Dawn Shearer
Licensed Real Estate Salesperson
REALTOR®
Sidney, NY
Office: (607) 604-4394 (607) 353-0455
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5354 New York 23, Windham, NY 12496

New - 22 Hours Ago

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Property Description

Location, income, and opportunity come together in this exceptional mixed-use investment property in the heart of Windhams thriving Main Street business district. Generating over 10,000 in gross monthly rental income, this multifaceted offering includes five fully occupied residential apartments, approximately 1,500 square feet of leased commercial space, and an adjoining .24-acre building lot on a separate tax parcel with access to town sewer and water. With established tenants already in place, this is an attractive turnkey investment with income from day one and exciting potential for future expansion.Ideally positioned in a high-visibility, high-traffic location, the charming Victorian-style main building has been converted to accommodate both commercial and residential uses. The first floor features approximately 1,500 square feet of retail/professional office space with two public bathrooms. A lovely covered front porch adds character and an inviting presence along Main Street.The residential component includes five separate apartments. Upstairs in the Main house are two sunny residences: a two-bedroom, one-bath apartment and a spacious two-bedroom, two-bath apartment with in unit laundry and access to a private balcony, both with separate entrances. A ground-level side apartment offers one bedroom and one bath. Toward the rear of the property, a converted garage houses two additional one-bedroom, one-bath apartments. All five apartments are occupied, providing an established residential rental income stream. Off-street parking adds convenience, and connected to municipal water and sewer.And theres more! Included in this offering is an adjoining .24-acre building lot with access to municipal water and sewer hookups. This valuable addition presents an opportunity to expand your Main Street footprint with another mixed-use building, potentially combining commercial and residential space, (subject to municipal approvals)The location couldnt be better! Situated among Windhams shops, restaurants, movie theater, and local businesses, with the school nearby and Windham Mountain Club just one mile away. Windhams four-season appeal, from skiing and golf to hiking, mountain biking, festivals, and year-round recreation, makes this an attractive destination in the Northern Catskills and a beautiful place to live, work and play.Five apartments. Leased commercial space. Over 120,000 in annual gross rental income. An additional .24-acre building lot. One outstanding Main Street investment opportunity.

5354 New York 23 | MLS# 20266581

This multi-family property located at 5354 New York 23, Windham, NY 12496 is currently listed for sale with an asking price of $1,725,000. New York 23 is located within the Wind-Ash-Jewett school district. Search Windham real estate on dawn-shearer.timberlandproperties.com today.

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Property Features

Property Type: Multi Unit - Multiple
Basement: Yes
Fuel Type: Electric, Oil
Heating: Baseboard, Electric, Oil
Home Style: Victorian
Lot Size: 0.47 Acres
Roof Type: Asphalt, Shingle
Stories: 2.0
Taxes: $4,366
Year Built: 1900

Amenities

Eat-in Kitchen
Entrance Foyer
High Speed Internet

Feature Descriptions

Accessibility: Accessible Approach with Ramp
Appliances: Washer/Dryer, Refrigerator, Range, Microwave
Exterior: Frame
Flooring: Laminate, Linoleum, Wood
Laundry: In Unit
Lot: Flag Lot, Level
Parcel #: 10.1
Parking: Unpaved, Driveway, Common
Patio/Porch: Covered, Deck, Front Porch
Road Frontage: Town, State Road
Road Surface: Gravel
Security Features: Carbon Monoxide Detector(s), Smoke Detector(s)
Sewer: Public Sewer
SQFT Total: 1496
Tenant Pays: Cable TV, Electricity
Units: 6
Utilities: Cable Connected, Electricity Connected, Phone Connected, Sewer Connected, Water Connected
Water: Public

Local Schools

School District: Wind-Ash-Jewett

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Estimated Payment

$ 4,706.06 per month $3,839.10 Principal & Interest $363.83 Property Tax $503.13 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Coldwell Banker Village GreenW

Shown By

Agent Name: Dawn Shearer
Agent Phone: (607) 353-0455
Agency Title: Timberland Properties

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All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 11/07/2026. The listing information on this page last changed on 11/07/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 11/07/2026 1:43:45 AM EST) or Global MLS (last updated Sat 11/07/2026 1:22:43 AM EST) or New York State Alliance MLS (last updated Sat 11/07/2026 1:39:15 AM EST) or Hudson Valley Catskill Region MLS (last updated Sat 11/07/2026 12:11:18 AM EST) or OneKey MLS (last updated Sat 11/07/2026 1:38:22 AM EST). Real estate listings held by brokerage firms other than Timberland Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless.

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