68 Front Street, Oak Bluffs MA 02557
Oak Bluffs, MA 02557 • Oak Bluffs
$1,755,000
Est. $9,636/month
Estimate assumptions
20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.
Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.
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About this home
Located on a quiet street in Oak Bluffs, this beautifully expanded Cape offers generous living spaces, along with an additional 700+ square feet of newly finished recreation space above the two-car garage, complete with a private entrance and second-floor deck. The inviting first floor is designed for comfortable living and entertaining, featuring a spacious kitchen with a center island and abundant counter space. The adjacent dining room provides a warm gathering space with a wood stove, while glass doors open to a wood deck and bluestone patio for easy indoor-outdoor living. Multiple sitting areas, a living room with a gas fireplace, and a private office offer plenty of room to relax, gather, or work. Upstairs, two guest bedrooms share a recently updated bathroom, while the spacious primary suite features a walk-in closet and a large, light-filled bath with a soaking tub and tiled shower. Radiant-heated floors in the primary bedroom and bathroom provide an added level of comfort. Additional amenities include a two-car garage, versatile recreation space, second-floor deck, and half basketball court. Conveniently located near Downtown Oak Bluffs and Farm Neck Golf Club, this home offers an ideal setting for enjoying all that Martha’s Vineyard has to offer.
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Recently Sold Nearby
Property History
Property Timeline
Listed for Sale
Sep 13, 2026
$1,755,000
Original listing
Agent: Alyssa Halisky
Office: Wallace & Co. Sotheby's International Realty
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 09/13/2026 | 🏠 Listed for Sale | $1,755,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $6,737 | $1,350,100 |
Financial Details
Annual Property Tax
$6,737
Tax Year 2026
Assessed Value
$1,350,100
Facts & Features
2 Car Garage
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1995
Living Area
2,815 sq ft
Lot Size
0.34 acres
Bedrooms
3
Full Baths
32
Total Rooms
10
Interior
Heating
Baseboard, Oil
Cooling
Wall Unit(s)
Flooring
Wood, Laminate
Appliances
Water Heater, Range, Oven, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator
Fireplace
None
Fireplaces
2
Basement
Full, Interior Entry, Bulkhead
Laundry
None
Features
None
Exterior
Construction
None
Architecture
Cape
Roof
Shingle
Features
Porch, Deck, Sprinkler System, Outdoor Shower
Pool
None
Spa
None
Fencing
None
Patio/Porch
Porch, Deck
Parking
Garage Spaces
2
Has Garage
Yes
Features
Attached, Off Street, Driveway
Total Spaces
6
Utilities
Electric
220 Volts
Water
Public
Sewer
Private Sewer
Gas
None
Other
None
Financial
Annual Tax
$6,737
Assessed Value
$1,350,100
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
None
Seller Disclosures
None
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Measured
Sq Ft Disclosures
Additional 720 sq. ft. of living space above the garage
Documents
None
County
Dukes
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1995
Bedrooms
3
Full Bathrooms
32
Living Area
2,815 sq ft
Total Rooms
10
Floor Layout
Interactive room guide
Floor Layout
Finished Area
2,815 sq ft above grade
Display Options
Outdoor Areas
Patio & porchPorch, Deck
Room Markers
OOffice (1)
KKitchen (1)
BRBedroom (5)
BABathroom (4)
DDining (1)
LLiving (2)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Wood, Laminate
Appliances:
Water Heater, Range, Oven, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator
Interior Features:
Windows:
Basement:
Full, Interior Entry, Bulkhead
Laundry:
Security:
Construction & Materials
Style:
Cape
Year Built:
1995
Structure Type:
Exterior Materials:
Roof:
Shingle
Foundation:
Concrete Perimeter
Heating, Cooling & Utilities
Heating:
Baseboard, Oil
Cooling:
Wall Unit(s)
Hot Water:
Water Source:
Public
Sewer:
Private Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Porch, Deck, Sprinkler System, Outdoor Shower
Patio & Porch:
Porch, Deck
Fencing:
Other Structures:
Lot Features:
Cleared, Level
Road Surface:
Parking & Garage
Garage Spaces:
2
Garage Type:
Attached
Total Parking Spaces:
6
Parking Features:
Attached, Off Street, Driveway
Special Features
Fireplaces:
2
Fireplace Type:
Community Amenities:
Public Transportation, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Public School
Nearby Schools
School District
Martha's Vineyard School District local
School Safety
2024-25
5.0%
Above Average
5.0%
Suspensions
1.3%
In-School
0.5% below state avg
Elementary Schools
3 schools
A-
Oak Bluffs Elementary School
0.4 mi
|
#107 of 352
|
Score: 48.8
Improved 14 spots from last year
-9.4 below state avg
390 students
Diverse
Diverse Student Body
Grades PK-08
Vineyard Montessori School
1.9 mi
Grades PK-08
C+
Tisbury Elementary School
1.9 mi
|
#242 of 352
|
Score: 37.0
Dropped 107 spots from last year
-21.2 below state avg
288 students
Diverse
Diverse Student Body
Grades PK-08
High Schools
1 school
A-
Martha's Vineyard Regional High School
2.2 mi
|
#103 of 346
|
Score: 60.2
Improved 41 spots from last year
+2 above state avg
703 students
Diverse
19 sports
• 1,209 athletes
Strong AP Program
Rising School
Career Tech Programs
College Ready Curriculum
Grades 09-12
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Including down payment
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Down: $0
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Monthly Payment Breakdown
Principal & Interest
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Property Tax
$561
Homeowners Insurance
$200
PMI (if <20% down)
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Loan Summary
Total of 360 payments
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Rate Impact
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Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
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Location
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Neighborhood
Oak Bluffs
68 Front Street, Oak Bluffs MA 02557
Oak Bluffs, MA 02557
Listing Information
Listing Agent
Alyssa Halisky
Listing Office
Wallace & Co. Sotheby's International Realty
Office Phone
508-627-3313
Agent MLS ID
CN262458
Office MLS ID
AN9542
Listing Data Updated
Sep 13, 2026 8:22 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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