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MA
Middlesex
Winchester
01890
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MA
Middlesex
Winchester
01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
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$1,399,800

65 High Street, Winchester, MA, 01890

CONTRACT
23 Photos
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
Unsave
Save
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890
65 High Street, Winchester, MA, 01890

Information

Price: $1,399,800
Days On Market: 15
Year Build: 1949
Square Footage: 2,658 Sq ft
Total Baths: 3
Full Baths: 3
Bedrooms: 6
MLS ID: 73498871
Status: Active Under Contract

Nearby Schools

AmbrosElementary School
MccallMiddle School
WinchesterHigh School

Details

Address: 65 High Street
County: Middlesex
City: Winchester
Zip: 01890
State: Massachusetts

Taxes

Property Taxes: $13,499
Tax Year: 2025
Tax Amount: $13,499

Description

Exceptional opportunity in a highly desirable Winchester neighborhood! This spacious 6-bedroom home offers incredible flexibility for today's lifestyle, perfect for multi-generational living, work-from-home setups, or growing households. The sun-filled main level 3-bedrooms feature hardwood floors and a seamless flow, ideal for both everyday living and entertaining. The updated second floor includes a full bath, private laundry, and generously sized 3 bedrooms with abundant natural light. A standout feature is the expansive 1,337 sq ft lower level - ideal for a playroom, gym, media room, or future customization. Enjoy a level, private backyard perfect for outdoor gatherings, gardening, and recreation. Conveniently located near top-rated schools, commuter rail, and Winchester center. Incredible value and space in one of Winchester's most sought-after communities!! The seller will gift the new buyer a pool and a ping-pong table for the playroom.

Location

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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.

Privacy Policy Notice: All information collected voluntarily from you will be used to personalize your experience, improve our website and improve our customer service. This information will not be shared with any other third persons or entities. Updated: 29th April, 2026 10:51 PM (UTC)
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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.

Privacy Policy Notice: All information collected voluntarily from you will be used to personalize your experience, improve our website and improve our customer service. This information will not be shared with any other third persons or entities. Updated: 29th April, 2026 10:51 PM (UTC)

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