Winchester
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Winchester
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APARTMENTS
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NEIGHBORHOODS
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Rent Trends for Apartments in Winchester

September 2025
Bedroom countWinchestervs Last Month
Studio$1,780down 1.11%
1 Bedroom$2,200up 7.32%
2 Bedroom$2,600down 3.53%
3 Bedroom$3,850up 4.05%
4 Bedroom$4,500up 7.14%
Median rent as of September 14, 2025
This September, we've analyzed our 4 listings in Winchester to determine the rent trend. We're updating our tables in real time to give you the most up to date Winchester median apartment rent prices by bedroom count.
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Find Your Dream Apartment for Rent in Winchester

PadMapper has 4 condos, houses, and apartments for rent in Winchester. Specifically, studio apartments, 1 one-bedroom apartments, 1 two-bedroom apartments, three-bedroom apartments are currently available for rent.
We have options to filter by price, bedroom count, bathroom count, long-term or short-term, housing type, pet friendly, no broker fee, and you can search for an apartment by custom keywords.

Winchester MA Apartments for Rent

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$2,450Based on a 12-month lease.
2 Bedrooms · 1 Bathroom Apartment · Winchester Town Center, Winchester
info5+ Days Ago
6 Skillings Rd #2 is a 2 bedroom, 1 bathroom apartment for rent. It is located in the Winchester Town Center neighborhood of Winchester. It has apartment amenities including on-site laundry.  View apartment
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$4,000Based on a 12-month lease.
4 Bedrooms · 1 Bathroom Apartment · Winchester Town Center, Winchester
info5+ Days Ago
848 Main St #1 is a 4 bedroom, 1 bathroom apartment for rent. It is located in the Winchester Town Center neighborhood of Winchester.  View apartment
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$1,800Based on a 12-month lease.
1 Bedroom · 1 Bathroom Apartment · Winchester Town Center, Winchester
info5+ Days Ago
200 Swanton St is a 1 bedroom, 1 bathroom apartment for rent. It is located in the Winchester Town Center neighborhood of Winchester. It has apartment amenities including outdoor space, fitness center, storage, on-site laundry, and swimming pool. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
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Online toursShort stay
$7,750Based on a 12-month lease.
4 Bedrooms · 3 Bathrooms Apartment · Winchester Town Center, Winchester
info5+ Days Ago
10 Farrow St is a 4 bedroom, 3 bathrooms apartment for rent. It is located in the Winchester Town Center neighborhood of Winchester. It has apartment amenities including storage, outdoor space, on-site laundry, and garage parking.  View apartment
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$4,999Based on a 12-month lease.
3 Bedrooms · 3 Bathrooms Apartment · South Medford, Medford
info5+ Days Ago
8 Greenleaf Ave is a 3 bedroom, 3 bathrooms apartment for rent. It is located in the South Medford neighborhood of Medford.  View apartment
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$4,000Based on a 12-month lease.
4 Bedrooms · 2 Bathrooms Apartment · North Medford, Medford
info5+ Days Ago
101 Fellsway W is a 4 bedroom, 2 bathrooms apartment for rent. It is located in the North Medford neighborhood of Medford. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
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Luxury
Verified
$2,600–$3,610Based on a 12-month lease.
1–2 Bedrooms Apartments · Wynnmere, Burlington
Heritage at Stone Ridge 2 Littles Brook Ct is an apartment rental building with 6 floorplans, and 1–2 bedrooms units available. It is located in the Wynnmere neighborhood of Burlington. It has building amenities including residents lounge, on-site laundry, storage, package service, outdoor space, fitness center, swimming pool, on-site management, garage parking, and roof deck. Cats and dogs are allowed, making it a pet-friendly building. View building
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$7,500Based on a 12-month lease.
4 Bedrooms · 2 Bathrooms Apartment · Downtown Woburn, Woburn
info5+ Days Ago
23 Allen Street is a 4 bedroom, 2 bathrooms apartment for rent. It is located in the Downtown Woburn neighborhood of Woburn. It has apartment amenities including storage.  View apartment
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Verified
