Set on one of Greenport Village's most sought-after streets, this charming cedar-shingled home offers a rare opportunity to own a waterfront Village property with a generous deep-water dock. The home features a beautifully detailed interior with updated kitchen and baths, original millwork, and a separate one-bedroom apartment. Outdoors, a waterside deck and spacious yard create an ideal setting for entertaining or quiet enjoyment, framed by open-water views. A detached garage and whole-house generator add to the home's versatility and ease of ownership. Located just one-third of a mile from Greenport's vibrant commercial center, restaurants, boutiques, and cafes. This property is one of only a few that pair waterfront living with effortless village access.
Pending
Price cut: $295K (5/12)
$2,400,000
168 Sterling St, Greenport, NY 11944
3beds
1,980sqft
Single Family Residence
Built in 1900
0.26 Acres Lot
$2,237,100 Zestimate®
$1,212/sqft
$-- HOA
What's special
Waterfront village propertySpacious yardSeparate one-bedroom apartmentGenerous deep-water dockDetached garageWaterside deckOpen-water views
- 61 days |
- 890 |
- 40 |
Zillow last checked:
Listed by:
Compass,
Bridget Elkin - Real Estate Sales Person 516-330-6086
Source: Out East,MLS#: 396112
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Rooms
- Room types: Family Room
Features
- Basement: Yes
- Has fireplace: Yes
Interior area
- Total structure area: 1,980
- Total interior livable area: 1,980 sqft
Property
Parking
- Parking features: GarageDetached
- Has garage: Yes
Features
- Stories: 2
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Waterfront
- Frontage type: Waterfront
Lot
- Size: 0.26 Acres
Details
- Parcel number: 1001002000300018000
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Condition
- New construction: No
- Year built: 1900
Community & HOA
Location
- Region: Greenport
Financial & listing details
- Price per square foot: $1,212/sqft
- Tax assessed value: $1,090,909
- Date on market: 6/3/2026
- Lease term: Contact For Details
Estimated market value
$2,237,100
$2.13M - $2.35M
$5,248/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/16/2026 | Pending sale | $2,400,000$1,212/sqft |
Source:  OneKey® MLS as distributed by MLS GRID #970395 Report a problem | ||
| 5/12/2026 | Price change | $2,400,000-10.9%$1,212/sqft |
Source: OneKey® MLS as distributed by MLS GRID #970395 Report a problem | ||
| 3/20/2026 | Listed for sale | $2,695,000+716.7%$1,361/sqft |
Source: OneKey® MLS as distributed by MLS GRID #970395 Report a problem | ||
| 1/6/2000 | Sold | $330,000$167/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $6,000 |
| 2024 | -- | $6,000 |
| 2023 | -- | $6,000 |
| 2022 | -- | $6,000 |
| 2021 | -- | $6,000 |
| 2020 | -- | $6,000 |
| 2019 | -- | $6,000 |
| 2018 | -- | $6,000 |
| 2017 | $7,702 | $6,000 |
| 2016 | -- | $6,000 |
| 2015 | -- | $6,000 |
| 2014 | -- | $6,000 |
| 2013 | -- | $6,000 |
| 2012 | -- | $6,000 |
| 2011 | -- | $6,000 |
| 2010 | -- | $6,000 |
| 2009 | -- | $6,000 |
| 2008 | -- | $6,000 |
| 2007 | $4,856 +15.9% | $6,000 |
| 2005 | $4,192 -6% | $6,000 |
| 2004 | $4,458 -1% | $6,000 |
| 2003 | $4,501 +1.5% | $6,000 |
| 2002 | $4,435 | $6,000 |
| 2001 | -- | $6,000 +33.3% |
| 2000 | $2,969 | $4,500 |
Find assessor info on the county website
Monthly payment
Climate risks
Neighborhood: 11944
Nearby schools
GreatSchools rating
- 6/10Greenport Elementary SchoolGrades: PK-6Distance: 0.7 mi
- 5/10Greenport High SchoolGrades: 7-12Distance: 0.7 mi
- $2,413,7006 bd4 ba3.5k sqft172 Sterling St, Greenport, NY 11944Off Market
- $1,354,600-- bd-- ba-- sqft162 Sterling St, Greenport, NY 11944Off Market
- $1,289,300-- bd-- ba-- sqft174 Sterling St, Greenport, NY 11944Off Market
- $1,949,900-- bd-- ba-- sqft160 Sterling St, Greenport, NY 11944Off Market
- $2,590,0003 bd-- ba2.5k sqft178 Sterling St, Greenport, NY 11944Off Market
- $1,393,2003 bd3 ba1.8k sqft182 Sterling St, Greenport, NY 11944Off Market
- $1,015,800-- bd-- ba-- sqft173 Sterling St, Greenport, NY 11944Off Market
- $922,400-- bd-- ba-- sqft177 Sterling St, Greenport, NY 11944Off Market
A local agent can set up tours, give advice and negotiate with sellers.
