Under contract

$1,750,000

39 Iron Hill Rd, Oak Bluffs, MA 02557

5beds

4,334sqft

Est.:

Multi Family

Built in 1987

-- sqft lot

$1,749,700 Zestimate^®

$404/sqft

$75/mo HOA

What's special

Four-plus-car garage capacityCircular drivewayAmple parking

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).

3 days

13

0

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: $404/sqft
Tax assessed value: $1,806,300
Annual tax amount: $9,352
Date on market: 3/5/2026
Listing agreement: E

Estimated market value

$1,749,700

$1.66M - $1.84M

$4,314/mo

Price history

Date	Event	Price
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