Pending
Sale Pending at 168 Sterling St, Southold, NY 11944 | MLS# 970395 | Listing updated on 2026-07-17
Photo 1 of Sale Pending at 168 Sterling St, Southold, NY 11944 | MLS# 970395 | Listing updated on 2026-07-17
Photo 2 of Sale Pending at 168 Sterling St, Southold, NY 11944 | MLS# 970395 | Listing updated on 2026-07-17
Photo 3 of Sale Pending at 168 Sterling St, Southold, NY 11944 | MLS# 970395 | Listing updated on 2026-07-17
Photo 4 of Sale Pending at 168 Sterling St, Southold, NY 11944 | MLS# 970395 | Listing updated on 2026-07-17
12+
Beds Icon

Street View

$2,400,000

Monthly Est:$11,946

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon1,980sqft

168 Sterling St, Southold, NY 11944

$11,946/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1900

  • $-- HOA

  • 11,326 sqft lot

  • $1,212/sq.ft

Description

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.

  • Houzeo last checked: 9 hours ago
  • Listing updated: July 17, 2026 at 7:04 am
  • Listing Provided by: Bridget Elkin (516) 330-6086 , Eric P. Elkin | Compass Greater NY LLC (631) 251-8644
  • Source: OneKey MLS-NY | MLS#: 970395 OneKey MLS-NY

Property Details

  • Status

    Pending

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Suffolk County

  • City

    Southold

  • Neighborhood

    --

  • Year Built

    1900

  • HOA Fees

    -

  • Finished Area

    1,980 sqft

  • Lot Size

    11,326 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    OneKey MLS

  • MLS Number

    970395

  • MLS Status

    Pending

  • Days on Market

    203

  • Cumulative Days on Market

    117

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 3

  • Living Room

    Level: First

  • Kitchen

    Level: First

  • Bedroom 2

    Level: Second

  • Den

    Level: First

  • Bathroom 1

    Level: First

  • Bedroom 1

    Level: First

  • Bathroom 2

    Level: First

  • Living Room

    Level: Second

  • Bathroom 3

    Level: Second

  • Kitchen

    Level: Second

  • Bedroom 3

    Level: Second

Interior

  • Heating

    Baseboard, Oil, Radiant Floor

  • Appliances

    Dishwasher, Dryer, Oven, Range, Refrigerator, Washer

  • Interior Features

    First Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Built In Features, Cathedral Ceiling(s), Crown Molding, Eat In Kitchen, High Ceilings, Natural Woodwork, Open Kitchen, Original Details, Recessed Lighting, Walk In Closet(s), Washer/dryer Hookup

  • Flooring

    Hardwood

  • Cooling

    Ductless

  • Exterior Features

    Dock

  • Sewer

    Public Sewer

Construction

  • Year Built

    Year Built: 1900

  • Home type

    Single Family Residence

  • Property Condition

    Estimated

  • Foundation Details

    Stone

  • Construction Materials

    Cedar, Clapboard, Frame

  • Architectural Style

    Victorian

Utilities & Energy

  • Parking Features

    Driveway, Garage

  • Basement

    Partial, Unfinished

  • Utilities

    Electricity Connected, Sewer Connected, Water Connected

  • Fireplace Features

    Wood Burning

  • Water Source

    Public

Other Features

  • Disclosures

    Lead Paint

  • Patio And Porch Features

    Covered, Deck, Patio, Porch

  • Lot Features

    Back Yard, Landscaped, Near Shops, Waterfront

Price History

DateEventPrice

07/16/2026

Source: mls_logoOneKey MLS-NY #KEY970395

Pending

$2,400,000

$1,212/sqft

05/12/2026

Source: mls_logoOneKey MLS-NY #KEY970395

Price Decreased

$2,400,000 -10.95%

$1,212/sqft

03/20/2026

Source: mls_logoOneKey MLS-NY #KEY970395

Price Increased

$2,695,000 +12.29%

$1,361/sqft

03/20/2026

Source: mls_logoOneKey MLS-NY #KEY970395

Listed for Sale

$2,400,000

$1,212/sqft

Getting Around 168 Sterling St

Bike Score®

Bike Score

Bikeable

66/100

Walk Score®

Walk Score

Somewhat Walkable

65/100

Data provided by Redfin

Nearby Homes

Based on information from OneKey MLS, through Oct 09, 2026, 02:32PM. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.

Advertising Broker: Derek Greene | The Greene Realty Group