
Apartments for Rent in the Winchester Highlands Neighborhood of Winchester, MA (132 Rentals)


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219 Washington St

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4 Quigley Ct, Unit 4

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17 Linden St, Unit 17 Linden St

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10 Webster St, Unit 1

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200 Swanton St, Unit T36

2 Elmwood Ave

36 Cross St

2 Elmwood Ave

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The Devon at Weiss Farm
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

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Hanover Stoneham

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The Mave

44 Montvale Avenue

Mill Street Heights

12 Montvale Ave

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Alta Clara

Mill Street Gardens

48 Pleasant Street

2-15 Winn Park

79 Montvale Ave
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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22 Scott St, Unit 2

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505 Main St, Unit 1

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162 Montvale Ave, Unit 162A

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25 Arlington Rd, Unit Apt 1-1

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159 Main St

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8 Eastern Ave, Unit 1st floor

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286 Main St, Unit 3

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7 Court St

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48 Nashua St

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224 Main St
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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477 Fulton St, Unit F

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107 Belle Ave

50 Chestnut St

82 Mill St

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3 Chapel Way

76 Mill St

182 Central St

60 Mill St

50 Mill St

50 Mill St
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.

35 Prospect St

489 Main St

137 Franklin St

15 Prospect St

66 Mill St

555 Main St

22 Leonard St

39 Cottage St

15 Church Ave

36 Stevens St
Winchester Highlands, Winchester, MA Local Guide

How much does it cost to rent an apartment in Winchester Highlands?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winchester Highlands Studio Apartments | $2,244 | $1,700 | $2,746 |
| Winchester Highlands 1 Bedroom Apartments | $2,833 | $1,795 | $4,025 |
| Winchester Highlands 2 Bedroom Apartments | $3,508 | $2,000 | $5,754 |
| Winchester Highlands 3 Bedroom Apartments | $4,189 | $2,300 | $5,275 |
| Winchester Highlands 4 Bedroom Apartments | $4,283 | $3,500 | $5,200 |
Browse Apartments in this Neighborhood
There are currently 132 rentals with your search options within a 2 mile radius of the Winchester Highlands Neighborhood of Winchester, MA.
See all Apartments in WinchesterExplore Winchester
Frequently Asked Questions about Winchester Highlands
How much are Studio apartments in Winchester Highlands?
There are currently 43 Studio Apartments in Winchester Highlands with rent ranges from $1,700 to $2,746 with an average price of $2,244.
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 $1,795 to $4,025 with an average monthly rent of $2,833.
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 $2,000 to $5,754. Today's average rental price for Two Bedrooms here is $3,508.
How expensive are Winchester Highlands Three Bedroom Apartments?
There are currently 19 Three Bedroom Apartments listings available in Winchester Highlands on ApartmentHomeLiving.com. The pricing ranges from $2,300 to $5,275 - averaging $4,189 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

The 10 Best Affordable Neighborhoods in Boston, MA
Written by: Amelia Ramstead
Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

A Local Experts Guide to the Top Boston Neighborhoods for College Renters
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.