
Furnished Homes for Rent in Winthrop Highlands Neighborhood of Winthrop, MA (27 Rentals)
Homes for rent in the Winthrop Highlands area of Winthrop, complete with furniture included - Beds, tables, chairs and more - Ready for move-in!


312 Shirley St, Unit 203

370 Main St, Unit 2

Total Monthly Price
50 Salt St, Unit GO FL4-ID1096

Furnished Private Bedroom in East Boston

Furnished Bedroom with Private Bath in East Boston
Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Create a productive work-from-home apartment setup, even in a small space or studio. Discover layout ideas, desk solutions, and organization tips that actually work.

Furnished Bedroom with Private Bath in East Boston

Furnished Bedroom with Private Bath in East Boston

Furnished Bedroom with Private Bath in East Boston

Furnished Private Bedroom in East Boston

Furnished Private Bedroom in East Boston

Total Monthly Price
646 Ocean Ave, Unit SI FL4-ID1336
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

Total Monthly Price
646 Ocean Ave, Unit SI FL4-ID1331

Total Monthly Price
646 Ocean Ave, Unit SI FL4-ID1332

Total Monthly Price
646 Ocean Ave, Unit SI FL4-ID1335

Total Monthly Price
50 Salt St, Unit SI FL4-ID1095

Furnished Private Bedroom in East Boston

Total Monthly Price
50 Salt St, Unit SI FL4-ID1093
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

Total Monthly Price
50 Salt St, Unit SI FL4-ID1100

Total Monthly Price
50 Salt St, Unit SI FL4-ID1092

Furnished Bedroom with Private Bath in East Boston

Total Monthly Price
1011 Bennington St, Unit SI ID1343284P

Total Monthly Price
1011 Bennington St, Unit SI ID1343243P

Furnished Private Bedroom in East Boston
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.

Furnished Private Bedroom in East Boston

Furnished Bedroom with Private Bath in East Boston

Furnished Bedroom with Private Bath in East Boston
Winthrop Highlands, Winthrop, MA Local Guide

How much does it cost to rent a home in Winthrop Highlands?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winthrop Highlands 2 Bedroom Homes for Rent | $2,887 | $2,350 | $3,650 |
| Winthrop Highlands 3 Bedroom Homes for Rent | $3,740 | $3,000 | $6,000 |
| Winthrop Highlands 4 Bedroom Homes for Rent | $4,216 | $3,700 | $5,100 |
| Winthrop Highlands 5 Bedroom Homes for Rent | $4,350 | $4,000 | $4,700 |
Browse Homes for Rent in this Neighborhood
There are currently 27 rentals with your search options within a 2 mile radius of the Winthrop Highlands Neighborhood of Winthrop, MA.
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Winthrop Highlands, Winthrop, MA Local Guide
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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick 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.
Pet Friendly LifestyleWinthrop Highlands, Winthrop, MA
Ranked #1
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Frequently Asked Questions about Winthrop Highlands
What type of rentals are currently available in Winthrop Highlands?
There are currently 222 Apartments for Rent in Winthrop Highlands, MA with pricing that ranges from $1,200 to $16,292. There are also 115 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winthrop Highlands ranging from $1,595 to $6,000.
What is the current price range for Rental Homes in Winthrop Highlands?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winthrop Highlands ranges from $1,595 to $6,000 with an average monthly rent of $3,327.
How much are larger Three and Four Bedroom Rentals in Winthrop Highlands?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winthrop Highlands range from $2,250 to $5,719, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,000 to $6,000. Four Bedroom Single-Family rentals are also available starting from $3,700 and Four Bedroom Apartments start at $3,400.
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.