
Apartments for Rent by Owner in the Winchester Highlands Neighborhood of Winchester, MA (14 Rentals)


200 Park Terrace Dr, Unit #1
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

157 Franklin St, Unit #B2

159 Franklin St, Unit #D3

42 Cambridge Rd, Unit #117
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
Winchester Highlands, Winchester, MA Local Guide

How much does it cost to rent an apartment in Winchester Highlands?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winchester Highlands Studio Apartments | $2,515 | $1,600 | $2,736 |
Winchester Highlands 1 Bedroom Apartments | $3,026 | $1,895 | $8,502 |
Winchester Highlands 2 Bedroom Apartments | $3,888 | $1,900 | $9,371 |
Winchester Highlands 3 Bedroom Apartments | $5,137 | $3,295 | $8,000 |
Winchester Highlands 4 Bedroom Apartments | $4,974 | $4,800 | $5,500 |
Winchester Highlands 5 Bedroom Apartments | $5,400 | $4,295 | $6,500 |
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
Quick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
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 For rent By Owner Winchester Highlands Apartments
What is the Cheapest For rent By Owner apartment in Winchester Highlands?
Currently the most affordable For rent By Owner Apartment in Winchester Highlands is at 157 Franklin St, Unit #B2 listed at $1,900.
How much is the average rent for a For rent By Owner Winchester Highlands Apartment?
The average rent for a For rent By Owner Apartment in Winchester Highlands is $2,421.
What is the largest For rent By Owner Winchester Highlands Apartment for rent?
Today's For rent By Owner apartment with the most square footage in Winchester Highlands is a 1,100 square feet unit starting from $2,800 at 200 Park Terrace Dr, Unit #1.
What is the average size for Winchester Highlands For rent By Owner Apartments for rent?
The average size for a For rent By Owner rental in Winchester Highlands is currently at 767 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.

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.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.