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Apartments for Rent in Winchester, MA

Average rent

$3,772
increased by16%

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171 Swanton St #77 - Photo 1 of 1

3d ago

Winchester Town Center townhouse for rent in Winchester

Renovated 3 bed 2.5 bath townhome in the heart of Winchester

171 Swanton St #77, Winchester, MA 01890

In-unit laundry | Air conditioning | Garage parking

3 beds

2.5 baths

$4,550

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

House for rent

Available Jul 1

3-bed townhouse with garage and commuter rail

This 1,826 square-foot townhouse in Winchester Town Center includes 3-bed, 2.5-bath layout with updated kitchen, stainless appliances, and in-unit laundry. The private driveway fits 2 cars plus a 1-car garage, while the landscaped patio opens to a large yard. Community pool and tennis court add recreation, with Winchester commuter rail just a mile away.

6365 Harvard St #2 - Photo 1 of 1

5d+ ago

Winchester Highlands condo for rent in Winchester

CONDO - Winchester, MA

6365 Harvard St #2, Winchester, MA 01890

Garage parking | On-site laundry | Outdoor space

3 beds

2 baths

$3,400

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

Condo for rent

3-bed Winchester condo with garage and office

Quietly set in Winchester Highlands, this 3-bed, 2-bath condo spans two floors with 1,200 sqft of living space. The main level features an open kitchen with pantry, spacious living room, and two bedrooms, while upstairs adds two more rooms including a dedicated office. Garage parking, shared backyard, and basement laundry complete the unit in the Muraco School District.

41 Cross St - Photo 1 of 1

5d+ ago

Winchester Highlands house for rent in Winchester

SINGLE_FAMILY - Winchester, MA

41 Cross St, Winchester, MA 01890

Garage parking | On-site laundry | Outdoor space

4 beds

2 baths

$4,500

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

House for rent

4-bed Colonial with garage & fenced yard

A house in Winchester Highlands, this freshly painted 4-bed, 2-bath Colonial offers 2,085 sqft with an expansive eat-in kitchen flowing into the dining and family rooms. The main level includes a bedroom/office and full bath for one-level living, while upstairs features three generous bedrooms including a primary with sitting area. A fit for pet owners with a fenced yard, detached two-car garage, and rent including water, sewer, and landscaping.

200 Swanton St #T34 - Photo 1 of 1

5d+ ago

Winchester Town Center condo for rent in Winchester

On-site laundry | Hardwood floor | Outdoor space

Studio

1 bath

$1,800

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

Condo for rent

Available Aug 1

Studio condo with utilities included near train

This 450 square-foot condo in Winchester Town Center includes all utilities and hardwood floors throughout. The studio layout overlooks the garden and pool, with parking, elevator access, and on-site laundry in the building. A short walk to Winchester Center and commuter rail makes it convenient for Boston-area commuters.

Cross St #B - Photo 1 of 1

5d+ ago

Winchester Highlands apartment for rent in Winchester

Cross St #B, Winchester, MA 01890

In-unit laundry | On-site laundry | Walk-in closets

2 beds

1 bath

$2,300

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

Apartment for rent

Available Aug 1

2-bed Winchester apartment with deck & laundry

This 2-bed, 1-bath apartment in Winchester Highlands features in-unit laundry, high ceilings, and a private deck. Central air, walk-in closet, and ceramic tile flooring complement the sunny layout, while building amenities include a roof deck and storage space.

200 Swanton St - Photo 1 of 1

5d+ ago

Winchester Town Center condo for rent in Winchester

Furnished | Air conditioning | On-site laundry

1 bed

1 bath

$2,250

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

Condo for rent

1-bed Winchester condo with utilities included

Located in Winchester Town Center, this 1-bed, 1-bath condo at Parkview Condominiums offers scenic views and an open layout with generous natural light. The 613 sqft partially furnished unit includes heat, hot water, AC, and electric in rent. Building amenities feature an in-ground pool, elevator, on-site laundry, and assigned parking, with easy access to Winchester Center shopping and commuter routes.

71 Church St - Photo 1 of 1

5d+ ago

Winchester Town Center townhouse for rent in Winchester

71 Church St, Winchester, MA 01890

Garage parking | On-site laundry | Assigned parking

3 beds

1.5 baths

$4,995

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

House for rent

Renovated 3-bed townhouse near downtown Winchester

Set in Winchester Town Center, this gut-renovated 3-bed, 1.5-bath townhouse features gleaming hardwood floors and quartz countertops throughout its 1,620 sqft layout. In-unit laundry, a gas fireplace, and basement storage add convenience, while two off-street parking spots plus garage space handle vehicles. Minutes from downtown restaurants, shopping, and Purple Line train access.

