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Stephen Kaminsky
(607) 353-2047 Cell

289 River Road, Saint James, NY 11780

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Property Description

A Rare Historic Colonial Rich in History, Charm & Timeless Character!Dating back to 1790, this remarkable 12-room Colonial offers a rare opportunity to own a piece of history. Formerly owned by Adam Smith, a descendant of Richard the Bull Smith, this distinguished residence is set on 1.55 acres of level, picturesque property featuring an in-ground pool.Rich in original architectural details, the spacious home welcomes you through a formal entry into a gracious living room featuring a wood-beamed ceiling, wide-plank wood floors, and an open-hearth fireplace with a beautifully paneled mantel, flanked by built-in bookcases. Just off the living room, a sun-filled Florida room provides the perfect retreat, complete with a beamed ceiling and slate flooring. The formal dining room, accented by elegant shadow-box moldings, is ideal for entertaining and holiday gatherings. The generously sized center-island kitchen offers an inviting breakfast area and opens to a cozy den with its own fireplace and secondary staircase leading to the second level. The second floor features 5-6 bedrooms offering flexibility for family, guests, or home office needs. Additional amenities include a walk-up third level, unfinished basement providing ample storage and utility space, and a detached two-car garage.A truly special offering, this fabulous Colonial seamlessly blends centuries of heritage, timeless architectural details, and gracious living spaces, all set on a beautiful 1.55-acre property with an in-ground pool. A unique opportunity to own a home where history and character are preserved for generations to come!

289 River Road | MLS# 1063554

This single family home located at 289 River Road, Saint James, NY 11780 is currently listed for sale with an asking price of $1,049,000. This property was built in 1790 and has 5 bedrooms and 3 full and 2 partial baths with 4000 sq. ft. River Road is located within the Smithtown school district. Search Saint James real estate on stephen-kaminsky.timberlandproperties.com today.

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Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Bilco Door(s), Partial, Unfinished
Cooling: None
Fenced: Yes
Fireplaces: 3
Garage: 2
Heating: Oil, Steam
Home Style: Colonial
Lot Size: 1.55 Acres
Taxes: $25,889
Year Built: 1790

Amenities

Built-in Features
Eat-in Kitchen
Entrance Foyer
Pantry

Feature Descriptions

Appliances: Cooktop, Dishwasher, Dryer, Oven, Refrigerator, Washer
Attic: Walkup
Building Area Total: 5144
Days on Site: 3
Exterior: Frame
Fencing: Fenced
Fireplace Y/N: Yes
Flooring: Wood
GarageY/N: Yes
Lot Features: Landscaped, Level
Number Of Kitchens: 1
On Market Date: 2026-11-11
Parcel Number: 0800-080-00-01-00-050-000
Parking Features: Garage
Pool Features: In Ground
Rental Term: Monthly
Rooms Total: 12
Sewer: Cesspool
Swimming Pool: Yes
Utilities: Natural Gas Connected
Water: Public
Window Features: Double Pane Windows

Local Schools

High School: Smithtown High School-East
Middle School: Nesaquake Middle School
Elementary School: Dogwood Elementary School
School District: Smithtown

Estimate Your Payment

Estimated Payment

$ 4,797.99 per month $2,334.62 Principal & Interest $2,157.42 Property Tax $305.96 Homeowner's Insurance

Change Payment Information

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years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Douglas Elliman Real Estate
Agency Contact: 631-549-4400

Shown By

Agent Name: Stephen Kaminsky
Agent Phone: (607) 353-2047 Cell
Agency Title: Timberland Properties

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All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 11/15/2026. The listing information on this page last changed on 11/15/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 11/15/2026 12:00:00 AM EST) or Global MLS (last updated Sat 11/14/2026 11:52:44 PM EST) or New York State Alliance MLS (last updated Sat 11/14/2026 11:55:00 PM EST) or Hudson Valley Catskill Region MLS (last updated Sat 11/14/2026 11:51:10 PM EST) or OneKey MLS (last updated Sat 11/14/2026 6:26:28 AM EST). Real estate listings held by brokerage firms other than Timberland Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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