Raymond M. Hall, REALTOR® | (508) 221-2544 | ray@ricottarealestate.com | 1181 Main Street, Chatham, MA 02633
$3,950,000

14 School Street, Woods Hole, MA 02543

8 Beds 4 Full Baths 3,749 Sq Ft 0.35 acres
MLS# 22602275 · Residential / (Single Family Residence) · Woods Hole Waterfront
Listed: 05/18/26 (listing data as of 07/30/26 at 3:17 pm)

About This Property

On sheltered Eel Pond, with a large, licensed deepwater dock and direct access to Vineyard Sound and Buzzards Bay, this waterfront property presents a rare opportunity to create your own Woods Hole compound. Originally dating back to the 1820s, this classic New England home spans three separate dwellings - each with sweeping water views: a main 5-bedroom residence with a separate guest suite, plus two year-round cottages (one 2-bedroom and one 1-bedroom). Located on the village doorstep, with ample off-street parking and seclusion, you are moments from restaurants, shops, ferries, beaches, the vibrant harbor and renowned marine science institutions. Position, potential and provenance - and available for the first time in 70 years - this is a once-in-a-lifetime chance to establish your own Woods Hole legacy in a premium Cape Cod waterfront community.

Property Details

Property TypeResidential
(Single Family Residence)
StatusActive
MLS Number22602275
Year Built1820
Annual Taxes$11,462 (2026)
Total Assessment$1,937,700
Square Footage3,749
Price/Sq Ft$1054/sq ft
Separate Living QuartersYes
Lot Size0.35 acres
Bedrooms8
Full Baths4
RenovatedYes
Heat Source Natural Gas
Add'l Heating Forced Hot Water
Cooling A/C None
Garage Spaces0
Days on Market69
WaterfrontYes
Private Dock Yes, Ch. 91 License, Deep Water
Water Body ViewEel Pond
Miles to Beach0 - .1
Fireplaces1
Lot Features Cleared, Gentle Sloping, Views

Bedroom Details

Primary Bedroom

  • First Floor

Bedroom 2

  • Second Floor

Bedroom 3

  • Second Floor

Bedroom 4

  • Second Floor

Living Area Details

Living Room

  • First Floor

Dining Room

  • First Floor

Kitchen

  • First Floor

Appliances

  • Dishwasher
  • Electric Dryer
  • Gas Range
  • Refrigerator
  • Washer

Home Office

  • First Floor

Family Room

  • First Floor

Other Room 3

  • First Floor

Laundry Room

  • Basement

Sep Living Qtrs Info

Baths - Full 2
Beds 3
Baths - Total 2

Convenient To

  • House of Worship
  • Medical Facility
  • Shopping
  • Convenient to Eel Pond

Exterior Features

  • Garden
  • Private Yard

Interior Features

  • Pantry

Location

Nearby Listings

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Listing Courtesy of: Susan Challenger / Sotheby's International Realty
The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. (CCIMLS). Real estate listings provided by CCIMLS and held by brokerage firms other than John C. Ricotta & Associates are marked with the CCIMLS BR Logo and detailed information includes, at minimum, the name of the listing agent and broker attribution assigned by the listing broker. This site was last updated 07/30/2026. Neither the listing broker nor John C. Ricotta & Associates shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. All properties are subject to prior sale, changes, or withdrawal.