Real Estate Investment Properties for Sale in Round Top, NY

Looking for investment property in Round Top, NY with high ROI ?

Explore a variety of short-term homes & houses in Round Top, NY. Invest wisely with VRBO & Round Top, 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 Round Top, NY

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
24 Alpine Drive Round Top, NY Updated Duplex for Sale in Round Top, NY - Ideal for Investment, Airbnb, or House Hacking ...	4 beds \| 2 baths \| 1,550 sq.ft.	$340,000	Airbnb cash on cash: 3.84% Traditional cash on cash: 8.18% Airbnb Rental Income: $2732 Traditional Rental Income: $3473 Airbnb ROI: 3.84% Traditional ROI: 8.18%
1256 Hearts Content Road Round Top, NY Contemporary Cape in Round Top - Pool, Space, and Style in the Catskills Welcome to 1256 H...	3 beds \| 4 baths \| 3,212 sq.ft.	$699,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 3.16% Airbnb Rental Income: $1907 Traditional Rental Income: $3473 Airbnb ROI: -0.02% Traditional ROI: 3.16%
29 Stone Mountain Road Round Top, NY Welcome to 29 Stone Mountain Road in Round Top. A beautifully updated 3-Bedroom 2.5 Bath C...	3 beds \| 3 baths \| 2,128 sq.ft.	$549,000	Airbnb cash on cash: 0.26% Traditional cash on cash: 4.33% Airbnb Rental Income: $1907 Traditional Rental Income: $3485 Airbnb ROI: 0.26% Traditional ROI: 4.33%
Investment Properties for Sale in Other Cities of New-york
188 Weston Road Rochester , NY OPEN HOUSES: FRIDAY 10/17 5PM TO 6:30PM & SUNDAY 10/19 12PM TO 1:30PM Step into this cozy ...	2 beds \| 2 baths \| 1,238 sq.ft.	$149,900	Airbnb cash on cash: 4.43% Traditional cash on cash: 9.08% Airbnb Rental Income: $1662 Traditional Rental Income: $1862 Airbnb ROI: 4.43% Traditional ROI: 9.08%
30-33 92nd Street New York , NY This beautifully maintained 4-bedroom, 2.5-bathroom home is designed for comfort, flexibil...	4 beds \| 3 baths \| 1,716 sq.ft.	$880,000	Airbnb cash on cash: 7.28% Traditional cash on cash: 2.76% Airbnb Rental Income: $9164 Traditional Rental Income: $3738 Airbnb ROI: 7.28% Traditional ROI: 2.76%
118 Cannon Avenue New York , NY Located in the Travis area, this detached bungalow sits on an extra-deep 28' x 155' lot, o...	2 beds \| 1 baths \| 804 sq.ft.	$569,900	Airbnb cash on cash: 4.76% Traditional cash on cash: 1.85% Airbnb Rental Income: $4501 Traditional Rental Income: $2015 Airbnb ROI: 4.76% Traditional ROI: 1.85%
75 Longview Road New York , NY Exquisite Contemporary Estate in Prestigious Grymes Hill Discover an architectural mast...	4 beds \| 4 baths \| 3,000 sq.ft.	$1,748,999	Airbnb cash on cash: 2.3% Traditional cash on cash: 1.03% Airbnb Rental Income: $7742 Traditional Rental Income: $4195 Airbnb ROI: 2.3% Traditional ROI: 1.03%
76 Douglas Road New York , NY Welcome to Douglas Road, nestled in the prestigious Emerson Hill neighborhood of Staten Is...	4 beds \| 3 baths \| 5,320 sq.ft.	$2,249,999	Airbnb cash on cash: 1.24% Traditional cash on cash: 0.26% Airbnb Rental Income: $7742 Traditional Rental Income: $4207 Airbnb ROI: 1.24% Traditional ROI: 0.26%
200 Coverly Avenue New York , NY Experience the ultimate in transformative living, surrounded by nature and awakened to bre...	5 beds \| 4 baths \| 3,801 sq.ft.	$1,879,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.12% Airbnb Rental Income: $null Traditional Rental Income: $5073 Airbnb ROI: N/A Traditional ROI: 1.12%
16 Serenity Road Greenwood Lake , NY This is the Lake Life you've been waiting for. Newly painted 2 bedroom/1 bath log cabin w...	2 beds \| 1 baths \| 984 sq.ft.	$385,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 3.2% Airbnb Rental Income: $2063 Traditional Rental Income: $2409 Airbnb ROI: 0.76% Traditional ROI: 3.2%
17 Waterstone Road Greenwood Lake , NY 🌊 A Must-See Greenwood Lake Gem - Pictures Can't Capture These Views! 🌊Thi...	3 beds \| 3 baths \| 1,564 sq.ft.	$649,900	Airbnb cash on cash: 1.46% Traditional cash on cash: 3.15% Airbnb Rental Income: $3082 Traditional Rental Income: $3400 Airbnb ROI: 1.46% Traditional ROI: 3.15%
111 Liberty Ave New York , NY 111 Liberty Ave, New York, NY 10304 \| Single Family Residential	6 beds \| 4 baths \| 3,140 sq.ft.	$1,148,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.8% Airbnb Rental Income: $null Traditional Rental Income: $4905 Airbnb ROI: N/A Traditional ROI: 1.8%
16 Mapleton Avenue New York , NY Lot size 20x100, building size 12x55, Zoning R3-1. It is a great opportunity to use or inv...	2 beds \| 1 baths \| 528 sq.ft.	$350,000	Airbnb cash on cash: 6.61% Traditional cash on cash: 4.96% Airbnb Rental Income: $3456 Traditional Rental Income: $2147 Airbnb ROI: 6.61% Traditional ROI: 4.96%
144 Winchester Avenue New York , NY Location, location, location! This beautifully renovated single-family detached home is ne...	2 beds \| 2 baths \| 1,000 sq.ft.	$769,000	Airbnb cash on cash: 2.91% Traditional cash on cash: 1.53% Airbnb Rental Income: $4328 Traditional Rental Income: $2430 Airbnb ROI: 2.91% Traditional ROI: 1.53%
211 Hull Avenue New York , NY ALL RENOVATED FEW MONTHS AGO - CLOSE TO EVERYWHERE - EXPRESS BUS AND ALL. MOVE IN READY, N...	3 beds \| N/A baths \| 1,150 sq.ft.	$869,900	Airbnb cash on cash: 3.81% Traditional cash on cash: 1.53% Airbnb Rental Income: $5662 Traditional Rental Income: $2683 Airbnb ROI: 3.81% Traditional ROI: 1.53%
40 Creston Place New York , NY Contemporary 2 family semi located on Ward Hill minutes to buses and NYC,. House faces on ...	4 beds \| 4 baths \| 1,680 sq.ft.	$895,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 2.19% Airbnb Rental Income: $1585 Traditional Rental Income: $3250 Airbnb ROI: -0.36% Traditional ROI: 2.19%
6015 Independence Avenue New York , NY Unique 4 bedroom 5 bath cliff-top home in an exclusive North Riverdale enclave. Live perch...	4 beds \| 5 baths \| 2,244 sq.ft.	$1,450,000	Airbnb cash on cash: 3.16% Traditional cash on cash: 2.03% Airbnb Rental Income: $8454 Traditional Rental Income: $5331 Airbnb ROI: 3.16% Traditional ROI: 2.03%
351 Beach 87th Street New York , NY Welcome to this stunning 3-bedroom, 2.5-bathroom semi-detached home, perfectly situated in...	3 beds \| 3 baths \| 1,350 sq.ft.	$650,000	Airbnb cash on cash: 7.02% Traditional cash on cash: 3.33% Airbnb Rental Income: $6815 Traditional Rental Income: $3253 Airbnb ROI: 7.02% Traditional ROI: 3.33%

