66 Hillside Dr E, Sag Harbor, NY 11963
Property image
Property image
FOR SALE
OPEN SAT, 11-1PM
NEW CONSTRUCTION
0.35 ACRES

$4,495,000

Original price: $4,700,000
  • 6 Beds
  • 7 Baths
  • 4,519 sqft (on 0.35 acres)

66 Hillside Dr E, Sag Harbor, NY 11963

Est. Mortgage $29,711/mo*
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Home Highlights

Single-Family Home
Built in 2025
0.35 acre lot
$995/sqft
Garage

Local Information

  • Map ViewExplore the area around 66 Hillside Dr E.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

This spectacular new construction home in Sag Harbor, designed by Peter Cook AIA, delivers the best of the Hamptons moments from the water and life in the Village. Just a few houses down from Ninevah bay beach, sited on a clear .35 acre parcel in Sag Harbor Hills, this brand-new home has 6 bedrooms,6 full and 2 half baths, with 4,519 +/- sq. ft. of living space across all 3 levels. Equipped with every luxurious amenity expected in a Hamptons home, including pool, pool house with a fireplace, and a detached 1 car garage. Inside, enjoy open-concept living with great natural light. There is a fabulous gas fireplace in the living room. Outfitted entirely with Viking stainless steel appliances, the kitchen sits at the heart of the home. Ready for everyday luxury living, the spacious lower adds another bedroom and 2 full baths. The two bedrooms upstairs have double vanities and private balconies. Easy indoor-outdoor living is always close at hand with large windows and egress to the covered porch, gunite pool, and pool house. This quiet neighborhood is close to the water and easily access to the exclusive and elevated experiences, shops, and dining in Sag Harbor Village.
Contact this Building
Property Website

Open House

Saturday, September 12
11:00 AM to 1:00 PM
Last check for updates: about 17 hours ago
Listing by: Saunders & Associates, (631) 458-4879
Vincent Horcasitas - Associate Real Estate Broker, (516) 768-7330
Source: Out East, MLS#390492
Also Listed on OneKey® MLS as distributed by MLS GRID, OneKey® MLS as distributed by MLS GRID.

Home Details for 66 Hillside Dr E

Interior Features

Interior Details
Basement: Yes
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 8Number of Bathrooms (full): 6Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 4519 Square Feet
Heating & Cooling
Has CoolingAir Conditioning: Central AirNo Heating
Fireplace & Spa
Has a FireplaceNo Spa
Levels, Entrance, & Accessibility
Stories: 2
View
No View

Exterior Features

Exterior Home Features
Has a Private Pool
Parking & Garage
No CarportHas a GarageNo Attached GarageParking: GarageDetached
Pool
Pool: HeatedPool
Frontage
Not on Waterfront

Days on Market

Days on Market: 180+

Property Information

Year Built
Year Built: 2025
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Is a New Construction
Property Information
Condition: New Construction

Price & Status

Price
List Price: $4,495,000Price Per Sqft: $995

Active Status

MLS Status: Active

Location

Direction & Address
City: Sag Harbor

Agent Information

Listing Agent
Listing ID: 390492

Building

Building Area
Building Area: 4519 Square Feet

Lot Information

Lot Area: 0.35 acres

Miscellaneous

BasementMls Number: 390492Listing Url

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
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  • 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
    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

