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Fort Hill Multifamily Homes & Duplexes for Sale

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  • /40

    $1,200,000

    • 7 Beds
    • 2 Baths
    • 3,398 Sq Ft

    38 Juniper St, Roxbury, MA 02119

    Fort Hill Area of Roxbury! Boston city views from the 2nd Floor Deck! Fabulous Opportunity for an Owner Occupant or Investor! Lovingly cared for by owner * features New Windows, Modern Kitchens and bathrooms, Hardwood Floors, Washer/Dryer in Unit, 12ft high ceilings, Front and Rear decks, fenced in yard, First Floor features Living Room, Dining Room, Two Bedrooms, Large Kitchen Granite & SS

    Lauren MacEachern Boardwalk Properties

    38 Juniper St, Roxbury, MA 02119
  • /41

    $3,700,000

    • 14 Beds
    • 11 Baths
    • 6,509 Sq Ft

    27 Dudley St, Roxbury, MA 02119

    27 Dudley Street | Roxbury’s Fort Hill | 7-Unit | 14 Beds | 11 Baths | $24,250/Month Income | 7.2% Cap Rate Projected by 9/1/25. Step into a high-performing investment with historic flair. Once home to Maurice Starr—where New Kids on the Block and New Edition recorded—27 Dudley Street blends cultural legacy with cash flow in Roxbury’s Fort Hill.This fully renovated seven-unit property is

    Mission Realty Advisors Compass

    27 Dudley St, Roxbury, MA 02119

Why Live in Fort Hill

Highland Park, also known as Fort Hill, in Boston is a neighborhood steeped in history and architectural significance. Recognized as an architectural conservation district, it features historic homes and landmarks such as the Fort Hill Tower and the Dillaway-Thomas House in Roxbury Heritage State Park. The area is known for its abundance of parks, including Marcella Park with its playgrounds and athletic courts, and pocket parks like Lambert Avenue Playground. Dining options include the long-standing Fort Hill Bar & Grill, Ashur for halal and Somali cuisine, and the newer Nubian Markets. The neighborhood is also home to the Islamic Society of Boston Cultural Center, which hosts an annual Culture Festival. Highland Park offers a mix of housing styles, including single-family homes, rowhouses, and condominiums, with notable examples like the Second Empire Style marble row houses on Cedar Street and Boston Brownstones on Morley Street and Highland Avenue. The neighborhood is well-connected with bus stops, U.S. Route 28, and the orange line at Roxbury Crossing. Schools in the area include the highly rated O’Bryant School of Math and Science. Highland Park's historical and cultural richness, combined with its green spaces and diverse dining options, make it a vibrant and appealing neighborhood.

Home Trends in Fort Hill, MA

Housing Trends

Median Sale Price
$700,000
Median Single Family Sale Price
$925,000
Median Townhouse Sale Price
$785,000
Median 2 Bedroom Sale Price
$550,000
Average Price Per Sq Ft
$508
Number of Homes for Sale
10
Last 12 months Home Sales
23
Months of Supply
5.20
Median List Price
$698,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
17%
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