Overview Property Details Payment Calculator Walkability

Add to favorites

Remove from favorites
Send to Friend
Watch changes on this property

Active

26 Winthrop Ave, Oak Bluffs MA 02557

$839,000

Estimated $5,469/month Calculator

Single Family

1 Bedrooms

Baths

804

Total Parking: 4

14,810 (0.34)

Built in 1950

This little gem is waiting to be polished. Hidden behind a wall of vegetation on Winthrop Avenue, an 'oasis', with lots of potential. Existing one bedroom, two story house situated on a 1/3 Acre of land, a 14,810 sq.ft. level lot. Land is large enough for a house and guest house when meeting ZBA requirements, or build a new house and leave existing structure as an Accessory Dwelling Unit when in compliance Massachusetts ADU regulation - 760 CMR 71.00. Only .6 of a mile to Oak Bluffs Harbor and .5 mile to the top of Circuit Avenue! Title 5 Certification in place. Lot is in Zone II and will allow a total of two bedrooms with upgrade to an advanced treatment system. Just one house from Wesleyan Park or stroll to Harbor and Town. Empty and easy to show.

This home has been viewed 6 times

Last Checked: July 18th, 2026 at 5:58am (Source: MLS PIN #73548644)

Air Conditioning

Lead Paint Free

General Information for 26 Winthrop Ave, Oak Bluffs MA 02557

Listing ID73548644

Property TypeSingle Family / Detached

Price$839,000 ($1,043.53/SqFt)

StyleColonial

CityOak Bluffs

CountyDukes

Neighborhood(s)

Garage Parking0

ZoningR1

Year Built1950

Year Built SourcePublic Records

Year Built DetailsActual

Interior Features for 26 Winthrop Ave, Oak Bluffs MA 02557

Approximate Living Area Total804

Living Area Includes BasementNo

Rooms4

Bedrooms1

Primary En Suite BathroomYes

BasementFull

CoolingSplit

Fireplaces

AppliancesRange

Flooring

Electric

Exterior Features for 26 Winthrop Ave, Oak Bluffs MA 02557

Approximate Lot Size (Acres)0.34

Approximate Lot Size (Square Feet)14810

Total Parking4

Garage Parking0

WaterPublic

SewerPrivate Sewer

Lot FeaturesGentle Sloping

Parking Features1

Exterior Features

Foundation Materials

Construction MaterialsFrame

Road Frontage Type

Patio & Porch

Roof MaterialAsphalt/fiberglass Shingles

Utility Connections

Water Views

Water Views Features

Waterfront0

Waterfront Features

Pool Features

Horse Permitted0

Horse Amenities

Disclosures for 26 Winthrop Ave, Oak Bluffs MA 02557

Lead PaintNone

UFFI

Living Area Includes BasementNo

Living Area Disclosure

Building Area SourcePublic Records

Special Listing Conditions

ExclusionsPersonal Property

Title 5A

Compensation Based On

Financial Information for 26 Winthrop Ave, Oak Bluffs MA 02557

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax3598

Tax Year2025

Assessed Value$712,500

Location Information for 26 Winthrop Ave, Oak Bluffs MA 02557

Neighborhood(s)

Area Amenities

Contact Information for 26 Winthrop Ave, Oak Bluffs MA 02557

Agent

Name: Alisan Lohan - Conway

Office

Name: Alisan Lohan - Conway Properties

Phone: 508-627-1858

Team Members

Payment Calculator

, Interest

Property Taxes 299.83

Principal & Interest 5169.65

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Alisan Lohan - Conway Properties

Alisan Lohan - Conway

Agent Phone

Office Phone

(508) 627-1858

Text Agent Call Agent Call Office

Array
(
    [acres] => Approx. 0.34 acres (14,810 SqFt)
    [add_date] => 2026-07-13 19:43:37
    [address] => Winthrop Ave
    [agent] => Array
        (
            [address] => P. O. Box 2670
            [city] => Edgartown
            [id] => CT008356
            [name] => Alisan Lohan - Conway
            [national_association] => 448002156
            [office] => AC2193
            [state] => MA
            [zip] => 02539
        )

[apod_available] => Array
        (
        )

[appliances] => Array
        (
            [0] => Range
        )

[approx_living_area_total] => 804
    [approx_lot_size_acres] => 0.34
    [approx_lot_size_sqft] => 14810
    [assessed_value] => $712,500
    [association] => 
    [association_fee] => Array
        (
        )

[association_fee_frequency] => Array
        (
        )

[association_fee_includes] => Array
        (
        )

[association_required] => Array
        (
        )

