
Luxury Apartments for Rent in Winchester, MA (627 Rentals)Page 4 of 13
The most luxurious Apartments in Winchester with high-end amenities, features, and finishes.


314 Massachusetts Ave, Unit 2

50 Conwell Ave, Unit 2

1 Victoria St, Unit 2

333 Alewife Brook Pky, Unit 3

3 Hamilton Rd, Unit 2

3 Hamilton Rd, Unit 2

217 Arlington St, Unit 1

301 Alewife Brook Pky, Unit #1

69 Raymond Ave, Unit 1

1 Victoria St, Unit 2

1 Victoria St, Unit 1

217 Arlington St, Unit 1

303 Alewife Brook Pky, Unit 2

217 Arlington St, Unit 1

11 Curtis Ave, Unit 2

69 Raymond Ave, Unit 1R

3 Hamilton Rd, Unit 2

12 Knowles Farm Rd, Unit 12

281 Alewife Brook Pky, Unit 2A

10 Fairmount St, Unit 1

279 Alewife Brook Pky, Unit 1T

279 Alewife Brook Pky, Unit 1A

3 Hamilton Rd, Unit 2

301 Alewife Brook Pky, Unit 2T
Winchester, MA Local Guide

How much does it cost to rent an apartment in Winchester?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winchester Luxury Studio Apartments | $2,181 | $1,300 | $5,256 |
Winchester Luxury 1 Bedroom Apartments | $2,584 | $1,020 | $6,923 |
Winchester Luxury 2 Bedroom Apartments | $3,310 | $1,750 | $8,856 |
Winchester Luxury 3 Bedroom Apartments | $3,743 | $2,800 | $7,500 |
Winchester Luxury 4 Bedroom Apartments | $4,433 | $3,000 | $5,750 |
Winchester 5 Bedroom Apartments | $5,325 | $4,000 | $6,900 |
Winchester 6 Bedroom Apartments | $6,863 | $4,500 | $9,900 |
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Getting Around Winchester, MA
Walk Score®
71 / 100
Very Walkable
Most errands can be accomplished on foot
Bike Score®
67 / 100
Bikeable
Some bike infrastructure
Transit Score®
1 / 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
How much are Studio apartments in Winchester?
There are currently 37 Studio Apartments in Winchester with rent ranges from $1,300 to $5,256 with an average price of $2,181.
What is the current price range for One Bedroom Winchester Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Winchester ranges from $1,020 to $6,923 with an average monthly rent of $2,584.
What does renting a Two Bedroom Apartment in Winchester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $1,750 to $8,856. Today's average rental price for Two Bedrooms here is $3,310.
How expensive are Winchester Three Bedroom Apartments?
There are currently 176 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $2,800 to $7,500 - averaging $3,743 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.

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.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.