Cheap Apartments for Rent in Winchester, NH from $700 (52 Rentals)

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

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.

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Cliffside Apartments
Rent Specials
$1,410 - $2,785
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,375 - $2,750
Required Monthly Fees
$35
Total Monthly Price
$1,410 - $2,785
1 to 3 Bedroom Apartments Available Now

Cliffside Apartments

248 Amherst RdSunderland, MA 01375
Student Housing
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  • Customer Reviewed
  • Utilities Included
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Kendrick Place
$1,450 - $2,225
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,450 - $2,225
Total Monthly Price
$1,450 - $2,225
1 to 4 Bedroom Apartments Available Jul 1

Kendrick Place

57 E Pleasant StAmherst, MA 01002
Furnished
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  • Utilities Included
  • 3D Tour
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Eleven East Pleasant
$1,600 - $3,350
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,600 - $3,350
Total Monthly Price
$1,600 - $3,350
Studio to 2 Bedroom Apartments Available Now

Eleven East Pleasant

11 E Pleasant StAmherst, MA 01002
Affordability
  • Verified
  • Utilities Included
  • 3D Tour

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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Hawkins Meadow
Rent Specials
$1,850 - $2,450
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,850 - $2,450
Total Monthly Price
$1,850 - $2,450
1 to 2 Bedroom Apartments Available Now

Hawkins Meadow

370 E Northampton RdAmherst, MA 01002
Pet Friendly
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  • Customer Reviewed
  • Utilities Included
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26 Spring
$1,875 - $2,195
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,875 - $2,195
Total Monthly Price
$1,875 - $2,195
Studio Apartments Available Now

26 Spring

26 Spring StAmherst, MA 01002
Furnished
  • Verified
  • Customer Reviewed
  • 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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Abenaki Springs
1 to 2 Bedroom Apartments

Abenaki Springs

17 Avery LnWalpole, NH 03608
  • Utilities Included
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416 Old Claremont Rd
Studio to 1 Bedroom Apartments

416 Old Claremont Rd

416 Old Claremont RdCharlestown, NH 03603
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38 Railroad St
Studio to 1 Bedroom Apartments

38 Railroad St

38 Railroad StCharlestown, NH 03603
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23 S Main St
Studio to 2 Bedroom Apartments

23 S Main St

23 S Main StBrattleboro, VT 05301
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353 Crescent St
Studio Apartments

353 Crescent St

353 Crescent StAthol, MA 01331
  • Utilities Included
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107 E Pleasant St
1 to 2 Bedroom Apartments

107 E Pleasant St

107 E Pleasant StAmherst, MA 01002
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Jaffrey Village
1 to 2 Bedroom Apartments

Jaffrey Village

31 Alder CtJaffrey, NH 03452
  • Utilities Included
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255 Main St
1 to 2 Bedroom Apartments

255 Main St

255 Main StGardner, MA 01440
  • Utilities Included

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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property at 3031 VT-30

$1,500

1 Bedroom Rentals

Available Now

3031 VT-30

TownshendVT05353
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24 Regan St
3 Bedroom Apartments

24 Regan St

24 Regan StGardner, MA 01440
  • Utilities Included
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15 Bridge St
2 Bedroom Apartments

15 Bridge St

15 Bridge StMillers Falls, MA 01349
  • Smoke Free
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57-59 Nichols St
1 to 3 Bedroom Apartments

57-59 Nichols St

57-59 Nichols StGardner, MA 01440
  • Utilities Included
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60 Prince Street
Studio to 2 Bedroom Apartments

60 Prince Street

60 Prince StNorthampton, MA 01060
  • Utilities Included

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

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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Showing Results 1-50, Page 1 of 2

Winchester, NH Local Guide

Cheapest Available Winchester Apartments for Rent and Nearby

 

The cheapest available apartment rental in Winchester, NH is a 4 Beds unit found at Arcadia Hall in the West Keene neighborhood priced from $775. Anwelt Heritage - A 55+ Community in the West Fitchburg neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,348. Here is today’s list of the most affordable Winchester apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Arcadia HallStudent Apartments - Furnished 3 or 4 Bedroom /...4BR,2BA$775
Anwelt Heritage - A 55+ Community1 Bedroom Affordable/Income Restriction1BR,1BA$1,348
Washington Park of Keene1B1B - 31 Washington Street1BR,1BA$1,400
9 Aliber PlStudio, 1 bathStudio,1BA$1,400
Cliffside Apartments1x1 Jr.1BR,1BA$1,410
The ResidencesStudioStudio,1BA$1,450
The Pines Apartments2 Bedrooms, 1 Bathroom2BR,1BA$1,549
Berkshire Apartments2BR/1BA2BR,1BA$1,595
Jaffwood Apartments2 Bedroom2BR,1BA$1,600
Eleven East PleasantTwo Bedroom Premium2BR,1BA$1,600

Best Value Apartments for Rent in Winchester, NH and Nearby

As of June 12, 2026 the best value apartment in the Winchester area is the $1.72 price per square foot 2 Bed 2 Bath Model at Colony Mill in the in the West Keene neighborhood starting from $2,285. The second greatest value Winchester apartment is the 3 Bedroom Model at Riverside Commons starting at $2,290 with a $1.84 price per square foot in the West Fitchburg neighborhood. Here is today’s list of the best values for Winchester apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Colony Mill2 Bed 2 Bath2BR,2BA$1.72
Riverside Commons3 Bedroom3BR,1.5BA$1.84
Arcadia HallProfessional Suites - Fully Furnished 2, 3, or ...4BR,2BA$0.79
Meadowbrook Village2-TDL2BR,1.5BA$1.71
Berkshire Apartments2BR/1BA2BR,1BA$1.60
Anwelt Heritage - A 55+ Community2 Bedroom Affordable2BR,1BA$1.67
North 116 FlatsB4 Shared2BR,2BA$0.88
Washington Park of Keene1B1B - 31 Washington Street1BR,1BA$1.73
Jaffwood Apartments2 Bedroom2BR,1BA$2.00
The Pines Apartments2 Bedrooms, 1 Bathroom2BR,1BA$2.01

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

Explore Winchester, NH Rentals by Map

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See the most popular apartments and homes in Winchester, NH

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Frequently Asked Questions about Cheap Winchester Apartments

What is the Cheapest Studio apartment in Winchester?

Currently the most affordable Cheap Studio Apartment in Winchester is at 9 Aliber Pl listed at $1,400.

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

The lowest price for a Cheap One Bedroom Winchester Apartment is $1,348 at Anwelt Heritage - A 55+ Community.

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

Today's best deal for a Cheap Two Bedroom Apartment in Winchester is starting from $1,549 at The Pines Apartments.

What is the most affordable Winchester Three Bedroom Apartment?

The best deal on a cheap Winchester Three Bedroom Apartment rental is at Meadowbrook Village and starts from $2,225.

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.

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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.