by RH Advisors

See Home Value
$960,000
● House - Off Market

29 Three Sisters Road

Smithtown, NY 11780
bedrooms
4 Beds
bathrooms
3 Baths
square feet
2,485 Ft²
$6,458
Est. Monthly

About This Property

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 plus $1,513 for the Head of the Harbor Village taxes for a total of $15,624

Located in the heart of Harbor NY, you'll enjoy close proximity to beaches, shops, and the iconic Saint James General store.
Unit Size
2,485 Ft²
Days on Market
91 days
Land Size
0.37 acres
Price per sqft
$423
Property Type
House
Property Taxes
$1,302
HOA Dues
-
Year Built
-

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Last updated: 2 months ago (OneKey MLS #KEY1005328)

Price History

Date / Event Date Event Price
Aug 31, 2026 Sold
Sold
Jul 7, 2026 In contract -
In contract
Jun 18, 2026 Price Decreased $1,050,000
↓ $100K (8.7%)
Price Decreased
May 27, 2026 Listed by Douglas Elliman Real Estate $1,150,000
Listed by Douglas Elliman Real Estate
Aug 21, 2024 Sold
Sold
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Property Highlights

Air Conditioning
Fireplace

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Head of the Harbor


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Unit for rent at 496 North Country Road, Saint James, NY, 11780

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Unit for rent at 445 North Country Road, Saint James, NY, 11780

$4,200 /mo

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  • 3,000 ft²
445 North Country Road, Saint James, NY, 11780 Listing by Michelle T. Bender


Frequently Asked Questions

When was property at 29 3 Sisters Road built and last sold?
The property at 29 3 Sisters Road was built in and last sold on Jan 1, 1970 for $0.
How much is this home worth?
The estimated value of the home located at 29 3 Sisters Road is $1,163,119.
What are some comparable homes to 29 3 Sisters Road?
There are currently no comparable homes to 29 3 Sisters Road.