Courtesy: Win Morrison Realty
845-339-1144
An exceptional opportunity to own one of Windham's iconic hospitality destinations in the heart of the Catskills. The Tipp Tavern is a well-established restaurant and bar ideally situated on Main Street, just minutes from Windham Mountain and surrounded by year-round tourism, luxury vacation homes, and four-season recreation. This turnkey commercial offering includes a thriving restaurant and tavern with an outstanding reputation, loyal clientele, and excellent visibility in one of Greene County's most desirable resort communities. The property also features four residential apartments, creating valuable supplemental rental income while enhancing long-term investment potential. Whether you're an experienced restaurateur, hospitality investor, or entrepreneur seeking a destination business, this property delivers multiple revenue streams, prime location, and significant upside in one of New York's fastest-growing mountain markets. Highlights include: • Prime Main Street location • Minutes from Windham Mountain Club • Established, profitable hospitality business • Four income-producing residential apartments • Strong year-round customer base • Turnkey operation with exceptional growth potential Rarely does a landmark commercial property combining lifestyle, investment, and location become available. Continue the successful tradition or bring your own vision to one of the Catskills' most recognizable gathering places.
Courtesy: Win Morrison Realty
845-339-1144
Presenting an extraordinary opportunity to acquire one of Windham's premier dining destinations. Lilly's Steaks & Cocktails is a highly regarded upscale steakhouse located in the center of Windham's vibrant Main Street, just minutes from the prestigious Windham Mountain Club and surrounded by luxury vacation homes, resorts, and year-round tourism. This turnkey restaurant has built an outstanding reputation for exceptional dining, craft cocktails, and outstanding service, making it a favorite among both locals and visitors. Included in the offering are two residential apartments--a spacious four-bedroom apartment and an additional two-bedroom apartment--providing excellent rental income or owner accommodations. This is an ideal investment for restaurateurs, hospitality operators, or investors looking to capitalize on the continued growth of the Catskills hospitality market. With multiple income streams, an established brand, and exceptional location, the possibilities are endless. Property highlights include: • Premier Main Street location • Minutes to Windham Mountain Club • Successful upscale steakhouse • Includes one 4-bedroom apartment and one 2-bedroom apartment • Strong year-round business with loyal clientele • Excellent visibility and high traffic location • Turnkey operation with immediate income Whether you're expanding your restaurant portfolio or pursuing your dream of owning a destination dining establishment, Lilly's offers an exceptional combination of business success, real estate value, and Catskills charm.
Courtesy: Win Morrison Realty
845-339-1144
Established excavation and landscape supply operation strategically positioned along highly visible State Route 23 in the heart of the Catskills. Exceptional turnkey opportunity in thriving Windham featuring a sprawling six-acre yard with extensive inventory of vehicles, heavy equipment, materials, and infrastructure included in the sale. Property is fully equipped for large-scale operations with on-site fuel tanks, topsoil screener, and wood processor supporting efficient day-to-day production. Well-established with seven employees in place, the company provides a comprehensive range of excavation and site development services including private driveway installation, subdivision roads, homesite development, foundations, NYC-approved septic systems, underground utilities, land clearing, pond excavation, hardscape design, and building demolition. Their longstanding reputation for quality workmanship and reliability has enabled the business to grow consistently throughout the years. The commercial complex offers a well-appointed office with private bath, full mechanical shop, dedicated woodworking shop, additional public restroom, and multiple auxiliary outbuildings supporting daily operations. The landscape supply division includes a broad inventory of stone, sand, colored mulch, custom topsoil production, and seasoned firewood sales. Outstanding visibility, established reputation, diversified revenue streams, and strong regional demand make this a rare opportunity to acquire a fully operational business with significant growth potential in one of the Catskills' premier four-season destination communities. Inquire for a complete list of included inventory, vehicles, machinery, and equipment associated with this turnkey offering.
