Real Estate Investment Properties for Sale in Ashland, NY

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

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
559 Case Rd Ashland, NY This Stately 7.77 acre property with Colonial House sits atop a majestic hill on Case Road...	6 beds \| 3 baths \| 4,368 sq.ft.	$789,000	Airbnb cash on cash: -1.1% Traditional cash on cash: N/A Airbnb Rental Income: $1755 Traditional Rental Income: $0 Airbnb ROI: -1.1% Traditional ROI: N/A
12295 State Highway 23 Ashland, NY Welcome to your cozy retreat in the heart of Ashland, NY. Nestled on 1.8 scenic acres betw...	4 beds \| 3 baths \| 1,510 sq.ft.	$415,000	Airbnb cash on cash: 1.51% Traditional cash on cash: 6.14% Airbnb Rental Income: $1908 Traditional Rental Income: $3201 Airbnb ROI: 1.51% Traditional ROI: 6.14%
89 Zinno Rd Ashland, NY For Sale - Private Mountain Oasis Minutes to Windham Escape to your own piece of Catski...	4 beds \| 2 baths \| 2,676 sq.ft.	$899,000	Airbnb cash on cash: -0.27% Traditional cash on cash: 2.02% Airbnb Rental Income: $1908 Traditional Rental Income: $3418 Airbnb ROI: -0.27% Traditional ROI: 2.02%
0 Vare Rd Ashland, NY 0 Vare Rd, Ashland, NY 12407 \| Other	N/A beds \| N/A baths \| N/A	$255,000	Airbnb cash on cash: 4.99% Traditional cash on cash: 1.13% Airbnb Rental Income: $2560 Traditional Rental Income: $1015 Airbnb ROI: 4.99% Traditional ROI: 1.13%
134 Magda Ln Ashland, NY Charming Country Retreat Just Minutes to Windham Nestled on a private dead-end road just ...	5 beds \| 3 baths \| 2,640 sq.ft.	$684,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 2.64% Airbnb Rental Income: $1755 Traditional Rental Income: $3379 Airbnb ROI: -0.66% Traditional ROI: 2.64%
11400 New York 23 Ashland, NY 11400 New York 23, Ashland, NY 12407 \| Other	N/A beds \| N/A baths \| N/A	$2,000,000	Airbnb cash on cash: -1.72% Traditional cash on cash: -2.28% Airbnb Rental Income: $2560 Traditional Rental Income: $904 Airbnb ROI: -1.72% Traditional ROI: -2.28%
0 Route 10 Ashland, NY 0 Route 10, Ashland, NY 12407 \| Other	N/A beds \| N/A baths \| N/A	$189,000	Airbnb cash on cash: 7.62% Traditional cash on cash: 1.17% Airbnb Rental Income: $2560 Traditional Rental Income: $786 Airbnb ROI: 7.62% Traditional ROI: 1.17%
0 Campbell Rd Ashland, NY 0 Campbell Rd, Ashland, NY 12407 \| Other	N/A beds \| N/A baths \| N/A	$995,000	Airbnb cash on cash: -0.71% Traditional cash on cash: -1.96% Airbnb Rental Income: $2560 Traditional Rental Income: $786 Airbnb ROI: -0.71% Traditional ROI: -1.96%
289 Red Falls Rd Ashland, NY 289 Red Falls Rd, Ashland, NY 12407 \| Single Family Residential	2 beds \| 2 baths \| 1,724 sq.ft.	$450,000	Airbnb cash on cash: -1.19% Traditional cash on cash: 2.94% Airbnb Rental Income: $1102 Traditional Rental Income: $2469 Airbnb ROI: -1.19% Traditional ROI: 2.94%
12281 Ny-23 Ashland, NY Excellent opportunity to own a spacious multi-family property in the heart of the Catskill...	4 beds \| 3 baths \| 3,960 sq.ft.	$395,000	Airbnb cash on cash: 1.08% Traditional cash on cash: 7.51% Airbnb Rental Income: $1908 Traditional Rental Income: $3780 Airbnb ROI: 1.08% Traditional ROI: 7.51%
00 County Road 10 Ashland, NY 00 County Road 10, Ashland, NY 12407 \| Other	N/A beds \| N/A baths \| N/A	$189,000	Airbnb cash on cash: 7.62% Traditional cash on cash: 1.82% Airbnb Rental Income: $2560 Traditional Rental Income: $904 Airbnb ROI: 7.62% Traditional ROI: 1.82%
52 Loretta Ln Ashland, NY 52 Loretta Ln, Ashland, NY 12407 \| Single Family Residential	4 beds \| 2 baths \| 1,464 sq.ft.	$410,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 3.97% Airbnb Rental Income: $1908 Traditional Rental Income: $2656 Airbnb ROI: 0.7% Traditional ROI: 3.97%
144 Sant Tompkins Rd Ashland, NY Escape to the Catskills! Nestled on a quiet country road, this beautifully maintained 2-be...	2 beds \| 1 baths \| 952 sq.ft.	$299,000	Airbnb cash on cash: 1.53% Traditional cash on cash: 4.55% Airbnb Rental Income: $1379 Traditional Rental Income: $1812 Airbnb ROI: 1.53% Traditional ROI: 4.55%
24 Case Rd Ashland, NY 24 Case Rd, Ashland, NY 12496 \| Single Family Residential	4 beds \| 3 baths \| 3,292 sq.ft.	$795,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 1.93% Airbnb Rental Income: $1908 Traditional Rental Income: $3528 Airbnb ROI: -0.94% Traditional ROI: 1.93%

