Real Estate Investment Properties for Sale in Windham, NY

Looking for investment property in Windham, NY with high ROI ?

Explore a variety of short-term homes & houses in Windham, NY. Invest wisely with VRBO & Windham, NY Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Condos for Sale in Windham, NY

Search for Condo for Sale in Windham, New York. Browse all of Mashvisor’s Condo listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 3 Condo listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
76 Loo Bridge Lane Windham, NY Cozy Mountain Condo in Windham - Perfect for Family Retreats or Investment Discover th...	2 beds \| 3 baths \| 1,211 sq.ft.	$295,000	Airbnb cash on cash: 1.48% Traditional cash on cash: 6.46% Airbnb Rental Income: $1340 Traditional Rental Income: $2309 Airbnb ROI: 1.48% Traditional ROI: 6.46%
11 Quads Way Windham, NY Beautifully renovated studio style condo in the Quads condominium association just minutes...	1 beds \| 1 baths \| 1 sq.ft.	$195,000	Airbnb cash on cash: 0.96% Traditional cash on cash: 11.58% Airbnb Rental Income: $903 Traditional Rental Income: $2529 Airbnb ROI: 0.96% Traditional ROI: 11.58%
79 Windham Ridge Road #17A Windham, NY Nestled in the rolling hills of Windham, this warm and welcoming retreat feels more like a...	2 beds \| 3 baths \| 1,211 sq.ft.	$269,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 6.2% Airbnb Rental Income: $1340 Traditional Rental Income: $2331 Airbnb ROI: 0.67% Traditional ROI: 6.2%
Other Investment Properties for Sale in Windham
77 Beaver Hill Road Windham , NY Designed by a renowned Manhattan architect known for 20M dollar Aspen ski homes, this 4,83...	5 beds \| 4 baths \| 4,834 sq.ft.	$1,950,000	Airbnb cash on cash: -1.8% Traditional cash on cash: -0.05% Airbnb Rental Income: $2326 Traditional Rental Income: $4917 Airbnb ROI: -1.8% Traditional ROI: -0.05%
333 Begley Road Windham , NY What a sweet home only 3 miles from Windham Mountain! Winter, summer or year-round, this o...	3 beds \| 2 baths \| 1,568 sq.ft.	$329,000	Airbnb cash on cash: 3.12% Traditional cash on cash: 6.9% Airbnb Rental Income: $2026 Traditional Rental Income: $2668 Airbnb ROI: 3.12% Traditional ROI: 6.9%
128 Mount Greenery Road Windham , NY Cozy Up in This Fully Renovated Mountain Home- Just in Time for Fall Colors and Winter Ski...	4 beds \| 3 baths \| 2,759 sq.ft.	$729,000	Airbnb cash on cash: 0.24% Traditional cash on cash: 3.78% Airbnb Rental Income: $1941 Traditional Rental Income: $3832 Airbnb ROI: 0.24% Traditional ROI: 3.78%
769 Mitchell Hollow Road Windham , NY Bright Sparrow Farmhouse - Modern Farmhouse on 8+ Acres with Private Pond, Mountain Views ...	4 beds \| 4 baths \| 2,100 sq.ft.	$779,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 3.48% Airbnb Rental Income: $1941 Traditional Rental Income: $3801 Airbnb ROI: 0.22% Traditional ROI: 3.48%
25 Vets Road Windham , NY Welcome to your peaceful sanctuary in the heart of Windham, a rare blend of convenience, n...	4 beds \| 4 baths \| 2,950 sq.ft.	$499,000	Airbnb cash on cash: 0.16% Traditional cash on cash: 9.03% Airbnb Rental Income: $1941 Traditional Rental Income: $5567 Airbnb ROI: 0.16% Traditional ROI: 9.03%
23 Townhouse Ln unit: D 1 #D 1 Windham , NY Welcome to this warm and cozy FULLY FURNISHED townhome in Elm Ridge. Three levels of livin...	3 beds \| N/A baths \| 1,846 sq.ft.	$369,900	Airbnb cash on cash: 1.35% Traditional cash on cash: 5.49% Airbnb Rental Income: $2026 Traditional Rental Income: $2935 Airbnb ROI: 1.35% Traditional ROI: 5.49%
122 Old Road Windham , NY Two-Lot Mountain Retreat in Windham - 4-Bedroom Home on 2 Acres + Contiguous 1.5-Acre Buil...	4 beds \| 3 baths \| 1,823 sq.ft.	$749,000	Airbnb cash on cash: 0.26% Traditional cash on cash: 3.58% Airbnb Rental Income: $1941 Traditional Rental Income: $3746 Airbnb ROI: 0.26% Traditional ROI: 3.58%
9 Pinekill Ln Windham , NY Renovated Mountain Retreat house on 2.4 landscaped acres.! This beautifully renovated 3-be...	3 beds \| 3 baths \| 1,680 sq.ft.	$628,000	Airbnb cash on cash: 0.87% Traditional cash on cash: 3.32% Airbnb Rental Income: $2026 Traditional Rental Income: $2936 Airbnb ROI: 0.87% Traditional ROI: 3.32%
274 Route 65 unit: 43 #43 Windham , NY Dreaming of a quick escape from NYC's chaos? Just 2.5 hours from the city, nestled in the ...	4 beds \| 4 baths \| 1,717 sq.ft.	$445,000	Airbnb cash on cash: -1.01% Traditional cash on cash: 3.28% Airbnb Rental Income: $1941 Traditional Rental Income: $3213 Airbnb ROI: -1.01% Traditional ROI: 3.28%
85 Cambridge Heights Rd. Windham , NY Enjoy the summer months taking in the beautiful views from the large Trex decking. Warm up...	4 beds \| 2 baths \| 1,440 sq.ft.	$650,000	Airbnb cash on cash: 0.89% Traditional cash on cash: 3.19% Airbnb Rental Income: $1941 Traditional Rental Income: $2826 Airbnb ROI: 0.89% Traditional ROI: 3.19%
41 County Road 40 Windham , NY A Great Investment Opportunity with a 5 Unit Multi-family & a Large Barn in Windham - in t...	7 beds \| N/A baths \| 4,800 sq.ft.	$549,000	Airbnb cash on cash: 1.66% Traditional cash on cash: 9.1% Airbnb Rental Income: $2326 Traditional Rental Income: $5565 Airbnb ROI: 1.66% Traditional ROI: 9.1%
61 South Street Windham , NY Sold as is. $100,000 YES - $100,000 DISCOUNT FOR A CASH TRANSACTION ! THIS PROPERTY IS ON ...	2 beds \| 3 baths \| 2,026 sq.ft.	$449,999	Airbnb cash on cash: -0.09% Traditional cash on cash: 4.82% Airbnb Rental Income: $1340 Traditional Rental Income: $2994 Airbnb ROI: -0.09% Traditional ROI: 4.82%
22 The Loop Windham , NY Walk to the Slopes! Nestled on the scenic slopes of Windham Mountain and just over two hou...	5 beds \| 4 baths \| 4,044 sq.ft.	$1,899,000	Airbnb cash on cash: -0.92% Traditional cash on cash: 0.76% Airbnb Rental Income: $2326 Traditional Rental Income: $4700 Airbnb ROI: -0.92% Traditional ROI: 0.76%

