Rare investment opportunity in prestigious Shaughnessy. Originally established as the York House School site in 1934, this distinctive property combines historic character with over $1M in modern upgrades. Situated on an 8,678 sq. ft. corner lot, the versatile 4-level layout features a licensed 44-child Montessori facility on the lower level, generating significant rental income, along with a spacious residential component offering 6 bedrooms and 6 bathrooms. Generating approximately $200,000 in net annual income, this is an excellent income-producing holding property while considering future redevelopment or land assembly opportunities. Conveniently located just blocks from York House School and close to top private schools, parks and amenities.