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).
Sold for $1,650,000
$1,650,000
39 Iron Hill Rd, Oak Bluffs, MA 02557
5beds
4,334sqft
Multi Family
Built in 1987
-- sqft lot
$1,743,000 Zestimate®
$381/sqft
$4,650 Estimated rent
Home value
$1,743,000
$1.66M - $1.83M
$4,650/mo
Zestimate® history
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$10,436/mo
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List your homeWhat's special
Four-plus-car garage capacityCircular drivewayAmple parking
Zillow last checked:
Listing updated:
Listed by:
Wendy Harman,
Compass | Point B
Bought with:
Wendy Westman (978) 391-9903
Anchor Realty of Martha's Vineyard
Source: LINK,MLS#: 44177
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
- Main level bedrooms: 1
Heating
- Propane
Appliances
- Included: Stove: 2 - Yes, Washer: 2 - Yes
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
- Flooring: 2
- Basement: Crawl space - New Vapor Barrier and New Insulation
- Fireplace features: 1
Interior area
- Total structure area: 4,334
- Total interior livable area: 4,334 sqft
Property
Parking
- Parking features: lots
Features
- Exterior features: Cov, Porch, Patio, Deck
- Has view: Yes
- View description: None, Pasture
- Frontage type: None
Lot
- Size: 1.48 Acres
- Features: Iron Hill Home Owners Association, yes
Details
- Additional structures: 1 car garage with stairs to unfinished upper level.
- Parcel number: 3
- Zoning: R3
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Multi Family
Materials
- Foundation: crawl
Condition
- Year built: 1987
- Major remodel year: 2005
Utilities & green energy
- Sewer: Septic Tank
- Water: Town
- Utilities for property: Cbl
Community & HOA
HOA
- Has HOA: Yes
- Services included: snow removal, common area maintenance
- HOA fee: $900 annually
Location
- Region: Oak Bluffs
Financial & listing details
- Price per square foot: $381/sqft
- Tax assessed value: $1,806,300
- Annual tax amount: $9,352
- Date on market: 3/5/2026
- Listing agreement: E
Price history
| Date | Event | Price |
|---|---|---|
| 4/28/2026 | Sold | $1,650,000-5.7%$381/sqft |
Source: LINK #44177 Report a problem | ||
| 3/26/2026 | Pending sale | $1,750,000$404/sqft |
Source: LINK #44177 Report a problem | ||
| 3/8/2026 | Contingent | $1,750,000$404/sqft |
Source: LINK #44177 Report a problem | ||
| 3/5/2026 | Listed for sale | $1,750,000-12.5%$404/sqft |
Source: LINK #44177 Report a problem | ||
| 12/5/2025 | Listing removed | $2,000,000$461/sqft |
Source: LINK #43817 Report a problem | ||
| 11/17/2025 | Contingent | $2,000,000$461/sqft |
Source: LINK #43817 Report a problem | ||
| 10/3/2025 | Listed for sale | $2,000,000+119.3%$461/sqft |
Source: LINK #43817 Report a problem | ||
| 11/2/2004 | Sold | $912,000+470%$210/sqft |
Source: LINK #10506 Report a problem | ||
| 12/16/1997 | Sold | $160,000$37/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $8,925 +0.2% | $1,767,300 +3.7% |
| 2024 | $8,909 +5.9% | $1,703,500 +6.9% |
| 2023 | $8,416 -11.2% | $1,593,900 +14.2% |
| 2022 | $9,474 +14.4% | $1,395,300 +24.1% |
| 2021 | $8,285 +5.7% | $1,124,200 +6.7% |
| 2020 | $7,837 +3.4% | $1,053,300 +6.9% |
| 2019 | $7,578 +0.9% | $985,500 +2.8% |
| 2018 | $7,508 +2.8% | $958,900 +7% |
| 2017 | $7,304 +12.1% | $896,200 +11.6% |
| 2016 | $6,516 +6.8% | $803,400 +4.9% |
| 2015 | $6,099 +2.9% | $766,200 +0.9% |
| 2014 | $5,929 -0.5% | $759,100 -1.8% |
| 2013 | $5,958 +4.3% | $772,800 |
| 2012 | $5,711 -8.8% | $772,800 -13.2% |
| 2011 | $6,260 +5% | $890,400 -5.9% |
| 2010 | $5,961 +1.3% | $946,200 -2.9% |
| 2009 | $5,886 +7.3% | $974,500 |
| 2008 | $5,486 +2.8% | $974,500 +2% |
| 2007 | $5,339 +26.5% | $955,100 +54.6% |
| 2004 | $4,219 +1.6% | $617,700 +3.8% |
| 2003 | $4,153 | $595,000 |
Find assessor info on the county website
Neighborhood: 02557
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Nearby schools
GreatSchools rating
- 7/10Oak Bluffs Elementary SchoolGrades: PK-8Distance: 2.9 mi
- 6/10Martha's Vineyard Regional High SchoolGrades: 9-12Distance: 0.9 mi
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- Massachusetts
- Dukes County
- Oak Bluffs
- 02557
- 39 Iron Hill Rd
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