$850,000

5320 New York 23 Windham, NY 12496

Estimated payment $5,545/month

Total Views 12,599
8 Beds
8 Baths
3,700 Sq Ft
$230 Price per Sq Ft

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!

Listing Agent

Carol Shaw

SHAW COUNTRY REALTY INC Listed on: 07/03/2025

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

Property Details

Home Type

Multi-Family

Year Built

Built in 1900

Lot Details

0

Parking

1

Listing Details

  • ExteriorPatio: Yes
  • FloorCarpet: Yes
  • FloorHardwood: Yes
  • HamletID: 0
  • HeatFuelOil: Yes
  • HeatTypeForcedAir: Yes
  • InteriorAmps: 0
  • IsFurnished: Yes
  • KitchenCounterType: Tile
  • LandFrontageInFeet: 0
  • LandRentAmount: 0
  • Lot Size Acres: 0.50
  • Number Of Stories: 2
  • PercentageOfTaxThatIsDeductable: 0
  • PropertyCity: Windham
  • PropertyTownship: Windham
  • Prop. Type: Multi-Unit (2-4)
  • PropertyZipCode: 12496
  • PropertyZoneType: 0
  • Renovation Year: 0
  • ResidentialStyle: Victorian
  • RoofAsphalt: Yes
  • Art Studio: Yes
  • Breakfast Room: Yes
  • First Floor Master Bedroom: Yes
  • Foyer: Yes
  • Kitchen: Yes
  • Laundry Room: Yes
  • Loft: Yes
  • Primary Bedroom: Yes
  • Walk In Closet: Yes
  • SaleTypeEstate: Yes
  • SForSaleAndRForRental: S
  • SidingVinyl: Yes
  • USStateAbbreviation: NY
  • WaterSourceType: Municipal
  • Year Built: 1900
  • Special Features: None
  • Property Sub Type: MultiFamily
  • Stories: 2

Interior Features

  • ApplianceOven: Yes
  • ApplianceRefrigerator: Yes
  • BasementAreaSquareFootage: 0
  • Basement Type: Partial
  • BasementUnfinished: Yes
  • Kitchen Type: Open
  • Fireplaces: 0
  • Number of Rooms: 0
  • Rec Room Den: Yes
  • Living Room: Yes
  • AboveArea Sq Ft: 3700

Exterior Features

  • Construction Type: Frame

Garage/Parking

  • AttachedParking: 0
  • Garage Type: Detached
  • Numberof Garage Spaces: 1

Utilities

  • Sewer Type: Municipal
  • Utilities: 0

Condo/Co-op/Association

  • HOA Fees: 0
  • Units in Building: 0

Schools

  • School District: WINDHAM-ASHLAND-JEWETT CENTRAL SCHOOL DISTRICT
  • School District: WINDHAM-ASHLAND-JEWETT CENTRAL SCHOOL DISTRICT

Lot Info

  • Number Of Lots: 0

Multi Family

  • Unit Number of Bedrooms: 8
  • Total Taxes: 0

Tax Info

  • Tax Year: 0

Map

Range of Values:

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Average Value
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Property History

Date Event Price Change Sq Ft Price
07/04/2025 07/04/25 For Sale $850,000 -- $229 / Sq Ft
Source: My State MLS

About the Listing Agent

Carol Shaw

SHAW COUNTRY REALTY INC

(518) 261-9298

Section Image

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

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Source: My State MLS

MLS Number: 11529802