39 Iron Hill Rd

4,334 Sq. Ft.
$404 / Sq. Ft.
4,334
Sq. Ft.
$404
per Sq. Ft.

Description

Welcome to 39 Iron Hill Rd, Oak Bluffs (Martha’s Vineyard)—a private multifamily colonial within Iron Hill Farm, near Island Alpaca, Island Grown Initiative, miles of trails, and access to Duarte’s Pond, with convenient proximity to Vineyard Haven and Oak Bluffs beaches and amenities. The 4,334± sq. ft. property offers 5 BR / 5.5 BA in total. Main residence (4BR/4.5BA) features two ensuite primary bedrooms , two additional bedrooms with a shared bath, plus an additional full bath and powder room....Welcome to 39 Iron Hill Rd, Oak Bluffs (Martha’s Vineyard)—a private multifamily colonial within Iron Hill Farm, near Island Alpaca, Island Grown Initiative, miles of trails, and access to Duarte’s Pond, with convenient proximity to Vineyard Haven and Oak Bluffs beaches and amenities. The 4,334± sq. ft. property offers 5 BR / 5.5 BA in total. Main residence (4BR/4.5BA) features two ensuite primary bedrooms , two additional bedrooms with a shared bath, plus an additional full bath and powder room. The attached 1BR/1BA apartment includes private entrances, a living room, kitchen, laundry, private deck and more —ideal for rental income, guests, or multigenerational living. Circular driveway, four-plus-car garage capacity, and ample parking. Room for a pool and detached garage provides opportunities for possible ADU or more. Community Access to Duarte’s Pond. Enjoy trails, nature, and wildlife—even keep a horse (buyer to confirm allowances).

Listing Agent

  1. Lisa Da Silva

    Lisa Da Silva

    Listing Agent

    Compass

    lisa.dasilva@compass.com

    P: (508)-314-0041

Property Details for 39 Iron Hill Road

Zoning
R3
View
None, Pasture
LISTING UPDATED: 03/06/2026 01:05 AM

Property Details for 39 Iron Hill Road

StatusActive
MLS #44177
Days on Market2
Taxes$9,353 / year
HOA Fees$900 / year
Condo/Co-op Fees-
Compass TypeMulti Family
MLS TypeMulti Family / Multi Family
Year Built1987
Lot Size1.48 AC / 64,338 SF
CountyDukes County
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Building Information for 39 Iron Hill Road

Stories-Residences-Year Built1987Building Size-Lot Size1.48 AC / 64,338 SF

Payment Calculator

$9,384 per month

30 year fixed, 6.15% Interest

Principal and Interest

$8,529

Property Taxes

$779

HOA Dues

$75

The Payment Calculator is for illustrative purposes only.

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Property Information for 39 Iron Hill Road

Summary
Location and General Information
  • Latitude: 41.4203669
  • Longitude: -70.6118789
  • Listing ods: Cov, Porch, Patio, Deck
  • MLS Area Major: 3
Taxes and HOA Information
  • Tax Assessed Value: $1,171,100.00
  • Tax Lot: 1
  • Tax Map Number: 51
  • Tax Other Annual Assessment Amount: $635,200.00
  • Tax Year: 2026
Parking
  • Parking Features: lots
Property
Lot Information
  • Lot Features: Iron Hill Home Owners Association, yes
  • Property Type: Multi Family
Property and Assessments
  • Parcel Number: 3
  • Photos Count: 49
  • Approval Status: -1
  • Reviewed: Yes
  • Year Built Effective: 2005
Utilities
  • Sewer: Septic Tank
  • Utilities: Cbl
  • Water Source: Town
Interior and Exterior Features
Exterior Features
  • Exterior Features: Cov, Porch, Patio, Deck
Interior Features
  • Main Level Bedrooms: 1
  • Other Structures: 1 car garage with stairs to unfinished upper level.
  • Rooms Total: 19
  • Appliances: Stove: 2 - Yes, Washer: 2 - Yes
  • Fireplace Features: 1
  • Fireplace: No
  • Flooring: 2
  • Foundation Details: crawl
  • Furnished: Unfurnished
  • Heating: Propane
  • Interior Features: AC,Disp,Ins,Irr, Floor 1: primary bedroom - ensuite and additional full bath and 1/2 bath - living room, dining room, family room and 4 car garage., Floor 2: primary bedroom ensuite and additional full bath and 2 bedrooms, also one bedroom apartment with full bath, laundry, open space living room and kitchen with private deck and 2 private entrances

Property History for 39 Iron Hill Road

DateEvent & SourcePriceAppreciation
Mar 5, 2026

Listed (Active)

LINK #44177

$1,750,000
Dec 5, 2025

Canceled

LINK #43817

$2,000,000
Oct 3, 2025

Listed (Active)

LINK #43817

$2,000,000
Apr 27, 2022

Canceled

LINK #9610

$925,000
Oct 19, 2020

Price Change

LINK #10506

$925,000
Nov 2, 2004

Sold (Public Record)

Public Record #153789308

$912,000

+28.8% / yr

Nov 2, 2004

Sold

LINK #10506

$912,000
Oct 12, 2004

Expired

MLS PIN #70020224

$925,000
Apr 13, 2004

Listed (Active)

LINK #10506

$925,000
Apr 13, 2004

Listed (Active)

LINK #9610

$925,000
Apr 12, 2004

Listed (Active)

MLS PIN #70020224

$925,000
Dec 16, 1997

Sold (Public Record)

Public Record #89172043

$160,000
DateEvent & SourcePrice
03/05/2026

Listed (Active)

LINK #44177

$1,750,000
12/05/2025

Canceled

LINK #43817

$2,000,000
10/03/2025

Listed (Active)

LINK #43817

$2,000,000
04/27/2022

Canceled

LINK #9610

$925,000
10/19/2020

Price Change

LINK #10506

$925,000
11/02/2004

Sold (Public Record)

Public Record #153789308

$912,000

+28.8% / yr

11/02/2004

Sold

LINK #10506

$912,000
10/12/2004

Expired

MLS PIN #70020224

$925,000
04/13/2004

Listed (Active)

LINK #10506

$925,000
04/13/2004

Listed (Active)

LINK #9610

$925,000
04/12/2004

Listed (Active)

MLS PIN #70020224

$925,000
12/16/1997

Sold (Public Record)

Public Record #89172043

$160,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 39 Iron Hill Road

Taxable ValueLand$610,800Additions$1,156,500Total$1,767,300
Tax Record2025$8,925 ($744 / month)
Home Facts
Baths5Total Finished SqFt4,334 SqFtAbove Grade Finished SqFt4,334 SqFtStories2Lot Size64,356 SqFtStyleDuplexYear Built1987Year Renovated2003CountyDUKESAPNOAKB M:0051 B:0001 L:003

Schools near 39 Iron Hill Road

This home is within Oak Bluffs School District.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Rating
School
Distance
Oak Bluffs Elementary School
PublicPK to 8

Martha's Vineyard Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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39 Iron Hill Road is a multi-family home for sale in Oak Bluffs, MA 02557. This property was listed for sale on March 5, 2026 by Compass, it's currently listed at $1,750,000. It has been on the market for a total of 2 days and was last sold on November 2, 2004. This listing's school districts are Oak Bluffs School District, Marthas Vineyard School District. Nearby schools include Oak Bluffs Elementary School and Martha's Vineyard Regional High School. 39 Iron Hill Road is a 5-bed, 6-bath, 4,334 sqft multi-family home built in 1987.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. 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 or leasing 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 or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS 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.