Real Estate Investment Properties for Sale in Bloomingburg, NY

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

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
65 Old Turnpike Rd Bloomingburg, NY If you were looking for an upstate, chalet style getaway home, then look no further! An am...	2 beds \| 2 baths \| 1,296 sq.ft.	$325,000	Airbnb cash on cash: 0.61% Traditional cash on cash: 4.47% Airbnb Rental Income: $1466 Traditional Rental Income: $2212 Airbnb ROI: 0.61% Traditional ROI: 4.47%
109 Main St Bloomingburg, NY Village of Bloomingburg three one bedroom units ,landlord all units are one bedroom one ...	N/A beds \| N/A baths \| 2,088 sq.ft.	$750,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 1.95% Airbnb Rental Income: $1466 Traditional Rental Income: $2708 Airbnb ROI: -0.45% Traditional ROI: 1.95%
633 Winterton Rd Bloomingburg, NY Spacious Colonial Home Ideally Sited on a 1.88 Acres in the Winterton Countryside. The Hom...	3 beds \| 2 baths \| 2,376 sq.ft.	$499,000	Airbnb cash on cash: -0.91% Traditional cash on cash: 3.07% Airbnb Rental Income: $1370 Traditional Rental Income: $2808 Airbnb ROI: -0.91% Traditional ROI: 3.07%
20 Patrick Dr Bloomingburg, NY Welcome to 20 Patrick Drive in Bloomingburg, NY, a lovely home, situated in a serene neigh...	3 beds \| 2 baths \| 2,220 sq.ft.	$489,999	Airbnb cash on cash: -0.88% Traditional cash on cash: 3.44% Airbnb Rental Income: $1370 Traditional Rental Income: $2933 Airbnb ROI: -0.88% Traditional ROI: 3.44%
832 Bloomingburg Rd Bloomingburg, NY 1890's High Victorian with main and service staircase. A real remnant of more gentile day...	4 beds \| 2 baths \| 3,498 sq.ft.	$565,000	Airbnb cash on cash: 3.05% Traditional cash on cash: 2.94% Airbnb Rental Income: $3944 Traditional Rental Income: $3039 Airbnb ROI: 3.05% Traditional ROI: 2.94%
371 Shawanga Lodge Rd Bloomingburg, NY Bring your imagination to this project! Three bedroom one bath ranch home with stunning vi...	3 beds \| 1 baths \| 702 sq.ft.	$299,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 3.95% Airbnb Rental Income: $1370 Traditional Rental Income: $1866 Airbnb ROI: 0.7% Traditional ROI: 3.95%
354 Petticoat Lane Bloomingburg, NY Welcome to this charming Bloomingburg Ranch home nestled on Petticoat Lane. This home offe...	3 beds \| 2 baths \| 2,402 sq.ft.	$595,000	Airbnb cash on cash: -1.42% Traditional cash on cash: 2.81% Airbnb Rental Income: $1370 Traditional Rental Income: $3305 Airbnb ROI: -1.42% Traditional ROI: 2.81%
4 Lewis Lane Bloomingburg, NY Welcome to 4 Lewis Lane, a striking contemporary residence that blends modern elegance wit...	4 beds \| 3 baths \| 2,495 sq.ft.	$900,000	Airbnb cash on cash: 0.78% Traditional cash on cash: 1.4% Airbnb Rental Income: $3944 Traditional Rental Income: $3618 Airbnb ROI: 0.78% Traditional ROI: 1.4%
309 Winterton Rd Bloomingburg, NY Beautiful custom built home at the foot of the Catskills! This award winning design by Rob...	4 beds \| 2 baths \| 3,115 sq.ft.	$524,900	Airbnb cash on cash: 2.64% Traditional cash on cash: 2.81% Airbnb Rental Income: $3944 Traditional Rental Income: $3180 Airbnb ROI: 2.64% Traditional ROI: 2.81%
