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Rent Specials
$4,053 - $4,643
Plus Fees
2 Bedroom Apartments Available NowSanctuary Winchester North
25-35 River StWinchester, MA 01890
2 Bedroom Apartments for Rent in the Winchester Highlands Neighborhood of Winchester, MA (68 Rentals)
35 Vine St
WinchesterMA01890
31 Irving St
WinchesterMA01890
60 Lake St
WinchesterMA01890
7 Conant Rd
WinchesterMA01890
33 Nelson St
WinchesterMA01890
63 Holland St
WinchesterMA01890
67 Church St
WinchesterMA01890
200 Swanton St, Unit T37
200 Swanton St
WinchesterMA01890
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2 Bedroom Apartments
10 Winchester Plz
10 Winchester PlzWinchester, MA 01890
Renting with Roommates: Realistic Expectations for Shared Lease
Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.
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2 Bedroom Apartments
40 Elmwood Ave
40 Elmwood AveWinchester, MA 01890
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2 Bedroom Apartments
Winchester Gardens
1-11 George RdWinchester, MA 01890
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2 Bedroom Apartments
The Willows at Winchester
7 Conant RdWinchester, MA 01890
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2 Bedroom Apartments
The Village
171 Swanton StWinchester, MA 01890
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Rent Specials
$3,413 - $4,329
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,483 - $4,329
Total Monthly Price
Varies
The Devon at Weiss Farm
168 Franklin StStoneham, MA 02180
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Rent Specials
$3,927 - $4,211
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,256 - $5,408
Total Monthly Price
Varies
Hanover Stoneham
95 Maple StStoneham, MA 02180
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$3,325 - $5,440
Total Monthly Price1 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,680 - $5,440
Total Monthly Price
Varies
The Mave
225 Fallon RdStoneham, MA 02180
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Rent Specials
$2,850 - $2,875
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Sep 1Mill Street Heights
59 Mill StWoburn, MA 01801
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$3,458 - $5,086
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,699 - $5,808
Total Monthly Price
Varies
Alta Clara
21 Executive DrStoneham, MA 02180
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Rent Specials
$2,250 - $2,700
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowMill Street Gardens
57 Mill StWoburn, MA 01801
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.
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$3,025
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Jul 14Lofts at 307 Main LLC
307 Main StWoburn, MA 01801
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$3,000
Plus Fees
2 Bedroom Apartments Available Now79 Montvale Ave
79 Montvale AveWoburn, MA 01801
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$2,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
159 Main St
159 Main StStoneham, MA 02180
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$2,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
25 Arlington Rd, Unit Apt #3 6
25 Arlington RdWoburn, MA 01801
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$2,995
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,995
Total Monthly Price
$2,995
286 Main St, Unit 3
286 Main StWoburn, MA 01801
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$3,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jul 1Total Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
10 Davis St, Unit 10
10 Davis StWoburn, MA 01801
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$2,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jul 1Total Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
491 Main St, Unit 2br apartment
491 Main StWoburn, MA 01801
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$2,450
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jul 1Total Monthly Price
Base Rent
$1,750 - $2,450
Total Monthly Price
$1,750 - $2,450
48 Nashua St
48 Nashua StWoburn, MA 01801
289 Elm St, Unit 14
289 Elm St
MedfordMA02155
74 Beach St, Unit 6-12
74 Beach St
WoburnMA01801
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.
