2 Bedroom Apartments for Rent in Winchester, NH (72 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
$1,810 - $2,410
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
2 Bedroom Apartments Available Now

Cliffside Apartments

248 Amherst RdSunderland, MA 01375
Student Housing
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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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Sugarloaf Estates
Rent Specials
$2,100 - $2,805
Total Monthly Price

Total Monthly Price

Base Rent
$2,100 - $2,805
Total Monthly Price
$2,100 - $2,805
2 Bedroom Apartments Available Now

Sugarloaf Estates

28 River RdSunderland, MA 01375
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Hawkins Meadow
Rent Specials
$2,250 - $2,450
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,250 - $2,450
Total Monthly Price
$2,250 - $2,450
2 Bedroom Apartments Available Now

Hawkins Meadow

370 E Northampton RdAmherst, MA 01002
Pet Friendly
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  • Utilities Included
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The Social Amherst
$1,025 - $2,400
Total Monthly Price10 Month Lease Term

Total Monthly Price

Base Rent
$900 - $2,997
Total Monthly Price
$900 - $2,997
2 Bedroom Apartments Available Jul 3

The Social Amherst

279 Amherst RdSunderland, MA 01375
Student Housing
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  • Customer Reviewed
  • 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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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
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 Sep 15

Laurel Ridge

312-380 Hatfield StNorthampton, MA 01060
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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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One East Pleasant
$3,475
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,965 - $3,475
Total Monthly Price
$1,965 - $3,475
2 Bedroom Apartments Available Now

One East Pleasant

1 E Pleasant StAmherst, MA 01002
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Yarn Works
$2,610
Total Monthly Price

Total Monthly Price

Base Rent
$2,415 - $2,610
Total Monthly Price
$2,415 - $2,610
2 Bedroom Apartments Available Jul 29

Yarn Works

1428 Main StFitchburg, MA 01420
Family Friendly
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Renting Smart: Lease Basics Every Renter Needs

Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

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property at 81 Old Amherst Rd

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900
Total Monthly Price
$1,900

2 Bedroom, 1 Bath Townhome for Rent

Available Jul 1

81 Old Amherst Rd

BelchertownMA01007

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

Largest Available Winchester and Nearby 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Winchester, NH is found at Colony Mill in the West Keene neighborhood and is 1,329 square feet priced from $2,285. Town and Country Apartments in the West Side neighborhood has the second largest 2 Bedroom, which is sized at 1,300 square feet and currently listed start at $2,194. Here is today’s list of the largest available 2 Bedroom units in Winchester:

Apartment ListingModel NameSquare FootagePriced From
Colony Mill2 Bed 2 Bath1,329 Sq Ft$2,285
Town and Country ApartmentsTwo Bedrooms, One Bathroom1,300 Sq Ft$2,194
Rolling Green Apartments2 Bedroom Townhouse1,158 Sq Ft$2,680
University Crossing2 Bed 2 Bath Den1,135 Sq FtCall for Rates
Orchard Overlook ApartmentsTwo Bedroom - 2B1,131 Sq Ft$2,275
Princeton SquareSpruce1,067 Sq Ft$1,999
Meadowbrook Village2 Bed / 2 Bath - Townhouse1,025 Sq Ft$2,625
Berkshire Apartments2BR/1BA1,000 Sq Ft$1,595
North 116 FlatsB2 Shared997 Sq Ft$839
Riverside Commons2 bedroom Market741 Sq Ft$1,880

Cheapest Available Winchester and Nearby 2 Bedroom Apartments

As of June 24, 2026 the lowest priced 2 Bedroom apartment unit in Winchester, NH is the 2B1B - 31 Washington St Model starting from $1,500 at Washington Park of Keene in the West Keene neighborhood. The second most affordable Winchester 2 Bedroom is the 2 Bedrooms, 1 Bathroom Model at The Pines Apartments starting at $1,549 . The average price for all 2 Bedroom apartments in Winchester is currently $2,207. Here is today’s list of the cheapest available 2 Bedroom options in Winchester:

Apartment ListingModel NamePriced From
Washington Park of Keene2B1B - 31 Washington St$1,500
The Pines Apartments2 Bedrooms, 1 Bathroom$1,549
Anwelt Heritage - A 55+ Community2 Bedroom Affordable$1,594
Berkshire Apartments2BR/1BA$1,595
Jaffwood Apartments2 Bedroom$1,600
Eleven East PleasantTwo Bedroom Premium$1,600
Lantern Court ApartmentsTwo Bedroom$1,650
Meadowview Apartments2 Bedroom$1,800
Cliffside Apartments2x1$1,810
The Boulders2 Bedroom$1,836

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:
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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 Washington Park of Keene listed at $1,500.

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

The average rent for a 2 Bedroom Apartment in Winchester is $2,207.

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

Today's apartment with the most square footage in Winchester is a 1,329 square feet unit starting from $2,285 at Colony Mill.

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

The average size for a 2 Bedroom rental in Winchester is currently 906 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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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

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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

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