Real Estate Investment Properties for Sale in Monticello, NY

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
45 Coopers Corner Road Monticello, NY Nestled on a sprawling 6.6-acre parcel of private land, this saltbox-style offers the perf...	2 beds \| 3 baths \| 2,468 sq.ft.	$825,000	Airbnb cash on cash: -1.17% Traditional cash on cash: 1.32% Airbnb Rental Income: $1408 Traditional Rental Income: $2899 Airbnb ROI: -1.17% Traditional ROI: 1.32%
224 Lake Shore Drive Monticello, NY Welcome to 224 Lake Shore Drive, a turn-key lakeview retreat set on a peaceful 0.55-acre l...	3 beds \| 3 baths \| 2,279 sq.ft.	$675,000	Airbnb cash on cash: -1.6% Traditional cash on cash: 1.2% Airbnb Rental Income: $1449 Traditional Rental Income: $2783 Airbnb ROI: -1.6% Traditional ROI: 1.2%
6 Leonardo Road Monticello, NY LOW LOW TAXES!!! PRIVACY IS KEY!!! Check out his 3 Bedroom, 1 Full Bathroom Ranch style ho...	3 beds \| 1 baths \| 1,027 sq.ft.	$249,999	Airbnb cash on cash: 1.98% Traditional cash on cash: 5.66% Airbnb Rental Income: $1449 Traditional Rental Income: $1886 Airbnb ROI: 1.98% Traditional ROI: 5.66%
114 Levine Road Monticello, NY How would you like the opportunity to own or develop 70 acres of beautiful open pastures, ...	5 beds \| 3 baths \| 4,094 sq.ft.	$2,400,000	Airbnb cash on cash: -0.69% Traditional cash on cash: 0.25% Airbnb Rental Income: $2309 Traditional Rental Income: $3817 Airbnb ROI: -0.69% Traditional ROI: 0.25%
105 Wood Avenue Monticello, NY Large spacious Renovated 2 story Ready to move in - house is on a quiet residential block ...	4 beds \| 2 baths \| 1,768 sq.ft.	$375,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 4.28% Airbnb Rental Income: $1490 Traditional Rental Income: $2488 Airbnb ROI: 0.2% Traditional ROI: 4.28%
279 Cold Spring Road Monticello, NY Welcome to this beautifully maintained 3-bedroom, 1.5-bath home, perfectly situated on jus...	3 beds \| 2 baths \| 1,040 sq.ft.	$299,999	Airbnb cash on cash: 1.53% Traditional cash on cash: 4.52% Airbnb Rental Income: $1449 Traditional Rental Income: $1863 Airbnb ROI: 1.53% Traditional ROI: 4.52%
275-277 State Route 17b Monticello, NY Super commercial location with close proximity to Route 17 exit ramps, shopping, service s...	5 beds \| 2 baths \| N/A	$649,900	Airbnb cash on cash: -0.1% Traditional cash on cash: 1.17% Airbnb Rental Income: $2309 Traditional Rental Income: $2507 Airbnb ROI: -0.1% Traditional ROI: 1.17%
31 Forestburgh Road Monticello, NY This unique property in the Village of Monticello offers a great opportunity for a residen...	3 beds \| 1 baths \| 1,250 sq.ft.	$335,000	Airbnb cash on cash: 0.57% Traditional cash on cash: 3% Airbnb Rental Income: $1449 Traditional Rental Income: $1784 Airbnb ROI: 0.57% Traditional ROI: 3%
105-107 E Cold Spring Road Monticello, NY This property brings in $4900 monthly! Low property taxes! Three houses renovated in recen...	3 beds \| 4 baths \| N/A	$525,000	Airbnb cash on cash: -0.56% Traditional cash on cash: 4.09% Airbnb Rental Income: $1449 Traditional Rental Income: $3304 Airbnb ROI: -0.56% Traditional ROI: 4.09%
97 Serenity Lane Monticello, NY An Exclusive Masterpiece: 97 Serenity Lane, Monticello, NY 12701 A truly rare opportunity ...	4 beds \| 5 baths \| 7,825 sq.ft.	$8,000,000	Airbnb cash on cash: -1.21% Traditional cash on cash: -0.6% Airbnb Rental Income: $1490 Traditional Rental Income: $5614 Airbnb ROI: -1.21% Traditional ROI: -0.6%
135-149 Wildcat Road Monticello, NY This multi-family and commercial property set on over 6 acres in Monticello, Thompson town...	9 beds \| 5 baths \| 4,195 sq.ft.	$630,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 6.67% Airbnb Rental Income: $2309 Traditional Rental Income: $5422 Airbnb ROI: 0.4% Traditional ROI: 6.67%
