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$2,250
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 20Total Monthly Price
Base Rent
$2,250
Total Monthly Price
$2,250
25 Arlington Rd, Unit Apt 1-1
25 Arlington RdWoburn, MA 01801
Apartments for Rent by Owner in Winchester, MA (23 Rentals)
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$3,150
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Oct 1Total Monthly Price
Base Rent
$3,150
Total Monthly Price
$3,150
63 Newport St, Unit 63 Newport Street
63 Newport StArlington, MA 02476
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$2,300
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Oct 1Total Monthly Price
Base Rent
$2,300
Total Monthly Price
$2,300
132 Madison Ave, Unit 132
132 Madison AveArlington, MA 02474
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$2,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Oct 1Total Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
505 Main St, Unit 3
505 Main StStoneham, MA 02180
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$1,800
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$1,800
Total Monthly Price
$1,800
147 Pleasant St, Unit 4
147 Pleasant StWoburn, MA 01801
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$3,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
6 Gloucester St
6 Gloucester StArlington, MA 02476
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$4,600
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,600
Total Monthly Price
$4,600
72 Tufts St, Unit A
72 Tufts StArlington, MA 02474
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$1,850
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Sep 15Total Monthly Price
Base Rent
$1,850
Total Monthly Price
$1,850
224 Main St, Unit 1B
224 Main StWoburn, MA 01801
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$2,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
109 Westmoreland Ave, Unit 109 Westmoreland Ave
109 Westmoreland AveArlington, MA 02474
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$2,250
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 15Total Monthly Price
Base Rent
$2,250
Total Monthly Price
$2,250
74 Beach St, Unit Unit #3-3
74 Beach StWoburn, MA 01801
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$6,600
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$6,600
Total Monthly Price
$6,600
4 High St
4 High StSomerville, MA 02144
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$4,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
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$4,200
Total Monthly Price
$4,200
40 Orchard St, Unit 1
40 Orchard StMedford, MA 02155
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$2,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
42 Summer St, Unit 42 Summer Street
42 Summer StMedford, MA 02155
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$4,050
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$4,050
Total Monthly Price
$4,050
86 Quincy St
86 Quincy StMedford, MA 02155
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$5,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$5,400
Total Monthly Price
$5,400
86A Quincy St, Unit 2
86A Quincy StMedford, MA 02155
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$6,750
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$6,750
Total Monthly Price
$6,750
23 Emery St
23 Emery StMedford, MA 02155
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$5,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Oct 1Total Monthly Price
Base Rent
$5,000
Total Monthly Price
$5,000
86 Orchard St, Unit #1
86 Orchard StMedford, MA 02155
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$2,650
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,650
Total Monthly Price
$2,650
80 Orchard St, Unit Apt 1
80 Orchard StMedford, MA 02155
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$2,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
37 Pearl St, Unit 1st floor apt near Tufts
37 Pearl StMedford, MA 02155
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$5,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$5,200
Total Monthly Price
$5,200
46 Sunset Rd, Unit 1
46 Sunset RdSomerville, MA 02144
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$5,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$5,400
Total Monthly Price
$5,400
48 Sunset Rd, Unit 48
48 Sunset 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
141 Hillsdale Rd, Unit 2
141 Hillsdale RdSomerville, MA 02144
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$4,780
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$4,780
Total Monthly Price
$4,780
90 Conwell Ave, Unit 2
90 Conwell AveSomerville, MA 02144
Showing Results 1-23, Page 1 of 1
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 Studio Apartments | $2,266 | $1,550 | $2,914 |
| Winchester 1 Bedroom Apartments | $2,818 | $1,850 | $4,350 |
| Winchester 2 Bedroom Apartments | $3,239 | $2,195 | $5,128 |
| Winchester 3 Bedroom Apartments | $3,704 | $2,250 | $7,500 |
| Winchester 4 Bedroom Apartments | $4,670 | $3,200 | $6,067 |
| Winchester 5 Bedroom Apartments | $5,993 | $4,000 | $9,300 |
| Winchester 6 Bedroom Apartments | $7,227 | $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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Winchester, MA Local Guide
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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 For rent By Owner Winchester Apartments
What is the Cheapest For rent By Owner apartment in Winchester?
Currently the most affordable For rent By Owner Apartment in Winchester is at 147 Pleasant St, Unit 4 listed at $1,800.
How much is the average rent for a For rent By Owner Winchester Apartment?
The average rent for a For rent By Owner Apartment in Winchester is $3,767.
What is the largest For rent By Owner Winchester Apartment for rent?
Today's For rent By Owner apartment with the most square footage in Winchester is a 2,000 square feet unit starting from $4,200 at 40 Orchard St, Unit 1.
What is the average size for Winchester For rent By Owner Apartments for rent?
The average size for a For rent By Owner rental in Winchester is currently at 1,186 sq ft.
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.