For sale

$799,000

6 beds2,468 sq ft0.04 acres

5429 Rt 23Windham, NY 12496

Homes, condos and townhomes · MLS 11798434 · Listed 163 days ago (May 20, 2026)

0.6 mi straight line to Windham Mountain Club (alpine resort) · Ski access details

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For sale: On the market and available to show.

About this property

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

Description provided by the listing brokerage.

Ski access and nearby skiing

Why this listing is on Where2Ski: Measured distance to a ski area. It sits within 25 straight-line miles of an operating ski area's mapped entrance or base.

Nearby ski areas with straight-line distance
Ski areaTypeStraight-line distanceMeasured to
Windham Mountain ClubNY · homes near itAlpine resort0.6 miBase areaBase area (mapped point)
Hunter Mountain ResortNY · homes near itAlpine resort7.5 miBase areaBase area (mapped point)
Belleayre MountainNY · homes near itAlpine resort18 miBase areaBase area (mapped point)
Plattekill MountainNY · homes near itAlpine resort20 miBase areaBase area (mapped point)
Maple Ski RidgeNY · homes near itLocal ski area37 miBase areaBase area (mapped point)

Also nearby: Bearpen Mountain Sports (nordic center, 10 mi).

Straight-line miles to each ski area's base or entrance, measured Oct 30, 2026, 6:14 PM UTC. Winter drives can take longer.

Ski access claims

The listing doesn't describe ski-in, ski-out, a short walk or a shuttle. The agent can tell you how owners get to the slopes.

Ski access is as described by the listing brokerage. Confirm trail access, easements and any pass or membership with Carol Shaw of SHAW COUNTRY REALTY INC.

Features for skiers

  • Fireplace (mentioned in description)

How listings qualify · Report a wrong distance or ski-access claim

Facts

List price
$799,000
Status
For sale
Property type
House (Farm)
Bedrooms
6
Full baths
3
Interior area
2,468 sq ft
Lot size
0.04 acres
Stories
2
County
Greene County
MLS number
11798434
Annual property tax
$265,600

Facts are provided by the listing brokerage.

Features

Interior

  • Entrance Foyer

Appliances

  • Washer
  • Stainless Steel Appliance(s)
  • Range
  • Microwave
  • Refrigerator
  • Dryer
  • Dishwasher

Flooring

  • Tile
  • Hardwood

Basement

  • Unfinished

Heating

  • Oil

Parking

  • Driveway

Construction

  • Wood Siding

Roof

  • Asphalt

Water

  • Public (Water Source)

Sewer

  • Other

Location

Pin placed from the listing's coordinates, which can be approximate. See more listings in Windham.

Price and status history

    Changes seen in MyStateMLS data since Oct 29, 2026. Sold prices are not published.

    Estimate a monthly payment

    $159,800
    Illustrative. Replace with a quote from your lender.
    From the listing. Taxes can change after a sale.
    Get a quote; rates vary widely by location.
    Manufactured homes on a leased lot.
    Applied only while the loan is over 80% of the price. Illustrative.

    Estimated monthly payment

    $26,407 per month

    Principal and interest$4,040
    Property tax$22,133
    Homeowners insurance$233
    Loan amount$639,200
    Total interest over the term$815,264

    An estimate for comparison only. Actual rates, taxes, insurance, PMI and fees depend on your lender, credit, location and loan program.

    Similar listings near Windham Mountain Club

    The same type of property, priced $599,250 to $998,750 and a similar distance from Windham Mountain Club, newest first. See all matches

    Photo 1 of 34, home at 5628 Route 23, Windham, NY 12496
    For saleReduced $21,000

    $878,000

    6 beds3,104 sq ft1.02 acres

    0.8 mi straight lineto Windham Mountain Club

    5628 Route 23Windham, NY 12496

    Homes, condos and townhomes · MLS 11914321

    Listing courtesy of WINDSTAR REALTY GROUP LLC · MyStateMLS

    Questions to ask before you buy

    Good questions for any home near the slopes.

    1. How is the property reached in winter, and who plows the road and driveway?A short straight-line distance can still mean a long or seasonal drive. Private roads, gates and mountain passes all shape winter access.
    2. Is there documented ski access from the property (trail, easement, lift), and does it transfer to a buyer?Rights to cross neighboring land or use a lift come from recorded easements and agreements, so a ski-in or ski-out description is where the question starts.
    3. Are there association, resort or club fees, and what do they cover?Some ski-area communities charge fees that cover only certain amenities, so ask what lift tickets, passes and services are included.
    4. Are there rules on renting the home short-term or long-term?Local ordinances, association covenants and deed restrictions all set rental rules, and they differ from place to place.
    5. What do heating, snow removal, winterization and utilities cost over a season?Ownership costs in snow country often run higher than the mortgage estimate suggests.
    6. For land: is there legal year-round access, and what utilities, septic and building rules apply?Seasonal roads and steep lots can limit what can be built and when it can be reached.

    Printable due-diligence checklist · Ski home ownership budget

    Guides and next steps

    Listing courtesy of SHAW COUNTRY REALTY INC. Listing agent: Carol Shaw. Listings provided by MyStateMLS.

    Listing updated Jul 29, 2026, 3:20 PM UTC, MyStateMLS data received Oct 30, 2026, 6:01 PM UTC. Information deemed reliable but not guaranteed.