3-bed, 2-bath single-family home in Oak Bluffs

Active$1,100,000

MLS® Listing#22602630 · Single Family Residence · Listed Jun 3, 2026

47 Winemack Street, Oak Bluffs, MA 02557

Dukes County

Showing 5 of 18 photos

3Beds

2Baths

1,302Sq Ft

1960Year built

0.11Acre lot

Description

Oak Bluffs -East Chop-Close to the beach. Two Year-round cottages on one lot. Stay in one and rent the other, the possibilities are great with this amazing opportunity to own close to the beach and just a mile to Oak Bluffs center. The front house is two bedrooms 1 bath: freshly painted with new flooring. The second home nestled in the back of the lot is an open floor plan with one bedroom, one bath, and a separate utility room. Recent upgrades includes new roofs, new electrical service in front house, and a new 3-bedroom title 5 septic system.

Property information

Property type: Residential
Sub-type: Single Family Residence
Year built: 1960
Living area: 1,302 Sq Ft
Lot size: 0.11 acres
Annual taxes (2026): $5,669
HOA fee: None
Price / Sq Ft: $845
Days on market: 161
Parcel number: 4/38/2

Features

Appliances: Water Heater
Heating: Oil · Propane
Flooring: Laminate
Foundation: Block · Brick/Mortar
Roof: Asphalt · Shingle
Construction: Shingle Siding
Basement: Interior Entry
Sewer / Water: Septic Tank · Public

$1,100,000List price

3Beds

2Baths

1,302Sq Ft

1960Year built

0.11Acre lot

5 months agoOn market

$1,100,000

47 Winemack Street

Oak Bluffs, MA 02557

Active

Your local EXIT Realty office

EXIT Cape Realty (Falmouth)North Falmouth, MACall

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Description

Property Information

Property type: Residential
Sub-type: Single Family Residence
Style: Cottage / Ranch
Year built: 1960
Living area: 1,302 Sq Ft
Lot size: 0.11 acres
Zoning: Res
Days on market: 161
MLS^® Listing#: 22602630

Property Features

Appliances: Water Heater
Cooling: None
Heating: Oil · Propane
Flooring: Laminate
Basement: Interior Entry
Construction: Shingle Siding
Foundation: Block · Brick/Mortar
Roof: Asphalt · Shingle
Sewer: Septic Tank
Water source: Public

Financial Details

HOA: None
Annual taxes: $5,669Tax year 2026
Assessed value: $1,136,001
Parcel number: 4/38/2

Directions

From Oak Bluffs center follow New York ave towards Vineyard Haven looking for Winemack ave on your right, house is 2 in on the right.

Listing Courtesy: Anchor Realty of MV - 5086967777

Presented by: Lisa Lucier

The data relating to real estate for sale on this site comes from the Broker Reciprocity of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than the brokerage firm owning this website are marked with the IDX Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor the brokerage firm owning this website 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. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright ©2026 Cape Cod & Islands Multiple Listing Service, Inc. All Rights Reserved.

Last Updated: 2026-06-03T00:00:00.000Z

Oak Bluffs Market Statistics

How this home compares to 30 active listings in Oak Bluffs, MA

	Oak Bluffs median	This listing
Median listing price	$1,545,000	$1,100,000
Median days on market	91	161
Median Sq Ft	1,730	1,302
Median price / Sq Ft	$859	$845

Market statistics compiled from active EXIT Realty® and MLS listings in Oak Bluffs, MA.

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Explore commute times from 47 Winemack Street, Oak Bluffs, MA 02557.

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Similar Home Values

Comparable nearby listings and their asking prices.

Address	Price	Beds	Baths	Sq Ft
299 Daggett Ave A, Tisbury, MA	$1,095,000	3	1	998
11 Stanley Street, Oak Bluffs, MA	$1,195,000	3	1.5	912
21 Flamingo Drive, Edgartown, MA	$1,075,000	3	2	948
261 Sandpiper Lane 12, Tisbury, MA	$1,175,000	3	3	1,682

Connect with a Local Real Estate Expert

Pam Alden
Sales Representative
EXIT Cape Realty (Falmouth)
Karen Smith
Sales Representative
EXIT Cape Realty (Falmouth)
Simon Bexon
REALTOR
EXIT Cape Realty (Falmouth)
Dave Harris
Franchisee, Broker of Record
EXIT Cape Realty (Falmouth)
Helen Canepari
Sales Representative
EXIT Cape Realty (Falmouth)
Vanessa Lawrence
REALTOR
EXIT Cape Realty (Falmouth)

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, landlords 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, leasing or renting 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, leasing or renting. 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. Copyright ©2026 MLS Property Information Network, Inc. All Rights Reserved.

Description

Property Information

Property Features

Financial Details

Directions

Oak Bluffs Market Statistics

Commute Calculator

More homes to consider

299 Daggett Ave ATisbury, MA 02568#73524099

11 Stanley StreetOak Bluffs, MA 02557#22603967

21 Flamingo DriveEdgartown, MA 02539#73594824

261 Sandpiper Lane 12Tisbury, MA 02539#73503832

31 Temahigan AvenueOak Bluffs, MA 02557#22604054

58 Munroe AvenueOak Bluffs, MA 02557#22604932

Similar Home Values

Connect with a Local Real Estate Expert

Pam Alden

Karen Smith

Simon Bexon

Dave Harris

Helen Canepari

Vanessa Lawrence

Oak Bluffs Market Statistics

More homes to consider

299 Daggett Ave ATisbury, MA 02568#73524099

11 Stanley StreetOak Bluffs, MA 02557#22603967

21 Flamingo DriveEdgartown, MA 02539#73594824

261 Sandpiper Lane 12Tisbury, MA 02539#73503832

31 Temahigan AvenueOak Bluffs, MA 02557#22604054

58 Munroe AvenueOak Bluffs, MA 02557#22604932

Similar Home Values