This distinguished custom Neo-Dutch Colonial is a masterclass in timeless architecture, exceptional craftsmanship, and exquisite detailing throughout. Gracefully set on 2.82 acres of exquisitely landscaped grounds in Head of the Harbor, the residence is designed with both elegance and comfort in mind, offering a seamless blend of expansive entertaining spaces and intimate everyday living—creating a truly refined North Shore retreat.
A dramatic two-story entry sets the tone, welcoming you with a custom wood staircase and an immediate sense of scale and sophistication. The home’s gracious layout unfolds into an elegant formal living room featuring 9-foot ceilings and expansive picture windows that bathe the space in natural light while showcasing the surrounding grounds—creating a striking yet inviting setting for both formal gatherings and quiet moments. The formal dining room offers a seamless extension for entertaining, while the stunning family room is equally impressive with 9-foot ceilings, transom-accented walls of windows, and a wood-burning fireplace, delivering a bright, airy ambiance.
At the heart of the home, the custom kitchen is both beautiful and functional, featuring stainless steel appliances, double ovens, and a spacious dinette framed by a wall of glass sliders. This space opens effortlessly to expansive patios and a breathtaking backyard, ideal for entertaining on any scale.
Upstairs, the primary suite offers a private retreat with vaulted ceilings, a walk-in closet, dedicated office area, and French doors leading to a charming "Juliet" balcony. The spa-inspired bath is appointed with radiant heated floors, a Jacuzzi tub, and a separate shower. Three additional generously sized bedrooms complete the second level.
The lower level is designed for leisure and entertainment, highlighted by a fully equipped home theater featuring a 105” projection screen, surround sound, and premium audio-visual components—bringing a cinematic experience into your home.
The grounds transform into a true private oasis. Professionally designed with elegant Danish brick pavers, fieldstone retaining walls, and a heated saltwater in-ground pool, the outdoor setting is as impressive as the interior. A fully outfitted outdoor kitchen with built-in grill and refrigerator, along with separate garden and play areas, enhances the home’s versatility and appeal. Expansive patio areas are further elevated by an electric awning, integrated indoor and outdoor speakers, and LED landscape lighting—creating a seamless and inviting atmosphere for outdoor living and entertaining from day into evening.
Additional features include Andersen windows throughout, central air, central vacuum, a full-house Generac generator, and a two-car garage.
This exceptional offering presents a rare opportunity to enjoy luxury living in a tranquil, estate-like setting—just moments from beaches, vineyards, Stony Brook Village, and the region’s finest amenities.
Sold for $1,630,000
$1,630,000
76 Harbor Road, Head Of The Harbor, NY 11780
4beds
3,458sqft
Single Family Residence, Residential
Built in 1999
2.82 Acres Lot
$1,630,500 Zestimate®
$471/sqft
$7,843 Estimated rent
Home value
$1,630,500
$1.48M - $1.79M
$7,843/mo
Zestimate® history
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$11,245/mo
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$11,245/mo
Est. payment
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Zillow last checked:
Listing updated:
Listed by:
Bonnie Glenn 631-921-1494,
Daniel Gale Sothebys Intl Rlty 631-584-6600
Bought with:
Devang Patel SRES, 10401331787
Douglas Elliman Real Estate
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 988568
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Description: Spacious Primary Bedroom Suite with Vaulted Ceilings, Walk-in Closet & Office Area. French Doors to Private “Juliet” Balcony
- Level: Second
Primary bathroom
- Description: Spa-like Primary Bath with Jacuzzi Tub & Separate Shower | Radiant Heated Flooring
- Level: Second
Bathroom 1
- Description: First Floor Powder Room
- Level: First
Other
- Description: 3 Additional Generously Sized Bedrooms with Wood Floors
- Level: Second
Other
- Description: Main Full Bath with Vanity & Shower/Tub
- Level: Second
Basement
- Description: Full Finished Basement with Access to 2 Car Garage, Storage, Utilities, Office/Play Room, Full Bathroom, Home Theatre w/ 105" Projection Screen
- Level: Basement
Dining room
- Description: Spacious Formal Dining Room with Sliders to Patio
- Level: First
Family room
- Description: Family Room with 9’ Ceilings, Walls of Windows with Transom Accents, and a Lovely Fireplace
- Level: First
Kitchen
- Description: Beautiful Custom Kitchen with Stainless Steel Appliances, Double Ovens, Radiant Heated Flooring, Large Dinette Area with Glass Wall of Sliders to Patio
- Level: First
Laundry
- Description: Convenient First Floor Laundry
- Level: First
Living room
- Description: Elegant Formal Living Room with Wood Floors, 9’ Ceilings and Gorgeous Picture Windows
- Level: First
Heating
- Forced Air, Radiant Floor
Cooling
- Central Air
Appliances
