$2,795,000
56 Yale Street
Winchester, MA, 01890
Gracefully appointed in the sought after “Flats” this stunning Colonial has been superbly expanded & transformed into 4 levels of living space, offering a perfect blend of timeless details with well thought-out quality renovations. The front entry makes a striking first impression! Inside every turn is rich w/ detail- fireplace LR, elegant dining rm, crown molding, wainscoting, HW flrs & an exquisite built-in cabinet. The award-winning kitchen is nothing short of spectacular, with 2 walk-in pantries, wet bar & many outstanding features. You’ll love the sunken family rm, adjoining mud rm, & bath. French doors extend the living space to a serene outer setting featuring mahogany deck & an alfresco kitchen. The luxurious primary suite is a stunner w/ spa-like marble bath, steam shower, walk-in closet & unique nursery/office. The finished lower level,2c gar, EZ access to the commuter rail & center of town complete this distinctive home. A rare offering & wonderful opportunity!
Property Details
Price:
$2,795,000
MLS #:
73491616
Status:
Pending
Beds:
5
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Flats neighborhood
Listed Date:
Mar 25, 2026
Finished Sq Ft:
4,792
Total Sq Ft:
4,792
Lot Size:
10,032 sqft / 0.23 acres (approx)
Year Built:
1923
Schools
Elementary School:
Vinson Owen
Middle School:
Mccall Middle
High School:
Winchester High
Interior
Above Grade Finished Area
3657
Appliances
Gas Water Heater, Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, Dryer, Wine Refrigerator, Range Hood, Plumbed For Ice Maker
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
1135
Cooling
Central Air, Ductless
Fireplaces Total
1
Flooring
Carpet, Hardwood, Flooring – Stone/Ceramic Tile, Flooring – Hardwood, Flooring – Wall to Wall Carpet
Heating
Central, Baseboard, Hot Water, Natural Gas
Interior Features
Bathroom – 3/4, Bathroom – Tiled With Shower Stall, Closet – Linen, Countertops – Stone/Granite/Solid, Lighting – Overhead, Closet, Crown Molding, Closet/Cabinets – Custom Built, Open Floorplan, Recessed Lighting, Bathroom, Nursery, Entry Hall, Sun Room, Mud Room, Bonus Room, Wet Bar, Internet Available – Broadband
Laundry Features
Electric Dryer Hookup, Washer Hookup, Lighting – Overhead, Second Floor
Main Level Bathrooms
1
Exterior
Architectural Style
Colonial
Community Features
Public Transportation, Shopping, Pool, Tennis Court(s), Park, Golf, Medical Facility, Highway Access, House of Worship, Public School, T-Station, Sidewalks
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Deck, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Fenced Yard, Garden, Other
Fencing
Fenced/Enclosed, Fenced
Garage Spaces
2
Green Energy Efficient
Thermostat
Lot Features
Level
Open Parking Spaces
5
Open Parking YN
1
Parking Features
Detached, Garage Door Opener, Paved Drive, Off Street, Driveway, Paved
Parking Spots
7
Parking Total
7
Patio And Porch Features
Deck
Roof
Shingle
Window Features
Insulated Windows, Screens
Financial
Tax Year
2026
Taxes
$22,446
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Winchester as of May 04, 2026
71
Single Family Listed
48
Avg DOM
548
Avg $ / SqFt
$2,185,977
Avg List Price
Community
- Address56 Yale Street Winchester MA
- SubdivisionFlats neighborhood
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Brooks / Parkhurst / Town Forest
- Cox Road / High St Extension neighborhood
- Flats
- Flats neighborhood
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Macdonald field neighborhood
- Middlesex / downtown
- Near town/ Pine St neighborhood
- Old Village/ West Side
- Rangeley Historical Estate
- The Flats
- Vinson-Owen School District.
- West Side
- Winning Farm
Similar Listings Nearby
Property Summary
- Located in the Flats neighborhood subdivision, 56 Yale Street Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $2,795,000 and features 5 beds, 4 baths, and has approximately 4,792 square feet of living space, and was originally constructed in 1923. The current price per square foot is $583. The average price per square foot for Single Family listings in Winchester is $548. The average listing price for Single Family in Winchester is $2,185,977. To schedule a showing of MLS#73491616 at 56 Yale Street in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Brad Hutchinson Real Estate. The property listing data and information 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 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.
56 Yale Street
Winchester, MA