Homes for Sale in Winchester, MA
Single Family$3,600,000
2 Atherton Rd
Single Family$3,379,000
37 Mayflower Road
Single Family$3,299,000
1 Plymouth Rd
Single Family$3,200,000
9 Albamont Road
Single Family$3,199,000
10 Rangeley Road
Single Family$3,149,000
8 Priscilla Ln
Single Family$2,795,000
18 Middlesex St
Single Family$2,529,000
78 Bacon Street
Single Family$2,450,000
50 Brooks Street
Single Family$2,399,000
53 Winford Way
Single Family$2,380,000
14 Hillside Ave
Single Family$2,199,000
26 N Gateway
Single Family$2,195,000
276 High Street
Multi-Family$2,099,000
16 Glenwood Ave
Single Family$2,099,000
16 & 16A Glenwood Ave
Single Family$2,000,000
6 Ivy Circle
Single Family$1,999,900
15 Fieldstone Dr
Single Family$1,899,000
9 Brookside Place
Single Family$1,799,000
1 Town Way
Single Family$1,725,000
117 Highland Ave
Multi-Family$1,499,000
7-9 Ridge St
Single Family$1,350,000
423 Washington St
Condo$1,330,000
7 Wainwright Road #47
Single Family$1,225,000
38 Robinhood Rd
Showing 24 of 52 listings. Search all listings in Winchester →
Winchester Market Snapshot
Active listings
52
Median list price
$1,712,000
Median size
3,050 sf
Median $/sqft
$525
Sold (6 mo)
117
Median sold
$1,425,000
Winchester, MA is located approximately 8 miles from Boston. There are currently 52 active listings at a median list price of $1,712,000, ranging from $364,900 to $3,799,000. Single Family homes make up the largest share of inventory (73% of active listings). The most common floor plan is 5+-bedroom homes. Over the last six months, 117 homes sold at a median sale price of $1,425,000. Recent activity points to a balanced market — homes typically sell near list price.
Inventory by Property Type
- Single Family38(73%)
- Condo10(19%)
- Multi-Family4(8%)
Bedrooms Available
Common Questions About Real Estate in Winchester
- How much do homes cost in Winchester?
- The median list price for an active listing in Winchester is $1,712,000, with prices ranging from $364,900 to $3,799,000. The median sold price over the last six months was $1,425,000.
- How many homes are for sale in Winchester?
- There are currently 52 active listings in Winchester, MA.
- How long do homes take to sell in Winchester?
- Over the last six months, homes in Winchester have taken a median of -26 days to go under agreement. That puts the area in a balanced market — homes typically sell near list price.
- Do homes sell above or below asking in Winchester?
- The median sold-to-list ratio is 100.0%, meaning a typical home sold for 0.0% above its list price.
- How do I start a home search in Winchester?
- Use the interactive map search to filter active listings by price, beds, and property type, or get pre-qualified first so you know your buying range before touring homes. Antonio Illas of Excel by LPT Realty covers Winchester and the greater Boston / South Shore area — reach him at 857-354-9178 with questions.
Nearby Towns
Looking for homes in Winchester?
Antonio Illas · Excel by LPT Realty · 857-354-9178
The property listing data and information 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 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 set forth herein.