
Luxury Apartments for Rent in Winchester, MA (227 Rentals) Page 5 of 5
The most luxurious Apartments in Winchester with high-end amenities, features, and finishes.


216 Broadway

190 North St, Unit 2

314 Massachusetts Ave

28 Sunset Rd

61 Wollaston Ave

36 Gould St

260 Boston Ave, Unit 2

14 Curtis Ave, Unit 2

15 Bartlett Ave, Unit TH

14 Sturtevant Terrace, Unit 1

16 Curtis Ave, Unit 2

35 Conwell Ave

14 Sturtevant Terrace, Unit 2

3 Chapel Way

Brookside Apartments

Stoneham House

Mass Ave 333-Allen Street Apartments

Shaker Glen Village

Medford Square Riverside

109 Oxford St

Mass Ave, 898

174 Summer St

483 Summer Street

12 Montvale Ave

475 Massachusetts Ave

48 Pleasant St
Winchester, MA Local Guide

How much does it cost to rent an apartment in Winchester?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winchester Luxury Studio Apartments | $2,248 | $1,650 | $2,832 |
| Winchester Luxury 1 Bedroom Apartments | $2,696 | $1,110 | $4,215 |
| Winchester Luxury 2 Bedroom Apartments | $3,356 | $1,995 | $5,440 |
| Winchester Luxury 3 Bedroom Apartments | $3,790 | $950 | $6,297 |
| Winchester Luxury 4 Bedroom Apartments | $4,172 | $2,900 | $5,300 |
| Winchester 5 Bedroom Apartments | $6,088 | $4,200 | $10,000+ |
| Winchester 6 Bedroom Apartments | $6,358 | $950 | $8,400 |
Browse Top Apartments in Winchester
See all Apartments in WinchesterExplore Winchester
Frequently Asked Questions about Winchester
How much are Studio apartments in Winchester?
There are currently 103 Studio Apartments in Winchester with rent ranges from $1,650 to $2,832 with an average price of $2,248.
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 $1,110 to $4,215 with an average monthly rent of $2,696.
What does renting a Two Bedroom Apartment in Winchester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $1,995 to $5,440. Today's average rental price for Two Bedrooms here is $3,356.
How expensive are Winchester Three Bedroom Apartments?
There are currently 76 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $950 to $6,297 - averaging $3,790 for the location.
Expert Rental Resources
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.
Helpful Local Expert Guides

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.

A Local Experts Guide to the Top Boston Neighborhoods for College Renters
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.