On the Market: 8 Commercial Properties Across the Hudson Valley & Catskills

Calling entrepreneurs, chefs, hospitality professionals and big dreamers. Are you ready to hang your “open for business” sign in Upstate New York? Across the Hudson Valley and Catskills, a new generation of entrepreneurs is breathing life into historic buildings, former inns, neighborhood markets, restaurants, galleries, and Main Street storefronts. As more people seek a better balance between quality of life and meaningful work, Upstate New York continues to attract business owners drawn by its creative energy, strong sense of community, and growing year-round economy.

Take a look at eight outstanding commercial properties listed below and consider them as platforms for possibility. From turnkey hospitality businesses and mixed-use investments to landmark retail buildings and adaptive reuse projects, each offers a chance to become part of a town’s evolving story.  Be sure to contact the agent listed under each property to schedule an appointment. It’s time to start manifesting your dream business. Let’s get started.

Accord NY | Listing Halter Associates Realty

A Landmark Property in One of the Hudson Valley’s Fastest-Growing Corridors

This beloved restaurant and community space is now available to become your turnkey hub! While the business – Harana Market – is not for sale, it has established this superb location as a draw for enthusiastic patronage from near and far. Located on the banks of the Rondout Creek, 5125 Route 209 offers a rare blend of visibility, flexibility, and natural beauty. Currently configured as a successful restaurant and gathering space, the 3,500-square-foot property spans two buildings on 2.6 acres with ample parking, outdoor gathering areas, creek frontage, and seasonal mountain views. The main barn-style building features a fully equipped commercial kitchen, dining space, offices, and support areas, while a separate annex building creates opportunities for additional commercial uses, events, creative workspaces, or future residential conversion.

The property sits among some of the Hudson Valley’s most celebrated destinations, benefiting from steady traffic along Route 209: Arrowood Brewery, Westwind Orchard, Inness Resort and Golf Course, Starlite Motel, Saunderskill and Kelder Farms, BjornQorn and Skate Time, Helena’s Pierogies, Stone House Tavern, and the Accord Market.  With extensive infrastructure already in place and a setting that draws visitors year-round, this is an opportunity for restaurateurs, entrepreneurs, investors, and creative operators alike to build on an established foundation while shaping their own vision for the future.

5125 Route 209, Accord NY | $925,000 | 3,500 Square Feet
See the listing HERE.
CONTACT > Listing Agent: Petra Heist | 917-294-9532
Halter Associates Realty

+ + +

Hancock NY | Listing Country House Realty

Iconic Hancock Restaurant, Gallery & Riverfront Residence

A unique opportunity in the heart of Hancock, NY. Located at one of the village’s busiest intersections, 250 E. Front Street is a highly visible mixed-use property with endless potential. Home to Uncle Brother for the past decade, the building features a fully equipped restaurant and bar, a spacious courtyard for outdoor dining and events, a light-filled gallery space with three garage doors, and a large walkout basement currently used as a ceramics studio. The sale can also include a charming 4-bedroom Victorian home overlooking the East Branch of the Delaware River—ideal as a residence, rental, or staff housing. Perfect for entrepreneurs, artists, investors, and those who dream big!

250 E Front Street, Hancock, NY | $225,000 | 3,960 Square Feet
See the listing HERE.
CONTACT > Listing Agent: JD Gluckstern | 917-716-4424
Country House Realty

+ + +

Middleburgh NY | Listing Anatole House

Turnkey Income Property: Five Apartments & Thriving Commercial Space

Attention investors and income-property seekers: A cornerstone building at 320 Main Street in Middleburgh, NY, presents a rare opportunity to acquire a fully renovated mixed-use property with multiple income streams already in place. The building combines five thoughtfully updated one-bedroom apartments with a well-established commercial storefront, creating a diversified investment that is increasingly difficult to find in small-town Upstate New York. Each residential unit has been modernized with amenities today’s tenants expect, while the ground-floor bakery and coffee shop bring daily activity and a built-in commercial tenant.

At more than 4,600 square feet, 320 Main offers immediate cash flow, long-term flexibility, and a prominent presence along one of Schoharie County’s most active village corridors. Whether viewed as a pure investment, a live-work opportunity, or a cornerstone asset in a growing regional market, the groundwork has already been laid for its next owner.

320 Main Street, Middleburgh NY
CONTACT > Listing Agent: Arlena Armstrong-Petock | 412.760.0176
Anatole House

+ + +

Kingston NY | Listing by Four Seasons SIR

An Iconic Kingston Business Ready for Its Next Chapter

For more than five decades, Terri’s Deli and Market has been woven into the daily life of Kingston, serving generations of loyal customers while building a reputation as one of the Hudson Valley’s most beloved neighborhood businesses. Now offered for sale, this established operation presents a rare opportunity to acquire not just a commercial property, but a thriving local institution with deep roots and a proven track record.

Occupying approximately 3,400 square feet, the property benefits from a unique position as the only commercial parcel within a densely populated residential neighborhood, protected by grandfathered zoning. Extensive investments in equipment, systems, and operations have modernized the business while preserving the character that made it a community favorite. Expanded catering and delivery services, a loyal customer base, and decades of goodwill create a strong foundation for continued growth.

56 Emerson Street, Kingston NY | $899,000 | 3,403 Square feet
See the listing HERE
CONTACT > Listing Agent: Christina Ahouse | 845.332.5648
Four Seasons Sotheby’s International

+ + +

Staatsburg NY | Listing Atelier by Wendy Maitland

A Gilded Age Estate with Historic Grandeur and Endless Possibilities

Belvedere Mansion at Pawling Manor is one of the Hudson Valley’s most remarkable legacy properties—a grand Georgian estate whose history spans more than three centuries. Set across 9.5 acres in Staatsburg, the property combines architectural pedigree, hospitality infrastructure, and exceptional scale. The turn-of-the-century mansion has been thoughtfully restored, preserving original millwork, historic details, and elegant proportions while incorporating the comforts and systems expected today.

