# 5355 Route 23, Windham, NY 12496

> **TL;DR:** 5bd/4ba residential multi family, $690,000 ($276/sqft), 2,500 sqft. Est. $2,990/mo. Listed 38 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $690,000 |
| Price/sqft | $276 |
| Bedrooms | 5 |
| Bathrooms | 3 full, 1 half |
| Square Feet | 2,500 |
| Lot Size | 10,454 sqft (0.24 acres) |
| Stories | 2 |
| Property Type | Residential Multi Family (Other) |
| Status | For Sale |
| Days on Market | 38 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $2,990 |
| **Total** | **$2,990** |

## Property Highlights

- 0.24 acre lot
- 2 stories

## Description

### Agent Description
Legal Four Family Mixed Use Building on Main Street in the Center of Historic Windham Mountain Resort Area. Located in the heart of the Town amongst all the  Restaurants and Bars makes this Building Very Attractive. Live in one and rent the other 3 units. Rent the three residential apartments and operate out of the commercial space, or savy Investors may Rent all 4 for Passive Income, AirBNB, VRBO, the possibilities are endless. Great Main street exposure with plenty of free public parking in the rear.  Windham has skiing, golfing, hiking , hunting, Fishing, snowmobiling trails, motorcycle festivals , autumn festivals, and so much more. Whether you want quiet strolls, peace and quiet, or just want to breathe clean air, Windham has something for everyone . The property comes pre-approved with Plans and Grant to modify the existing building and expand.     PLANS/GRANT  The Town of Windham approved site plan conversion to add outdoor frontage, a rear extension and to open the entire 1st floor to a large commercial space, moving the 3 apartments to the 2nd floor. 3rd floor of apartments may also be added.  Per area flood zone requirements, building must be lifted and all prior applications through lift and new foundation design are already approved, cleared for immediate application for Construction Grant for payment of 75% of lift, foundation and associated costs.

## Location

- **Address:** 5355 Route 23, Windham, NY 12496
- **County:** Greene
- **Coordinates:** 42.307316, -74.250785
- **Google Maps:** https://www.google.com/maps?q=42.307316,-74.250785

## Listing Agent

- **Name:** Anthony Guglieri
- **Brokerage:** PRIME TIME REAL ESTATE INC
- **Phone:** 7189803000
- **Email:** gugs0872@gmail.com

## Primary Photo

![5355 Route 23 - Primary Photo](http://lh.rdcpix.com/095ee062668e66032657db589386013cl-f2198044328r.jpg)

*26 total photos available on [listing page](https://www.propertysimple.com/listing/5355-route-23-windham-ny-12496-11666113)*

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**MLS#:** 11666113 | **Updated:** 2026-04-24
**Source:** listhub

*Copyright © 2026 My State MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.com/listing/5355-route-23-windham-ny-12496-11666113)

---

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