$2,950,000
33 Ocean Ave
Oak Bluffs, MA, 02557
A rare offering on iconic Ocean Park. This beautifully renovated Victorian cottage sits in the heart of historic Oak Bluffs with unencumbered views of Ocean Park and Vineyard Sound. Completely rebuilt in 2024, this 3-bedroom, home blends classic Vineyard charm with modern comforts, featuring a welcoming wraparound porch, a beach-stone wood-burning fireplace, new kitchen, baths, windows, doors and basement with stylish finishes throughout. Originally crafted in the Victorian era and thoughtfully restored for contemporary living, this home enjoys an unbeatable setting and is steps to beaches, ferries, restaurants, galleries, and all the conveniences of downtown Oak Bluffs.Whether cherished as a year-round residence summer retreat, or a high-demand rental, this Ocean Park home offers exceptional walkability and an unrivaled island lifestyle in one of Oak Bluffs’ most coveted locations. This listing is for Parcel One of the current Deed. The assessed value is yet to be properly recorded.
Property Details
Price:
$2,950,000
MLS #:
73462129
Status:
Active
Beds:
3
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Dec 14, 2025
Finished Sq Ft:
1,845
Total Sq Ft:
1,845
Lot Size:
2,210 sqft / 0.05 acres (approx)
Year Built:
1875
Schools
Interior
Above Grade Finished Area
1845
Appliances
Electric Water Heater
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Ductless
Fireplaces Total
1
Heating
Heat Pump, Electric
Exterior
Architectural Style
Victorian
Community Features
Park, Walk/Jog Trails, House of Worship, Public School
Open Parking Spaces
1
Open Parking YN
1
Parking Features
On Street
Parking Spots
1
Parking Total
1
View
Scenic View(s)
Waterfront Features
Ocean, 1/10 to 3/10 To Beach, Beach Ownership(Public)
Window Features
Insulated Windows
Financial
Tax Year
2025
Taxes
$999,999
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Oak Bluffs as of May 04, 2026
21
Single Family Listed
192
Avg DOM
1,189
Avg $ / SqFt
$2,423,714
Avg List Price
Community
- Address33 Ocean Ave Oak Bluffs MA
- CityOak Bluffs
- CountyDukes
- Zip Code02557
Subdivisions in Oak Bluffs
Similar Listings Nearby
Property Summary
- 33 Ocean Ave Oak Bluffs MA is a Single Family for sale in Oak Bluffs, MA, 02557. It is listed for $2,950,000 and features 3 beds, 3 baths, and has approximately 1,845 square feet of living space, and was originally constructed in 1875. The current price per square foot is $1,599. The average price per square foot for Single Family listings in Oak Bluffs is $1,189. The average listing price for Single Family in Oak Bluffs is $2,423,714. To schedule a showing of MLS#73462129 at 33 Ocean Ave in Oak Bluffs, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Donnelly + Co.. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information 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. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
33 Ocean Ave
Oak Bluffs, MA