855.375.4001
Listing Courtesy of: Joseph Pollack - Redfin Corp. 617-340-7803
$2,000,000 affordable loan icon Calculate Payment

11 Chesterford Rd E Winchester, MA 01890

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Single Family Residence
4 Beds
4 Baths
... Bed/Bath
3,039 Sq. Ft.

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Last updated on 1/25/2026 7:10 PM
Stunning waterfront home on Little Winter Pond offers the perfect blend of modern design and serene natural beauty! Thoughtfully updated, the home welcomes you with a striking entry, soaring vaulted ceilings, and walls of windows that flood the space with natural light and frame breathtaking pond vi...ews. The stylish kitchen with adjacent dining area featuring custom bench seating flows seamlessly into the spacious living and family rooms—ideal for everyday living & entertaining. The main level offers three generously sized bedrooms and two full baths, including a peaceful primary suite with panoramic views, a walk-in closet, and beautifully renovated bath with two individual vanities. The lower level adds fantastic flexibility with a media room, additional bedroom, full bath, and flexible multipurpose space. Step outside to enjoy a wraparound deck and lower-level patio with direct access to the pond—perfect for kayaking, fishing, and ice skating. This is a rare and special opportunity! Continue reading
MLS#
73360401
Property Type
Single Family
Bedrooms
4
Bathrooms
3 Full/1 Half
Year Built
1927
Square Feet
3,039 sq. ft
Price per Sq. Ft.
$658.11
Lot Size
0.31
Sewer
Public Sewer

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Walk Score measures the walkability of any address, Transit Score measures access to public transit on a scale of 1-100.

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Listing Courtesy of: Joseph Pollack - Redfin Corp. 617-340-7803
Andrea D. Conner, License 1?0?0?0?1?8?8, Xome Inc., License 9622, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

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. Copyright © 2026 MLS Property Information Network, Inc. All rights reserved.
This content last refreshed on 1/25/2026 7:10 PM. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
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