439 Roosa Gap Rd Bloomingburg, NY This IMMACULATE Beautiful log home is located in the Pinebush School district. Situated on...	4 beds \| 3 baths \| 1,615 sq.ft.	$699,000	Airbnb cash on cash: 2.13% Traditional cash on cash: 0.46% Airbnb Rental Income: $3944 Traditional Rental Income: $2010 Airbnb ROI: 2.13% Traditional ROI: 0.46%
34 Fire Tower Rd Bloomingburg, NY Introducing a charming 4 bedroom, 2.5 bath home nestled on a beautifully landscaped privat...	4 beds \| 2 baths \| 2,256 sq.ft.	$599,000	Airbnb cash on cash: 2.28% Traditional cash on cash: 2.56% Airbnb Rental Income: $3944 Traditional Rental Income: $3254 Airbnb ROI: 2.28% Traditional ROI: 2.56%
267 Shawanga Lodge Rd Bloomingburg, NY Stunning Custom Colonial \| 3,600 Sq Ft \| Seasonal Mountain Views \| Finished Walk-Out Basem...	4 beds \| 2 baths \| 2,400 sq.ft.	$699,900	Airbnb cash on cash: 1.71% Traditional cash on cash: 2.3% Airbnb Rental Income: $3944 Traditional Rental Income: $3481 Airbnb ROI: 1.71% Traditional ROI: 2.3%
12 Old Turnpike Rd Bloomingburg, NY Enjoy the timeless appeal of a colonial layout with generous living spaces, perfect for en...	3 beds \| 1 baths \| 1,336 sq.ft.	$399,000	Airbnb cash on cash: 0.04% Traditional cash on cash: 3.36% Airbnb Rental Income: $1370 Traditional Rental Income: $2195 Airbnb ROI: 0.04% Traditional ROI: 3.36%
328 Stone School House Rd Bloomingburg, NY Charming 3-Bedroom Ranch Home Welcomes you in the desirable Crawford Pine Bush school dist...	3 beds \| 2 baths \| 1,374 sq.ft.	$235,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 7.49% Airbnb Rental Income: $1370 Traditional Rental Income: $2448 Airbnb ROI: 0.76% Traditional ROI: 7.49%
118 Old Roosa Gap Rd Bloomingburg, NY Duplex 2 units Multi Family Home Pine Bush Schools Private Multi-Family Retreat on 7+ Acre...	4 beds \| 2 baths \| 2,533 sq.ft.	$579,000	Airbnb cash on cash: -0.78% Traditional cash on cash: 0.54% Airbnb Rental Income: $1370 Traditional Rental Income: $1668 Airbnb ROI: -0.78% Traditional ROI: 0.54%
4 Rachel Ct Bloomingburg, NY Welcome to 4 Rachel Court in Bloomingburg, NY. This custom home offers sweeping Hudson Val...	3 beds \| 4 baths \| 3,148 sq.ft.	$799,000	Airbnb cash on cash: -1.59% Traditional cash on cash: 1.67% Airbnb Rental Income: $1370 Traditional Rental Income: $3379 Airbnb ROI: -1.59% Traditional ROI: 1.67%
575 Roosa Gap Rd Bloomingburg, NY Welcome to your dream homestead. This magnificent 4-bedroom, 2-bathroom log cabin is nestl...	4 beds \| 2 baths \| 1,914 sq.ft.	$950,000	Airbnb cash on cash: 1.04% Traditional cash on cash: 0.99% Airbnb Rental Income: $3944 Traditional Rental Income: $3052 Airbnb ROI: 1.04% Traditional ROI: 0.99%
67 Main St Bloomingburg, NY 67 Main St, Bloomingburg, NY 12721 \| Manufactured Home	2 beds \| 1 baths \| 1,650 sq.ft.	$490,000	Airbnb cash on cash: -0.65% Traditional cash on cash: 0.25% Airbnb Rental Income: $1466 Traditional Rental Income: $1449 Airbnb ROI: -0.65% Traditional ROI: 0.25%
263 Burlingham Rd Bloomingburg, NY 263 Burlingham Rd, Bloomingburg, NY 12721 \| Single Family Residential	4 beds \| 2 baths \| 2,650 sq.ft.	$725,000	Airbnb cash on cash: 1.74% Traditional cash on cash: 1.87% Airbnb Rental Income: $3944 Traditional Rental Income: $3186 Airbnb ROI: 1.74% Traditional ROI: 1.87%
