Oceanside, your coastal retreat on beautiful Bailey Island—where life moves to the rhythm of the tides and everything you love about island living is just a short stroll away. From local restaurants and the neighborhood market to scenic walking trails and some of the area's most beloved beaches, it's all right outside your door. This thoughtfully designed home offers stunning water views from nearly every room, with two east-facing porches that make the perfect spot to sip your morning coffee while watching the sunrise over Casco Bay. Whether you're walking to nearby Cedar Beach for an afternoon swim, collecting sea glass or wading in tide pools at Pebbly beach, or grabbing dinner or drinks at your choice of local spots just down the road, you'll love how connected this home feels to the island's best offerings. Inside, modern comforts meet coastal charm. Radiant heat, a cozy living room fireplace, a heated garage, and an automatic generator keep things comfortable year-round. Need a little zen? A custom-built yoga studio and a spa-like soaking tub give you space to recharge in style. Outside, the home is surrounded by mature landscaping and features a peaceful courtyard, and a private front yard with firepit and stone patio, —perfect for quiet moments or casual entertaining. There's even a right of way to Casco Bay, adding a bit of adventure to your daily routine. This isn't just a home—it's a lifestyle. Come see for yourself what makes life on Bailey Island so special.
Single-familyProperty Type
2011Year Built
9,583 sq ftLot Size
$500Est. Price/Sq.Ft.
2 car garageParking
Listed by Bruce Davis• Engel & Volkers Casco Bay
Bought with Michel{Mike} LePage Elizabeth Franklin• Portside Real Estate Group
Welcome to your coastal sanctuary on Bailey Island, where the tranquil rhythm of the ocean sets the tone for everyday life. This stunning home offers breathtaking water views from nearly every room in the house, allowing you to savor the beauty and hypnotic nature of the Maine coastline. This home boasts two east facing porches providing the perfect vantage point for taking in the breathtaking sunrises over sparkling waters while embracing the coastal lifestyle to the fullest. Experience a blend of modern amenities with the simplicity of Island life. Throughout this custom-built home, you'll find radiant heat, heated garage, LR fireplace, soaking tub, custom yoga studio, and automatic generator. A picturesque courtyard awaits outside, with mature landscaping and private front yard. In addition, this property offers a coveted right of way to Casco Bay and is a short walking distance to Bailey's treasured Cedar Beach. This is more than a home; it's a lifestyle. Come and experience the magic of coastal living on Bailey Island and make this property your own.
MREIS #1297465
Sep 1, 2017
Sold
$579,500
$262/sq ft
Jun 5, 2017
Price Changed
$589,000
$266/sq ft
Mar 10, 2017
Listed
$595,000
$269/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$4,489 (+15.3%)
$254,400 + $419,600
$674,000
2024
$3,893 (+4.3%)
$241,700 + $370,400
$612,100
2023
$3,734 (+3.4%)
$241,700 + $370,400
$612,100
2022
$3,611 (+4.3%)
$241,700 + $370,400
$612,100
2021
$3,463 (+0.3%)
$206,400 + $305,900
$512,300
2020
$3,453 (+0.6%)
$206,400 + $305,900
$512,300
2019
$3,432 (+3.4%)
$206,400 + $305,900
$512,300
2018
$3,320 (+29.5%)
$206,400 + $305,900
$512,300
2017
$2,563 (+0.9%)
$206,400 + $190,300
$396,700
2016
$2,539 (+2.6%)
$206,400 + $190,300
$396,700
2015
$2,475
$206,400 + $190,300
$396,700
Tax history for 27 Oceanside Rd
Year
Property tax
Land + Additions
Assessment*
2025
$4,489 (+15.3%)
$254,400 + $419,600
$674,000
2024
$3,893 (+4.3%)
$241,700 + $370,400
$612,100
2023
$3,734 (+3.4%)
$241,700 + $370,400
$612,100
2022
$3,611 (+4.3%)
$241,700 + $370,400
$612,100
2021
$3,463 (+0.3%)
$206,400 + $305,900
$512,300
2020
$3,453 (+0.6%)
$206,400 + $305,900
$512,300
2019
$3,432 (+3.4%)
$206,400 + $305,900
$512,300
2018
$3,320 (+29.5%)
$206,400 + $305,900
$512,300
2017
$2,563 (+0.9%)
$206,400 + $190,300
$396,700
2016
$2,539 (+2.6%)
$206,400 + $190,300
$396,700
2015
$2,475
$206,400 + $190,300
$396,700
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
2
Baths
2.5
Stories
2
Lot width
—
Lot depth
—
Lot size
9,583 Sq. Ft.
Year renovated
—
Sq. Ft.
1,529
Year built
2011
Style
Single Family Residential
County
Cumberland County
APN
147677
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 27, 2026.
Property details
Parking
Parking Information
Has Garage
Attached Garage: Yes
# of Garage Spaces: 2
Parking Features: Heated, Auto Door Opener, Basement, 1 - 4 Spaces, Paved, On Site
Vehicle Storage: 2 Car, Attached, Auto Door Opener, Heated, Basement