111 Highland Ave, Winchester MA 01890

Winchester, MA 01890

$6K

3 BD · 3 BA · 2,632 sf · Built 1940

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The residence

Welcome to this spacious and charming Colonial offering beautiful architectural character, a flexible floor plan, and generous living space across multiple levels.Step into the welcoming foyer and discover a bright, inviting home featuring a fireplaced living room with beamed ceilings and oversized windows, complemented by a sun-filled adjoining sunroom.The beautiful kitchen features granite countertops, ample workspace, and a cozy breakfast nook with convenient access to the side yard. A separate home office and full bathroom on the first floor provide additional flexibility for working from home, guests, or everyday living.Upstairs, the spacious primary bedroom includes a walk-in closet and en-suite bathroom, along with an additional adjoining room that can serve as a nursery, private office, dressing room, or guest space. Two additional generously sized bedrooms, a full family bathroom, and a spacious landing with additional closet storage complete the second floor.The lower level offers an unheated bonus/family room with a decorative fireplace, laundry area, additional storage, and direct access to the two-car garage.Outside, enjoy a beautiful, spacious fenced backyard, perfect for relaxing, entertaining, and outdoor activities.Conveniently located near Middlesex Fells Reservation and all that Winchester has to offer, this home combines space, character, privacy, and convenience in a highly desirable residential setting.

At a glance

Property type: Single Family Residence
Status: Active
Year built: 1940
Living area: 2,632 sf
MLS#: f133e4c1796ad44d617b9af2db69d3e8
Beds · Baths: 3 · 3

Location

Winchester, MA.

Winchester, Massachusetts, is a market our advisors follow closely — its streets, housing stock and setting each shape what a residence here is worth and how it lives day to day. We are glad to walk you through the locale in detail, and how this particular address sits within it.

Estimated Monthly Payment+

$27/mo

Approximate · principal & interest only

Down payment · 25%Interest rate · 6.75%Term · 30 years

Display Currency

$6K

Indicative conversion — settlement always in USD.

Private Showing

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Listing courtesy of Zhensight Realty LLC · MLSPIN

MLS Property Information Network.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 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 set forth herein.

Listings updated Oct 13, 2026

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