Raymond M. Hall, REALTOR® | (508) 221-2544 | ray@ricottarealestate.com | 1181 Main Street, Chatham, MA 02633
$8,625,000

63 Main Street, Osterville, MA 02655

7 Beds 7 Full Baths 1 Half Baths 9,011 Sq Ft 1.38 acres 2 Car Garage
MLS# 22603124 · Residential / (Single Family Residence) · Osterville Waterfront
Listed: 06/26/26 (listing data as of 07/30/26 at 3:08 pm)

About This Property

Legacy estate set prominently on one of the highest Osterville bluffs delivers classic waterfront expectations with a superior dock and substantial dynamic views from the Vineyard to Hyannisport. The grand yesteryear home constructed in 1920 conveys the qualities of that oceanfront era, with higher ceilings, multiple great rooms, and the character of hidden porches, exclusive balconies, and romantic patios. Curving stone walls, terraced rock feature gardens, and stone patios complement the entire grounds. Set aside any reservations of the year built...the entire foundation and structure were comprehensively reinforced and renovated by E.J. Jaxtimer. Any changes or modifications a buyer might want would be aesthetic alone. Across the river from your 200 feet of waterfront is Long Beach, a pristine barrier stretch of powdery white sand and privacy. The dock enjoys some of the deepest water of any house on this stretch, allowing for multiple boats and other recreational craft. The quaint conclusion to this fairytale setting is a larger detached apartment over the garage with vaulted ceilings and additional charm. The square footage of 9,011, seven bedrooms and

Property Details

Property TypeResidential
(Single Family Residence)
StatusActive
MLS Number22603124
Year Built1920
Annual Taxes$46,774 (2026)
Total Assessment$5,972,400
Square Footage9,011
Price/Sq Ft$957/sq ft
Separate Living QuartersYes
Additional Finished Space1,696 sqft
Lot Size1.38 acres
Bedrooms7
Full Baths7
Half Baths1
RenovatedYes
Year Renovated1994
Heat Source Natural Gas
Add'l Heating Heat Pump, Forced Hot Water, Radiant Floor
Cooling A/C Central Air
Garage Spaces2
Days on Market34
WaterfrontYes
Private Dock Yes, Ch. 91 License, Deep Water, Electric, Fixed, Floating, Platform, Water
Water Body ViewNantucket Sound
Miles to Beach0 - .1
Fireplaces4
Lot Features Views

Convenient To

  • Conservation Area
  • Golf Course
  • In Town Location
  • Marina
  • Shopping
  • Convenient to Centerville River
  • Convenient to Nantucket Sound
  • Convenient to East Bay

Exterior Features

  • Garden
  • Hot Tub
  • Private Yard
  • Underground Sprinkler System

Interior Features

  • Central Vacuum
  • HU Cable TV
  • Interior Balcony
  • Linen Closet
  • Mud Room
  • Pantry
  • Recessed Lighting
  • Sauna
  • Steam Bath
  • Walk-In Closet(s)
  • Wet Bar

Location

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Listing Courtesy of: Christa Zevitas / Berkshire Hathaway HomeServices Robert Paul Properties
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.