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$10,000,000
73463347 MLS
The property is situated in the Mission Hill neighborhood of Boston, conveniently located near Jamaica Plain, Brookline, Roxbury, and Fenway. Public transportation access is excellent, with the Green Line (Heath Street/Brigham Circle stops) and the Orange Line providing easy connectivity. With its proximity to Longwood Medical Area, the area is home to major employers and institutions such as Brigham and Women Hospital, VA Medical Center, New England Baptist Hospital, Harvard Medical School, Wentworth Institute of Technology, and Northeastern University. Nearby attractions include the Museum of Fine Arts, the Isabella Stewart Gardner Museum, and Symphony Hall. Mission Hill residents are treated to stunning views of the Boston skyline from Sheehy Park and Kevin W. Fitzgerald Park. For nature lovers, the Emerald Necklace park system, designed by Frederick Law Olmsted, provides scenic outdoor spaces.

40 Fisher Ave, Boston

Listing courtesy of Listing Agent: Albert Bouchie from Listing Office: .
$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.
$3,250,000
14 Beds ⋅ 7 Baths ⋅ 73456177 MLS
A rare, fully renovated three-family in Mission Hill delivering $22,000 per month in income with a projected 7.5% cap rate by September 2026. The property sits near the Longwood Medical Area and is surrounded by Northeastern, Harvard Medical, Wentworth, MCPHS, and MassArt. 97 Hillside Street offers 14 bedrooms and 7 baths across three luxury, like-new units designed for maximum rentability. Each residence features open-concept living, quartz and stainless kitchens, hardwood floors, tiled baths, in-unit laundry, private outdoor space, and separately metered utilities. All major systems have been replaced including HVAC, tankless hot water, plumbing, electrical, sprinklers, and roof, creating a truly low-maintenance and high-yield asset. With exceptional access to the Orange Line, Green Line, 39 Bus, 66 Bus, hospitals, universities, and Brigham Circle amenities, this property offers a turnkey investment in one of Boston’s most consistently high-demand rental markets.

97 Hillside Street, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.
$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.
$2,790,000
14 Beds ⋅ 4 Baths ⋅ 73440987 MLS
22 Fisher Ave delivers what every investor wants but rarely finds: a renovated, fully leased, and already performing property at a 6% cap rate with growth to 7% by 2026 - all in the heart of Mission Hill. Seller financing is available at 5% interest-only for well-qualified buyers, creating below-market leverage and exceptional returns. Just 0.7 miles to the Orange Line and minutes to the Green Line, 39 and 66 buses, this location sits at the center of Boston’s most desirable/high demand rental neighborhoods. Steps from the Longwood Medical Area and top institutions including Northeastern, Wentworth, MCPHS, MassArt, Simmons, and Harvard T.H. Chan School of Public Health, it offers unmatched stability and appreciation potential. Three turnkey units feature granite counters, stainless steel appliances, tiled baths, hardwood floors, recessed lighting, private decks, parking for three cars, and a shared backyard. Predictable cash flow today, built-in upside tomorrow.

22 Fisher Avenue, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.
$2,385,000
11 Beds ⋅ 1 Baths ⋅ 73460782 MLS
143 Hillside Street is a three family building located in the sought after Mission Hill Submarket which consistently is one of the strongest rental markets in the entire city of Boston. This property consists of (1) 3 Bedroom/1 Bathroom unit and (2) Four Bedroom/One Bathroom units. The building is currently 100% occupied and leased through the fall of 2026. This commuter location provides easy access to Northeastern, Wentworth, MASSart and Longwood Medical. The Green Line MBTA is a short walk from the property.

143 Hillside, Boston

Listing courtesy of Listing Agent: Evan Griffith from Listing Office: Marcus & Millichap Real Estate Investment Services.
$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.
$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.
$2,200,000
12 Beds ⋅ 4 Baths ⋅ 73460801 MLS
91-93 Calumet Street is a three family building located in the sought after Mission Hill Submarket which consistently is one of the strongest rental markets in the entire city of Boston. This property consists of (1) 3 Bedroom/1 Bathroom unit and (2) Four Bedroom/One Bathroom units as well as four Parking Spaces. The building is currently 100% occupied and leased through the fall of 2026. This commuter location provides easy access to Northeastern, Wentworth, MASSart and Longwood Medical. The Green Line MBTA is a short walk from the property.

