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Rent Specials
$2,530 - $3,175
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowBrainerd Place
69 Marlborough StPortland, CT 06480
2 Bedroom Apartments for Rent in Portland, CT (66 Rentals)
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Rent Specials
$2,510 - $2,985
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowSpringside Middletown
1100 Springside LnMiddletown, CT 06457
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$1,710
Plus Fees
2 Bedroom Apartments Available NowWoodbury Apartments
288 Woodbury CirMiddletown, CT 06457
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$1,900 - $2,000
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowMiddletown at Main
710-712 Main StMiddletown, CT 06457
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$1,700
Plus Fees
2 Bedroom Apartments Available NowWillowcrest
63 Stoneycrest DrMiddletown, CT 06457
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Rent Specials
$1,835 - $2,025
Plus Fees
2 Bedroom Apartments Available NowForest Park
100 West StRocky Hill, CT 06067
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Rent Specials
$2,150 - $2,300
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Now141 Bridge St
141 Bridge StMiddletown, CT 06457
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$2,495 - $3,095
Plus Fees
2 Bedroom Apartments Available NowMidd-Town Apartments
138 College StMiddletown, CT 06457
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$2,100
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,670 - $2,100
Total Monthly Price
$1,670 - $2,100
Meadoway Gardens
121-122 Rose CirMiddletown, CT 06457
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$1,4312 Bedroom Apartments Contact Us For Availability
Wharfside Commons
80 Ferry StMiddletown, 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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Rent Specials
$2,000 - $2,200
Plus Fees12 Month Lease Term
2 Bedroom Apartments Contact Us For AvailabilityWoodrow Wilson Apartments
339 Hunting Hill AveMiddletown, CT 06457
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$1,730
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowStoneycrest Tower
352 Newfield StMiddletown, CT 06457
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$1,700
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowRose Gardens Apartments
121 Rose CirMiddletown, CT 06457
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Rent Specials
$1,845
Plus Fees12 Month Lease Term
2 Bedroom Apartments Contact Us For AvailabilityTheresa A. Rook Retirement Community
501 Rook RdCromwell, CT 06416
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$1,845 - $1,895
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Contact Us For AvailabilityTotal Monthly Price
Base Rent
$1,695 - $1,895
Total Monthly Price
$1,695 - $1,895
Sprucewood Apartments
101-516 Meyers DrRocky Hill, CT 06067
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$1,800 - $1,950
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowOn Ward Apartments
38 Ward StMiddletown, CT 06457
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$1,893
Plus Fees
2 Bedroom Apartments Available NowSouth Green Apartments
65 Church StMiddletown, CT 06457
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$2,495
Total Monthly Price13 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,495
Total Monthly Price
$2,495
179 Butternut St, Unit 7
179 Butternut StMiddletown, CT 06457
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$1,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,700
Total Monthly Price
$1,700
63 Maynard St, Unit 4
63 Maynard StMiddletown, CT 06457
7 Walnut St
MiddletownCT06457
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.
179 Butternut St
MiddletownCT06457
299 Matson Hill Rd
GlastonburyCT06073
63 Maynard St
MiddletownCT06457
59 Park Pl
MiddletownCT06457
75 Birdsey Ave
MiddletownCT06457
36 Walnut St
MiddletownCT06457
22 Green St
MiddletownCT06457
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2 Bedroom Apartments
148 Pearl St
148 Pearl StMiddletown, CT 06457
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2 Bedroom Apartments
4 Erin St
4 Erin StMiddletown, CT 06457
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2 Bedroom Apartments
35 Bretton Rd
35 Bretton RdMiddletown, CT 06457
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.
