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$899,000

  • For Sale
  • Active
  • Condo
  • 2 Beds
  • 1 Full Bath
  • 990 Sq. Ft.
  • 0.08 Acres
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In the heart of Downtown Oak Bluffs this Restless Winds Penthouse condominium Unit #4 on 2nd floor comes with an amazing roof top deck that is only shared with one other condo (#5). This spacious unit just under 1,000 sq. ft. has a nautical feel with custom wood features and a ships ladder leading to the roof top deck. This condo packs a lot in with a full kitchen, living and dining area, a guest bedroom, a tiled bathroom with glass enclosed shower, and a large primary bedroom that's over 16'x21'. You're in the middle of it all with this great location, steps away from restaurants, shops, beaches and transportation, yet you have easy access to a peaceful deck where you'll have panoramic views overlooking the town of Oak Bluffs and the surrounding waters. Enjoy watching the boats in the harbor or having diner under the stars, Leave the car behind you don't need it.

Full Property Details for 37 Circuit Ave #UNIT 4

General

  • Price: $899,000
  • HOA FEE: $415/month
  • Taxes: $2,844 (2026)
  • Status: Active
  • Type: Condo
  • Source: CCI
  • MLS ID: 22602411
  • Updated: 6/2/2026
  • Added to Site: 88 day(s) ago

Interior

  • Number of Rooms: 4
  • Interior Features: Hookup for Cable TV, Recessed Lighting, Pantry, Linen Closet
  • Fireplace(s): Electric
  • Appliances: Electric Water Heater
  • Flooring: Hardwood, Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 2
  • Primary Bedroom: Closet, Third

Other Rooms

  • Kitchen: Kitchen, Built-in Features, High Speed Internet, Pantry
  • Dining Room: Dining Room
  • Laundry: Laundry Room, Laundry Areas

Additional Information

  • Shared Amenities: Snow Removal, Road Maintenance, Golf, Conservation Area, Common Area, Playground

Location

  • County: Dukes
  • Driving Directions: Circuit Ave to #37

Community

  • Association: Yes
  • Pets Allowed: Yes

Utilities

  • Sewer: Public Sewer

Structural Information

  • Construction: Clapboard
  • Exterior Const.: Clapboard
  • Basement Desc.: Full
  • Roof: Asphalt, Shingle
  • Stories/Levels: 1
  • Square Feet: 990
  • Year Built: 1900
  • Property Condition: Updated/Remodeled, Actual

Lot Features

  • Lot Size (Acres): 0.08
  • Lot Size (Sq. Ft.): 3,485
  • Lot Size Source: Field Card
  • Frontage: Public
  • Street/Road Desc.: Paved
  • Zoning: B1/Res

Water Features

  • Water View: Yes

Financial Considerations

  • Price Per Sq. Ft.: $908
  • Association Fee: $415
  • Assoc Fee Freq.: Monthly
  • Assessment Amount: $569,900
  • Tax Amount: $2,844
  • Tax Year: 2026

Disclosures and Reports

  • Special Conditions: None
  • Property ID: OAKB M:0011 B:0002 L:004

Listed by Anchor Realty of MV, Lisa Lucier

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Listing agent

— 37 Circuit Ave #UNIT 4 —

  • Lisa Lucier

    Anchor Realty of MV

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 37 Circuit Ave #UNIT 4

School Districts:Oak Bluffs School District, Martha's Vineyard School District
NameGradesDistance
Oak Bluffs Elementary School
50 Tradewinds Road, Oak Bluffs, MA 02557
PK-80.4 mi
Marthas Vineyard Regional High School
100 Edgartown-Vineyard Haven R, Oak Bluffs, MA 02557
9-123.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 37 Circuit Ave #UNIT 4 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/02/2026
Listed
$899,000
39926.71%
MLS
5/09/2011
Sold
$2,246
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 37 Circuit Ave #UNIT 4

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,369
-61%
$1,093,500
9%
2020
$13,597
—
$1,004,100
3%
2020
$13,597
—
$975,900
11%
2020
$13,597
—
$882,800
7%
2020
$13,597
—
$824,300
-55%
2020
$13,597
—
$1,827,600
4%
2019
$13,545
10%
$1,761,400
12%
2018
$12,272
1%
$1,567,300
5%
2017
$12,117
8%
$1,486,700
7%
2016
$11,234
4%
$1,385,200
2%
2015
$10,845
2%
$1,362,400
—
2014
$10,628
—
$1,360,800
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 37 Circuit Ave #UNIT 4

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Anchor Realty of MV, Lisa Lucier

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37 Circuit Avenue #UNIT 4, Oak Bluffs, MA 02557 (MLS# 22602411) is a Condo property with 2 bedrooms and 1 full bathroom. 37 Circuit Avenue #UNIT 4 is currently listed for $899,000 and was received on April 02, 2026. Want to learn more about 37 Circuit Avenue #UNIT 4? Do you have questions about finding other Condo real estate for sale in Oak Bluffs? You can browse all Oak Bluffs real estate or contact a Coldwell Banker agent to request more information.

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