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Rent Specials
$2,925 - $9,941
Total Monthly Price
1 to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,925 - $9,941
Total Monthly Price
Varies
Sanctuary Winchester North
25-35 River StWinchester, MA 01890
Apartments for Rent in the Winchester Highlands Neighborhood of Winchester, MA (177 Rentals)
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$1,895
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,895
Total Monthly Price
$1,895
35 Loring Ave, Unit 1L
35 Loring AveWinchester, MA 01890
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$1,850
Total Monthly Price12 Month Lease Term
Studio Apartment Available Oct 1Total Monthly Price
Base Rent
$1,850
Total Monthly Price
$1,850
219 Washington St, Unit 1
219 Washington StWinchester, MA 01890
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$3,700
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,700
Total Monthly Price
$3,700
10 Webster St, Unit 1
10 Webster StWinchester, MA 01890
270 Cross St
WinchesterMA01890
10 Winchester Pl, Unit 102
10 Winchester Pl
WinchesterMA01890
200 Swanton St, Unit 705
200 Swanton St
WinchesterMA01890
79 Church St
WinchesterMA01890
7 Park Ave
WinchesterMA01890
303 Washington St
WinchesterMA01890
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24 Lebanon St
WinchesterMA01890
10-12-12 Webster St
WinchesterMA01890
111 Highland Ave
WinchesterMA01890
31 Fells Rd
WinchesterMA01890
488 Washington St
WinchesterMA01890
161 Highland Ave
WinchesterMA01890
63-65 Harvard St
WinchesterMA01890
5 Quigley Ct
WinchesterMA01890
22 Baldwin St
WinchesterMA01890
28 East St
WinchesterMA01890
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270 Cross St
WinchesterMA01890
16 Lochwan St
WinchesterMA01890
115 Washington St
WinchesterMA01890
200 Swanton St
WinchesterMA01890
666 Main St
WinchesterMA01890
60 Lake St
WinchesterMA01890
79 Bacon St
WinchesterMA01890
60 Graystone Circle
WinchesterMA01890
200 Swanton St, Unit 738
200 Swanton St
WinchesterMA01890
63 Holland St
WinchesterMA01890
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.
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Rent Specials
$2,443 - $6,306
Total Monthly Price
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,443 - $6,306
Total Monthly Price
Varies
The Devon at Weiss Farm
168 Franklin StStoneham, MA 02180
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Rent Specials
$2,563 - $5,603
Total Monthly Price
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,563 - $5,603
Total Monthly Price
Varies
Hanover Stoneham
95 Maple StStoneham, MA 02180
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Rent Specials
$2,695 - $5,055
Total Monthly Price1 Month Lease Term
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,695 - $5,055
Total Monthly Price
Varies
The Mave
225 Fallon RdStoneham, MA 02180
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$2,600 - $2,800
Plus Fees1 Month Lease Term
Studio to 1 Bedroom Apartments Available Now44 Montvale Avenue
44 Montvale AveWoburn, MA 01801
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$2,400 - $3,075
Plus Fees12 Month Lease Term
2 Bedroom Apartments Contact Us For AvailabilityMill Street Heights
59 Mill StWoburn, MA 01801
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Rent Specials
$1,950 - $2,600
Plus Fees12 Month Lease Term
1 to 2 Bedroom Apartments Available NowMill Street Gardens
57 Mill StWoburn, MA 01801
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$3,048 - $4,994
Total Monthly Price
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,048 - $4,994
Total Monthly Price
Varies
Alta Clara
21 Executive DrStoneham, MA 02180
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$2,300 - $2,350
Plus Fees12 Month Lease Term
1 Bedroom Apartments Available Now7-1 Kilby St
7 Kilby StWoburn, MA 01801
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$1,950 - $2,165
Plus Fees1 Month Lease Term
Studio Apartments Available Aug 312-15 Winn Park
2-15 Winn ParkWoburn, MA 01801
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$2,400 - $2,600
Plus Fees
1 Bedroom Apartments Available Sep 179 Montvale Ave
79 Montvale AveWoburn, MA 01801
Neighborhood & Market Insights: How to Choose the Right Area to Rent
Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.
