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$1,150,000
1 Day On Site

29 Three Sisters Road
Head Of The Harbor, NY 11780

For Sale|Single Family Residence|Active
4
Beds
3
Total Baths
3
Full Baths
2,485
SqFt
$463
/SqFt
1847
Built
County:
Suffolk
Listing courtesy of Douglas Elliman Real Estate nickpru@aol.com
29 Three Sisters Road29 Three Sisters Road29 Three Sisters Road29 Three Sisters Road
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Mortgage Calculator

Monthly Payment (Est.)

$5,247
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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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Listing Snapshot
Price 
$1,150,000
Days On Site 
1 Day
Bedrooms 
4
Inside Area (SqFt) 
2,485 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
0.37 Acres
Year Built 
1847
MLS® Number 
1005328
Status 
Active
Property Tax 
$14,111
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
yesterdayListing first seen on site
yesterdayListing updated with changes from the MLS®
General Features
Acres 
0.37
Cross Street 
Moriches Rd
Disclosures 
Lead Paint, Seller Property Disclosure
Levels 
Three Or More
Parking 
DrivewayPrivate
Property Condition 
Updated/Remodeled
Property Sub Type 
Single Family Residence
Sewer 
Cesspool
SqFt Total 
2485
Style 
Colonial
Utilities 
Natural Gas AvailableElectricity ConnectedNatural Gas ConnectedWater Connected
Water Source 
Public
Interior Features
Appliances 
DishwasherDryerElectric OvenElectric RangeRefrigerator
Basement 
Level - BasementDescription - finished area, laundry area.
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Living RoomWood Burning
Fireplaces 
1
Flooring 
Hardwood
Heating 
Forced AirNatural Gas
Interior 
Built-in FeaturesCrown MoldingEat-in KitchenEntrance FoyerGranite CountersMaster DownstairsStorage
Laundry Features 
In BasementWasher Hookup
Kitchen 
Level - FirstDescription - living room, den area, kitchen, dining area, full bathroom, primary bedroom/full bathroom, 2nd bedroom
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Exterior Features
Construction Details 
Wood Siding
Fencing 
FencedBack Yard
Community Features
Community Features 
GolfParkPlaygroundPoolTennis Court(s)
MLS Area 
Head of the Harbor
School District 
Smithtown
Schools
School District
Smithtown
Elementary School
St James Elementary School
Middle School
Nesaquake Middle School
High School
Smithtown High School-East
Listing courtesy of Douglas Elliman Real Estate nickpru@aol.com


Based on information submitted to the MLS GRID as of 2026-06-02 05:37 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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