Real Estate Investment Properties for Sale in Greenwood Lake, NY

Looking for investment property in Greenwood Lake, NY with high ROI ?

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

Investment Property for Sale in Greenwood Lake, NY

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
62 Deer Trail S Greenwood Lake, NY Greenwood Lake!! Wonderful opportunity to own a spacious house in this picturesque lake vi...	3 beds \| 3 baths \| 2,022 sq.ft.	$440,000	Airbnb cash on cash: 1.94% Traditional cash on cash: 5.69% Airbnb Rental Income: $2855 Traditional Rental Income: $3736 Airbnb ROI: 1.94% Traditional ROI: 5.69%
56 Bluff Avenue Greenwood Lake, NY A Serene Forest Park Sanctuary Nestled in the trees with views of the water, this exquisit...	2 beds \| 1 baths \| 1,016 sq.ft.	$495,000	Airbnb cash on cash: 0.81% Traditional cash on cash: 1.56% Airbnb Rental Income: $2381 Traditional Rental Income: $2143 Airbnb ROI: 0.81% Traditional ROI: 1.56%
58 Lakelands Avenue Greenwood Lake, NY Tranquil Greenwood Lake Colonial - A Private Retreat You'll Love Coming Home To Welcome to...	4 beds \| 2 baths \| 2,536 sq.ft.	$649,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 3.23% Airbnb Rental Income: $2282 Traditional Rental Income: $3685 Airbnb ROI: -0.02% Traditional ROI: 3.23%
5 Main Drive Greenwood Lake, NY Welcome to 5 Main Drive, Greenwood Lake, a charming mountain retreat offering exceptional ...	2 beds \| 1 baths \| 810 sq.ft.	$280,000	Airbnb cash on cash: 3.98% Traditional cash on cash: 5.53% Airbnb Rental Income: $2381 Traditional Rental Income: $2203 Airbnb ROI: 3.98% Traditional ROI: 5.53%
70 Deer Trail N Greenwood Lake, NY Greenwood Lake! Dreaming of owning your own Lake House to swim, fish, boat? Located in the...	2 beds \| 2 baths \| 1,624 sq.ft.	$345,000	Airbnb cash on cash: 2.33% Traditional cash on cash: 4.49% Airbnb Rental Income: $2381 Traditional Rental Income: $2495 Airbnb ROI: 2.33% Traditional ROI: 4.49%
52 Deer Trail S Greenwood Lake, NY Located on a quiet street in the Upper Greenwood Lake community, this 1,064 sq. ft. single...	2 beds \| 2 baths \| 1,064 sq.ft.	$300,000	Airbnb cash on cash: 3.32% Traditional cash on cash: 5.81% Airbnb Rental Income: $2381 Traditional Rental Income: $2496 Airbnb ROI: 3.32% Traditional ROI: 5.81%
51 Greenwood Avenue Greenwood Lake, NY Imagine slowing down the moment you arrive. Nestled on Greenwood Avenue in the heart of Gr...	3 beds \| 3 baths \| 1,536 sq.ft.	$365,000	Airbnb cash on cash: 3.4% Traditional cash on cash: 4.36% Airbnb Rental Income: $2855 Traditional Rental Income: $2517 Airbnb ROI: 3.4% Traditional ROI: 4.36%
3 Diane Court Greenwood Lake, NY Charming Colonial with GREAT POTENTIAL in Greenwood Lake! Let your imagination be your gui...	2 beds \| 2 baths \| 1,578 sq.ft.	$299,000	Airbnb cash on cash: 2.72% Traditional cash on cash: 7.1% Airbnb Rental Income: $2381 Traditional Rental Income: $3027 Airbnb ROI: 2.72% Traditional ROI: 7.1%
72 Ten Eyck Avenue Greenwood Lake, NY 3 Bedroom, 2.5 Bathroom Ranch in V/Greenwood Lake! Sold as-is. Buyer to pay NYS and any lo...	3 beds \| 3 baths \| 1,609 sq.ft.	$485,000	Airbnb cash on cash: 2.2% Traditional cash on cash: 4.32% Airbnb Rental Income: $2855 Traditional Rental Income: $3151 Airbnb ROI: 2.2% Traditional ROI: 4.32%