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$2,395
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,395
Total Monthly Price
$2,395
32 Pond St, Unit 2
32 Pond StStoneham, MA 02180
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$2,495
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$2,495
Total Monthly Price
$2,495
628 Main St, Unit 4
628 Main StWoburn, MA 01801
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$2,600 - $2,650
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,600 - $2,650
Total Monthly Price
$2,600 - $2,650
14 Salem St
14 Salem StWoburn, MA 01801
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$2,995
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total 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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$2,450
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$2,450
Total Monthly Price
$2,450
25 Arlington Rd, Unit Apt #3 6
25 Arlington RdWoburn, MA 01801
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$2,100
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$2,100
Total Monthly Price
$2,100
68 High St, Unit 68 high street
68 High StWoburn, MA 01801
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$1,895
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,895
Total Monthly Price
$1,895
103 Pleasant St, Unit 2l
103 Pleasant StWoburn, MA 01801
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$2,375
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Aug 31Total Monthly Price
Base Rent
$2,375
Total Monthly Price
$2,375
48 Nashua St, Unit 2
48 Nashua StWoburn, MA 01801
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$1,795
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,795
Total Monthly Price
$1,795
7 Mishawum Rd, Unit B
7 Mishawum RdWoburn, MA 01801
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$2,000
Total Monthly Price12 Month Lease Term
Studio Apartment Available Sep 1Total Monthly Price
Base Rent
$2,000
Total Monthly Price
$2,000
43 Mc Cormack St, Unit 1
43 Mc Cormack StMalden, MA 02148
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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.
Showing Results 1-50, Page 1 of 4
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 | $2,420 | $1,850 | $2,964 |
| Winchester Highlands 1 Bedroom Apartments | $2,977 | $1,695 | $4,070 |
| Winchester Highlands 2 Bedroom Apartments | $3,558 | $2,100 | $5,441 |
| Winchester Highlands 3 Bedroom Apartments | $4,830 | $3,200 | $6,471 |
| Winchester Highlands 4 Bedroom Apartments | $3,866 | $3,700 | $4,200 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
How much does it cost to rent a home in Winchester Highlands?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| 2 Bedroom Homes | $2,984 | $2,300 | $4,200 |
| 3 Bedroom Homes | $4,441 | $2,900 | $6,500 |
| 4 Bedroom Homes | $5,040 | $4,000 | $6,000 |
| 5 Bedroom Homes | $8,415 | $4,950 | $10,000+ |
| 6 Bedroom Homes | $7,500 | $7,500 | $7,500 |
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 177 rentals with your search options within a 2 mile radius of the Winchester Highlands Neighborhood of Winchester, MA.
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Frequently Asked Questions about Winchester Highlands
What is the current pricing and availability for apartments for rent in the Winchester Highlands area of Winchester, MA?
As of today, August 30, 2026, there are currently 177 available Winchester Highlands apartments priced from $1,695 to $19,900, with an average monthly rent of $3,314.
How much are Studio apartments in Winchester Highlands?
There are currently 41 Studio Apartments in Winchester Highlands with rent ranges from $1,850 to $2,964 with an average price of $2,420.
What is the current price range for One Bedroom Winchester Highlands Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Winchester Highlands ranges from $1,695 to $4,070 with an average monthly rent of $2,977.
What does renting a Two Bedroom Apartment in Winchester Highlands cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winchester Highlands range from $2,100 to $5,441. Today's average rental price for Two Bedrooms here is $3,558.
How expensive are Winchester Highlands Three Bedroom Apartments?
There are currently 16 Three Bedroom Apartments listings available in Winchester Highlands on ApartmentHomeLiving.com. The pricing ranges from $3,200 to $6,471 - averaging $4,830 for the location.
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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