$3,995,000

Exquisite Waterfront Estate On Serene 23 Acre Retreat

  • 7 Beds
  • 6 Baths
  • 6,000 Sqft
  • Updated: September 10
  • MLS#1022766

About the 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
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 seven stately and spacious bedrooms and six 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 type

    House

  • Year built

    1828

  • Price/sqft

    $665

Features

  • Garden
  • Fireplace
  • Fire Pit
  • Water View
  • Vineyard / Winery
  • Library
  • Equestrian
  • Waterfront
  • Balcony
Features

Lot

  • Water View
  • Waterfront
  • Privacy
  • Equestrian

Indoor

  • Fireplace
  • Bar
  • Library
  • Stone Countertops

Outdoor

Explore the Area

38 Landing Meadow Road Smithtown NY 11787, New York, United States View on Google Maps
Price per sqft
Low
High

View 27 more listings in Smithtown

Philip C. Laffey

Joined 6 months ago
Your message
You have inquired about this property

The agent will contact you soon by

Listed by

Philip C. Laffey
New York, United States
View agency profile
2
Listings
2026
Joined

Book home tour with Philip C. Laffey

Choose a date and whether you'd like a virtual or in-person tour with the agent.

In-person tour
Preferred date
Tour type
Laffey Real Estate
Laffey Real Estate
55 Northern Boulevard, Suite 201, 11548-1301, Greenvale, New York, United States
View agency profile

Established in 1974, Laffey Real Estate is one of Long Island’s largest independently-owned family real estate c

Established in 1974, Laffey Real Estate is one of Long Island’s largest independently-owned family real estate company with offices in Nassau, Queens & Suffolk Counties and more than one billion dollars in annual real estate sales. As an industry leader in real estate related technology, web based property marketing and home specialist education, customers and clients have every resource all in one place.

Laffey Real Estate expertise ranges from studio co-ops in Great Neck, to Capes in Westbury, premier developments, fine properties and exclusive estates in Old Westbury. Home Specialists utilize a variety of cutting edge tools and resources including segmented area property mapping, 24-hour Call Center, Web to Mobile property search and state of the art property search to successfully market and sell properties of the Gold Coast, Nassau and Queens.

…
Last updated
September 10
First listed
July 22
Listing reference
728f1edb-84bc-11f1-901e-6045bdd61ac4
Call

Start phone call with:

Hello, I’m calling for the property with the reference 728f1edb-84bc-11f1-901e-6045bdd61ac4, which I discovered on JamesEdition.

After the call, we'll provide your contacts to the agent for easy communication.

brokerages we
partnered with