274 River Rd, Smithtown, NY

Name: 274 River Rd, For Sale in Smithtown - eXp Realty
Brand: Daniel Gale Sothebys Intl Rlty
SKU: 1004553
Price: 1800000 USD

House

For Sale

Listed price in listed location currency (USD).

$1,800,000

663

MLS® 1004553

Key Facts
Description
Rooms
Map

Key Facts

Type Single Family Residence

Levels Residential

Size 6268 sqft

Garage Yes

Taxes $47,245

Days Active 0

Lot Size

Approx. Age 1905

Avg. Price Per Sqft $287

MLS® Number 1004553

Property Address: 274 River Rd, Smithtown, NY, 11787-1839

Average square foot calculated using Size range provided by listing agent.

Description

Set behind black iron gates and approached by a long sweeping driveway, this extraordinary all-brick estate is a rare offering rich in history, character, and timeless elegance. Originally built in 1905 and set on 8.95 picturesque acres along the scenic Nissequogue River, this landmark property captures the grandeur and old-world appeal of a bygone era while offering an incredible opportunity to restore and reimagine a truly special home. In addition to the main parcel, the property also includes an additional 4.5 acres of wetlands located across the river, creating an exceptionally rare and expansive setting. Steeped in history, the residence once served as a hunting and fishing lodge in the early 1900s and showcases exquisite architectural detailing and craftsmanship rarely found today. Once owned by famed actress Dina Merrill, the estate carries with it a remarkable sense of legacy and prestige. From the moment you enter, the home is filled with warmth and character, featuring impressive millwork, rich wood floors, spacious formal entertaining rooms, and elegant period details throughout. At the heart of the home is the magnificent grand ballroom with soaring ceilings and a stunning stone fireplace — an unforgettable space reminiscent of the estate’s storied past and ideal for grand entertaining. The residence also features a desirable first-floor primary bedroom suite, generously sized rooms throughout, a full basement, and a expansive detached garage. Surrounded by natural beauty and offering exceptional privacy, this remarkable property presents endless potential for those who appreciate historic homes and old-world elegance. Conveniently located just minutes from Long Island beaches, restaurants, shopping, and the LIRR. A truly rare and iconic North Shore estate waiting to be restored to its former glory. Offered in “as is” condition. Please note: Listing photographs reflect the home at the time the current owners purchased the property and do not represent the current interior contents. All contents will be removed prior to closing.

MLS® Number1004553

Laundry Level

Central VacNo

FireplaceYes

Acreage

Exterior

GarageYes

Approx. Age1905

BasementFull, Storage Space, Unfinished

DrivewayDriveway, Garage

Garage Spaces

Heat

A/C

Heating Fuel

Extras

Price History

-End Date

Not Sold YetSold Price

For Sale

May 26, 2026List Date

$1,800,000List Price

Home Appraisal

This property is estimated to sell between: $1,583,000 and $1,909,000.

Similar properties in this area sold on average for: $1,583,200

Expected to sell in 23 days. Similar properties sold in 23 days. This home has been on eXp Realty for 0 days.

The estimated sale price does not take into account many variables such as recent renovations, type of appliances, school district etc. To get a more accurate estimate please contact agent.

Commute

Commute

Starting Address

Destination Address

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