46 W Cove Road Greenwood Lake, NY Rule Your Waterfront: West Cove's Crown Jewel Estate. Prepare to ascend to the pinnacle of...	3 beds \| 2 baths \| 1,732 sq.ft.	$3,000,000	Airbnb cash on cash: -0.67% Traditional cash on cash: -0.23% Airbnb Rental Income: $2855 Traditional Rental Income: $3434 Airbnb ROI: -0.67% Traditional ROI: -0.23%
8 Windermere Avenue Greenwood Lake, NY 4-29-2026 ACCEPTED OFFER.....GREAT OPPORTUNITY TO OWN A HOME IN THE VILLAGE OF GREENWOOD L...	3 beds \| 2 baths \| 1,434 sq.ft.	$399,000	Airbnb cash on cash: 2.4% Traditional cash on cash: 4.58% Airbnb Rental Income: $2855 Traditional Rental Income: $3005 Airbnb ROI: 2.4% Traditional ROI: 4.58%
9 Wildwood Drive Greenwood Lake, NY Charming and well-maintained single-level home offering comfort, versatility, and numerous...	2 beds \| 2 baths \| 1,084 sq.ft.	$350,000	Airbnb cash on cash: 3% Traditional cash on cash: 6.25% Airbnb Rental Income: $2381 Traditional Rental Income: $2862 Airbnb ROI: 3% Traditional ROI: 6.25%
150 Windermere Greenwood Lake, NY This is a Rare Opportunity to own Multiple Units in the Greenwood Lake Community... This p...	4 beds \| N/A baths \| N/A	$1,349,000	Airbnb cash on cash: -1.77% Traditional cash on cash: -1.54% Airbnb Rental Income: $2282 Traditional Rental Income: $1991 Airbnb ROI: -1.77% Traditional ROI: -1.54%
17 Northside Lane Greenwood Lake, NY This One-of-A-Kind home you don't want to miss! Legal 2 Bedroom / 1 Bath has so much more ...	2 beds \| 1 baths \| 1,072 sq.ft.	$451,000	Airbnb cash on cash: 1.49% Traditional cash on cash: 3.25% Airbnb Rental Income: $2381 Traditional Rental Income: $2538 Airbnb ROI: 1.49% Traditional ROI: 3.25%
165 Jersey Avenue Greenwood Lake, NY CHARMING TWO BEDROOM RANCH LOCATED ON OVER AN ACRE W/TWO DRIVEWAYS! ON THE NYC BUS AND COM...	2 beds \| 1 baths \| 936 sq.ft.	$289,000	Airbnb cash on cash: 3.62% Traditional cash on cash: 5.47% Airbnb Rental Income: $2381 Traditional Rental Income: $2298 Airbnb ROI: 3.62% Traditional ROI: 5.47%
23 Pine Hill Drive Greenwood Lake, NY Welcome to 23 Pine Hill Drive, a peaceful retreat tucked into the scenic Greenwood Lake co...	3 beds \| 2 baths \| 1,340 sq.ft.	$410,000	Airbnb cash on cash: 3.11% Traditional cash on cash: 5.11% Airbnb Rental Income: $2855 Traditional Rental Income: $2961 Airbnb ROI: 3.11% Traditional ROI: 5.11%
15 Court Avenue Greenwood Lake, NY Opportunity knocks in Greenwood Lake-and this time, it's bringing serious potential with i...	4 beds \| 2 baths \| N/A	$585,000	Airbnb cash on cash: 0.83% Traditional cash on cash: 4.35% Airbnb Rental Income: $2282 Traditional Rental Income: $3633 Airbnb ROI: 0.83% Traditional ROI: 4.35%
1644 Lakes Road Greenwood Lake, NY A one-of-a-kind Log Home Retreat with Multiple Barns, Permitted Treehouse & Exceptional Sp...	3 beds \| 4 baths \| 3,273 sq.ft.	$949,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 1.99% Airbnb Rental Income: $2855 Traditional Rental Income: $4363 Airbnb ROI: -0.47% Traditional ROI: 1.99%

