by RH Advisors

See Home Value
$1,400,000
● House - Off Market

274 River Road

Smithtown, NY 11967
bedrooms
6 Beds
bathrooms
5 Baths, 1 Half Bath
square feet
6,268 Ft²
$12,776
Est. Monthly

About This Property

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.
Unit Size
6,268 Ft²
Days on Market
156 days
Land Size
8.95 acres
Price per sqft
$287
Property Type
House
Property Taxes
$3,937
HOA Dues
-
Year Built
2001

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Last updated: 6 days ago (OneKey MLS #KEY1004553)

Price History

Date / Event Date Event Price
Oct 29, 2026 Sold
Sold
Jul 7, 2026 In contract -
In contract
Jul 5, 2026 Relisted $1,200,000
Relisted
Jun 22, 2026 In contract -
In contract
May 26, 2026 Listed by Daniel Gale Sothebys Intl Rlty $1,800,000
Listed by Daniel Gale Sothebys Intl Rlty
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Property Highlights

Garage
Fireplace

Building Info

Overview

    General

  • Year Built: 2001
  • Effective Year Built: 2001
  • Total Rooms: 8
  • Bedroom Count: 3
  • Bathroom Count: 2
  • Full Bathrooms: 2
  • Partial Bathrooms: 2
  • Building Condition: 0
  • Building Quality: 0
  • Construction Type: 0
  • Building Style: 5
  • Exterior Walls Type: 19
  • Interior Walls Type: 0
  • Roof Shape Type: 0
  • Roof Cover Type: 0
  • Floor Count: 200
  • Floor Cover: 0
  • Basement Type: 9
  • Basement Area: 0
  • Garage Type: 0
  • Parking Space Count: 0
  • Patio Type: 0
  • Porch Type: 0
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 31,363
  • Total Building Area: 1,626
  • Building Area: 1,626
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 0
  • Heating: 4
  • Heated Square Feet: 1,626
  • Heating Fuel Type: 0

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: MASTIC ACRES
  • Land Acres: 0000000720
  • Standard Land Use Code: 1001
  • County Land Use Code: 210
  • Legal Description 1: MASTIC ACRES 1556 UNIT 12 378 & 379 EX PT TO RD

Neighborhood

  • School District Name: Longwood Central School District
  • School Tax School District: LONGWOOD
  • Census Tract: 159408

Geography

  • Assessors Map Reference: MAP 5401556
  • Account Number: 00005402113
  • District: 0200-7
  • Section: 746.00
  • Parcel: 0200-746.00-01.00-002.003
  • Block: 1
  • Lot: 2.003
  • Municipality: BROOKHAVEN
  • Latitude: 40.82
  • Longitude: -72.8862

    Address

  • Full Address: 274 River Rd
  • Address - House Number: 274
  • Address - Street Name: River
  • Address - Suffix Type: Rd
  • State: NY
  • City Name: Shirley
  • Carrier Code: C012
  • 4-Digit Zip Code: 1511
  • Zip Code: 11967

Valuation

    Tax

  • Tax Year: 2022
  • Tax Amount: $0
  • Tax Rate Code Area: 472212

    Appraisal Valuation

  • Standard Deviation: 0.2692
  • Valuation Date: Feb 14, 2024
  • Confidence Score: 61
  • Final Value: 471,361
  • High Value: 598,257
  • Low Value: 344,464

    Market Valuation

  • Market Total Value: $4,351
  • Market Land Value: $481
  • Market Improvement Value: $3,870

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $2,350
  • Assessed Land Value: $260
  • Assessed Improvements Value: $2,090

    Sales

  • Current Sale Contract Date: Aug 09, 2002
  • Current Sale Recording Date: Aug 15, 2002
  • Current Sale Price:
  • Current Sale Document Type: 12
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Shirley


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Frequently Asked Questions

When was property at 274 River Road built and last sold?
The property at 274 River Road was built in 2001 and last sold on Aug 9, 2002 for $149,000.
How much is this home worth?
The estimated value of the home located at 274 River Road is $1,818,000.
What are some comparable homes to 274 River Road?
There are currently no comparable homes to 274 River Road.