6 Brewster Avenue
Oak Bluffs, MA · $3,250,000
📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis
6 Brewster Avenue
Oak Bluffs, MA 02557
$3,250,000
68 days on market · Listed Apr 1, 2026
Data refreshed Apr 8, 2026
🌊 Not in FEMA SFHA
Type
SF
Beds
4
Baths
3
Sq Ft
1,728
Acres
0.11
Year Built
1885
$ / Sq Ft
$1,881
Days on Market
68
Investment Snapshot
🟡 MEDIUM RISKMonthly Carrying
$17,810
Cash Flow / yr
$-143,029
Cash-on-Cash
-15.7%
Cash Required
$910,000
Projected Revenue / yr
$108,693
Avg Daily Rate
$573
Occupancy
52%
STR Range (P50)
$79,891
🟡 MEDIUM RISK — Registration required. Town meeting regulations.
STR revenue range: $53,274 – $110,114
Location & Nearby
HThis property
- A🌲 Brightwood Park0.41 mi
- B⚓ Oak Bluffs Marina0.53 mi
- C🚤 Oak Bluffs Harbor Boat Ramp0.54 mi
- D⚓ East Chop Yacht Club0.57 mi
- E🍽️ Winston’s Kitchen0.62 mi
- F🍽️ Dockside Marketplace & Marina0.65 mi
- G🍽️ The Black Dog Dockside Cafe (OB Harbor)0.65 mi
- H🍽️ Coop de Ville0.66 mi
About this property
Enjoy sweeping water views from this beautifully updated East Chop Victorian, featuring a charming guest cottage. Renovated in 2010, the main home effortlessly blends historic character with modern comfort. The kitchen and bathrooms have been thoughtfully updated, enhancing functionality while preserving the home's original charm. Tucked privately at the rear of the property, the guest cottage offers a peaceful retreat ideal for hosting family and friends or creating a flexible living space. Located in the heart of East Chop, a close-knit and distinguished community, this property is just moments from beaches, the lively harbor, and the vibrant shops and restaurants of downtown Oak Bluffs.
📋 Oak Bluffs Short-Term Rental Rules
Registration, taxes, occupancy caps, and enforcement for STRs in Oak Bluffs →
Listed by Katie Donahue & Rachel Serwa Group, Sandpiper Realty,Inc.