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$31,670 /month

28 Windermere Dr, Sag Harbor, NY 11963

Last Updated:

What This House Offers

Spend your summer in style in this beautifully updated 4 bedroom 3 bath rental in the coveted waterfront community of Bay Point in Sag Harbor offered at $145... ,000 for Year Round,$95,000 for MD-LD,$27,500 for June,$40,000 for July and $45,000 for August for the 2027 season. Just minutes from the village and moments from Foster Memorial Beach this tastefully appointed home offers the perfect blend of modern comfort and Hamptons charm. Inside you will find an open concept living area with cathedral ceilings skylights and great natural light. The gourmet kitchen features top tier stainless steel appliances including a Bertazzoni range white quartz countertops a farmhouse sink and soft grey beige and white tones throughout. The main level primary suite offers a private entrance and barn doors for added seclusion. Upstairs two guest bedrooms share a full bath with elegant finishes and raindrop showerheads. The lower level is ideal for entertaining with a spacious media lounge wet bar fourth bedroom and an additional full bath with a glass walk in shower and designer tile. Outside enjoy a beautifully landscaped private setting with a heated in ground pool outdoor shower and multiple areas for lounging or dining alfresco. Located just 1.5 miles from Sag Harbor Village and minutes from Serene Green Organic Farmstand this home offers convenience tranquility and easy access to everything the Hamptons has to offer including unforgettable west facing sunsets at nearby Long Beach. MLS ID KEY1000970

Based on information submitted to the MLS GRID as of [see last changed date above]. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Prices displayed on all Sold listings are the Last Known Listing Price and may not be the actual selling price.

Unit

  • $31,670 / month
  • 4 Beds
  • 3 Baths
  • 1360 sq. ft.
  • Available Jan 1

Home Features

  • Air Conditioning

28 Windermere Dr is a single-family home for rent in Sag Harbor, NY

Fees and Policies

The fees below are based on community-supplied data and may exclude additional fees and utilities.

One-Time Basics

Due at Move-In

  • Security Deposit - Refundable
    $25

Property Fee Disclaimer Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

Home Details

Home Design

  • Built in 2006
  • Traditional Architecture
  • Single Family Detached Home
  • Entry on the 1st floor

Interior Spaces

  • Open Floorplan
  • Cathedral Ceiling
  • Fireplace
  • 1360 Sq Ft Home

Kitchen

  • Farmhouse Sink
  • Breakfast Bar
  • Oven
  • Microwave
  • Dishwasher

Bedrooms and Bathrooms

  • Primary Bedroom on Main
  • Bathroom on Main Level
  • En-Suite Primary Bedroom
  • 3 Full Bathrooms
  • 4 Bedrooms
  • 4 Bedrooms | 3 Bathrooms

Basement

  • Finished Basement

Parking

  • Driveway

Lot Details

  • 13068 Sq Ft Lot
  • No Common Walls

Schools

  • Sag Harbor Elementary School
  • Pierson Middle/High School
  • Pierson Middle/High School

Utilities

  • Central Air

Listing and Financial Details

  • Assessor Parcel Number 0900-009-00-02-00-052-000

Community Details

Pet Policy

  • Call for details about the types of pets allowed

Explore Commute Options

Destination Address
  • Drive Time
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  • Walk Time
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  • Bike Ride Time
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  • Public Transit
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What's nearby 28 Windermere Dr

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Get In Touch

Property Address:
28 Windermere Dr,
Sag Harbor, NY 11963
Listed by
Thomas R. Cavallo | Douglas Elliman Real Estate
Phone Number: (631) 725-0200
MLSLongIsland#NY

Information Copyright 2026, OneKey® MLS. All Rights Reserved. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.

Area Scores

Walkability

Somewhat walkable20 / 100

Driveability

Exceptionally drivable90 / 100

Bikeability

Fairly bikeable50 / 100

Scores provided by

Travel and Transit

Commuter Rail
11 min Drive
Long Island Rail Road
Commuter Rail
17 min Drive
Long Island Rail Road

Local Education

Primary and Secondary Schools

6 rating

Sag Harbor Elementary School

Grades PK-5

Public

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HARBOR WALDORF SCHOOL

Grades PK-5

Private

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The Hayground School

Grades PK-8

Private

7 rating

Pierson Middle High School

Grades 6-12

Public

undefined rating

Ross School

Grades PK-12

Private

Data provided by GreatSchools.org © 2026. All rights reserved.

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Discover Outlying Eastern Suffolk, Sag Harbor, NY

Parks and Recreation

Recreational activities near 28 Windermere Dr are plentiful. Discover 1 park within 3.7 miles, including Elizabeth A. Morton National Wildlife Refuge.

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