Cheap Apartments for Rent in Portland, CT from $800 (31 Rentals)

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Search the lowest-cost Apartments available for rent right now in Portland.

property at 565 E Main St

565 E Main St

MiddletownCT06457
property at 58 Washington St

58 Washington St

MiddletownCT06457
property at 251 Court St

251 Court St

MiddletownCT06459
property at 3 Omo St

3 Omo St

MiddletownCT06457

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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4 Erin St
1 to 2 Bedroom Apartments

4 Erin St

4 Erin StMiddletown, CT 06457
  • Smoke Free
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178 Pearl St
1 to 2 Bedroom Apartments

178 Pearl St

178 Pearl StMiddletown, CT 06457
  • Utilities Included
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35 Bretton Rd
1 to 2 Bedroom Apartments

35 Bretton Rd

35 Bretton RdMiddletown, CT 06457

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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41 Bretton Rd
1 Bedroom Apartments

41 Bretton Rd

41 Bretton RdMiddletown, CT 06457
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660 High St
1 Bedroom Apartments

660 High St

660 High StMiddletown, CT 06457
  • Utilities Included
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Stoneycrest Tower
Studio to 2 Bedroom Apartments

Stoneycrest Tower

352 Newfield StMiddletown, CT 06457
Senior Living
  • Utilities Included
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144 Pearl St
1 to 2 Bedroom Apartments

144 Pearl St

144 Pearl StMiddletown, CT 06457
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135 Pearl Street
1 Bedroom Apartments

135 Pearl Street

135 Pearl StMiddletown, CT 06457
  • Utilities Included
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33 Bretton Road
1 Bedroom Apartments

33 Bretton Road

33 Bretton RdMiddletown, CT 06457
  • Utilities Included
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150 Pearl St
1 to 2 Bedroom Apartments

150 Pearl St

150 Pearl StMiddletown, CT 06457
  • Utilities Included

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.

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Rockwood Manor
1 to 2 Bedroom Apartments

Rockwood Manor

35 Grimes RdRocky Hill, CT 06067
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Newfield Towers
Studio to 2 Bedroom Apartments

Newfield Towers

220 Newfield StMiddletown, CT 06457
Senior Living
  • Utilities Included
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Willowcrest
1 to 3 Bedroom Apartments

Willowcrest

63 Stoneycrest DrMiddletown, CT 06457
  • Utilities Included
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Stoneycrest Apartments
1 to 3 Bedroom Apartments

Stoneycrest Apartments

110 Stoneycrest DrMiddletown, CT 06457
  • Utilities Included
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Saybrook Apartments
1 to 2 Bedroom Apartments

Saybrook Apartments

15 Summer Hill RdMiddletown, CT 06457
  • Utilities Included
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70 Lake St
1 to 2 Bedroom Apartments

70 Lake St

70 Lake StMiddletown, CT 06457
  • Utilities Included

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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4 S Park Pl
1 Bedroom Apartments

4 S Park Pl

4 S Park PlCromwell, CT 06416
  • Utilities Included
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9 Erin St
2 Bedroom Apartments

9 Erin St

9 Erin StMiddletown, CT 06457
  • Utilities Included
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Saybrook Townhouses
1 to 2 Bedroom Apartments

Saybrook Townhouses

987-1005 Saybrook RdMiddletown, CT 06457
  • Utilities Included

Portland, CT Local Guide

Cheapest Available Portland Apartments for Rent and Nearby

 

The cheapest available apartment rental in Portland, CT is a 1 Bed unit found at Woodrow Wilson Apartments in the Ponsett Ridge neighborhood priced from $1,250. Highview Apartments in the Durham East Haddam neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,395. Here is today’s list of the most affordable Portland apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Woodrow Wilson Apartments1 Bedroom1BR,1BA$1,250
Highview ApartmentsOne Bedroom1BR,1BA$1,395
Meadoway Gardens11BR,1BA$1,400
Stillman School ApartmentsStudioStudio,1BA$1,450
On Ward Apartments1 Bed, 1 bath1BR,1BA$1,500
South Green ApartmentsOne Bedroom1BR,1BA$1,559

Best Value Apartments for Rent in Portland, CT and Nearby

As of November 02, 2025 the best value apartment in the Portland area is the $1.39 price per square foot 2 BR Model at 562 Main St in the in the Durham East Haddam neighborhood starting from $1,600. The second greatest value Portland apartment is the 7 Maple St Model at 7 Maple St, Unit 2ND FLOOR starting at $1,695 with a $1.48 price per square foot in the East Hampton Portland neighborhood. Here is today’s list of the best values for Portland apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
562 Main St2 BR2BR,1BA$1.39
7 Maple St, Unit 2ND FLOOR7 Maple St2BR,1BA$1.48
73 Stack St, Unit 73 1st Floor73 Stack St2BR,1BA$1.61
16 Lake St, Unit 16 Lake Street 2 West16 Lake St2BR,1BA$1.63
The Wilcox1B/1B Loft1BR,1BA$1.89
Highview ApartmentsOne Bedroom1BR,1BA$1.74
50 Grand St, Unit Lower Level50 Grand St1BR,1BA$1.87
Woodrow Wilson Apartments1 Bedroom1BR,1BA$1.79
Stillman School ApartmentsStudioStudio ,1BA$2.07
42 Silver St, Unit 142 Silver St1BR,1BA$1.90

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

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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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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Portland, CT Rentals by Map

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Getting Around Portland, CT

Walk Score®

41 / 100

Car-Dependent

Most errands require a car

Bike Score®

26 / 100

Somewhat Bikeable

Minimal bike infrastructure

Frequently Asked Questions about Cheap Portland Apartments

What is the Cheapest Studio apartment in Portland?

Currently the most affordable Cheap Studio Apartment in Portland is at Stillman School Apartments listed at $1,450.

How much is rent for a Cheap One Bedroom Portland Apartment?

The lowest price for a Cheap One Bedroom Portland Apartment is $1,250 at Woodrow Wilson Apartments.

What is the lowest price for a Cheap Two Bedroom Portland Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Portland is starting from $1,600 at The Wilcox.

What is the most affordable Portland Three Bedroom Apartment?

The best deal on a cheap Portland Three Bedroom Apartment rental is at The Wilcox and starts from $1,600.

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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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.

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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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The Rental Move-In Inspection Checklist: A Guide for Renters

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.

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

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.