Ad #7465463
MLS #1022766
Welcome to 38 Landing Meadow Road, Smithtown. Nestled on almost
38 Landing Meadow Rd, Smithtown, NY 11787
$3,995,000
7Beds
6Baths
6,000Sqft
22.300Acres
About this property
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.
Property Features
7 Beds
6 Baths
6,000 Sqft
Built in 1828
22.300 Acres
2 Stories
(private lake, pond, coastal)
View Type: Water, River
On Waterfront
Oversize
Siding: Clapboard, Frame, Wood Siding
Has Fireplace
Oil, Hot Water(Heating)
$37,095 / yr property tax
Suffolk County
Additional Photos
Contact Information
Philip C. Laffey
Laffey Real Estate
516-359-1489
Location
Listing Agent: Philip C. Laffey 516-359-1489
Broker: Laffey Real Estate 888-289-6902 Listing Site
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.
Broker: Laffey Real Estate 888-289-6902 Listing Site
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.
LakeHouse.com
Printed Jul 28, 2026
Photo Gallery
$3,995,000
7
Beds
6
Baths
6,000
Sqft
38 Landing Meadow Rd, Smithtown, NY 11787
By contacting this agent you agree to these Terms and Conditions.
MLS# 1022766
Welcome to 38 Landing Meadow Road, Smithtown. Nestled on almost
$3,995,000
38 Landing Meadow Rd, Smithtown, NY 11787
7
Beds
6
Baths
6,000
Sqft
22.300
Acres
$3,995,000
38 Landing Meadow Rd, Smithtown, NY 11787
7 Beds
6 Baths
6,000 Sqft
22.300 Acres
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.
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Property Details
HOME DETAILS
7 Beds
6 Baths
6,000 Sqft
Built in 1828
22.300 Acres
2 Stories
WATER & VIEW
(private lake, pond, coastal)
View Type: Water, River
On Waterfront
EXTERIOR
Oversize
Siding: Clapboard, Frame, Wood Siding
INTERIOR
Has Fireplace
Oil, Hot Water(Heating)
FINANCIAL & COMMUNITY
$37,095 / yr property tax
Suffolk County
See More Details
Location
Mortgage Calculator
Ad Statistics
Ad Number
7465463
Viewed
20 times
Listing Status
Active
Added
Jul 20, 2026
Last Refresh
Jul 28, 2026 03:58:35 AM
Listing Information
Data Source
OneKey MLS
Source Property ID
1022766
Listing Agent: Philip C. Laffey 516-359-1489
Broker: Laffey Real Estate 888-289-6902 Listing Site
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.
Broker: Laffey Real Estate 888-289-6902 Listing Site
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.
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