25 Pansy Lane Monticello, NY Welcome to a fantastic opportunity in the sought-after Kinnebrook Community. This 2-bedroo...	2 beds \| 2 baths \| 1,008 sq.ft.	$64,999	Airbnb cash on cash: -2.5% Traditional cash on cash: 10.27% Airbnb Rental Income: $1408 Traditional Rental Income: $1812 Airbnb ROI: -2.5% Traditional ROI: 10.27%
394 State Route 17B Lot#19 Monticello, NY Cozy 2 bedroom/2bathroom with washer and dryer hookups in Brookside Mobile Home Park. Set ...	2 beds \| 2 baths \| 960 sq.ft.	$105,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 10.45% Airbnb Rental Income: $1408 Traditional Rental Income: $2041 Airbnb ROI: 0.08% Traditional ROI: 10.45%
23 Woodland Way Monticello, NY Step into tranquility at this charming Catskills retreat, perfectly nestled on a peaceful ...	3 beds \| 2 baths \| 1,395 sq.ft.	$293,000	Airbnb cash on cash: 1.52% Traditional cash on cash: 6.35% Airbnb Rental Income: $1449 Traditional Rental Income: $2351 Airbnb ROI: 1.52% Traditional ROI: 6.35%
1 Decker Farm Road Monticello, NY Welcome home to this beautifully maintained 3-bedroom colonial set on a premium .61-acre l...	3 beds \| 3 baths \| 2,093 sq.ft.	$439,900	Airbnb cash on cash: -0.4% Traditional cash on cash: 4.52% Airbnb Rental Income: $1449 Traditional Rental Income: $3044 Airbnb ROI: -0.4% Traditional ROI: 4.52%
43 Melody Lake Drive Monticello, NY Welcome to 43 Melody Lake Drive, a community that provides exclusive access to the Melody ...	4 beds \| 2 baths \| 1,796 sq.ft.	$280,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 8.03% Airbnb Rental Income: $1490 Traditional Rental Income: $2968 Airbnb ROI: 0.77% Traditional ROI: 8.03%
3560 State Route 42 Monticello, NY If you've been waiting for the perfect project to unleash your creativity, this is it. Thi...	3 beds \| 2 baths \| 1,514 sq.ft.	$215,000	Airbnb cash on cash: 1.99% Traditional cash on cash: 8.64% Airbnb Rental Income: $1449 Traditional Rental Income: $2373 Airbnb ROI: 1.99% Traditional ROI: 8.64%
194 Old Liberty Road Monticello, NY MOTIVATED SELLER Welcome to 194 Old Liberty Rd, a 1,508 sq ft single-family home nestled i...	3 beds \| 1 baths \| 1,508 sq.ft.	$299,000	Airbnb cash on cash: 1.03% Traditional cash on cash: 3.68% Airbnb Rental Income: $1449 Traditional Rental Income: $1765 Airbnb ROI: 1.03% Traditional ROI: 3.68%
31 Bell Way Monticello, NY Discover comfort and convenience in this updated 2-bedroom, 1-bath mobile home offering 1,...	2 beds \| 1 baths \| 1,100 sq.ft.	$85,000	Airbnb cash on cash: -1.3% Traditional cash on cash: 5.88% Airbnb Rental Income: $1408 Traditional Rental Income: $1583 Airbnb ROI: -1.3% Traditional ROI: 5.88%
51 Hidden Ridge Terrace Monticello, NY Welcome to Hidden Ridge - "The Jewel of the Catskills"! This charming 2-bedroom, 2-bath, f...	2 beds \| 2 baths \| 1,114 sq.ft.	$350,000	Airbnb cash on cash: -0.46% Traditional cash on cash: 2.14% Airbnb Rental Income: $1408 Traditional Rental Income: $1840 Airbnb ROI: -0.46% Traditional ROI: 2.14%
6 Lakeside Drive Monticello, NY LAKEFRONT living in Greentree Village, thoughtfully updated and ready to enjoy. This 3-bed...	3 beds \| 3 baths \| 1,112 sq.ft.	$388,500	Airbnb cash on cash: -0.71% Traditional cash on cash: 3.54% Airbnb Rental Income: $1449 Traditional Rental Income: $2566 Airbnb ROI: -0.71% Traditional ROI: 3.54%
14 Lena Road Monticello, NY Rare opportunity to own a lakefront home in Lake Joseph. These do not come up often, and a...	3 beds \| 3 baths \| 2,520 sq.ft.	$649,000	Airbnb cash on cash: -1.08% Traditional cash on cash: 2.04% Airbnb Rental Income: $1449 Traditional Rental Income: $2910 Airbnb ROI: -1.08% Traditional ROI: 2.04%

