38 Landing Meadow Road, Smithtown, New York image 1
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38 Landing Meadow Road

Smithtown, NY 11787
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$3,995,000 $16,843/Mo
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Bed 7

Bed

Bath 6

Bath

SqFt6,000

Sqft

Acres22.30

Acres(Lot)

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. Th is 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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Detail Ic Property Details

Property Type : Residential

Price : $3,995,000

AD Id : 88211100

MLS Id : 1022766

Beds : 7

Lot Size : 22.30 Acres

Living Area Size : 6,000

Year Built : 1828

County : Suffolk

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Feature Features

  • Bedroom Information

    Total beds: 7

    Bathroom Information

    Total Baths: 6 Full Baths: 5 Half Baths: 1

    Room Information

    Rooms Total: 17 Basement: Full, Walk-Out Access

  • Flooring Information

    Hardwood

  • Interior Features

    Built-in Features, Crown Molding, Eat-in Kitchen, Entrance Foyer, In-Law Floorplan, Natural Woodwork, Pantry, Walk-In Closet(s), Wet Bar Appliances: Oven, Range, Refrigerator

  • Heating & Cooling

    Has Heating: Yes Heating: Hot Water, Oil Has Cooling: Yes Cooling: Wall/Window Unit(s)

  • Building Information

    Year Built: 1828 Building Area Total: 6000 Construction Materials: Clapboard, Frame, Wood Siding Patio And Porch Features: Deck, Patio, Porch Private Pool: No Water front Features: River Front, Waterfront View: Panoramic, River, Trees/Woods, Water

  • Exterior Features

    Exterior Features: Balcony

  • Lot Information

    Lot Size Acres: 22.3 Lot Size Square Feet: 1001880 Lot Description: Sloped, Waterfront, Level

  • Listing Price Information

    Listing Price: $3995000

  • Tax Information

    Parcel Number: 0800-051-00-07-00-005-001 Tax Block: 4/5 Annual Tax: $37095

  • Parking Information

    Oversized, Private

  • School Information

    Elementary School: Accompsett Elementary School
    Junior High School: Accompsett Middle School
    Senior High School: Smithtown High School-East

  • Utility Information

    See Remarks

  • Location Information

    WaterSource: Private, Well, Public
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
VL Highland Street, Smithtown, NY, 11787 $125,000 -- -- -- 0.38 Acre
14 Format Lane, Smithtown, NY, 11787 $850,000 4 3 2,500 0.23 Acre
22 Sheppard Lane #B, Smithtown, NY, 11787 $799,900 4 3 2,050 0.25 Acre
271 Terry Road, Smithtown, NY, 11787 $749,990 3 2 1,194 0.53 Acre
10 Smithtown Boulevard .., Smithtown, NY, 11787 $374,999 1 1 820 --
19 Ridgeley Road, Smithtown, NY, 11787 $738,000 3 2 1,550 0.54 Acre
44 Elizabeth Avenue, Smithtown, NY, 11787 $649,000 3 2 1,578 0.32 Acre
36 Fifty Acre Road, Smithtown, NY, 11787 $799,999 4 2 2,200 0.38 Acre
22 South Avenue, Smithtown, NY, 11787 $679,000 3 2 1,280 0.50 Acre
29 Penn Drive, Smithtown, NY, 11787 $635,000 4 2 1,600 0.25 Acre

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The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

ByOwner last updated this listing 08/31/2026 @ 21:45

MLS: 1022766 LISTED BY: Philip Laffey, LAFFEY REAL ESTATE 516-328-3233 SOURCE: OneKey MLS

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