189 Main Street, Sag Harbor Village, NY 11963

Seasonal Rental
Active for Rent
4 Beds
3.5 Baths
3900 SF
Built In 1790
 
Listing ID 921878
Property Type Residential
Township Southampton
Hamlet Village of Sag Harbor
School SAG HARBOR UNION FREE SCHOOL DISTRICT
Tax ID 0903-003.000-02-000.048
FEMA Flood Map fema.gov/portal
Year Built 1790
Virtual Tour

Welcome to the legendary Bert Stern House at 189 Main Street

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.
Property Details
  • 4 Total Bedrooms
  • 3 Full Baths
  • 1 Half Bath
  • 3900 SF (AG)
  • 3900 SF (Total)
  • 0.26 Acres
  • Built in 1790
  • 2 Stories
  • Available 4/17/2025
  • Georgian Style
  • Crawl Basement
  • Lower Level: Unfinished
Rental Details
  • 9 People Max
  • Internet
  • TV
  • Linens Included
  • Pets Allowed
  • Pet Notes: Case by Case
Seasonal Rental
PeriodPriceDatesStatus
July/August-LD$180,000Jul 1st - Sep 7th 2026Available
August-LD$70,000Aug 1st - Sep 7th 2026Available
MD-LD$200,000May 22nd 2027 - Sep 7th 2027Available
June$65,000Jun 1st 2027 - Jun 30th 2027Unavailable
July$90,000Jul 1st 2027 - Jul 31st 2027Available
August-LD$100,000Aug 1st 2027 - Sep 1st 2027Available
Interior Features
  • Open Kitchen
  • Oven/Range
  • Refrigerator
  • Dishwasher
  • Microwave
  • Dryer
  • Hardwood Flooring
  • Furnished
  • Entry Foyer
  • Living Room
  • Dining Room
  • Family Room
  • Formal Room
  • Den/Office
  • Primary Bedroom
  • en Suite Bathroom
  • Walk-in Closet
  • Bonus Room
  • Great Room
  • Library
  • Kitchen
  • Breakfast
  • Laundry
  • First Floor Bathroom
  • 4 Fireplaces
  • Propane Stove
  • Forced Air
  • Central A/C
Exterior Features
  • Frame Construction
  • Brick Siding
  • Cedar Shake Siding
  • Asphalt Shingles Roof
  • Municipal Water
  • Pool: In Ground, Gunite
  • Pool Size: 20X40
  • Patio
  • Driveway
  • Near Bus
Listed By
Douglas Elliman (Sag Harbor)
Office: 631-725-0200
Mobile: 360-764-1488
Request More Information
Request Showing
Role Agent Buyer
Your Preferred Date & Time
Showing Type:
Listing data is deemed reliable but is NOT guaranteed accurate.
Contact Us
Who Would You Like to Contact Today?

I want to contact an agent about this property!

I wish to provide feedback about the website functionality

Contact Agent
Your Name:
Email:
Phone:
Message:
Security: What is 7 plus 3?