$774,900
50 Middlesex Street # 50
Winchester, MA, 01890
Completely renovated from top to bottom, this brand-new 2-bedroom, 2-bath condo offers the privacy and feel of a single-family home in one of Winchester’s most desirable neighborhoods. Tucked away on a quiet, tree-lined street just moments from vibrant downtown, this home features its own private entrance, driveway, and backyard. Inside, enjoy white oak hardwood floors, a stunning chef’s kitchen with quartz countertops and full-height backsplash, Bosch stainless steel appliances, and beautifully designed baths with custom tile and premium Kohler fixtures. Additional upgrades include a new roof, central A/C and heat, recessed lighting, and all-new systems throughout. Winchester is renowned for its award-winning schools, charming New England downtown filled with shops, restaurants, and cafés, easy commuter rail access to Boston, and convenient proximity to major highways—offering the perfect blend of suburban tranquility and city convenience.
Property Details
Price:
$774,900
MLS #:
73546074
Status:
Active
Beds:
2
Baths:
2
Type:
Condo
Subtype:
Condominium
Listed Date:
Jul 7, 2026
Finished Sq Ft:
1,036
Total Sq Ft:
1,036
Lot Size:
7,009 sqft / 0.16 acres (approx)
Year Built:
1920
Schools
Elementary School:
Lynch Elementary
Middle School:
Mccall Middle
High School:
Winchester High
Interior
Above Grade Finished Area
1036
Appliances
Disposal, Microwave, Freezer, ENERGY STAR Qualified Refrigerator, ENERGY STAR Qualified Dishwasher, Range
Bathrooms
2 Full Bathrooms
Cooling
Central Air, ENERGY STAR Qualified Equipment
Flooring
Tile, Hardwood, Stone / Slate
Heating
Central, Natural Gas, Hydro Air, ENERGY STAR Qualified Equipment
Interior Features
Finish – Sheetrock, Internet Available – Unknown
Laundry Features
In Building, In Unit, Electric Dryer Hookup
Main Level Bedrooms
1
Exterior
Common Walls
End Unit
Community Features
Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, University
Construction Materials
Stone, Post & Beam, Conventional (2×4-2×6)
Exterior Features
Deck – Composite, Patio – Enclosed, Covered Patio/Deck, Storage, Fenced Yard, Garden, Screens, Rain Gutters, Professional Landscaping
Fencing
Security, Fenced
Green Energy Efficient
Thermostat
Open Parking Spaces
2
Open Parking YN
1
Parking Features
Off Street, Tandem, Deeded, Paved
Parking Spots
2
Parking Total
2
Patio And Porch Features
Deck – Composite, Patio – Enclosed, Covered
Roof
Rubber, Asphalt/Composition Shingles
Stories
2
Waterfront Features
Lake/Pond, 1/2 to 1 Mile To Beach, Beach Ownership(Public)
Window Features
Insulated Windows, Screens
Financial
HOA Fee
$81
HOA Fee Frequency
Monthly
HOA Includes
Sewer, Insurance
Tax Year
2026
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 Condo in Winchester as of Sep 17, 2026
18
Condo Listed
53
Avg DOM
600
Avg $ / SqFt
$864,803
Avg List Price
Community
- Address50 Middlesex Street # 50 Winchester MA
- 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
- 50 Middlesex Street # 50 Winchester MA is a Condo for sale in Winchester, MA, 01890. It is listed for $774,900 and features 2 beds, 2 baths, and has approximately 1,036 square feet of living space, and was originally constructed in 1920. The current price per square foot is $748. The average price per square foot for Condo listings in Winchester is $600. The average listing price for Condo in Winchester is $864,803. To schedule a showing of MLS#73546074 at 50 Middlesex Street # 50 in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Keller Williams Realty Evolution. 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.
50 Middlesex Street # 50
Winchester, MA