Skip main navigation
Off market
  • $4,239,200

    86 Leonard Drive, Osterville, MA 02655

    4beds
    3,745sqft
    Single Family Residence
    Built in 1965
    1.13 Acres Lot
    $4,239,200 Zestimate®
    $1,132/sqft
    $-- Estimated rent

    Home value

    $4,239,200

    $3.43M - $5.34M

    Not available

    Zestimate® history
    Loading
    Loading...

    Owner options

    List your home for rent

    Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.

    Learn more
    Refinance and save

    $20,077/mo

    Est. payment

    Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.

    See today's rates

    $20,077/mo

    Est. payment

    Explore your selling options

    Work with a Zillow partner agent

    Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.

    Get started

    List with your own agent

    Get your home in front of millions of buyers by listing it on Zillow.

    Learn how to do it

    Sell it yourself

    Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).

    List your home

    What's special

    Wianno Opportunity! Deeded rights to Eel River & a short distance from Sea View Ave. This classic Cape Cod home is situated in the heart of Wianno on a private and lushly landscaped acre of land. A mahogany deck, stretching along the back of the house, beautiful plantings and an in ground pool highlight the outdoor living space. Interior space includes two optons for first floor Master Bedroom suites, hardwood floors throughout and a spacious family room. New addition & two car garage was added to the original house in 1991. This is a rare opportunity to purchase an exceptional Osterville Village home. Spectacular yard and pool!

    This property is not currently displayed as for sale or rent on Zillow. This may be different from what's on other websites or public sources.

    Zillow last checked:

    Listing updated:

    Listed by:

    Gene Orloff 508-364-2907,

    Sotheby's International Realty

    Bought with:

    John J Hopkins, 9534677

    Frank A Sullivan Real Estate

    Source: CCIMLS,MLS#: 21407698MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    Heating
    • Natural Gas, Other
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Microwave, Refrigerator, Wall/Oven Cook Top, Washer, Natural Gas
    • Laundry: Gas Dryer, Gas Dryer Hookup, Washer Hookup, Laundry Room
    Features
    • HU Cable TV, Linen Closet, Walk-In Closet(s), Breakfast Bar
    • Flooring: Wood
    • Basement: Partial
    • Number of fireplaces: 2
    Interior area
    • Total structure area: 3,745
    • Total interior livable area: 3,745 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Direct Access, Garage Door Opener, Storage, Off Street
    • Attached garage spaces: 2
    Features
    • Stories: 2
    • Patio & porch: Deck
    • Exterior features: Outdoor Shower, Garden, Underground Sprinkler System
    • Waterfront features: Salt
    Lot
    • Size: 1.13 Acres
    • Features: Corner Lot, Fenced/Enclosed, Interior Lot, Level
    Details
    • Additional structures: Pool House
    • Parcel number: 114030
    • Special conditions: Standard

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Shingle Siding
    • Roof: Asphalt,Pitched
    Condition
    • Year built: 1965

    Utilities & green energy

    • Water: Public

    Community & HOA

    Community
    • Security: Security System
    HOA
    • Has HOA: No
    Location
    • Region: Osterville

    Financial & listing details

    • Price per square foot: $1,132/sqft
    • Tax assessed value: $1,122,900
    • Annual tax amount: $11,690
    • Date on market: 10/23/2025
    • Cumulative days on market: 636 days

    Price history

    DateEventPrice
    5/20/2016Sold$875,000$234/sqft
    Source: CCIMLS #21407698 Report a problem

    Public tax history

    Tax history is unavailable.

    Neighborhood: Osterville

    Nearby schools

    GreatSchools rating
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $4,239,200
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $4,239,200