About This Home

This 7-bedroom, 6-bathroom single family at 38 Landing Meadow Road in Smithtown, NY is listed for $3,995,000 ($1,027 per sqft). Built in 1828, the home offers 3,891 sqft of living space on a 22.30 acres lot.

Key Features

  • Built in 1828
  • 22.30 acre lot
  • 2 stories
  • Fireplace
  • Waterfront

Property Details

2 stories
5 full, 1 half
1828

Amenities

FireplaceWaterfrontViewHardwoodA/C
Listing Description

Welcome to 38 Landing Meadow Road, Smithtown. Nestled on almost 23 picturesque and serene waterfront acres overlooking the renowned Nissequogue River this is a truly extraordinary North Shore retreat. Driving down the long private driveway your senses are alive to the possibilities of what is to appear.

Surrounded by breathtaking natural beauty, the property includes agricultural land adjoining approx. 60 acres of protected preserve, creating an unmatched sense of privacy and tranquility. Wide open vistas, emerald lawns, magnificent mature trees and the grand nature of this idyllic scene are unmatched.

Barns, stables, paddock, workshops, and multiple outbuildings provide endless possibilities for equestrian pursuits, farming, recreation, or creating your own private compound or purpose. This timeless Manor House built in 1828 offers nearly 6,000 square feet of living space, featuring 7 stately and spacious bedrooms and 6 bathrooms.

The magnificent Estate is highlighted on the first floor by a warm and opening center hall with access to the rear property and patio, a formal living room, grand den with fireplace and the first floor acess to side property, den or library with a fireplace, truly formal dining room with a fireplace, an inviting eat-in kitchen designed for everyday

living and entertaining and butlers pantry, family room or bedroom with a wet bar and two bathrooms. The charm and character of all of the rooms with so many original details of fireplace mantles and surrounds, stair mouldings and hardwood floors take you to another time.

Besides the grand Manor home the property outside has an antique barn of approx. 7,500 square feet which offers the possibility of future use, and a caretakers suite inside. Also on the property is a "bank" barn with four 12x14' horse stalls, a tack room and hayloft.

Besides this barn is another smaller barn also with four 12x12' horse stalls. On the grand 20 acre land preserve is an extensive paddock and other fenced areas. Conveniently located near parks, golf clubs, beaches, wineries, charming villages, museums, and fine dining, this exceptional estate offers a rare opportunity to experience waterfront living at its finest.

Walking in to this one-of-a-kind Estate you feel that 38 Landing Meadow Road Smithtown is a rare opportunity where history, nature and endless potential come together. Since the property adjoins multiple land preserve woodlands it ensures a forever-preserved backdrop and an exceptional North Shore lifestyle in which this legacy Estate can be yours and protected.

Monthly Cost Estimate

$21,366/mo

20% down · 6.5% · 30 years

Principal$2,889
Interest$17,312
Insurance$1,165

Estimates only. Actual payments may vary.

Location

38 Landing Meadow Road

Smithtown, NY 11787

Features & Amenities

Interior Features

First Floor BedroomFirst Floor Full BathBuilt-in FeaturesChefs KitchenCrown MoldingEat-in KitchenEntertainment CabinetsEntrance FoyerFormal DiningIn-Law FloorplanNatural WoodworkOriginal DetailsPantryPrimary BathroomWalk-In Closet(s)Wet Bar

Exterior Features

Balcony

Property Details

Flooring

Hardwood

Construction

Clapboard Frame Wood Siding

Views

WaterRiver

Pool Features

DeckPatioPorch

Parking

Oversize

Heating

Hot Water(Heating)Oil

Cooling

Wall/Window Unit(s)Window Unit(s)

Appliances

OvenRangeRefrigerator

Questions & Answers

This 7-bedroom, 6-bathroom single family at 38 Landing Meadow Road is listed at $3,995,000 ($1,027/sqft). The estimated monthly payment is $21,366 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1828, 22.30 acre lot, 2 stories, Fireplace, Waterfront. Interior Features: First Floor Bedroom, First Floor Full Bath, Built-in Features. Exterior Features: Balcony.

This property is listed by Philip C. Laffey and can be reached at 5163591489.

PL

Philip C. Laffey

Agent at LAFFEY REAL ESTATE

(516) 359-1489

Listed by LAFFEY REAL ESTATE · View on Broker Site

MLS# 1022766· Source: listhub· 1 day on market

Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

38 Landing Meadow Road, Smithtown, NY 11787

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