Dorchester, Boston, MA Real Estate Search

Dorchester, Boston, MA Homes between $1,500,000 and $2,000,000 for Sale

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Newest Dorchester, Boston, MA Homes between $1,500,000 and $2,000,000 for Sale

$1,550,000
15 Beds ⋅ 3 Baths ⋅ 73572226 MLS
~9% CAP RATE — ~$136,470 NOI — 15 BEDROOMS — ~2,000 SF EACH FLOOR472 Warren St, Boston. Three-family on the Roxbury–Dorchester line, directly across from Boston Latin Academy (205 Townsend). Classic stacked-porch building with three 5-bedroom units, each about 2,000 SF. Play it two ways: hold as a high-bedroom rental or condo-convert. Comparable large condo units in this pocket have traded in the ~$700–800K range. Current tenants pay their own utilities. Each unit has its own heat and hot water systems in great condition. Kitchens and baths are updated. Hardwood floors are strong and well-maintained. Walk-up 4th-floor attic is unfinished and can add SF to the third floor or support an additional unit, subject to Boston ISD/zoning. Basement runs nearly 2,000 SF with 10+ ft ceilings and shared washer/dryer. On-street parking on Warren, a main spine between Nubian Square and Grove Hall. Washington Park Mall is close. Buses 23 and 28 run the corridor to Ruggles (Orange Line + commuter rail). Uphams Corner / Fairmount Line is nearby. Boston Medical Center, Longwood, Franklin Park, and South Bay retail are a short trip. Grocery, restaurants, and neighborhood retail sit on Warren and Blue Hill Ave. Scale plus location: 15 beds, separate systems, tenant-paid utilities, and leftover attic/basement SF in a walkable exam-school block.Attic/basement build-out not guaranteed; confirm with the City of Boston.

472 Warren Street, Boston

Listing courtesy of Listing Agent: Smith & Oak Greater Boston Group from Listing Office: Smith and Oak Real Estate Co..
$1,974,000
12 Beds ⋅ 6 Baths ⋅ 73559203 MLS
An exceptionally straightforward six-unit offering in Dorchester's Mount Bowdoin. The building holds six identical two-bedroom, one-bath units arranged two per floor across three levels. That symmetry makes the property unusually easy to own, easy to lease and easy to underwrite. At roughly 989 square feet apiece the units are meaningfully more generous than the submarket average, and that extra room is what renews leases year after year. Total living area is 5,934 square feet on a 4,600 square foot parcel zoned R4.The systems are simple and cost-efficient. Gas heat and gas hot water throughout, with tenants carrying their own gas and electric service while ownership covers only water and sewer. The result is a genuinely lean expense profile for a building of this vintage, and a rent roll that flows to the bottom line rather than to the utility company. Location does the rest. Bus service along Blue Hill Avenue and Washington Street is immediately at hand, the Fairmount Line reaches South Station in roughly twenty minutes, Fields Corner on the Red Line sits under a mile away, and I-93 is minutes out. Boston's medical and university employment centers are an easy commute in nearly every direction, and two-bedroom apartments remain the deepest and most consistently absorbed rental product in the city. Whether you are adding scale to an established Boston portfolio or stepping into your first five-plus-unit asset, this is a clean, income-producing building with no renovation budget required at acquisition. Shown by appointment only with 24 hours' notice. Please do not disturb occupants.

125 Rosseter St, Boston

Listing courtesy of Listing Agent: Mary Keenan from Listing Office: Heartland Property Real Estate.
$1,599,000
12 Beds ⋅ 6 Baths ⋅ 73548748 MLS
The property is a six-unit apartment building in Dorchester Center, comprised entirely of spacious 2-bedroom/1-bath units offering strong rental appeal and versatile occupancy. The asset has been well maintained by a professional property management group, providing an investor immediate scale, steady income, and the flexibility to pursue value-add improvements. Dorchester has emerged as one of Boston's most dynamic, fast-growing neighborhoods, offering a rare mix of accessibility, character, and long-term upside just minutes from downtown. With Red Line and bus access, tree-lined streets, and an ever-expanding mix of restaurants and shops, Dorchester continues to draw renewed investment and rising demand, cementing its place among Boston's most sought-after residential submarkets.