Currently configured as a boutique hospitality destination, the estate includes a restored main residence, 22 guest rooms across multiple buildings, staff accommodations, event-ready spaces, and amenities that include a commercial kitchen, bar, tennis court, and private pond. Its rich history, flexible zoning, and proximity to Rhinebeck position the property for a range of future uses—from luxury hospitality and wellness retreats to private estate living or a combination of both. Opportunities of this scale and significance rarely come to market, offering the next owner the chance to steward a true Hudson Valley landmark into its next chapter.

10 Old Route 9, Staatsburg, NY | $9,500,000 | 12,437 SF Square Feet
See the listing HERE.
CONTACT > Listing Agent: Wendy Maitland | 917-817-5576
Atelier WM

+ + +

Phoenicia NY | Listing Halter Associates Realty

Established Catskills Destination on Esopus Creek: Nine Cabins, Twenty-One RV Sites, Endless Potential

Exceptional Investment Opportunity in the Catskills!  For more than fifty years, Simpler Times Cabin has welcomed generations of visitors seeking the natural beauty and outdoor recreation that define the Catskills. Set on six acres along the Esopus Creek, this established hospitality business offers a diverse mix of accommodations and income streams, including nine fully equipped rental cabins, a two-family residence, and twenty-one seasonal RV sites. Family-owned and operated through three generations, the property has built a loyal following of returning guests drawn to its creekside setting, rustic character, and proximity to some of the region’s most sought-after destinations.

Positioned just outside Phoenicia and within easy reach of Belleayre Mountain, Hunter Mountain, Woodstock, and the Catskill Park, the property benefits from year-round tourism and outdoor recreation. Offered as a turnkey operation with existing infrastructure, Simpler Times Cabin presents a rare opportunity to acquire an established Catskills business with a long operating history, multiple revenue streams, and room for future growth. Whether expanding a hospitality portfolio or pursuing a lifestyle-driven investment, this property is built on both place and experience.

5973 State Route 28, Phoenicia, NY | $2,200,000 | 2,451 Square Feet
See the listing HERE.
CONTACT > Listing Agent: Michael K. Shaughnessy | 845-332-0118
Halter Associates Realty

+ + +

Hudson NY | Listing Four Seasons SIR

An Iconic Building in the Center of Hudson’s Retail District

Few properties capture the energy and appeal of Hudson’s celebrated Warren Street quite like 508 Warren. Dating to 1860 and extensively renovated in 2022, this mixed-use building combines historic architectural character with the functionality today’s investors and business owners seek. The building spans nearly 4,000 square feet and includes a beautifully restored retail storefront, a separate office space, and two renovated residential apartments above, creating multiple streams of income within a single asset. The original Victorian storefront remains one of the most distinctive on Warren Street, with period details that speak to the building’s long history while complementing its contemporary upgrades.

Positioned on Hudson’s sought-after 500 block, the property benefits from consistent foot traffic, established neighboring businesses, and a location that continues to attract visitors, entrepreneurs, and investors from across the region. A rear patio and parking area accessed from Prison Alley add flexibility and convenience rarely found along Warren Street. Offered as a fully turnkey investment with existing commercial tenants and updated residential spaces, 508 Warren presents a rare opportunity to own one of Hudson’s most recognizable mixed-use buildings while generating income from day one.

508 Warren Street, Hudson NY | $1,575,000 | 3,936 Square Feet
See the listing HERE.
CONTACT > Listing Agent: Pamela Belfor | 917.734.7142
Four Seasons Sotheby’s International

+ + +

Millbrook NY | Listing Atelier by Wendy Maitland

A Millbrook Institution Ready for Its Next Owner

For more than four decades, the Millbrook Antiques Mall has served as a destination for collectors, designers, weekend visitors, and longtime residents alike. Now offered for sale for the first time in over twenty years, this 5,000-square-foot commercial building combines a thriving business with one of the most recognizable retail locations on Franklin Avenue. Spanning three levels, the property includes expansive retail space, large display windows, a private office, an attached garage, and numerous capital improvements, including a new roof and skylights. The business itself benefits from a diversified model built around dealer rentals, direct retail sales, consignment operations, and an exclusive regional cookware franchise.

Positioned along Millbrook’s primary commercial corridor, the property stands to benefit from continued investment and revitalization within the village. Approximately twenty dealer tenants, an established customer base, and decades of goodwill provide immediate cash flow and operational continuity, while the building’s flexible layout creates opportunities for future retail, gallery, hospitality, or mixed-use concepts. For investors, entrepreneurs, and owner-operators seeking a business with both history and momentum, this is a rare opportunity to acquire a true Main Street landmark.

3301 Franklin Avenue, Millbrook, NY | $1,495,000 | 5,000 Square Feet
See the listing HERE.
CONTACT > Listing Agent: Wendy Maitland | 917-817-5576
Atelier WM

+ + +

Discover the perfect business opportunity in the Hudson Valley by contacting the real estate agents listed above for each property. #carpediem

Please Note: If a link is not working, it means the property was SOLD or is no longer on the market.
Also note, prices may change. Be sure to click on the “Listing Link” for the latest information.

+ + +

Discover the INSIDE+OUT Business Directory to find Hudson Valley Realtors and explore more places to visit. Sign up for our Weekly Newsletter to keep your finger on the pulse of What to Do, Where to Go, and Who to Know.