Skip to main contentSkip to navigation
1 / 45

Land with Home for Sale in Smithtown, New York

38 Landing Meadow Rd, Smithtown, NY 11787

$3,995,000
22.3 acres
Active sale
ago
Est $23,503/mo

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 is 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 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.

3,891
Sq feet
7
Beds
5
Full baths
1
1/2 bath
1828
Built

Location

Street address
38 Landing Meadow Rd
Zip code
11787
School district
Smithtown
Elevation
31 feet
Coordinates
40.8713, -73.1951

Property details

Acreage
22.3 acres
MLS #
MLSLI 1022766
Posted

Property taxes

2025
$37,095

Parcels

  • 0800-051-00-07-00-005-001

Details and features

Listing

Type
Residential
Subtype
Single Family Residence

Lot

View
River, Water
Waterfront
River Front, Waterfront
Features
Level, Part Wooded, Sloped

Exterior

Parking
Oversize
Pool
Deck, Patio, Porch
Structures
Outbuilding
Features
Balcony

Structure

Stories
2
Water
Private, Public, Well
Sewer
Cesspool
Heating
Hot Water, Oil
Cooling
Wall/Window Unit(s), Window Unit(s)
Materials
Clapboard, Frame, Wood Siding

Interior

Room Count
17
Rooms
Basement, Bathroom x 6, Bedroom x 7, Bonus Room, Den, Dining Room
Flooring
Hardwood
Fireplaces
Yes
Appliances
Oven, Range, Refrigerator
Features
Built-In Features, Chefs Kitchen, Crown Molding, Eat-In Kitchen, Entertainment Cabinets, Entrance Foyer, First Floor Bedroom, First Floor Full Bath, Formal Dining, In-Law Floorplan, Natural Woodwork, Original Details, Pantry, Primary Bathroom, Walk-In Closet(s), Wet Bar

Nearby schools

NameTypeDistrict
Accompsett Elementary SchoolElementarySmithtown
Accompsett Middle SchoolMiddleSmithtown
Smithtown High School-EastHighSmithtown

Listing history

DateEventPriceChangeSource
July 20, 2026New listing$3,995,000MLSLI
Subscribe to listing updates

Payment calculator

This 22.3-acre property is located at 38 Landing Meadow Rd in Smithtown, NY 11787. The property is available for sale, priced at $3,995,000. It has a 3,891 square foot 7-bedroom, 5.5-bath house built in 1828.

Listed by Laffey Real Estate, (888) 289-6902

Checked 1 hour agoUpdated Source

Report listing issue

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.

Contact listing agent Rules
By submitting, I agree to the terms of use and to be contacted by real estate professionals. Message and data rates may apply.
Contact