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Explore Similar Apartments Within 2 Miles of Hillside Street, MA

  • /15

    $879,999

    • 4 Beds
    • 2 Baths
    • 2,029 Sq Ft

    23 Garfield Ave, Hyde Park, MA 02136

    Welcome to 23 Garfield Avenue, a beautifully maintained two-family home nestled in the highly sought-after Fairmount Hill neighborhood of Hyde Park!This versatile property offers a fantastic opportunity for owner-occupants, investors, or multigenerational living. Each spacious unit features 2 bedrooms and 1 full bath, with sun-filled living rooms, formal dining areas, and well-appointed kitchens.

    Andre Fuller Spellman Fuller Realty, LLC

    23 Garfield Ave, Hyde Park, MA 02136
  • /42

    $1,297,000 Open Sat 11AM - 12:30PM

    • 12 Beds
    • 4 Baths
    • 3,243 Sq Ft

    190 Common St, Quincy, MA 02169

    Rare investment or 1031 exchange opportunity in West Quincy. Certified de-leaded 4-family located at the end of a cul-de-sac in a quiet neighborhood near MBTA, bus lines, schools, shopping, and major highways. All four units may be delivered vacant and fully refurbished—ideal for owner-occupants or investors seeking market-rate rents. Unit 2 is currently occupied by a tenant-at-will. Property

    Declan O'Toole SelectRE Boston

    190 Common St, Quincy, MA 02169
  • /35

    $1,399,000 Open Sat 11AM - 12:30PM

    • 6 Beds
    • 2 Baths
    • 3,228 Sq Ft

    15 Fairfax Rd, Milton, MA 02186

    Meticulously maintained and full of character, this spacious 2-family home in desirable Columbine Cliffs offers incredible versatility and potential. Each unit features 3 generous bedrooms, 1 full bath, a cozy fireplace, and a sun-drenched four-seasons room—perfect for relaxing year-round. Thoughtful updates blend seamlessly with original charm. The beautifully landscaped backyard includes a

    Jeffrey Hsu Coldwell Banker Realty - Milton

    15 Fairfax Rd, Milton, MA 02186
  • /42

    $1,699,986 Open Sat 12PM - 2PM

    • 8 Beds
    • 4 Baths
    • 3,456 Sq Ft

    29 Oconnell Ave, Quincy, MA 02169

    Rare opportunity to own a massive 4-family home styled like a condominium building, ideally situated in one of Quincy's most sought-after neighborhoods. Each of the four identical units features 2 bedrooms and 1 full bath, plus a private garage space underneath. Additional highlights include ample off-street parking and an expansive backyard, rare finds in multi-family homes! Long-term tenants

    Ahmet Tasgin United Brokers

    29 Oconnell Ave, Quincy, MA 02169
  • /7

    $885,900

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    5 Laurel Rd, Milton, MA 02186

    INVESTORS here's a chance to secure a 2-family investment property on a quite street with a paved driveway and detached 2 car garage. The property is OCCUPIED, SOLD-AS IS / WHERE IS with NO ACCESS TO PROPERTY, DO NOT DISTURB OCCUPANTS. It is a criminal offense to trespass on this property. Buyer agrees to take the property AS-IS. All auction properties are subject to a 5% buyers premium pursuant

    Maureen Hunte The Hunte Group REALTORS®

    5 Laurel Rd, Milton, MA 02186
  • /22

    $1,465,000

    • 8 Beds
    • 3 Baths
    • 2,285 Sq Ft

    801 Granite St, Braintree, MA 02184

    Location, Location, Location! Don’t miss this rare opportunity to own a fully updated 3-family home perfectly located near the highway and Braintree High School. Enjoy the convenience of nearby shopping malls, scenic Sunset Lake, and everything Braintree has to offer. Two units are currently occupied, and one unit is vacant—move-in ready for the lucky new owner. Ideal for both owner-occupants

    Duong Nguyen CRK Group, LLC

    801 Granite St, Braintree, MA 02184
  • /38

    $1,680,000

    • 6 Beds
    • 6 Baths
    • 2,916 Sq Ft

    111-113 Pleasant St, Milton, MA 02186

    Nestled in the heart of Milton, this pristine multi-family home offers 3 spacious bedrms & 2.5 bths in each unit creating an ideal layout for families or investors alike. The 1st fl. boasts a welcoming open-concept design, seamlessly connecting the living & dining areas, a stylish kitchen w/ granite countertops & stainless-steel appliances, & convenient laundry access. On the 2nd floor, you'll

    Paul Rege Kelley & Rege Properties, Inc.

