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
6 Summit Pl Monticello, NY Two beautiful two bedroom mostly renovated, new hardwood flooring, new kitchen, new bathro...	2 beds \| 2 baths \| 1,144 sq.ft.	$319,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 2.59% Airbnb Rental Income: $2018 Traditional Rental Income: $1942 Airbnb ROI: 1.09% Traditional ROI: 2.59%
221 Starlight Rd Monticello, NY Swinging Bridge Reservoir lakefront home. This is your chance to own a lakefront home on S...	3 beds \| 2 baths \| 1,600 sq.ft.	$790,000	Airbnb cash on cash: -0.72% Traditional cash on cash: 0.34% Airbnb Rental Income: $2091 Traditional Rental Income: $2337 Airbnb ROI: -0.72% Traditional ROI: 0.34%
5 High St Monticello, NY The home interior is in good condition with all the mechanicals in working condition. Hard...	2 beds \| 1 baths \| 1,241 sq.ft.	$250,000	Airbnb cash on cash: 3.23% Traditional cash on cash: 1.76% Airbnb Rental Income: $2018 Traditional Rental Income: $1144 Airbnb ROI: 3.23% Traditional ROI: 1.76%
39 Dingle Daisy Rd Monticello, NY This raised ranch style home, featuring 5 bedrooms and 2 full baths, provides spacious liv...	5 beds \| 2 baths \| 2,062 sq.ft.	$415,000	Airbnb cash on cash: 1.37% Traditional cash on cash: 4.64% Airbnb Rental Income: $2182 Traditional Rental Income: $2902 Airbnb ROI: 1.37% Traditional ROI: 4.64%
45 Coopers Corner Rd 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.	$799,999	Airbnb cash on cash: -0.5% Traditional cash on cash: 1.39% Airbnb Rental Income: $2018 Traditional Rental Income: $2899 Airbnb ROI: -0.5% Traditional ROI: 1.39%
11 Smith St Monticello, NY This beautiful and maintained home is great for FHA or investment. The property has a 3-4 ...	3 beds \| 1 baths \| 1,056 sq.ft.	$399,000	Airbnb cash on cash: 2% Traditional cash on cash: 2.08% Airbnb Rental Income: $2091 Traditional Rental Income: $1583 Airbnb ROI: 2% Traditional ROI: 2.08%
22 Smith St Monticello, NY Cute & cozy renovated cottage available for immediate sale. Property is perfect for a vaca...	1 beds \| 1 baths \| 408 sq.ft.	$145,000	Airbnb cash on cash: -2.16% Traditional cash on cash: 3.64% Airbnb Rental Income: $425 Traditional Rental Income: $972 Airbnb ROI: -2.16% Traditional ROI: 3.64%
399 Gregory Rd Monticello, NY Per the Owner's information: Zoned RR2 Agricultural/Residential. Bed and Breakfast, 2-Fam...	14 beds \| 12 baths \| 17,570 sq.ft.	$5,000,000	Airbnb cash on cash: -1.39% Traditional cash on cash: -0.56% Airbnb Rental Income: $2182 Traditional Rental Income: $5487 Airbnb ROI: -1.39% Traditional ROI: -0.56%
73 Harmony Ln #85 Monticello, NY 1 FAMILY CONDO- TOWNHOUSE-10 FT. CEILINGS IN FINISHED BASEMENT-DECK IN REAR-TENANT OCCUPIE...	3 beds \| 1 baths \| 1,200 sq.ft.	$145,000	Airbnb cash on cash: 6.63% Traditional cash on cash: 6.43% Airbnb Rental Income: $2091 Traditional Rental Income: $1525 Airbnb ROI: 6.63% Traditional ROI: 6.43%
10 Hanover Dr Monticello, NY Turnkey opportunity with immediate income in place. This property features a current tenan...	3 beds \| 2 baths \| 1,772 sq.ft.	$351,999	Airbnb cash on cash: 1.85% Traditional cash on cash: 5.77% Airbnb Rental Income: $2091 Traditional Rental Income: $2848 Airbnb ROI: 1.85% Traditional ROI: 5.77%
62 Clinton Ave Monticello, NY This spacious property offers not one, but two separate living spaces â ideal for extend...	4 beds \| 2 baths \| 1,568 sq.ft.	$299,000	Airbnb cash on cash: 4.69% Traditional cash on cash: 7.05% Airbnb Rental Income: $2875 Traditional Rental Income: $2871 Airbnb ROI: 4.69% Traditional ROI: 7.05%
2 Sunset Dr Monticello, NY Perfectly located, nice corner lot house in Monticello, In Very good shape. 3 bedroom and ...	3 beds \| 1 baths \| 1,800 sq.ft.	$370,000	Airbnb cash on cash: 1.8% Traditional cash on cash: 2.21% Airbnb Rental Income: $2091 Traditional Rental Income: $1696 Airbnb ROI: 1.8% Traditional ROI: 2.21%
38 Marjorie Dr Monticello, NY Welcome to this updated 3 bed, 2 bath Colonial home that sits on a beautiful 1 acre lot wi...	4 beds \| 2 baths \| 1,560 sq.ft.	$349,000	Airbnb cash on cash: 3.29% Traditional cash on cash: 4.13% Airbnb Rental Income: $2875 Traditional Rental Income: $2480 Airbnb ROI: 3.29% Traditional ROI: 4.13%
