Sold for $2,300,000

$2,300,000

5 Winona Ave, Oak Bluffs, MA 02557

4beds

1,524sqft

Single Family Residence

Built in 1950

0.35 Acres Lot

$2,514,900 Zestimate^®

$1,509/sqft

$6,699 Estimated rent

Home value

$2,514,900

$2.21M - $2.87M

$6,699/mo

Zestimate^® history

Owner options

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$6,699/mo

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$6,699/mo

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Refinance and save

$13,484/mo

Est. payment

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$13,484/mo

Est. payment

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What's special

5 Winona is a 2 cottage, 4 bedroom, 2 Bath waterfront property in Oak Bluffs with private stairs to the lagoon. Facing westward, allowing for for unobstructed view's of the sunset over the Lagoon from every room in the cottage. Cathedral ceilings in the living room, spacious dining room with galley kitchen. Two ample bedrooms both with sliders to back deck and views over the lagoon. The "bunkhouse" has two bedrooms and a full bathroom. Private and tucked away yet surprisingly convenient to all that downtown Oak Bluffs has to offer.

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 4
Bathrooms: 2
Full bathrooms: 2

Heating

Heat Pump

Appliances

Included: Stove: y, Washer: y

Features

MiniSplit
Fireplace features: yes
Furnished: Yes

Interior area

Total structure area: 1,524
Total interior livable area: 1,524 sqft

Property

Features

Exterior features: PvtBch, WViews
Has view: Yes
View description: None, Pasture
Waterfront features: Waterfront
Frontage type: Waterfront

Lot

Size: 0.35 Acres

Details

Parcel number: OAKBM0015B0099L000
Zoning: RES

Construction

Type & style

Home type: SingleFamily
Property subtype: Single Family Residence

Materials

Foundation: Block

Condition

Year built: 1950
Major remodel year: 2012

Utilities & green energy

Sewer: Septic Tank
Water: Town

Community & HOA

Location

Region: Oak Bluffs

Financial & listing details

Price per square foot: $1,509/sqft
Tax assessed value: $1,680,800
Annual tax amount: $9,473
Date on market: 12/16/2025
Listing agreement: E

Price history

Date	Event	Price
12/9/2024	Sold	$2,300,000+67.9%$1,509/sqft
Source: LINK #42744 Report a problem
9/9/2020	Sold	$1,370,000-5.5%$899/sqft
Source: LINK #35684 Report a problem
7/31/2020	Pending sale	$1,450,000$951/sqft
Source: RE/MAX on Island #32000282 Report a problem
6/19/2020	Listed for sale	$1,450,000$951/sqft
Source: RE/MAX on Island #35684 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$9,473 +2.8%	$1,875,800 +6.5%
2024	$9,216 +2.4%	$1,762,100 +3.3%
2023	$9,003 +0.4%	$1,705,100 +29.2%
2022	$8,963 +10.4%	$1,320,100 +19.8%
2021	$8,120 +4.4%	$1,101,800 +5.4%
2020	$7,779 -0.2%	$1,045,600 +3.1%
2019	$7,796 +2.4%	$1,013,800 +4.3%
2018	$7,614 +7.5%	$972,400 +11.9%
2017	$7,081 +1.3%	$868,800 +0.8%
2016	$6,991 +3.2%	$862,000 +1.2%
2015	$6,777 +2.9%	$851,400 +1%
2014	$6,585 +1.7%	$843,200 +0.4%
2013	$6,476 -16.4%	$839,900 -19.9%
2012	$7,747 +27.2%	$1,048,300 +21%
2011	$6,089 +0.4%	$866,100 -10%
2010	$6,066 -9.6%	$962,800 -13.3%
2009	$6,708 +7.3%	$1,110,600
2008	$6,253 -13.4%	$1,110,600 -14%
2007	$7,221 +25.3%	$1,291,700 +28.9%
2006	$5,762 +8.7%	$1,002,000 +14.8%
2005	$5,300 +46.8%	$873,100 +209.5%
2001	$3,611	$282,100