[available_date] => 
    [available_now] => 0
    [basement] => Array
        (
            [0] => Full
        )

[bathrooms] => 
    [bedrooms] => 1
    [building_amenities] => Array
        (
        )

[building_area_source] => Array
        (
            [0] => Public Records
        )

[building_management] => Array
        (
        )

[building_debug] => 
    [building_id] => 
    [building_parent] => 0
    [building_name] => 
    [building_name_from_address] => 
    [building_url] => 
    [buyer_agent_compensation] => 
    [buyer_agent_id] => 
    [buyer_office_id] => 
    [c_style] => Array
        (
            [0] => Detached
        )

[c_type] => Array
        (
            [0] => Single Family
        )

[cap_rate] => 
    [city] => Oak Bluffs
    [community_features] => Array
        (
        )

[compensation_based_on] => Array
        (
        )

[complex_complete] => Array
        (
        )

[construction_materials] => Array
        (
            [0] => Frame
        )

[construction_status] => 
    [cooling] => Array
        (
            [0] => Split
        )

[cooperating_agent_commission] => Array
        (
        )

[county] => Dukes
    [cultivation_acres] => 
    [date_available_note] => 
    [deposit_amount] => Array
        (
        )

[deposit_required] => Array
        (
        )

[deqe] => 
    [description] => This little gem is waiting to be polished.  Hidden behind a wall of vegetation on Winthrop Avenue, an 'oasis', with lots of potential.  Existing one bedroom, two story house situated on a 1/3 Acre of land, a 14,810 sq.ft. level lot.  Land is large enough for a house and guest house when meeting ZBA requirements, or build a new house and leave existing structure as an Accessory Dwelling Unit when in compliance Massachusetts ADU regulation - 760 CMR 71.00.  Only .6 of a mile to Oak Bluffs Harbor and .5 mile to the top of Circuit Avenue!  Title 5 Certification in place.  Lot is in Zone II and will allow a total of two bedrooms with upgrade to an advanced treatment system.  Just one house from Wesleyan Park or stroll to Harbor and Town.  Empty and easy to show.
    [disclosures] => 
    [documents_available] => Array
        (
        )

[electric] => Array
        (
        )

[electric_expense] => Array
        (
        )

[elementary_school] => 
    [en_suite_bath] => Array
        (
            [0] => Yes
        )

[energy_features] => 
    [entry_level] => Array
        (
        )

[estimated_monthly_payment] => 
    [exclusions] => Array
        (
            [0] => Personal Property
        )

[exterior_features] => Array
        (
        )

[facilitator_compensation] => 
    [fee_paid_by_tennant] => 
    [financial_data_source] => Array
        (
        )

[fireplaces] => Array
        (
        )

[first_month_required] => Array
        (
        )

[floor_number] => 0
    [flooring] => Array
        (
        )

[for_sale_by_owner] => 
    [foundation_area] => 
    [foundation_materials] => Array
        (
        )

[frontage_length] => 
    [full_baths] => 
    [garage_parking] => 0
    [gas] => Array
        (
        )

[gas_expense] => Array
        (
        )

[gross_income] => Array
        (
        )

[half_baths] => 
    [handicap_access] => 
    [heating] => 
    [heating_expense] => Array
        (
        )

[high_school] => 
    [horse_features] => Array
        (
        )

[horse_permitted] => 0
    [hot_water] => Array
        (
        )

[id] => 
    [insurance_expense] => Array
        (
        )

[insurance_required] => Array
        (
        )

[interior_features] => Array
        (
        )

[last_month_required] => Array
        (
        )

[last_sync_date] => 2026-07-18 05:58:36
    [laundry_features] => Array
        (
        )

[lead_paint] => Array
        (
            [0] => None
        )

[lease_term] => Array
        (
        )

[levels_in_unit] => 
    [living_area] => 
    [living_area_disclosure] => Array
        (
        )

[living_area_includes_basement] => Array
        (
            [0] => No
        )

[lot_features] => Array
        (
            [0] => Gentle Sloping
        )

[management_expense] => Array
        (
        )

[middle_school] => 
    [miscellaneuos_expense] => Array
        (
        )

[mls_area] => 
    [mls_id] => 73548644
    [neighborhoods] => 
    [net_income_calc] => -3598
    [net_operating_income] => Array
        (
        )

[number_of_lots] => Array
        (
        )

[number_of_units] => 
    [office] => Array
        (
            [id] => AC2193
            [name] => Alisan Lohan - Conway Properties
            [phone] => 508-627-1858
        )

[operating_expense] => Array
        (
        )

