Cheap Apartments for Rent in the Medford Hillside Neighborhood of Medford, MA from $1,700 (44 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Medford Hillside area of Medford.

property at 274 Boston

274 Boston

MedfordMA02155
property at 24-26 Marshall St

24-26 Marshall St

MedfordMA02155
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14 Cotting St, Unit 3
$2,350
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350
2 Bedroom Apartment Available Now

14 Cotting St, Unit 3

14 Cotting StMedford, MA 02155
Affordability
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26 Marshall St, Unit 1
$2,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800
3 Bedroom Apartment Available Now

26 Marshall St, Unit 1

26 Marshall StMedford, MA 02155
Affordability
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50 Hamilton St, Unit 2
$2,950
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950
3 Bedroom Apartment Available Now

50 Hamilton St, Unit 2

50 Hamilton StMedford, MA 02155
Affordability

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

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59 Quincy St, Unit 1
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
3 Bedroom Apartment Available Now

59 Quincy St, Unit 1

59 Quincy StMedford, MA 02155
Furnished
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48 Chester Ave, Unit 1
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
3 Bedroom Apartment Available Now

48 Chester Ave, Unit 1

48 Chester AveMedford, MA 02155
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293 Boston Ave, Unit 2
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
3 Bedroom Apartment Available Now

293 Boston Ave, Unit 2

293 Boston AveMedford, MA 02155
property at 52 Winter St

52 Winter St

MedfordMA02155
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67 Orchard St, Unit 1
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
3 Bedroom Apartment Available Now

67 Orchard St, Unit 1

67 Orchard StMedford, MA 02155
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29 Capen St
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
2 Bedroom Apartment Available Now

29 Capen St

29 Capen StMedford, MA 02155
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29 Capen St
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
2 Bedroom Apartment Available Now

29 Capen St

29 Capen StMedford, MA 02155

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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294 Boston Ave, Unit 1
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
3 Bedroom Apartment Available Now

294 Boston Ave, Unit 1

294 Boston AveMedford, MA 02155
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29 Capen St, Unit #2
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
2 Bedroom Apartment Available Now

29 Capen St, Unit #2

29 Capen StMedford, MA 02155
Cost Per Sq.Ft.
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60 Hamilton St, Unit 1
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
3 Bedroom Apartment Available Now

60 Hamilton St, Unit 1

60 Hamilton StMedford, MA 02155
property at 82 Conwell Ave

82 Conwell Ave

SomervilleMA02144
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110 W Quincy St, Unit 1
$2,500
Total Monthly Price9 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500
2 Bedroom Apartment Available Now

110 W Quincy St, Unit 1

110 W Quincy StSomerville, MA 02144
Affordability
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69 Raymond Ave, Unit 1R
$2,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600
2 Bedroom Apartment Available Now

69 Raymond Ave, Unit 1R

69 Raymond AveSomerville, MA 02144
Affordability
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69 Raymond Ave, Unit 1R
$2,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600
2 Bedroom Apartment Available Now

69 Raymond Ave, Unit 1R

69 Raymond AveSomerville, MA 02144
Cost Per Sq.Ft.

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

property at 7 High St

7 High St

SomervilleMA02144
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94 North St, Unit 1
$2,995
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,995

Total Monthly Price
$2,995
3 Bedroom Apartment Available Jan 1, 2026

94 North St, Unit 1

94 North StSomerville, MA 02144
Cost Per Sq.Ft.
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94 North St, Unit 94
$2,995
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,995

Total Monthly Price
$2,995
3 Bedroom Apartment Available Jan 1, 2026

94 North St, Unit 94

94 North StSomerville, MA 02144
Affordability
property at 186 Powder House Blvd

186 Powder House Blvd

SomervilleMA02144
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96 Conwell Ave, Unit 2
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
3 Bedroom Apartment Available Now

96 Conwell Ave, Unit 2

96 Conwell AveSomerville, MA 02144
Affordability

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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186 Powder House Blvd, Unit 2
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
2 Bedroom Apartment Available Now

186 Powder House Blvd, Unit 2

186 Powder House BlvdSomerville, MA 02144
Affordability
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66 North St
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
2 Bedroom Apartment Available Now

66 North St

66 North StSomerville, MA 02144
Affordability
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69 Raymond Ave, Unit 1R
$3,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100
2 Bedroom Apartment Available Now

69 Raymond Ave, Unit 1R

69 Raymond AveSomerville, MA 02144
Affordability
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34 Sunset Rd, Unit 2
$3,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100
3 Bedroom Apartment Available Now

34 Sunset Rd, Unit 2

34 Sunset RdSomerville, MA 02144
Affordability
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69 Conwell Ave, Unit 1
$3,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100
3 Bedroom Apartment Available Now

69 Conwell Ave, Unit 1

69 Conwell AveSomerville, MA 02144
Affordability

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

property at 69 Raymond Ave

69 Raymond Ave

SomervilleMA02144
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33 High St, Unit 1
$3,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100
2 Bedroom Apartment Available Dec 31

33 High St, Unit 1

33 High StSomerville, MA 02144
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Medford Hillside, Medford, MA Local Guide

Best Value Apartments for Rent in Medford Hillside, MA

As of December 12, 2025 the best value apartment in the Medford Hillside area is the $0.30 price per square foot 96 Conwell Ave Model at 96 Conwell Ave, Unit 1 in the in the Strawberry Hill neighborhood starting from $3,000. The second greatest value Medford Hillside apartment is the 96 Conwell Ave Model at 96 Conwell Ave, Unit 1 starting at $3,300 with a $0.33 price per square foot in the Strawberry Hill neighborhood. Here is today’s list of the best values for Medford Hillside apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
96 Conwell Ave, Unit 196 Conwell Ave2BR,1BA$0.30
96 Conwell Ave, Unit 196 Conwell Ave3BR,1BA$0.33
96 Conwell Ave, Unit 296 Conwell Ave3BR,1BA$0.33
96 Conwell Ave, Unit 396 Conwell Ave3BR,1BA$0.33
96 Conwell Ave, Unit 296 Conwell Ave2BR,1BA$0.30
96 Conwell Ave, Unit 196 Conwell Ave2BR,1BA$0.30
79 Capen St, Unit 179 Capen St2BR,1BA$0.27
69 Raymond Ave, Unit 1R69 Raymond Ave2BR,1BA$0.26
29 Capen St, Unit #229 Capen St2BR,1.5BA$0.30
69 Raymond Ave, Unit 1R69 Raymond Ave2BR,1BA$0.26

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Pet Friendly Lifestyle
Medford Hillside, Medford, MA

Ranked #7

Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Getting Around the Medford Hillside Neighborhood in Medford, MA

Walk Score®

81 / 100

Very Walkable

Most errands can be accomplished on foot

Bike Score®

76 / 100

Very Bikeable

Biking is convenient for most trips

Transit Score®

49 / 100

Some Transit

A few nearby public transportation options

Expert Rental Resources

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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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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.