Cheap Apartments for Rent in Winter Harbor, ME from $600 (27 Rentals)

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

property at 66 Second St

$600

Total Monthly Price

Total Monthly Price

Base Rent
$600

Total Monthly Price
$600

4 Bedroom, 1 Bath Home for Rent

Available Jun 14

66 Second St

BangorME04401
property at 24 Merrimac St

$985

Total Monthly Price

Total Monthly Price

Base Rent
$985

Total Monthly Price
$985

1 Bedroom, 3 Bath Home for Rent

Available Now

24 Merrimac St

BangorME04401

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

property at 64 Second St

$1,200

Total Monthly Price

Total Monthly Price

Base Rent
$1,200

Total Monthly Price
$1,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

64 Second St, Unit #1

64 Second St
BangorME04401
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65 1st St, Unit Apt 2
$1,200
Total Monthly Price

Total Monthly Price

Base Rent
$1,200

Total Monthly Price
$1,200
2 Bedroom Apartment Available Now

65 1st St, Unit Apt 2

65 1st StBangor, ME 04401
Cost Per Sq.Ft.
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property at 13 Clinton St

$1,200

Total Monthly Price

Total Monthly Price

Base Rent
$1,200

Total Monthly Price
$1,200

2 Bedroom, 1 Bath Home for Rent

Available Now

13 Clinton St

BangorME04401
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17 Bruce St, Unit 2
$1,295
Total Monthly Price

Total Monthly Price

Base Rent
$1,295

Total Monthly Price
$1,295
Studio Apartment Available Now

17 Bruce St, Unit 2

17 Bruce StMachias, ME 04654

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.

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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20 Canal St, Unit A
$1,600
Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600
2 Bedroom Apartment Available Now

20 Canal St, Unit A

20 Canal StMachias, ME 04654
  • Smoke Free
property at 24 Pleasant St

$1,600 - $1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,600 - $1,850

Total Monthly Price
$1,600 - $1,850

1 Bedroom, 1 Bath Condo for Rent

Available Aug 1

24 Pleasant St

BangorME04401
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25 Austin Dr
2 Bedroom Apartments

25 Austin Dr

25 Austin DrOrono, ME 04473
  • Smoke Free

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.

Winter Harbor, ME Local Guide

Cheapest Available Winter Harbor Apartments for Rent and Nearby

 
Apartment ListingModel NameBed/BathPriced From
Cedarwoods Apartments2 Bedroom (units 65-88)2BR,1BA$1,375

Best Value Apartments for Rent in Winter Harbor, ME and Nearby

As of June 11, 2026 the best value apartment in the Winter Harbor area is the $1.12 price per square foot Renovated Model at The Block in the starting from $1,680. The second greatest value Winter Harbor apartment is the 42 Applehead Way Model at 42 Applehead Way, Unit Applehead starting at $1,700 with a $1.18 price per square foot . Here is today’s list of the best values for Winter Harbor apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
The BlockRenovated2BR,1BA$1.12
42 Applehead Way, Unit Applehead42 Applehead Way2BR,1.5BA$1.18
46 Dillingham St, Unit 46 Dillingham46 Dillingham St3BR,1BA$1.54
65 1st St, Unit Apt 265 1st St2BR,1BA$1.00
The Reserve at Orono3 Bedroom, 3 Bath3BR,3BA$0.61
Orchard Trails4x24BR,2BA$0.62
Old County EstatesApartment2BR,1.5BA$1.54
317 S Main St317 S Main St2BR,1BA$1.50
166 Essex St, Unit A166 Essex St2BR,1BA$1.35
167 Wilson St, Unit 167 Wilson St Brewer ME167 Wilson St1BR,1BA$1.50

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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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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

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Frequently Asked Questions about Cheap Winter Harbor Apartments

How much is rent for a Cheap One Bedroom Winter Harbor Apartment?

The lowest price for a Cheap One Bedroom Winter Harbor Apartment is $1,700 at 74 Mill St.

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

Today's best deal for a Cheap Two Bedroom Apartment in Winter Harbor is starting from $1,375 at Cedarwoods Apartments.

What is the most affordable Winter Harbor Three Bedroom Apartment?

The best deal on a cheap Winter Harbor Three Bedroom Apartment rental is at 74 Mill St and starts from $2,650.

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

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

decorative image for Creative Ways Developers Reimagine Retail Spaces as Residential Units  article

Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

decorative image for Neighborhood and Market Insights: How to Choose the Right Area to Rent   article

Neighborhood and Market Insights: How to Choose the Right Area to Rent

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.