# 50 Crosstown Road, Dover, VT 05356 > **TL;DR:** commercial, $3,900,000. Est. $20,859/mo. Listed 19 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $3,900,000 | | Lot Size | 706,979 sqft (16.23 acres) | | Property Type | Commercial (Other) | | Status | Active | | Days on Market | 19 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $19,721 | | Estimated Insurance | $1,138 | | **Total** | **$20,859** | ## Property Highlights - 16.23 acre lot ## Description ### Agent Description Exceptional investment opportunity in the heart of Southern Vermont's premier four season recreation destination! Dover Watch presents a rare offering of all 16 condominium units being sold together as one package, creating an outstanding opportunity for investors, hospitality operators, or developers looking to capitalize on one of Vermont's most desirable vacation markets. Situated just minutes from Mount Snow Resort, The Hermitage Club, and The Haystack Golf Club, this established property has a long history of welcoming visitors seeking year-round recreation. Winter brings exceptional downhill and cross-country skiing, snowboarding, and snowmobiling, while the warmer months offer hiking, mountain biking, golfing, fishing, and endless opportunities to experience Vermont's scenic Green Mountains. The complex consists of 16 townhouse style condominium units, each thoughtfully designed with 2 bedrooms, 2.5 bathrooms, and dual en suites, providing an ideal layout for families, couples traveling together, and vacation groups. Each unit features a spacious primary suite with a queen bed, a second bedroom with twin beds, and a private sauna conveniently located on the upper level between the bedroom suites, an inviting amenity after a day on the slopes or exploring the outdoors. Previously operated as a successful timeshare, Dover Watch offers a proven lodging concept while providing exceptional flexibility for its next owner. Continue operating as short-term vacation rentals, establish a boutique lodging destination, explore seasonal or workforce housing, or reimagine the property to meet evolving market demand. Whether you're looking to expand your investment portfolio or develop a destination property in one of Vermont's most sought after resort communities, Dover Watch offers a truly rare chance to acquire an established, income producing property with significant upside in an area where year round tourism continues to thrive. ## Location - **Address:** 50 Crosstown Road, Dover, VT 05356 - **County:** VT-Windham - **Coordinates:** 42.93676064, -72.85979654 - **Google Maps:** https://www.google.com/maps?q=42.93676064,-72.85979654 ## Virtual Tour & Media - **Video Tour:** https://tour.primemls.com/50-Crosstown-Road-Dover-VT-05356/unbranded ## Listing Agent - **Name:** The Hammond Team - **Brokerage:** KW Vermont - **Phone:** (802) 654-8500 - **Broker Phone:** (802) 654-8500 - **Listing URL:** [View original listing](https://listings.listhub.net/pages/NNERENNH/5106578/?channel=propsimple) ## Photos ![50 Crosstown Road - Photo 1](http://lh.rdcpix.com/83886812ce43136924570b3a389968b1l-f1988201063r.jpg) ![50 Crosstown Road - Photo 2](http://lh.rdcpix.com/83886812ce43136924570b3a389968b1l-f4146723225r.jpg) ![50 Crosstown Road - Photo 3](http://lh.rdcpix.com/83886812ce43136924570b3a389968b1l-f2882017833r.jpg) ![50 Crosstown Road - Photo 4](http://lh.rdcpix.com/83886812ce43136924570b3a389968b1l-f785214307r.jpg) ![50 Crosstown Road - Photo 5](http://lh.rdcpix.com/83886812ce43136924570b3a389968b1l-f3022854203r.jpg) ![50 Crosstown Road - Photo 6](http://lh.rdcpix.com/83886812ce43136924570b3a389968b1l-f3774958512r.jpg) ![50 Crosstown Road - Photo 7](http://lh.rdcpix.com/83886812ce43136924570b3a389968b1l-f1436653548r.jpg) ![50 Crosstown Road - Photo 8](http://lh.rdcpix.com/83886812ce43136924570b3a389968b1l-f1351881972r.jpg) ![50 Crosstown Road - Photo 9](http://lh.rdcpix.com/83886812ce43136924570b3a389968b1l-f607407040r.jpg) ![50 Crosstown Road - Photo 10](http://lh.rdcpix.com/83886812ce43136924570b3a389968b1l-f2580753969r.jpg) ![50 Crosstown Road - Photo 11](http://lh.rdcpix.com/83886812ce43136924570b3a389968b1l-f1125116485r.jpg) ![50 Crosstown Road - Photo 12](http://lh.rdcpix.com/83886812ce43136924570b3a389968b1l-f447641273r.jpg) ![50 Crosstown Road - Photo 13](http://lh.rdcpix.com/83886812ce43136924570b3a389968b1l-f2059280797r.jpg) ![50 Crosstown Road - Photo 14](http://lh.rdcpix.com/83886812ce43136924570b3a389968b1l-f3201796593r.jpg) ![50 Crosstown Road - Photo 15](http://lh.rdcpix.com/83886812ce43136924570b3a389968b1l-f2843812692r.jpg) ![50 Crosstown Road - Photo 16](http://lh.rdcpix.com/83886812ce43136924570b3a389968b1l-f435629435r.jpg) ![50 Crosstown Road - Photo 17](http://lh.rdcpix.com/83886812ce43136924570b3a389968b1l-f263133201r.jpg) ![50 Crosstown Road - Photo 18](http://lh.rdcpix.com/83886812ce43136924570b3a389968b1l-f3026741032r.jpg) ![50 Crosstown Road - Photo 19](http://lh.rdcpix.com/83886812ce43136924570b3a389968b1l-f543753397r.jpg) ![50 Crosstown Road - Photo 20](http://lh.rdcpix.com/83886812ce43136924570b3a389968b1l-f2243231930r.jpg) ![50 Crosstown Road - Photo 21](http://lh.rdcpix.com/83886812ce43136924570b3a389968b1l-f1917373859r.jpg) ![50 Crosstown Road - Photo 22](http://lh.rdcpix.com/83886812ce43136924570b3a389968b1l-f2581940767r.jpg) ![50 Crosstown Road - Photo 23](http://lh.rdcpix.com/83886812ce43136924570b3a389968b1l-f2991066884r.jpg) --- **MLS#:** 5106578 | **Updated:** 2026-08-25 **Source:** listhub *Copyright © 2026 PrimeMLS. 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-crosstown-road-dover-vt-05356-5106578) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/50-crosstown-road-dover-vt-05356-5106578#listing", "url": "https://www.propertysimple.ai/listing/50-crosstown-road-dover-vt-05356-5106578", "name": "50 Crosstown Road, Dover, VT 05356", "description": "Exceptional investment opportunity in the heart of Southern Vermont's premier four season recreation destination! Dover Watch presents a rare offering of all 16 condominium units being sold together as one package, creating an outstanding opportunity for investors, hospitality operators, or developers looking to capitalize on one of Vermont's most desirable vacation markets. Situated just minutes from Mount Snow Resort, The Hermitage Club, and The Haystack Golf Club, this established property has a long history of welcoming visitors seeking year-round recreation. Winter brings exceptional downhill and cross-country skiing, snowboarding, and snowmobiling, while the warmer months offer hiking, mountain biking, golfing, fishing, and endless opportunities to experience Vermont's scenic Green Mountains. The complex consists of 16 townhouse style condominium units, each thoughtfully designed with 2 bedrooms, 2.5 bathrooms, and dual en suites, providing an ideal layout for families, couples traveling together, and vacation groups. Each unit features a spacious primary suite with a queen bed, a second bedroom with twin beds, and a private sauna conveniently located on the upper level between the bedroom suites, an inviting amenity after a day on the slopes or exploring the outdoors. 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