
Apartments for Rent in the Winchester Highlands Neighborhood of Winchester, MA (120 Rentals)


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10 Webster St, Unit 1

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200 Swanton St, Unit T36

2 Elmwood Ave

2 Elmwood Ave

2 Elmwood Ave

20 Hancock St

415 Washington St

846 Main St

36 Cross St
The Art of the Rental Viewing: What to look for during a property tour
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The Devon at Weiss Farm

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The Mave

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Hanover Stoneham

Mill Street Heights

44 Montvale Avenue

Lofts at 307 Main LLC

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Alta Clara

Mill Street Gardens

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162 Montvale Ave, Unit 162A

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7 Lowell St
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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159 Main St

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157 Franklin St, Unit #B2

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25 Arlington Rd, Unit Apt 1-1

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8 Cross St, Unit 1

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286 Main St, Unit 3

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74 Beach St, Unit Unit #3-3

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37 Arlington St, Unit 1

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477 Fulton St, Unit F

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107 Belle Ave

182 Central St
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52 Mill St

371 Main St

16 Floyd St

36 Stevens St

224 Park St

6 Gould St

27 Salem St

79 Franklin St

7 Davis St

29 Arlington Rd
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59 Mill St

29 Garfield Ave

Montvale Condominiums

Sterling Hill Stoneham

474-482 Main St

Park Terrace

7 Conant Rd

The Village

Winchester Gardens

Hillside Gardens
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 | $2,374 | $1,780 | $2,720 |
| Winchester Highlands 1 Bedroom Apartments | $2,856 | $1,895 | $4,195 |
| Winchester Highlands 2 Bedroom Apartments | $3,498 | $2,250 | $4,835 |
| Winchester Highlands 3 Bedroom Apartments | $4,214 | $2,500 | $6,900 |
| Winchester Highlands 4 Bedroom Apartments | $4,675 | $4,150 | $5,200 |
Browse Apartments in this Neighborhood
There are currently 120 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 40 Studio Apartments in Winchester Highlands with rent ranges from $1,780 to $2,720 with an average price of $2,374.
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 $4,195 with an average monthly rent of $2,856.
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 $2,250 to $4,835. Today's average rental price for Two Bedrooms here is $3,498.
How expensive are Winchester Highlands Three Bedroom Apartments?
There are currently 20 Three Bedroom Apartments listings available in Winchester Highlands on ApartmentHomeLiving.com. The pricing ranges from $2,500 to $6,900 - averaging $4,214 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
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Articles, How-To's, and Tips

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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!