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Apartments for Rent in Winchester, MA

Average rent

$3,000
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43 Harvard St - Photo 1 of 1

1d ago

Winchester Highlands apartment for rent in Winchester

1 bed

1 bath

$2,400

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

Apartment for rent

200 Swanton St #523 - Photo 1 of 1

5d+ ago

Winchester Town Center condo for rent in Winchester

200 Swanton St #523, Winchester, MA 01890

In-unit laundry | Air conditioning | Balcony

1 bed

1 bath

$1,798

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

Condo for rent

Renovated Condo with Serene Courtyard Views

This recently updated 1-bedroom, 1-bath condominium features a spacious living room with balcony access overlooking a lovely inner courtyard. Freshly painted and with brand-new flooring and carpets, it's move-in ready. Enjoy the convenience of in-unit laundry and ample parking, along with a low condo fee that covers utilities. The grounds boast a beautiful courtyard with a duck pond, BBQ areas, and a pool. Located just a short walk to the town center and public transit.

20 Lebanon St - Photo 1 of 1

5d+ ago

Winchester Highlands townhouse for rent in Winchester

20 Lebanon St, Winchester, MA 01890

Furnished | On-site laundry | Assigned parking

4 beds

1 bath

$4,000

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

House for rent

Charming Furnished Townhouse with Private Backyard

This well-maintained townhouse features four inviting bedrooms and 1.5 baths, perfect for hassle-free living. Enjoy hardwood floors throughout, in-unit laundry, and ample storage space. A private backyard offers a serene spot for outdoor relaxation, while two off-street parking spaces add convenience. Flexible lease terms and potential pet approval make this a practical choice for those in transition or looking for a comfortable home in a great neighborhood.

20 Hancock St Unit 20 #20 - Photo 1 of 1

5d+ ago

Winchester Town Center townhouse for rent in Winchester

APARTMENT - Winchester, MA

20 Hancock St Unit 20 #20, Winchester, MA 01890

On-site laundry | Storage | Outdoor space

3 beds

1 bath

$3,500

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

House for rent

Charming Townhouse with Spacious Backyard Retreat

This delightful townhouse features a spacious layout with 1,752 sq ft of living space. Enjoy the bright living room, dining area, and well-equipped kitchen with in-unit laundry. Upstairs, find a comfortable bedroom and a full bath, while the shared backyard and front porch provide perfect outdoor spots. Additional storage options include attic access and a basement. Located near schools and the commuter rail, this home is ideal for those seeking a serene yet convenient lifestyle.

415 Washington St Unit 1 #1 - Photo 1 of 1

5d+ ago

Winchester Highlands apartment for rent in Winchester

APARTMENT - Winchester, MA

415 Washington St Unit 1 #1, Winchester, MA 01890

On-site laundry | Assigned parking | Storage

2 beds

1 bath

$2,700

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

Apartment for rent

Spacious Apartment with Modern Comforts & Convenience

Offering 1305 sqft of living space, this beautifully maintained 2-bedroom, 1-bath apartment provides ample room for relaxation. Enjoy large bedrooms, a cozy kitchen, and options for an open-concept living or dining area. Conveniently located near 93, this unit includes two side-by-side parking spots and features a screened-in backdoor area. Laundry and storage are available downstairs, ensuring comfort and practicality in this inviting home.

200 Swanton St Apt T28 #T28 - Photo 1 of 1

5d+ ago

Winchester Town Center condo for rent in Winchester

200 Swanton St Apt T28 #T28, Winchester, MA 01890

Air conditioning | On-site laundry | Swimming pool

1 bed

1 bath

$2,200

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

Condo for rent

Charming One-Bedroom Condo with Scenic Patio

This cozy terrace-level one-bedroom condo offers maintenance-free living in the Parkview Condominiums. Enjoy a private patio overlooking lush grounds, with low HOA fees that cover heat, hot water, and more. Residents benefit from secure entry, on-site laundry, pool access, and ample parking. Conveniently located near downtown Winchester and nature trails, this is an ideal retreat, merging comfort and accessibility for a vibrant lifestyle.

6 Skillings Rd Unit 2 #2 - Photo 1 of 1

5d+ ago

Winchester Town Center condo for rent in Winchester

CONDOS - Winchester, MA

6 Skillings Rd Unit 2 #2, Winchester, MA 01890

Air conditioning | On-site laundry | Hardwood floor

2 beds

1 bath

$2,350

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

Condo for rent

Bright & Modern Condo with Sunny Updates

This charming 2-bedroom, 1-bath condo features hardwood floors and abundant natural light. The updated kitchen and bath enhance functionality, while in-unit laundry and central A/C provide convenience. With spacious bedrooms and one off-street parking spot, this welcoming space is ideal for comfortable living. Enjoy a prime location that's just minutes from Winchester Town Center.

