$2,180,000
OPEN SUN 10AM - 12PM

25 Pennacook Ave Oak Bluffs, MA 02557

Oak Bluffs Neighborhood

Estimated payment $12,436/month

4 Beds
5 Baths
2,516 Sq Ft
$866 Price per Sq Ft

Highlights

  • 3,485 Acre Lot
  • Vaulted Ceiling
  • Porch
  • Deck
  • Fireplace
  • 1-minute walk to Waban Park

About This Home

A unique offering in the heart of the historic Copeland District of downtown Oak Bluffs. This cherished main residence and guest house, embody the timeless charm that defines this beloved community. Just minutes from Circuit Ave, the ferries and harbor, and a block from Inkwell Beach. This home invites you to experience the essence of Oak Bluffs! The main house, dating back to the 1850s, has been well maintained, preserving its period architectural details while incorporating modern updates, including an updated kitchen with a walk-in pantry. At the heart of the home, a classic stone fireplace anchors the living and dining areas, creating an inviting gathering space. On the second floor, the primary suite gives a sense of grandeur and charm, with a vaulted ceiling, chandelier and multiple closets. The bathroom includes a soaking tub and separate water closet. Two more bedrooms and a shared full bath provide comfortable accommodations for family and visitors. The second floor is thoughtfully centered around a laundry area, complete with an additional third shower for added convenience. The guest cottage is a sweet retreat~ built in 1999. The first floor features a full kitchen, living room, and half bath, along with a convenient stackable washer and dryer. Upstairs, the second floor offers a one-bedroom layout with an adjoining dressing room or office area that leads to a full bath. Hardwood floors run throughout and forced hot water heating allows for comfortable year-round use. The guest house and the main house share the rear deck, and an outdoor shower that's perfect for island living. The properties are connected to town sewer and equipped for year-round use with a heating and A/C Viessmann system for efficiency. When in bloom, blue hydrangeas frame the properties, enhancing their classic Vineyard charm. Both homes feature quintessential front porches, ideal for greeting neighbors and enjoying the island community.
This an opportunity to become a part of this enduring legacy and create lasting memories for generations to come.
With a strong rental history, this property presents a great investment opportunity too!

Listing Agent

Nya Clarke

Martha's Vineyard Island-Wide Realty Listed on: 04/11/2026

Open House Schedule

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $9,579

Year Built

  • Built in 1999 | Remodeled in 2008

Lot Details

  • 3,485 Acre Lot
  • Property is zoned R1

Interior Spaces

  • 2,516 Sq Ft Home
  • Vaulted Ceiling
  • Fireplace

Bedrooms and Bathrooms

  • 4 Bedrooms
  • Soaking Tub

Outdoor Features

  • Deck
  • Porch

Utilities

  • Cable TV Available

Community Details

  • Association fees include current sewer betterment usage fee: $1458.00 yrly

Listing and Financial Details

  • Tax Lot 96
  • $842,400 per year additional tax assessments

Home Details

Home Type

Single Family

Est. Annual Taxes

$9,579

Year Built

Built in 1999 | Remodeled in 2008

Lot Details

3,485 Acres

Listing Details

  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Frontage: None
  • Lot Features: Blue hydrangeas lined perimeter of the property, maintained w/ irrigation
  • LotSizeAcres: 3485
  • View: None, Res
  • Association Fee Inclusions: current sewer betterment usage fee: $1458.00 yrly
  • Co List Office Mls Id: 726
  • Building Area Total: 2516
  • Has Fireplace?: No
  • Effective Year Built: 2008
  • Year Built: 1999
  • Parcel #: 0
  • reviewed: No
  • Special Features: OpenHouse
  • Year Built: 1999
  • Year Renovated: 2008

Interior Features

  • Appliances: Stove: Forno Eight burner gas stove in main house, Washer: Main House has a hallway laundry area with washer (Guest Hse -1 washer)
  • Has Basement: Access to the main house basement cellar is located off the kitchen. In the cellar is a Viessmann heating system (Gas-FHW) hot water heater and electric panel.
  • Full Bathrooms: 3
  • Half Bathrooms: 2
  • Total Bedrooms: 4
  • Fireplace Features: One stone fireplace with wood stove insert in the main house dining area
  • Flooring: Hardwood floors throughout both properties
  • Interior Amenities: AC,Ins,Irr,MiniSplit,OSh,WdStove, Floor 1: The main house, dating back to 1850, features a classic wraparound front porch and an original stained glass front door. Inside, an open living and dining area is centered around a stone hearth fireplace with a cast-iron potbelly wood stove insert. The living room has custom bookshelves and original brass lighting fixtures throughout highlighting the era of this home. The updated kitchen has an eight-burner gas stove and a spacious pantry, with a convenient half bath located just off the kitchen. The back door leads to the shared 300sq ft rear deck with outdoor shower, and two off-street parking spots to further enhance the property’s appeal. Notable preserved Victorian details such as period woodwork, pocket doors, stained glass, porcelain sinks, antique lighting and doors with original hardware (the house has been updated with recessed lighting too), Floor 2: The main staircase off the dining area leads to the primary suite, featuring a vaulted ceiling, chandelier, and multiple closets, along with an en suite bath complete with a soaking tub and separate water closet. Two additional spacious bedrooms and a shared full bath offer comfortable accommodations for family and guests. The second floor also includes a centrally located laundry area with a washer and dryer, an additional third shower, and a dedicated storage space.

Exterior Features

  • Pool Private: No
  • Exterior Features: Porch, PubBch, Deck, C/Tennis
  • Foundation Details: Cellar in main house and basement in guest house
  • Other Structures: *see guest house info

Garage/Parking

  • Parking Features: 2 off street parking spots

Utilities

  • Heating: GFHW
  • Sewer: Twn
  • Utilities: Cbl
  • Water Source: Town

Condo/Co-op/Association

  • Association Fee Frequency: Annually

Lot Info

  • Lot Size Sq Ft: 151806600
  • Zoning: R1

Multi Family

  • Number Of Units Furnished: Unfurnished

Tax Info

  • Tax Annual Amount: 9579.3
  • Tax Lot: 96
  • Tax Map Number: 10
  • Tax Other Annual Assessment Amount: 842400
  • Tax Year: 2026

Map

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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $9,136 $1,809,200 $810,000 $999,200
2024 $8,693 $1,662,200 $695,200 $967,000
2023 $8,422 $1,595,000 $635,700 $959,300
2022 $7,947 $1,170,400 $425,000 $745,400
2021 $4,860 $997,300 $357,400 $639,900
2020 $2,162 $933,000 $340,400 $592,600
2019 $2,498 $892,600 $311,500 $581,100
2018 $6,724 $858,800 $273,800 $585,000
2017 $2,003 $792,500 $268,500 $524,000
2016 $5,954 $734,200 $276,800 $457,400
2015 $5,529 $694,600 $276,800 $417,800
2014 -- $736,200 $282,100 $454,100
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
04/11/2026 04/11/26 For Sale $2,180,000 -- $866 / Sq Ft
Source: LINK (Vineyard)

Source: LINK (Vineyard)

MLS Number: 44285

Massachusetts Dukes County Oak Bluffs Oak Bluffs

25 Pennacook Ave, Oak Bluffs, MA

For Sale

Detached

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Listing Agent
Nya Clarke
Martha's Vineyard Island-Wide Realty
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