$150,000 / Month

28 Windermere Dr

,

Sag Harbor, NY 11963

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917-445-1189
  • Bedrooms

    4

  • Bathrooms

    3

  • Square Feet

    2,500 sq ft

  • Available

    Available Sep 1

Highlights

  • In Ground Pool
  • Wood Flooring
  • Main Floor Primary Bedroom
  • Modern Architecture
  • 1 Fireplace
  • Furnished
28 Windermere Dr
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About This Home

Available Sep 1

4 BR Modern Sag Harbor Rental - Bay Point Sag Harbor Rental - Bay Point Spend your summer in style at this beautifully updated 4-bedroom,3-bath rental in the coveted waterfront community of Bay Point,Sag Harbor. Just minutes from the village and a moments from Foster Memorial Beach,this tastefully appointed home offers a perfect blend of modern comfort and Hamptons charm. Step inside to an open-concept living area with cathedral ceilings and natural light streaming through skylights. The gourmet kitchen features top-tier stainless steel appliances-including a Bertazzoni range-white quartz countertops,a farmhouse sink,and stylish grey-beige-white interior 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,complete with a spacious media lounge,wet bar,a fourth bedroom,and an additional full bath featuring a glass walk-in shower and designer tile. Outside,enjoy a beautifully landscaped and private setting complete with a 20' x 40' heated in-ground pool,outdoor shower,and multiple seating 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 access to everything the Hamptons has to offer-including those unforgettable west-facing sunsets at the nearby beach. Also available: Sept $20K,Oct $20K,Nov $9K,Dec $9K,2026: Y/R: $150K,Jan $9K,Feb $9K,Mar $9K,April $9K,May $17,500,June $25K,July $45K 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.

28 Windermere Dr is a house located in Suffolk County and the 11963 ZIP Code. This area is served by the Sag Harbor Union Free attendance zone.

* Price shown is base rent and may not include non-optional fees and utilities. Price, availability, fees, and any applicable rent special are subject to change without notice.
* Square footage definitions vary. Displayed square footage is approximate.

Home Details

Home Type

Single Family Detached Home

Year Built

Built in 2021

Bedrooms and Bathrooms

Primary Bedroom on Main En-Suite Primary Bedroom 3 Full Bathrooms 4 Bedrooms

Home Design

Modern Architecture Wood Siding

Interior Spaces

Wood Flooring 1 Fireplace Furnished Entrance Foyer 2,500 Sq Ft Home

Kitchen

Range Oven Microwave Dishwasher

Laundry

Dryer Washer

Pool

In Ground Pool Outdoor Pool Saltwater Pool

Schools

Sag Harbor Elementary School Pierson Middle/High School

Utilities

Forced Air Heating and Cooling System Sewer Not Available

Community Details

Pet Policy

Pets Allowed

Fees and Policies

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

  • Dogs Allowed
  • Fees not specified
  • Cats Allowed
  • Fees not specified

Contact

  • Listed by Craig W. Beem | Brown Harris Stevens Hamptons
  • Phone Number
  • Contact
  • Source
    OneKey® MLS
Information Copyright 2025, 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.
Amenities
  • Air Conditioning
City - Sag Harbor

Sag Harbor combines upscale Long Island amenities with a timeless small-town aesthetic, creating an environment that delivers the best of both worlds. Positioned near the eastern tip of the island, the local rental market ranges from extremely high-end mansions to more affordable suburban homes.

The Downtown area along Main Street features a cluster of restaurants, specialty shops, and other popular hangouts. Being so close to the coast, boating and fishing are major pastimes among the locals, and heading to the beach is always a welcome suggestion in the warmer months.

Learn more about living in Sag Harbor 
Education
Colleges & Universities Distance
Colleges & Universities Distance
Drive: 52 min 29.9 mi
Drive: 157 min 37.6 mi
Drive: 165 min 41.3 mi
28 Windermere Dr is within 52 minutes or 29.9 miles from SUNY Suffolk Co., Eastern. It is also near Connecticut College and University of Connecticut.
Schools
Public Elementary School
Grades PK-5
426 Students
Attendance Zone
Public Middle & High School
Grades 6-12
525 Students
Attendance Zone
Private Elementary & Middle School
Grades PK-8
77 Students
Nearby
Private Elementary, Middle & High School
Grades PK-12
318 Students
Nearby
Transportation

28 Windermere Dr is near Tweed/New Haven, located 89.3 miles or 197 minutes away.

Commuter Rail Distance
Commuter Rail Distance
Drive: 14 min 6.1 mi
Drive: 46 min 8.9 mi
Drive: 19 min 8.9 mi
Drive: 23 min 11.0 mi
Drive: 54 min 13.2 mi
Airports Distance
Airports Distance
Tweed/New Haven
Drive: 197 min 89.3 mi
Car-Dependent
1
Walk Score®
Out of 100
This area is considered a car-dependent area and most errands will require a car.
Minimal Transit
0
Transit Score®
Out of 100
Somewhat Bikeable
24
Bike Score®
Out of 100
You might be able to find places to ride your bike in this area, but you’ll most likely want your car for most errands.
-
-
Soundscore
Out of 100

Traffic:

-

Airport:

-

Businesses:

-

Score provided by

Scores provided by  and

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Points of Interest

Time and distance from 28 Windermere Dr.

Shopping Centers Distance
Shopping Centers Distance
Drive: 14 min 6.0 mi
Drive: 15 min 6.6 mi
Drive: 18 min 7.8 mi
28 Windermere Dr has 3 shopping centers within 7.8 miles, which is about a 18-minute drive. The miles and minutes will be for the farthest away property.
Parks and Recreation Distance
Parks and Recreation Distance
Elizabeth A. Morton National Wildlife Refuge
Drive: 9 min 3.7 mi
South Fork Natural History Museum & Nature Center
Drive: 12 min 5.8 mi
LongHouse Reserve
Drive: 20 min 9.0 mi
Cedar Point County Park
Drive: 29 min 10.1 mi
Custer Institute Observatory
Drive: 56 min 14.2 mi
28 Windermere Dr has 5 parks within 14.2 miles, including Elizabeth A. Morton National Wildlife Refuge, South Fork Natural History Museum & Nature Center, and LongHouse Reserve.
Hospitals Distance
Hospitals Distance
Drive: 48 min 9.5 mi
28 Windermere Dr is 9.5 miles and a 48 minute drive from Stony Brook Eastern Long Island Hospital.
Military Bases Distance
Military Bases Distance
Drive: 157 min 37.2 mi
Drive: 165 min 41.1 mi
28 Windermere Dr is 37.2 miles from Fort Trumbell US Navy, and is convenient to other military bases, including New London Naval Sub Base.

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