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

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property at 846 Main St

846 Main St

WinchesterMA01890
property at 29 Harvard St

29 Harvard St

WinchesterMA01890
property at 36 Cross St

36 Cross St

WinchesterMA01890
property at 343 Washington St

343 Washington St

WinchesterMA01890
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7 Conant Rd
1 to 2 Bedroom Apartments

7 Conant Rd

7 Conant RdWinchester, MA 01890

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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The Village
2 to 3 Bedroom Apartments

The Village

171 Swanton StWinchester, MA 01890
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Winchester Gardens
2 to 3 Bedroom Apartments

Winchester Gardens

1-11 George RdWinchester, MA 01890
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200 Swanton St
1 Bedroom Apartments

200 Swanton St

200 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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Noonan Glen
1 Bedroom Apartments

Noonan Glen

75 Hemingway StWinchester, MA 01890
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29-55 Palmer St
Studio Apartments

29-55 Palmer St

29-55 Palmer StWinchester, MA 01890
Senior Living
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The Devon at Weiss Farm
Rent Specials
$2,267 - $5,415
Total Monthly Price

Total Monthly Price

Base Rent
$2,267 - $5,415
Total Monthly Price
$2,267 - $5,415
Studio to 3 Bedroom Apartments Available Now

The Devon at Weiss Farm

168 Franklin StStoneham, MA 02180
  • Verified
  • Customer Reviewed
  • Utilities Included

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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The Mave
Rent Specials
$2,465 - $4,740
Total Monthly Price1 Month Lease Term

Total Monthly Price

Base Rent
$2,465 - $4,740
Total Monthly Price
$2,465 - $4,740
1 to 2 Bedroom Apartments Available Now

The Mave

225 Fallon RdStoneham, MA 02180
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  • Customer Reviewed
  • Matterport 3D Tour
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Alta Clara
$2,606 - $6,435
Total Monthly Price

Total Monthly Price

Base Rent
$2,606 - $6,435
Total Monthly Price
$2,606 - $6,435
1 to 2 Bedroom Apartments Available Now

Alta Clara

21 Executive DrStoneham, MA 02180
Luxury
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  • Customer Reviewed
  • Matterport 3D Tour
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223 Central St, Unit 7
$2,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000
Total Monthly Price
$2,000
1 Bedroom Apartment Available Dec 1

223 Central St, Unit 7

223 Central StStoneham, MA 02180
Cost Per Sq.Ft.
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159 Main St
$2,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600
Total Monthly Price
$2,600
2 Bedroom Apartment Available Now

159 Main St

159 Main StStoneham, MA 02180
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8 Cross St, Unit 1
$2,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500
Total Monthly Price
$2,500
3 Bedroom Apartment Available Dec 1

8 Cross St, Unit 1

8 Cross StWoburn, MA 01801
Cost Per Sq.Ft.

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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21 Franklin St, Unit 1FRT
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000
Total Monthly Price
$3,000
3 Bedroom Apartment Available Now

21 Franklin St, Unit 1FRT

21 Franklin StWoburn, MA 01801
Cost Per Sq.Ft.
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8 Cross St
$2,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800
Total Monthly Price
$2,800
3 Bedroom Apartment Available Now

8 Cross St

8 Cross StWoburn, MA 01801
Cost Per Sq.Ft.
  • Smoke Free
property at 224 Park St

224 Park St

StonehamMA02180

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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property at 7 Davis St

7 Davis St

WoburnMA01801
property at 228 Main St

228 Main St

StonehamMA02180
property at 29 Arlington Rd

29 Arlington Rd

WoburnMA01801
property at 121 Franklin St

121 Franklin St

StonehamMA02180
property at 57 Pleasant St

57 Pleasant St

WoburnMA01801
property at 6 Gould St

6 Gould St

StonehamMA02180
property at 59 Mill St

59 Mill St

WoburnMA01801
property at 489 Main St

489 Main St

StonehamMA02180
property at 29 Garfield Ave

29 Garfield Ave

WoburnMA01801
property at 79 Franklin St

79 Franklin St

StonehamMA02180

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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Showing Results 1-50, Page 1 of 3

Winchester Highlands, Winchester, MA Local Guide

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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How a Move-In Inspection Can Protect Your Security Deposit

Learn How a Move-In Inspection Can Protect Your Security Deposit from the Renter University at AparmentHomeLiving.com.

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Pet Friendly Lifestyle
Winchester Highlands, Winchester, MA

Ranked #1

Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.0
Pet Friendly

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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

What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

  • Walk Score® measures the walkability of any address.
  • Transit Score® measures access to public transit.
  • Bike Score® measures the bikeability of any address.

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 $1,500 to $2,829 with an average price of $2,340.

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 $2,801.

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 $4,740. Today's average rental price for Two Bedrooms here is $3,597.

How expensive are Winchester Highlands Three Bedroom Apartments?

There are currently 21 Three Bedroom Apartments listings available in Winchester Highlands on ApartmentHomeLiving.com. The pricing ranges from $2,500 to $5,329 - averaging $4,407 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.

decorative image for The 10 Best Affordable Neighborhoods in Boston, MA article

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.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.