104 Winemack Street

Vineyard Haven, MA 02568

2,040 Sq. Ft.
$1,321 / Sq. Ft.
Sq. Ft.
per Sq. Ft.


The Rose Cottage in East Chop - this bright and airy, waterview ca 1920 home with detached garage offers the perfect expanse to spread out in a highly desirable location. Spanning Winemack and Park streets, the property is perfectly set with a beautifully framed view of Vineyard Sound, including regular ferries and boats in passing by. The home is immaculate and deceptively spacious, with five bedrooms and open living areas graciously incorporated on two levels. Indoor and outdoor living is truly...

Property Details for 104 Winemack Street

Oak Bluffs
Garage Spaces
Parking Spaces
Parking Spaces Total


Property Details for 104 Winemack Street

StatusUnder Agreement
MLS #72830979
Days on Market18
Taxes$9,100 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1920
CountyDukes County

Listing Agent

Contact Agent(s)


Listing Agents

  1. Bill Rossi

    Bill Rossi

    Alternative Listing Agent



    P: 508.367.2918

Building Information for 104 Winemack Street

Stories-Year Built1920Building Size-Lot Size0.69 AC / 30,000 SF

Payment Calculator

$9,790 per month

30 year fixed, 2.95% Interest

Principal and Interest


Property Taxes


HOA Dues


Property Information for 104 Winemack Street

General Details
    Property Details
  • Property Type: Single Family
  • Single Family Type: Detached
  • Community Features: Public Transportation, Shopping, Walk/Jog Trails, Bike Path, Conservation Area, Public School
  • Basement Info: Y
  • Water View: Yes
  • Waterfront: No
    Interior Features
  • Appliances: Range, Dishwasher, Refrigerator, Freezer, Washer, Dryer
  • Basement Features: Crawl
  • Num of Full Baths: 3.0
  • Num of Half Baths: 0.0
  • Fireplaces: 1
  • Flooring: Wood
  • Interior Features: Cable Available
    Exterior Features
  • Exterior: Shingles, Wood
  • Exterior Features: Deck, Sprinkler System, Garden Area, Outdoor Shower
  • Lot Description: Cleared
  • Roof Material: Asphalt/Fiberglass Shingles
  • Waterview Features: Sound
    Parking Features
  • Parking Features: Off-Street, Unpaved Driveway
  • Garage Parking: Detached
  • Heating: Heat Pump, Electric
  • Cooling: Heat Pump
  • Sewer: Private Sewerage
  • Water: City/Town Water
Property Information
    Property Info
  • Acres: .69
  • Road Type: Public, Paved
    Tax Information
  • Assessments: $1,234,800
  • Tax Year: 2021
  • Taxes: $9,100
  • Zoning: R2
Building / Association Information
    Living Characteristics
  • Beds Total: 5
    Other Building Characteristics
  • Foundation: Irregular
  • Insulation: Unknown

Property History for 104 Winemack Street

DateEvent & SourcePriceAppreciation
May 31, 2021

Under Agreement

MLS PIN #72830979

May 17, 2021


MLS PIN #72830979

May 13, 2021

Listed (Active)

MLS PIN #72830979

DateEvent & SourcePrice

Under Agreement

MLS PIN #72830979



MLS PIN #72830979


Listed (Active)

MLS PIN #72830979


For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 104 Winemack Street

Taxable ValueLand$712,400Additions$482,900Total$1,195,300
Tax Record2021$8,809 ($734 / month)
Home Facts
Beds5Baths3Total Finished SqFt2,040 SqFtAbove Grade Finished SqFt2,040 SqFtStories2Lot Size25,000 SqFtStyleSingle Family ResidenceYear Built1920Year Renovated2001CountyDUKESAPNOAKB M:0001 B:0038 L:000

Schools near 104 Winemack Street

Oak Bluffs Elementary SchoolPublicPK-81.5 mi
Marthas Vineyard Regional High SchoolPublic9-123.7 mi

Oak Bluffs Elementary School

PK-8, 1.5 mi, Public


Marthas Vineyard Regional High School

9-12, 3.7 mi, Public


School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.