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Apartments for Rent in Winchester, MA

Average rent

$3,300
decreased by21%

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7 Conant Rd #21 - Photo 1 of 1

5d+ ago

Winchester Town Center condo for rent in Winchester

7 Conant Rd #21, Winchester, MA 01890

In-unit laundry | Air conditioning | Assigned parking

2 beds

2 baths

$3,500

The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.

Condo for rent

Available Nov 1

Modern Condo with Pool & Flexible Leasing Options

This stylish 2-bed, 2-bath condo boasts an additional office space and offers 1,400 sq ft of modern living. Enjoy spacious closets, in-unit laundry, and hardwood floors. Residents can take advantage of community amenities, including a seasonal pool and workout room. With flexible leasing options and possible furniture availability, this welcoming unit is perfect for various lifestyles. A special $500 off the second month's rent makes this opportunity even more enticing!

7 Lewis Rd - Photo 1 of 1

5d+ ago

Winchester Town Center apartment for rent in Winchester

Fitness center | Hardwood floor | Storage

2 beds

1 bath

$3,795

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

Apartment for rent

Charming First-Floor Apartment with Modern Touches

This inviting 1,400 sq ft first-floor apartment features 2 bedrooms and a stylish full bath, complemented by hardwood floors and a cozy fireplace. Enjoy the convenience of additional storage space, ideal for an office or gym. Carefree living includes heat and basic cable, with all exterior maintenance managed by a dedicated local team. Benefit from off-street parking for 2 cars and a lovely common outdoor area, perfect for enjoying Winchester’s vibrant community.

10 Farrow St - Photo 1 of 1
3D tour

5d+ ago

Winchester Town Center house for rent in Winchester

10 Farrow St, Winchester, MA 01890

Air conditioning | Garage parking | On-site laundry

4 beds

3 baths

$6,950

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

House for rent

Modern Family Haven with Tree House & Home Offices

This stunning 4-bed, 3.5-bath home offers 3,500 SF of modern living space, featuring a stylish kitchen with quartz countertops and stainless steel appliances. Enjoy two dedicated home offices, a bright living room with a wood-burning stove, and multiple HVAC zones for comfort. Outdoors, a tree house with a swing and climbing wall makes playtime a dream, all on a quiet street just steps from schools and town amenities. Your family's perfect sanctuary awaits!

6 Skillings Rd #2 - Photo 1 of 1

5d+ ago

Winchester Town Center condo for rent in Winchester

Condominium - Winchester, MA

6 Skillings Rd #2, Winchester, MA 01890

Air conditioning | On-site laundry | Hardwood floor

2 beds

1 bath

$2,450

The price shown is for 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.

8 Greenleaf Ave - Photo 1 of 1

5d+ ago

South Medford condo for rent in Medford

3 beds

3 baths

$4,500

$3,999

Price drop

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

Condo for rent

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

2d ago

9.9

Excellent

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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

$2,605–$3,420

Price drop

The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.

Apartment for rent

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46 Lowell St #2 - Photo 1 of 1

5d+ ago

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lexington 2B1B updated farm view apartment

46 Lowell St #2, Lexington, MA 02420

In-unit laundry | Balcony | Assigned parking

2 beds

1 bath

$2,950

The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.

Condo for rent

Available Nov 1

525 Highland Ave #25 - Photo 1 of 1
3D tour

4d ago

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1 bed

1 bath

$2,195

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

Apartment for rent

Available Nov 1

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225 Riverside Ave - Photo 1 of 1

5d+ ago

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Medford/Medford Square 2+BR, 2 Full Baths - In Unit Laundry

225 Riverside Ave, Medford, MA 02155

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

2 beds

2 baths

$3,000

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

Apartment for rent

Available Nov 1

11 Garfield Ave - Photo 1 of 1

5d+ ago

Downtown Woburn townhouse for rent in Woburn

11 Garfield Ave, Woburn, MA 01801

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

4 beds

3 baths

$4,400

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

House for rent

Available Sep 15

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Air Conditioning

On-Site Laundry

Hardwood Floor

Storage

12 Quincy St - Photo 1 of 1

5d+ ago

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Tufts/ Teele/ Davis Sq * In-unit Laundry * Parking * Pets negotiable

12 Quincy St, Medford, MA 02155

In-unit laundry | Hardwood floor | Dishwasher

3 beds

1 bath

$3,200

The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.

Apartment for rent

Available Oct 17

86 Orchard St #1 - Photo 1 of 1

5d+ ago

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Medford/Tufts Area 3+ BR, 2 Baths - New -Parking Incl -Central Air!

86 Orchard St #1, Medford, MA 02155

In-unit laundry | Air conditioning | On-site laundry

3 beds

2 baths

$4,200

The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.

Apartment for rent

Available Sep 1

110 Sharon St #3 - Photo 1 of 1

5d+ ago

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West Medford 3 Bedroom - Hwd Floors

110 Sharon St #3, Medford, MA 02155

On-site laundry | Hardwood floor

3 beds

1 bath

$3,200

The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.

Apartment for rent

Available Sep 1

10 Pinkham Rd #2 - Photo 1 of 1

5d+ ago

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Extra large * Study * Close to Tufts - 20 min Davis Sq - Rt 16 Access

10 Pinkham Rd #2, Medford, MA 02155

On-site laundry | Hardwood floor | Dishwasher

4 beds

1 bath

$3,600

The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.

Apartment for rent

Available May 1

58 Monument St #2 - Photo 1 of 1

5d+ 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

$3,500

The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.

Apartment for rent

Available Oct 1

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 is for a 12-month lease. Fees may apply.

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.

7 Patrick St - Photo 1 of 1

5d+ ago

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Deleaded Arlington 3 Bed/1.5 Bath with 2 Parking Included

7 Patrick St, Arlington, MA 02474

In-unit laundry | On-site laundry | Storage

3 beds

1 bath

$3,400

The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed 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 is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.

Apartment for rent

Available Mar 1

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Alta Clara - Photo 1 of 1
Highly rated

5h ago

8.5

Very good

Alta Clara

21 Executive Dr, Stoneham, MA 02180

In-unit laundry | Swimming pool | Fitness center

1–2 beds

1–2 baths

$2,843–$5,832

Price drop

The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.

Apartment for rent

1d ago

Shakerhill apartment for rent in Woburn

1 bed

1 bath

$2,150

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

Apartment for rent

Available Jul 18

Irving St #2 - Photo 1 of 1

2d ago

West Medford apartment for rent in Medford

Irving St #2, Medford, MA 02155

On-site laundry | Hardwood floor | Dishwasher

2 beds

1 bath

$2,799

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

Apartment for rent

Available Nov 1

60 Franklin St #11 - Photo 1 of 1

2d ago

Apartment for rent in Stoneham

60 Franklin St #11, Stoneham, MA 02180

Air conditioning | On-site laundry | Storage

1 bed

1 bath

$1,875

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

Apartment for rent

Available Nov 2

3d ago

South Medford apartment for rent in Medford

5 beds

2 baths

$6,775

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

Apartment for rent

Available Jun 1

3d ago

Brattle apartment for rent in Arlington

1 bed

1 bath

$2,100

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

Apartment for rent

Available Nov 4

Showing 1 - 25 of 25 results
Home > Apartments in Winchester
Updated: November 2, 2025

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Learn more about renting in Winchester, MA

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 deal60 Franklin St #11
Popular amenities, ,
🍽With dishwasher
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