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23 Hillside St, Boston
$3,255,000
13 Beds ⋅ 7 Baths ⋅ 73516256 MLS
Premier 3-unit Investment with 6 Garage Parking located on highly desirable Hillside St, fully leased through August 2027 with gross monthly Rent Roll of $21,600. The building consists of three spacious units 5-bed, 4-bed, and 4-bed with 7 full bathrooms and 6 garage parking spaces. These top-tier rentals feature open layouts, large living rooms, custom built-in cabinetry, gas fireplaces, HVAC, high ceilings, private outdoor space, renovated kitchens and bathrooms, in-unit washer/dryer, and hardwood floors throughout. See floor plan for unit layouts. Units are separately sub-metered for individual unit water use. Fully sprinkled with 3 newer gas water heaters in basement utility room. Located close to Universities, Medical Area and Public Transportation.

23 Hillside St, Boston

Listing courtesy of Listing Agent: David Hassman from Listing Office: Boston Property Services, LLC.
820-824 Huntington Ave, Boston
$2,800,000
73413518 MLS
$2,995,000 - Mission Hill brick mixed-use building with 6 units (4 residential, 2 commercial) generating $239,000 in gross income. The property features recently updated residential units and a renovated commercial barber shop, plus a second market-rate commercial unit offering additional upside. The four residential units are currently configured with 10 bedrooms, with the potential to operate as split-style apartments totaling up to 14 bedrooms. A flat roof with an existing headhouse provides potential for a future roof deck with city skyline views. Offered under $3M, this is a compelling opportunity for investors seeking strong in-place income and value-add potential in Mission Hill.

820-824 Huntington Ave, Boston

Listing courtesy of Listing Agent: Kirsten McEleney from Listing Office: KM Real Estate Group.
34-36 Alleghany Street, Boston
$2,300,000
16 Beds ⋅ 6 Baths ⋅ 73516697 MLS
Rare opportunity to own two attached Victorian single-family homes, each offering 8 bedrooms and 2.5 baths, totaling 4,900+ sq ft in the heart of Mission Hill. Originally built approx 1865 and held by the same family for over 60 years, this unique property is rich with original details and charm, featuring soaring ceilings, oversized rooms, multiple formal living and dining spaces, offices, sunrooms, and expansive kitchens. Major exterior renovations completed approximately 3 years ago include new windows, siding, roof, and substantial exterior improvements. Exceptional flexibility for owner occupants, investors, developers, multigenerational living, rental income, condo conversion, or restoration as a grand urban estate. Large basement areas offer additional expansion potential (ADU potential), while the rear easement may allow for future off-street parking. Prime Mission Hill location near Longwood Medical Area, universities, public transportation, restaurants, and downtown Boston.

34-36 Alleghany Street, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.
164 Calumet Street, Boston
$2,250,000
9 Beds ⋅ 3 Baths ⋅ 73508796 MLS
Spectacular Views of Boston! Lovely, owner occupied 3 family. Each unit consists of 5 rooms. There is an eat-in-kitchen that leads to a back porch overlooking a tree lined yard. Separate systems and laundry in each unit. Unit 1 has central air. In addition there is a full basement and walk up attic. Parking for 6 cars. This property has been extremely well maintained. Currently units 1 and 3 are leased until August, 2026. Close to The Longwood Medical Area , Northeastern University, Mass College of Art, Wentworth, Simmons, MCPHS, Harvard T.H. Chan School of Public Health, restaurants, shopping and both the Orange and Green Line. Property consist of 2 lots under 1 deed.

164 Calumet Street, Boston

Listing courtesy of Listing Agent: Bell | Whitman Group from Listing Office: Compass.
68 Hillside St, Boston
$1,930,000
9 Beds ⋅ 3 Baths ⋅ 73541051 MLS
Location, location, location! Hillside Street triple decker in the same family for a generation becoming available for sale. Property offers strong rents ($12,650/month on 9-1-26) with potential for improvement (used as 3 bedroom units but 4 bedroom layout currently exists - also a large walk up attic on fourth floor). Apartment demand is strong with tenants in place September 1st every year. Current leases run through 8-31-27. Property has seen some recent improvements including new windows in unit 3, new tile bath on second floor, and front and rear deck replacement. Exterior needs attention. Owner has quote to install new siding and window trim for $70K and new roof for $20K. There are three individual storage rooms in the basement and a walk up attic off the third floor rear stairs offering wonderful city views. Located by colleges and hospitals with strong customer demand! Showings by appointment.

