Welcome to 20 Jennings Road, a rare opportunity in Waltham’s highly desirable Prospect Hill neighborhood. This 2-bed, 1-bath home offers is ideal for contractors, investors, or buyers looking for a project or fixer upper. Situated on a quiet residential street, this property provides the perfect situation for renovation, expansion, or complete transformation. The main level features a layout with a living room, kitchen, den and mudroom. The first floor includes two well-proportioned bedrooms and a full bath. The second floor is unfinished ready for expansion. The home presents a blank canvas for updates. With solid bones and generous square footage, the potential to create a customized living space is exceptional. The property offers convenient access to major highways, including Route 95/128 and the Mass Pike, making commuting simple. Enjoy close proximity to Waltham’s amenities—Moody Street dining, shops, parks and public transportation.

Listing Current as of April 05, 2026 6:00am

This listing brought to you by Edward Keefe of Conway - West Roxbury.

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.

A&S Realty, Inc and their agents make no warranties or representations as to the accuracy of this data, although good faith efforts have been made to ensure that the data displayed on this page is as accurate as possible. In certain cases listings are syndicated through another agency, management company, or through the MLS. A&S Realty, Inc is not responsible for the data that is displayed from a syndicate partner. Listings may no longer be available, pricing may be subject to change, and any photos or descriptions may be of a similar unit or from a previous year.