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63 Main Street, Osterville, MA, 02655

7beds
8baths
9,011sqft
$8,625,000
$957price/sqft
$58,406/moest. monthly cost
$2,336,240/yrincome needed

About This Home

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 seven-and-a-half bathrooms speak for themselves. This treasure is waiting for you.

Getting Around

3
WalkingCar-Dependent
0
TransitVery Limited Transit
29
BikeSomewhat Bikeable

Schools

3/10
Barnstable High SchoolGrades 8-122.5 mi

Construction

Condition

  • Property condition: Updated/Remodeled, Actual
  • Year built: 1920

Materials

  • Foundation: Other,Poured
  • Roof: Asphalt
  • Construction materials: Stucco

Notable Dates

  • Major remodel year: 1994

Type & Style

  • Home type: SingleFamily
  • Architectural style: Other
  • Property subType: Single Family Residence

Interior

Appliances

  • Appliances included: Trash Compactor,Washer,Range Hood,Washer/Dryer Stacked,Security System,Refrigerator,Gas Range,Other,Microwave,Gas Dryer,Electric Dryer,Dishwasher,Gas Water Heater

Basement

  • Has basement: Yes
  • Basement: Finished,Interior Entry,Full

Bedrooms & Bathrooms

  • Bedrooms: 7
  • Bathrooms: 8
  • Full bathrooms: 7
  • 1/2 bathrooms: 1

Features

  • Wet Bar,Recessed Lighting,Pantry,Mud Room,Linen Closet,Interior Balcony,HU Cable TV
  • Flooring: Hardwood,Carpet,Tile
  • Number of fireplaces: 4
  • Fireplace: Yes

Heating & Cooling

  • Heating features: Hot Water
  • Cooling features: Central Air

Interior Area

  • Total structure area: 9,011
  • Total interior livable area: 9,011 sqft

Property

Details

  • Parcel number: OSTE M:185 L:021
  • Zoning: RF
  • Special condition: None

Features

  • Stories: 2
  • Patio & porch: Deck,Porch,Patio
  • Exterior features: Garden
  • Spa features: Heated
  • Has view: Yes
  • Has water view: Yes
  • Water view: Ocean
  • On waterfront: Yes
  • Waterbody name: Centerville River

Lot

  • Lot size: 1.38 Acres
  • Features: Conservation Area,Near Golf Course,Shopping,Marina,In Town Location,South of Route 28

Parking

  • Total spaces: 2
  • Parking features: Garage
  • Has garage: Yes
  • Attached garage spaces: 2
  • Covered spaces: 2

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Coastal Flooding
    Coastal FloodingRelatively High
  • Hurricane
    HurricaneModerate
  • Inland Flooding
    Inland FloodingModerate
  • Lightning
    LightningModerate
  • Tsunami
    TsunamiInsufficient Data

How This Home’s Risks Compare

Coastal Flooding
Hurricane
Inland Flooding
Lightning
Tsunami

FEMA Declared Disasters Across Massachusetts Counties

Hurricane

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $43,612$523,344
Home Insurance *$7,287$87,444
Property Taxes $5,731$68,772
Electricity $1,776$21,322
Total$58,406$700,872
*Does not include cost of any FAIR Plan premiums

Income You'd Need if You Spent...

35% on housing$2,002,491/yr
40% on housing$1,752,180/yr
45% on housing$1,557,493/yr

Massachusetts FAIR Plan Programs

Massachusetts Property Insurance Underwriting Association

Covered
WildfireWildfire
HailHail
WindWind
Visit Website →
Current Policies
Residential: 213,928Commercial: 230
Total Premiums$400.85M
Total Exposure$115.57B

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 6.7%
6.7%
0%30.0%
Electricity Growth Rate10-year average: 7.9%
7.9%
0%15.0%
Property Taxes Growth Rate2-year average: 0.5%
0.5%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$957This listing

vs Other Active Listings

Avg $/sqft

ZIP 02655$993
Barnstable County$548

vs Homes Sold Last Month

Median $/sqft

ZIP 02655$476
Barnstable County$463

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

Price History

DateEventPrice
2026-06-26Listed for sale$8,625,000
1992-12-16Sold$1,100,000

For Sale by Agent

AgentChrista Zevitas
BrokerageBerkshire Hathaway HomeServices Robert Paul Properties

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