68 Hillside St, Boston

Listing courtesy of Listing Agent: The GBRI Team from Listing Office: Northeastern Realty Group.
884 Huntington Ave, Boston
$1,825,000
11 Beds ⋅ 3 Baths ⋅ 73489369 MLS
Rare opportunity to own a Boston brownstone in Mission Hill, ideally located on historic Huntington Avenue near the Longwood Medical Area. Can be delivered vacant, offering flexibility for investors or owner-occupants. Surrounded by 8 colleges including Harvard Medical School, Northeastern, and Berklee College of Music, Simmons, WIT and more. Excellent transit access with Green Line (E & D) and bus routes (39, 66, 65, 60, 14, CT3) just steps away. Strong rental demand driven by nearby universities and hospitals makes this a prime investment opportunity. Lovingly maintained by the same family for nearly 50 years. Opportunities in this highly sought-after Longwood area are rare—don’t miss out. Open House Sat 11-12:30 (3/28))

884 Huntington Ave, Boston

Listing courtesy of Listing Agent: May Mai from Listing Office: PWK Realty LLC.
77-79 Wensley St, Boston
$1,360,000
6 Beds ⋅ 4 Baths ⋅ 73542890 MLS
Rare turn-key, roomy 2-family duplex on "triple-size" lot with 5+ off-street parking in quiet part of high-demand neighborhood - Mission Hill. Built in 1988 with upgrades over the years. 2 apartments used as 4 bedrooms each with leases in place til September 2027 at $10,000 rent/month starting September 2026, with increases possible in September 2027. Delightful 2-level suburban-feel living with a bonus 3rd level to the house: a finished walk-out lower level that is not included in the City's living-area records. Open kitchen/dining areas and good-size yard. This is an easy-to-lease income property with hardly any maintenance - no shared common area in the building. All separate utilities including 2 water meters, paid for by the tenants. Easily converted to condos as-is, with the possibility of getting approvals to build additional units.

77-79 Wensley St, Boston

Listing courtesy of Listing Agent: Eric D. Berke from Listing Office: Eric Berke.
36 Alleghany Street, Boston
$1,150,000
8 Beds ⋅ 3 Baths ⋅ 73516747 MLS
Rare Mission Hill Victorian offering exceptional flexibility for investors, developers, owner-occupants, or multi-generational living. Available individually or as part of a package with the attached mirror-image residence for a unique large-scale ownership opportunity. Built approximately 1865, this expansive 8 bedroom, 2.5-bath single-family features soaring ceilings, oversized rooms, original architectural detail, and a versatile layout ideal for customization or investment optimization. Includes formal living and dining rooms, office, sunroom, and multiple common areas. Major exterior upgrades completed 3 years ago include new roof, siding, windows, and substantial renovation work. Approx. 750 sq ft basement with high ceilings and separate entrance offers ADU/in-law or rental potential (buyer to do due diligence). Potential for off-street parking via rear easement. Prime location near Longwood Medical, universities, transit, restaurants, and downtown Boston. Pro-forma available.

36 Alleghany Street, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.
34 Alleghany Street, Boston
$1,150,000
8 Beds ⋅ 3 Baths ⋅ 73516710 MLS
Rare Mission Hill Victorian offering exceptional flexibility for investors, developers, owner-occupants, or multigenerational living. Available individually or together with the attached mirror-image residence for a rare ownership opportunity. Built approximately in 1865, this expansive 8-bedroom, 2.5-bath single-family home is rich with original detail & character, featuring soaring ceilings, oversized rooms, formal living & dining spaces, office, sunroom, multiple common areas, & a versatile layout ideal for customization, rental income, or long-term value creation. Major exterior improvements completed approximately 3 years ago include new roof, siding, windows, & extensive exterior renovation work. Approx. 750 sq ft basement with high ceilings & separate entrance offers potential for ADU, in-law, or rental space. Potential off-street parking via rear easement. Near Longwood Medical Area, universities, public transportation, restaurants, & downtown Boston. Pro-forma available.

