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 www.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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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

Agency Title: Timberland Properties
Agency Phone: 845-586-3321

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