38 Landing Meadow Road

Smithtown, NY
$ 3,995,000 Beds 7 Baths 5.5 Sq 6,000
Monthly Estimate* How much can I afford?

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.

Single Family

  • Price
  • $ 3,995,000
  • City
  • Smithtown
  • Bedrooms
  • 7
  • Full Bathrooms
  • 5
  • County
  • SUFFOLK
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 22.3 Acres
  • Zip
  • 11787
  • Sqr Footage
  • 6,000
  • Year Built
  • 1828
  • Taxes
  • $ 37095
  • Style
  • Estate
  • MLS#
  • 1022766
Listed By: LAFFEY REAL ESTATE
Data Source: Listings courtesy of OneKey® MLS as distributed by MLS GRID

Features

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 No
Garage Y/N No
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 No
High School District Smithtown
Carport Y/N No
Elementary School Accompsett Elementary School
Property Attached Y/N No
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
PostalCity Smithtown
AttributionContact 516-328-3233
Year Built Effective 2016
Balcony Y/N Yes
Listing Appliances Oven, Range, Refrigerator

Interior Features

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
Formal Dining Yes
Basement Features Full, Walk-Out Access
Basement (Y/N) Yes
Fireplace Y/N Yes
Half Baths 1
Total Bedrooms 7
Eat-in Kitchen Yes
Total Baths 6
General Features 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
Walk-In Closet Yes
Entrance Foyer Yes

Exterior Features

Exterior Amenities Balcony
Parking Features Oversized,Private
Water Source Well,Private,Public
Parking Features Oversized, Private
Spa No
Building Area Total 6000
Waterfront Y/N Yes
Horse Y/N Yes
General Features Ext. Balcony

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the BALDWIN, NY office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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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.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Accompsett Elementary School
Middle School Accompsett Middle School
High School Smithtown High School-East

Price History

7/20/2026 Listed $3,995,000

Property vs Zip Code Average in 11787

Price
AVG $1.08M
$4M
Taxes
AVG $27,126
$37,095
Year Built
AVG 1968
1828
Visits
AVG 93
35
Data Provided by Inside Real Estate®

Areas That We Cover

38 Landing Meadow Road Smithtown, NY is a Single Family Home for sale at $3995000 with 6000 sqft and a lot size of 22.3 Acres Acre(s). 38 Landing Meadow Road Smithtown has 7 bedrooms, 5 baths and was built in 1828. The property's zip code is 11787 which is in Smithtown, NY

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: 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.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided 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.