2 Bedroom Apartments for Rent in Winchester, NH (76 Rentals)

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Keene Rd. Duplex
2 Bedroom Apartments

Keene Rd. Duplex

846 Keene RdWinchester, NH 03470
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2-20 Keen Rd
2 Bedroom Apartments

2-20 Keen Rd

2-20 Keen RdWinchester, NH 03470
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11 Ashuelot St
2 Bedroom Apartments

11 Ashuelot St

11 Ashuelot StWinchester, NH 03470
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130 Main St
2 Bedroom Apartments

130 Main St

130 Main StWinchester, NH 03470
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77 Richmond Rd
2 Bedroom Apartments

77 Richmond Rd

77 Richmond RdWinchester, NH 03470
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Cliffside Apartments
Rent Specials
$1,708 - $2,410
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,329 - $2,750
Required Monthly Fees
$35
Total Monthly Price
$1,364 - $2,785
2 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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The Social Amherst
Rent Specials
$899 - $1,950
Total Monthly Price10 Month Lease Term

Total Monthly Price

Base Rent
$899 - $1,999
Total Monthly Price
$899 - $1,999
2 Bedroom Apartments Available Now

The Social Amherst

279 Amherst RdSunderland, MA 01375
Student Housing
  • Verified
  • Customer Reviewed
  • Utilities Included

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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Sugarloaf Estates
Rent Specials
$2,130 - $2,835
Total Monthly Price

Total Monthly Price

Base Rent
$2,130 - $2,835
Total Monthly Price
$2,130 - $2,835
2 Bedroom Apartments Available Now

Sugarloaf Estates

28 River RdSunderland, MA 01375
Student Housing
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  • Customer Reviewed
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Hawkins Meadow
Rent Specials
$2,050 - $2,450
Total Monthly Price12 Month Lease Term

Total Monthly Price

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

Hawkins Meadow

370 E Northampton RdAmherst, MA 01002
Pet Friendly
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  • Customer Reviewed
  • 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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The Fitchburg Arts Community
$1,494 - $1,569
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,444 - $1,494
Required Monthly Fees
$75
Total Monthly Price
$1,519 - $1,569
2 Bedroom Apartments Available Now

The Fitchburg Arts Community

62 Academy StFitchburg, MA 01420
Family Friendly
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  • Low Income
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Eleven East Pleasant
$1,650 - $1,750
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,650 - $2,570
Total Monthly Price
$1,650 - $2,570
2 Bedroom Apartments Available Now

Eleven East Pleasant

11 E Pleasant StAmherst, MA 01002
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Laurel Ridge
Rent Specials
$2,030 - $2,230
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,030 - $2,230
Total Monthly Price
$2,030 - $2,230
2 Bedroom Apartments Available Now

Laurel Ridge

312-380 Hatfield StNorthampton, MA 01060
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  • Customer Reviewed
  • Utilities Included

Renting with Roommates: Realistic Expectations for Shared Lease

Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

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North 116 Flats
$1,421 - $1,458
Total Monthly Price11 Month Lease Term

Total Monthly Price

Base Rent
$721 - $2,021
Required Monthly Fees
$22
Total Monthly Price
$743 - $2,043
2 Bedroom Apartments Available Aug 22

North 116 Flats

653 Amherst RdSunderland, MA 01375
Student Housing
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  • Customer Reviewed
  • 3D Tour

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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Boltwood Place Apartments
Rent Specials
$3,050 - $3,250
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,050 - $3,250
Total Monthly Price
$3,050 - $3,250
2 Bedroom Apartments Available Soon

Boltwood Place Apartments

49 Boltwood WalkAmherst, MA 01002
Pet Friendly
  • Verified
  • Utilities Included
  • Smoke Free
property at 72 Fox Hill Rd

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600
Total Monthly Price
$1,600

2 Bedroom, 1 Bath Home for Rent

Available Now

72 Fox Hill Rd

BernardstonMA01337

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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Winchester, NH Local Guide

Largest Available Winchester and Nearby 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Winchester, NH is found at Town and Country Apartments in the West Side neighborhood and is 1,300 square feet priced from $2,169. Rolling Green Apartments has the second largest 2 Bedroom, which is sized at 1,158 square feet and currently listed start at $2,580. Here is today’s list of the largest available 2 Bedroom units in Winchester:

Apartment ListingModel NameSquare FootagePriced From
Town and Country ApartmentsTwo Bedrooms, One Bathroom1,300 Sq Ft$2,169
Rolling Green Apartments2 Bedroom Townhouse1,158 Sq Ft$2,580
University Crossing2 Bed 2 Bath Den1,135 Sq Ft$1,899
Orchard Overlook ApartmentsTwo Bedroom - 2B1,131 Sq Ft$2,557
Princeton SquareSycamore1,116 Sq Ft$2,300
Meadowbrook Village2 Bed / 2 Bath - Townhouse1,025 Sq Ft$2,400
The Social AmherstColumbia1,023 Sq Ft$925
Berkshire Apartments2BR/1BA1,000 Sq Ft$1,595
Colony Mill2 Bed 1 Bath749 Sq Ft$2,155
Riverside Commons2 bedroom Market741 Sq Ft$1,625

Cheapest Available Winchester and Nearby 2 Bedroom Apartments

As of August 18, 2026 the lowest priced 2 Bedroom apartment unit in Winchester, NH is the 2 Bedrooms, 1 Bathroom Model starting from $1,549 at The Pines Apartments in the West Keene neighborhood. The second most affordable Winchester 2 Bedroom is the 2BR/1BA Model at Berkshire Apartments starting at $1,595 in the Franklin County neighborhood. The average price for all 2 Bedroom apartments in Winchester is currently $2,120. Here is today’s list of the cheapest available 2 Bedroom options in Winchester:

Apartment ListingModel NamePriced From
The Pines Apartments2 Bedrooms, 1 Bathroom$1,549
Berkshire Apartments2BR/1BA$1,595
Riverside Commons2 bedroom Market$1,625
Jaffwood Apartments2 Bedroom$1,625
Eleven East PleasantTwo Bedroom Premium - By the Bedroom$1,650
Cliffside Apartments2 Bedroom, 1 Bathroom$1,708
Princeton at Mill PondCresson$1,750
Ridgewood Apartments Gardner2BR/1.0BA$1,750
Meadowview Apartments2 Bedroom Townhome$1,750
The Boulders2 Bedroom$1,850

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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Frequently Asked Questions about 2 Bedroom Winchester Apartments

What is the Cheapest apartment in Winchester with 2 Bedroom?

Currently the most affordable 2 Bedroom in Winchester is at The Pines Apartments listed at $1,549.

How much is the average rent for a 2 Bedroom Winchester Apartment?

The average rent for a 2 Bedroom Apartment in Winchester is $2,120.

What is the largest available 2 Bedroom Winchester Apartment for rent?

Today's apartment with the most square footage in Winchester is a 1,300 square feet unit starting from $2,169 at Town and Country Apartments.

What is the average size for Winchester 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Winchester is currently 1,218 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

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.