91-93 Calumet, Boston

Listing courtesy of Listing Agent: Evan Griffith from Listing Office: Marcus & Millichap Real Estate Investment Services.
$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.
$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.
$1,800,000
9 Beds ⋅ 3 Baths ⋅ 73435624 MLS
Prime investment opportunity to own this 3 family in one of Boston's coveted Mission Hill neighborhoods. This home has been in the same family for many years and is ready for a new owner/investor to renovate 4600+ sq ft with bonus walk-up attic with approximately 800sq ft of additional living space. Rare two car garage with 4 additional parking spaces. House is need of rehab and is being sold "as is". Perfectly Located just a short distance from Longwood Medical Area, the Orange Line at Roxbury Crossing and the Green Line at Brigham Circle. Close to restaurants, shopping, cafe's & universities. Don't miss this opportunity!

7 Oswald St, Boston

Listing courtesy of Listing Agent: Ari Koufos from Listing Office: Realty Executives.
$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.
$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.
$863,000
4 Beds ⋅ 2 Baths ⋅ 73376186 MLS
Single-family in incredible Mission Hill location in need of complete gut renovation. This sale is subject to Eastern Division Housing Court Department Docket # 24H84CV000582. The property is to remain under the supervision of the court and the receiver until all violations are corrected and a certificate of occupancy is issued. The sale is subject to Court Approval. Do not enter the property or walk around the premises without being accompanied. The Listing Broker must accompany all visits. Property is to be shown during daylight hours to qualified buyers only. Please review the court order attached to the MLS for the conditions of the sale. Please schedule visits with Chris. THE SELLER ADVISES THAT NO PERSON ENTER THE STRUCTURE LOCATED ON THE PROPERTY DUE TO ITS DANGEROUS CONDITION, and be prepared to sign the Hold Harmless Agreement before being allowed on the property. Offers will be due May 23rd.

18 Eldora St, Boston

Listing courtesy of Listing Agent: Chris Kostopoulos Group from Listing Office: Keller Williams Realty.
$755,000
2 Beds ⋅ 2 Baths ⋅ 73480164 MLS
Offers due Mon. 3/2 @ 1pm in one PDF, please. Perched on Mission Hill you'll find this sophisticated 2-bed, 2-bath condo (built 2006) offering 1-car heated garage parking and refined finishes throughout. The open floor plan features gleaming cherry hardwood floors, crown molding, and a chef’s kitchen with stainless appliances, elegant backsplash, wine fridge, and oversized granite island with seating for four. The living area showcases a gas fireplace and bay window exuding abundant natural light to the space. The primary suite offers a walk-in closet with a spa like ensuite, gas fireplace, and private deck. Second bedroom with ample closet space and can be utilized as a home office as well. Enjoy a second deck off the kitchen area, integrated speakers, in-unit laundry, central air, private storage and pet friendly association. Close to Longwood Medical area, Brookline Village, Jamaica Plain, Emerald Necklace and MBTA Green & Orange Lines.

115 Fisher Avenue Unit 1, Boston

Listing courtesy of Listing Agent: Christian Iantosca Team from Listing Office: Arborview Realty Inc..
$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.
$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..
$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.
$500,000
2 Beds ⋅ 2 Baths ⋅ 73465974 MLS
Don’t miss this updated 2 bed, 2 full bath bi-level condo at 28 Lawn St #1 in desirable Mission Hill/Roxbury! Enjoy the convenience of first-floor living with an easy street-level entry. Freshly painted with polished floors and new lighting throughout. 1 of 3 units in building. It offers a flexible layout with a spacious living room and eat-in kitchen featuring a walk-out balcony overlooking the spacious shared back yard. The main level includes two bedrooms, a full bath, and abundant closet space. A spiral staircase leads to the lower level with an extra-large room used as a third bedroom, full bath, closet, and access to the shared washer/dryer area. Ideally located less than 1 mile to world-renowned universities and hospitals including Brigham & Women’s, Boston Children’s, Beth Israel, New England Baptist, Northeastern University. Ideal for medical professionals, students, or investors. Mins to Jamaica Plain, Brookline, Roxbury, Orange and Green lines, restaurants, and shopping.

28-30 Lawn St Unit 1, Boston

Listing courtesy of Listing Agent: Mia R. Cameron from Listing Office: Fort Hill Brokerage Group.

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