29 Three Sisters Road Head of the Harbor, NY $ 1,150,000
29 Three Sisters Road
$ 1,150,000
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29 Three Sisters Road

Head of the Harbor, NY, 11780
$ 1,150,000
Bedrooms4 Baths3.0 Sq 2,485

Monthly Estimate*

$ 7,081

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Single Family Home for sale in Head of the Harbor, NY

for $1,150,000 with 4 bedrooms and 3 full baths. This 2,485 square foot home was built in 1847 on a lot size of 0.37.

Welcome to 29 Three Sisters Road, a unique custom-built residence that effortlessly blends historical charm with modern elegance. Built in 1847 and completely renovated, this 4-bedroom, 3-bathroom home is a testament to timeless design and quality craftsmanship. The heart of the home, a stylish kitchen, offers gas cooking, granite counters, and an inviting dining area. The den area, adorned with a cozy wood-burning fireplace and meticulously maintained hardwood floors, serve as welcoming spaces for relaxation and entertainment. There is a large formal dining room great for gatherings and dinner party's. The large formal living room which overlooks the beautiful backyard with vaulted ceiling is an absolutely must see entertaining room. The house has been expanded from its original size. The main level hosts the primary bedroom featuring a walk-in closet and a luxurious updated bathroom. There is also a 2nd, first floor bedroom that doubles as a second den with vaulted ceilings. The first floor also has an beautifully updated full bathroom. The second level unveils two additional bedrooms, a full bathroom, and a versatile office space which at one point was used as a small 5th bedroom. Additional features include a beautifully finished basement with laundry room and ample storage space. The roof, Central Air conditioning, gas heating. and the cesspool are all approximately 10 years old. The outdoor spaces are equally impressive, with an inground sprinkler system in the front and back, a spacious shed, and professionally landscaped gardens that surround the brick patio and walkways. The home also boasts two driveways. This home has just received a permit for town-approved circular driveway and a 2-car garage. The house has a full house gas Generac generator. The wrap around front porch is such a quant feature for just relaxing. Taxes are $14,111 Located in the heart of Harbor NY, you'll enjoy close proximity to beaches, shops, and the iconic Saint James General store.

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Single Family Active

Price

$ 1,150,000

Bedrooms

4

Full Bath

3

Property Type

Single Family

Taxes

$ 14,111

Style

Colonial

Lot Size

0.37

Year Built

1847

Town/City

Head of the Harbor

County/Region

Suffolk

MLS | Web ID

1005328

Features
Interior
Interior Amenities First Floor Bedroom First Floor Full Bath Built-in Features Chefs Kitchen Crown Molding Eat-in Kitchen Entrance Foyer Granite Counters Open Kitchen Primary Bathroom Master Downstairs Storage
Basement Finished Partial
Flooring Hardwood
Total Fireplaces 1
Fireplace Features Living Room Wood Burning
Basement Features Finished Partial
Basement (Y/N) Y
Half Baths 0
Total Bedrooms 4
Total Baths 3
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General
Sewer Cesspool
Heating Forced Air Hot Air Natural Gas
Cooling Central Air
Utilities Electricity Connected Natural Gas Connected Trash Collection Public Water Connected
Appliances Dishwasher Dryer Electric Oven Electric Range Refrigerator
Architectural Style Colonial
Construction Materials Wood Siding
Year Built 1847
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 0801-005-00-02-00-018-000
Community Features Golf Park Playground Pool Tennis Court(s)
County Suffolk County
Property Type Residential
HOA N
Garage Y/N N
Total Rooms 9
Full Baths 3
High School Smithtown High School-East
City Smithtown
Disclosures Lead Paint Seller Property Disclosure
Senior Community Y/N N
High School District Smithtown
Carport Y/N N
Elementary School St James Elementary School
Property Attached Y/N N
Tax Annual Amount 14111
Middle/Junior High School Nesaquake Middle School
Property Condition Updated/Remodeled
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Smithtown
Elementary School District Smithtown
Tax Assessed Value 5830
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Exterior
Fencing Back Yard
Parking Features Driveway Private Driveway Private
Water Source Public
Building Area Total 2485
Waterfront Y/N N
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Internal Only
Street Number 1 29
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* Excluded Features
List By
Nicholas Albanese

Listing Agent

Douglas Elliman Real Estate

Broker

631-543-9400

Contact

Affordability Calculator

$8,257
Per Month
86%
14%
0%
Monthly Principal & Interest
$7,081
Monthly Property Taxes
$1,176
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% 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.
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Nearby
4099856 Elementary School
4100210 Middle School
Smithtown High School-East High School
Pricing History
DatePricePrice ChangeDescription
6/1/2026$1,150,000 Listed Price

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29 Three Sisters Road, Head of the Harbor, NY, 11780 is a Single Family Home for sale at $1,150,000 with 2,485 sqft and a lot size of 0.37. 29 Three Sisters Road has 4 bedrooms, 3.0 baths, and was built in 1847. The property's zip code is 11780 which is in Head of the Harbor, NY