Winchester Real Estate

20 homes for sale • Median price: $4,737

20 properties found in Winchester

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Winchester Market Overview

Real-time market statistics for rentals in Winchester Data as of Dec 6, 2025 at 10:39 AM

The Winchester rental market currently offers 20 apartments and homes for rent with a median rent of $4,737/month. With a market heat index of 69, this is a balanced rental market. Rentals typically get leased with more time for renters to decide, averaging 32 days on market. Monthly rents range from $1,900 to $11,000, accommodating various budgets and lifestyle needs.

Active Rentals

$4,737 /mo

Average Price

32 days

Avg. Days on Market

$2K - $11K

Price Range

Property Types in Winchester

Single Family Residence 6

Condominium 5

Apartment 5

Attached (Townhouse/Rowhouse/Duplex) 4

Price Reduced

$7,150 /mo $7,500

3 bd 3.5 ba 3,218 sqft

29 Wainwright Rd Winchester, MA 01890

Single Family Residence Built 1978

This Week

$1,900 /mo

1.0 ba 450 sqft

200 Swanton #T36 Winchester, MA 01890

Condominium Built 1966

This Week

$2,700 /mo

2 bd 1.0 ba 1,305 sqft

415 Washington #1 Winchester, MA 01890

Apartment Built 1907

Price Reduced

$3,400 /mo $3,600

3 bd 1.0 ba 1,350 sqft

317 Cross Street #317 Winchester, MA 01890

Attached (Townhouse/Rowhouse/Duplex) Built 1985

$2,200 /mo

1 bd 1.0 ba 634 sqft

200 Swanton St #T28 Winchester, MA 01890

Condominium Built 1966

Price Reduced

$6,450 /mo $8,450

4 bd 3.5 ba 3,500 sqft

10 Farrow Street Winchester, MA 01890

Single Family Residence Built 1955

This Week

$6,900 /mo

3 bd 2.5 ba 2,900 sqft

846 Main Street #3 Winchester, MA 01890

Apartment Built 2020

This Week

$2,650 /mo

1 bd 1.0 ba 800 sqft

29 Harvard Street #1 Winchester, MA 01890

Apartment Built 1899

This Week

$3,700 /mo

3 bd 3.0 ba 2,500 sqft

11 Elmwood Avenue #11 Winchester, MA 01890

Attached (Townhouse/Rowhouse/Duplex)

This Week

$3,300 /mo

2 bd 2.5 ba 1,486 sqft

7 Conant Road #67 Winchester, MA 01890

Attached (Townhouse/Rowhouse/Duplex) Built 1999

Price Reduced

$3,300 /mo $3,500

2 bd 2.0 ba 1,338 sqft

7 Conant Road #21 Winchester, MA 01890

Condominium

This Week

$3,000 /mo

2 bd 1.0 ba 1,200 sqft

36 Cross St #1 Winchester, MA 01890

Apartment Built 1900

Nearby Cities

Explore homes in communities near Winchester

Boston

1 listings 8.3 mi

Frequently Asked Questions

Common questions about Winchester real estate

How many apartments are for rent in Winchester?

There are currently 20 apartments and homes for rent in Winchester, MA. Our listings are updated daily with the latest available rentals.

What is the average rent in Winchester?

The median monthly rent in Winchester is $4,737. Rental prices vary based on unit size, amenities, and specific location within the area.

How quickly do rentals get leased in Winchester?

Rentals in Winchester typically get leased within 32 days on average. Popular units may rent faster, so scheduling a viewing promptly is recommended.

Is Winchester a good place to rent?

Winchester offers a variety of rental options in MA including apartments, condos, and houses. Contact our team for help finding a rental that fits your needs and budget.

Ready to Find Your Home in Winchester?

Get expert guidance on buying or selling in Winchester. Schedule a consultation to discuss your real estate goals.

Schedule Consultation Call (617) 955-2224

Steven Novak Real Estate Agent