292 #3 South Street, Windham, NY, 12496 | $1,125,000

Luxury STR Investment Opportunity Across from Windham Mountain Club -- turnkey option, income-producing, and perfectly positioned in one of the Catskills' most desirable four-season destinations.

Located within walking distance to Windham's restaurants, shops, nightlife, and ''The Valley, '' Windham Mountain Club's exciting new expansion featuring pools, tennis, pickleball, spa amenities, golf, and more, this luxury townhouse delivers the ultimate combination of lifestyle and investment potential.

This proven Airbnb/Vrbo-friendly property offers the option to be sold fully furnished and can include transferable future bookings already secured for upcoming ski seasons--allowing the new owner to generate immediate rental income from day one.

A rare opportunity for investors seeking a high-demand short-term rental in a prime resort location with exceptional year-round appeal.

Inside, the home features an open-concept design ideal for entertaining, a chef's kitchen with granite countertops and stainless-steel appliances, a spacious great room with fireplace, central air conditioning, heated garage, multiple en-suite bedrooms, and a large deck with beautiful mountain and ski slope views. Just steps from shuttle access and minutes to skiing, hiking, golf, spas, and dining, this is the perfect Catskills getaway, second home, or high-performing investment property only 2. 5 hours from NYC.

Option to purchase furnished. Future bookings may be transferred at closing if the purchaser wishes. Immediate ROI potential in the heart of Windham.

Schedule an in-person viewing today!

Features

  • Bedrooms: 5
  • Baths: 5 full / 1 half
  • Laundry: Inside, Laundry Room, Multiple Locations
  • Style: Other
  • Year Built: 2021
  • Garage: 1-car Attached
  • Heating: Forced Air, Propane, Radiant
  • Cooling: Central Air
  • Acreage: 0.06
  • Est. Taxes: $17,669
  • View: Mountain(s), Other
  • School District: Wind-Ash-Jewett
  • Appliances: Dryer, Dishwasher, Electric Water Heater, Microwave, Range, Refrigerator, Washer, Water Heater
  • MLS#: 20254832
  • Days on Market: 232 days
  • Website: https://www.raveis.com
    /eprop/20254832/2923southstreet_windham_ny?source=qrflyer
Copyright © 2026  Hudson Valley Catskill Region MLS
Information is deemed reliable but is not guaranteed accurate by the MLS. IDX information is provided exclusively 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. Source: Hudson Valley Catskills Region
Listing courtesy of Coldwell Banker Village GreenW

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888.699.8876

Contact@raveis.com

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Frank KolbSenior Vice President - Coaching & Strategic, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 81725

203.980.8025

Frank.Kolb@raveis.com

Our Executive Mortgage Banker:

  • Is available to meet with you in our office, your home or office, evenings or weekends
  • Offers you pre-approval in minutes!
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292 #3 South Street, Windham, NY, 12496

$1,125,000

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Frank Kolb

Senior Vice President - Coaching & Strategic

William Raveis Mortgage, LLC

Phone: 203.980.8025

Frank.Kolb@raveis.com

NMLS Mortgage Loan Originator ID 81725

5/6 (30 Yr)
Adjustable Rate Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $900,000 $900,000 $900,000
Term 360 months 360 months 180 months
Initial Interest Rate** 5.375% 6.125% 5.875%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.117% 6.235% 6.058%
Monthly Tax Payment $1,472 $1,472 $1,472
H/O Insurance Payment $125 $125 $125
Initial Principal & Interest Pmt $5,040 $5,468 $7,534
Total Monthly Payment $6,637 $7,065 $9,131

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.