# 50 Middlesex Street #50, Winchester, MA 01890 > **TL;DR:** 2bd/2ba condo, $769,000 ($742/sqft), built 1920, 1,036 sqft. > A/C. Est. $4,193/mo. Listed 119 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $769,000 | | Price/sqft | $742 | | Bedrooms | 2 | | Bathrooms | 2 full | | Square Feet | 1,036 | | Year Built | 1920 | | Lot Size | 7,009 sqft (0.16 acres) | | Stories | 2 | | Property Type | Condo (Condominium) | | Status | Active | | Days on Market | 119 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $3,888 | | Estimated Insurance | $224 | | HOA | $81 | | **Total** | **$4,193** | ## Nearby Schools - **Elementary:** Lynch Elementary - **Middle:** Mccall Middle - **High:** Winchester High ## Key Amenities - A/C ## Property Highlights - Built in 1920 - 0.16 acre lot - 2 stories - 2 parking spaces ## Description ### Agent Description 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 cafes, easy commuter rail access to Boston, and convenient proximity to major highways-offering the perfect blend of suburban tranquility and city convenience. ## Location - **Address:** 50 Middlesex Street #50, Winchester, MA 01890 - **County:** Middlesex - **Coordinates:** 42.457676, -71.144136 - **Google Maps:** https://www.google.com/maps?q=42.457676,-71.144136 ## Listing Agent - **Name:** Keller Williams Realty Evolution - **Brokerage:** Keller Williams Realty Evolution - **Broker Phone:** 7813955600 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/50-Middlesex-St_Winchester_MA_01890_M33184-35467?f=listhub&s=MLSPIN&m=73546074&c=propsimple) ## Photos ![50 Middlesex Street #50 - Photo 1](http://lh.rdcpix.com/5afe3ac4c444a103d870487b1cb041c0l-f2025552060r.jpg) ![50 Middlesex Street #50 - Photo 2](http://lh.rdcpix.com/5afe3ac4c444a103d870487b1cb041c0l-f3831597615r.jpg) ![50 Middlesex Street #50 - Photo 3](http://lh.rdcpix.com/5afe3ac4c444a103d870487b1cb041c0l-f297345209r.jpg) ![50 Middlesex Street #50 - Photo 4](http://lh.rdcpix.com/5afe3ac4c444a103d870487b1cb041c0l-f2356283496r.jpg) ![50 Middlesex Street #50 - Photo 5](http://lh.rdcpix.com/5afe3ac4c444a103d870487b1cb041c0l-f2926421219r.jpg) ![50 Middlesex Street #50 - Photo 6](http://lh.rdcpix.com/5afe3ac4c444a103d870487b1cb041c0l-f1447135410r.jpg) ![50 Middlesex Street #50 - Photo 7](http://lh.rdcpix.com/5afe3ac4c444a103d870487b1cb041c0l-f4153676693r.jpg) ![50 Middlesex Street #50 - Photo 8](http://lh.rdcpix.com/5afe3ac4c444a103d870487b1cb041c0l-f428803677r.jpg) ![50 Middlesex Street #50 - Photo 9](http://lh.rdcpix.com/5afe3ac4c444a103d870487b1cb041c0l-f2987943961r.jpg) ![50 Middlesex Street #50 - Photo 10](http://lh.rdcpix.com/5afe3ac4c444a103d870487b1cb041c0l-f363724102r.jpg) ![50 Middlesex Street #50 - Photo 11](http://lh.rdcpix.com/5afe3ac4c444a103d870487b1cb041c0l-f2563991594r.jpg) ![50 Middlesex Street #50 - Photo 12](http://lh.rdcpix.com/5afe3ac4c444a103d870487b1cb041c0l-f114552265r.jpg) ![50 Middlesex Street #50 - Photo 13](http://lh.rdcpix.com/5afe3ac4c444a103d870487b1cb041c0l-f1811942117r.jpg) ![50 Middlesex Street #50 - Photo 14](http://lh.rdcpix.com/5afe3ac4c444a103d870487b1cb041c0l-f2548302108r.jpg) ![50 Middlesex Street #50 - Photo 15](http://lh.rdcpix.com/5afe3ac4c444a103d870487b1cb041c0l-f3433713753r.jpg) ![50 Middlesex Street #50 - Photo 16](http://lh.rdcpix.com/5afe3ac4c444a103d870487b1cb041c0l-f530175985r.jpg) ![50 Middlesex Street #50 - Photo 17](http://lh.rdcpix.com/5afe3ac4c444a103d870487b1cb041c0l-f3610578484r.jpg) ![50 Middlesex Street #50 - Photo 18](http://lh.rdcpix.com/5afe3ac4c444a103d870487b1cb041c0l-f2769745838r.jpg) ![50 Middlesex Street #50 - Photo 19](http://lh.rdcpix.com/5afe3ac4c444a103d870487b1cb041c0l-f218847643r.jpg) ![50 Middlesex Street #50 - Photo 20](http://lh.rdcpix.com/5afe3ac4c444a103d870487b1cb041c0l-f3376879718r.jpg) ![50 Middlesex Street #50 - Photo 21](http://lh.rdcpix.com/5afe3ac4c444a103d870487b1cb041c0l-f3925967197r.jpg) --- **MLS#:** 73546074 | **Updated:** 2026-10-24 **Source:** listhub *Copyright © 2026 MLS Property Information Network Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/50-middlesex-street-winchester-ma-01890-52259ad80fb84c18ac5389af30cf1db8) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/50-middlesex-street-winchester-ma-01890-52259ad80fb84c18ac5389af30cf1db8#listing", "url": "https://www.propertysimple.ai/listing/50-middlesex-street-winchester-ma-01890-52259ad80fb84c18ac5389af30cf1db8", "name": "50 Middlesex Street #50, Winchester, MA 01890", "description": "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. 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