Real Estate investment in Greenwood-lake, NY

There are 18 properties for sale in the city of Greenwood Lake . The median list price in Greenwood Lake is $451,000 and the average price per square foot is $292. In May 2026, the average monthly cash on cash return in Greenwood Lake is 4.00%. The average monthly rental income in Greenwood Lake is $2,658.

Greenwood-lake, NY Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 18 investment properties available for sale in Greenwood-lake.

In 2026, the best neighborhood to buy investment property is Greenwood Lake.

The ROI for Long-Term is higher than the Short-Term in Greenwood-lake with average rental income of $2,658.

Your search for investment property begins and ends here

Investment Property for Sale in Greenwood Lake, NY

62 Deer Trail S

Greenwood Lake, NY

3 beds | 3 baths | 2,022 sq.ft.

$440,000

Airbnb cash on cash: 1.94%

Traditional cash on cash: 5.69%

Airbnb Rental Income: $2855

Traditional Rental Income: $3736

Airbnb ROI: 1.94%

Traditional ROI: 5.69%

56 Bluff Avenue

Greenwood Lake, NY

2 beds | 1 baths | 1,016 sq.ft.

$495,000

Airbnb cash on cash: 0.81%

Traditional cash on cash: 1.56%

Airbnb Rental Income: $2381

Traditional Rental Income: $2143

Airbnb ROI: 0.81%

Traditional ROI: 1.56%

58 Lakelands Avenue

Greenwood Lake, NY

4 beds | 2 baths | 2,536 sq.ft.

$649,000

Airbnb cash on cash: -0.02%

Traditional cash on cash: 3.23%

Airbnb Rental Income: $2282

Traditional Rental Income: $3685

Airbnb ROI: -0.02%

Traditional ROI: 3.23%

5 Main Drive

Greenwood Lake, NY

2 beds | 1 baths | 810 sq.ft.

$280,000

Airbnb cash on cash: 3.98%

Traditional cash on cash: 5.53%

Airbnb Rental Income: $2381

Traditional Rental Income: $2203

Airbnb ROI: 3.98%

Traditional ROI: 5.53%

70 Deer Trail N

Greenwood Lake, NY

2 beds | 2 baths | 1,624 sq.ft.

$345,000

Airbnb cash on cash: 2.33%

Traditional cash on cash: 4.49%

Airbnb Rental Income: $2381

Traditional Rental Income: $2495

Airbnb ROI: 2.33%

Traditional ROI: 4.49%

52 Deer Trail S

Greenwood Lake, NY

2 beds | 2 baths | 1,064 sq.ft.

$300,000

Airbnb cash on cash: 3.32%

Traditional cash on cash: 5.81%

Airbnb Rental Income: $2381

Traditional Rental Income: $2496

Airbnb ROI: 3.32%

Traditional ROI: 5.81%

51 Greenwood Avenue

Greenwood Lake, NY

3 beds | 3 baths | 1,536 sq.ft.

$365,000

Airbnb cash on cash: 3.4%

Traditional cash on cash: 4.36%

Airbnb Rental Income: $2855

Traditional Rental Income: $2517

Airbnb ROI: 3.4%

Traditional ROI: 4.36%

3 Diane Court

Greenwood Lake, NY

2 beds | 2 baths | 1,578 sq.ft.

$299,000

Airbnb cash on cash: 2.72%

Traditional cash on cash: 7.1%

Airbnb Rental Income: $2381

Traditional Rental Income: $3027

Airbnb ROI: 2.72%