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Winchester, MA

2 Multi Families

$895,000 - $1,240,000

16 Condos

$399,999 - $1,870,000

43 Single Families

$575,000 - $2,995,000


Homes For Sale in Winchester, MA

59 homes for sale

$1,100,000
$1,065,740
$1,449,000
$1,612,540
$1,067,500
$1,067,500

Conveniently located just eight miles northwest of Boston, the Town of Winchester has developed from its seventeenth century colonial village beginnings into a thriving residential community noted for its fine public school system, beautiful homes and easy access to Boston.

Settled in the early 1600's by citizens from Charlestown, the village was first known as Waterfield and became part of...

Learn more about Winchester

01890

Local Info

20,267
$143,317.00
More Local Info

Market Info

$1,132,320
$14,211
More Market Info

Recent Sales

More Recent Sales

New Single Family Homes for Sale in Winchester, MA

New Listing
New Listing

$899,000
Single Family
Posted 1 day ago
32 Pilgrim Drive, Winchester, MA 01890 Home For Sale - MLS #72215679
2,634 sq. ft.
0.48 acres

Looking to buy a home in Winchester? Look no further! Freshly painted and move-in ready, this incredible 5 bedroom home offers plenty of space and endless possibilities! Located perfectly in a quiet...

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New Listing
New Listing

$949,000
Single Family
Posted 2 days ago
21 Englewood Rd, Winchester, MA 01890 Home For Sale - MLS #72215413
2,658 sq. ft.
6,534 sq. ft.

Move right into this expanded cape that has been completely updated and renovated.Sunny open floor plan with granite kitchen and island and room for dining and entertaining. Relax in pretty fireplace...

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New Listing
New Listing

$1,180,000
Single Family
Posted 2 days ago
20 Hollywood Rd, Winchester, MA 01890 Home For Sale - MLS #72215241
3,055 sq. ft.
0.34 acres

Love Winchester? Looking for an amazing place that feels like home right when you walk through the door? Searching for an outstanding yard to entertain and enjoy cookouts? 20 Hollywood Road is the...

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New Listing
New Listing

$2,099,000
Single Family
Posted 4 days ago
238 High St, Winchester, MA 01890 Home For Sale - MLS #72214098
6,951 sq. ft.
0.94 acres

Enjoy residential bliss in this classic colonial home on a lot that affords privacy and tranquility, while not being secluded. Purchased by current owners as new construction in 2008, this home is...

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New Listing
New Listing

$1,050,000
Single Family
Posted 5 days ago
90 Thornberry Road, Winchester, MA 01890 Home For Sale - MLS #72213545
2,585 sq. ft.
0.46 acres

Spacious and gracious! This lovely home is located on a beautiful lot in the Vinson-Owen School District. The main level features good sized rooms with hardwood floors in each room, including the...

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New Condos for Sale in Winchester, MA

New Listing
New Listing

$399,999
Condo
Posted 1 day ago
28 East St Unit 28, Winchester, MA 01890 Condo For Sale - MLS #72215816
1,220 sq. ft.

OPPORTUNITY KNOCKS. Be in Winchester before school starts.Townhouse condo side by side with separate systems and private yard. Condo Association only shares master insurance bill. Three bedrooms...

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New Listing
New Listing

$648,888
Condo
Posted 2 days ago
48 Edward Drive Unit 48, Winchester, MA 01890 Condo For Sale - MLS #72215448
2,774 sq. ft.

COME SEE THIS SPACIOUS NEWLY RENOVATED TOWN HOUSE IN THE DESIRABLE PEPPER HILL ESTATES! All the amenities of Winchester without the work- no more shoveling or yard work. Nearby the newly built...

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New Listing
New Listing

$639,000
Condo
Posted 3 days ago
396 Main St Unit 396, Winchester, MA 01890 Condo For Sale - MLS #72214848
1,354 sq. ft.

Location, Location, Location!!! Less than a half mile from Winchester Center Commuter Rail Stop, and even closer to Middle School and Lincoln Elementary. This 3 bedroom, 1 bath townhouse with...

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New Listing
New Listing

$515,000
Condo
Posted 3 days ago
7 Conant Rd Unit 65, Winchester, MA 01890 Condo For Sale - MLS #72214629
1,421 sq. ft.

LUXURY, CONVENIENT LIVING AT ITS BEST! SIMILAR UNIT 2 DOORS DOWN JUST CLOSED for $600K! NEWER, OPEN- CONCEPT townhouse in the finest school district of Winchester. Minutes to town center, commuter...

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New Listing
New Listing

$1,200,000
Condo
Posted 3 days ago
226 Cross Street Unit 226, Winchester, MA 01890 Condo For Sale - MLS #72214308
2,900 sq. ft.
6,098 sq. ft.

NEW CONSTRUCTION! HANDSOME ATTACHED SINGLE FAMILY HOME LOOKING FOR A LONG TERM RELATIONSHIP WITH NEW OWNER! Located a short distance to downtown, with plentiful boutiques, restaurants, coffee shops,...

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New Multi Family Homes for Sale Winchester, MA

New Listing
New Listing

$1,240,000
Multi-Family
Posted 10 days ago
10-12 Canal Street, Winchester, MA 01890 House For Sale - MLS #72211461
3,071 sq. ft.
0.26 acres

Newly renovated multi-family within walking distance to Winchester Center! 1st floor unit features hardwood floors throughout. Spectacular open floor feel w/ adjoining living room, dining room & grand...

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$895,000
Multi-Family
Posted 16 days ago
8 Park Rd, Winchester, MA 01890 House For Sale - MLS #72208133
3,312 sq. ft.
5,663 sq. ft.

Excellent opportunity to own this nice rarely available 2 family home on a quiet end street. 1st level has large one bedroom unit with 1 bath, large dining and kitchen area with 2 parking spaces. 2nd...

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Winchester Services

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Newest Listings