29 Three Sisters Road , Head of the Harbor, NY 11780

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Property Description

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 $14,111Located in the heart of Harbor NY, you'll enjoy close proximity to beaches, shops, and the iconic Saint James General store.

29 Three Sisters Road | MLS# 1005328

This single family home located at 29 Three Sisters Road , Head of the Harbor, NY 11780 is currently listed for sale with an asking price of $1,150,000. This property was built in 1847 and has 4 bedrooms and 3 full baths with 2485 sq. ft. Three Sisters Road is located within the Smithtown school district. Search Head Of The Harbor real estate on www.timberlandproperties.com today.

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Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Finished, Partial
Cooling: Central Air
Fireplaces: 1
Heating: Forced Air, Hot Air, Natural Gas
Home Style: Colonial
Lot Size: 0.37 Acres
Taxes: $14,111
Year Built: 1847

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

Feature Descriptions

Appliances: Dishwasher, Dryer, Electric Oven, Electric Range, Refrigerator
Attic: Partial
Building Area Total: 2485
Community Features: Golf, Park, Playground, Pool, Tennis Court(s)
Exterior: Wood Siding
Fencing: Back Yard
Fireplace Features: Living Room, Wood Burning
Flooring: Hardwood
Heating Zones: 2
Included In Taxes: Trash
Laundry: In Basement, Washer Hookup
Number Of Kitchens: 1
On Market Date: 2026-06-01
Parcel Number: 0801-005-00-02-00-018-000
Parking Features: Driveway, Private
Rental Term: Monthly
Rooms Total: 9
Sewer: Cesspool
Utilities: Electricity Connected, Natural Gas Connected, Trash Collection Public, Water Connected
Water: Public

Local Schools

High School: Smithtown High School-East
Middle School: Nesaquake Middle School
Elementary School: St James Elementary School
School District: Smithtown

Estimate Your Payment

Estimated Payment

$ 4,070.73 per month $2,559.40 Principal & Interest $1,175.92 Property Tax $335.42 Homeowner's Insurance

Change Payment Information

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yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Douglas Elliman Real Estate
Agency Contact: 631-543-9400

Shown By

Agency Title: Timberland Properties
Agency Phone: 845-586-3321

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