[optional_fee_includes] => Array
        (
        )

[optional_price] => 0
    [outdoor_space_available] => Array
        (
        )

[owner_occupancy_source] => 
    [parking_features] => Array
        (
            [0] => 1
        )

[pasture_area] => 
    [patio_and_porch] => Array
        (
        )

[perc_test] => Array
        (
        )

[perc_test_date] => 
    [pet_policy] => Array
        (
            [0] => Allowed
        )

[phone] => 
    [pool_features] => Array
        (
        )

[price] => 839000
    [price_per_sqft] => 1043.53
    [price_per_unit] => 839000
    [private_pool] => 
    [property_sub_type] => Array
        (
            [0] => Single Family Residence
        )

[real_estate_tax] => 3598
    [references_required] => Array
        (
        )

[rent_includes] => Array
        (
        )

[repair_maintenance_expense] => Array
        (
        )

[road_frontage_type] => Array
        (
        )

[roof_material] => Array
        (
            [0] => Asphalt/fiberglass Shingles
        )

[rooms] => 4
    [schools] => 
    [senior_community] => 
    [sewer] => Array
        (
            [0] => Private Sewer
        )

[sewer_expense] => Array
        (
        )

[short_sale] => Array
        (
        )

[special_listing_conditions] => Array
        (
        )

[state] => Massachusetts
    [state_code] => MA
    [status] => Array
        (
            [0] => Active
        )

[street_number] => 26
    [structure_type] => Array
        (
        )

[style] => Array
        (
            [0] => Colonial
        )

[subagent_compensation] => 
    [tag_accessible_features] => 
    [tag_air_conditioning] => 1
    [tag_association_pool] => 
    [tag_beach_access] => 
    [tag_beach_front] => 
    [tag_elevator] => 
    [tag_equestrian] => 
    [tag_garage_parking] => 
    [tag_generator] => 
    [tag_green_features] => 
    [tag_laundry] => 
    [tag_lead_paint_free] => 1
    [tag_loft] => 
    [tag_pet_friendly] => 
    [tag_pre_construction] => 
    [tag_private_outdoor_space] => 
    [tag_private_pool] => 
    [tag_professional_management] => 
    [tag_recently_renovated] => 
    [tag_senior_community] => 
    [tag_townhouse] => 
    [tag_waterfront] => 
    [tag_waterview] => 
    [tax_year] => 2025
    [team] => CT008356
    [team_agents] => Array
        (
            [CT008356] => Array
                (
                    [agent_mls_id] => CT008356
                    [full_name] => Alisan Lohan - Conway
                    [address] => P. O. Box 2670
                    [city] => Edgartown
                    [state] => MA
                    [postal_code] => 02539
                    [national_association_id] => 448002156
                    [office_mls_id] => AC2193
                )

)

[terms] => Array
        (
        )

[timber_acres] => 
    [title_5] => A
    [total_gross_expense] => 3598
    [total_gross_income] => 0
    [total_parking] => 4
    [trash_expense] => Array
        (
        )

[travel_routes] => 
    [uffi] => Array
        (
        )

[unit_1_bathrooms] => 
    [unit_1_bedrooms] => 
    [unit_1_floor] => 
    [unit_1_lease] => Array
        (
        )

[unit_1_levels] => 
    [unit_1_rent] => Array
        (
        )

[unit_2_bathrooms] => 
    [unit_2_bedrooms] => 
    [unit_2_floor] => 
    [unit_2_lease] => Array
        (
        )

[unit_2_levels] => 
    [unit_2_rent] => Array
        (
        )

[unit_3_bathrooms] => 
    [unit_3_bedrooms] => 
    [unit_3_floor] => 
    [unit_3_lease] => Array
        (
        )

[unit_3_levels] => 
    [unit_3_rent] => Array
        (
        )

[unit_4_bathrooms] => 
    [unit_4_bedrooms] => 
    [unit_4_floor] => 
    [unit_4_lease] => Array
        (
        )

[unit_4_levels] => 
    [unit_4_rent] => Array
        (
        )

[unit_level] => 
    [unit_number] => 
    [units_owner_occupied] => 
    [unparsed] => 26 Winthrop Ave, Oak Bluffs MA 02557
    [utilities] => Array
        (
        )

[view] => Array
        (
        )

[water] => Array
        (
            [0] => Public
        )

[water_expense] => Array
        (
        )

[water_views] => Array
        (
        )

[water_views_features] => Array
        (
        )

[waterfront] => 0
    [waterfront_features] => Array
        (
        )

[raw] => 
)

EXIT

25 More Photos