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from $1,800Studio Apartment Available Jun 1
219 Washington St, Unit 1
219 Washington StWinchester, MA 01890
Cheap Apartments for Rent in the Winchester Highlands Neighborhood of Winchester, MA from $1,400 (14 Rentals)
Search the lowest-cost Apartments available for rent right now in the Winchester Highlands area of Winchester.
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from $2,1001 Bedroom Apartment Available Now
160 Swanton St, Unit #713
160 Swanton StWinchester, MA 01890
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from $1,7501 Bedroom Apartment Available Now
42 Cambridge Rd, Unit #303
42 Cambridge RdWoburn, MA 01801
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from $1,870Studio to 3 Bedroom Apartments Available Now
Beacon Village
26 Beacon StBurlington, MA 01803
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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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Showing Results 1-14, 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 Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winchester Highlands Studio Apartments | $2,488 | $1,800 | $2,719 |
| Winchester Highlands 1 Bedroom Apartments | $2,984 | $1,700 | $4,910 |
| Winchester Highlands 2 Bedroom Apartments | $3,691 | $1,900 | $5,529 |
| Winchester Highlands 3 Bedroom Apartments | $4,727 | $2,800 | $7,135 |
| Winchester Highlands 4 Bedroom Apartments | $5,098 | $4,200 | $5,500 |
Browse Apartments in this Neighborhood
There are currently 14 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
- Nearby Winchester neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Cheapest Available Winchester Highlands Apartments for Rent
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Mill Street Gardens | 1 Bedroom, 1 Bath | 1BR,1BA | $1,800 |
| Beacon Village | Appleton | Studio,1BA | $1,870 |
Best Value Apartments for Rent in Winchester Highlands, MA
As of March 25, 2025 the best value apartment in the Winchester Highlands area is the $0.53 price per square foot 480 Fulton St Model at 480 Fulton St, Unit Right in the in the Ferryway neighborhood starting from $5,300. The second greatest value Winchester Highlands apartment is the 181 Central St Model at 181 Central St, Unit #11 starting at $2,400 with a $0.24 price per square foot in the Nobility Hill neighborhood. Here is today’s list of the best values for Winchester Highlands apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 480 Fulton St, Unit Right | 480 Fulton St | 4BR,4.5BA | $0.53 |
| 181 Central St, Unit #11 | 181 Central St | 2BR,1BA | $0.24 |
| 9 Carter Pl, Unit Carter Place | 9 Carter Pl | 4BR,2BA | $2.07 |
| 834 Main St, Unit 834 | 834 Main St | 2BR,1BA | $2.22 |
| 2 Evans St, Unit 1 | 2 Evans St | 2BR,1BA | $2.27 |
| 25R Auburn St | 25R Auburn St | 2BR,1BA | $2.36 |
| 2 Fremont St, Unit 1 | 2 Fremont St | 2BR,1BA | $1.84 |
| 2 Stone Ave, Unit 1H | 2 Stone Ave | 1BR,1BA | $2.48 |
| 4 Stone Ave, Unit #1H | 4 Stone Ave | 1BR,1BA | $2.48 |
| 7 Boline Pl, Unit 1 | 7 Boline Pl | 1BR,1BA | $2.30 |
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Pet Friendly LifestyleWinchester Highlands, Winchester, MA
Ranked #3
Among neighborhoods in Winchester, MA for Apartment listings with Pet Friendly Amenities
Pet Friendliness Lifestyle Score
4.0Pet 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 Cheap Winchester Highlands Apartments
What is a cheap apartment in Winchester Highlands?
A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Winchester Highlands is under $1,870.
What is the price of a cheap apartment in Winchester Highlands?
The cheapest apartment in Winchester Highlands is Mill Street Gardens which is listed at $1,800, while the average apartment in Winchester Highlands costs $5,995.
What types of apartments are the cheapest in Winchester Highlands?
Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 463 regular apartments in Winchester Highlands that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
How do the prices of cheap apartments compare to the average apartment in Winchester Highlands?
Cheap apartments in Winchester Highlands have an average cost of $307 which is $5,688 cheaper than the average rent for all rentals in Winchester Highlands.
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.
Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.
Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.
Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.