Updated 2 Days Ago
Highlights
- White quartz countertops
- Gourmet kitchen
- Private entrance
- Elegant finishes
- Top tier stainless steel appliances
- Raindrop showerheads
Location
28 Windermere Dr, Sag Harbor, NY 11963, USA
Tour 28 Windermere Dr
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Amenities for 28 Windermere Dr
Features
| Central Air |
Appliances
| Dishwasher |
Community
| Basement | Residents Lounge |
| Sixteen Rooms |
Grounds
| Swimming Pool |
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.
Policies and fees
Applicants
Applicants
One-time.
Contact Property
REQUIRED FEES
Security Deposit
One-time. Refundable.
Contact Property
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About 28 Windermere Dr
Property Status: Active 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. Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Property highlights
We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.How 28 Windermere Dr compares to other nearby properties.
Positives
- Less expensive
- The 4-bedrooms are cheaper than other similar listings nearby
- Dishwasher
- Dishwasher available in kitchen
- Images Available
- There are at least 10 photos of this address
Considerations
- Grow a garden indoors
- A balcony, backyard, or shared outdoor space isn't available
Address details
| Zip code | 11963 |
|---|---|
| Type | House for rent |
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Rent trends in Sag Harbor
4-bedroom apartments at 28 Windermere Dr cost about 87% less than the average rent price for 4-bedroom apartments in Sag Harbor.
Median rents as of Aug 15 2026.
Sag Harbor
| Month | Median Rent |
|---|---|
| August 2024 | $45,000 |
| September 2024 | $47,500 |
| October 2024 | $37,500 |
| November 2024 | $48,000 |
| December 2024 | $47,500 |
| January 2025 | $50,000 |
| February 2025 | $55,000 |
| March 2025 | $59,000 |
| April 2025 | $62,500 |
| May 2025 | $60,500 |
| June 2025 | $55,000 |
| July 2025 | $50,000 |
| August 2025 | $50,000 |
| September 2025 | $45,000 |
| October 2025 | $35,714 |
| November 2025 | $45,000 |
| December 2025 | $45,000 |
| January 2026 | $45,000 |
| February 2026 | $45,000 |
| March 2026 | $45,000 |
| April 2026 | $43,750 |
| May 2026 | $39,000 |
| June 2026 | $35,000 |
| July 2026 | $56,875 |
| August 2026 | $57,298 |
Affordability calculator
Can I afford to live at 28 Windermere Dr?
Bedrooms
4+ bedroomsRent-to-income ratio
30%
Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income
$280,000/yr
With your selected rent-to-income ratio, you'd ideally want to make $280,000 annually to afford this 4-bedrooms monthly rent price of $7,000.
For more information on rent affordability, visit our rent calculator.
Schools near 28 Windermere Dr
Sag Harbor Elementary School
68 hampton st
sag harbor, NY, 11963
PK, K-5Public
B+
Wainscott School
47 main st
wainscott, NY, 11975
K-3Public
Springs School
48 school st
east hampton, NY, 11937
PK, K-8Public
B
Tuckahoe School
468 magee st
southampton, NY, 11968
PK, K-8Public
B-
Amagansett School
320 main street
amagansett, NY, 11930
PK, K-6Public
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Internet available near 28 Windermere Dr
Neighborhood
Getting around Sag Harbor near 28 Windermere Dr
Walking
2/10
You’ll need another mode of transportation for getting around. Scooter, anyone?
Driving
9/10
Commuting is easy with multiple accessible routes and plenty of parking.
Cycling
5/10
More spots are within biking distance and some roads are cyclist-friendly.
Transit
0/10
FYI, there are little to no public transit options within walking distance.
Points of interest for 28 Windermere Dr, Sag Harbor
Groceries
0/10
Closest supermarket further than a 30-minute walk
Shopping
2/10
Some shops within walking distance
Cafes
1/10
Few or no cafés within walking distance
Restaurants
3/10
Some restaurants within walking distance
Primary schools
0/10
Closest elementary school further than a 30-minute walk
High schools
0/10
Closest high school further than a 30-minute walk
Nightlife
1/10
Few or no bars within walking distance
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