    111-113 Pleasant St, Milton, MA 02186
  • /38

    $900,000

    • 6 Beds
    • 2.5 Baths
    • 2,735 Sq Ft

    127-129 Blue Hills Pkwy, Milton, MA 02186

    Don’t miss this rare chance to upgrade a spacious 2-family home in highly desirable Milton. Perfect for savvy investors/contractors! This property needs TLC but offers endless potential for value-added improvements. Each unit offers generous layouts with strong rental or resale potential. Unit 1 includes a large living/dining room combo, eat-in kitchen, gutted bathroom ready for your renovation

    Bernice Osborne Keller Williams Realty

    127-129 Blue Hills Pkwy, Milton, MA 02186
  • /32

    $1,100,000

    • 6 Beds
    • 4.5 Baths
    • 5,045 Sq Ft

    15 Hamilton St, Hyde Park, MA 02136

    Attention Buyers, contractors, investors, etc.! Here's a Great chance to own 2 unit property w/ 3 family potential. There are 3 bedrooms located on each floor. An accessible roll-in shower and exterior ramps on 1st floor unit. 2000 sq. ft. unfinished basement with lots of potential. Plenty of off street parking and a partially fenced yard located on a quiet street a few houses from a park. and a

    Diane Darrah Nordberg RE/MAX Executive Realty

    15 Hamilton St, Hyde Park, MA 02136
  • /11

    $899,000

    • 6 Beds
    • 3 Baths
    • 2,350 Sq Ft

    71 Davison St, Hyde Park, MA 02136

    Fantastic Investment or Owner-Occupant Opportunity in Hyde Park!Spacious and versatile 2-family home with in-law suite—perfect for investors, multi-generational living, or owner-occupants looking to offset their mortgage. This well-maintained property features 5+ bedrooms and 3 full bathrooms across three levels, with long-term tenants already in place, providing immediate rental income.The

    Vanessa Duguerre Coldwell Banker Realty - Easton

    71 Davison St, Hyde Park, MA 02136
  • /42

    $1,600,000 Open Sat 11:30AM - 12:30PM

    • 9 Beds
    • 5 Baths
    • 4,600 Sq Ft

    1135-1137 Hyde Park Ave, Boston, MA 02136

    ***Seller offering Rate Buy down*** Unlock incredible income potential with this brand-new, luxurious 2-family property, offering the exciting possibility of a 3rd Accessory Dwelling Unit (ADU) on the lower level. This isn't just a multi-family; it's a versatile lifestyle investment designed for maximizing strong rental returns or flexible owner-occupancy. This massive luxury property features

    Jeremy Brandon Thumbprint Realty, LLC

    1135-1137 Hyde Park Ave, Boston, MA 02136
  • /22

    $1,680,000

    • 6 Beds
    • 8 Baths
    • 3,216 Sq Ft

    403405 Reedsdale Rd, Milton, MA 02186

    Milton—Rare find! This fully renovated 2016 duplex offers 5 rooms, 3 bedrooms, and 2.5 baths. The first floor features a spacious kitchen with stainless steel appliances, granite countertops, an open living/dining area, and first-floor laundry. The second floor boasts 2 bedrooms and 2 full baths, while the third-floor bedroom includes a walk-in closet. A generous yard is ideal for summer

    Paul Rege Kelley & Rege Properties, Inc.

    403405 Reedsdale Rd, Milton, MA 02186
  • /2

    $1,199,000

    • 6 Beds
    • 2 Baths
    • 3,732 Sq Ft

    20 Massasoit St, Boston, MA 02136

    Don’t miss an opportunity to own this one-of-a-kind Hyde Park two-family built in 2013.The first-floor features 3 bedrooms,1 bath with living room/dining room, eat-in kitchen. The second floor has 3 bedrooms,1 bath, living room/dining room, eat-in kitchen, an unfinished basement and the attic awaiting for your personal touch,Central A/C in each unit, hardwood floors throughout, separate gas

    Richard Maurice Diamond Realty Professionals

    20 Massasoit St, Boston, MA 02136

Why Live in Hillside Street

Hillside Street in Milton features homes with Cape Cod, Colonial Revival, and New Englander designs, dating from the early 1800s to mid-1900s. Many properties have backyards that open to forests and trails. The neighborhood is near Blue Hills Reservation, offering extensive hiking trails, mountain biking, and views of the Boston skyline. Kelly Field provides a playground and sports fields, while the Wollaston Golf Club offers an 18-hole course and social events. Dining options include Newcomb Farms Restaurant, known for all-day breakfast, and Steel & Rye, popular for brunch and craft cocktails. Grocery shopping is convenient with Star Market in Dorchester and America's Food Basket in Mattapan. Annual events like the Milton Music Fest in June and Milton Porchfest in September bring the community together. Commuters have access to Interstate 93, Blue Hill Avenue, and multiple Massachusetts Bay Transit Authority stations. The Beth Israel Deaconess Hospital’s Milton branch is less than 2 miles away, and Boston Logan International Airport is about 13 miles away. Schools in the area are highly rated, with students attending Tucker Elementary School, Charles S. Pierce Middle School, and Milton High School, which is noted for its French immersion program. For higher education, Curry College is nearby.

Home Trends in Hillside Street, MA

Housing Trends

Median Sale Price
$1,475,000
Median Single Family Sale Price
$1,512,500
Average Price Per Sq Ft
$579
Number of Homes for Sale
5
Last 12 months Home Sales
7
Months of Supply
8.60
Median List Price
$1,437,500
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
7%
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