Rutland County VT Real Estate

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View up-to-date real estate for sale in Rutland County, VT. Reach out to Century 21 Highview Realty for more details or to schedule a private tour. Be sure to sign up to save your favorite listings and get notified of new arrivals.

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Rutland County, VT Homes & Real Estate for Sale

Rutland County draws from two distinct anchors in Vermont's residential market. Rutland City, Vermont's second-largest city, serves as the region's healthcare, retail, and employment hub, with Rutland Regional Medical Center and a historic downtown centered on Merchants Row. Killington and Pico Mountain, the largest ski resort in the eastern United States, drives significant second-home and investment activity in the county's mountain communities. Castleton University in the town of Castleton adds academic energy to the eastern part of the county. For those weighing options across the region, Windsor County VT real estate to the east and Vermont homes near ski resorts offer additional context for the broader southern Vermont market.

Frequently Asked Questions

What ski resorts are in or near Rutland County, VT?
Killington Resort, the largest ski area in the eastern United States, is located in the town of Killington in Rutland County. Pico Mountain, a smaller resort with a loyal regional following, sits adjacent to Killington along the same ridgeline. Okemo Mountain Resort in Ludlow, just across the county line in Windsor County, is also within easy driving distance of Rutland County communities.
What is Rutland City like as a place to live?
Rutland City is Vermont's second-largest city and functions as the commercial and healthcare hub for a large portion of southwestern Vermont. The city has an active downtown with Merchants Row, an independent theatre, and a farmers market. While the city has faced the economic pressures common to smaller post-industrial cities in New England, it has an engaged community and meaningful civic infrastructure, with a cost of homeownership well below Vermont's resort-driven markets.
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