43 Harvard St - Photo 1 of 1

5d+ 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

Remodeled 1-bed Winchester apartment with parking

1-bed apartment in Winchester Highlands, completely remodeled 5 years ago with hardwood floors throughout and a stained glass window highlighting original details. The 825 sqft first-floor unit includes off-street parking and sits close to Winchester center with a top-rated elementary school just 0.09 miles away.

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Residences @ Malden Station - Photo 1 of 1
Highly rated

4h 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

$2,636–$3,762

Price drop

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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Heritage at Stone Ridge - Photo 1 of 1
Highly rated
3D tour

16h 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

$2,900–$4,130

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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Garage Parking

371 Salem St - Photo 1 of 1
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5d+ ago

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371 Salem St, Woburn, MA 01801

In-unit laundry | Furnished | Garage parking

3 beds

2 baths

$4,750

$4,275

Price drop

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

House for rent

Available Jun 1

126 Auburn St #1 - Photo 1 of 1

1d 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

$4,200

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

Apartment for rent

Available Aug 1

82 Grant Ave - Photo 1 of 1

3d ago

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Medford 3 Bedroom - Parking - Renovated Kitchen

82 Grant Ave, Medford, MA 02155

Hardwood floor | Dishwasher | Outdoor space

3 beds

1 bath

$3,000

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

Apartment for rent

Available Sep 1

82 Grant Ave - Photo 1 of 1

3d ago

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Medford 2+ Bedroom - Parking - Renovated Kitchen

82 Grant Ave, Medford, MA 02155

Hardwood floor | Dishwasher | Outdoor space

2 beds

1 bath

$3,000

$2,800

Price drop

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

Apartment for rent

Available Sep 1

306 Spring Street Ext - Photo 1 of 1

1d ago

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Medford 2 Bedroom - Parking - Renovated Kitchen

306 Spring Street Ext, Medford, MA 02155

Hardwood floor | Dishwasher | Outdoor space

2 beds

1 bath

$3,000

$2,900

Price drop

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

Apartment for rent

Available Aug 1

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.

Apartment for rent

Available Jun 15

Find sweet deals near Winchester

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

595 Fellsway W - Photo 1 of 1

4h ago

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Fellsway West in Upper Medford 2+ or 3 bedroom

595 Fellsway W, Medford, MA 02155

Furnished | Hardwood floor | Deck

2 beds

1 bath

$3,000

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

Apartment for rent

Available Apr 22

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.

Apartment for rent

Available Mar 5

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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

$3,000

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

Apartment for rent

Available Apr 5

21 Jerome St - Photo 1 of 1

1d ago

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Renovated Single fam w/ partially finished bsmt * Parking * Yard

21 Jerome St, Medford, MA 02155

On-site laundry | Deck | Dishwasher

3 beds

1.5 baths

$3,900

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

Apartment for rent

Available Sep 1

134 Summer St #44 - Photo 1 of 1

1d ago

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134 Summer St #44, Malden, MA 02148

Air conditioning | On-site laundry | Hardwood floor

2 beds

2 baths

$2,850

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

Apartment for rent

Available Sep 1

170 Maple St #209 - Photo 1 of 1

1d ago

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170 Maple St #209, Malden, MA 02148

On-site laundry

1 bed

1 bath

$2,300

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

Apartment for rent

Available Sep 1

134 Summer St #32 - Photo 1 of 1

1d ago

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134 Summer St #32, Malden, MA 02148

Air conditioning | On-site laundry | Hardwood floor

1 bed

1 bath

$2,300

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

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 | Garage parking

2 beds

2 baths

$3,526

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

Apartment for rent

Available Mar 5

113 Fellsway W #2 - Photo 1 of 1

5d+ ago

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113 Fellsway W #2, Medford, MA 02155

In-unit laundry | Hardwood floor

3 beds

1 bath

$3,500

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

Apartment for rent

Available Sep 1

Showing 1 - 25 of 25 results
Home > Apartments in Winchester
Updated: June 17, 2026

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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 leads the rental market, representing 82% of available inventory and offering strong community connections with high walk scores and frequent transit options. Winchester Highlands also provides excellent social living opportunities with well-developed street infrastructure and diverse age distributions that create natural gathering spaces for residents.

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

Winchester Town Center offers budget-friendly options around $2,080 per month, running 4% below the city median. This neighborhood provides the most rental inventory while maintaining access to community-focused amenities and sustainable living features.

Are there pet-friendly apartments in Winchester, MA?

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

Are utilities usually included in rent in Winchester, MA?

Winchester rentals rarely include utilities, with less than 1% of total listings offering this feature. Studios occasionally include utilities at around 0.3% of available units, while one-bedroom, two-bedroom, and three-bedroom apartments virtually never include utilities as part of the rent.

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?

🔑Available apartment rentals25
💰Best rent deal200 Swanton St #T34
Popular amenities, ,
🧦In-unit laundry
🏠With photos