27 E  Side Rd, Oak Bluffs, MA 02557
OFF MARKET

27 E Side Rd
Oak Bluffs, MA 02557

  • 1 Bed
  • 1 Bath
  • 370 sqft

$616,400

Trulia Estimate
as of May 12, 2026
Est. Refi. Payment $3,368/mo*

$616,400

Trulia Estimate
as of May 12, 2026
Est. Refi. Payment $3,368/mo*
1 Bed
1 Bath
370 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Imagine the possibilities! This 1939 camp style cottage is nestled in the popular Lagoon area of Oak Bluffs. Known as Periwinkle Cottage with a bedroom, living room and kitchen has the potential to be a cozy home to the right buyer. There is a ladder to a loft and storage area, indicating an option to build up. Beach access is across the street to town landing. The property is being sold as is, unfurnished and septic installation will be the buyers responsibility. This is an opportunity to be on the Lagoon with the potential of remodeling subject to town approval.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from July 22, 2024

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 27 E Side Rd

Interior Features

Interior Details
Number of Rooms: 3
Beds & Baths
Number of Bedrooms: 1Main Level Bedrooms: 1Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 370 Square Feet
Appliances & Utilities
Utilities: NoneAppliances: Stove: yes
Heating & Cooling
Heating: PMonitorNo CoolingHas HeatingHeating Fuel: P Monitor
Windows, Doors, Floors & Walls
Flooring: 1
Levels, Entrance, & Accessibility
Floors: 1
View
Has a ViewView: D/Snd, Res

Exterior Features

Exterior Home Features
Exterior: Porch, PubBch
Parking & Garage
No CarportNo GarageNo Attached GarageParking: 2
Frontage
Not on Waterfront
Water & Sewer
Sewer: Cesspool

Property Information

Year Built
Year Built: 1939
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Property Information
Parcel Number: 7520

Price & Status

Price
List Price: $599,000

Active Status

MLS Status: S

Location

Direction & Address
City: Oak Bluffs

Building

Building Area
Building Area: 370 Square Feet

Lot Information

Lot Area: 2178 sqft

Offer

Listing Agreement Type: E

Miscellaneous

Mls Number: 41834Water ViewWater View: D/Snd
Last check for updates: about 5 hours ago
Listed by Joanna Fairchild 617-413-8681
eXp Realty
Bought with: Joanna Fairchild 617-413-8681, eXp Realty
Source: LINK, MLS#41834

Price History for 27 E Side Rd

DatePriceEventSource
07/15/2024$400,000Sold
LINK #41834
06/07/2024$599,000PendingLINK #41834
05/16/2024$599,000PriceChange
LINK #41834
04/12/2024$629,000PriceChange
LINK #41834
03/26/2024$699,000Listed For SaleLINK #41834
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Property Tax and Assessment

Year2025
Tax$3,272
Assessment$647,900
Home facts updated by county records

Comparable Sales for 27 E Side Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.51
Single-Family Home
$650,000
09/10/25
2
0.5
759
0.29
Single-Family Home
$1,000,000
10/02/25
2
1
1,176
0.06
Single-Family Home
$1,350,000
08/15/25
3
2
1,864
0.36
Single-Family Home
$975,000
09/30/25
3
2
836
0.04
Single-Family Home
$1,530,000
01/13/26
3
2
2,015
0.04
Single-Family Home
$1,530,000
01/13/26
3
2
2,015
0.54
Single-Family Home
$982,000
12/19/25
3
1
980
0.05
Single-Family Home
$1,310,000
08/18/25
3
2
1,964
0.13
Single-Family Home
$1,600,000
05/22/25
3
2
1,594

Assigned Schools

These are the assigned schools for 27 E Side Rd.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Oak Bluffs

At least 18 Trulia users voted on each feature.
  • 96 % Say it's dog friendly

  • 86 % Say kids play outside

  • 83 % Say yards are well-kept

  • 79 % Say it's walkable to restaurants

  • 79 % Say car is needed

  • 78 % Say people would walk alone at night

  • 78 % Say it's walkable to grocery stores

  • 73 % Say there's wildlife

  • 73 % Say they plan to stay for at least 5 years

  • 70 % Say there's holiday spirit

  • 67 % Say it's quiet

  • 62 % Say parking is easy

  • 59 % Say neighbors are friendly

  • 47 % Say there are community events

  • 44 % Say there are sidewalks

  • 36 % Say streets are well-lit

Learn more about our methodology.
  • P5j4f84ncw
    "Local people, well known community,quite,hard working people,solid business,good schools,hospitality,new opportunities,security and safety place to leave. "
  • Adrianalleyne
    "Oak Bluffs has a vibrant history and continues to be a bastion of African American culture. It’s worth checking out some of the many cultural sites in Oak Bluffs and throughout the island "
  • Trulia User
    "Oak Bluffs is a charming town with a bustling summer harbor and lovely shopping district. It’s a beautiful place to live. "
  • Jrheneeb
    "I love it here. It’s beautiful and the people are amazing. It’s a great place To come relax and unwind. "
  • Kayceesmith27
    "I take the bus to and from work . Car for longer distances. Boat to get to the main land which is 45min ride."
  • Andrea H.
    "This is fantasy island. It is not like the real world it's not fast paced. we say we're on island time. there's hardly any crime it's safe for kids. and it's a good community."
  • tkurian
    "I own a property in Oak Bluffs"
  • Kristin Z.
    "We live here year round in what most people think is a vacation paradise for the rich and famous. But in actuality it is one of the best communities to live in terms of caring wonderful neighbors and exciting intellectual stimulation throughout the winter in the form of performances, music groups, communities by interests. "
  • Island R. E.
    "This is a lovely and desirable area close to town and everything the island has to offer."

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Apartments for Rent

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Homes for sale near 27 E Side Rd

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© 2026 LINK, All Rights Reserved. Data last updated: 2026-05-12 10:42:40 PDT. Some properties may no longer be for sale if they have gone under contract, have sold, or are no longer being offered for sale since the last update.

Homes for rent near 27 E Side Rd

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Off Market Homes Near 27 E Side Rd

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27 E Side Rd, Oak Bluffs, MA 02557 is a 1 bedroom, 1 bathroom, 370 sqft single-family home built in 1939. This property is not currently available for sale. 27 E Side Rd was last sold on Jul 15, 2024 for $400,000 (33% lower than the asking price of $599,000). The current Trulia Estimate for 27 E Side Rd is $616,400.