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  • $785,000

    5678 New York 23, Windham, NY 12496

    4beds
    2,878sqft
    Single Family Residence
    Built in 1900
    2.34 Acres Lot
    $787,400 Zestimate®
    $273/sqft
    $6,636 Estimated rent

    Home value

    $787,400

    $701,000 - $882,000

    $6,636/mo

    Zestimate® history
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    What's special

    Laundry areaStainless steel appliancesGleaming wood floorsCalming catskills aestheticHand-hewn posts and beamsLush lawn spaceOversized tiled walk-in shower
    Turn-Key Catskills Timber Frame Retreat | Sold Fully Furnished | Mountain Views | Walk to Restaurants | Minutes to Windham Mountain Club This is the kind of authentic Catskills Mountain retreat buyers spend years searching for. Proudly perched on a hill in one of Windham's most charming locations, this true 1900s timber frame home seamlessly blends historic character with the modern finishes and comforts today's second home and STR buyers crave. Sold fully furnished and completely turn-key (minus two rugs in the dining and living rooms), this beautifully curated property is ready to enjoy immediately or continue operating as a proven vacation rental with approximately 20k already booked for the summer season and multiple winter rental inquiries already rolling in. From the moment you arrive, the craftsmanship and warmth of this home are undeniable. Stunning reclaimed hand-hewn beams are exposed throughout the house, their rich dark stain dramatically contrasted against crisp white walls and ceilings, creating the perfect blend of rustic luxury and modern mountain design. Hand-hewn posts and beams, gleaming wood floors, solid split front door details, and thoughtfully selected blue, gray, and earthy brown tones create the calming Catskills aesthetic buyers are actively searching for in today's luxury vacation home market. The kitchen perfectly balances old-world charm and modern functionality with white subway tile backsplash, stone countertops, breakfast bar seating, stainless steel appliances, and slate tile floors ideal for entertaining after a day on the slopes or golf course. The living room offers exposed timber frame details and a cozy fireplace that anchors the space perfectly for apres-ski evenings. Upstairs, you'll find three bedrooms including a stunning primary en-suite featuring vaulted ceilings accented by exposed hand-hewn beams and a spa-like bathroom complete with a soaking tub positioned against a large picture window overlooking mountain views, plus an oversized tiled walk-in shower. Two additional upstairs bedrooms are connected by a beautiful, modern Jack-and-Jill bathroom. The finished walk-out lower level adds exceptional flexibility and additional entertaining space with radiant heated slate floors, a spacious family room, wood accent wall, full bathroom, laundry area, and a flex room currently being utilized as a fourth bedroom/bunk room -- ideal for maximizing sleeping capacity and future Airbnb rental potential. Outside, the grounds are equally impressive with lush lawn space, eye-catching stone walls, mature landscaping, and a beautiful stone patio perfect for outdoor dining, relaxing, or gathering around a firepit under the Catskills sky. Location is everything -- and this property absolutely delivers. Enjoy being within walking distance to The Chicken Run, just minutes to golfing at Christman's Windham House, skiing at Windham Mountain Club, and the restaurants, shopping, coffee shops, and nightlife along Windham's vibrant Main Street. A rare additional opportunity exists for investors or large families looking to expand their Catskills portfolio -- the neighboring property at 7 Karlstadt Road is also available for purchase. Owning side-by-side homes in a thriving resort town like Windham creates an incredibly unique investment opportunity with simplified property management, stronger rental flexibility, and long-term upside in one of the Catskills' most desirable vacation destinations. Additional highlights include city sewer, private well water with a new well pump installed in 2024, radiant heat in the lower level, and an unmatched combination of authentic historic timber frame architecture, modern amenities, STR income potential, and true Catskills charm. The bedroom count indicated is per the town property records. The fourth bedroom is located in the walkout and does not have a window. The current owner's use the room as a bunk room/flex space.

    Zillow last checked:

    Listing updated:

    Listed by:

    Regina Tortorella 914-466-0329,

    Coldwell Banker Village GreenW,

    Aaron Perer,

    Coldwell Banker Village GreenW

    Bought with:

    Carol Shaw, 31SH0494094

    Shaw Country Realty, Inc.

    Source: HVCRMLS,MLS#: 20262616MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Heating
    • Propane
    Cooling
    • Central Air
    Appliances
    • Included: Washer/Dryer Stacked, Refrigerator, Range, Dishwasher
    Features
    • Beamed Ceilings, Breakfast Bar, Granite Counters, High Ceilings, High Speed Internet, Open Floorplan, Soaking Tub, Vaulted Ceiling(s)
    • Flooring: Carpet, Slate, Wood
    • Basement: Finished,Full,Walk-Out Access,Walk-Up Access
    • Number of fireplaces: 1
    • Fireplace features: Great Room
    Interior area
    • Total structure area: 2,878
    • Total interior livable area: 2,878 sqft
    • Finished area above ground: 1,937
    • Finished area below ground: 941

    Property

    Parking
    • Total spaces: 1
    • Parking features: Garage
    • Garage spaces: 1
    Features
    • Levels: Tri-Level
    • Patio & porch: Deck, Front Porch, Patio
    • Exterior features: Fire Pit
    • Has view: Yes
    • View description: Mountain(s)
    Lot
    • Size: 2.34 Acres
    Details
    • Parcel number: 94.0236.1
    • Zoning: 01

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Other
    • Property subtype: Single Family Residence
    Materials
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1900

    Utilities & green energy

    • Electric: 200+ Amp Service
    • Sewer: Public Sewer
    • Water: Well

    Community & HOA

    Location
    • Region: Windham

    Financial & listing details

    • Price per square foot: $273/sqft
    • Tax assessed value: $203,200
    • Annual tax amount: $3,460
    • Date on market: 5/21/2026

    Price history

    DateEventPrice
    8/27/2026Sold$785,000-1.8%$273/sqft
    Source: HVCRMLS #20262616 Report a problem
    7/1/2026Pending sale$799,000$278/sqft
    Source: HVCRMLS #20262616 Report a problem
    6/3/2026Listed for sale$799,000$278/sqft
    Source: HVCRMLS #20262616 Report a problem
    5/25/2026Contingent$799,000$278/sqft
    Source: HVCRMLS #20262616 Report a problem
    5/21/2026Listed for sale$799,000$278/sqft
    Source: HVCRMLS #20262616 Report a problem

    Public tax history

    Tax history is unavailable.

    Neighborhood: 12496

    Nearby schools

    GreatSchools rating