Welcome to the legendary Bert Stern House at 189 Main Street an extraordinary Georgian masterpiece in the heart of Sag Harbor where art, history, glamour, and summer luxury come together in one unforgettable experience. Once home to iconic photographer Bert Stern, whose timeless portraits of Marilyn Monroe changed the world of fashion and photography forever, this residence is more than a summer rental it is living inside a piece of American creative history.Behind the classic facade lies nearly 4,000 square feet of soulful elegance, beautifully preserved with original hardwood floors, rich millwork, grand entertaining rooms, and walls adorned with Stern's legendary imagery. Every corner of the home tells a story sophisticated yet relaxed, artistic yet effortlessly luxurious.Spend long summer afternoons by the heated pool surrounded by lush gardens, host unforgettable candlelit dinners beneath the trees, or walk just moments into Sag Harbor Village for world-class restaurants, boutiques, marinas, and sunset strolls along the harbor. Inside, the home offers expansive living spaces, four beautifully appointed bedrooms, a music room with piano, elegant dining areas, multiple workspaces, and the kind of timeless atmosphere that simply cannot be recreated.This is not just a Hamptons rental.This is a rare invitation into the lifestyle of an icon.For those seeking privacy, inspiration, culture, and authentic Sag Harbor charm, The Bert Stern House delivers a summer experience unlike anything else in the Hamptons.
House for rent
$75,000/mo
Fees may apply
189 Main St, Sag Harbor, NY 11963
4beds
--sqft
Price may not include required fees and charges. Learn more|
Singlefamily
Available now
Central air
None parking
Fireplace
What's special
Classic facadeMultiple workspacesExpansive living spacesTimeless atmosphereGrand entertaining roomsRich millworkOriginal hardwood floors
- 61 days |
- -- |
- -- |
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Listing updated:
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Rooms
- Room types: Laundry Room, Office
Heating
- Fireplace
Cooling
- Central Air
Features
- Has basement: Yes
- Has fireplace: Yes
Video & virtual tour
Property
Parking
- Parking features: Contact manager
- Details: Contact manager
Features
- Stories: 2
- Exterior features: Architecture Style: a-frame, Broker Exclusive
- Has private pool: Yes
- Pool features: Pool
Details
- Parcel number: 0903003000200048000
Construction
Type & style
- Home type: SingleFamily
- Property subtype: SingleFamily
Condition
- Year built: 1790
Community & HOA
HOA
- Amenities included: Pool
Location
- Region: Sag Harbor
Financial & listing details
- Lease term: Contact For Details
Price history
| Date | Event | Price |
|---|---|---|
| 5/11/2026 | Listed for rent | $75,000+50% |
Source: Zillow Rentals Report a problem | ||
| 5/11/2026 | Listing removed | $50,000 |
Source: Zillow Rentals Report a problem | ||
| 10/28/2025 | Price change | $50,000-23.1% |
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| 10/15/2025 | Listed for rent | $65,000+8.3% |
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| 10/14/2025 | Listing removed | $60,000 |
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| 5/17/2025 | Listed for rent | $60,000-7.7% |
Source: Zillow Rentals Report a problem | ||
| 5/16/2025 | Listing removed | $65,000 |
Source: Zillow Rentals Report a problem | ||
| 4/21/2025 | Price change | $65,000+30% |
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| 2/20/2025 | Price change | $50,000-3.2% |
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| 10/31/2024 | Listed for rent | $51,666-31.1% |
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| 8/27/2024 | Listing removed | $75,000 |
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| 8/1/2024 | Price change | $75,000+15.4% |
Source: Zillow Rentals Report a problem | ||
| 7/1/2024 | Price change | $65,000+25.8% |
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| 10/6/2023 | Listed for rent | $51,666-31.1% |
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| 9/5/2023 | Listing removed | -- |
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| 8/1/2023 | Price change | $75,000+11.1% |
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| 7/1/2023 | Price change | $67,500+26.6% |
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| 11/22/2022 | Price change | $53,333-3% |
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| 10/31/2022 | Listed for rent | $55,000 |
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| 4/25/2021 | Listing removed | -- |
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| 1/4/2021 | Price change | $55,000+10% |
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| 10/24/2020 | Listed for rent | $50,000 |
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| 6/5/2020 | Listing removed | $50,000 |
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| 5/5/2020 | Listed for rent | $50,000-9.1% |
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| 9/25/2019 | Listing removed | $55,000 |
Source: Bridgehampton East #87156 Report a problem | ||
Neighborhood: 11963
Nearby schools
GreatSchools rating
- 6/10Sag Harbor Elementary SchoolGrades: PK-5Distance: 0.4 mi
- 7/10Pierson Middle High SchoolGrades: 6-12Distance: 0.5 mi
- New York
- Suffolk County
- Sag Harbor
- 11963
- 189 Main St







