Top Rated Apartments for Rent in the Winchester Highlands Neighborhood of Winchester, MA (25 Rentals)

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Top Rated Apartments in the Winchester Highlands area of Winchester.

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171 Swanton St
2 to 3 Bedroom Apartments

171 Swanton St

171 Swanton StWinchester, MA 01890
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10 Winchester Plz
2 Bedroom Apartments

10 Winchester Plz

10 Winchester PlzWinchester, MA 01890
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40 Elmwood Ave
2 Bedroom Apartments

40 Elmwood Ave

40 Elmwood AveWinchester, MA 01890
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Fifteen Dix Street
Studio Apartments

Fifteen Dix Street

15 Dix StWinchester, MA 01890
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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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Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

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Montvale Condominiums
1 to 3 Bedroom Apartments

Montvale Condominiums

100-200 Ledgewood DrStoneham, MA 02180
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3 Warren St
Studio Apartments

3 Warren St

3 Warren StStoneham, MA 02180
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42 Pleasant St
Studio Apartments

42 Pleasant St

42 Pleasant StStoneham, MA 02180
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The Woburn Armory
Studio Apartments

The Woburn Armory

320 Main StWoburn, MA 01801
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14 Walnut St
Studio Apartments

14 Walnut St

14 Walnut StWoburn, MA 01801
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4 Montvale Ave
Studio Apartments

4 Montvale Ave

4 Montvale AveWoburn, MA 01801
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Boston's Best Affordable Neighborhoods

Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

Winchester Highlands, Winchester, MA Local Guide

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Getting Around the Winchester Highlands Neighborhood in Winchester, MA

Walk Score®

44 / 100

Car-Dependent

Most errands require a car

Bike Score®

65 / 100

Bikeable

Some bike infrastructure

Transit Score®

5 / 100

Minimal Transit

It may be possible to get on a bus

Frequently Asked Questions about Winchester Highlands

How much are Studio apartments in Winchester Highlands?

There are currently 11 Studio Apartments in Winchester Highlands with rent ranges from $1,950 to $2,736 with an average price of $4,088.

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

Today's rental pricing for One Bedroom Apartments in Winchester Highlands ranges from $1,895 to $4,434 with an average monthly rent of $2,982.

What does renting a Two Bedroom Apartment in Winchester Highlands cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winchester Highlands range from $1,900 to $5,891. Today's average rental price for Two Bedrooms here is $3,807.

How expensive are Winchester Highlands Three Bedroom Apartments?

There are currently 13 Three Bedroom Apartments listings available in Winchester Highlands on ApartmentHomeLiving.com. The pricing ranges from $3,295 to $8,000 - averaging $4,882 for the location.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

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Written by: Amelia Ramstead

Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

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Written by: Bobbi Jackson

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Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

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