189 Main St

189 Main St — Photo 1
189 Main St — Photo 2
189 Main St — Photo 3
189 Main St — Photo 4
189 Main St — Photo 5
189 Main St — Photo 6
189 Main St — Photo 7
189 Main St — Photo 8
189 Main St — Photo 9
189 Main St — Photo 10
189 Main St — Photo 11
189 Main St — Photo 12
189 Main St — Photo 13
189 Main St — Photo 14
189 Main St — Photo 15
189 Main St — Photo 16
189 Main St — Photo 17
189 Main St — Photo 18
189 Main St — Photo 19
189 Main St — Photo 20
189 Main St — Photo 21
189 Main St — Photo 22
189 Main St — Photo 23
189 Main St — Photo 24
189 Main St — Photo 25
189 Main St — Photo 26
189 Main St — Photo 27
189 Main St — Photo 28
189 Main St — Photo 29
189 Main St — Photo 30
189 Main St — Photo 31
189 Main St — Photo 32

$75k/ mo
Doesn't include deposits and fees
4 beds3.5 bathshouse
189 Main St

Your booked tour

What you get

No parkingAir conditioningPool

Costs, fees, and lease terms

The neighborhood

About the building

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.

The property manager

189 Main St

By contacting this property, you agree to our Terms of Use. Visit our Privacy Portal for more information. When you click “Send message”, we’ll send your inquiry to the property manager so they can reach out and answer your questions.

Find similar homes

Spot something off?Good catch. Flag it and help keep listings legit.