- Included: Convection Oven, Cooktop, Dishwasher, Dryer, Electric Cooktop, Electric Oven, ENERGY STAR Qualified Appliances, Exhaust Fan, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater
- Laundry: Washer/Dryer Hookup, Electric Dryer Hookup, Laundry Room, Washer Hookup
Features
- First Floor Full Bath, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Chandelier, Chefs Kitchen, Crown Molding, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, Kitchen Island, Open Floorplan, Open Kitchen, Primary Bathroom, Recessed Lighting, Speakers, Storage, Walk-In Closet(s), Wired for Sound
- Flooring: Hardwood, Tile
- Windows: Tilt Turn Windows, Wall of Windows
- Basement: Finished,Full,Storage Space,Walk-Out Access
- Attic: Full
- Number of fireplaces: 1
- Fireplace features: Family Room
Interior area
- Total structure area: 3,458
- Total interior livable area: 3,458 sqft
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage, Garage Door Opener
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Patio & porch: Patio, Porch
- Exterior features: Awning(s), Balcony, Garden, Gas Grill, Juliet Balcony, Mailbox, Playground, Rain Gutters, Speakers
- Has private pool: Yes
- Pool features: Fenced, In Ground
Lot
- Size: 2.82 Acres
- Features: Back Yard, Front Yard, Garden, Landscaped, Secluded, Sprinklers In Front, Sprinklers In Rear, Stone/Brick Wall
- Residential vegetation: Partially Wooded
Details
- Parcel number: 0801002000200001003
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence, Residential
Materials
- Cedar, Frame, Stone
Condition
- Actual
- Year built: 1999
Utilities & green energy
- Sewer: Cesspool, Septic Tank
- Water: Public
- Utilities for property: Cable Connected, Electricity Available, Phone Connected, Trash Collection Public, Underground Utilities, Water Connected
Community & HOA
Community
- Security: Security Lights, Smoke Detector(s)
HOA
- Has HOA: No
Location
- Region: Saint James
Financial & listing details
- Price per square foot: $471/sqft
- Tax assessed value: $11,097
- Annual tax amount: $29,109
- Date on market: 4/24/2026
- Cumulative days on market: 4 days
- Listing agreement: Exclusive Right To Sell
- Exclusions: See Listing Agent| All personal furnishings and artwork
- Electric utility on property: Yes
Price history
| Date | Event | Price |
|---|---|---|
| 7/20/2026 | Sold | $1,630,000+14.4%$471/sqft |
Source:  OneKey® MLS as distributed by MLS GRID #988568 Report a problem | ||
| 5/6/2026 | Pending sale | $1,425,000$412/sqft |
Source: OneKey® MLS as distributed by MLS GRID #988568 Report a problem | ||
| 4/28/2026 | Listing removed | $1,425,000$412/sqft |
Source: OneKey® MLS as distributed by MLS GRID #988568 Report a problem | ||
| 4/24/2026 | Listed for sale | $1,425,000+18.8%$412/sqft |
Source: OneKey® MLS as distributed by MLS GRID #988568 Report a problem | ||
| 9/29/2020 | Sold | $1,199,000$347/sqft |
Source: OneKey® MLS as distributed by MLS GRID #L3217941 Report a problem | ||
| 6/20/2020 | Pending sale | $1,199,000$347/sqft |
Source: Douglas Elliman #3217941 Report a problem | ||
| 5/28/2020 | Listed for sale | $1,199,000-7.7%$347/sqft |
Source: Douglas Elliman Real Estate #3217941 Report a problem | ||
| 3/19/2020 | Listing removed | $1,299,000$376/sqft |
Source: Daniel Gale Agency Inc #3139792 Report a problem | ||
| 1/3/2020 | Price change | $1,299,000-6.9%$376/sqft |
Source: Daniel Gale Agency Inc #3139792 Report a problem | ||
| 10/17/2019 | Price change | $1,395,000-5.4%$403/sqft |
Source: Daniel Gale Agency Inc #3139792 Report a problem | ||
| 6/19/2019 | Listed for sale | $1,475,000+544.1%$427/sqft |
Source: Daniel Gale Agency Inc #3139792 Report a problem | ||
| 8/28/1998 | Sold | $229,000$66/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $11,097 |
| 2024 | -- | $11,097 |
| 2023 | -- | $11,097 |
| 2022 | -- | $11,097 |
| 2021 | -- | $11,097 |
| 2020 | -- | $11,097 |
| 2019 | -- | $11,097 |
| 2018 | -- | $11,097 |
| 2017 | $22,790 | $11,097 |
| 2016 | -- | $11,097 |
| 2015 | -- | $11,097 |
| 2014 | -- | $11,097 -7.9% |
| 2013 | -- | $12,055 |
| 2012 | -- | $12,055 -5.8% |
| 2011 | -- | $12,793 |
| 2010 | -- | $12,793 |
| 2009 | -- | $12,793 -10% |
| 2008 | -- | $14,220 |
| 2007 | $20,294 +23.4% | $14,220 |
| 2005 | $16,443 +8.3% | $14,220 |
| 2004 | $15,180 +7.7% | $14,220 |
| 2003 | $14,095 +8.6% | $14,220 |
| 2002 | $12,984 | $14,220 |
| 2001 | -- | $14,220 +96% |
| 2000 | $6,212 | $7,255 |
Find assessor info on the county website
Neighborhood: 11780
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Nearby schools
GreatSchools rating
- 6/10Saint James Elementary SchoolGrades: K-5Distance: 1.3 mi
- 7/10Nesaquake Middle SchoolGrades: 6-8Distance: 2.1 mi
- 10/10Smithtown High School EastGrades: 9-12Distance: 2.2 mi
Schools provided by the listing agent
- Elementary: St James Elementary School
- Middle: Nesaquake Middle School
- High: Smithtown High School-East
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$1,630,500
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Estimated market value
$1,630,500
- New York
- Suffolk County
- Head of the Harbor
- 11780
- 76 Harbor Road
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