
Apartments for Rent in the Winchester Highlands Neighborhood of Winchester, MA (180 Rentals)


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19 Irving St, Unit 3

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19 Irving St, Unit #3-J

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8 Chapin St, Unit 1

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3 Glengarry Rd, Unit 3

5 Sheridan Cir, Unit 5

2 Elmwood Ave, Unit 53

2 Elmwood Ave, Unit 22

200 Swanton St, Unit #704

200 Swanton St, Unit 310
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

10-12-12 Webster St

31 Fells Rd

488 Washington St

17 Cardinal St

18 Grant Rd

31 Irving St

7 Conant Rd

63 Holland St

11 Highland View Ave

200 Swanton St
Neighborhood & Market Insights: How to Choose the Right Area to Rent
Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

8 Richardson St

35 Vine St

60 Lake St

67 Church St

6 Risley Rd

59 Wedgemere Ave

34 Glen Rd

200 Swanton St, Unit 635

200 Swanton St, Unit 237

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The Devon at Weiss Farm
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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Hanover Stoneham

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The Mave

Mill Street Heights

44 Montvale Avenue

Alta Clara

Mill Street Gardens

30 Pomeworth Street

7-1 Kilby St

2-15 Winn Park

79 Montvale Ave
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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25 Arlington Rd, Unit Apt #3 6

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106 Elm St, Unit 106 Elm First Fooor

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21 Davis St, Unit 2

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159 Main St

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375 Main St, Unit 31

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103 Pleasant St, Unit 1

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102 Main St, Unit B

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14 Salem St, Unit 3

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286 Main St, Unit 3

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16 Kilby St, Unit 3
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 | $2,319 | $1,700 | $2,700 |
| Winchester Highlands 1 Bedroom Apartments | $2,938 | $1,895 | $4,215 |
| Winchester Highlands 2 Bedroom Apartments | $3,519 | $1,995 | $5,440 |
| Winchester Highlands 3 Bedroom Apartments | $3,905 | $1,065 | $5,811 |
| Winchester Highlands 4 Bedroom Apartments | $3,575 | $2,975 | $4,150 |
Browse Apartments in this Neighborhood
There are currently 180 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 41 Studio Apartments in Winchester Highlands with rent ranges from $1,700 to $2,700 with an average price of $2,319.
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 $4,215 with an average monthly rent of $2,938.
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 $1,995 to $5,440. Today's average rental price for Two Bedrooms here is $3,519.
How expensive are Winchester Highlands Three Bedroom Apartments?
There are currently 17 Three Bedroom Apartments listings available in Winchester Highlands on ApartmentHomeLiving.com. The pricing ranges from $1,065 to $5,811 - averaging $3,905 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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Articles, How-To's, and Tips

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
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This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.