274 River Rd

6,268 Sq. Ft.
$287 / Sq. Ft.
6,268
Sq. Ft.
$287
per Sq. Ft.

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...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.

Property Details for 274 River Road

City/Township
Smithtown
Architectural Style
Colonial
Garage Spaces
3.00
Waterfront
Yes
Section Area
Edgewood Ave.
LISTING UPDATED: 05/27/2026 05:03 AM

Property Details for 274 River Road

StatusActive
MLS #1004553
Days on Market12
Taxes$47,245 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeSingle Family
Year Built1905
Lot Size8.95 AC / 389,862 SF
CountySuffolk County

Location

Listing Courtesy of Daniel Gale Sothebys Intl Rlty, Bonnie Glenn
Add your commute

Building Information for 274 River Road

Stories-Year Built1905Building Size-Lot Size8.95 AC / 389,862 SF

Payment Calculator

$12,907 per month

30 year fixed, 6.36% Interest

Principal and Interest

$8,970

Property Taxes

$3,937

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 274 River Road

Summary
Location and General Information
  • Senior Community YN: No
  • MLS District Code: 800
  • Directions: Edgewood Ave. to Nissequogue River Rd. #274 on left.
  • Tax Block: 1
  • Tax Lot: 1.7
  • Property Attached: No
  • Structure Type: Detached
  • Levels: Two
  • Property Condition: Actual
  • State Or Province: NY
School Information
  • School District: Smithtown
  • Elementary School District: Smithtown
  • Elementary School: Dogwood Elementary School
  • Middle Or Junior School District: Smithtown
  • Middle Or Junior School: Nesaquake Middle School
  • High School District: Smithtown
  • High School: Smithtown High School-East
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Room Information
Room 1 Information
  • Room Level: Basement
  • Room Type: Basement
  • RoomDescription 1: Full basement with outside entry. Ample storage space/utilties
Room 2 Information
  • Room Level: First
  • Room Type: Den
  • Room Description: Den with Wood Floors and Fireplace
Room 3 Information
  • Room Level: First
  • Room Type: Living Room
  • Room Description: Stunning Grand Ballroom/Formal Living Room with Stone Fireplace, French Doors Galore, High Ceilings, Wood Floors
Room 4 Information
  • Room Level: First
  • Room Type: Dining Room
  • Room Description: Banquet Sized Formal Dining with Wood Floors, Fireplace and Doors to Brick Patios
Room 5 Information
  • Room Level: First
  • Room Type: Kitchen
  • Room Description: Spacious Eat-in-Kitchen with Large Dinette Area
Room 6 Information
  • Room Level: First
  • Room Type: Laundry
  • Room Description: Convenient First Floor Laundry Room Located off the Kitchen
Room 7 Information
  • Room Level: First
  • Room Type: Bathroom 1
  • Room Description: Beautiful Marble Powder Room located off the Formal Entry Hall
Room 8 Information
  • Room Level: First
  • Room Type: Primary Bedroom
  • Room Description: 1st Floor Primary Bedroom Suite
Room 9 Information
  • Room Level: First
  • Room Type: Primary Bathroom
  • Room Description: Private Primary Ensuite with Shower and Tub
Room 10 Information
  • Room Level: First
  • Room Type: Bedroom 2
  • Room Description: Additional 1st Floor Bedroom or Home Office with Full Bathroom
Room 11 Information
  • Room Level: Second
  • Room Description: 2 Additional Bedrooms and 2 Full Bathrooms
Room 12 Information
  • Room Level: Second
  • Room Description: Back staircase to Guest Area with 2 Bedrooms and Full Bathroom
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 0800-080-00-01-00-001-007
  • Included In Taxes: Trash
  • Tax Source: Municipality
  • Tax Year: 2026.0
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, Built-in Features, Colonial, Dry Bar, Eat in Kitchen, Electric Dryer Hookup, Entrance Foyer, Family Room, First Floor Full Bath, Formal Dining, Garage(s), Hardwood Floors As Seen, Laundry Room, Living Room, Patio, Primary Bathroom, Public, Recessed Lighting, River Front, Storage, Tile, Washer Hookup, Washer/Dryer Hookup, Wood Burning
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Built-in Features, Dry Bar, Eat-in Kitchen, Entrance Foyer, Formal Dining, Primary Bathroom, Recessed Lighting, Storage, Washer/Dryer Hookup
  • Appliances: Cooktop, Dryer, Oven, Refrigerator
  • Number Of Kitchens: 1.0
  • Total Rooms: 10
  • Basement: Full, Storage Space, Unfinished
  • Attic Description: Unfinished
  • Fireplace: Yes
  • Fireplaces Total: 3
  • Fireplace Features: Family Room, Living Room, Wood Burning
  • Location Amenities: Hardwood Floors As Seen, 1st Fl Master Bedroom, Eat in Kitchen, Entry Foyer, Foyer, Formal Dining Room, Storage, WD Hookup, Privacy, Waterfront, Patio
  • Laundry Features: Electric Dryer Hookup, Laundry Room, Washer Hookup
  • Flooring: Hardwood, Tile
  • Exclusions: See listing agent
  • Living Area: 6,268.00
  • Basement: Yes
Exterior Features
  • Exterior Property Features: Patio, Driveway, Garage, Back Yard, Private, Waterfront
  • Elevation Certificate: No
  • Patio And Porch Features: Patio
  • Construction Materials: Brick
  • Road Frontage Type: Municipal
  • Road Responsibility: Public Maintained Road
  • Other Structures: Garage(s)
  • Waterfront Features: River Front
  • Horse: No
  • Pool Private: No
Lot Information
  • Lot Features: Back Yard, Private, Waterfront
  • Additional Parcel: Yes
  • Site Features: Back Yard, Private, Waterfront
  • Building Area Units: Square Feet
Parking
  • Parking Features: Driveway, Garage
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: None
  • Heating: Forced Air, Oil
  • Heat Fuel Type: Forced Air, Oil
  • Sewer: Cesspool
  • Water Source: Public
  • Utilities: Cable Available, Electricity Connected, Phone Available, Trash Collection Public, Water Connected
Green Features
  • Green Features: Cooktop, Dryer, Oven, Refrigerator, Forced Air, Oil
Agent
Payment and Rate
  • Down Payment Resource: No

