20 Outlook Rd, Swampscott, MA 01907
$1,050,000 · For sale
- 4 bedrooms
- 3 bathrooms
- 2,811 sq ft
- Single Family
- Built 1890
- MLS #73595654
Welcome to 20 Outlook Road, where life feels just a little easier. Set in one of Swampscott’s beloved neighborhoods, this inviting home offers the space and flexibility to grow, gather and enjoy everything that makes living on the North Shore so special. Spend mornings walking the neighborhood, afternoons by the water, and evenings enjoying all that Swampscott has to offer, with beaches, schools, shops, restaurants and the commuter rail all within easy reach. Inside, the home is warm, comfortable and designed for real life, with generous living spaces and room for everyone to spread out. Upstairs, the recently remodeled full bath features double sinks and a fresh, updated feel. But what truly sets this home apart is its flexible in-law apartment—an incredibly valuable space offering privacy for extended family, guests, an au pair, adult children, or potential rental income. It’s the kind of versatility that is increasingly difficult to find and allows the home to adapt as life changes. With a wonderful neighborhood setting, flexible living options and the coastal lifestyle that draws so many people to Swampscott, 20 Outlook Road isn't just a place to live—it's a home designed for all the different ways life can unfold.
About this address
20 Outlook Rd is a 4-bedroom, 3-bath single-family home for sale in Swampscott, MA 01907 with 2,811 square feet, asking $1,050,000. It was built in 1890. It has been on our site since October 27, 2026.
The median asking price among the 7 other 4-bedroom single-family homes for sale in Swampscott is $1,199,000. This one asks about 12% less. At $374 a square foot, it compares with a median of $473 among the 23 other single-family homes for sale in Swampscott with a stated size.
At 2,811 square feet, it is smaller than 57% of the 7 other 4-bedroom single-family homes in Swampscott with a stated size.
This home is assessed at $959,300 for fiscal year 2027. It last sold for $645,000 in November 2017. The assessor lists a lot of 0.10 acres.
It scores 67 out of 100 for walkability, from how close everyday places are.
The closest train or subway stop is Swampscott (MBTA Newburyport/Rockport Line), about 0.4 miles away. The closest bus stop is Paradise Rd @ Ellis Rd (MBTA route 441), about 0.1 miles away.
The closest public schools by level are Clarke (0.2 miles), Swampscott Middle (0.6 miles) and Swampscott High (0.5 miles). The district decides which school serves an address.
Listing information from MLS Property Information Network (MLS PIN), MLS #73595654, deemed reliable but not guaranteed. Prices are compared with other homes listed on this site today. Trains and buses come from the transit agencies’ published schedules and schools from the National Center for Education Statistics. Distances are straight-line. Assessed values and past sales are public records from municipal assessors, published by MassGIS. An assessed value is set for taxation and may differ from market value.
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See all Swampscott homes for sale and rent, every home in Swampscott by street, or browse every home for sale and neighborhood guides with Benjamin Realty.
To ask about this home or book a tour, call Benjamin Realty at (617) 734-5050 or email [email protected].