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3D

446 Highland Ave, 
Winchester, MA 01890

$999,000

2

Beds

2

Baths

2,033

Sq Ft

Single Family

Active

Listed by

Andersen Group Realty

Keller Williams Realty Boston Northwest

781-862-2800

Last updated:

November 4, 2025, 03:24 PM

MLS#

73449918

Source:

MLSPIN

About This Home

446 Highland Ave

Charming Spanish-style home in desirable Winchester! This unique property features a beautiful terracotta roof and timeless architectural details. The first floor welcomes you with a foyer which leads to an astounding great room, perfect for entertaining or hosting family gatherings. The kitchen opens seamlessly to the dining area. Additionally an inviting enclosed patio provides space to relax or enjoy morning coffee. A cozy sitting area and convenient half bath complete the main level. Upstairs, you’ll find two comfortable bedrooms and a renovated full bathroom with modern finishes. The lower level offers an unfinished basement ideal for storage or future expansion, plus an attached garage for added convenience. Whether you’re an investor seeking potential or an end user looking for a fixer-upper, this home presents an incredible opportunity in one of Winchester’s most sought-after neighborhoods.

Home Facts

Single Family

2 Baths

2 Bedrooms

Built in 1926

Price Summary

999,000

$491 per Sq. Ft.

MLS #:

73449918

Last Updated:

November 4, 2025, 03:24 PM

Rooms & Interior

Bedrooms

Total Bedrooms:

2

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

1

Interior

Living Area:

2,033 Sq. Ft.

Structure

Structure

Architectural Style:

Spanish Colonial

Building Area:

2,033 Sq. Ft.

Year Built:

1926

Lot

Lot Size (Sq. Ft):

12,336

Finances & Disclosures

Finances

Price:

$999,000

Price per Sq. Ft:

$491 per Sq. Ft.

Source:MLSPIN
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 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 or leasing 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 or leasing. 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.

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By clicking Contact I agree a Coldwell Banker Agent may contact me by phone or text message including by automated means and prerecorded messages about real estate services, and that I can access real estate services without providing my phone number. I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.