Courtesy: Coldwell Banker Timberland
845-657-4177
UNIQUE REDEVELOPMENT & RESTORATION OPPORTUNITY on 7.2 scenic acres along the Batavia Kill Creek, featuring open meadows, sweeping hillside views, and a peaceful Catskills setting. LOCATED just 3.5 miles to Windham Mountain and under 10 miles to Hunter Mountain. FORMERLY the site of an inn, the original inn building has been removed, creating a blank canvas for a hospitality destination, boutique lodge, retreat center, event venue, multi-building compound, or private estate (subject to approvals). EXISTING STRUCTURES: See the numbered property photo for building locations. The property includes 1. a 384 SF spring house, 2. a 1,676 SF two-story vacant house, 3. a 1,170 SF barn, and 4. a 1,425 SF rental residence (occupied). The existing structures offer an exceptional opportunity for restoration, renovation, or adaptive reuse. INFRASTRUCTURE: Two drilled wells (one capped and unused); a 2,200-gallon septic system that formerly serviced the inn and main residence; a separate DEC-engineered 1,000-gallon septic system (2020) serving the rental residence; underground 200-amp electrical service installed in 2024 with underground 200-amp feed to the vacant house, 60-amps to the spring house and barn. ADDITIONAL FEATURES: Approximately 7-year-old roofs on the vacant house and spring house. The rental residence has separate electric service, a private well, a renovated bathroom, and is heated by a wood stove, pellet stove, and propane wall units. OPPORTUNITY: Property may be subdivided (buyer to verify). Being sold AS IS. Cash or rehabilitation financing preferred. Complete infrastructure reports, utility information, and building details are available in the MLS documents or upon request.
Courtesy: Atelier WM LLC
917-817-5576
Windham, NY Investment Offering: Haus Windham is where the mountain meets the moment. 17+ Acres; Luxury All-Season Resort; Direct-to-Slope Access; Institutional-Grade Asset. There's a new blueprint for what a mountain escape can be — regenerative, revenue-generating, and designed for a generation that demands both intention and edge. Haus Windham is that blueprint, made real: a fully stabilized, fully reimagined luxury resort sitting on 17+ acres in the Northern Catskills, three minutes from the trails of Windham Mountain. This is not a fixer-upper. This is a living, thriving hospitality business — and an irreplaceable development canvas. AT A GLANCE: ANNUAL REVENUE: ~$1M (excluding F&B and group bookings). TOTAL ACREAGE: 17+. Expansion-ready land. CURRENT UNITS: 11 (signature resort mix features multiple room/occupancy capacity). THE PROPERTY: Mountain Luxury Realized. Between 2021 and 2023, Haus Windham underwent a comprehensive two-year ground-up luxury renovation. Every unit was rethought and rebuilt with high-end furnishings, full mechanical upgrades, designer appliances, and spa-caliber bathrooms. The result is a property that guests actually write home about — and return to. SIGNATURE AMENITIES: Private steam showers, Private cinema room, Hot tubs & Jacuzzis, Boutique fitness center, In-suite fireplaces, Fiber-optic WiFi campus, Full-size kitchens, Glass Mirror Haus suites. THE UNIT MIX: Curated variety for maximum RevPAR. A thoughtfully assembled portfolio of accommodation types enables dynamic pricing across seasons and party sizes — from solo remote workers to full group buyouts. Glass Mirror Haus: 2 5-Bedroom Private Chalet: sleeps 12. Duplex Suites: 3. 1-Bedroom Suites. 2-Bedroom Full Kitchen Suites. INFRASTRUCTURE EDGE: Haus Windham represents the utility advantage your competitors can't replicate. Most Catskills properties are tethered to private wells and septic systems — the invisible ceiling that caps density, stalls expansion, and quietly erodes margins. Haus Windham is connected to full municipal water and sewer, a distinction that is genuinely rare in the region and one that removes the single largest barrier to scaling a hospitality concept here. Municipal utilities don't just support the current 11-unit operation — they unlock the full development capacity of 17+ acres in a way that is almost impossible to find elsewhere in the Catskills. DEVELOPMENT POTENTIAL: The Town of Windham has no zoning ordinance. One of only a handful of municipalities in New York State without a zoning code, Windham gives buyers an extraordinary degree of creative control over how this land is developed and used. Add in an existing variance permitting below-minimum-footprint cabin construction — the foundation of a high-density micro-cabin or tiny-home hotel concept — and the development upside here is truly exceptional. Think: a forest of sustainably designed pods, a wellness compound, a four-season glamping destination. The land is ready. The infrastructure is in place. The permission structure exists. LOCATION: Haus Windham is located in the Northern Catskills' most coveted address, just a three minute drive to Windham Mountain Resort — 54 trails, 285 skiable acres — steps away from Windham Path — the region's premier multi-use recreational trail, walking distance from Windham Country Club & Golf Course, a 12 minute drive from Hunter Mountain, in Windham's commercial core featuring world-class dining, boutiques, and apres-ski culture. Haus Windham represents a rare convergence of stabilized cash flow, irreplaceable land, and the uncapped upside of a no-zoning, infrastructure-ready development opportunity at the heart of the Northeast's fastest-growing mountain destination. Ready to own the mountain moment?
