The Chestnut River Portfolio
At Chestnut River, we specialize in value-add and opportunistic real estate investments, offering a diverse range of opportunities tailored to different investor goals. Whether you're looking to unlock upside through strategic repositioning or invest in properties with strong long-term potential, our deals are structured to align with your experience, capital, and risk appetite. From seasoned professionals to first-time investors, we’re here to help you grow your capital with confidence.
The Chestnut River Pipeline
Learn More About Our Upcoming Deals
Multiple deals in our pipeline ranging from 50 to 250+ units across multiple phases
Phase 2
Phase 2 of the Bradford project is located on an adjacent site which is already under control. The project is approved for 130 units.
We are projecting a construction start time mid-2026. Phase 2 will align with Phase 1 underwriting standards.
Click the link above (Bradford, MA) to learn more!
Coming Soon!
44 Broadway Sommerville, MA
Click the link above (Sommerville, MA) to learn more!
370 Cambridge St. Allston, MA
Coming Soon!
Click the link above (Allston Village, MA) to learn more!
171 Corey Road in Brighton, MA
Coming Soon!
Click the link above (171 Corey Road - Brighton, MA) to learn more!
130 Westborne Terrace in Brookline, MA Coming Soon! Click the link above (130 Westborne Terrace - Brookline, MA) to learn more!
Projects In Progress
See what we are currently working on
156 Highland Street is a 8,500 square foot single family home situated on a 0.49-acre parcel of land. The house currently provides 8-bedrooms, 5-baths and was originally constructed in 1880.
In addition to the house, the property features a coach house that has space for four vehicles on the first floor and over 900 square feet on the second floor.
Click on the link above (Newton, MA) to learn more!
Phase 1
The development site at 38 Railroad Street consists of approximately 1.12 acres (48,787 SF) of prime waterfront land. The site was previously developed but has since been cleared, graded, and prepared for construction, with all necessary permits and approvals secured. This shovel-ready project is poised for immediate development, offering investors a low-risk, high-reward opportunity in an appreciating market. Ask about Phase 2, a much larger project, to begin before Phase 1 is completed. Click the link above (Bradford, MA) to learn more!
Three Luxury Condos in the heart of Brookline, MA.
These top of the market units will wow and impress.
Click the link above (71 Harvard Ave - Brookline, MA) to learn more!
Located on two adjacent and contiguous lots - one in Brookline and one in Boston, the Corey Hill Development is an exciting two phase project that will see two luxury condos and a 53 unit apartment building in a central Boston location
Click on the link above (Corey Hill Development) to learn more!