Real Estate investment in Ashland, NY

There are 15 properties for sale in the city of Ashland . The median list price in Ashland is $549,750 and the average price per square foot is $262. In July 2026, the average monthly cash on cash return in Ashland is 2.00%. The average monthly rental income in Ashland is $1,015.

Ashland, NY Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 15 investment properties available for sale in Ashland.

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

The ROI for Long-Term is higher than the Short-Term in Ashland with average rental income of $1,015.

Your search for investment property begins and ends here

Investment Property for Sale in Ashland, NY

559 Case Rd

Ashland, NY

6 beds | 3 baths | 4,368 sq.ft.

$789,000

Airbnb cash on cash: -1.1%

Traditional cash on cash: N/A

Airbnb Rental Income: $1755

Traditional Rental Income: $0

Airbnb ROI: -1.1%

Traditional ROI: N/A

12295 State Highway 23

Ashland, NY

4 beds | 3 baths | 1,510 sq.ft.

$415,000

Airbnb cash on cash: 1.51%

Traditional cash on cash: 6.14%

Airbnb Rental Income: $1908

Traditional Rental Income: $3201

Airbnb ROI: 1.51%

Traditional ROI: 6.14%

89 Zinno Rd

Ashland, NY

4 beds | 2 baths | 2,676 sq.ft.

$899,000

Airbnb cash on cash: -0.27%

Traditional cash on cash: 2.02%

Airbnb Rental Income: $1908

Traditional Rental Income: $3418

Airbnb ROI: -0.27%

Traditional ROI: 2.02%

0 Vare Rd

Ashland, NY

N/A beds | N/A baths | N/A

$255,000

Airbnb cash on cash: 4.99%

Traditional cash on cash: 1.13%

Airbnb Rental Income: $2560

Traditional Rental Income: $1015

Airbnb ROI: 4.99%

Traditional ROI: 1.13%

134 Magda Ln

Ashland, NY

5 beds | 3 baths | 2,640 sq.ft.

$684,000

Airbnb cash on cash: -0.66%

Traditional cash on cash: 2.64%

Airbnb Rental Income: $1755

Traditional Rental Income: $3379

Airbnb ROI: -0.66%

Traditional ROI: 2.64%

11400 New York 23

Ashland, NY

N/A beds | N/A baths | N/A

$2,000,000

Airbnb cash on cash: -1.72%

Traditional cash on cash: -2.28%

Airbnb Rental Income: $2560

Traditional Rental Income: $904

Airbnb ROI: -1.72%

Traditional ROI: -2.28%

0 Route 10

Ashland, NY

N/A beds | N/A baths | N/A

$189,000

Airbnb cash on cash: 7.62%

Traditional cash on cash: 1.17%

Airbnb Rental Income: $2560

Traditional Rental Income: $786

Airbnb ROI: 7.62%

Traditional ROI: 1.17%

0 Campbell Rd

Ashland, NY

N/A beds | N/A baths | N/A

$995,000

Airbnb cash on cash: -0.71%

Traditional cash on cash: -1.96%

Airbnb Rental Income: $2560

Traditional Rental Income: $786

Airbnb ROI: -0.71%