295 W Wyoming Ave, Unit 1A
295 W Wyoming Ave
StonehamMA02180
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$3,0002 Bedroom Apartments Available Jul 1
10 Davis St, Unit 2
10 Davis StWoburn, MA 01801
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$2,7952 Bedroom Apartments Available Now
286 Main St, Unit 206
286 Main StWoburn, MA 01801
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$2,4502 Bedroom Apartments Available Jul 1
50 Mill St, Unit 11
50 Mill StWoburn, MA 01801
29 -2 Arlington Rd, Unit 6
29 -2 Arlington Rd
WoburnMA01801
99 Garfield Ave
WoburnMA01801
74 Beach St
WoburnMA01801
320 Fellsview Terrace
StonehamMA02180
558 Main St
StonehamMA02180
220 Central St
StonehamMA02180
Renting Smart: Lease Basics Every Renter Needs
Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com
202 Central St
StonehamMA02180
1 Main St
WoburnMA01801
282 Place Ln
WoburnMA01801
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2 Bedroom Apartments
Montvale Condominiums
100-200 Ledgewood DrStoneham, MA 02180
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2 Bedroom Apartments
Sterling Hill Stoneham
11 Executive DrStoneham, MA 02180
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2 Bedroom Apartments
11 N Warren Ave
11 N Warren AveWoburn, MA 01801
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2 Bedroom Apartments
Continental Court Condominiums
74 Beach StWoburn, MA 01801
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2 Bedroom Apartments
Village at Glenside
5 Glen RdStoneham, MA 02180
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2 Bedroom Apartments
Hillside Gardens
101-116 Hill StStoneham, MA 02180
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2 Bedroom Apartments
Village Estates
201 Main StWoburn, MA 01801
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.
Winchester Highlands, Winchester, MA Local Guide
How much does it cost to rent an apartment in Winchester Highlands?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winchester Highlands Studio Apartments | $2,362 | $1,700 | $2,700 |
| Winchester Highlands 1 Bedroom Apartments | $3,005 | $1,850 | $4,215 |
Winchester Highlands 2 Bedroom Apartments | $3,665 | $2,200 | $5,440 |
| Winchester Highlands 3 Bedroom Apartments | $3,931 | $950 | $6,704 |
| Winchester Highlands 4 Bedroom Apartments | $3,550 | $2,900 | $4,000 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 68 rentals with your search options within a 2 mile radius of the Winchester Highlands Neighborhood of Winchester, MA.
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Largest Available Winchester Highlands 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in the Winchester Highlands area of Boston, MA is found at Hanover Stoneham and is listed at 1,322 square feet priced from $4,211. Here is today’s list of the largest available 2 Bedroom units in the area:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Hanover Stoneham | M | 1,322 Sq Ft | $4,211 |
| Alta Clara | 2H | 1,192 Sq Ft | $3,678 |
| Sanctuary Winchester North | 2B | 1,108 Sq Ft | $4,118 |
| The Devon at Weiss Farm | 2 Bed 2 Bath | 1,108 Sq Ft | $3,413 |
| The Mave | B2AP | 1,053 Sq Ft | $3,530 |
| Mill Street Gardens | 2 Bedroom | 850 Sq Ft | $2,250 |
| 79 Montvale Ave | Two Bedroom | 70 Sq Ft | $3,000 |
Cheapest Available Winchester Highlands 2 Bedroom Apartments
Currently the lowest priced 2 Bedroom apartment unit Winchester Highlands of Boston, MA is the 2 Bedroom Model starting from $2,250 at Mill Street Gardens. The average price for all 2 Bedroom apartments in Winchester Highlands is currently $3,665. Here is today’s list of the cheapest available 2 Bedroom options in the area:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Mill Street Gardens | 2 Bedroom | $2,250 |
| 79 Montvale Ave | Two Bedroom | $3,000 |
| The Devon at Weiss Farm | 2 Bed 2 Bath | $3,413 |
| Alta Clara | 2B | $3,458 |
| The Mave | B2AP | $3,530 |
| Hanover Stoneham | I | $3,927 |
| Sanctuary Winchester North | 2B | $4,118 |
Frequently Asked Questions about 2 Bedroom Winchester Highlands Apartments
What is the Cheapest apartment in Winchester Highlands with 2 Bedroom?
Currently the most affordable 2 Bedroom in Winchester Highlands is at Mill Street Gardens listed at $2,250.
How much is the average rent for a 2 Bedroom Winchester Highlands Apartment?
The average rent for a 2 Bedroom Apartment in Winchester Highlands is $3,665.
What is the largest available 2 Bedroom Winchester Highlands Apartment for rent?
Today's apartment with the most square footage in Winchester Highlands is a 1,322 square feet unit starting from $4,211 at Hanover Stoneham.
What is the average size for Winchester Highlands 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Winchester Highlands is currently 1,207 sq ft.
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.
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