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41 photosSell 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.
Across 62 homes for sale in Winchester, the median asking price is $1,399,000 and the average sale takes 41 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 opinionMedian 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
- Fast
- Moderate
- 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.
- $1,399,000 up +10.2% from a year earlier
- Median list price
- 62 down -76% from a year earlier
- Homes for sale
- 41 up +26% from a year earlier
- Avg. days on market
- $556/sq ft
- Median price / sq ft
- 2,653 Sq Ft
- Median home size
What's on the market in Winchester
- 60%Residential62 active
- 31%For Lease32 active
- 5%Commercial5 active
- 4%Commercial Lease4 active
- <1%Multi-Family1 active
Where the asking prices sit
- $200K-$400K5% · 3
- $400K-$600K3% · 2
- $600K-$800K13% · 8
- $800K-$1M10% · 6
- Over $1M69% · 43
Median Price Trend
Sep 2025: $1,465,000 +24.6%Oct 2026: $1,824,950
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.
Showing single-family homes in Winchester.
- Active22 photos
- Active34 photos
- Active42 photos
- Active37 photos
- Active41 photos
Recent results
Recently sold in Winchester
Homes near you that found their buyer.
Sold$2,000,000
4 bd · 3.5 ba · 3,257 Sq Ft
11 Bonad Road, Winchester, MA
Sold$948,000
4 bd · 3 ba · 2,475 Sq Ft
199 Washington Street 199, Winchester, MA
Sold$1,649,900
3 bd · 2 ba · 2,483 Sq Ft
5 Willowdale Rd, Winchester, MA
Sold$3,000,000
5 bd · 4.5 ba · 5,058 Sq Ft
7 Viking Rd, Winchester, MA
Sold$3,025,000
5 bd · 4.5 ba · 5,406 Sq Ft
10 Rangeley Road, Winchester, MA
Sold$2,142,000
7 bd · 4.5 ba · 4,930 Sq Ft
42 Wildwood Street, 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
Ambrose Elementary School
Lincoln Elementary School
Lynch Elementary School
Town of Winchester - Transfer Station
Muraco Elementary School
Muraco Elementary School
Vinson-Owen Elementary School
Stratton Elementary School
Secondary 4
Schools for Children
McCall Middle School
Winchester High School
Medford High School
Other schools 7
Starfire Ems
The Wilder School
St. Mary's School of Winchester Early Learning Center
Creative Corner School
Children's Own School
Acera School
Russian School of Mathematics
Simple, guided, proven
How selling in Winchester works
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.
Step 2: Get a personalized valuation
Your agent prepares a comparative market analysis and recommends a pricing strategy built for today's market.
Step 3: Market with impact
Professional photography, online syndication, and targeted promotion reach the right buyers, faster.
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.
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.
EXIT Premier Real Estate
85 Wilmington RoadBurlington, MA 01803 · 6.4 mi
Mark Bettinson, Broker of Record
Serving Burlington and surrounding areas — our team speaks Arabic & French
EXIT Bayside Realty
1827 Dorchester AvenueBoston, MA 02124 · 11.9 mi
Carla Pantaleon-Stovell, Broker of Record
Serving Boston and surrounding areas — our team speaks Vietnamese
EXIT Assurance Realty
161 Main StreetGroton, MA 01450 · 24.2 mi
Jeff Gordon, Broker of Record
Serving Groton and surrounding areas — our team speaks Portuguese
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.