27 Gardiners Path, Sag Harbor, NY 11963
Property image
Property image
SOLD
DEC 2, 2025

27 Gardiners Path
Sag Harbor, NY 11963

North Haven
  • 5 Beds
  • 7 Baths
  • 4,997 sqft (on 2.21 acres)

$3,995,000

Last Sold: Dec 2, 2025
$799/sqft
Est. Refi. Payment $26,456/mo*

$3,995,000

Last Sold: Dec 2, 2025
$799/sqft
Est. Refi. Payment $26,456/mo*
5 Beds
7 Baths
4,997 sqft
(on 2.21 acres)

Home Value

Trulia Estimate
$4.1M
Since last month
Increased$12K (+0.3%)
Since last year
Increased$443K (+12.1%)
Since last sale
Increased$123K (+3.1%)
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 +64% in the last 10 years
MonthEstimated value
2026
August 2026$4.12M
July 2026$4.11M
June 2026$4.06M
May 2026$4.08M
April 2026$4.05M
March 2026$4.09M
February 2026$4.07M
January 2026$4.03M
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
0.35
Single-Family Home
$10,125,000
12/12/25
8
11.5
9,600
0.80
Single-Family Home
$3,800,000
11/21/25
6
5.5
4,605
1.09
Single-Family Home
$3,300,000
06/25/26
4
3.5
5,000
0.91
Single-Family Home
$7,500,000
12/31/25
7
8.5
7,214
0.72
Single-Family Home
$2,495,000
10/28/25
3
3
2,000
0.57
Single-Family Home
$1,400,000
11/18/25
3
2
1,800

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
0.09
$7,924,700
6
9
10,000
Off Market
0.10
$6,642,000
7
8
9,500
Off Market
0.15
-
-
-
-
Off Market
0.18
$3,768,800
5
6
9,000
Off Market
0.16
$3,941,100
5
5.5
5,300
Off Market
0.24
$3,278,900
4
5
3,500
Off Market
0.18
$7,795,000
5
6
5,500
For Sale
0.23
$3,966,400
3
3
-
Off Market
0.28
$13,603,000
8
10
9,291
Off Market
0.31
$4,947,600
4
4.5
3,200
Off Market
0.28
$5,789,800
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 27 Gardiners Path.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1999
Lot Size
2.21 acres
Living Area
4,997 sqft
Price/Sqft
$799/sqft
Parking
Garage

About this House

Nestled on 2.21 acres and adjacent to a 4-acre reserve, this exquisitely renovated home offers unparalleled privacy and tranquility. Features include a formal entry foyer that opens into a series of remarkable entertaining spaces on the main level. The home boasts a cozy living room with a wood-burning fireplace, a versatile den/TV room, and a separate library or office. A formal dining room complements the stunning chef's kitchen, which features a center island and casual dining area. Additional conveniences include a mudroom, laundry room, and a full bath with pool access. This residence offers five ensuite bedrooms, and a total of six full and two half baths. The first floor hosts a guest bedroom suite, while the second floor presents two bedrooms and a primary suite complete with a sitting area and gas fireplace. A second staircase leads to an exclusive bedroom suite with sitting area. The lower level is partially finished with a half bath and holds potential for additional living space, including a media room and/or a gym. Outside, the expertly landscaped grounds feature a salt water gunite pool, a charming brick patio, a custom covered porch, and a detached oversized two car garage, creating an idyllic setting for relaxation and outdoor entertaining. The North Haven Point enclave of homes enriches the lifestyle with three community tennis courts, a private beach, and is located within close proximity to the vibrant villages of Sag Harbor, Sagaponack, and Shelter Island. Best value!
27 Gardiners Path, Sag Harbor, NY 11963 is a 5 bedroom, 8 bathroom, 4,997 sqft single-family home in North Haven, built in 1999. It last sold for the $3,995,000 asking price on Dec 2, 2025. It is currently off market. The Trulia Estimate is $4,103,400, with a rent estimate of $94,999/month.
Contact this Building
Source: Out East, MLS#388238

Home Details for 27 Gardiners Path

Interior Features

Interior Details
Basement: Yes
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 8Number of Bathrooms (full): 6Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 4997 Square Feet
Heating & Cooling
Has CoolingAir Conditioning: Central AirNo Heating
Fireplace & Spa
Has a FireplaceNo Spa
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Exterior: Tennis Court(s)Has a Private Pool
Parking & Garage
No CarportHas a GarageNo Attached GarageParking: GarageDetached
Pool
Pool
Frontage
Not on Waterfront

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Building: Tennis Court(s)Not a New Construction

Price & Status

Price
List Price: $3,995,000Price Per Sqft: $799/sqft

Active Status

MLS Status: Pending

Location

Direction & Address
City: Sag Harbor

Building

Building Area
Building Area: 4997 Square Feet

Lot Information

Lot Area: 2.21 Acres

Miscellaneous

BasementMls Number: 388238Listing Url

Price and Tax history

DateEventPrice
Dec 2, 2025
Source: N/A
Sold
$3,995,000
Jul 30, 2025
Source: Out East #388238
Pending
$3,995,000
Jul 30, 2025
Source: Out East #388238
ListingRemoved
$3,995,000
Jul 24, 2025
Source: Out East #388238
Pending
$3,995,000
Jul 23, 2025
Source: Out East #388238
ListingRemoved
$3,995,000

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
8
MoM

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about North Haven

At least 5 Trulia users voted on each feature.
  • 100 % Say car is needed

  • 100 % Say yards are well-kept

  • 89 % Say it's quiet

  • 86 % Say it's dog friendly

  • 75 % Say there's wildlife

  • 71 % Say parking is easy

  • 71 % Say people would walk alone at night

  • 67 % Say there's holiday spirit

  • 67 % Say they plan to stay for at least 5 years

  • 50 % Say neighbors are friendly

  • 38 % Say kids play outside

  • 20 % Say it's walkable to grocery stores

  • 14 % Say there are sidewalks

  • 11 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Good schools, plenty of things to do."
  • Wendy T.
    "We have a beautiful private beach around the corner. Gorgeous trees and lush landscaping all over our neighborhood, kid friendly, warm community"
  • Gioia D.
    "I live and work here, it's a great place to be!"

LGBTQ Local Legal Protections

Frequently asked questions about 27 Gardiners Path

  • What is 27 Gardiners Path estimated to be worth?
    Trulia's estimated value for 27 Gardiners Path in Sag Harbor, NY is $4,103,400.
  • What is the price history for 27 Gardiners Path?
    27 Gardiners Path in Sag Harbor, NY last sold for $3,995,000 in December 2025.
  • 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 the North Haven neighborhood?
    Residents describe the North Haven neighborhood in Sag Harbor, NY as well-kept, quiet, and dog-friendly. Most residents say you need a car. See recently sold homes in North Haven, Sag Harbor.
  • Does 27 Gardiners Path have air conditioning?
    Yes, 27 Gardiners Path in Sag Harbor, NY has air conditioning.
  • Does 27 Gardiners Path have a pool?
    Yes, 27 Gardiners Path in Sag Harbor, NY has a pool.

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