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$1,355
Total Monthly Price
1 Bedroom Apartments Available Dec 1Total Monthly Price
Base Rent
$1,155
Required Monthly Fees
$200
Total Monthly Price
$1,355
Furnished Private Bedroom in East Boston
951 Saratoga StBoston, MA 02128
Cheap Homes for Rent in Winthrop Highlands Neighborhood of Winthrop, MA from $2,100 (23 Rentals)
Search the lowest-cost Homes available for rent right now in the Winthrop Highlands area of Winthrop.
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$1,525
Total Monthly Price
1 Bedroom Apartments Available Dec 1Total Monthly Price
Base Rent
$1,325
Required Monthly Fees
$200
Total Monthly Price
$1,525
Furnished Private Bedroom in East Boston
1061 Saratoga StBoston, MA 02128
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1030 Bennington St, Unit 15
1030 Bennington St
BostonMA02128
90 Winthrop Shore Dr, Unit 1-b 1-b U10
90 Winthrop Shore Dr
WinthropMA02152
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$2,205
Total Monthly Price
Studio Apartments Available Oct 29Total Monthly Price
Base Rent
$1,750
Required Monthly Fees
$455
Total Monthly Price
$2,205
50 Salt St
50 Salt StRevere, MA 02151
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.
600 Governor's Dr
WinthropMA02152
89 Atlantic Ave
RevereMA02151
65 Gladstone St
BostonMA02128
10 Franklin Ave
RevereMA02151
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$2,500
Total Monthly Price
1 Bedroom Apartments Available Jan 9, 2026Total Monthly Price
Base Rent
$2,040
Required Monthly Fees
$460
Total Monthly Price
$2,500
50 Salt St
50 Salt StRevere, MA 02151
238 Everett St, Unit 1
238 Everett St
BostonMA02128
352 Shirley St
WinthropMA02152
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.
15 Walley St, Unit 206
15 Walley St
BostonMA02128
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1030 Bennington St, Unit 5
1030 Bennington St
BostonMA02128
1030 Bennington St, Unit 5
1030 Bennington St
BostonMA02128
1030 Bennington St, Unit 5
1030 Bennington St
BostonMA02128
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.
1030 Bennington St, Unit 5
1030 Bennington St
BostonMA02128
1030 Bennington St, Unit 5
1030 Bennington St
BostonMA02128
Showing Results 1-23, Page 1 of 1
Winthrop Highlands, Winthrop, MA Local Guide
View of Winthrop, Massachusetts from the northeast by Sean 2015 is licensed under Internal
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 | $2,823 | $2,250 | $3,450 |
| Winthrop Highlands 3 Bedroom Homes for Rent | $4,079 | $2,550 | $6,500 |
| Winthrop Highlands 4 Bedroom Homes for Rent | $3,750 | $3,400 | $4,200 |
| Winthrop Highlands 6 Bedroom Homes for Rent | $8,000 | $8,000 | $8,000 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 23 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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Cheapest Available Winthrop Highlands Apartments for Rent
The cheapest available apartment rental in the Winthrop Highlands area of Boston, MA is a 1 Bed unit found at Pratt Place Apartments priced from $1,869. 1510 N Shore Rd has the second lowest priced unit, which is a Studio apartment currently listed from $2,000. Here are the most affordable Winthrop Highlands apartments for rent in Boston, MA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Pratt Place Apartments | 1 Bedroom, 1st Floor | 1BR,1BA | $1,869 |
| 1510 N Shore Rd | Studio | Studio,1BA | $2,000 |
| Amaya | M1 | Studio,1BA | $2,150 |
| Ocean 650 | Studio (535 SF) | Studio,1BA | $2,296 |
| One Beachmont | A1F | 1BR,1BA | $2,455 |
Best Value Apartments for Rent in Winthrop Highlands, MA
As of October 27, 2025 the best value apartment in the Winthrop Highlands area is the $1.79 price per square foot 97 Bradstreet Ave Model at 97 Bradstreet Ave, Unit 97 in the in the Belle Circle neighborhood starting from $4,300. The second greatest value Winthrop Highlands apartment is the 118 Brookfield Rd Model at 118 Brookfield Rd, Unit 118 Brookfield starting at $3,600 with a $1.50 price per square foot in the Beachmont neighborhood. Here is today’s list of the best values for Winthrop Highlands apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 97 Bradstreet Ave, Unit 97 | 97 Bradstreet Ave | 5BR,2BA | $1.79 |
| 118 Brookfield Rd, Unit 118 Brookfield | 118 Brookfield Rd | 4BR,2.5BA | $1.50 |
| 1148 Bennington St, Unit 1 | 1148 Bennington St | 4BR,2BA | $2.09 |
| 26 Curtis Rd, Unit 2 | 26 Curtis Rd | 4BR,1.5BA | $2.76 |
| 112 Lynnway, Unit 616 | 112 Lynnway | 3BR,2BA | $2.95 |
| 354 Shirley St, Unit 3 | 354 Shirley St | 3BR,1BA | $2.04 |
| 23 Endicott Ave | 23 Endicott Ave | 1BR,1BA | $2.56 |
| 312 Shirley St | 312 Shirley St | Studio ,1BA | $1.80 |
| 312 Shirley St, Unit 309 | 312 Shirley St | 1BR,1BA | $2.10 |
| Pratt Place Apartments | 1 Bedroom, 3rd Floor | 1BR,1BA | $2.82 |
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.
Read Article
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
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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 208 Apartments for Rent in Winthrop Highlands, MA with pricing that ranges from $1,275 to $10,463. There are also 56 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winthrop Highlands ranging from $2,195 to $8,000.
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 $2,195 to $8,000 with an average monthly rent of $4,202.
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 $2,450 to $5,406, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,550 to $6,500. Four Bedroom Single-Family rentals are also available starting from $3,400 and Four Bedroom Apartments start at $3,600.
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.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.