Property History for 274 River Road

DateEvent & SourcePriceAppreciation
May 26, 2026

Listed (Active)

ONEKEY #1004553

$1,800,000
Nov 23, 2020

Sold

ONEKEY #3166023

$1,200,000
Aug 14, 2020

Pending

ONEKEY #3166023

DateEvent & SourcePrice
05/26/2026

Listed (Active)

ONEKEY #1004553

$1,800,000
11/23/2020

Sold

ONEKEY #3166023

$1,200,000
08/14/2020

Pending

ONEKEY #3166023

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 274 River Road

Taxable ValueLand$11,450Additions$5,950Total$17,400
Home Facts
Beds8Baths5.5Total Finished SqFt6,268 SqFtAbove Grade Finished SqFt6,268 SqFtStories3Lot Size389,862 SqFtStyleSingle Family ResidenceYear Built1900CountySUFFOLKAPN0800-080.00-01.00-001.007Fireplace TypeHas Fireplace

Schools near 274 River Road

This home is within Smithtown Central School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Public - 6 to 8
Rating
School
Distance
Dogwood Elementary School
PublicK to 5

Nesaquake Middle School
Public6 to 8

Smithtown High School East
Public9 to 12

Great Hollow Middle School
Public6 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

274 River Road is a single family home for sale in St. James, NY 11780. This property was listed for sale on May 26, 2026 by Daniel Gale Sothebys Intl Rlty, it's currently listed at $1,800,000. It has been on the market for a total of 12 days and was last sold on November 23, 2020. This listing's school district is Smithtown Central School District. Nearby schools include Dogwood Elementary School, Nesaquake Middle School and Smithtown High School East. 274 River Road is a 6-bed, 6-bath, 6,268 sqft single family home built in 1905.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Daniel Gale Sothebys Intl Rlty, Bonnie Glenn

Based on information submitted to the MLS GRID as of 05/27/2026 05:03 AM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.