Own a piece of the Vineyard dream with a fully furnished, beautifully updated condo perfectly designed for comfort and vacation living at the Island Inn Country Club in Oak Bluffs. The location is just off Beach Road, a short distance to beaches, downtown Circuit Ave, and a lovely drive along Beach Road to Edgartown Village. The bike path, public transportation, and a popular restaurant with live music are just a short walk from your condo.This is an end unit with beamed wood ceilings, a comfortable living room with a gas fireplace and sliders that lead to the patio. The primary bedroom has a half bath and a generous closet with extra storage space. The kitchen has been updated with granite counter tops. The recently updated full bathroom has a walk-in shower. A bonus 'sleep alcove' has twin beds (with new mattresses) and both a closet and owners closet. Picturesque grounds include gardens and green areas, a heated community pool, 3 clay tennis courts, bbq areas with fire pits, a children’s playground, and a management office with resident manager apartment. This association is pet friendly. Shared washers and dryers and function rooms. There is ample parking on the property for owners. Gulph Creek Hotel management, on site, provide exceptional rental and management services for guests and owners. Their responsibilities include housekeeping, maintenance and rental bookings. Live or rent - the options are yours. The Island Inn is seasonal, welcoming guests from April through October.
For sale
Price cut: $50K (4/22)
$510,000
21 Island Inn Rd #39-G, Oak Bluffs, MA 02557
1beds
590sqft
Est.:
Condominium
Built in 1983
-- sqft lot
$495,800 Zestimate®
$864/sqft
$-- HOA
What's special
Gas fireplaceEnd unitBeautifully updated condoHeated community poolBeamed wood ceilings
- 160 days |
- 516 |
- 16 |
Zillow last checked:
Listing updated:
Listed by:
Diana Gilmore,
Island Real Estate
Source: LINK,MLS#: 43931
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 1
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
- Main level bedrooms: 1
Heating
- PMonitor
Appliances
- Included: Stove: Y, Washer: shared condo association
Features
- MiniSplit
- Fireplace features: 1
- Furnished: Yes
Interior area
- Total structure area: 590
- Total interior livable area: 590 sqft
Property
Parking
- Parking features: guest parking
Features
- Exterior features: PubBch, C/Pool, C/Tennis, Patio
Details
- Additional structures: Tennis court, Heated outdoor pool
- Parcel number: 1L
- Zoning: COMM
Construction
Type & style
- Home type: Condo
- Property subtype: Condominium
Condition
- Year built: 1983
- Major remodel year: 2023
Utilities & green energy
- Sewer: Septic Tank
- Water: Town
- Utilities for property: Cbl
Community & HOA
Location
- Region: Oak Bluffs
Financial & listing details
- Price per square foot: $864/sqft
- Tax assessed value: $468,500
- Annual tax amount: $2,369
- Date on market: 11/17/2025
- Listing agreement: E
Estimated market value
$495,800
$471,000 - $521,000
$2,435/mo
Price history
| Date | Event | Price |
|---|---|---|
| 4/22/2026 | Price change | $510,000-8.9%$864/sqft |
Source: LINK #43931 Report a problem | ||
| 11/17/2025 | Listed for sale | $560,000+259%$949/sqft |
Source: LINK #43931 Report a problem | ||
| 5/31/2018 | Sold | $156,000$264/sqft |
Source: LINK #33812 Report a problem | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment
$2,666/mo
Principal & interest
$2453
Property taxes
$213
More affordability tools
Climate risks
Neighborhood: 02557
Nearby schools
GreatSchools rating
- 7/10Oak Bluffs Elementary SchoolGrades: PK-8Distance: 0.7 mi
- 6/10Martha's Vineyard Regional High SchoolGrades: 9-12Distance: 2.5 mi
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Massachusetts
- Dukes County
- Oak Bluffs
- 02557
- 21 Island Inn Rd Unit 39-G






