A once-in-a-lifetime investment opportunity in the heart of the Village of Middleburgh! The iconic Middleburgh Bowling Alley, Laundromat, and 10 Pin Catering at 108 Chestnut Lane is now being offered for sale including the bowling alley, bar, catering business, and laundromat ALL together as one incredible turnkey operation. For generations, this establishment has been far more than just a business it has been a true community cornerstone. From bowling leagues and school events to parties, catering, family gatherings, and everyday connections, this property has built a loyal customer base and an outstanding reputation throughout the region. The current owners have dedicated a lifetime to creating a thriving, successful business, and now the opportunity is here for the next owner to step in and continue the tradition. This is not a startup venture requiring years of trial and error the foundation, clientele, systems, and goodwill have already been built. Simply take over and continue operating a proven and profitable business that the community already knows and loves. This unique investment offers multiple income streams through entertainment, food and beverage service, catering, and laundromat operations, creating exceptional long-term potential. The owners are willing to assist during the transition, making this an outstanding opportunity for the right buyer. If you have been searching for a business with strong community roots, established success, and the chance to become part of something truly special, this is it. Be part of the traditions, celebrations, leagues, events, and memories made here every single day. Please respect that this is a fully operating business. Do not approach staff or owners directly. All showings, questions, and serious inquiries must be directed through a licensed real estate agent by appointment only. Here's a once in a lifetime opportunity to be apart of something incredible.
Positioned in the heart of the Village of Middleburgh, this prominent 8,200 square foot, three-story brick mixed-use building is a rare opportunity to own a high-visibility Main Street investment with strong, rental income. The property features off-street parking and a well-maintained, landscaped exterior that enhances its curb appeal. The main level is home to a fully operational, turnkey restaurant with over 20 years of continuous service and a well-established presence in the community. The business is included in the sale. Upper levels provide 7 Residential Rental units, contributing to the property's solid financial performance. Current figures reflect approximately $109,800 in annual gross rental income, $39,400 in operating expenses, and a net operating income of $70,400, making this a compelling long-term investment. With its classic brick exterior, substantial square footage, and prime location in a charming, walkable village setting, this property offers exceptional versatility. The opportunity and potential here are endless.
Prime Investment Opportunity! Two-unit mixed-use property consisting of one office/retail space and one residential unit with a strong and consistent rental history. High-traffic location provides excellent exposure for commercial tenants, supporting long-term demand. Recent capital improvements include a new roof, driveway, and siding, reducing near-term maintenance expenses. Flexible layout allows for multiple business uses, including professional office, salon, or retail. Ideal asset for investors seeking stable income with owner-occupant or value-add potential.
Grocery-anchored multi-tenant retail plaza for sale - Middleburgh Meadows Plaza, 174 Marjorie Lane, Middleburgh, NY - offered at $2,950,000 ($122.91 PSF) with a 6.72% cap rate. Built in 2018, this modern two-building center totals 24,002 SF on 4.00± acres with 120 parking spaces (5:1 ratio). NNN leases with annual increases provide stable income and minimal management. Anchored by a regional grocery tenant and adjacent to new residential development. Municipal water, private septic, 4,703 AADT. Excellent investment opportunity in a growing market.
Prime commercial opportunity in the heart of Middleburgh! This 1.17-acre parcel offers excellent visibility with 245 feet of road frontage on River Street. Zoned commercial, it's ideal for a variety of business ventures - retail, office, or mixed-use development. Convenient location close to village amenities with easy access to main routes. Level, open lot ready for your vision. Don't miss this chance to invest in a growing area. Offered at $119,900.
Step into a proven income-producing opportunity! This 2,516 sq ft mixed-use building features three revenue-generating units with long-term tenants in place. Spacious 2-Bedroom Apartment (1,258 sq ft): Occupied by a reliable long-term tenant. Two Storefronts: Value Village Wine & Liquor – thriving, established wine & liquor store included in the sale with strong community presence for more than 36 years! Business grosses $525K+ annually, with $100K+ in inventory, POS system, security cameras, and business name all included for a true turnkey transition. Pet Groomer – loyal, long-term tenant who would like to stay. With a combined NOI of $69,751 and an impressive 15.53% cap rate, this property offers exceptional returns whether you’re an investor looking to expand your portfolio or an owner-occupant seeking a steady income stream. Located in the heart of Middleburgh, NY, this is a rare opportunity to own both a successful wine & liquor business and a fully leased income property with immediate cash flow.
![]() |
| © 2026 Greater Capital Association of REALTORS (CRMLSNY). All rights reserved. The data relating to real estate for sale on this website have been downloaded from CRMLS. The IDX logo indicates listings of other real estate firms that are identified in the detailed listing information. Information herein is deemed reliable but not guaranteed, representations are approximate, individual verification's recommended. Per New York legal requirement, click here for the Standard Operating Procedures. |

Middleburgh is located in New York. Middleburgh, New York has a population of 3,180. Middleburgh is less family-centric than the surrounding county with 16.92% of the households containing married families with children. The county average for households married with children is 24.66%.
The median household income in Middleburgh, New York is $61,400. The median household income for the surrounding county is $64,220 compared to the national median of $69,021. The median age of people living in Middleburgh is 52.2 years.
The average high temperature in July is 79.6 degrees, with an average low temperature in January of 11.9 degrees. The average rainfall is approximately 41.5 inches per year, with 47.3 inches of snow per year.