224 Lake Shore Dr Monticello, NY Welcome to 224 Lake Shore Drive, a turn-key lakeview retreat set on a peaceful 0.55-acre l...	3 beds \| 2 baths \| 2,279 sq.ft.	$650,000	Airbnb cash on cash: 0.02% Traditional cash on cash: 2.05% Airbnb Rental Income: $2091 Traditional Rental Income: $2783 Airbnb ROI: 0.02% Traditional ROI: 2.05%
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.	$2,300,000	Airbnb cash on cash: -0.72% Traditional cash on cash: 0.3% Airbnb Rental Income: $2182 Traditional Rental Income: $3817 Airbnb ROI: -0.72% Traditional ROI: 0.3%
105 Wood Ave Monticello, NY Large spacious Renovated 2 story Ready to move in - house is on a quiet residential block ...	4 beds \| 1 baths \| 1,768 sq.ft.	$365,000	Airbnb cash on cash: 3.6% Traditional cash on cash: 4.42% Airbnb Rental Income: $2875 Traditional Rental Income: $2488 Airbnb ROI: 3.6% Traditional ROI: 4.42%
279 Cold Spring Rd Monticello, NY Welcome to this beautifully maintained 3-bedroom, 1.5-bath home, perfectly situated on jus...	3 beds \| 1 baths \| 1,040 sq.ft.	$297,999	Airbnb cash on cash: 3.45% Traditional cash on cash: 4.55% Airbnb Rental Income: $2091 Traditional Rental Income: $1863 Airbnb ROI: 3.45% Traditional ROI: 4.55%
370 Starlight Rd Monticello, NY History, character, and simplicity come together here. Welcome to 370 Starlight Rd. Set on...	2 beds \| 1 baths \| 1,080 sq.ft.	$424,900	Airbnb cash on cash: 1.37% Traditional cash on cash: 2.75% Airbnb Rental Income: $2018 Traditional Rental Income: $2042 Airbnb ROI: 1.37% Traditional ROI: 2.75%
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 \| 2,128 sq.ft.	$649,900	Airbnb cash on cash: -0.5% Traditional cash on cash: 1.17% Airbnb Rental Income: $2018 Traditional Rental Income: $2507 Airbnb ROI: -0.5% Traditional ROI: 1.17%
46 Lakewood Ave Monticello, NY Discover endless possibilities with this spacious land off Broadway in Monticello, NY. Per...	5 beds \| 2 baths \| 2,441 sq.ft.	$1,500,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 1.01% Airbnb Rental Income: $2182 Traditional Rental Income: $3718 Airbnb ROI: -0.49% Traditional ROI: 1.01%
33 Melody Lake Dr Monticello, NY Discover this move-in ready 1,248 sq ft, 3-bedroom, 1-bath ranch house featuring hardwood ...	3 beds \| 1 baths \| 1,248 sq.ft.	$245,000	Airbnb cash on cash: 2.86% Traditional cash on cash: 4.32% Airbnb Rental Income: $2091 Traditional Rental Income: $1891 Airbnb ROI: 2.86% Traditional ROI: 4.32%
174 Dingle Daisy Rd Monticello, NY 210 acres of pristine land in Monticello, NY offers a rare opportunity to create your own ...	N/A beds \| N/A baths \| 863 sq.ft.	$1,600,000	Airbnb cash on cash: -0.86% Traditional cash on cash: -0.78% Airbnb Rental Income: $2202 Traditional Rental Income: $1758 Airbnb ROI: -0.86% Traditional ROI: -0.78%
64 Moon Manor Rd #3 Monticello, NY Come take a look at this newly renvated townhouse in Woodland Apartments. Renovations wer...	3 beds \| 1 baths \| 1,464 sq.ft.	$165,000	Airbnb cash on cash: 5.87% Traditional cash on cash: 10.03% Airbnb Rental Income: $2091 Traditional Rental Income: $2209 Airbnb ROI: 5.87% Traditional ROI: 10.03%
31 Forestburgh Rd Monticello, NY Cash offers only. This unique property in the Village of Monticello offers a great opportu...	3 beds \| 1 baths \| 1,250 sq.ft.	$335,000	Airbnb cash on cash: 2.27% Traditional cash on cash: 3% Airbnb Rental Income: $2091 Traditional Rental Income: $1784 Airbnb ROI: 2.27% Traditional ROI: 3%
97 Pittaluga Dr Monticello, NY Set on 10 acres along a quiet street in Monticello, this well-kept 3-bedroom, 3-bath home ...	5 beds \| 2 baths \| 3,450 sq.ft.	$999,500	Airbnb cash on cash: -0.36% Traditional cash on cash: 1.05% Airbnb Rental Income: $2182 Traditional Rental Income: $2938 Airbnb ROI: -0.36% Traditional ROI: 1.05%
27 Prince St Monticello, NY Welcome to 27 Prince Street-where classic charm, smart design, and a prime Monticello loca...	4 beds \| 2 baths \| 1,535 sq.ft.	$349,000	Airbnb cash on cash: 3.4% Traditional cash on cash: 4.49% Airbnb Rental Income: $2875 Traditional Rental Income: $2562 Airbnb ROI: 3.4% Traditional ROI: 4.49%
