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39 Iron Hill Road

$1,750,000

Central, Oak Bluffs, MA 02557

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5 beds

5 baths

19 rooms

4,334 SqFt

MLS #44177

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).

Property highlights

Unfurnished

Cov

Porch

Patio

Deck

Septic Tank

Cable

Town Water

Property Details

Association Fee:
900
Association Fee Includes:
snow removalcommon area maintenance
Basement:
Crawl space - New Vapor Barrier and New Insulation
Fireplace Features:
1
Flooring:
2
Foundation Types:
crawl
Frontage Type:
None
Heating:
Propane
Interior Features:
AC,Disp,Ins,IrrFloor 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
Link MLS Comments:
From Edgartown-vineyard Haven Road, Take Head Of The Pond Road at the Alpaca Farm, and left onto Iron Hill Road. Property is #39 on the right. Boiler needs repair and apartment furnace - estimate avail. Roof has been replaced in sections over time - estimate avail for roof replacement. All information is deemed to be accurate but not guaranteed; the Buyer is to use due diligence to confirm information as there may or may not be inaccuracies in the listing information.
Lot Features:
Iron Hill Home Owners Associationyes
Parking Features:
lots
Possible Use:
Assessed Building Value:
1171100.00
Assessed Land Value:
635200.00

Price History

March 05, 2026
$1,750,000

Tax Information

This property was most recently assessed in 2026. It has been assessed at a value of $1,806,300. The annual tax responsibility for this property is $9,352.64.

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©2026 LINK, All Rights Reserved. Not responsible for misinformation or typographical errors. Prices are subject to change without notice. Listed by Compass | Point B.