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

Home Value

Trulia Estimate
$4.71M
Since last month
Increased$3K (+0.1%)
Since last year
Increased$1M (+46.5%)
Since last sale
Increased$3M (+230.7%)
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 +530% in the last 10 years
MonthEstimated value
2026
August 2026$4.71M
August 2026$4.7M
July 2026$4.71M
June 2026$4.54M
May 2026$4.55M
March 2026$4.79M
February 2026$4.77M
January 2026$4.78M
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
12 Lincoln Street, Sag Harbor, NY
0.20
Single-Family Home
$4,410,000
08/24/26
6
6.5
5,700
9 Lincoln Street, Sag Harbor, NY
0.23
Single-Family Home
$3,945,000
07/30/26
7
6.5
4,974
24 Lincoln St, Sag Harbor, NY
0.16
Single-Family Home
$1,900,750
04/30/26
4
2.5
2,500
11 Carver St, Sag Harbor, NY
0.66
Single-Family Home
$4,400,000
04/16/26
5
6
4,400
3 Deerfield Drive, Sag Harbor, NY
0.38
Single-Family Home
$1,050,000
04/13/26
4
2
2,200
33 Wildwood Dr, Sag Harbor, NY
0.55
Single-Family Home
$1,992,500
12/19/25
3
3
2,600
19 Walker Ave, Sag Harbor, NY
0.35
Single-Family Home
$3,250,000
10/08/25
6
5.5
3,000
166 Bay St, Sag Harbor, NY
0.67
Single-Family Home
$4,700,000
01/06/26
4
4
3,000
98 Bay St, Sag Harbor, NY
0.82
Single-Family Home
$5,650,000
08/28/26
4
4.5
4,500

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
40 Lincoln St, Sag Harbor, NY 11963
0.07
$5,500,000
5
5.5
4,316
For Sale
29 Lincoln St, Sag Harbor, NY 11963
0.12
$2,025,000
4
3.5
3,300
Off Market
45 Hillside Dr W, Sag Harbor, NY 11963
0.12
$2,195,000
4
3
-
For Sale
24 Lincoln St, Sag Harbor, NY 11963
0.16
$1,900,750
4
2.5
2,500
Recently Sold
11 Gull Rock Rd, Sag Harbor, NY 11963
0.12
$5,705,100
6
6.5
5,150
Off Market
63 Harbor Avenue, Sag Harbor, NY 11963
0.14
$2,293,600
3
2
1,100
Off Market
16 Lincoln St, Sag Harbor, NY 11963
0.18
$2,695,000
4
3.5
3,358
For Sale
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
0.14
$5,500,000
3
3
-
Recently Sold
3 Taft Pl, Sag Harbor, NY 11963
0.15
$6,903,800
5
6
5,700
Off Market
12 Lincoln Street, Sag Harbor, NY 11963
0.20
$4,410,000
6
6.5
5,700
Recently Sold

Price and Tax history

DateEventPrice
Jul 10, 2026
Source: Out East #390492
PriceChange
$4,495,000
Price decreased by 4%
May 21, 2026
Source: Out East #390492
PriceChange
$4,700,000
Price decreased by 6%
May 30, 2023
Source: Out East #374397
Listed For Sale
$4,995,000
May 4, 2023
Source: N/A
Sold
$1,425,000
Nov 4, 2022
Source: N/A
Sold
$1,100,000

LGBTQ Local Legal Protections

Vincent Horcasitas - Associate Real Estate Broker, Saunders & Associates, (631) 458-4879
Agent Phone: (516) 768-7330

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Frequently asked questions about 66 Hillside Dr E

  • What is the estimated monthly payment for 66 Hillside Dr E?
    Based on a $4,495,000 list price with 20% down at today's rates, the estimated monthly payment for 66 Hillside Dr E in Sag Harbor, NY is approximately $30,329 (about $23,324 principal & interest, $6,930 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • 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 homes for sale in Sag Harbor, NY.
  • What are the closest schools to 66 Hillside Dr E?
    The closest schools to 66 Hillside Dr E in Sag Harbor, NY are Pierson Middle High School (rated 8/10), Sag Harbor Elementary School (Pre-K, rated 8/10).
  • What is 66 Hillside Dr E estimated to be worth?
    Trulia's estimated value for 66 Hillside Dr E in Sag Harbor, NY is $4,709,800.
  • Does 66 Hillside Dr E have air conditioning?
    Yes, 66 Hillside Dr E in Sag Harbor, NY has air conditioning.
  • Does 66 Hillside Dr E have a pool?
    Yes, 66 Hillside Dr E in Sag Harbor, NY has a pool.
66 Hillside Dr E, Sag Harbor, NY 11963 is a 6 bedroom, 8 bathroom, 4,519 sqft single-family home built in 2025. This property is currently available for sale and was listed by Out East on Aug 10, 2025. The MLS # for this home is MLS# 390492.