33 Ocean Avenue
Tisbury, MA · $2,950,000
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📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis

33 Ocean Avenue

Tisbury, MA 02557
$2,950,000
114 days on market · Listed Mar 1, 2026
Data refreshed Apr 8, 2026
Water viewTax: $999,999/yr (2025)
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Type
SF
Beds
3
Baths
2.5
Sq Ft
1,845
Acres
0.05
Year Built
1875
$ / Sq Ft
$1,599
Days on Market
114

Investment Snapshot

🟡 MEDIUM RISK
Monthly Carrying
$16,166
Cash Flow / yr
$-124,415
Cash-on-Cash
-15.1%
Cash Required
$826,000
Projected Revenue / yr
$105,548
Avg Daily Rate
$567
Occupancy
51%
STR Range (P50)
$77,729
🟡 MEDIUM RISK — Registration required. Town meeting regulations.
STR revenue range: $51,398 – $107,118
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Location & Nearby

Map of 33 Ocean Avenue, Tisbury MA with nearby beaches and points of interest
HThis property
  • A
    🍽️ Offshore Ale Co
    0.02 mi
  • B
    🍽️ Aalia’s
    0.03 mi
  • C
    🍽️ The Pawnee House MV
    0.03 mi
  • D
    🍽️ TigerHawk Sandwich Co.
    0.04 mi
  • E
    🍽️ Jimmy Seas Pan Pasta - Martha's Vineyard
    0.05 mi
  • F
    🍽️ Marthas Vineyard Chowder Company
    0.05 mi
  • G
    🍽️ The Red Cat Kitchen
    0.06 mi
  • H
    🍦 Carousel Ice Cream Factory
    0.06 mi

About this property

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.

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Listed by Marcia Garvey, Donnelly + Co.