50 Middlesex St #50, Winchester, MA, 01890
About This Home
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.
Getting Around
Very Walkable
Very Limited Transit
BikeableSchools
Construction
Condition
- Year built: 1920
Materials
- Roof: Rubber,Asphalt/Composition Shingles
- Construction materials: Stone,Post & Beam,Conventional (2x4-2x6)
Notable Dates
- Major remodel year: 2026
Type & Style
- Home type: Townhouse
- Property subType: Condominium,Townhouse
Interior
Appliances
- Appliances included: Disposal,Microwave,Freezer,ENERGY STAR Qualified Refrigerator,ENERGY STAR Qualified Dishwasher,Range
- Laundry features: In Building,In Unit,Electric Dryer Hookup
Basement
- Has basement: Yes
Bedroom2
- Features: Closet, Flooring - Hardwood, Recessed Lighting
- Level: Main,First
- Area: 101.7
Bedrooms & Bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
- Main level bedrooms: 1
Dining Room
- Features: Bathroom - Full, Closet, Flooring - Hardwood, Open Floorplan, Recessed Lighting, Remodeled
- Level: Main,First
- Area: 154.5
Features
- Finish - Sheetrock,Internet Available - Unknown
- Door features: Insulated Doors
- Window features: Insulated Windows,Screens
- Flooring: Tile,Hardwood,Stone / Slate
- Finished area above ground: 1,036
- Common walls with other units/homes: End Unit
Heating & Cooling
- Heating features: Central,Natural Gas,Hydro Air,ENERGY STAR Qualified Equipment
- Cooling features: Central Air,ENERGY STAR Qualified Equipment
Interior Area
- Total structure area: 1,036
- Total interior livable area: 1,036 sqft
Kitchen
- Features: Flooring - Hardwood, Countertops - Stone/Granite/Solid, Countertops - Upgraded, Cabinets - Upgraded, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled
- Level: Main,First
- Area: 72.899999999
Living Room
- Features: Bathroom - Full, Closet, Flooring - Hardwood, Open Floorplan, Recessed Lighting, Remodeled
- Level: Main,First
- Area: 152.76
Master Bedroom
- Features: Closet, Flooring - Hardwood, Recessed Lighting
- Level: Second
- Area: 103.039999999
Property
Details
- Parcel number: 898750
- Zoning: Res
Features
- Patio & porch: Deck - Composite,Patio - Enclosed,Covered
- Exterior features: Deck - Composite,Patio - Enclosed,Covered Patio/Deck,Storage,Fenced Yard,Garden,Screens,Rain Gutters,Professional Landscaping
- Fencing: Security,Fenced
- Waterfront features: Lake/Pond,1/2 to 1 Mile To Beach,Beach Ownership(Public)
Lot
- Lot size: 7,009 sqft
Parking
- Total spaces: 2
- Parking features: Off Street,Tandem,Deeded,Paved
- Has uncovered spaces: Yes
- Uncovered spaces: 2
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Inland Flooding
- Ice Storm
- Tsunami
How This Home’s Risks Compare
FEMA Declared Disasters Across Massachusetts Counties
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $4,040 | $48,480 |
| Home Insurance * | $144 | $1,728 |
| Property Taxes | $672 | $8,064 |
| Electricity | $354 | $4,259 |
| Total | $5,210 | $62,520 |
Income You'd Need if You Spent...
Massachusetts FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
No zestimate history available
Price History
| Date | Event | Price |
|---|---|---|
| 2026-07-07 | Listed for sale | $799,000 |
For Sale by Agent
View on Zillow