Buyers, listen up! This is the kind of opportunity people wait for. A smart way to break into the market, build equity, and have your property help pay for itself. Live in one unit, rent the other, or create the perfect setup for extended family. For investors, it’s a turnkey addition with strong income and future development potential. Welcome to 105 Woodlawn Ave / 2 Day Ave, a fully vacant and renovated legal duplex in the heart of sought-after Woodlawn, set on a massive 11,000 sq. ft. (double) lot. Ideally located just off Woodlawn Road, you’ll enjoy quick access to bus routes, major highways, shopping, grocery stores, schools, and everyday amenities. The bright, move-in-ready upper unit offers 3 bedrooms, a beautifully renovated kitchen and bathroom, quartz countertops, brand new appliances, refinished hardwood floors, a ductless heat pump, and fresh paint throughout. The lower unit features a spacious 2-bedroom, 1-bathroom layout with its own ductless heat pump and great flexibility for rental income, family, or guests. Both units have separate entrances, separate power meters, separate driveways, and separate laundry, making this a true turnkey setup from day one. Rent the lower unit for ~$2,000/month to significantly offset your mortgage, or explore Airbnb potential by living in one unit and monetizing the other. The basement produced over $5,000 as an STR last January! Outside, enjoy a fenced yard, a built-in garage for extra storage, a new roof (2026), a new garage door (2026), and updated doors and windows (2021). Whether you’re a first-time buyer looking for a smarter path into homeownership or an investor searching for your next solid move, this property checks all the boxes.
The corner of Woodlawn Road & Day Avenue.
Listing Sub-Area:
17-Woodlawn, Portland Estates, Nantucket
Property Type:
Residential
Residential Type:
Duplex
Residential Style:
Over-Under
Title To Land:
Freehold
Home Style:
Bungalow
Exterior Finish:
Brick
Year built:
1958
(Age: 68)
Age:
68
Bedrooms:
5
Bedrooms Above Grade:
3
Bedrooms Below Grade:
2
Full Bathrooms:
2
Half Bathrooms:
0
Main Living Area:
1,018 sq. ft.94.6 m2
Floor Area:
1,701 sq. ft.158 m2
Building Dimenions:
45x26
Prop Size:
Under 0.5 Acres
Lot Size:
10,999 sq. ft.1,022 m2
Zoning:
R-2
Water Supply:
Municipal
Sewer:
Municipal
Foundation:
Poured Concrete
Floor Finish:
Hardwood, Tile, Other
Roof:
Asphalt Shingle
New Constr.:
No
Basement:
Full, Fully Developed, Walkout
Heating:
Baseboard, Heat Pump -Ductless
Fuel:
Electric
Utilities:
Cable, Electricity, High Speed Internet, Telephone, Other
Garage:
Single, Built-In
Garage Description:
Single, Built-in
Driveway:
Multiple Driveways, Paved
Floor
Type
Size
Other
Main Floor
Living Room
19'11"6.07 m × 12'3.66 m
Main Floor
Dining Room
11'11"3.63 m × 11'7"3.53 m
Main Floor
Kitchen
10'3"3.12 m × 8'2.44 m
Main Floor
Primary Bedroom
12'3.66 m × 10'8"3.25 m
Main Floor
Bedroom
12'3.66 m × 9'1"2.77 m
Main Floor
Bedroom
10'8"3.25 m × 9'5"2.87 m
Lower Level
Kitchen
16'7"5.05 m × 9'9"2.97 m
Lower Level
Living Room
21'1"6.43 m × 10'10"3.30 m
Lower Level
Bedroom
11'11"3.63 m × 10'4"3.15 m
Lower Level
Bedroom
11'11"3.63 m × 8'9"2.67 m
Lower Level
Storage
5'8"1.73 m × 4'1.22 m
Floor
Ensuite
Pieces
Other
Main Floor
No
-
7'1" x 7'11"
Lower Level
No
-
7'8" x 6'3"
Secondary Suite
Deck, Shed
All appliances
None
Stove, Dishwasher, Dryer, Washer, Refrigerator
Golf Course, Park, Playground, Public Transit, Recreation Center, School Bus Service, Shopping, Marina, Place of Worship, Beach
Data was last updated April 23, 2026 at 11:20 AM (UTC)
Area Statistics
Listings on market:
38
Avg list price:
$499,450
Min list price:
$185,000
Max list price:
$1,125,000
Avg days on market:
15
Min days on market:
1
Max days on market:
139
Avg price per sq.ft.:
$305.16
These statistics are generated based on the current listing's property type
and located in
17-Woodlawn, Portland Estates, Nantucket. Average values are
derived using median calculations. This data is not produced by
the MLS® system.