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$3,400
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,400
Total Monthly Price
$3,400
1 Victoria St, Unit 1A
1 Victoria StSomerville, MA 02144
Luxury Apartments for Rent in Winchester, MA (420 Rentals) Page 4 of 9
The most luxurious Apartments in Winchester with high-end amenities, features, and finishes.
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$3,400
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,400
Total Monthly Price
$3,400
12 Quincy St, Unit 1
12 Quincy StMedford, MA 02155
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$3,450
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,450
Total Monthly Price
$3,450
227 Boston Ave, Unit 1
227 Boston AveMedford, MA 02155
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$3,450
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,450
Total Monthly Price
$3,450
141 Hillsdale Rd, Unit 2
141 Hillsdale RdSomerville, MA 02144
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$3,450
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,450
Total Monthly Price
$3,450
59 Quincy St, Unit 1
59 Quincy StMedford, MA 02155
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$3,450
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,450
Total Monthly Price
$3,450
59 Quincy St, Unit 1
59 Quincy StMedford, MA 02155
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$3,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
14 Belknap St, Unit 1
14 Belknap StSomerville, MA 02144
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$3,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
14 Belknap St, Unit 1
14 Belknap StSomerville, MA 02144
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$3,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
14 Belknap St, Unit 1
14 Belknap StSomerville, MA 02144
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$3,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
293 Boston Ave, Unit 2
293 Boston AveMedford, MA 02155
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$3,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
14 Belknap St, Unit 1
14 Belknap StSomerville, MA 02144
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$3,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
14 Belknap St, Unit 1
14 Belknap StSomerville, MA 02144
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$3,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
235 Ashcroft Rd
235 Ashcroft RdMedford, MA 02155
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$3,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
14 Belknap St, Unit 1
14 Belknap StSomerville, MA 02144
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$3,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
14 Belknap St, Unit 1
14 Belknap StSomerville, MA 02144
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$3,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
14 Belknap St, Unit 14 Belknap St. #1
14 Belknap StSomerville, MA 02144
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$3,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
14 Belknap St, Unit 2
14 Belknap StSomerville, MA 02144
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$3,500
Total Monthly Price9 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
44 Winter St, Unit 1
44 Winter StMedford, MA 02155
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$3,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
10 Gould St, Unit 10.5
10 Gould StStoneham, MA 02180
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$3,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
293 Boston Ave, Unit 2
293 Boston AveMedford, MA 02155
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$3,550
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,550
Total Monthly Price
$3,550
32 Irvington Rd, Unit #2
32 Irvington RdSomerville, MA 02144
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$3,600
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
293 Boston Ave, Unit 2
293 Boston AveMedford, MA 02155
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$3,600
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
281 Alewife Brook Pky, Unit 2T
281 Alewife Brook PkySomerville, MA 02144
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$3,600
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
59 Quincy St, Unit 1
59 Quincy StMedford, MA 02155
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$3,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
235 Ashcroft Rd, Unit 235 Ashcroft St
235 Ashcroft RdMedford, MA 02155
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$3,600
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
68 North St
68 North StSomerville, MA 02144
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$3,600
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
112 College Ave
112 College AveMedford, MA 02155
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$3,600
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
281 Alewife Brook Pky, Unit 2
281 Alewife Brook PkySomerville, MA 02144
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$3,600
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
281 Alewife Brook Pky, Unit 2A
281 Alewife Brook PkySomerville, MA 02144
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$3,600
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
281 Alewife Brook Pky, Unit 2
281 Alewife Brook PkySomerville, MA 02144
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$3,600
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
79 Lyman Ave
79 Lyman AveMedford, MA 02155
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$3,650
