For saleReduced $200,000 from $1,599,000

$1,399,000

5 beds4,056 sq ft0.34 acres

5433 State Route 23Windham, NY 12496

Homes, condos and townhomes · MLS 11927828 · Listed 81 days ago (Aug 10, 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

Contemporary design blends with historic character in this thoughtfully renovated single-family classic colonial home located on charming Main Street in Windham. Originally built in 1930 and fully redesigned in 2024, this turnkey home creates the perfect environment for hosting lavish get-togethers and unforgettable family memories. Gaze into the skies to celebrate summer fireworks from your enclosed balcony or sip hot cocoa as you follow skiers as they slalom down Windham Mountain trails from your generous eat-in-kitchen. The distinct layout of this home design features a 2nd level entertainer's paradise with sprawling kitchen island, custom beverage center, and unobstructed mountain views. An insulated covered deck off the great room and kitchen brings the outside into your entertainment space. After the sun goes down, the gas fireplace is a perfect place to cozy up and enjoy listening to music from one of the 4-zone multimedia systems. Downstairs, five spacious and bright bedrooms encircle the center staircase on the 1st level with 2 well-appointed full baths, a powder room, and laundry room equipped with an oversized washer and dryer. Enter through the elegant front foyer with its grand staircase or trudge around the side entrance into a massive snow room to remove and store all your winter gear. Soaring high ceilings on both sleeping and living floors. Rear barn with plumbing, electric, and metal roof is ready to become your studio, workshop, or recreation space. The covered wrap-around front porch with exterior recessed lighting completes the picture and invites you sit, relax, and unwind. A perfect blend of style, comfort, lifestyle, and modern luxury. All this is just steps away from dining, shopping, and all the wonderful reasons why people have sought out Windham for generations. A rare opportunity to own a home of this quality and location. Come create the memories your family will enjoy for a lifetime!

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, 6:15 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 Doug Blum of WINDSTAR REALTY GROUP LLC.

Features for skiers

  • Fireplace (mentioned in description)

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

Facts

List price
$1,399,000
Original list price
$1,599,000
Status
For sale
Property type
House
Bedrooms
5
Full baths
2
Half baths
2
Interior area
4,056 sq ft
Lot size
0.34 acres
Year built
1930
Stories
2
County
Greene County
MLS number
11927828

Facts are provided by the listing brokerage.

Features

Interior

  • Walk-In Closet(s)
  • Entrance Foyer
  • Master Downstairs

Appliances

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

Flooring

  • Hardwood

Basement

  • Unfinished

Heating

  • Forced Air
  • Propane

Parking

  • Driveway

Construction

  • Vinyl 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

  • Original list price reported by the brokerage: $1,599,000

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

Estimate a monthly payment

$279,800
Illustrative. Replace with a quote from your lender.
Estimate. Check the county assessor for the actual amount.
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

$8,648 per month

Principal and interest$7,074
Property tax$1,166
Homeowners insurance$408
Loan amount$1,119,200
Total interest over the term$1,427,478

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 $1,049,250 to $1,748,750 and a similar distance from Windham Mountain Club, newest first. See all matches

Photo 1 of 30, home at 25 Terra Rd, Saugerties, NY 12477
For saleReduced $95,000Virtual tour

$1,100,000

2 beds1,924 sq ft2.2 acres

13 mi straight lineto Hunter Mountain Resort

25 Terra RdSaugerties, NY 12477

House · MLS 11970092

Listing courtesy of HALTER ASSOCIATES REALTY INC · MyStateMLS

Front of house
For sale

$1,250,000

4 beds3,134 sq ft3.76 acres

14 mi straight lineto Hunter Mountain Resort

82 Thomas DrLeeds, NY 12451

Homes, condos and townhomes · MLS 11950618

Listing courtesy of RSP Management 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 WINDSTAR REALTY GROUP LLC. Listing agent: Doug Blum. Listings provided by MyStateMLS.

Listing updated Oct 8, 2026, 3:58 PM UTC, MyStateMLS data received Oct 30, 2026, 6:01 PM UTC. Information deemed reliable but not guaranteed.