Heritage at Stone Ridge - Photo 1 of 1
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3d ago

9.9

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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

$2,515–$3,825

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

Apartment for rent

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320 Middlesex Ave #D107 - Photo 1 of 1

5d+ ago

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320 Middlesex Ave #D107, Medford, MA 02155

In-unit laundry | Balcony | Assigned parking

2 beds

2 baths

$4,500

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

Condo for rent

Available Jul 1

92 Sylvia St - Photo 1 of 1

5d+ ago

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Arlington Heights 3 Bed - Parking Included

92 Sylvia St, Arlington, MA 02476

On-site laundry | Hardwood floor | Dishwasher

3 beds

1 bath

$3,350

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

Apartment for rent

Available Jan 21

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92 Sylvia St - Photo 1 of 1

5d+ ago

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Arlington Heights 2 Bed - Parking Included

92 Sylvia St, Arlington, MA 02476

On-site laundry | Hardwood floor | Dishwasher

2 beds

1 bath

$3,200

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

Apartment for rent

Available Jan 21

289 Fellsway W #2 - Photo 1 of 1

5d+ ago

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Medford/Fellsway 2 Bedroom - New Construction - Parking

289 Fellsway W #2, Medford, MA 02155

On-site laundry | Hardwood floor

2 beds

1 bath

$2,800

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

Apartment for rent

Available Jan 15

289 Fellsway W #1 - Photo 1 of 1

5d+ ago

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Medford/Fellsway 2 Bedroom - New Construction - Parking

289 Fellsway W #1, Medford, MA 02155

On-site laundry | Hardwood floor

2 beds

1 bath

$2,800

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

Apartment for rent

Available Jan 15

64 Paris St #1 - Photo 1 of 1

5d+ ago

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Medford Square 2 Bedroom - Parking Included

64 Paris St #1, Medford, MA 02155

On-site laundry | Dishwasher | Outdoor space

2 beds

1 bath

$2,500

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

Apartment for rent

Available Nov 5

110 Sharon St #3 - Photo 1 of 1

5d+ ago

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110 Sharon St #3, Medford, MA 02155

On-site laundry | Hardwood floor

3 beds

1 bath

$3,200

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

Apartment for rent

Available Sep 1

43 Orchard St #2 - Photo 1 of 1

5d+ ago

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43 Orchard St #2, Medford, MA 02155

On-site laundry | Hardwood floor | Dishwasher

3 beds

1 bath

$3,700

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

Apartment for rent

Available Jun 1

Find sweet deals near Winchester

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

207 Boston Ave #B - Photo 1 of 1
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5d+ ago

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207 Boston Ave #B, Medford, MA 02155

In-unit laundry | On-site laundry | Deck

3 beds

1 bath

$3,925

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

Apartment for rent

Available Sep 1

58 Monument St #2 - Photo 1 of 1

2d ago

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Medford 3+ Bedroom - HUGE - Laundry In Unit

58 Monument St #2, Medford, MA 02155

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

3 beds

1 bath

$3,100

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

Apartment for rent

Available Oct 1

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301 Boston Ave #3 - Photo 1 of 1

5d+ ago

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Medford/ Tufts Area 3 Bedroom

301 Boston Ave #3, Medford, MA 02155

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

3 beds

2 baths

$4,200

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

Apartment for rent

Available Jun 1

227 Boston Ave #2 - Photo 1 of 1
3D tour

5d+ ago

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227 Boston Ave #2, Medford, MA 02155

On-site laundry | Balcony | Hardwood floor

5 beds

2 baths

$4,545

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

Apartment for rent

Available Sep 1

207 Boston Ave #A - Photo 1 of 1
3D tour

5d+ ago

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207 Boston Ave #A, Medford, MA 02155

Air conditioning | Hardwood floor | Walk-in closets

5 beds

2 baths

$4,845

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

Condo for rent

Available Sep 1

227 Boston Ave #1 - Photo 1 of 1
3D tour

5d+ ago

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227 Boston Ave #1, Medford, MA 02155

Balcony | Hardwood floor | Storage

4 beds

1 bath

$3,665

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

Apartment for rent

Available Sep 1

30 Mill St - Photo 1 of 1

5d+ ago

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30 Mill St, Arlington, MA 02476

In-unit laundry | Air conditioning | Balcony

2 beds

2 baths

$3,755

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

Apartment for rent

Available Mar 1

525 Highland Ave #10 - Photo 1 of 1
3D tour

5d+ ago

Apartment for rent in Malden

525 Highland Ave #10, Malden, MA 02148

On-site laundry | Assigned parking | Hardwood floor

2 beds

1 bath

$2,450

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

Apartment for rent

Available Oct 1

465 Fellsway E #465 - Photo 1 of 1
3D tour

5d+ ago

Townhouse for rent in Malden

465 Fellsway E #465, Malden, MA 02148

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

3 beds

3 baths

$4,100

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

House for rent

Available Jan 1

Showing 1 - 25 of 25 results
Home > Apartments in Winchester
Updated: February 1, 2026

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Learn more about renting in Winchester, MA

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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.

How much is the average rent in Winchester, MA for 1-bedroom and 2-bedroom apartments?

The average rent for a 1-bedroom apartment in Winchester, MA is $2,013, while a 2-bedroom apartment averages $2,963.

When is the best time to look for an apartment in Winchester, MA?

It is generally advisable to start your search a few months before your planned move, especially in sought-after areas like Winchester Town Center.

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

Winchester Town Center is highlighted as an excellent neighborhood for social living and pet-friendliness, offering a safe, walkable community with a good mix of amenities.

Are there pet-friendly apartments in Winchester, MA?

Yes, there are pet-friendly apartments in Winchester, with 18.72% of listings being pet-friendly.

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 2024 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?

🔑Available apartment rentals25
💰Best rent deal200 Swanton St #523
Popular amenities, ,
🍽With dishwasher
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