# 49 Windsor Dr #301, Holliston, MA 01746 > **TL;DR:** 2bd/1ba condo, $309,000 ($350/sqft), built 1970, 883 sqft. > A/C. Est. $2,001/mo. Listed 11 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $309,000 | | Price/sqft | $350 | | Bedrooms | 2 | | Bathrooms | 1 full | | Square Feet | 883 | | Year Built | 1970 | | Stories | 1 | | Property Type | Condo (Condominium) | | Status | Active | | Days on Market | 11 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $1,562 | | Estimated Insurance | $90 | | HOA | $349 | | **Total** | **$2,001** | ## Nearby Schools - **Elementary:** Placentino - **Middle:** Robert Adams Ms - **High:** Holliston Hs ## Key Amenities - A/C ## Property Highlights - Built in 1970 - 1 parking spaces ## Description ### Agent Description Welcome to Oakridge Condominiums! This spacious top-floor 2-bedroom unit offers an open floor plan in a peaceful setting at the end of a wooded cul-de-sac. Located in a garden-style building, this home offers comfortable, low-maintenance living with the opportunity to make it your own and add your personal style. The building features on-site laundry, secure storage assigned to each unit, one assigned parking space, and ample guest parking. Enjoy a prime location just minutes from the commuter rail, grocery stores, shopping, parks, and the Charles River Rail Trail. For those seeking convenient, low-maintenance living, this condo is a great choice. With limited options at this price point, it is an excellent opportunity for a homeowner or investor. ## Location - **Address:** 49 Windsor Dr #301, Holliston, MA 01746 - **County:** Middlesex - **Coordinates:** 42.224871, -71.426029 - **Google Maps:** https://www.google.com/maps?q=42.224871,-71.426029 ## Listing Agent - **Name:** Bill Wright - **Brokerage:** RE/MAX EXECUTIVE REALTY - **Phone:** (508) 429-6767 - **Broker Phone:** (508) 429-6767 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/49-Windsor-Dr-Apt-301_Holliston_MA_01746_M44410-06715?f=listhub&s=MLSPIN&m=73576026&c=propsimple) ## Photos ![49 Windsor Dr #301 - Photo 1](http://lh.rdcpix.com/97216956618165241924449510c3ed94l-f3705693414r.jpg) ![49 Windsor Dr #301 - Photo 2](http://lh.rdcpix.com/97216956618165241924449510c3ed94l-f1024753600r.jpg) ![49 Windsor Dr #301 - Photo 3](http://lh.rdcpix.com/97216956618165241924449510c3ed94l-f3432358403r.jpg) ![49 Windsor Dr #301 - Photo 4](http://lh.rdcpix.com/97216956618165241924449510c3ed94l-f397897505r.jpg) ![49 Windsor Dr #301 - Photo 5](http://lh.rdcpix.com/97216956618165241924449510c3ed94l-f1866133756r.jpg) ![49 Windsor Dr #301 - Photo 6](http://lh.rdcpix.com/97216956618165241924449510c3ed94l-f1184155998r.jpg) ![49 Windsor Dr #301 - Photo 7](http://lh.rdcpix.com/97216956618165241924449510c3ed94l-f415551929r.jpg) ![49 Windsor Dr #301 - Photo 8](http://lh.rdcpix.com/97216956618165241924449510c3ed94l-f702228678r.jpg) ![49 Windsor Dr #301 - Photo 9](http://lh.rdcpix.com/97216956618165241924449510c3ed94l-f3206807996r.jpg) ![49 Windsor Dr #301 - Photo 10](http://lh.rdcpix.com/97216956618165241924449510c3ed94l-f250710566r.jpg) ![49 Windsor Dr #301 - Photo 11](http://lh.rdcpix.com/97216956618165241924449510c3ed94l-f2110731137r.jpg) ![49 Windsor Dr #301 - Photo 12](http://lh.rdcpix.com/97216956618165241924449510c3ed94l-f110437627r.jpg) ![49 Windsor Dr #301 - Photo 13](http://lh.rdcpix.com/97216956618165241924449510c3ed94l-f728704520r.jpg) ![49 Windsor Dr #301 - Photo 14](http://lh.rdcpix.com/97216956618165241924449510c3ed94l-f3780441599r.jpg) ![49 Windsor Dr #301 - Photo 15](http://lh.rdcpix.com/97216956618165241924449510c3ed94l-f508479916r.jpg) ![49 Windsor Dr #301 - Photo 16](http://lh.rdcpix.com/97216956618165241924449510c3ed94l-f3904299231r.jpg) ![49 Windsor Dr #301 - Photo 17](http://lh.rdcpix.com/97216956618165241924449510c3ed94l-f2720235641r.jpg) ![49 Windsor Dr #301 - Photo 18](http://lh.rdcpix.com/97216956618165241924449510c3ed94l-f2597324625r.jpg) ![49 Windsor Dr #301 - Photo 19](http://lh.rdcpix.com/97216956618165241924449510c3ed94l-f2818366980r.jpg) ![49 Windsor Dr #301 - Photo 20](http://lh.rdcpix.com/97216956618165241924449510c3ed94l-f680457379r.jpg) ![49 Windsor Dr #301 - Photo 21](http://lh.rdcpix.com/97216956618165241924449510c3ed94l-f3790597487r.jpg) --- **MLS#:** 73576026 | **Updated:** 2026-09-11 **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/49-windsor-dr-holliston-ma-01746-73576026) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/49-windsor-dr-holliston-ma-01746-73576026#listing", "url": "https://www.propertysimple.ai/listing/49-windsor-dr-holliston-ma-01746-73576026", "name": "49 Windsor Dr #301, Holliston, MA 01746", "description": "Welcome to Oakridge Condominiums! This spacious top-floor 2-bedroom unit offers an open floor plan in a peaceful setting at the end of a wooded cul-de-sac. Located in a garden-style building, this home offers comfortable, low-maintenance living with the opportunity to make it your own and add your personal style. The building features on-site laundry, secure storage assigned to each unit, one assigned parking space, and ample guest parking. Enjoy a prime location just minutes from the commuter rail, grocery stores, shopping, parks, and the Charles River Rail Trail. For those seeking convenient, low-maintenance living, this condo is a great choice. 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