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Winchester, MA

3 Multi Families

$759,000 - $1,039,000

27 Condos

$235,000 - $1,870,000

91 Single Families

$539,000 - $3,299,900


Homes For Sale in Winchester, MA

121 homes for sale

$799,000
$907,763
$1,250,000
$1,411,390
$969,000
$922,333

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

$1,130,460
$14,187
More Market Info

Recent Sales

More Recent Sales

New Single Family Homes for Sale in Winchester, MA

New Listing
New Listing

$2,200,000
Single Family
Posted a moment ago
512 South Border Road, Winchester, MA 01890 Home For Sale - MLS #72201118
7,100 sq. ft.
0.76 acres

DEVELOPERS AND BUILDERS: This lot currently has a 7,100+ single family home sited in the middle of three- 11,000+ SQ FT LOTS in a highly desirable area close to I-93, downtown Winchester & Middlesex...

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New Listing
New Listing

$1,399,900
Single Family
Posted 1 day ago
9 Wildwood Street, Winchester, MA 01890 Home For Sale - MLS #72200252
3,581 sq. ft.
0.25 acres

Grand residence in town center location on a beautiful 10K sq ft lot on the corner of Pine St & the quiet end of Wildwood St. Exquisite architectural detail throughout the 13 rooms & designed for...

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New Listing
New Listing

$1,850,000
Single Family
Posted 2 days ago
37 Grove St, Winchester, MA 01890 Home For Sale - MLS #72199404
4,783 sq. ft.
0.26 acres

Absolutely stunning! This exceptionally renovated Tuscan-style Colonial is defined by elegant formal & casual living spaces w/innumerable amenities, inside & out. Each floor carefully rebuilt &...

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New Listing
New Listing

$2,995,000
Single Family
Posted 5 days ago
10 Ledgewood Road, Winchester, MA 01890 Home For Sale - MLS #72198378
7,542 sq. ft.
0.92 acres

This grand estate is nestled into Winchester's most prestigious neighborhood, Ledgewood Estates, with beautifully wooded surroundings and rolling hills.This private compound has a large wooded...

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New Listing
New Listing

$1,875,000
Single Family
Posted 6 days ago
6 Madison Ave, Winchester, MA 01890 Home For Sale - MLS #72197977
4,769 sq. ft.
0.32 acres

Architecturally distinctive and brimming with exquisite details and updates, this home impresses at every turn. Beautiful stained glass windows in the vestibule and a grand foyer with curved landing...

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New Condos for Sale in Winchester, MA

$439,000
Condo
Posted 20 days ago
666 Main St Unit L4, Winchester, MA 01890 Condo For Sale - MLS #72191485
810 sq. ft.

NO STEPS in this ONE FLOOR LIVING! Bring your lounge chair and listen to the crickets at WEDGE POND in DOWTOWN WINCHESTER. Great, sunny one bedroom unit with sliders and private patio area with views...

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$849,000
Condo
Posted 21 days ago
97 Irving Street Unit 97, Winchester, MA 01890 Condo For Sale - MLS #72190649
2,395 sq. ft.

New Construction Townhouse, by Creative Master Builder, thoughtfully and intelligently designed 4 levels of living space for today's lifestyle. First floor features gleaming hardwood floors, a...

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$599,000
Condo
Posted 23 days ago
10-12 Canal Street Unit 2, Winchester, MA 01890 Condo For Sale - MLS #72189757
1,510 sq. ft.
1,742 sq. ft.

Newly renovated charming condo within walking distance to Winchester Center! Enter into this exquisite modern design containing a spectacular open floor feel with stunning hardwood floors, stainless...

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$325,000
Condo
Posted 24 days ago
200 Swanton Unit T33, Winchester, MA 01890 Condo For Sale - MLS #72189466
833 sq. ft.

All new work in this unit. New kitchen, appliances, floor, lighting and bathroom. Absolutely stunning



$879,000
Condo
Posted 24 days ago
287 Highland Ave Unit 287, Winchester, MA 01890 Condo For Sale - MLS #72189164
2,925 sq. ft.

You can have it all with this charming condo that has the feel of a single family home and the sought after walk to town location! Enjoy modern amenities coupled with original woodwork, gleaming...

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New Multi Family Homes for Sale Winchester, MA

$759,000
Multi-Family
Posted 1 month, 3 days ago
1-3 Wright, Winchester, MA 01890 House For Sale - MLS #72183651
2,322 sq. ft.
8,712 sq. ft.

Traditional 1920 two family with great potential located in the Vinson Owen school district of Winchester! Property sits on a corner lot w/ plenty of greenery providing plenty of privacy for summer...

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$1,039,000
Multi-Family
Posted 2 months, 9 days ago
25 Manchester Rd, Winchester, MA 01890 House For Sale - MLS #72163258
3,160 sq. ft.
0.37 acres

Investor?Home Owner? This may be the one for you! Hard to find multi family within minutes from beautiful Winchester Center. We invite you to view the property at our open house Sunday 6-25th...

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$969,000
Multi-Family
Posted 4 months, 26 days ago
31-33 Swanton Street, Winchester, MA 01890 House For Sale - MLS #72122499
4,518 sq. ft.
0.23 acres

Spacious colonial on large corner lot offering plenty of room in a great Winchester location. Offering 5 bedrooms, 2.5 baths, finished basement, garage, shed, newer roof, and a ton of storage space...

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Winchester Services

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Newest Listings