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292 South Street, Windham, NY 12496

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For Sale

$1,149,000

5 beds • 5 baths • 1 half baths • 3,643 sqft

Estimated Payment

$      /mo. †

APR for 30 years

Change Loan Terms

  • Townhouse
    Property type

  • Newly Listed
    Time on Century 21

  • $315.40
    Price per square foot

  • 1-5 Years Old
    Age

Explore this Property

The Investment Opportunity of a Lifetime! Looking for a property that works just as hard as you do? Whether you're dreaming of the perfect mountain retreat or seeking a high-performing addition to your investment portfolio, these stunning units deliver a trifecta of luxury, convenience, and income potential. Priced competitively at $1,149,000 per unit (or a discounted price of $3,000,000 for all three), this is your chance to own a slice of Windham's prestigious real estate market. With features that wow and financial returns that impress, this opportunity won't be available for long. Each unit offers 3,650 sq. ft. of open concept living, with direct views of the slopes and five spacious bedrooms across three stories. Designed for modern elegance and functionality, four of the five bedrooms are ensuites. The chef's kitchen is outfitted with quartz countertops and a suite of stainless-steel appliances. Elegant touches throughout the home include 10-foot ceilings, fireplaces, and walls of glass with tinting film that is designed to block out the view of the unit's interior from the outside world, offering you the utmost privacy. The Grand Primary Ensuite occupies the entire third floor and features a spa-inspired bathroom, a private rooftop terrace, and a custom walk-in closet. Expansive decks are ideal for aprs-ski gatherings or relaxation. Each unit is thoughtfully designed to include two laundry rooms one conveniently placed on the first floor and another on the third alongside ski/mudrooms, heated garages and central air conditioning. Situated directly across from Windham Resort, shuttle service is available right next door for easy access to and from the slopes. These units are also within walking distance of boutique shops, dining spots, and the vibrant town scene. They also offer impressive income potential year-round. Seasonal rentals during ski season fetch between $70,000-$75,000, while short-term rental rates range from $800 per night during the off-season to $1,200 per night in peak season. Windham is not just a winter destination it's a year-round playground. In addition to skiing, visitors can explore hiking trails, play golf, mountain bike and swim. With luxury, location, and income potential wrapped into one stunning package, this property offers more than just real estate it's a lifestyle upgrade and a smart investment. Option to purchase fully furnished and partial Seller Financing Available to Qualified Buyers. Call for More Info Today!
MLS# 155710

Courtesy Of Coldwell Banker Village Green Realty

(518) 734-4200

Property Features

  • Age
    1-5 Years Old
  • Amenities
    Dock
  • Appliances
    Dishwasher, Dryer, Microwave, Refrigerator, Washer
  • Architecture Style
    Contemporary
  • Exterior Type
    Stone
  • Fireplace
    Fireplace
  • Floor Covering
    Tile
  • Heating System
    Fireplace, Radiant
  • Lot Size
    0.06 Acres
  • Roof Type
    Asphalt
  • View Type
    Mountain

Map and Directions

Directions to 292 South Street, Windham, NY 12496

Home seller CENTURY 21 New West Properties

Get to know the neighborhood. A local affiliated CENTURY 21 office will help you set up tours, give advice, and negotiate with sellers.

CENTURY 21 New West Properties

(518) 943-2620
Learn More About Us

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Copyright © 2025 Columbia Greene and Northern Dutchess MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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This information is provided for general informational purposes only and should not be relied on in making any home-buying decisions. School information does not guarantee enrollment. Contact a local real estate professional or the school district(s) for current information on schools. This information is not intended for use in determining a person's eligibility to attend a school or to use or benefit from other city, town or local services.

† Based on a 30-year fixed rate of 3.38% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Interest rates are also subject to credit and property approval based on secondary market guidelines. The rates shown are based on average rates for our best qualified customers. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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