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Rent Specials
$2,597 - $8,870
Plus Fees
1 to 3 Bedroom Apartments Available NowSanctuary Winchester North
25-35 River StWinchester, MA 01890
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.
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Rent Specials
$2,267 - $5,415
Total Monthly Price
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,267 - $5,415
Total Monthly Price
$2,267 - $5,415
The Devon at Weiss Farm
168 Franklin StStoneham, MA 02180
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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Rent Specials
$2,431 - $5,329
Plus Fees
Studio to 3 Bedroom Apartments Available NowHanover Stoneham
95 Maple StStoneham, MA 02180
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Rent Specials
$2,465 - $4,740
Total Monthly Price1 Month Lease Term
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,465 - $4,740
Total Monthly Price
$2,465 - $4,740
The Mave
225 Fallon RdStoneham, MA 02180
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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Rent Specials
$1,950 - $2,350
Plus Fees12 Month Lease Term
1 to 2 Bedroom Apartments Available NowMill Street Gardens
57 Mill StWoburn, MA 01801
Showing Results 1-5, Page 1 of 1
Winchester Highlands, Winchester, MA Local Guide
Downtown Winchester, Massachusetts by Moonshine4711 is licensed under CC BY-SA 3.0
How much does it cost to rent an apartment in Winchester Highlands?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winchester Highlands Studio Apartments | $2,340 | $1,500 | $2,829 |
| Winchester Highlands 1 Bedroom Apartments | $2,801 | $1,895 | $4,195 |
| Winchester Highlands 2 Bedroom Apartments | $3,597 | $2,250 | $4,740 |
| Winchester Highlands 3 Bedroom Apartments | $4,467 | $2,500 | $6,900 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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: 11-29-2025Take 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 11-29-2025
The Devon at Weiss Farm
Now offering TWO MONTHS FREE! Discover why The Devon at Weiss Farm, proud recipient of the PRISM Award for Best Clubhouse, is the perfect place to call home. Contact us today!Expires 11-29-2025
Sanctuary Winchester North
Receive ONE MONTH FREE on select apartment homes when you move in by the end of 2025 and sign a 12+ month lease! PLUS - Tour today and receive a $25 gift card to Starbucks or Caffe Nero as a THANK YOU!Expires 11-29-2025
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 11-29-2025
The Mave
One Month Free!Expires 11-29-2025
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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Pet Friendly LifestyleWinchester Highlands, Winchester, MA
Ranked #1
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 $3,771.
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 $2,597 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.
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!
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.