NOT LISTED FOR SALE

78 Winemack St Oak Bluffs, MA 02557

Oak Bluffs Neighborhood

Estimated Value: $2,719,695 - $3,926,000

4 Beds
2 Baths
1,889 Sq Ft
$1,698/Sq Ft Est. Value

Sale Details

Date Sold: October 1, 2025

Last sale price $2,899,000 $1,535 Per Sq Ft

Est. 11% increase in value since last sale

Current estimated payment $18,617 / mo

Highlights

  • Pond View
  • Deck
  • Porch
  • 0.75 Acre Lot

About This Home

As of October 2025

STUNNNING EAST CHOP WATERVIEW RETREAT w/a flair of HOLLYWOOD HILLS GLAMOUR!

WATCH THE SAILBOATS SAIL BY on the outer harbor from this delightful 3 bedroom + den, well maintained Contemporary home in the exclusive East Chop community. A blend of timeless Martha's Vineyard serenity with a flair of vintage Hollywood Hills design delights all! Clean architectural lines, vaulted ceilings, and expansive windows that blur the line between outdoor and indoor living. The open-concept layout allows the spacious living and dining rooms (WITH FIREPLACE) to flow seamlessly into the delightful chef's kitchen and out to the oversized entertainers deck. The home is set on a knoll w/ rolling views of Crystal Lake and the outer Harbor.
There are water views from almost every room! The roomy master bedroom is on one end with a private full bath, a large interior breezeway doubles as an office and the separate den can be used as overflow for guests or family and opens to a quiet private deck. The layout allows privacy with the other two bedrooms on the other end of home. One has access to back deck and they share another full bath centrally located in the hallway.
Additionally a garage and full basement are under the main living level of this year round home.

Don't miss this Exclusive offer. THE SALTY SEA BREEZES AND ISLAND SUNSETS will mesmerize you!!

Last Agent to Sell the Property

Susan Austin

Austin R.E. Properties of MV Listed on: 10/01/2025

Last Buyer's Agent

Susan Austin

Austin R.E. Properties of MV Listed on: 10/01/2025

Range of Values:

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Value Increase
--
Percent Increase
--
Adjusted for Inflation
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Average Value
Not Available
List Price
Sold Price
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Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $11,482

Year Built

  • Built in 1956 | Remodeled in 1999

Lot Details

  • 32,670 Sq Ft Lot
  • Property is zoned R2

Interior Spaces

  • 1,889 Sq Ft Home
  • Partially Furnished
  • Pond Views
  • Stove

Bedrooms and Bathrooms

  • 4 Bedrooms
  • 2 Full Bathrooms

Outdoor Features

  • Deck
  • Porch

Utilities

  • Septic Tank
  • Cable TV Available

Listing and Financial Details

  • Tax Lot 20
  • $1,470,300 per year additional tax assessments

Home Details

Home Type

Single Family

Est. Annual Taxes

$11,482

Year Built

Built in 1956 | Remodeled in 1999

Lot Details

0.75 Acres

Listing Details

  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Lot Features: BEAUTIFUL GRASSY YARD WITH VIEWS OVER POND TO HARBOR
  • LotSizeAcres: 0.75
  • View: Hbr, Pond
  • Co List Office Mls Id: 728
  • Building Area Total: 1889
  • Has Fireplace?: No
  • Effective Year Built: 1999
  • Year Built: 1956
  • reviewed: Yes
  • Special Features: None
  • Year Built: 1956
  • Year Renovated: 1999

Interior Features

  • Appliances: Stove: YES, Washer: YES-
  • Has Basement: yes full under part of house
  • Full Bathrooms: 2
  • Total Bedrooms: 4
  • Fireplace Features: 1
  • Flooring: hardwood and terracotta tile
  • Interior Amenities: AC,OSh, Floor 1: Expansive living room, dining room w/fireplace, large kitchen, Primary bedroom with ensuite bath, 3 additional bedrooms, another full bath, deck on back, and large expansive porch and deck along entire front of house.

