# 5429 Rt 23, Windham, NY 12496 > **TL;DR:** 6bd/3ba single family, $799,000 ($324/sqft), 2,468 sqft. > Fireplace, Hardwood. Est. $4,273/mo. Listed 120 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $799,000 | | Price/sqft | $324 | | Bedrooms | 6 | | Bathrooms | 3 full | | Square Feet | 2,468 | | Lot Size | 1,742 sqft (0.04 acres) | | Stories | 2 | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 120 | ## Why This Home Stands Out - **Hardwood Floors** - Hardwood flooring listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $4,040 | | Estimated Insurance | $233 | | **Total** | **$4,273** | ## Key Amenities - Fireplace - Hardwood ## Property Highlights - 0.04 acre lot - 2 stories - Fireplace ## Description ### Agent Description In the Heart of Windham Village Perfectly positioned in the center of it all, this beautifully restored Village home offers effortless access to Windham's vibrant lifestyle--restaurants, pubs, brewery, weekend Farmers Market, and seasonal events all just moments away. The NYC bus route is nearby, making this an ideal getaway with no car required, and popular wedding venues are close at hand. there is a barn in rear that needs to be refurbished Originally a classic Village residence, this home has been thoughtfully transformed in recent years, blending old-world charm with modern amenities. Featuring a spacious layout with 6 bedrooms, 3 baths, and dedicated office space, it is perfectly suited for hosting, extended family, or rental income. The home boasts a large kitchen, separate dining room, gas fireplace, and inviting covered porches, creating warm and functional living spaces throughout. Step outside to enjoy a private rear yard with firepit and direct views of the slopes, while the existing barn offers exciting potential for additional living space, studio, or recreation. Also, direct access to the nearby school playground right from your backyard--perfect for weekend and summer enjoyment. Located just minutes from Windham Mountain Club, this property is more than a ski home--Windham is a true four-season destination with hiking, lakes, golf, and year-round events. Proven rental history makes this an exceptional opportunity for investors or those seeking a lifestyle property with income potential. Call LA for virtual tour ## Location - **Address:** 5429 Rt 23, Windham, NY 12496 - **County:** Greene - **Coordinates:** 42.307216, -74.255259 - **Google Maps:** https://www.google.com/maps?q=42.307216,-74.255259 ## Listing Agent - **Name:** Carol Shaw - **Brokerage:** SHAW COUNTRY REALTY INC - **Broker Phone:** 5183228831 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/5429-State-Route-23_Windham_NY_12496_M46157-84261?f=listhub&s=NYSMLS&m=11798434&c=propsimple) ## Photos ![5429 Rt 23 - Photo 1](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f2980380530r.jpg) ![5429 Rt 23 - Photo 2](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f4264217949r.jpg) ![5429 Rt 23 - Photo 3](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f1267678630r.jpg) ![5429 Rt 23 - Photo 4](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f3452804587r.jpg) ![5429 Rt 23 - Photo 5](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f2380341552r.jpg) ![5429 Rt 23 - Photo 6](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f1964168513r.jpg) ![5429 Rt 23 - Photo 7](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f1872558331r.jpg) ![5429 Rt 23 - Photo 8](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f2750440799r.jpg) ![5429 Rt 23 - Photo 9](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f4126009465r.jpg) ![5429 Rt 23 - Photo 10](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f1399992395r.jpg) ![5429 Rt 23 - Photo 11](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f3782351648r.jpg) ![5429 Rt 23 - Photo 12](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f2900555924r.jpg) ![5429 Rt 23 - Photo 13](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f2854418508r.jpg) ![5429 Rt 23 - Photo 14](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f259075358r.jpg) ![5429 Rt 23 - Photo 15](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f3089750833r.jpg) ![5429 Rt 23 - Photo 16](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f1040382739r.jpg) ![5429 Rt 23 - Photo 17](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f831039834r.jpg) ![5429 Rt 23 - Photo 18](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f3017853101r.jpg) ![5429 Rt 23 - Photo 19](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f2033096136r.jpg) ![5429 Rt 23 - Photo 20](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f2504841790r.jpg) ![5429 Rt 23 - Photo 21](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f2123361661r.jpg) ![5429 Rt 23 - Photo 22](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f1037701655r.jpg) ![5429 Rt 23 - Photo 23](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f1040530151r.jpg) ![5429 Rt 23 - Photo 24](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f445060929r.jpg) ![5429 Rt 23 - Photo 25](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f723189712r.jpg) ![5429 Rt 23 - Photo 26](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f3315868837r.jpg) ![5429 Rt 23 - Photo 27](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f2594097061r.jpg) ![5429 Rt 23 - Photo 28](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f1079497767r.jpg) ![5429 Rt 23 - Photo 29](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f2384627212r.jpg) ![5429 Rt 23 - Photo 30](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f3999290843r.jpg) ![5429 Rt 23 - Photo 31](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f3289369851r.jpg) ![5429 Rt 23 - Photo 32](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f1289896431r.jpg) ![5429 Rt 23 - Photo 33](http://lh.rdcpix.com/1e84183739b5b59d87667de5419a4b6dl-f409201674r.jpg) --- **MLS#:** 11798434 | **Updated:** 2026-09-16 **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.ai/listing/5429-rt-23-windham-ny-12496-11798434) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/5429-rt-23-windham-ny-12496-11798434#listing", "url": "https://www.propertysimple.ai/listing/5429-rt-23-windham-ny-12496-11798434", "name": "5429 Rt 23, Windham, NY 12496", "description": "In the Heart of Windham Village Perfectly positioned in the center of it all, this beautifully restored Village home offers effortless access to Windham's vibrant lifestyle--restaurants, pubs, brewery, weekend Farmers Market, and seasonal events all just moments away. 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Located just minutes from Windham Mountain Club, this property is more than a ski home--Windham is a true four-season destination with hiking, lakes, golf, and year-round events. Proven rental history makes this an exceptional opportunity for investors or those seeking a lifestyle property with income potential. 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