Cheap Homes for Rent in Highland Park Neighborhood of Boston, MA from $700 (18 Rentals)

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Search the lowest-cost Homes available for rent right now in the Highland Park area of Boston.

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property at 27 Dudley St

27 Dudley St, Unit 7

27 Dudley St
BostonMA02119

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Showing Results 1-18, Page 1 of 1

Cheapest Available Highland Park Apartments for Rent

 

The cheapest available apartment rental in the Highland Park area of Boston, MA is a 2 Beds unit found at Jackson Commons II priced from $1,301. 17 Burney has the second lowest priced unit, which is a Studio apartment currently listed from $2,400. Here are the most affordable Highland Park apartments for rent in Boston, MA:

Apartment ListingModel NameBed/BathPriced From
Jackson Commons II2 Beds, 1 bath2BR,1BA$1,301
17 BurneyStudio Available Now - Jan 1.Studio,1BA$2,400
250 CentreStudioStudio,1BA$2,450

Best Value Apartments for Rent in Highland Park, MA

As of December 07, 2025 the best value apartment in the Highland Park area is the $0.43 price per square foot 53 Fort Ave Model at 53 Fort Ave, Unit 3 in the in the Roxbury neighborhood starting from $4,300. The second greatest value Highland Park apartment is the 129 Cedar St Model at 129 Cedar St, Unit 1 starting at $4,100 with a $0.41 price per square foot in the Roxbury neighborhood. Here is today’s list of the best values for Highland Park apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
53 Fort Ave, Unit 353 Fort Ave3BR,1BA$0.43
129 Cedar St, Unit 1129 Cedar St4BR,2BA$0.41
2 Folsom Ave, Unit 3##2 Folsom Ave4BR,1.5BA$0.36
137 Centre St, Unit 1137 Centre St2BR,1BA$0.26
44 Guild St, Unit 344 Guild St3BR,1BA$0.30
733 Parker St, Unit 733 Parker733 Parker St3BR,1BA$0.31
733 Parker St, Unit 2733 Parker St4BR,1BA$0.35
733 Parker St, Unit 2733 Parker St4BR,1BA$0.35
47 Beech Glen St, Unit 147 Beech Glen St3BR,1.5BA$0.39
1451 Tremont St, Unit 1480-W4101451 Tremont StStudio ,1BA$0.41

Frequently Asked Questions about Highland Park

What type of rentals are currently available in Highland Park?

There are currently 337 Apartments for Rent in Highland Park, MA with pricing that ranges from $1,000 to $11,600. There are also 188 Single Family Homes for rent, Condos, and Townhome rentals currently available in Highland Park ranging from $750 to $14,000.

What is the current price range for Rental Homes in Highland Park?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Highland Park ranges from $750 to $14,000 with an average monthly rent of $6,678.

How much are larger Three and Four Bedroom Rentals in Highland Park?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Highland Park range from $1,400 to $6,013, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,125 to $5,525. Four Bedroom Single-Family rentals are also available starting from $750 and Four Bedroom Apartments start at $3,150.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

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The 10 Best Affordable Neighborhoods in Boston, MA

Written by: Amelia Ramstead

Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate!