Apartments for Rent in Winchester, MA Under $2,000 (29 Rentals)

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HCA - 840-846 Mass Ave
$2,000 - $2,900

Total Monthly Price

Base Rent$2,000 - $2,900

Total Monthly Price$2,000 - $2,900
24 Month Lease Term
Studio to 4 Bedroom Apartments Available Now

HCA - 840-846 Mass Ave

840 Massachusetts AveArlington, MA 02476
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628 Main St, Unit 4
$1,995

Total Monthly Price

Base Rent$1,995

Total Monthly Price$1,995
12 Month Lease Term
1 Bedroom Apartment Available Now

628 Main St, Unit 4

628 Main StWoburn, MA 01801
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2-15 Winn Park
$1,950 - $2,375

Total Monthly Price

Base Rent$1,950 - $2,375

Total Monthly Price$1,950 - $2,375
1 Month Lease Term
Studio to 1 Bedroom Apartments Available Now

2-15 Winn Park

2-15 Winn ParkWoburn, MA 01801
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Mill Street Gardens
Rent Specials
$1,950 - $2,600

Total Monthly Price

Base Rent$1,950 - $2,600

Total Monthly Price$1,950 - $2,600
12 Month Lease Term
1 to 2 Bedroom Apartments Available Now

Mill Street Gardens

57 Mill StWoburn, MA 01801
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Brattle Drive Apartments
Rent Specials
$1,900 - $2,550

Total Monthly Price

Base Rent$1,900 - $2,550

Total Monthly Price$1,900 - $2,550
12 Month Lease Term
Studio to 2 Bedroom Apartments Available Now

Brattle Drive Apartments

0-12 Brattle DrArlington, MA 02474
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Leisure Lane Apartments
$1,895 - $2,585

Total Monthly Price

Base Rent$1,895 - $2,585

Total Monthly Price$1,895 - $2,585
12 Month Lease Term
Studio to 2 Bedroom Apartments Available Now

Leisure Lane Apartments

100 Leisure LnStoneham, MA 02180
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21 High St, Unit 2
$1,850

Total Monthly Price

Base Rent$1,850

Total Monthly Price$1,850
12 Month Lease Term
1 Bedroom Apartment Available Now

21 High St, Unit 2

21 High StSomerville, MA 02144
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44 Touro Ave, Unit 2
$1,600

Total Monthly Price

Base Rent$1,600

Total Monthly Price$1,600
6 Month Lease Term
1 Bedroom Apartment Available Now

44 Touro Ave, Unit 2

44 Touro AveMedford, MA 02155
Affordability

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.

property at 167 Summer St
$2,000 - $4,500

Total Monthly Price

Base Rent$2,000

Total Monthly Price$2,000
1 To 4 Bedroom Rentals
Available Now
Affordability

167 Summer St

ArlingtonMA02474
property at 80 Cambridge Rd
$1,995

Total Monthly Price

Base Rent$1,995

Total Monthly Price$1,995
1 Bedroom, 1 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

80 Cambridge Rd

WoburnMA01801
property at 16 Walnut St
$1,950

Total Monthly Price

Base Rent$1,950

Total Monthly Price$1,950
1 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

16 Walnut St

ArlingtonMA02476
property at 993 Massachusetts Ave
$1,950

Total Monthly Price

Base Rent$1,950

Total Monthly Price$1,950
1 Bedroom, 1.5 Bath Home for Rent
Available Now
Affordability

993 Massachusetts Ave

ArlingtonMA02476

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property at 1080 Massachusetts Ave
$1,825

Total Monthly Price

Base Rent$1,825

Total Monthly Price$1,825
Studio, 1 Bath Home for Rent
Available Now
Affordability

1080 Massachusetts Ave

ArlingtonMA02476
property at 40 Paul Revere Rd
$1,800

Total Monthly Price

Base Rent$1,800

Total Monthly Price$1,800
1 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

40 Paul Revere Rd

ArlingtonMA02476
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71-73 Winn St
1 Bedroom Apartments

71-73 Winn St

71-73 Winn StWoburn, MA 01801
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411 Main St
1 to 2 Bedroom Apartments

411 Main St

411 Main StStoneham, MA 02180
  • Utilities Included
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109 Oxford St
Studio to 2 Bedroom Apartments

109 Oxford St

109 Oxford StArlington, MA 02474

Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities

Find your perfect apartment outside Boston. We review Quincy, Braintree, Malden, Somerville, and Lynn, covering local hotspots, commute options, and available rental types.

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667 Main St
1 Bedroom Apartments

667 Main St

667 Main StWoburn, MA 01801
  • Utilities Included

Winchester, MA Local Guide

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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Top Neighborhoods Near Boston Colleges and Universities

Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com

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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 Winchester

How much are Studio apartments in Winchester?

There are currently 98 Studio Apartments in Winchester with rent ranges from $1,875 to $3,322 with an average price of $2,362.

What is the current price range for One Bedroom Winchester Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Winchester ranges from $825 to $4,315 with an average monthly rent of $2,606.

What does renting a Two Bedroom Apartment in Winchester cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $2,200 to $5,354. Today's average rental price for Two Bedrooms here is $3,275.

How expensive are Winchester Three Bedroom Apartments?

There are currently 95 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $2,500 to $7,312 - averaging $3,851 for the location.

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.

Helpful Local Expert Guides

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Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

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What It Really Costs to Live in Boston: A Local Renter's Guide

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

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Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!

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Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!

Articles, How-To's, and Tips

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How Commercial-to-Residential Property Conversions Help the Housing Crisis

Written by: Robin Stewart

Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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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.