4 Distribution Dr Bloomingburg, NY 4 Distribution Dr, Bloomingburg, NY 12721 \| Other	N/A beds \| N/A baths \| N/A	$1,600,000	Airbnb cash on cash: -1.6% Traditional cash on cash: -2.22% Airbnb Rental Income: $2312 Traditional Rental Income: $819 Airbnb ROI: -1.6% Traditional ROI: -2.22%
4 Lewis Ln Bloomingburg, NY 4 Lewis Ln, Bloomingburg, NY 12721 \| Single Family Residential	4 beds \| 2 baths \| 2,495 sq.ft.	$900,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 0.84% Airbnb Rental Income: $3944 Traditional Rental Income: $3071 Airbnb ROI: 0.88% Traditional ROI: 0.84%
93 York Road S Bloomingburg, NY Experience modern design and quality craftsmanship in this stunning new construction home ...	4 beds \| 3 baths \| 3,000 sq.ft.	$699,000	Airbnb cash on cash: 3.51% Traditional cash on cash: 4.62% Airbnb Rental Income: $3944 Traditional Rental Income: $3823 Airbnb ROI: 3.51% Traditional ROI: 4.62%
329 Mountain Rd Bloomingburg, NY 329 Mountain Rd, Bloomingburg, NY 12721 \| Single Family Residential	3 beds \| 2 baths \| 2,840 sq.ft.	$795,000	Airbnb cash on cash: -1.55% Traditional cash on cash: 0.63% Airbnb Rental Income: $1370 Traditional Rental Income: $2569 Airbnb ROI: -1.55% Traditional ROI: 0.63%
31 Walnut Ridge Ln Bloomingburg, NY 31 Walnut Ridge Ln, Bloomingburg, NY 12721 \| Single Family Residential	8 beds \| 5 baths \| 2,145 sq.ft.	$1,250,000	Airbnb cash on cash: 0.56% Traditional cash on cash: 0.59% Airbnb Rental Income: $4903 Traditional Rental Income: $3926 Airbnb ROI: 0.56% Traditional ROI: 0.59%
107 Dunthorne Dr Bloomingburg, NY 107 Dunthorne Dr, Bloomingburg, NY 12721 \| Single Family Residential	7 beds \| 5 baths \| 4,428 sq.ft.	$799,000	Airbnb cash on cash: 2.4% Traditional cash on cash: 4.5% Airbnb Rental Income: $4903 Traditional Rental Income: $5457 Airbnb ROI: 2.4% Traditional ROI: 4.5%
345 Mountain Rd Bloomingburg, NY 345 Mountain Rd, Bloomingburg, NY 12721 \| Single Family Residential	3 beds \| 2 baths \| 3,885 sq.ft.	$1,100,000	Airbnb cash on cash: -1.87% Traditional cash on cash: -0.55% Airbnb Rental Income: $1370 Traditional Rental Income: $2309 Airbnb ROI: -1.87% Traditional ROI: -0.55%
111 Crane Rd #101 Bloomingburg, NY 111 Crane Rd #101, Bloomingburg, NY 12721 \| Single Family Residential	8 beds \| 3 baths \| 4,084 sq.ft.	$2,499,999	Airbnb cash on cash: -1.07% Traditional cash on cash: -1.27% Airbnb Rental Income: $4903 Traditional Rental Income: $3449 Airbnb ROI: -1.07% Traditional ROI: -1.27%
Horton Rd Bloomingburg, NY Horton Rd, Bloomingburg, NY 12721 \| Other	N/A beds \| N/A baths \| N/A	$549,900	Airbnb cash on cash: 0.5% Traditional cash on cash: -1.12% Airbnb Rental Income: $2312 Traditional Rental Income: $909 Airbnb ROI: 0.5% Traditional ROI: -1.12%
24 Farmingdale Ln Bloomingburg, NY Welcome to 24 Farmingdale Ln. in Bloomingburg, NY - a fully renovated Colonial-style home ...	4 beds \| 3 baths \| 1,800 sq.ft.	$475,000	Airbnb cash on cash: 4.95% Traditional cash on cash: 5.78% Airbnb Rental Income: $3944 Traditional Rental Income: $3464 Airbnb ROI: 4.95% Traditional ROI: 5.78%
187 Echo Road Bloomingburg, NY Private and secluded 40 Acres with Ranch home and huge Garage used as wood shop. Enter an ...	3 beds \| 2 baths \| 2,299 sq.ft.	$650,000	Airbnb cash on cash: -1.19% Traditional cash on cash: 2.32% Airbnb Rental Income: $1370 Traditional Rental Income: $3081 Airbnb ROI: -1.19% Traditional ROI: 2.32%
