Your message has been sent! Thank you!

28 Windermere Dr

(631) 725-0200
Check Availability
Sag Harbor, NY 11963

Contact

28 Windermere Dr

Sag Harbor, NY 11963
(631) 725-0200
28 Windermere Dr in Sag Harbor, NY - Building Photo
4 Bedroom - Home for Rent
  • 4BR, 3BA Home
  • $7,000 Pricing
  • 1,360 Square Feet
  • 01-01-2027 Availability

About 28 Windermere Dr

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 $132,000 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 and $40,000 for winter 2026/2027. 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.

28 Windermere Dr is located in the Outlying Eastern Suffolk Neighborhood and 11963 Zip code of Sag Harbor, NY.

Property Contact Info

Fees and Policies

The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.

Required Fees

One-Time Basics

Due at Move-In
Security Deposit - RefundableiCharged Per Unit.$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.

Features and Amenities

On-Site Services

  • Garden Style

Interior Features

  • Air Conditioning
Google Map

Map

28 Windermere Dr, Sag Harbor, NY 11963

Getting Around

  • 20 / 100 Somewhat walkable

    Few day-to-day needs are within walking distance

  • 50 / 100 Fairly bikeable

    Somewhat suitable for bicycle commuting and/or recreation

  • 90 / 100 Exceptionally car friendly

    Excellent access to freeways and/or major arteries, with almost no chance of parking problems

Scores provided by Local Logic details

Getting to Know the Area

  • 30 / 100 Restaurants

    Some restaurants within walking distance

  • 20 / 100 Cafes

    Some cafés within walking distance

  • 20 / 100 Nightlife

    Some bars within walking distance

  • 20 / 100 Shopping

    Some shops within walking distance

  • 100 / 100 Noise Level

    Virtually no sources of noise nearby

Scores provided by Local Logic

Frequently Asked Questions about 28 Windermere Dr

What type of rental is available at 28 Windermere Dr?

There is currently a 4 Bed 3 Bath Home for rent with 1,360 sq ft listed at 28 Windermere Dr. It is Available January 1, 2027.

How much is the rent at 28 Windermere Dr?

The rental at 28 Windermere Dr is currently listed at $7,000.

What area of town is 28 Windermere Dr located in?

Located in the Outlying Eastern Suffolk Neighborhood, 28 Windermere Dr is in the 11963 Zip Code of Sag Harbor, NY.

Nearby Schools

Sag Harbor Elementary School

Sag Harbor Union Free School District
68 Hampton Street
Public School - Grades PK-5 (431 Students)
6/10

Pierson Middle High School

Sag Harbor Union Free School District
200 Jermain Avenue
Public School - Grades 6-12 (502 Students)
7/10
School data provided by GreatSchools.
details
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on scale of 1 (below average) and to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider needs as part of the school selection process.

About GreatSchools Data on ApartmentHomeLiving.com.

Points of Interest

Time and distance from 28 Windermere Dr.

Big Box and Retail

Homegoods

368 Montauk Hwy
10 minute drive / 4.82 miles away

Sleepy's

71 Montauk Hwy
13 minute drive / 6.16 miles away

Groceries

Iga

48 Main St
2 minute drive / 0.75 miles away

Stop & Shop

67 Newtown Ln
14 minute drive / 6.84 miles away

Hospitals

Stony Brook Eastern Long Island Hospital

201 Manor Place
17 minute drive / 8.12 miles away

Shopping Centers

Bridgehampton Village

2488 Montauk Hwy
9 minute drive / 4.33 miles away

Bridgehampton Commons

2004-2104 Montauk Hwy
9 minute drive / 4.54 miles away

Wainescott Village

352-354 Montauk Hwy
10 minute drive / 4.86 miles away

28 Windermere Dr has 5 shopping centers within 6.5 miles.

Transit Stations

Bridgehampton Station-Montauk Branch

8 minute drive / 4.19 miles away

East Hampton Station-Montauk Branch

14 minute drive / 6.54 miles away

Greenport Station-Greenport Branch

15 minute drive / 7.42 miles away

Nearby Neighborhoods

Outlying Eastern Suffolk

Studio to 7 Bedroom Apartments from $1,993
View Rentals

Eastern Suffolk

Studio to 7 Bedroom Apartments from $1,062
View Rentals

Downtown Riverhead

Studio to 2 Bedroom Apartments from $2,055
View Rentals

Rental Price Ranges in the Area

BedroomAverage RentCheapest RentHighest Rent
Sag Harbor Studio Apartments $1,812$1,344$2,754
Sag Harbor 1 Bedroom Apartments $2,079$1,100$3,844
Sag Harbor 2 Bedroom Apartments $2,591$1,200$4,685
Sag Harbor 3 Bedroom Apartments $2,863$1,400$3,815
2 Bedroom Homes$27,500$10,000$10,000+
3 Bedroom Homes$36,300$4,500$10,000+
4 Bedroom Homes$49,800$7,000$10,000+
5 Bedroom Homes$17,000$10,000$10,000+
6 Bedroom Homes$70,000$10,000$10,000+
7 Bedroom Homes$100,000$10,000$10,000+

Browse Top Apartments in Sag Harbor

Viewing: 28 Windermere Dr | Desktop Version | Listing Updated: 07/17/2026