253 Harris Bushville Rd Monticello, NY Turn-Key Perfection on 1.7 Private Acres! Welcome home to this stunning, completely renova...	3 beds \| 2 baths \| 1,540 sq.ft.	$299,000	Airbnb cash on cash: 3.22% Traditional cash on cash: 5.77% Airbnb Rental Income: $2091 Traditional Rental Income: $2273 Airbnb ROI: 3.22% Traditional ROI: 5.77%
105-107 E Cold Spring Rd 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: 0.53% Traditional cash on cash: 4.09% Airbnb Rental Income: $2091 Traditional Rental Income: $3304 Airbnb ROI: 0.53% Traditional ROI: 4.09%
4 Ivanhoe Ct Monticello, NY On a peaceful Cul-de sac in the desirable community of Camelot Woods sits this ranch home ...	2 beds \| 2 baths \| 1,080 sq.ft.	$235,000	Airbnb cash on cash: 2% Traditional cash on cash: 3.82% Airbnb Rental Income: $2018 Traditional Rental Income: $1897 Airbnb ROI: 2% Traditional ROI: 3.82%
209 Gregory Rd Monticello, NY This newly constructed home was designed with entertaining in mind. The expansive great ro...	3 beds \| 2 baths \| 2,800 sq.ft.	$649,900	Airbnb cash on cash: 0.3% Traditional cash on cash: 2% Airbnb Rental Income: $2091 Traditional Rental Income: $2581 Airbnb ROI: 0.3% Traditional ROI: 2%
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: 0.22% Traditional cash on cash: 6.67% Airbnb Rental Income: $2182 Traditional Rental Income: $5422 Airbnb ROI: 0.22% Traditional ROI: 6.67%
25 Pansy Ln Monticello, NY Welcome to a fantastic opportunity in the sought-after Kinnebrook Community. This 2-bedroo...	2 beds \| 1 baths \| 1,008 sq.ft.	$64,999	Airbnb cash on cash: 5.34% Traditional cash on cash: 10.27% Airbnb Rental Income: $2018 Traditional Rental Income: $1812 Airbnb ROI: 5.34% Traditional ROI: 10.27%
10 Smith St Monticello, NY 10 Smith St, Monticello, NY 12701 \| Multi Family	6 beds \| 2 baths \| N/A	$275,000	Airbnb cash on cash: 2.7% Traditional cash on cash: 5.77% Airbnb Rental Income: $2018 Traditional Rental Income: $2287 Airbnb ROI: 2.7% Traditional ROI: 5.77%
3 Woodcliff Ave Monticello, NY 3 Woodcliff Ave, Monticello, NY 12701 \| Single Family Residential	7 beds \| 3 baths \| 5,700 sq.ft.	$789,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 1.3% Airbnb Rental Income: $2182 Traditional Rental Income: $3044 Airbnb ROI: -0.62% Traditional ROI: 1.3%
33 Landfield Ave Monticello, NY 33 Landfield Ave, Monticello, NY 12701 \| Multi Family	4 beds \| 2 baths \| 1,924 sq.ft.	$275,000	Airbnb cash on cash: 3.23% Traditional cash on cash: 3.52% Airbnb Rental Income: $2182 Traditional Rental Income: $1706 Airbnb ROI: 3.23% Traditional ROI: 3.52%
565 Cold Spring Rd Monticello, NY 565 Cold Spring Rd, Monticello, NY 12701 \| Single Family Residential	2 beds \| 1 baths \| 1,008 sq.ft.	$220,000	Airbnb cash on cash: 4.03% Traditional cash on cash: 2.67% Airbnb Rental Income: $2018 Traditional Rental Income: $1210 Airbnb ROI: 4.03% Traditional ROI: 2.67%
24 Garden Dr Monticello, NY 24 Garden Dr, Monticello, NY 12701 \| Single Family Residential	5 beds \| 2 baths \| 2,544 sq.ft.	$699,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 1.03% Airbnb Rental Income: $2182 Traditional Rental Income: $2527 Airbnb ROI: -0.35% Traditional ROI: 1.03%
3 Kukas Rd Monticello, NY 3 Kukas Rd, Monticello, NY 12701 \| Single Family Residential	4 beds \| N/A baths \| 1,800 sq.ft.	$315,000	Airbnb cash on cash: 4.43% Traditional cash on cash: 4.29% Airbnb Rental Income: $2875 Traditional Rental Income: $2166 Airbnb ROI: 4.43% Traditional ROI: 4.29%
541 Cold Spring Rd Monticello, NY 541 Cold Spring Rd, Monticello, NY 12701 \| Single Family Residential	3 beds \| 1 baths \| 1,512 sq.ft.	$524,999	Airbnb cash on cash: 0.27% Traditional cash on cash: 0.98% Airbnb Rental Income: $2091 Traditional Rental Income: $1901 Airbnb ROI: 0.27% Traditional ROI: 0.98%
518 Sackett Lake Rd Monticello, NY 518 Sackett Lake Rd, Monticello, NY 12701 \| Single Family Residential	3 beds \| 2 baths \| 2,280 sq.ft.	$499,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 1.66% Airbnb Rental Income: $2091 Traditional Rental Income: $2128 Airbnb ROI: 0.43% Traditional ROI: 1.66%

