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MLS ID KEY1022766Last updated Sep 18, 2026

Single Family

38 Landing Meadow Road

Active · Smithtown · Suffolk County, NY 11787

Bedrooms
7 Beds
Bathrooms
6 Baths
Year built
1828
Est. monthly taxes
$3,091.25
Property gallery0 / 45
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About this home

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.

Listing snapshot

Days on site
59 days
Listed on MLS
Jul 20, 2026
Full baths
5
Half baths
1
Annual property tax (MLS)
$37,095
Tax year
2025
Area source (MLS)
Other
Listing brokerage
LAFFEY REAL ESTATE
MLS ID
KEY1022766
Last updated
Sep 18, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1828
Garage
No
Parking
Oversized, Private
Water source
Well, Private, Public
Sewer
Cesspool
Utilities
See Remarks

Interior features

Basement
Full, Walk-Out Access
Heating
Hot Water, Oil
Cooling
Wall/Window Unit(s)
Interior
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 Details, Pantry, Primary Bathroom, Walk-In Closet(s), Wet Bar
Appliances
Oven, Range, Refrigerator
Flooring
Hardwood
Fireplace
Yes
Fireplaces
5

Exterior features

Architectural style
Estate
Construction materials
Clapboard, Frame, Wood Siding
Exterior
Balcony
Private pool
No

Schools (MLS)

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

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. First seen on this site
  3. MLS status changed

Location

Smithtown · Suffolk County, NY 11787Show interactive map
38 Landing Meadow Road

Smithtown · Suffolk County, NY 11787

Google Maps directions

Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
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Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

Excludes insurance, mortgage insurance, special assessments and lender fees. MLS taxes may reflect abatements or exemptions and can change.

Listing data is supplied by the MLS and may change without notice.