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Apartments for Rent in Winchester, MA

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Main St #3 - Photo 1 of 1

12h ago

Winchester Town Center apartment for rent in Winchester

Main St #3, Winchester, MA 01890

In-unit laundry | On-site laundry | Assigned parking

2 beds

1 bath

$2,495

The price shown reflects a 12-month lease. Fees may apply.
200 Swanton St #630 - Photo 1 of 1

5d+ ago

Winchester Town Center condo for rent in Winchester

200 Swanton St #630, Winchester, MA 01890

On-site laundry | Balcony | Swimming pool

1 bed

1 bath

$2,150

The price shown reflects a 12-month lease. Fees may apply.
666 Main St - Photo 1 of 1

5d+ ago

Winchester Town Center condo for rent in Winchester

666 Main St, Winchester, MA 01890

In-unit laundry | Garage parking | Assigned parking

2 beds

2 baths

$3,200

The price shown reflects a 12-month lease. Fees may apply.
200 Swanton St #708 - Photo 1 of 1

5d+ ago

Winchester Town Center apartment for rent in Winchester

200 Swanton St #708, Winchester, MA 01890

On-site laundry | Balcony | Assigned parking

Studio

1 bath

$1,878

The price shown reflects a 12-month lease. Fees may apply.
200 Swanton St #240 - Photo 1 of 1

5d+ ago

Winchester Town Center condo for rent in Winchester

200 Swanton St #240, Winchester, MA 01890

Air conditioning | On-site laundry | Assigned parking

1 bed

1 bath

$1,750

The price shown reflects a 12-month lease. Fees may apply.
60 Lake St #J - Photo 1 of 1

5d+ ago

Winchester Town Center townhouse for rent in Winchester

Residential Lease, Winchester, MA

60 Lake St #J, Winchester, MA 01890

Fitness center | Outdoor space

2 beds

2.5 baths

$3,450

$3,250

Price drop

The price shown reflects a 12-month lease. Fees may apply.
77 Church St - Photo 1 of 1

5d+ ago

Winchester Town Center house for rent in Winchester

77 Church St, Winchester, MA 01890

In-unit laundry | On-site laundry | Hardwood floor

2 beds

1 bath

$3,895

The price shown reflects a 12-month lease. Fees may apply.
6365 Harvard St #2 - Photo 1 of 1

5d+ ago

Winchester Highlands apartment for rent in Winchester

Residential Lease, Winchester, MA

6365 Harvard St #2, Winchester, MA 01890

Garage parking | On-site laundry | Outdoor space

3 beds

2 baths

$2,900

The price shown reflects a 12-month lease. Fees may apply.
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159 Cross St - Photo 1 of 1

5d+ ago

Winchester Town Center house for rent in Winchester

159 Cross St, Winchester, MA 01890

Garage parking | On-site laundry | Hardwood floor

3 beds

2 baths

$3,900

The price shown reflects a 12-month lease. Fees may apply.
Residences @ Malden Station - Photo 1 of 1
Highly rated

5h ago

9.6

Excellent

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Residences @ Malden Station

138 Pleasant St, Malden, MA 02148

In-unit laundry | Garage parking | Balcony

Studio–2 beds

1–2 baths

$2,523–$3,634

The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.

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Assigned Parking

Outdoor Space

Swimming Pool

On-Site Laundry

Heritage at Stone Ridge - Photo 1 of 1
Highly rated
Rent special

4d ago

8.7

Very good

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Heritage at Stone Ridge

2 Littles Brook Ct, Burlington, MA 01803

In-unit laundry | Air conditioning | Garage parking

1–2 beds

1–2 baths

$2,625–$3,865

The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.

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14 Grove Street - Photo 1 of 1

5d+ ago

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14 Grove Street, Arlington, MA 02474

Air conditioning | Assigned parking | Hardwood floor

1 bed

1 bath

$5,000

$2,000

Price drop

The price shown reflects a 12-month lease. Fees may apply.
74 Sharon St #72 - Photo 1 of 1

5d+ ago

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Big Private Room to rent in huge and renovated house.

74 Sharon St #72, Medford, MA 02155

In-unit laundry | Hardwood floor | High ceilings

1 bed

2.5 baths

$795

The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.
108 Highland Ave #2 - Photo 1 of 1

5d+ ago

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Malden Center 2 BR - Parking Included

108 Highland Ave #2, Malden, MA 02148

Hardwood floor

2 beds

1 bath

$2,600

The price shown reflects a 12-month lease. Fees may apply.
108 Highland Ave #3 - Photo 1 of 1

5d+ ago

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Malden Center 1 BR - Parking Included

108 Highland Ave #3, Malden, MA 02148

Hardwood floor

1 bed

1 bath

$2,200

The price shown reflects a 12-month lease. Fees may apply.
170 Maple St #110 - Photo 1 of 1

5d+ ago

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170 Maple St #110, Malden, MA 02148

On-site laundry

1 bed

1 bath

$2,000

The price shown reflects a 12-month lease. Fees may apply.

Find sweet deals near Winchester

These rentals are 10%-30% cheaper than the local average price for similar rentals.