164 Shawanga Lodge Rd Bloomingburg, NY 164 Shawanga Lodge Rd, Bloomingburg, NY 12721 \| Single Family Residential	4 beds \| 3 baths \| 2,084 sq.ft.	$599,500	Airbnb cash on cash: 2.66% Traditional cash on cash: 3.11% Airbnb Rental Income: $3944 Traditional Rental Income: $3349 Airbnb ROI: 2.66% Traditional ROI: 3.11%
31 Roe Rd Bloomingburg, NY BEAUTIFUL , well-maintained Cape Cod-style home, located off Burlingham Rd, boasts a priva...	3 beds \| 3 baths \| 2,500 sq.ft.	$699,900	Airbnb cash on cash: -1.04% Traditional cash on cash: 2.2% Airbnb Rental Income: $1370 Traditional Rental Income: $3069 Airbnb ROI: -1.04% Traditional ROI: 2.2%
31 Highview Ter Bloomingburg, NY A wonderful opportunity awaits in the charming community of Highview. Arriving at your new...	2 beds \| 1 baths \| 1,282 sq.ft.	$299,900	Airbnb cash on cash: 0.94% Traditional cash on cash: 3.89% Airbnb Rental Income: $1466 Traditional Rental Income: $1866 Airbnb ROI: 0.94% Traditional ROI: 3.89%
33 Horton Road Ext Ext Bloomingburg, NY Step into this beautifully updated residence where modern design meets everyday comfort. T...	2 beds \| 1 baths \| 704 sq.ft.	$377,900	Airbnb cash on cash: 0.52% Traditional cash on cash: 2.59% Airbnb Rental Income: $1466 Traditional Rental Income: $1764 Airbnb ROI: 0.52% Traditional ROI: 2.59%
15 Holly Court Bloomingburg, NY Welcome to this beautifully maintained 2025 manufactured home offering 3 bedrooms and 2 fu...	3 beds \| 2 baths \| 1,056 sq.ft.	$85,000	Airbnb cash on cash: -8.04% Traditional cash on cash: 9.03% Airbnb Rental Income: $1370 Traditional Rental Income: $2375 Airbnb ROI: -8.04% Traditional ROI: 9.03%
53 Bible Camp Rd Bloomingburg, NY 53 Bible Camp Rd, Bloomingburg, NY 12721 \| Single Family Residential	3 beds \| 1 baths \| 1,499 sq.ft.	$424,999	Airbnb cash on cash: -0.54% Traditional cash on cash: 1.79% Airbnb Rental Income: $1370 Traditional Rental Income: $1884 Airbnb ROI: -0.54% Traditional ROI: 1.79%
359 Nashopa Road Bloomingburg, NY 359 Neshopa Road offers something that is becoming harder and harder to find. Space. Priva...	3 beds \| 2 baths \| 1,388 sq.ft.	$409,900	Airbnb cash on cash: -0.62% Traditional cash on cash: 3.52% Airbnb Rental Income: $1370 Traditional Rental Income: $2543 Airbnb ROI: -0.62% Traditional ROI: 3.52%
210 Bible Camp Rd Bloomingburg, NY 210 Bible Camp Rd, Bloomingburg, NY 12721 \| Single Family Residential	3 beds \| 1 baths \| 2,048 sq.ft.	$659,000	Airbnb cash on cash: -1.31% Traditional cash on cash: 0.16% Airbnb Rental Income: $1370 Traditional Rental Income: $1854 Airbnb ROI: -1.31% Traditional ROI: 0.16%
14 Elm St Bloomingburg, NY Welcome to this stunning contemporary ranch home offering the perfect blend of modern eleg...	4 beds \| 3 baths \| 2,200 sq.ft.	$549,900	Airbnb cash on cash: 3.3% Traditional cash on cash: 2.24% Airbnb Rental Income: $3944 Traditional Rental Income: $2555 Airbnb ROI: 3.3% Traditional ROI: 2.24%
29 Valley View Rd Bloomingburg, NY 29 Valley View Rd, Bloomingburg, NY 12721 \| Single Family Residential	4 beds \| 2 baths \| 3,178 sq.ft.	$600,000	Airbnb cash on cash: 2.66% Traditional cash on cash: 2.56% Airbnb Rental Income: $3944 Traditional Rental Income: $3042 Airbnb ROI: 2.66% Traditional ROI: 2.56%