Real Estate investment in Monticello, NY

There are 22 properties for sale in the city of Monticello . The median list price in Monticello is $250,000 and the average price per square foot is $136. In April 2026, the average monthly cash on cash return in Monticello is 4.00%. The average monthly rental income in Monticello is $2,373.

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

There are 22 investment properties available for sale in Monticello.

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

The ROI for Short-Term is higher than the Long-Term in Monticello with average rental income of $1,449.

Your search for investment property begins and ends here

Investment Property for Sale in Monticello, NY

45 Coopers Corner Road

Monticello, NY

2 beds | 3 baths | 2,468 sq.ft.

$825,000

Airbnb cash on cash: -1.17%

Traditional cash on cash: 1.32%

Airbnb Rental Income: $1408

Traditional Rental Income: $2899

Airbnb ROI: -1.17%

Traditional ROI: 1.32%

224 Lake Shore Drive

Monticello, NY

3 beds | 3 baths | 2,279 sq.ft.

$675,000

Airbnb cash on cash: -1.6%

Traditional cash on cash: 1.2%

Airbnb Rental Income: $1449

Traditional Rental Income: $2783

Airbnb ROI: -1.6%

Traditional ROI: 1.2%

6 Leonardo Road

Monticello, NY

3 beds | 1 baths | 1,027 sq.ft.

$249,999

Airbnb cash on cash: 1.98%

Traditional cash on cash: 5.66%

Airbnb Rental Income: $1449

Traditional Rental Income: $1886

Airbnb ROI: 1.98%

Traditional ROI: 5.66%

114 Levine Road

Monticello, NY

5 beds | 3 baths | 4,094 sq.ft.

$2,400,000

Airbnb cash on cash: -0.69%

Traditional cash on cash: 0.25%

Airbnb Rental Income: $2309

Traditional Rental Income: $3817

Airbnb ROI: -0.69%

Traditional ROI: 0.25%

105 Wood Avenue

Monticello, NY

4 beds | 2 baths | 1,768 sq.ft.

$375,000

Airbnb cash on cash: 0.2%

Traditional cash on cash: 4.28%

Airbnb Rental Income: $1490

Traditional Rental Income: $2488

Airbnb ROI: 0.2%

Traditional ROI: 4.28%

279 Cold Spring Road

Monticello, NY

3 beds | 2 baths | 1,040 sq.ft.

$299,999

Airbnb cash on cash: 1.53%

Traditional cash on cash: 4.52%

Airbnb Rental Income: $1449

Traditional Rental Income: $1863

Airbnb ROI: 1.53%

Traditional ROI: 4.52%

275-277 State Route 17b

Monticello, NY

5 beds | 2 baths | N/A

$649,900

Airbnb cash on cash: -0.1%

Traditional cash on cash: 1.17%

Airbnb Rental Income: $2309

Traditional Rental Income: $2507

Airbnb ROI: -0.1%

Traditional ROI: 1.17%

31 Forestburgh Road

Monticello, NY

3 beds | 1 baths | 1,250 sq.ft.

$335,000

Airbnb cash on cash: 0.57%

Traditional cash on cash: 3%

Airbnb Rental Income: $1449

Traditional Rental Income: $1784

Airbnb ROI: 0.57%