$499,000 · For sale

Opportunity awaits in one of Wayland’s most desirable neighborhoods! This charming 840-square-foot home has good bones and endless potential, offering the perfect opportunity to bring your vision to life and create a home that is uniquely yours.While the home is ready for updates and renovations, its location is truly hard to beat. Situated near Wayland’s top-rated schools, you’ll also be close to grocery stores, restaurants, coffee shops, parks, and the town beach—everything you need for everyday living and enjoying the community.And with Boston just a 30-minute drive away, you can enjoy the best of both worlds: the charm of a highly sought-after town with convenient access to the city.At this price point, this is a rare opportunity to invest in Wayland and create the dream home you’ve been imagining. Bring your ideas, your vision, and your creativity—the possibilities are waiting!***pictures are showing current condition of home with AI enhanced following**
249 Main St is a 2-bedroom, 1-bath single-family home for sale in Wayland, MA 01778 with 840 square feet, asking $499,000. It was built in 1950. It has been on our site since October 30, 2026.
At $594 a square foot, it compares with a median of $453 among the 29 other single-family homes for sale in Wayland with a stated size.
This home is assessed at $505,700 for fiscal year 2024. The assessor lists a lot of 0.43 acres.
It scores 44 out of 100 for walkability, from how close everyday places are.
The closest train or subway stop is Natick Center (MBTA Framingham/Worcester Line), about 3.1 miles away. The closest bus stop is West Plain St & Bent Ave (MWRTA route 301), about 0.5 miles away.
The closest public schools by level are Happy Hollow School (0.7 miles), Wayland Middle School (0.3 miles) and Wayland High School (1.1 miles). The district decides which school serves an address.
Listing information from MLS Property Information Network (MLS PIN), MLS #73564510, 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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To ask about this home or book a tour, call Benjamin Realty at (617) 734-5050 or email [email protected].