Exterior Features

  • Pool Private: No
  • Exterior Features: WViews, Deck, Porch, PubBch
  • Foundation Details: GARAGE UNDER HOUSE

Garage/Parking

  • Parking Features: plenty of parking in /off circular drive

Utilities

  • Heating: GFHA
  • Sewer: Septic Tank
  • Utilities: Cbl
  • Water Source: Town

Lot Info

  • Lot Size Sq Ft: 32670
  • Zoning: R2

Multi Family

  • Number Of Units Furnished: Partially

Tax Info

  • Tax Annual Amount: 11482
  • Tax Lot: 20
  • Tax Map Number: 4
  • Tax Other Annual Assessment Amount: 1470300
  • Tax Year: 2025

Ownership History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Name Owned For Owner Type

Purchase Details

Listed on
Oct 1, 2025
Closed on
Sep 23, 2025
Sold by
Bought by
Seller's Agent
Susan Austin
Austin R.E. Properties of MV
Buyer's Agent
Susan Austin
Austin R.E. Properties of MV
Sold Price
$2,899,000
Views
2
Current Estimated Value
$3,206,924

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$307,924
Avg. Annual Appreciation
12.77%

Purchase Details

Listed on
Apr 28, 2014
Closed on
Apr 18, 2014
Sold by
Bought by
Seller's Agent
LINK Email Cache
LINK
List Price
$1,250,000
Sold Price
$1,250,000

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
7.63%
Original Mortgage
$937,500
Interest Rate
3%
Mortgage Type
Adjustable Rate Mortgage/ARM
Source: Public Records

Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Agents Specializing in Oak Bluffs, MA

  • Stephen Medeiros Real Estate Agent - Keller Williams Realty

    Stephen Medeiros

    Keller Williams Realty

    (774) 713-9210

    56 Total Sales

    1 in Oak Bluffs

    $875,000 Price

    Stephen Medeiros
     Section Image
  • Stephanie Burke Real Estate Agent - Portfolio Properties

    Stephanie Burke

    Portfolio Properties

    (208) 738-9835

    12 Total Sales

    4 in Oak Bluffs

    $685K - $1.1M Price Range

    Stephanie Burke
     Section Image
  • Rene Ben David Real Estate Agent - Ocean Park Realty, Inc.

    Rene Ben David

    Ocean Park Realty, Inc.

    (508) 372-8913

    25 Total Sales

    29 in Oak Bluffs

    $450K - $2.5M Price Range

    Rene Ben David
     Section Image
  • Wendy Harman Real Estate Agent - Point B Realty

    Wendy Harman

    Point B Realty

    (774) 252-9876

    91 Total Sales

    12 in Oak Bluffs

    $850K - $5.8M Price Range

    Wendy Harman
     Section Image
  • Patty Connolly Real Estate Agent - William Raveis Real Estate & Home Services

    Patty Connolly

    Responds Quickly

    William Raveis Real Estate & Home Services

    (774) 551-1367

    56 Total Sales

    2 in Oak Bluffs

    $489K - $982K Price Range

    Patty Connolly
     Section Image
  • Allison Cameron Parry Real Estate Agent - Douglas Elliman of MA, LLC

    Allison Cameron Parry

    Douglas Elliman of MA, LLC

    (508) 960-7540

    6 Total Sales

    1 in Oak Bluffs

    $1,375,000 Price

    Allison Cameron Parry
     Section Image
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Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Buyer Sale Price Title Company
$2,899,000 --
$1,250,000 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Borrower Loan Amount
Closed $937,500
Previous Owner $217,500
Previous Owner $250,000
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft Prior Sale
10/01/2025 10/01/25 Sold $2,899,000 +131.9% $1,535 / Sq Ft
04/28/2014 04/28/14 Sold $1,250,000 0.0% $662 / Sq Ft View Prior Sale
04/28/2014 04/28/14 For Sale $1,250,000 -- $662 / Sq Ft
Source: LINK (Vineyard)

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $11,481 $2,273,500 $1,470,300 $803,200
2024 $11,048 $2,112,400 $1,336,200 $776,200
2023 $10,470 $1,982,900 $1,298,300 $684,600
2022 $10,151 $1,495,000 $998,900 $496,100
2021 $9,987 $1,355,100 $876,500 $478,600
2020 $9,521 $1,279,700 $834,700 $445,000
2019 $10,210 $1,327,700 $890,900 $436,800
2018 $10,044 $1,282,700 $838,900 $443,800
2017 $10,519 $1,290,700 $904,100 $386,600
2016 $10,179 $1,255,100 $932,100 $323,000
2015 $9,761 $1,226,200 $932,100 $294,100
2014 $9,987 $1,278,800 $980,400 $298,400
Source: Public Records

Agents Affiliated with this Home

  • S

    Seller's Agent in 2025

    Susan Austin

    Austin R.E. Properties of MV

  • L

    Seller's Agent in 2014

    LINK Email Cache

    LINK

See All Agents

Map

Source: LINK (Vineyard)

MLS Number: 43590

APN: OAKB-000004-000020

Massachusetts Dukes County Oak Bluffs Oak Bluffs

78 Winemack St, Oak Bluffs, MA

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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