57 Whiting Road
& 146 Wellesley Ave
Two exceptional Wellesley properties available separately or as a package — an unparalleled opportunity for multigenerational living, a private compound, or a legacy investment.
Two Properties. One Extraordinary Vision.
Rarely does an opportunity of this nature present itself in Wellesley. 57 Whiting Road and 146 Wellesley Avenue sit in close proximity to one another — each offering generous land, distinguished architecture, and the kind of privacy that defines true luxury living in this market.
Whether you are seeking a single exceptional residence, a multigenerational compound where family lives close but independently, or a strategic acquisition of two premier Wellesley addresses — this offering commands serious attention. Details are reserved for qualified inquiries.
Coming to market Spring 2027 — private showings are available now for those who prefer to act ahead of the market.
2027 Coming to Market
Request Inquire for Details
Two Addresses. Endless Possibility.
The larger of the two properties, 57 Whiting Road is a distinguished residence that commands its setting. Generous living spaces, exceptional land, and signature details — including a heated driveway — set a standard that is difficult to replicate in today's market. Every detail has been considered. Some things simply have to be seen.
146 Wellesley Avenue is a more intimate property — beautifully appointed with its own generous land and a quiet character that makes it ideal as a guest house, in-law suite, or independent residence for a family member. Together with 57 Whiting, it creates something genuinely rare: a true Wellesley compound.
Multigenerational Living
Two homes, one family. Keep generations connected while preserving the independence and privacy that makes daily life genuinely enjoyable. This configuration is exceptionally rare in Wellesley and nearly impossible to replicate.
Private Compound
Acquire both properties and create a compound worthy of the address. Guest house, studio, caretaker's residence — the possibilities are as expansive as the land itself. A true legacy holding in one of Boston's most coveted suburbs.
Sold Separately
Both 57 Whiting Road and 146 Wellesley Avenue are available individually for those seeking a single exceptional Wellesley property. Each stands on its own merit — together, they represent something truly extraordinary.
Two Addresses, One Wellesley Neighborhood
Details Are Reserved for Qualified Buyers
This is not a typical listing. Full details — including pricing, specifications, and access — are shared exclusively with serious, qualified inquiries. If you or someone you know may have interest, we invite you to reach out directly or schedule time with our team.
Private showings are available now, ahead of the Spring 2027 market debut.
Schedule a Private Showing
Inquiries handled with complete discretion.