$3,200Based on a 12-month lease.
3 Bedrooms · 1 Bathroom Apartment · West Medford, Medford
info4 Days Ago
167 Allston St #2ndFL is a 3 bedroom, 1 bathroom apartment for rent. It is located in the West Medford neighborhood of Medford. Cats are allowed, making it a pet-friendly apartment. View apartment
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Verified
$3,200Based on a 12-month lease.
3 Bedrooms · 1 Bathroom Apartment · Medford Hillside, Medford
info5+ Days Ago
12 Quincy St is a 3 bedroom, 1 bathroom apartment for rent. It is located in the Medford Hillside neighborhood of Medford. It has apartment amenities including outdoor space. Cats are allowed, making it a pet-friendly apartment. View apartment
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Verified
$3,600Based on a 12-month lease.
3 Bedrooms · 2 Bathrooms Apartment · Medford Hillside, Medford
info5+ Days Ago
138 North St #2 is a 3 bedroom, 2 bathrooms apartment for rent. It is located in the Medford Hillside neighborhood of Medford. It has apartment amenities including on-site laundry, and outdoor space. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
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Verified
$4,800Based on a 12-month lease.
3 Bedrooms · 2 Bathrooms Apartment · Medford Hillside, Medford
info5+ Days Ago
86 Orchard St #1 is a 3 bedroom, 2 bathrooms apartment for rent. It is located in the Medford Hillside neighborhood of Medford. It has apartment amenities including on-site laundry, and outdoor space. Cats are allowed, making it a pet-friendly apartment. View apartment
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Verified
$3,200Based on a 12-month lease.
3 Bedrooms · 1 Bathroom Apartment · West Medford, Medford
info5+ Days Ago
110 Sharon St #3 is a 3 bedroom, 1 bathroom apartment for rent. It is located in the West Medford neighborhood of Medford. It has apartment amenities including on-site laundry. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment
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Verified
$2,500Based on a 12-month lease.
2 Bedrooms · 1 Bathroom Apartment · North Medford, Medford
info2 Days Ago
45 Cross St #23 is a 2 bedroom, 1 bathroom apartment for rent. It is located in the North Medford neighborhood of Medford. It has apartment amenities including on-site laundry. Cats are allowed, making it a pet-friendly apartment. View apartment
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Verified
$2,500Based on a 12-month lease.
2 Bedrooms · 1 Bathroom Apartment · Glenwood, Medford
info5+ Days Ago
112 Dudley St #1 is a 2 bedroom, 1 bathroom apartment for rent. It is located in the Glenwood neighborhood of Medford. It has apartment amenities including outdoor space. Cats are allowed, making it a pet-friendly apartment. View apartment
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Verified
$3,600Based on a 12-month lease.
4 Bedrooms · 1 Bathroom Apartment · Medford Hillside, Medford
info5+ Days Ago
10 Pinkham Rd #2 is a 4 bedroom, 1 bathroom apartment for rent. It is located in the Medford Hillside neighborhood of Medford. It has apartment amenities including on-site laundry.  View apartment
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Verified
$5,800Based on a 12-month lease.
4 Bedrooms · 2 Bathrooms Apartment · Medford Hillside, Medford
info4 Days Ago
301 Boston Ave #2 is a 4 bedroom, 2 bathrooms apartment for rent. It is located in the Medford Hillside neighborhood of Medford. It has apartment amenities including on-site laundry, and outdoor space. Cats are allowed, making it a pet-friendly apartment. View apartment
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Verified
$4,400Based on a 12-month lease.
3 Bedrooms · 2 Bathrooms Apartment · Medford Hillside, Medford
info4 Days Ago
301 Boston Ave #3 is a 3 bedroom, 2 bathrooms apartment for rent. It is located in the Medford Hillside neighborhood of Medford. It has apartment amenities including on-site laundry, and outdoor space. Cats are allowed, making it a pet-friendly apartment. View apartment
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Verified
$3,400Based on a 12-month lease.
3 Bedrooms · 1 Bathroom Apartment · East Arlington, Arlington
info3 Days Ago
7 Patrick St is a 3 bedroom, 1 bathroom apartment for rent. It is located in the East Arlington neighborhood of Arlington. It has apartment amenities including storage, on-site laundry, and outdoor space.  View apartment

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