Associate Broker (NY: 10301211689)
Ulster County's real estate market represents one of the Hudson Valley's most dynamic and sought-after regions, stretching from the historic city of Kingston to the artistic enclave of Woodstock and the mountain communities of the Catskills. This diverse county has experienced remarkable growth as remote work trends and urban exodus patterns have driven unprecedented demand for properties ranging from Victorian homes along the Hudson River to rustic retreats in the Shawangunk Mountains.
With 823 total actively licensed agents serving the market, Ulster County maintains a robust professional infrastructure that reflects both its population density and the complexity of its varied submarkets. Remarkably, all 823 agents maintain email connectivity, indicating a tech-savvy professional community well-equipped to handle the digital demands of modern real estate transactions in this increasingly competitive marketplace.
Kingston anchors the county's commercial real estate activity as the historic seat of government, featuring a revitalized waterfront district and Stockade area that attracts both residential buyers and commercial investors. New Paltz drives significant rental and investment property demand due to SUNY New Paltz, while Woodstock commands premium prices for its bohemian charm and cultural cachet. Saugerties has emerged as a particularly hot market, offering small-town appeal with easy access to both Albany and New York City via the Thruway corridor.
The western regions encompassing Phoenicia, Mount Tremper, and other Catskill communities have seen explosive growth in vacation home sales and short-term rental investments. Towns like Rosendale and High Falls represent emerging markets where buyers seek affordability while maintaining Hudson Valley authenticity, creating distinct pricing tiers that require specialized local knowledge to navigate effectively.
Ulster County's real estate landscape defies simple categorization, with waterfront properties along the Hudson commanding vastly different prices than mountain retreats just twenty miles inland. The county's proximity to New York City—roughly two hours by car or train—has created a weekend home boom that often drives local pricing beyond what traditional residents can afford, particularly in sought-after school districts like New Paltz and Kingston.
Seasonal fluctuations significantly impact market dynamics, with spring and summer months seeing intense competition for move-in-ready properties while winter presents opportunities for cash buyers and investors. The prevalence of older housing stock means many transactions involve complex renovation considerations, flood zone evaluations, and historic preservation requirements that demand agents with deep local expertise and established contractor networks.
Mortgage lenders, home improvement contractors, and insurance companies require direct access to Ulster County's agent network to capitalize on the county's sustained transaction volume and high property values. With every licensed agent maintaining email contact information, businesses can efficiently target their services to professionals handling everything from first-time homebuyer transactions in Kingston to luxury vacation home sales in exclusive Woodstock enclaves.
Real estate technology companies, moving services, and home staging businesses particularly benefit from this comprehensive agent database, as Ulster County's geographic diversity creates numerous niche opportunities requiring specialized service providers. The county's mix of local buyers, New York City transplants, and international investors generates diverse client needs that support a wide range of ancillary business opportunities.
As of 2/7/2026, Sherret Chase has 7 properties for sale in Woodstock and surrounding areas.
$4,499,000
Listed 2025-10-19
$3,250,000
Listed 2025-09-02
$3,250,000
Listed 2025-09-05
$3,250,000
Listed 2025-09-05
$1,499,000
Listed 2025-02-12
$220,000
Listed 2025-03-21
$220,000
Listed 2025-03-09
Sherret Chase currently has no rental properties available in Woodstock and surrounding areas. Check back later.