Courtesy: Coldwell Banker Village GreenW
518-734-4200
Prime Commercial Investment The Chicken Run Family Restaurant & Steakhouse Windham, NY An extraordinary opportunity to own Windham, NY's most popular and profitable Family Restaurant & Steakhouse — The Chicken Run. Perfectly situated at the high-visibility intersection of Route 23 and South Street, this iconic property offers unmatched exposure and endless potential. Located just 1 mile from Windham Mountain Club, this is the premier dining, après-ski, and entertainment destination in the Catskills. Property Highlights: Turnkey, Thriving Business: The Chicken Run is a well-established, four-season favorite with a strong local and tourist following. Expansive Capacity: Indoor seating for 250 guests, a full-service liquor bar, enclosed porch with streamside dining, and outdoor seating around a fire-pit overlooking serene mountain views. Entertainment & Events: Large outdoor stage for live music, band performances, and events - a major draw for both locals and visitors. Casual-Friendly Appeal: Known for casual, welcoming dining with signature steaks, sundae bar, and catering services. Proven Partnerships: Longstanding relationships with Windham Mountain, Hunter Mountain, and multiple wedding venues for catering and events ensure steady, year-round income. Included with Sale: The Chicken Run Restaurant & Steakhouse — Fully equipped and operational. Messina's Restaurant — A well-known second restaurant space offering additional revenue potential or expansion opportunity. Residential Home — On-site staff housing or potential owner's quarters. Fourth Building with EV charging stations — Additional income potential and flexibility for future development. Property Features: Expansive Road Frontage on two of Windham's busiest thoroughfares: Route 23 and South Street. Streamside Setting: Stunning frontage along the Batavia Kill with mountain views — ideal for dining or potential lodging expansion. Extensive Upgrades: Many appliances and systems have been recently updated. Transferable Grant: Available for qualified buyers, adding even more value to this investment. Endless Possibilities: Maintain the success of this turnkey, income-producing operation, or transform the site to match your vision. With four structures, ample parking, and generous acreage, opportunities abound — from expanding the hospitality offerings to creating a dining-and-lodging destination featuring tiny homes or A-frame rentals along the stream. Guests can enjoy skiing, hiking, and fishing, then unwind with cocktails by the fire or live music under the stars. The setting, visibility, and reputation make this property a rare gem for investors, restaurateurs, or those seeking a high-performing venue in the heart of the Catskills. Key Investment Features: High-traffic, high-visibility corner location Multiple income streams (restaurant, bar, catering, lodging, rental potential) Established business with loyal clientele and proven profitability Stream and mountain views, event space, and exceptional curb appeal. Offered at a competitive price with tremendous upside potential. Schedule your private tour today and see why opportunities like The Chicken Run in Windham, NY come only once in a lifetime.
Opportunity to acquire a reputable and well-established turnkey Mountaintop Excavation business. With over 25 years of excellence in client service, this business has experienced consistent growth installing municipal town roads, private driveways, subdivision roads, homesite development, foundations, NYC approved septic systems, underground utility, sewer & water hookups, land clearing and pond sites. It is expanding its commercial site at 11287 State Route 23, Ashland, NY, on a 5.6-acre compound that includes a mechanical shop and office, approved signage, and significant road frontage.This distinguished excavation business is being sold along with a substantial inventory of heavy equipment valued at over $1.5 million, including excavators, backhoes, dump trucks, bulldozers, loaders, as well as a construction yard equipped with topsoil, stone, and mulch products. A complete inventory list is available upon request.Additionally, there are accounts receivable and contracts secured for 2025-2026 projects. This flourishing business boasts an extensive client list consisting of returning customers and referrals. The owner is willing to remain for a short period to ensure a smooth transition, secure future expansion and continued profitability, and facilitate interviews with the existing employees.Proof of funds will be required to preview this active excavation business site and access any financial information.Do not miss this opportunity to either expand your company into a northern resort vacation area or establish your presence from the ground up.
Historic Inn on Main Street in downtown section of the Ski/Resort Community of Windham, NY. 7 Guest Suites plus Owners Apartment and Photo/Music/Art Studio. Well appointed and turn-key. (formerly rated #1 on Trip Advisor) Sale to settle an Estate.
Windham is located in New York. Windham, New York has a population of 1,553. Windham is less family-centric than the surrounding county with 23.28% of the households containing married families with children. The county average for households married with children is 26.95%.
The median household income in Windham, New York is $55,781. The median household income for the surrounding county is $62,810 compared to the national median of $69,021. The median age of people living in Windham is 49.6 years.
The average high temperature in July is 78.4 degrees, with an average low temperature in January of 10.7 degrees. The average rainfall is approximately 48 inches per year, with 45 inches of snow per year.
