Windham NY Real Estate & Commercial for Sale

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Beds:
n/a
Baths:
9.00
Sq.Ft.:
10,994
Status:
Active
MLS#:
20256020
Type:
Other
Lot size:
3.56 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
View additional info

ADDITIONAL INFORMATION

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.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
202530375
Type:
Retail
Lot size:
1.1 Acres
Year built:
1945
Courtesy: Realty One Group Key Ryan Mortka 518-534-3714
View additional info

ADDITIONAL INFORMATION

Turnkey restaurant and event venue across from Windham Mountain. Beautiful Class A space with full FFE included, offering a plug-and-play opportunity for a restaurant, catering operation, or hospitality concept. Features a modern dining room, bar area, open kitchen layout, and flexible event space. High-visibility location along Route 23 with strong seasonal traffic—perfect timing to capitalize on the upcoming busy season. Tenant pays base rent + NNN and utilities. A premier move-in-ready opportunity in one of the most desirable ski-town markets in the Catskills. Available for lease.

Beds:
n/a
Baths:
2.00
Sq.Ft.:
5,300
Status:
Active
MLS#:
20254555
Type:
Other
Lot size:
0.14 Acres
Year built:
1970
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
View additional info

ADDITIONAL INFORMATION

Prime opportunity to own a thriving restaurant and bar in the heart of Windham, one of the Catskills' most desirable towns. Lilly's Steak and Cocktails sits on bustling Main Street with excellent visibility, easy street parking, and handicap accessibility. The welcoming bar and warm wood-toned dining room seat up to 98 guests, with a private dining room perfect for special occasions. Guests can also enjoy the scenic back deck overlooking Mad Creek and the Batavia Kill. The restaurant features a full commercial kitchen with updated appliances, spacious prep areas, large storage, dishwashing facilities, and renovated public restrooms, a/c mini splits and a modern POS system is included. This high-profile location boasts robust income, with profit and loss statements available for review to qualified buyers. Beyond the restaurant's strong receipts, the property also offers two upstairs apartments generating nearly 4k per month in rental income. To ensure a smooth transition, the seller is willing to remain on for training and support, offering the new owner the benefit of experience and continuity. Turnkey and ready for new ownership, this property presents a rare chance to acquire a profitable restaurant with additional income streams in a growing Catskills community. Perfect for a seasoned restaurateur, investor, or chef-owner ready to capitalize on Windham's year-round tourism and vibrant Main Street scene. Financials available with NDA. Serious inquiries only.

Beds:
n/a
Baths:
2.00
Sq.Ft.:
4,016
Status:
Active
MLS#:
156968
Type:
Other
Lot size:
5.6 Acres
Year built:
1990
A broker reciprocity listing Courtesy: Hunter Windham Real Estate 518-965-8439
View additional info

ADDITIONAL INFORMATION

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.

Beds:
8
Baths:
8.00
Sq.Ft.:
4,784
Status:
Active
MLS#:
154471
Type:
General Commercial
Lot size:
0.5 Acres
Year built:
1900
Courtesy: William Pitt Sothebys Intn'l 518-392-0244
View additional info

ADDITIONAL INFORMATION

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.

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than Xome are marked with IDX logo and the detailed information about them includes the name of the listing broker. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2025 by the Hudson Valley Catskill Region MLS and Ulster County Board of Realtors, Inc. All Rights Reserved.

Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

© 2025 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.

Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate for sale on this web site comes in part from the Columbia Greene Northern Dutchess MLS. Real estate listings held by brokerage firms other than Xome include the name of the listing broker. Information is deemed reliable but is not guaranteed accurate by the MLS. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2025 Columbia Greene Northern Dutchess MLS. All rights reserved.



Windham Real 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.

Windham Weather

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.

Windham Map

Windham Real Estate Market Conditions

  • Median sales price

    $690,000
    24.5%
    change since last quarter
  • # Active listings

    206
    30-day change

Windham Schools and Demographics

Education near Windham, NY

City County
High School Graduates 84.53 87.93
College Degree - 2 year 9.37 11.42
College Degree - 4 year 26.25 25.62
Graduate Degree 8.53 9.07
Expenditures per Student 29,481 29,481
Students per Teacher 9.9 9.9

Elementary Schools near Windham, NY

Grades Students P/T Ratio ZIP
Hunter Elementary School PK - 06 190 8.6 12442

Middle Schools near Windham, NY

Grades Students P/T Ratio ZIP
Cairo-Durham Elementary School KG - 02 136 13.8 12422

High Schools near Windham, NY

Grades Students P/T Ratio ZIP
Hunter-Tannersville Middle School High School 07 - 12 155 7.2 12485

Ungraded Schools near Windham, NY

Grades Students P/T Ratio ZIP
Gilboa-Conesville Central School PK - 12 339 10 12076
Windham Ashland Central School KG - 12 316 8.8 12496

Demographics near Windham, NY

City County
Neighborhood Type Small Town
Population 1,553 48,026
Population Density 34 74
Median Age 49.6 46.6
People per Household 2.7 2.6
Median Household Income 55,781 62,810
Average Income per Capita 35,661 33,894

Real estate near Windham