Highland Park, MA homes for sale & real estate

Highland Park, MA Homes for Sale

Welcome to Northampton Residences, a 28 unit NEW CONSTRUCTION condominium development in the heart of Fort Hill, Roxbury. This is new construction from the ground up, offering the peace of mind of all new systems, modern finishes, and a building designed for the way people live today. The location is what sets this one apart, just minutes to Longwood Medical Area, Northeastern, Jamaica Plain, Fenway, and the South End, with easy access to both the Silver and Orange Lines for an effortless commute into the Longwood hospitals, universities, or downtown. Unit 107 offers 3 bedrooms and 2 bathrooms in a thoughtfully designed open concept layout built for modern living. The kitchen features two t

Highland Park, MA Homes for Sale

Introducing 35 Delle Ave, a beautiful 4-unit brick multifamily property that was fully gut renovated to the studs in 2025 generating $12,075 of monthly income! The building underwent an extensive full gut renovation in 2025, including all new framing/subfloors, all new electrical with 400 amp service, new plumbing, new HVAC including forced air heating/cooling and ERVs, fire alarm and sprinkler systems, new water/sewer lines coming into the building and drainage cultec chambers in the yard, new windows and roof, insulation package (building meets updated HERs standards), and a nice high-end finish package including white shaker cabinets, quartz countertops, SS appliances, recessed lighting/

Highland Park, MA Homes for Sale

Introducing the 35-37 Delle portfolio, a collection of two side by side 4-unit brick properties (8 units total) that were fully gut renovated to the studs in 2025 generating $24,275 of monthly income! The buildings underwent an extensive full gut renovation in 2025, including all new framing/subfloors, all new electrical with 400 amp service into each building, new plumbing, new HVAC including forced air heating/cooling and ERVs, fire alarm and sprinkler systems, new water/sewer lines coming into the building and drainage cultec chambers in the yard, new windows and roof, insulation package (buildings meet updated HERs standards), and a nice high-end finish package including white shaker ca

Highland Park, MA Homes for Sale

Set atop a hill in Boston's historic Tommy's Rock, this meticulously maintained Greek Revival dates to the mid-1800s and pairs architectural pedigree with modern comfort. Ten-foot ceilings, generous room proportions, and oversized windows fill the six-bedroom, five-bath home with light. Original pumpkin pine floors, curved staircases, inlaid shutters, and marble fireplaces sit alongside recent updates, including all-new bathrooms and a rebuilt rear deck. An attached in-law suite with its own private entrance adds flexibility for guests, extended family, or income potential. Outside, a multi-tiered, professionally landscaped yard and several decks open onto sweeping Boston skyline views. A t

Highland Park, MA Homes for Sale

Welcome to The Tremont at 27 Guild St, a stunning corner unit offering the best of modern Fort Hill living. This thoughtfully designed home features an open-concept kitchen and living area bathed in natural light from multiple exposures, with generous two-tone cabinetry and stainless steel appliances that flow naturally into the living area, a great setup for entertaining or unwinding. The Tremont offers spacious bedrooms, a master suite, and large closets throughout. Northampton Residences brings 28 beautifully designed condos to one of Boston's most exciting neighborhoods, Fort Hill in Roxbury, where a tight-knit community feel meets unbeatable city access. The Silver and Orange Lines are

Highland Park, MA Homes for Sale

A rare opportunity to acquire a fully renovated, condo-quality four-family investment property with a 6.7% in-place cap rate in one of Boston's fastest-growing neighborhoods. Ideally located between Nubian Square and Fort Hill, 34 Circuit Street offers exceptional access to the Longwood Medical Area, Boston Medical Center, Northeastern University, Downtown Boston, public transportation, and the rapidly evolving Roxbury corridor. This exceptional 7,365-square-foot multifamily property features four spacious, condo-quality residences thoughtfully designed to maximize both livability and long-term investment performance. The unit mix consists of one 2-bedroom, 2-bath apartment, one 4-bedroom,