
5320 New York 23 Windham, NY 12496
Estimated payment $5,545/month
Highlights
- Very Popular Property
- Open Floorplan
- Main Floor Primary Bedroom
- Art Studio
- Wood Flooring
- Victorian Architecture
About This Home
In the heart of Windham, "the place to be," this rare multi-use property offers endless possibilities for residential, commercial, or mixed-use ventures. Formerly a thriving B&B, it features two buildings with a total of 8 bedrooms and 8 bathrooms, a large open kitchen plus accessory kitchen, and expansive spaces perfect for a restaurant, cafe, art studio, gallery, retail shop, or rental income opportunities. The rear deck and backyard exude the charm of Italy, ideal for outdoor dining or events. Well-maintained and full of character, this property invites your vision-whether for a boutique inn, business, creative retreat, or unique personal residence-in a prime location close to ski slopes, golf, hiking, restaurants, breweries, and year-round attractions. Let your imagination bring new life to this exceptional Windham property!
Property Details
Home Type
- Multi-Family
Year Built
- Built in 1900
Parking
- 1 Car Detached Garage
Home Design
- Victorian Architecture
- Frame Construction
- Asphalt Roof
- Vinyl Siding
Interior Spaces
- 3,700 Sq Ft Home
- 2-Story Property
- Open Floorplan
- Furnished
- Entrance Foyer
- Living Room
- Breakfast Room
- Den
- Loft
- Art Studio
- Unfinished Basement
- Partial Basement
- Laundry Room
Kitchen
- Oven
- Tile Countertops
Flooring
- Wood
- Carpet
Bedrooms and Bathrooms
- 8 Bedrooms
- Primary Bedroom on Main
- Walk-In Closet
- 8 Full Bathrooms
Utilities
- Forced Air Heating System
- Heating System Uses Oil
Additional Features
- Patio
- 0.5 Acre Lot
Map
Home Values in the Area
Average Home Value in this Area
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
07/04/2025 07/04/25 | For Sale | $850,000 | -- | $229 / Sq Ft |
About the Listing Agent

Welcome to Shaw Country Realty, your trusted hometown real estate broker serving the picturesque mountaintop areas of Windham, Hunter, and surrounding towns in upstate New York for over 35 years.
At Shaw Country Realty, we specialize in curating dream second homes, pristine lands, and sought-after rental properties amidst the tranquility of upstate New York. With a deep-rooted understanding of the local market and a commitment to personalized service, we guide you through every step of your
Carol's Other Listings
Source: My State MLS
MLS Number: 11529802
- 5359 Main St Unit 2C
- 0 New York 23
- 102 Thunderbird Terrace
- 212 South St
- 15 Route 79
- 18 Maplewood Ave
- 234 South St
- 25 Vets Rd
- 15 Stonewall Ln
- 5433 State Route 23
- 0 South St
- 57 South St
- 183 N South St N
- 17 Mitchell Hollow Rd
- 0 Circle Rd
- 17 Stonewall Ln
- 8 Evans Rd
- 5474 New York 23
- 31 Koonan Rd
- L38 Panarama Ln Unit 38
- 292 South St
- 24 Windham View Rd
- 121 Brainard Ridge Rd
- 52 Route 65a Unit . 1
- 52 Route 65a Unit . 2
- 52 County Road 65a Unit . 2
- 105 Cross Rd
- 87 Deming Rd
- 292 Van Etten Rd
- 142 Hunter Dr Unit Q3
- 231 Stone Bridge Road Extension
- 7699 Route 81
- 51 Grays Ln
- 42 Prospect St Unit C
- 17 Gina Marie Ave
- 50 Don Irwin Rd
- 212 New York 145
- 9874 Ny-32 Unit 2
- 526 Mountain Ave Unit Apartment#4
- 522 Main St Unit 3