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1 Valleywood Court W, Head Of The Harbor NY 11780
1 Valleywood Court W, Head Of The Harbor NY 11780
New York>Suffolk County>Smithtown

1 Valleywood Court WHead Of The Harbor, NY 11780

For Sale

$1,390,000

Smart Buyer Rebate $13,900

Elegant and Unique Colonial set on 2 Beautifully Landscaped Acres in the highly Sought After Village of Head of the Harbor. This Spacious Home Offers 3/4 Bedrooms. 3 Traditional Bedrooms Plus a Versatile Bonus Room That Can Easily Function as a 4th Bedroom.
Generous-Size Principal Rooms Create an Inviting Layout for Everyday Living and Entertaining. The Home Features a Warm and Welcoming Living Room, a Formal Dining Room, and a Charming Den Highlighted by a Stunning Stone Fireplace. A Separate Study/Home Office Further Enhances This Home’s Valuable Versatility. The Updated Eat in Kitchen Provides Excellent Workspace and Views of the Serene Property.
Additional Features Include: 2.5 Baths, Central Air Conditioning, a Full Finished Basement, 2 Car Garage, an Unfinished Walk-Up Attic with Vaulted Ceilings (see floorplan for dimensions), Spacious Deck Overlooking the Picturesque Grounds, Separate Hot Water Heater, Crown Molding, Numerous Updates, and a Comfortable, Functional Floor Plan Enhancing this Home’s Appeal.
Set in a Premier North Shore Village Known for Privacy, Natural Beauty, and Convenience, this Property offers an Exceptional Lifestyle Opportunity.

Listed by Christine R. Stevens SRES

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Howard Hanna Coach

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631-360-1900

Last updated October 30, 2026

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Source: OneKey #1040036

Listing Facts

  • TypeSingle-family
  • NeighborhoodSmithtown
  • Bedrooms3
  • Bathrooms3
  • Days on Prevu66
  • Taxes$23,544/year
  • Size3,140 sqft
  • Price per sqft$443

Amenities

  • Dishwasher
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

10/30/2026
Price Decreased
$1,390,000
08/26/2026
Listed by Howard Hanna Coach
$1,500,000
  1. 10/30/2026$1,390,000
    Price Decreased
  2. 08/26/2026$1,500,000
    Listed by Howard Hanna Coach

Property Details for 1 Valleywood Court W

Exterior

Construction

  • Year Built: 1971
  • Architectural Style: Colonial
  • Construction Materials: Frame

Measurements

  • Building Area Units: Square Feet
  • Lot Size Acres: 2.02
  • Lot Size Square Feet: 87,991

Financial

Taxes

  • Parcel Number: 0801-003-00-01-00-019-000
  • Tax Annual Amount: $23,544.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Dishwasher, Dryer, Electric Cooktop, Oven, Refrigerator, Washer
  • Fireplace Features: Family Room, Wood Burning
  • Interior Features: Chefs Kitchen, Crown Molding, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, Kitchen Island, Primary Bathroom, Storage, Walk-In Closet(s)

Measurements

  • Living Area: 3,140
  • Living Area Source: Plans

Rooms

  • Basement: Finished, Full
  • Has Basement: Yes
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 3
  • Rooms Total: 9

Parking

Parking

  • Garage Spaces: 2
  • Garage: Yes
  • Parking Features: Driveway, Garage

Schools

Elementary School

  • Elementary School: St James Elementary School
  • Elementary School District: Smithtown

High School

  • High School: Smithtown High School-East
  • High School District: Smithtown

Middle or Junior School

  • Middle Or Junior School: Nesaquake Middle School
  • Middle Or Junior School District: Smithtown

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Oil
  • Sewer: Cesspool
  • Utilities: Cable Connected, Electricity Connected, Trash Collection Public, Water Connected
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 3 bedrooms and 3 bathrooms in this single-family home at 1 Valleywood Court W.

What schools are nearby to 1 Valleywood Court W?

Nearby schools include the St James Elementary School, Nesaquake Middle School, and Smithtown High School-East.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 1 Valleywood Court W.

What are the annual taxes for 1 Valleywood Court W?

Annual taxes for this single-family home are estimated at $23,544.

How does 1 Valleywood Court W compare to other single-family homes in Smithtown?

This single-family home is listed 11% above the average price for single-family homes in Smithtown and has been on the market for 2 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 3,140 sqft.

1 Valleywood Court W is a 3-bedroom, 3-bath single-family home for sale in Head Of The Harbor NY 11780. On Prevu for 66 days at $1,390,000. This includes a recent price decrease of $110,000. This residence features 3,140 square feet of living space, located in Smithtown. The median listing price for single-family homes in this area is $849,000. Nearby schools include St James Elementary School, Nesaquake Middle School, and Smithtown High School-East. Additional amenities include dishwasher, air conditioning, parking, and washer/dryer. Explore more single-family home listings in Suffolk County.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey™ MLS. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. Information Copyright 2026, OneKey™ MLS. All Rights Reserved.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.