Similar homes
- $1,849,0004 bd3 ba2.2k sqft1025 9th St, Greenport, NY 11944For Sale
MLS ID #395653, Paul Loeb - Real Estate Sales Person, Listing by: Douglas Elliman Real Estate. Out East - $1,459,0003 bd2 ba1.6k sqft1050 Champlin Pl, Greenport, NY 11944For Sale
MLS ID #396514, Paul T Betancourt - Real Estate Sales Person, Listing by: Engel & Völkers North Fork. Out East - $1,725,0003 bd3 ba1.8k sqft541 Main St, Greenport, NY 11944For Sale
MLS ID #396291, David Kapell - Real Estate Broker, Listing by: Kapell Real Estate. Out East - $1,459,0003 bd2 ba1.6k sqft412 Atlantic Avenue, Greenport, NY 11944For Sale
MLS ID #983029, Paul T. Betancourt, Listing by: Engel & Volkers North Fork. OneKey® MLS as distributed by MLS GRID - $1,579,0003 bd2 ba1.8k sqft311 5th St, Greenport, NY 11944For SaleMLS ID #396381, Paul T Betancourt - Real Estate Sales Person, Listing by: Engel & Völkers North Fork. Out East
- $2,650,0003 bd2 ba1.8k sqft56765 Route 48, Greenport, NY 11944For SaleMLS ID #975674, Kristopher Pilles, Listing by: East End Luxury Ltd. OneKey® MLS as distributed by MLS GRID
- $2,199,0005 bd4 ba2.6k sqft64A N Midway Road, Shelter Island, NY 11964For SaleMLS ID #1029569, Christine M. Beckwith, Listing by: Douglas Elliman Real Estate. OneKey® MLS as distributed by MLS GRID
- $2,295,0004 bd3 ba1.9k sqft875 & 785 The Strand, East Marion, NY 11939For SaleMLS ID #976743, Dawn Watson, Listing by: Serhant East End LLC. OneKey® MLS as distributed by MLS GRID
- $1,285,0003 bd2 ba1.4k sqft175 AKA 611 Maple Street, Greenport, NY 11944For SaleMLS ID #999868, Kristy B. Naddell, Listing by: Douglas Elliman Real Estate. OneKey® MLS as distributed by MLS GRID
- $2,595,0004 bd3 ba1.9k sqft11 Prospect Avenue, Shelter Island Heights, NY 11965For SaleMLS ID #1022345, Donna L. Walker, Listing by: Douglas Elliman Real Estate. OneKey® MLS as distributed by MLS GRID
- $2,595,0003 bd3 ba1.9k sqft11 Prospect Ave, Shelter Island, NY 11964For SaleMLS ID #396187, Michael Brennan - Real Estate Sales Person, Listing by: Douglas Elliman Real Estate. Out East
- $2,495,0003 bd3 ba2.3k sqft197 Two Holes Water Rd, East Hampton, NY 11937For SaleMLS ID #396803, Rebecca McDermott - Real Estate Sales Person, Listing by: SERHANT.. Out East
- $2,199,0005 bd4 ba2.6k sqft64 N Midway Rd, Shelter Island, NY 11964For SaleMLS ID #424469, Christine Beckwith, Listing by: Douglas Elliman. Douglas Elliman
- $1,499,0004 bd2 ba1.8k sqft1760 Albertson Ln, Greenport, NY 11944For SaleMLS ID #392212, Paul Loeb - Real Estate Sales Person, Listing by: Douglas Elliman Real Estate. Out East
- $2,695,9504 bd3 ba2.5k sqft36 Breezy Drive, Sag Harbor, NY 11963For SaleMLS ID #1032956, George C. Newell, Listing by: Handsome Real Estate Inc. OneKey® MLS as distributed by MLS GRID
- $2,150,0003 bd3 ba2.3k sqft2245 Little Peconic Bay Ln, Southold, NY 11971For SaleMLS ID #396885, Andrea (Andi) Parks - Real Estate Sales Person, Listing by: Douglas Elliman Real Estate. Out East
- $2,375,0003 bd2 ba1.5k sqft65 Laurel Trl, Sag Harbor, NY 11963For SaleMLS ID #396338, Jack Costaregni - Real Estate Sales Person, Listing by: Saunders & Associates. Out East
- $2,895,0003 bd3 ba2.2k sqft9 Aberdeen Lane, Southampton, NY 11968For SaleMLS ID #1033910, Ginger V. Tuttle, Listing by: Douglas Elliman Real Estate. OneKey® MLS as distributed by MLS GRID
- $2,495,0003 bd3 ba1.5k sqft30 Milton Ave, Sag Harbor, NY 11963For SaleMLS ID #396841, Marcy Braun - Real Estate Sales Person, Listing by: Douglas Elliman Real Estate. Out East
- $1,297,0004 bd2 ba1.7k sqft407 Wiggins Street, Greenport, NY 11944For SaleMLS ID #980655, Douglas Cabral, Listing by: Century 21 Excelsior Realty. OneKey® MLS as distributed by MLS GRID
