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Sell with EXIT Realty · Winchester, MA

Sell your home in Winchester, MA

See how the Winchester market is moving and connect with an experienced EXIT Realty agent who can price, market, and negotiate your sale — a trusted name in real estate since 1996.

Your seller's market report

What your Winchester sale looks like right now

A read on the Winchester, MA market built from live MLS listing data — the numbers an agent would walk you through first.

EXIT Premier Real Estate, serving Winchester

Across 60 homes for sale in Winchester, the median asking price is $1,294,500 and the average sale takes 38 days.

That's the market, not your home — what yours is worth depends on the street, the condition, and the timing. An EXIT agent can run those numbers with you.

Get a real price opinion

Median list price of active MLS listings in Winchester, MA — not an estimate of your home's value.

Local market data

Inside the Winchester market

Real numbers to help you price and time your sale with confidence.

Market pace

  1. Fast
  2. Moderate
  3. Unhurried

Homes are moving at a steady pace — pricing and presentation decide who sells first.

Based on the average days on market for active listings in Winchester, MA.

$1,294,500 up +26.8% from a year earlier
Median list price
60 down -60.9% from a year earlier
Homes for sale
38 up +51.9% from a year earlier
Avg. days on market
$566/sq ft
Median price / sq ft
2,440 Sq Ft
Median home size

What's on the market in Winchester

  • 56%Residential59 active
  • 34%For Lease36 active
  • 5%Commercial5 active
  • 4%Commercial Lease4 active
  • <1%Multi-Family1 active

Where the asking prices sit

  • $200K-$400K7% · 4
  • $400K-$600K3% · 2
  • $600K-$800K18% · 11
  • $800K-$1M7% · 4
  • Over $1M65% · 39

Median Price Trend

Aug 2025: $1,220,000 +52.2%Sep 2026: $1,857,000

Market figures are computed from active MLS listing data for Winchester, MA and refresh as listings change. They describe the market, not any individual property.

Your competition

Homes like yours on the market in Winchester

What buyers comparing your home are looking at right now.

Is this what you’re selling?

Set your home’s type and bedrooms, and everything below becomes YOUR competition — the homes a buyer would weigh against yours.

Showing single-family homes in Winchester.

  • ActiveOPEN TODAY 11:30 AM–1:00 PM
    38 photos

    $1,195,000

    3 bd, 1.5 ba, 2,239 Sq Ft

    4 Stone AveWinchester, MA 01890#73582171

    Single Family Residence3 days
  • ActiveOPEN TODAY 12:00–1:30 PM
    41 photos

    $1,850,000

    4 bd, 2.5 ba, 3,092 Sq Ft

    1 Overlook WayWinchester, MA 01890#73581571

    Single Family Residence4 days
  • ActiveOPEN TODAY 11:30 AM–1:00 PM
    35 photos

    $1,000,000

    3 bd, 1 ba, 1,908 Sq Ft

    23 Stone Ave.Winchester, MA 01890#73581744

    Single Family Residence4 days
  • Active
    31 photos

    $1,325,000

    4 bd, 2 ba, 1,922 Sq Ft

    9 Priscilla LnWinchester, MA 01890#73579538

    Single Family Residence9 days
  • Active
    42 photos

    $2,600,000

    6 bd, 3 ba, 3,534 Sq Ft

    7 Lakeview TerraceWinchester, MA 01890#73578443

    Single Family Residence11 days
  • Active
    2 photos

    $1,080,000

    3 bd, 1 ba, 1,382 Sq Ft

    6 Reservoir StreetWinchester, MA 01890#73578621

    Single Family Residence10 days

View all homes for sale in Winchester, MA

Recent results

Recently sold in Winchester

Homes near you that found their buyer.

