Introducing 434 on Main - an exceedingly rare opportunity on Main Street in Amagansett, a vintage .66-acre estate of exceptional character and provenance. Originally built in 1905 on the coveted south side of Main Street, this distinguished property predates local zoning and retains a grace and scale seldom found today. Meticulously restored in 2013-2014, the residence first known as Sunset View Lodge has been thoughtfully reimagined for modern living while honoring its storied past. Currently zoned and operated as an inn, the home offers four beautifully appointed ensuite bedrooms - each with its own private bath - formal living and dining rooms, a wonderful chef's kitchen, a first-floor powder room ideal for guests and entertaining, and both front and back staircases that lend the home a rare sense of privacy and flow. A gracious front porch recalls the leisurely spirit of turn-of-the-century summers, while a newly finished lower level with soaring 9-foot ceilings provides abundant additional space. The grounds are nothing short of enchanting. An early barn structure, now used as a studio and garage, stands as a charming reminder of Amagansett's rural heritage - and once served as the creative studio of acclaimed artist Bill Durham. Known for his expressive use of color and nationally recognized work, including a Pollock-Krasner grant in 1998, Durham's legacy endures in collections such as Guild Hall, infusing this property with rare cultural resonance. Beyond the barn, an expansive sun-filled garden unfolds with intimate seating areas, mature plantings, and a serenity rarely found at the village center. Whether you're seeking an income-producing inn or a gracious private residence, this home offers both. A once-in-a-generation vintage Amagansett estate, just steps to town, moments from the LIRR and Hampton Jitney, and 0.36 miles to the ocean. It truly doesn't get any better. Barn Studio photography has been digitally edited to show rooms unfurnished.
For sale
Price cut: $395K (8/18)
$5,600,000
434 Main St, Amagansett, NY 11930
4beds
--sqft
Single Family Residence
Built in 1906
0.66 Acres Lot
$5,658,600 Zestimate®
$--/sqft
$-- HOA
What's special
- 311 days
- 554
- 21
Zillow last checked:
Listed by:
Sotheby's International Realty 631-324-6000,
Kim Slater - Real Estate Sales Person 516-359-4334
Source: Out East,MLS#: 392237
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Rooms
- Room types: Family Room, Laundry, Library, Office
Cooling
- Central Air
Features
- Basement: Yes
- Has fireplace: Yes
Interior area
- Total structure area: 0
Property
Parking
- Parking features: GarageDetached
- Has garage: Yes
Features
- Stories: 2
- Pool features: Room for a Pool
Lot
- Size: 0.66 Acres
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Condition
- New construction: No
- Year built: 1906
Community & HOA
Location
- Region: Amagansett
Financial & listing details
- Date on market: 11/28/2025
- Lease term: Contact For Details
Estimated market value
$5,658,600
$5.38M - $5.94M
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 8/18/2026 | Price change | $5,600,000-6.6% |
Source: Out East #392237 Report a problem | ||
| 7/13/2026 | Price change | $5,995,000-5.6% |
Source: Out East #392237 Report a problem | ||
| 6/16/2026 | Listed for sale | $6,350,000-2.3% |
Source: Out East #392237 Report a problem | ||
| 11/28/2025 | Listed for sale | $6,500,000 |
Source: Out East #392237 Report a problem | ||
Public tax history
Tax history is unavailable.