Real Estate investment in Bloomingburg, NY

There are 53 properties for sale in the city of Bloomingburg . The median list price in Bloomingburg is $520,000 and the average price per square foot is $234. In July 2026, the average monthly cash on cash return in Bloomingburg is 3.00%. The average monthly rental income in Bloomingburg is $2,808.

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

There are 53 investment properties available for sale in Bloomingburg.

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

The ROI for Long-Term is higher than the Short-Term in Bloomingburg with average rental income of $2,808.

Your search for investment property begins and ends here

Investment Property for Sale in Bloomingburg, NY

65 Old Turnpike Rd

Bloomingburg, NY

2 beds | 2 baths | 1,296 sq.ft.

$325,000

Airbnb cash on cash: 0.61%

Traditional cash on cash: 4.47%

Airbnb Rental Income: $1466

Traditional Rental Income: $2212

Airbnb ROI: 0.61%

Traditional ROI: 4.47%

109 Main St

Bloomingburg, NY

N/A beds | N/A baths | 2,088 sq.ft.

$750,000

Airbnb cash on cash: -0.45%

Traditional cash on cash: 1.95%

Airbnb Rental Income: $1466

Traditional Rental Income: $2708

Airbnb ROI: -0.45%

Traditional ROI: 1.95%

633 Winterton Rd

Bloomingburg, NY

3 beds | 2 baths | 2,376 sq.ft.

$499,000

Airbnb cash on cash: -0.91%

Traditional cash on cash: 3.07%

Airbnb Rental Income: $1370

Traditional Rental Income: $2808

Airbnb ROI: -0.91%

Traditional ROI: 3.07%

20 Patrick Dr

Bloomingburg, NY

3 beds | 2 baths | 2,220 sq.ft.

$489,999

Airbnb cash on cash: -0.88%

Traditional cash on cash: 3.44%

Airbnb Rental Income: $1370

Traditional Rental Income: $2933

Airbnb ROI: -0.88%

Traditional ROI: 3.44%

832 Bloomingburg Rd

Bloomingburg, NY

4 beds | 2 baths | 3,498 sq.ft.

$565,000

Airbnb cash on cash: 3.05%

Traditional cash on cash: 2.94%

Airbnb Rental Income: $3944

Traditional Rental Income: $3039

Airbnb ROI: 3.05%

Traditional ROI: 2.94%

371 Shawanga Lodge Rd

Bloomingburg, NY

3 beds | 1 baths | 702 sq.ft.

$299,000

Airbnb cash on cash: 0.7%

Traditional cash on cash: 3.95%

Airbnb Rental Income: $1370

Traditional Rental Income: $1866

Airbnb ROI: 0.7%

Traditional ROI: 3.95%

354 Petticoat Lane

Bloomingburg, NY

3 beds | 2 baths | 2,402 sq.ft.

$595,000

Airbnb cash on cash: -1.42%

Traditional cash on cash: 2.81%

Airbnb Rental Income: $1370

Traditional Rental Income: $3305

Airbnb ROI: -1.42%

Traditional ROI: 2.81%

4 Lewis Lane

Bloomingburg, NY

4 beds | 3 baths | 2,495 sq.ft.

$900,000

Airbnb cash on cash: 0.78%

Traditional cash on cash: 1.4%

Airbnb Rental Income: $3944

Traditional Rental Income: $3618

Airbnb ROI: 0.78%