38 Landing Meadow Road Smithtown, NY $ 3,995,000
38 Landing Meadow Road
$ 3,995,000
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38 Landing Meadow Road

Smithtown, NY, 11787
$ 3,995,000
Bedrooms7 Baths5.1 Sq 6,000

Monthly Estimate*

$ 25,225

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Single Family Home for sale in Smithtown, NY

for $3,995,000 with 7 bedrooms and 5 full baths, 1 half bath. This 6,000 square foot home was built in 1828 on a lot size of 22.3.

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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Single Family Active

Price

$ 3,995,000

Bedrooms

7

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 37,095

Style

Estate

Lot Size

22.3

Year Built

1828

Town/City

Smithtown

County/Region

Suffolk

MLS | Web ID

1022766

Features
Interior
Interior Amenities First Floor Bedroom First Floor Full Bath Built-in Features Chefs Kitchen Crown Molding Eat-in Kitchen Entertainment Cabinets Entrance Foyer Formal Dining In-Law Floorplan Natural Woodwork Original D
Basement Full Walk-Out Access
Flooring Hardwood
Total Fireplaces 5
Basement Features Full Walk-Out Access
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 7
Total Baths 6
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General
Sewer Cesspool
Heating Hot Water Oil
Cooling Wall/Window Unit(s)
Utilities See Remarks
Appliances Oven Range Refrigerator
Patio/Porch Features Deck Patio Porch
Architectural Style Estate
Construction Materials Clapboard Frame Wood Siding
Year Built 1828
View Open Panoramic River Trees/Woods Water
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 0800-051-00-07-00-005-001
Waterfront Features River Front Water Access Waterfront
County Suffolk County
Property Type Residential
HOA N
Garage Y/N N
Other Structures Barn(s) Outbuilding Stable(s) Workshop
Total Rooms 17
Full Baths 5
High School Smithtown High School-East
City Smithtown
Senior Community Y/N N
High School District Smithtown
Carport Y/N N
Elementary School Accompsett Elementary School
Property Attached Y/N N
Tax Annual Amount 37095
Middle/Junior High School Accompsett Middle School
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Smithtown
Elementary School District Smithtown
Year Built Effective 2016
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Exterior
Exterior Amenities Balcony
Parking Features Oversized Private Oversized Private
Water Source Well Private Public
Spa N
Building Area Total 6000
Waterfront Y/N Y
Horse Y/N Y
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Internal Only
Street Number 1 38
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* Excluded Features
List By
Philip C. Laffey

Listing Agent

Laffey Real Estate

Broker

516-328-3233

Contact

Affordability Calculator

$28,316
Per Month
89%
11%
0%
Monthly Principal & Interest
$25,225
Monthly Property Taxes
$3,091
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4099909 Elementary School
4100218 Middle School
Smithtown High School-East High School
Pricing History
DatePricePrice ChangeDescription
7/20/2026$3,995,000 Listed Price

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38 Landing Meadow Road, Smithtown, NY, 11787 is a Single Family Home for sale at $3,995,000 with 6,000 sqft and a lot size of 22.3. 38 Landing Meadow Road has 7 bedrooms, 5.1 baths, and was built in 1828. The property's zip code is 11787 which is in Smithtown, NY