Real Estate investment in Monticello, NY

There are 144 properties for sale in the city of Monticello . The median list price in Monticello is $279,833 and the average price per square foot is $141. In July 2026, the average monthly cash on cash return in Monticello is 2.00%. The average monthly rental income in Monticello is $1,868.

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

There are 144 investment properties available for sale in Monticello.

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

The ROI for Long-Term is higher than the Short-Term in Monticello with average rental income of $1,868.

Your search for investment property begins and ends here

Investment Property for Sale in Monticello, NY

6 Summit Pl

Monticello, NY

2 beds | 2 baths | 1,144 sq.ft.

$319,000

Airbnb cash on cash: 1.09%

Traditional cash on cash: 2.59%

Airbnb Rental Income: $2018

Traditional Rental Income: $1942

Airbnb ROI: 1.09%

Traditional ROI: 2.59%

221 Starlight Rd

Monticello, NY

3 beds | 2 baths | 1,600 sq.ft.

$790,000

Airbnb cash on cash: -0.72%

Traditional cash on cash: 0.34%

Airbnb Rental Income: $2091

Traditional Rental Income: $2337

Airbnb ROI: -0.72%

Traditional ROI: 0.34%

5 High St

Monticello, NY

2 beds | 1 baths | 1,241 sq.ft.

$250,000

Airbnb cash on cash: 3.23%

Traditional cash on cash: 1.76%

Airbnb Rental Income: $2018

Traditional Rental Income: $1144

Airbnb ROI: 3.23%

Traditional ROI: 1.76%

39 Dingle Daisy Rd

Monticello, NY

5 beds | 2 baths | 2,062 sq.ft.

$415,000

Airbnb cash on cash: 1.37%

Traditional cash on cash: 4.64%

Airbnb Rental Income: $2182

Traditional Rental Income: $2902

Airbnb ROI: 1.37%

Traditional ROI: 4.64%

45 Coopers Corner Rd

Monticello, NY

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

$799,999

Airbnb cash on cash: -0.5%

Traditional cash on cash: 1.39%

Airbnb Rental Income: $2018

Traditional Rental Income: $2899

Airbnb ROI: -0.5%

Traditional ROI: 1.39%

11 Smith St

Monticello, NY

3 beds | 1 baths | 1,056 sq.ft.

$399,000

Airbnb cash on cash: 2%

Traditional cash on cash: 2.08%

Airbnb Rental Income: $2091

Traditional Rental Income: $1583

Airbnb ROI: 2%

Traditional ROI: 2.08%

22 Smith St

Monticello, NY

1 beds | 1 baths | 408 sq.ft.

$145,000

Airbnb cash on cash: -2.16%

Traditional cash on cash: 3.64%

Airbnb Rental Income: $425

Traditional Rental Income: $972

Airbnb ROI: -2.16%

Traditional ROI: 3.64%

399 Gregory Rd

Monticello, NY

14 beds | 12 baths | 17,570 sq.ft.

$5,000,000

Airbnb cash on cash: -1.39%

Traditional cash on cash: -0.56%

Airbnb Rental Income: $2182

Traditional Rental Income: $5487

Airbnb ROI: -1.39%