  • Sold

    $1,800

    1 ba · 515 Sq Ft

    200 Swanton T30, Winchester, MA

  • Sold

    $2,500

    2 bd · 1 ba · 1,100 Sq Ft

    24 Lebanon 1, Winchester, MA

  • Sold

    $2,850

    2 bd · 1 ba · 1,300 Sq Ft

    58 Oak St 58, Winchester, MA

  • Sold

    $3,900

    3 bd · 2 ba · 1,900 Sq Ft

    159 Cross St 159, Winchester, MA

  • Sold

    $2,900

    2 bd · 1 ba · 1,100 Sq Ft

    926 Main Street 2, Winchester, MA

  • Sold

    $3,000

    3 bd · 2 ba · 1,300 Sq Ft

    17 Irving Street #3, Winchester, MA

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein. Copyright ©2026 MLS Property Information Network, Inc. All Rights Reserved.

Thinking about listing?

Skip the guesswork — find out what your home would actually command in today's Winchester market.

EXIT Premier Real Estate, serving Winchester

About Winchester

Nearby schools for Winchester, MA (approximate).

Nearby Schools

Elementary 9

  • Neighborhood Coop Nursery School

    Winchester, MA · 0.4 mi away

  • Ambrose Elementary School

    Winchester, MA · 0.6 mi away

  • Lincoln Elementary School

    Winchester, MA · 0.6 mi away

  • Lynch Elementary School

    Winchester, MA · 0.8 mi away

  • Town of Winchester - Transfer Station

    Winchester, MA · 1.1 mi away

  • Muraco Elementary School

    Winchester, MA · 1.2 mi away

  • Muraco Elementary School

    Winchester, MA · 1.2 mi away

  • Vinson-Owen Elementary School

    Winchester, MA · 1.5 mi away

  • Stratton Elementary School

    Arlington, MA · 1.8 mi away

Secondary 4

  • Schools for Children

    Winchester, MA · 0.5 mi away

  • McCall Middle School

    Winchester, MA · 0.6 mi away

  • Winchester High School

    Winchester, MA · 0.7 mi away

  • Medford High School

    Medford, MA · 1.7 mi away

Other schools 7

  • Starfire Ems

    Winchester, MA · 0.8 mi away

  • The Wilder School

    Winchester, MA · 0.8 mi away

  • St. Mary's School of Winchester Early Learning Center

    Winchester, MA · 0.8 mi away

  • Creative Corner School

    Winchester, MA · 1.0 mi away

  • Children's Own School

    Winchester, MA · 1.0 mi away

  • Acera School

    Winchester, MA · 1.3 mi away

  • Russian School of Mathematics

    Winchester, MA · 1.4 mi away

Simple, guided, proven

How selling in Winchester works

  1. Step 1: Connect with a local agent

    Tell us about your home and we'll match you with an EXIT Realty agent who knows the Winchester market.

  2. Step 2: Get a personalized valuation

    Your agent prepares a comparative market analysis and recommends a pricing strategy built for today's market.

  3. Step 3: Market with impact

    Professional photography, online syndication, and targeted promotion reach the right buyers, faster.

  4. Step 4: Sell and close with confidence

    Your agent negotiates the strongest offer and guides you all the way through to closing day.

The number that matters

What is your home actually worth?

These figures describe the Winchester market — not your home. A local EXIT Realty agent will prepare a precise valuation from comparable sales, your home's condition, and what buyers are paying right now. No obligation.

Tell us a little about your home. A local agent from EXIT Premier Real Estate will reach out with a personalized market analysis — no obligation.

Consent & Privacy

By submitting this form, you consent to being contacted by the agent regarding this specific inquiry using the contact information you provided.

In your corner, locally

Your local EXIT Realty offices

These EXIT Realty offices serve Winchester. When you're ready, reach out and let an agent take it from here.

The EXIT advantage

Why sell with EXIT Realty?

Agents invested in your success

EXIT Realty's residual income model keeps our agents focused on results — your sale, not just the next deal.

Local expertise, global network

A local expert markets your home, backed by thousands of EXIT associates across North America.

Comprehensive marketing

Professional photography, online syndication, and targeted promotion put your home in front of ready buyers.