34 Alleghany Street, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.
35 Ellingwood Unit 35, Boston
$650,000
3 Beds ⋅ 2 Baths ⋅ 73528110 MLS
Rarely available Back of the Hill Townhouses condo providing an excellent opportunity for homeowners or investors alike. Beautifully renovated 3-bedroom / 2-bath townhouse offering over 1,300 square feet of living space across three levels. Featuring a recently updated kitchen and bathrooms, & hardwood floors throughout. The top floor offers an open-concept kitchen, living, and dining area with high ceilings and excellent natural light. The second floor offers a generously sized primary bedroom with abundant closet space. There is also In-unit laundry and a large unfinished basement/storage area providing great extra space. Flexible layout with 2 rooms capable of being used as bedrooms, offices, or dens. Ideally located on a quiet cul-de-sac just minutes from the Green Line (Heath Street) and the 39 Bus, offering an easy commute to Longwood Medical Area, MCPHS, Harvard Medical School, Northeastern University, and nearby hospitals. Easy parking.

35 Ellingwood Unit 35, Boston

Listing courtesy of Listing Agent: Marc Waterfall from Listing Office: Grove Property Group.
7 Eugene Circle Unit B, Boston
$650,000
2 Beds ⋅ 1 Baths ⋅ 73474151 MLS
Nestled at the foot of Mission Hill this 2 bed,1 bath condominium built in 1988 offers Boston's finest qualities on the Jamaica Plain line. Located across from the MBTA's E line delivering one to premier medical and research facilities as well as distinguished academic institutions around Boston and surrounding communities. Enjoy active or passive recreation at nearby Jamaica Pond, catch a game at Fenway Park or dine in Brookline Village conveniently located minutes from your front door & deeded parking spot. The condo has high ceilings and updated finishes in the open concept living/dining area featuring ss appliances and an oversize quartz countertop ideal for prepping and entertaining. Engineered hardwood flows throughout this quaint 2nd floor corner unit with newer Harvey windows and young flat roof. Untap the potential in the exclusively deeded 500 sq foot basement. Low condo fee, low taxes, high ownership ratio plus in unit washer/dryer. OHs this weekend or set up a private tour.

7 Eugene Circle Unit B, Boston

Listing courtesy of Listing Agent: Brian Clinton from Listing Office: Donahue Real Estate Co..
166 Terrace Street Unit PH2, Boston
$605,000
2 Beds ⋅ 2 Baths ⋅ 73538745 MLS
Crafted from a 19th century warehouse, this unique property says welcome home. Your penthouse duplex features an expansive master suite with double closets, walk in shower and laundry room. The second level offers a well equipped open kitchen with island, living room, office nook, full bathroom and second bedroom with its own large closet. You will also find your own private rooftop terrace. Two garage parking spaces are included in the price. The building was converted with efficiency in mind, as evidenced by its LEED platinum certification. Conveniently located near Longwood Medical area, subway and highway. First open house Saturday June 20th 1:00pm - 2:30pm.

166 Terrace Street Unit PH2, Boston

Listing courtesy of Listing Agent: Paul B. Campano from Listing Office: Keller Williams Realty Boston Northwest.
10 Ellingwood, Boston
$575,000
3 Beds ⋅ 2 Baths ⋅ 73534958 MLS ⋅ ['Back Of The Hill Condos'] BLDG.
PRICE DROP! This HOP income-restricted home is ideal for first-time homebuyers (3+ household size). Current 80% AMI limits for 2026: 1p $96,000 | 2p $109,700 | 3p $123,400 | 4p $137,100 | 5p $148,100 | 6p $159,050. Asset limit $100-150K (retirement excluded) with a lot of flexibility, don't let this stop you. Income & assets verified at closing only. This spacious 3BR/2BA with an office in 3-level condo (~ 500 sq ft on each floor) on a quiet dead-end cul-de-sac in Mission Hill features a small garden in front, GORGEOUS updated kitchen with high ceilings, walk-in & built-in closets, patio, and partial city views. Just a 4-minute walk to the Green Line E and minutes to Longwood Medical Area. $440 HOA covers water/sewer, trash, landscaping, snow removal & pest control. On street parking with spots available in front of unit with permit or farther down the street without neighborhood permits. Market value over 250K asking.

10 Ellingwood, Boston

Listing courtesy of Listing Agent: Sung Yun Lee from Listing Office: LAER Realty Partners.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.

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