Your search for investment property begins and ends here

Condos for Sale in Windham, NY

76 Loo Bridge Lane

Windham, NY

2 beds | 3 baths | 1,211 sq.ft.

$295,000

Airbnb cash on cash: 1.48%

Traditional cash on cash: 6.46%

Airbnb Rental Income: $1340

Traditional Rental Income: $2309

Airbnb ROI: 1.48%

Traditional ROI: 6.46%

11 Quads Way

Windham, NY

1 beds | 1 baths | 1 sq.ft.

$195,000

Airbnb cash on cash: 0.96%

Traditional cash on cash: 11.58%

Airbnb Rental Income: $903

Traditional Rental Income: $2529

Airbnb ROI: 0.96%

Traditional ROI: 11.58%

79 Windham Ridge Road #17A

Windham, NY

2 beds | 3 baths | 1,211 sq.ft.

$269,000

Airbnb cash on cash: 0.67%

Traditional cash on cash: 6.2%

Airbnb Rental Income: $1340

Traditional Rental Income: $2331

Airbnb ROI: 0.67%

Traditional ROI: 6.2%

Other Investment Properties for Sale in Windham

Windham , NY

5 beds | 4 baths | 4,834 sq.ft.

$1,950,000

Airbnb cash on cash: -1.8%

Traditional cash on cash: -0.05%

Airbnb Rental Income: $2326

Traditional Rental Income: $4917

Airbnb ROI: -1.8%

Traditional ROI: -0.05%

Windham , NY

3 beds | 2 baths | 1,568 sq.ft.

$329,000

Airbnb cash on cash: 3.12%

Traditional cash on cash: 6.9%

Airbnb Rental Income: $2026

Traditional Rental Income: $2668

Airbnb ROI: 3.12%

Traditional ROI: 6.9%

Windham , NY

4 beds | 3 baths | 2,759 sq.ft.

$729,000

Airbnb cash on cash: 0.24%

Traditional cash on cash: 3.78%

Airbnb Rental Income: $1941

Traditional Rental Income: $3832

Airbnb ROI: 0.24%

Traditional ROI: 3.78%

Windham , NY

4 beds | 4 baths | 2,100 sq.ft.

$779,000

Airbnb cash on cash: 0.22%

Traditional cash on cash: 3.48%

Airbnb Rental Income: $1941

Traditional Rental Income: $3801

Airbnb ROI: 0.22%

Traditional ROI: 3.48%

Windham , NY

4 beds | 4 baths | 2,950 sq.ft.

$499,000

Airbnb cash on cash: 0.16%

Traditional cash on cash: 9.03%

Airbnb Rental Income: $1941

Traditional Rental Income: $5567

Airbnb ROI: 0.16%

Traditional ROI: 9.03%

Windham , NY

3 beds | N/A baths | 1,846 sq.ft.

$369,900