Real Estate investment in Round-top, NY

There are 3 properties for sale in the city of Round Top . The median list price in Round Top is $549,000 and the average price per square foot is $239. In October 2025, the average monthly cash on cash return in Round Top is 4.00%. The average monthly rental income in Round Top is $3,473.

Round-top, NY Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 3 investment properties available for sale in Round-top.

In 2025, the best neighborhood to buy investment property is Round Top.

The ROI for Short-Term is higher than the Long-Term in Round-top with average rental income of $1,907.

Your search for investment property begins and ends here

Investment Property for Sale in Round Top, NY

24 Alpine Drive

Round Top, NY

4 beds | 2 baths | 1,550 sq.ft.

$340,000

Airbnb cash on cash: 3.84%

Traditional cash on cash: 8.18%

Airbnb Rental Income: $2732

Traditional Rental Income: $3473

Airbnb ROI: 3.84%

Traditional ROI: 8.18%

1256 Hearts Content Road

Round Top, NY

3 beds | 4 baths | 3,212 sq.ft.

$699,000

Airbnb cash on cash: -0.02%

Traditional cash on cash: 3.16%

Airbnb Rental Income: $1907

Traditional Rental Income: $3473

Airbnb ROI: -0.02%

Traditional ROI: 3.16%

29 Stone Mountain Road

Round Top, NY

3 beds | 3 baths | 2,128 sq.ft.

$549,000

Airbnb cash on cash: 0.26%

Traditional cash on cash: 4.33%

Airbnb Rental Income: $1907

Traditional Rental Income: $3485

Airbnb ROI: 0.26%

Traditional ROI: 4.33%

Investment Properties for Sale in Other Cities of New-york

Rochester , NY

2 beds | 2 baths | 1,238 sq.ft.

$149,900

Airbnb cash on cash: 4.43%

Traditional cash on cash: 9.08%

Airbnb Rental Income: $1662

Traditional Rental Income: $1862

Airbnb ROI: 4.43%

Traditional ROI: 9.08%

New York , NY

4 beds | 3 baths | 1,716 sq.ft.

$880,000

Airbnb cash on cash: 7.28%

Traditional cash on cash: 2.76%

Airbnb Rental Income: $9164

Traditional Rental Income: $3738

Airbnb ROI: 7.28%

Traditional ROI: 2.76%

New York , NY

2 beds | 1 baths | 804 sq.ft.

$569,900

Airbnb cash on cash: 4.76%

Traditional cash on cash: 1.85%

Airbnb Rental Income: $4501

Traditional Rental Income: $2015

Airbnb ROI: 4.76%

Traditional ROI: 1.85%

New York , NY

4 beds | 4 baths | 3,000 sq.ft.

$1,748,999

Airbnb cash on cash: 2.3%

Traditional cash on cash: 1.03%

Airbnb Rental Income: $7742

Traditional Rental Income: $4195

Airbnb ROI: 2.3%

Traditional ROI: 1.03%

New York , NY

4 beds | 3 baths | 5,320 sq.ft.

$2,249,999

Airbnb cash on cash: 1.24%

Traditional cash on cash: 0.26%

Airbnb Rental Income: $7742

Traditional Rental Income: $4207

Airbnb ROI: 1.24%

Traditional ROI: 0.26%

New York , NY

5 beds | 4 baths | 3,801 sq.ft.

$1,879,000