
Luxury Homes for Rent in Winthrop, MA (213 Rentals) Page 2 of 5
The most luxurious Homes in Winthrop with high-end amenities, features, and finishes.


Total Monthly Price
165 Hichborn St, Unit 5

86 Chelsea St, Unit 1

Total Monthly Price
346 Chelsea St, Unit 2

191 Porter St, Unit 4

191 Porter St, Unit 4

212 Maverick St, Unit 3

86 Chelsea St, Unit #1

358 Princeton St, Unit 2

107 Chelsea St, Unit 2
Explore Like a Local: The Insider's Guide to Boston
Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.

358 Princeton St, Unit 2

90 Ocean Ave, Unit 604

Total Monthly Price
122 Gladstone St, Unit A

93 Bennington St, Unit 715

212 Maverick St

Total Monthly Price
151-153 Meridian Street, Unit 3

11 Walley St

167 Lexington St

367 Maverick St, Unit 2

143 London St, Unit 2
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

367 Maverick St

77 Morris St, Unit 1

169 Maverick St

158 Cottage St

473 Revere Beach Pky, Unit 1

59 Lubec St, Unit 1

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

Total Monthly Price
114 Falcon St, Unit 2

247 Bennington St, Unit 3

23 Roughan St, Unit 1
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

661 Bennington St, Unit 2

87 Parker St

30 Wordsworth St, Unit 2

10 Cottage St

208 Spencer Ave

Total Monthly Price
114 Falcon St, Unit 3

Total Monthly Price
340 Bremen St, Unit SI FL3-ID1129

Total Monthly Price
195 Maverick St, Unit 1

27 Chelsea St, Unit 2

182 Cottage St
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.

175 Cottage St, Unit 214

114 Everett St, Unit 3

179 Putnam St, Unit 1

8 Everett St

80 Marion St

Total Monthly Price
340 Bremen St, Unit SI FL4-ID1130

394 Ocean Ave, Unit 515

59 Lubec St, Unit 1

113 Orleans St, Unit 3

113 Orleans St, Unit 3
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
Winthrop, MA Local Guide

How much does it cost to rent a home in Winthrop?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winthrop 2 Bedroom Homes for Rent | $3,100 | $2,325 | $4,100 |
| Winthrop 3 Bedroom Homes for Rent | $3,351 | $1,160 | $6,000 |
| Winthrop 4 Bedroom Homes for Rent | $3,909 | $3,000 | $5,400 |
| Winthrop 5 Bedroom Homes for Rent | $5,075 | $4,350 | $5,800 |
Browse Top Homes for Rent in Winthrop
Explore Winthrop
Frequently Asked Questions about Winthrop
What type of rentals are currently available in Winthrop?
There are currently 580 Apartments for Rent in Winthrop, MA with pricing that ranges from $900 to $18,529. There are also 261 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winthrop ranging from $1,160 to $6,000.
What is the current price range for Rental Homes in Winthrop?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winthrop ranges from $1,160 to $6,000 with an average monthly rent of $3,375.
How much are larger Three and Four Bedroom Rentals in Winthrop?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winthrop range from $900 to $7,949, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,160 to $6,000. Four Bedroom Single-Family rentals are also available starting from $3,000 and Four Bedroom Apartments start at $900.
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

What It Really Costs to Live in Boston: A Local Renter's Guide
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!

Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!

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

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

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.