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Sep 30Total Monthly Price
Base Rent
$3,650
Total Monthly Price
$3,650
38 Norwich Cir, Unit 1
38 Norwich CirMedford, MA 02155
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$3,750
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,750
Total Monthly Price
$3,750
25 Essex St, Unit 1
25 Essex StMedford, MA 02155
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$3,750 - $4,100
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowThe Legacy at Arlington Center
438 Massachusetts AveArlington, MA 02474
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$3,800
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$3,800
Total Monthly Price
$3,800
48 Raymond Ave, Unit 3
48 Raymond AveSomerville, MA 02144
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$3,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,800
Total Monthly Price
$3,800
15 Taylor St, Unit 1
15 Taylor StMedford, MA 02155
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$3,800
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$3,800
Total Monthly Price
$3,800
132 George St, Unit 1
132 George StMedford, MA 02155
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$3,800
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$3,800
Total Monthly Price
$3,800
132 George St, Unit 1
132 George StMedford, MA 02155
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$3,800
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$3,800
Total Monthly Price
$3,800
132 George St, Unit 1
132 George StMedford, MA 02155
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$3,850
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,850
Total Monthly Price
$3,850
224 Arlington St
224 Arlington StMedford, MA 02155
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$3,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,900
Total Monthly Price
$3,900
165 Radcliffe Rd, Unit #169
165 Radcliffe RdBelmont, MA 02478
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$3,900
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,900
Total Monthly Price
$3,900
59 Quincy St
59 Quincy StMedford, MA 02155
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$3,900
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,900
Total Monthly Price
$3,900
56 Gordon St, Unit 1
56 Gordon StSomerville, MA 02144
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$3,900
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,900
Total Monthly Price
$3,900
59 Quincy St
59 Quincy StMedford, MA 02155
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$3,900
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$3,900
Total Monthly Price
$3,900
89 Hillsdale Rd, Unit 1
89 Hillsdale RdMedford, MA 02155
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$3,950
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,950
Total Monthly Price
$3,950
95 North St, Unit 2
95 North StSomerville, MA 02144
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$3,975
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,975
Total Monthly Price
$3,975
54 Upland Rd, Unit 2
54 Upland RdSomerville, MA 02144
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$3,975
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,975
Total Monthly Price
$3,975
54 Upland Rd, Unit 2
54 Upland RdSomerville, MA 02144
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$3,995
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,995
Total Monthly Price
$3,995
52 Pleasant St, Unit #2
52 Pleasant StLexington, MA 02421
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$4,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,000
Total Monthly Price
$4,000
138 North St, Unit 2
138 North StMedford, MA 02144
Winchester, MA Local Guide
Downtown Winchester, Massachusetts by Moonshine4711 is licensed under CC BY-SA 3.0
How much does it cost to rent an apartment in Winchester?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winchester Luxury Studio Apartments | $2,272 | $1,550 | $2,914 |
| Winchester Luxury 1 Bedroom Apartments | $2,823 | $1,850 | $4,350 |
| Winchester Luxury 2 Bedroom Apartments | $3,236 | $2,000 | $5,128 |
| Winchester Luxury 3 Bedroom Apartments | $3,681 | $2,250 | $7,500 |
| Winchester Luxury 4 Bedroom Apartments | $4,655 | $3,200 | $6,066 |
| Winchester 5 Bedroom Apartments | $5,988 | $4,000 | $9,300 |
| Winchester 6 Bedroom Apartments | $7,262 | $5,945 | $9,100 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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Getting Around Winchester, MA
Walk Score®
71 / 100
Very Walkable
Most errands can be accomplished on foot
Bike Score®
67 / 100
Bikeable
Some bike infrastructure
Transit Score®
1 / 100
Minimal Transit
It may be possible to get on a bus
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Winchester
How much are Studio apartments in Winchester?
There are currently 106 Studio Apartments in Winchester with rent ranges from $1,550 to $2,914 with an average price of $2,272.
What is the current price range for One Bedroom Winchester Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Winchester ranges from $1,850 to $4,350 with an average monthly rent of $2,823.
What does renting a Two Bedroom Apartment in Winchester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $2,000 to $5,128. Today's average rental price for Two Bedrooms here is $3,236.
How expensive are Winchester Three Bedroom Apartments?
There are currently 168 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $2,250 to $7,500 - averaging $3,681 for the location.
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.
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.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.