140 Callender St, Boston

Listing courtesy of Listing Agent: Kevin Benzinger from Listing Office: Boston Realty Advisors.
$1,799,000
8 Beds ⋅ 5 Baths ⋅ 73534721 MLS
Extensively renovated and expanded, this exceptional Dorchester property offers over 4,600 SF of thoughtfully designed living space. Classic colonial details, elegant millwork, and a grand staircase blend seamlessly with modern updates throughout. The main residence features sun-filled living spaces, an exquisite fireplace, and a stunning chef’s kitchen with an oversized island, custom cabinetry, professional appliances, and designer finishes. Upstairs, the expansive primary suite is complemented by additional bedrooms and a second-floor living area opening directly to the upper deck. Configured with two distinct living areas, the property offers 8 bedrooms, 5 bathrooms, and exceptional flexibility for a variety of occupancy needs, including a thoughtfully designed lower-level living unit with its own private entrance. Outdoor spaces include a two-story deck, patio, yard, and paved driveway. A rare offering combining timeless character, modern luxury, and versatility.

61 Wayland Street, Boston

Listing courtesy of Listing Agent: Jason Lisherness from Listing Office: The Agency Boston.
$1,650,000
14 Beds ⋅ 5 Baths ⋅ 73530214 MLS
Introducing a rare, oversized Dorchester multi-family opportunity delivering scale, flexibility, and strong income in one of Boston’s most dynamic neighborhoods. This massive property offers 14 bedrooms and 5 bathrooms across four expansive units, including a complete finished apartment in the lower level; ideal for maximizing rental income. Each residence features generous layouts, hardwood floors, in-unit laundry, and updated systems, creating comfortable, modern living spaces attractive to today’s tenants & owners. With projected annual income upwards of $189,000, this asset is perfectly suited for investors seeking strong cash flow, a strategic 1031 exchange, or an owner-occupant looking to offset their mortgage with substantial rental income & immediate cash flow. Conveniently positioned near public transportation, neighborhood restaurants, shopping, and easy access to Downtown Boston, the location ensures long-term tenant demand. A high-yield Boston multi-family opportunity.

14 Everton St, Boston

Listing courtesy of Listing Agent: Markese Daise from Listing Office: Stony Brook & Lennox Realty Advisors.
$1,799,000
8 Beds ⋅ 5 Baths ⋅ 73528710 MLS
Extensively renovated and expanded, this exceptional Dorchester residence offers over 4,600 SF of thoughtfully designed living space in a quiet neighborhood setting. Classic colonial details, elegant millwork, and a grand staircase blend seamlessly with modern updates throughout. The main level features sun-filled living spaces, an exquisite fireplace, and a stunning chef’s kitchen with an oversized island, custom cabinetry, professional appliances, and designer finishes. Upstairs, the expansive primary suite is complemented by additional bedrooms and a second-floor living area opening directly to the upper deck. Featuring 8 bedrooms, 5 bathrooms, and a completed ADU, the layout is ideal for tiered living, work-from-home needs, and evolving lifestyles. Outdoor spaces include a two-story deck, patio, yard, and paved driveway. A rare offering combining timeless character, modern luxury, and versatility with exciting potential for Airbnb, rental income, or investment opportunities.

61 Wayland Street, Boston

Listing courtesy of Listing Agent: Jason Lisherness from Listing Office: The Agency Boston.
$1,799,000
17 Beds ⋅ 6 Baths ⋅ 73440102 MLS
Unlock this prime investment opportunity in one of Dorchester’s fastest-growing neighborhoods.This six-unit multifamily features five 3-bed/1-bath units and one 2-bed/1-bath unit, offering strong value-add potential investors can increase cash flow through cosmetic updates and strategic improvements.Minutes from Four Corners/Geneva and Upham’s Corner commuter rail stations, the location attracts renters seeking convenience and transit access. Nearby grocery stores, shops, and restaurants support strong rental demand.Private decks, a fenced backyard, and direct access to an adjacent playground add to tenant appeal. This property combines the opportunity to enhance cash flow with a desirable, rapidly developing location. Video walkthrough/virtual tour available.

252-254 Magnolia St, Boston

Listing courtesy of Listing Agent: Ashmael Brun from Listing Office: EVO Real Estate Group, LLC.
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