Skip to content
Buy
Property for sale New homes for sale Property valuation Investors Mortgages
Rent
Property to rent Student property to rent
Find Agent
Find estate agents
House prices
Sold house prices Instant online valuation
Commercial
Commercial property to rent Commercial property for sale Advertise
Inspire
Moving stories Property news Energy efficiency Property guides Housing trends Overseas blog Mortgage guides
Overseas
All countries Spain France Portugal Italy Greece Currency Sell Overseas property

New York, Windham, USA

USD $1,149,000
Hamptons, International USA
BEDROOMS

5

BATHROOMS

6

SIZE

Ask agent

Key features

  • Basement: Slab Foundation
  • Exterior Description: Other
  • Fireplace Count: 1 Fireplace
  • Flooring: Tile
  • Garage Description: Attached Garage
  • Heating Type: Forced Air
  • Heating Type: Radiant Floor
  • Roof: Asphalt Shingle Roof
  • Views: Mountain
  • Water: Municipal Water

Description

Incredible Investment Opportunity - Proven Short-Term Rental Income!
Welcome to 292 South St, Windham - a luxury townhouse with exceptional income potential, already generating 85,000-110,000 annually while being rented for just a small portion of the year. This high-performing vacation rental has significant upside for buyers active on platforms like Airbnb, Vrbo, and AirDNA. With full-time professional management overseeing bookings, pricing, and guest communication, the revenue potential could increase dramatically—making this a standout opportunity for STR investors and second-home owners.

Located just steps from Windham Mountain Club and only 2.5 hours from NYC, this stunning mountain retreat offers modern luxury, panoramic views, and unmatched access to four-season adventure. Whether you're seeking a turn-key income-producing property or a private escape that pays for itself, 292 South St delivers on both fronts.

The interior features an open-concept layout designed for entertaining and relaxation, including a chef's kitchen with stainless-steel appliances, granite countertops, and a spacious great room with a cozy fireplace. Step out to a 720-square-foot deck offering spectacular slope views. With five generously sized bedrooms (four with en-suite baths), the layout accommodates large groups. The top-floor primary suite includes a spa-like bathroom, private terrace, and custom walk-in closets.

Additional highlights include:

Heated garage and equipment room

Central air and two laundry rooms

Nearly door-to-door shuttle to Windham's North Lot

Optional furnishings for a seamless turn-key setup

Seller open to partial owner financing for qualified buyers

Beyond its rental appeal, owners and guests enjoy close proximity to award-winning dining, spas, and year-round outdoor activities. Optional Windham Mountain Club membership provides exclusive access to spa services, a future golf course (2026), tennis, pool, and more.

With low upkeep, high rental rates, and strong demand throughout the year, this is a premium short-term rental investment backed by proven performance. Whether you choose to enjoy it personally or maximize income through professional oversight, 292 South St represents a rare opportunity in one of the Northeast's most desirable mountain destinations.

Schedule your private showing today and start unlocking its full income potential.


New York, Windham, USA

Open mapStreet View

NEAREST AIRPORTS

Distances are straight line measurements
  • Hartford-Bradley(Local)
    83.9 miles
  • Westchester(Local)
    89.5 miles

Advice on buying American property

Learn everything you need to know to successfully find and buy a property in USA.

About Hamptons, International USA

Hamptons has been matching people with property that’s right for them, locally, nationally and internationally, since 1869. Today, with 15 decades of finding property and looking after people under our belt, our clients now consider us to be their ‘home experts’.

A national and international family, we have an intimate local knowledge and a deep understanding of, and connection with, the communities around us. We have a network of over 90 branches, which is growing year on year.

Our international presence is no different, with a growing network of over 1,200 affiliate offices, in more than 35 countries, listing over 85,000 properties across the globe. We work with hand-picked international partners to ensure that you are always dealing with the local home experts whether in the UK or overseas.

Notes

These notes are private, only you can see them.

This is a property advertisement provided and maintained by Hamptons, International USA (reference 20557657_14439869) and does not constitute property particulars. Whilst we require advertisers to act with best practice and provide accurate information, we can only publish advertisements in good faith and have not verified any claims or statements or inspected any of the properties, locations or opportunities promoted. Rightmove does not own or control and is not responsible for the properties, opportunities, website content, products or services provided or promoted by third parties and makes no warranties or representations as to the accuracy, completeness, legality, performance or suitability of any of the foregoing. We therefore accept no liability arising from any reliance made by any reader or person to whom this information is made available to. You must perform your own research and seek independent professional advice before making any decision to purchase or invest in overseas property.

Email agent

Email agent