
Apartments for Rent with Specials in the Winchester Highlands Neighborhood of Winchester, MA (5 Rentals)
Apartments in the Winchester Highlands area of Winchester with special offers and discounts available right now - opportunities to save money or get a month or more of free rent.


Total Monthly Price
The Devon at Weiss Farm
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.

Total Monthly Price
The Mave

Hanover Stoneham
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Mill Street 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 | $2,383 | $1,550 | $2,819 |
Winchester Highlands 1 Bedroom Apartments | $2,881 | $1,895 | $4,195 |
Winchester Highlands 2 Bedroom Apartments | $3,625 | $2,250 | $4,774 |
Winchester Highlands 3 Bedroom Apartments | $4,636 | $2,980 | $5,329 |
Winchester Highlands 4 Bedroom Apartments | $4,400 | $4,400 | $4,400 |
Browse Apartments in this Neighborhood
There are currently 5 rentals with your search options within a 2 mile radius of the Winchester Highlands Neighborhood of Winchester, MA.
See all Apartments in WinchesterExplore Winchester
Winchester Highlands, Winchester, MA Local Guide
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Top Winchester Apartments in the Winchester Highlands Area with Move-In Specials Ending Soon
Specials updated: 10-15-2025Take advantage of these move-in and rent specials that are ending soon for top Winchester Highlands, MA apartments. Act fast and don’t miss out on an incredible deal on your perfect new place!
Mill Street Gardens
**Special Offer: $1,000 Security Deposit** For approved applicants requiring SD. First & Last Mo. Deposits required. Terms and conditions applyExpires 10-16-2025
The Mave
One Month Free!Expires 10-16-2025
The Devon at Weiss Farm
Now offering up to SIX WEEKS FREE and scheduling tours! Contact us today to see what makes our community the perfect place to call home.Expires 10-16-2025
Sanctuary Winchester North
Receive ONE MONTH FREE on select apartment homes when you move in by September 30 and sign a 12+ month lease!Expires 10-16-2025
Hanover Stoneham
Actual monthly rental payments may vary and will be as described in the lease contract. Ask Leasing Agent for details. See full fee schedule here:Expires 10-16-2025
Newly Listed Move-In Specials offers for Apartments in Winchester Highlands, MA
Specials updated: 10-15-2025Here are the most recently added special offers for renters looking to find the best deals on apartments in Winchester Highlands, MA. Be sure to take advantage of some of the area’s top offers.
Mill Street Gardens
**Special Offer: $1,000 Security Deposit** For approved applicants requiring SD. First & Last Mo. Deposits required. Terms and conditions applyExpires 10-16-2025
The Mave
One Month Free!Expires 10-16-2025
The Devon at Weiss Farm
Now offering up to SIX WEEKS FREE and scheduling tours! Contact us today to see what makes our community the perfect place to call home.Expires 10-16-2025
Sanctuary Winchester North
Receive ONE MONTH FREE on select apartment homes when you move in by September 30 and sign a 12+ month lease!Expires 10-16-2025
Hanover Stoneham
Actual monthly rental payments may vary and will be as described in the lease contract. Ask Leasing Agent for details. See full fee schedule here:Expires 10-16-2025
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Pet Friendly LifestyleWinchester Highlands, Winchester, MA
Ranked #2
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.0Pet Friendly
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 Rent Specials Winchester Highlands Apartments
What is the Cheapest Rent Specials apartment in Winchester Highlands?
Currently the most affordable Rent Specials Apartment in Winchester Highlands is at Mill Street Gardens listed at $1,950.
How much is the average rent for a Rent Specials Winchester Highlands Apartment?
The average rent for a Rent Specials Apartment in Winchester Highlands is $3,752.
What is the largest Rent Specials Winchester Highlands Apartment for rent?
Today's Rent Specials apartment with the most square footage in Winchester Highlands is a 1,619 square feet unit starting from $2,491 at Sanctuary Winchester North.
What is the average size for Winchester Highlands Rent Specials Apartments for rent?
The average size for a Rent Specials rental in Winchester Highlands is currently at 736 sq ft.
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.

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.

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Written by: Christine Leonard, Esq.
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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.

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Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.