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2 Bedroom Apartments
144 Pearl St
144 Pearl StMiddletown, CT 06457
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2 Bedroom Apartments
139 Church St
139 Church StMiddletown, CT 06457
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2 Bedroom Apartments
54 Grove St
54 Grove StMiddletown, CT 06457
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2 Bedroom Apartments
31 Rappallo Ave
31 Rappallo AveMiddletown, CT 06457
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2 Bedroom Apartments
27 Spring St
27 Spring StMiddletown, CT 06457
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2 Bedroom Apartments
51 South St
51 South StCromwell, CT 06416
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2 Bedroom Apartments
532 Newfield St
532 Newfield StMiddletown, CT 06457
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2 Bedroom Apartments
22 Green St
22 Green StMiddletown, CT 06457
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2 Bedroom Apartments
Hampshire Court
258 Saybrook RdMiddletown, CT 06457
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2 Bedroom Apartments
48 Liberty St
48 Liberty StMiddletown, CT 06457
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
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2 Bedroom Apartments
44 Green St
44 Green StMiddletown, CT 06457
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2 Bedroom Apartments
166 Washington St
166 Washington StMiddletown, CT 06457
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2 Bedroom Apartments
50 West St
50 West StCromwell, CT 06416
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2 Bedroom Apartments
75 Hillside Ave
75 Hillside AveMiddletown, CT 06457
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2 Bedroom Apartments
666-668 Main St
666-668 Main StMiddletown, CT 06457
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2 Bedroom Apartments
465 Highland Ave
465 Highland AveMiddletown, CT 06457
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2 Bedroom Apartments
55 Loveland St
55 Loveland StMiddletown, CT 06457
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2 Bedroom Apartments
23 Clinton Ave
23 Clinton AveMiddletown, CT 06457
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2 Bedroom Apartments
259 Pearl St
259 Pearl StMiddletown, CT 06457
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2 Bedroom Apartments
173 & 179 Butternut
173 & 179 ButternutMiddletown, CT 06457
Portland, CT Local Guide
How much does it cost to rent an apartment in Portland?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Portland Studio Apartments | $1,654 | $1,100 | $1,995 |
| Portland 1 Bedroom Apartments | $1,962 | $1,319 | $2,576 |
Portland 2 Bedroom Apartments | $2,331 | $1,400 | $3,175 |
| Portland 3 Bedroom Apartments | $2,323 | $1,450 | $3,896 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Portland
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Portland, CT Local Guide
- Portland Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Largest Available Portland 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in Portland, CT is found at Brainerd Place in the East Hampton Portland neighborhood and is 1,373 square feet priced from $3,175. Springside Middletown in the Cromwell Middletown neighborhood has the second largest 2 Bedroom, which is sized at 1,242 square feet and currently listed start at $3,081. Here is today’s list of the largest available 2 Bedroom units in Portland:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Brainerd Place | B2 | 1,373 Sq Ft | $3,175 |
| Springside Middletown | B5 | 2 Bed | 2 Bath | 1,242 Sq Ft | $3,081 |
| Midd-Town Apartments | 2 Bedroom | 1,131 Sq Ft | $2,495 |
| 141 Bridge St | 2 Bedroom | 1,104 Sq Ft | $2,150 |
| The Wilcox | 2B/1B Medium | 962 Sq Ft | $1,600 |
| Forest Park | Stratton | 960 Sq Ft | $1,860 |
| Middletown at Main | 682-2br | 950 Sq Ft | $2,000 |
| Willowcrest | Two Bedroom TownHouse | 946 Sq Ft | $1,700 |
| Rockwood Manor | 35 Grimes Road | 900 Sq Ft | $1,800 |
| Woodbury Apartments | Two Bedroom Townhouse | 900 Sq Ft | $1,710 |
Cheapest Available Portland 2 Bedroom Apartments
As of March 13, 2026 the lowest priced 2 Bedroom apartment unit in Portland, CT is the 2B/1B Medium Model starting from $1,600 at The Wilcox in the East Hampton Portland neighborhood. The second most affordable Portland 2 Bedroom is the 2BR/1.0BA Model at Hillside Gardens starting at $1,650 . The average price for all 2 Bedroom apartments in Portland is currently $2,331. Here is today’s list of the cheapest available 2 Bedroom options in Portland:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| The Wilcox | 2B/1B Medium | $1,600 |
| Hillside Gardens | 2BR/1.0BA | $1,650 |
| Willowcrest | Two Bedroom TownHouse | $1,700 |
| Rose Gardens Apartments | Two Bedroom Townhouse | $1,700 |
| Woodbury Apartments | Two Bedroom Townhouse | $1,710 |
| Stoneycrest Tower | Two Bedroom Flat | $1,730 |
| Rockwood Manor | 35 Grimes Road | $1,800 |
| On Ward Apartments | 2 Beds, 1 bath | $1,800 |
| Forest Park | Stratton | $1,860 |
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.
Read ArticleCash 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.
Read ArticleQuick 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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Best Local Schools in Portland, CT
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Remember the 3 Rules of Real Estate:Location, Location, Location!
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See the most popular apartments and homes in Portland, CT
Frequently Asked Questions about 2 Bedroom Portland Apartments
What is the Cheapest apartment in Portland with 2 Bedroom?
Currently the most affordable 2 Bedroom in Portland is at The Wilcox listed at $1,600.
How much is the average rent for a 2 Bedroom Portland Apartment?
The average rent for a 2 Bedroom Apartment in Portland is $2,331.
What is the largest available 2 Bedroom Portland Apartment for rent?
Today's apartment with the most square footage in Portland is a 1,373 square feet unit starting from $3,175 at Brainerd Place.
What is the average size for Portland 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Portland is currently 1,096 sq ft.
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.
Articles, How-To's, and Tips
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.
Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.
A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.