125 Allston St - Photo 1 of 1

5d+ ago

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West Medford * HUGE * Brand new Kitchen * Fresh paint * WD in unit

125 Allston St, Medford, MA 02155

In-unit laundry | On-site laundry | Dishwasher

3 beds

1 bath

$3,200

$2,950

Price drop

The price shown reflects a 12-month lease. Fees may apply.
2500 Mystic Valley Pkwy #805 - Photo 1 of 1

5d+ ago

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Condo in Elevator Building * Parking * AC * Porch * Pool

2500 Mystic Valley Pkwy #805, Medford, MA 02155

In-unit laundry | Air conditioning | Assigned parking

2 beds

2 baths

$2,800

The price shown reflects a 12-month lease. Fees may apply.
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126 Auburn St #1 - Photo 1 of 1

5d+ ago

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Medford 3 Bedroom

126 Auburn St #1, Medford, MA 02155

In-unit laundry | On-site laundry | Dishwasher

3 beds

1 bath

$3,900

The price shown reflects a 12-month lease. Fees may apply.
32 Walnut St - Photo 1 of 1

5d+ ago

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Renovated * DW * Granite * Tandem parking * Porch *

32 Walnut St, Arlington, MA 02476

On-site laundry | Dishwasher

2 beds

1 bath

$2,950

The price shown reflects a 12-month lease. Fees may apply.
30 Mill St - Photo 1 of 1

5d+ ago

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30 Mill St, Arlington, MA 02476

In-unit laundry | Air conditioning | Garage parking

1 bed

1 bath

$2,381

The price shown reflects a 12-month lease. Fees may apply.
3 Chapel Way - Photo 1 of 1

5d+ ago

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3 Chapel Way, Stoneham, MA 02180

Furnished | Air conditioning | Garage parking

5 beds

3 baths

$8,351

$8,038

Price drop

The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.
172 Maple St #303 - Photo 1 of 1

5d+ ago

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172 Maple St #303, Malden, MA 02148

On-site laundry | Storage

1 bed

1 bath

$2,000

The price shown reflects a 12-month lease. Fees may apply.
32 Walnut St - Photo 1 of 1

5d+ ago

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Renovated * DW * Granite * Tandem parking * Porch *

32 Walnut St, Arlington, MA 02476

On-site laundry | Dishwasher

1 bed

1 bath

$2,750

The price shown reflects a 12-month lease. Fees may apply.
116 Grover Road Ext - Photo 1 of 1

5d+ ago

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Medford SINGLE FAMILY 4 BR, 3 Baths - Heated Garage - Central Air!

116 Grover Road Ext, Medford, MA 02155

In-unit laundry | Air conditioning | Garage parking

4 beds

3 baths

$4,600

The price shown reflects a 12-month lease. Fees may apply.
Showing 1 - 25 of 25 results
Home > Apartments in Winchester
Updated: October 8, 2026

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Winchester, MA apartments for rent

Renting in Winchester, MA at a glance

As of today, Winchester's median rent price is $2,900 per month.

Median rent

$2,900

Rentals, last 30 days

12

Rent by unit type
SizeValueYoY
All bedrooms$2,900N/A
1 bedroom$2,750N/A
2 bedroom$3,405N/A
Not sure what you can afford? Try our rent calculator

Local insights: What it's like to live in Winchester, MA

Winchester offers a blend of suburban tranquility and easy access to urban amenities, which residents appreciate. Many enjoy the picturesque neighborhoods and well-maintained parks, making it ideal for families. The local schools receive high marks, adding to the appeal for those with children. However, some residents express concerns about the high cost of living and limited entertainment options, suggesting that when it comes to dining and nightlife, the options can feel somewhat lacking. Overall, life in Winchester is characterized by its residential feel and accessibility to Boston.

Frequently asked questions

What are the best neighborhoods to rent an apartment in Winchester, MA?

Winchester Town Center and Winchester Highlands stand out as the city's premier rental neighborhoods, offering strong community appeal with high walk scores and excellent transit access. Winchester Town Center dominates the market with 80% of the city's rental inventory and draws nearly 86% of consumer interest.

What areas of Winchester, MA are best for budget-conscious renters?

Based on our current listings data, Winchester Town Center has a median rent of around $2,730, representing the primary rental option in the city with 80% of available inventory.

Are there pet-friendly apartments in Winchester, MA?

Winchester Town Center and Winchester Highlands are exceptionally pet-friendly, featuring apartments with pet-safe windows, dedicated pet spaces, and outdoor areas for daily walks. Many properties offer on-site pet grooming services, maintain no breed restrictions, and host regular pet events to build community among animal lovers.

Are utilities usually included in rent in Winchester, MA?

Based on our current listings, utilities-included rentals are extremely rare in Winchester, appearing in only 0.05% of available apartments across all bedroom types.

Are most apartments in Winchester, MA largely older buildings or new developments?

Based on our current listings data, Winchester apartments blend classic and modern features, with 65% offering hardwood floors while many properties incorporate sustainable construction materials and contemporary amenities like rainwater harvesting systems.

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2026 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

Looking for apartments in Winchester, MA near you?

Winchester, MA rental availability
🔑Available apartment rentals25
💰Best rent deal74 Sharon St #72
✨Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos