
0.79 acres
Living Area
6,760 sqft

Local Information

  • Map ViewExplore the area around 110 Hillside Dr E.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Experience the extraordinary in this masterful modern home on Sag Harbor Bay. Offering true indoor-outdoor living, every inch of this beachfront property was designed to take full advantage of the incredible waterfront setting: Multiple terraces, decks, and floor-to-ceiling glass offer views and bay breezes. The gorgeous backyard offers plenty of play/entertaining zones and is anchored by the zero-edge pool, spa, and pool cabana with bath and splash bar. All with incredible views. There's a private gate and path from the yard, leading to the beautiful sandy beaches of Sag Harbor Bay. The main level offers open-plan living for luxurious entertaining at its finest, while multiple wings offer privacy for you and your guests. All bedrooms are en-suite including the breathtaking primary suite and preferred guest suite, each with its own spacious waterside terrace. Completing this fully automated home, the lower level features a home theater, office, gym, playroom, and two bedrooms. Enjoy outdoor entertaining on the covered dining deck, multiple lounge areas, and fire pit. This is truly the premiere beachfront rental available in Sag Harbor. $130K for any two weeks in July 2026
110 Hillside Dr E, Sag Harbor, NY 11963 is a 8 bedroom, 13 bathroom, 6,760 sqft single-family home built in 2018. It last sold for $8,150,000 on Jun 7, 2021 (6,420% above the $125,000 asking price). More recently, it was listed as a rental in September 2025 with an asking price of $125,000 per month. That rental listing was removed on March 23, 2026. It is currently off market. The Trulia Estimate rent is $8,607/month.

Home Details for 110 Hillside Dr E

Interior Features

Heating & Cooling
Heating: FireplaceAir ConditioningCooling System: Central AirHeating Fuel: Fireplace
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 2018
Property Type / Style
Property Type: Single Family HomeArchitecture: Modern

Rental Terms, Policies & Fees

Lease Term: Contact For Details

Exterior Features

Pool
Pool
Parking & Garage
Parking: Detached Other, On Site

Lot Information

Lot Area: 0.00 Acres

Comparable Sales for 110 Hillside Dr E

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
12 Lincoln Street, Sag Harbor, NY
0.34
Single-Family Home
$4,410,000
08/24/26
6
6.5
5,700 sqft
9 Lincoln Street, Sag Harbor, NY
0.35
Single-Family Home
$3,945,000
07/30/26
7
6.5
4,974 sqft
41 Montauk Ave, Sag Harbor, NY
0.78
Single-Family Home
$5,150,000
05/19/26
6
6
5,500 sqft
26 Harrison St, Sag Harbor, NY
1.00
Single-Family Home
$4,600,000
01/29/26
6
5.5
6,000 sqft
11 Carver St, Sag Harbor, NY
0.68
Single-Family Home
$4,400,000
04/16/26
5
6
4,400 sqft
166 Bay St, Sag Harbor, NY
0.61
Single-Family Home
$4,700,000
01/06/26
4
4
3,000 sqft
19 Walker Ave, Sag Harbor, NY
0.37
Single-Family Home
$3,250,000
10/08/25
6
5.5
3,000 sqft
7 Rosemary Lane, Sag Harbor, NY
1.46
Single-Family Home
$5,200,000
02/05/26
6
9
6,631 sqft
6 Harding Ter, Sag Harbor, NY
0.11
Single-Family Home
$5,500,000
03/25/26
3
3
-
232 Main St, Sag Harbor, NY
1.30
Single-Family Home
$8,800,000
03/18/26
5
7
4,800 sqft

Nearby homes

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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

Price and Tax history

DateEventPrice
Mar 23, 2026
Source: Zillow Rentals
ListingRemoved
$125,000
Sep 9, 2025
Source: Zillow Rentals
Listed For Rent
$125,000
Feb 13, 2025
Source: Zillow Rentals
ListingRemoved
$125,000
Jan 14, 2025
Source: Zillow Rentals
Listed For Rent
$125,000
Dec 14, 2024
Source: Zillow Rentals
ListingRemoved
$125,000
This property is off market or not active on Trulia

Frequently asked questions about 110 Hillside Dr E

  • What is the price history for 110 Hillside Dr E?
    110 Hillside Dr E in Sag Harbor, NY last sold for $8,150,000 in June 2021.
  • 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 110 Hillside Dr E?
    The closest schools to 110 Hillside Dr E in Sag Harbor, NY are Pierson Middle High School (rated 8/10), Sag Harbor Elementary School (Pre-K, rated 8/10).
  • Does 110 Hillside Dr E have air conditioning?
    Yes, 110 Hillside Dr E in Sag Harbor, NY has air conditioning.
  • Does 110 Hillside Dr E have a pool?
    Yes, 110 Hillside Dr E in Sag Harbor, NY has a pool.

Homes for rent near 110 Hillside Dr E

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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