Airbnb Properties for Sale in Middletown, NY

Looking for a vacation rental investment in Middletown, NY with high ROI ?

Explore a range of newly added short-term rental homes in Middletown, NY. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb For Sale in Middletown, NY

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
90 Inwood Road Middletown, NY Welcome to this fully renovated townhouse in Inwood Hills Condominiums. This Home is a fir...	2 beds \| 1 baths \| 940 sq.ft.	$199,999	Airbnb cash on cash: 5.7% Traditional cash on cash: 5.14% Airbnb Rental Income: $2603 Traditional Rental Income: $1874 Airbnb ROI: 5.7% Traditional ROI: 5.14%
168 S Centerville Road Middletown, NY This is one of the Kind property in the Minisink School District . This Beautiful Colonial...	4 beds \| 3 baths \| 3,088 sq.ft.	$710,800	Airbnb cash on cash: 4.34% Traditional cash on cash: 3.34% Airbnb Rental Income: $5817 Traditional Rental Income: $3991 Airbnb ROI: 4.34% Traditional ROI: 3.34%
200 Mt Orange Road Middletown, NY Welcome to this most charming 1870's farmhouse situated on idyllic 6.4 level pastoral acr...	4 beds \| 4 baths \| 3,432 sq.ft.	$675,000	Airbnb cash on cash: 4.29% Traditional cash on cash: 3.32% Airbnb Rental Income: $5817 Traditional Rental Income: $4051 Airbnb ROI: 4.29% Traditional ROI: 3.32%
707 Mt Hope Road Middletown, NY Spacious beautiful Ranch home is being built in the town of Wallkill. More finished pictur...	4 beds \| 3 baths \| 2,800 sq.ft.	$649,900	Airbnb cash on cash: 4.82% Traditional cash on cash: 3.28% Airbnb Rental Income: $5817 Traditional Rental Income: $3723 Airbnb ROI: 4.82% Traditional ROI: 3.28%
197 Elise Drive Middletown, NY Welcome to Scotchtown Estates! This exquisite picturesque community sits in the highly sou...	4 beds \| 3 baths \| 3,217 sq.ft.	$779,900	Airbnb cash on cash: 3.6% Traditional cash on cash: 2.03% Airbnb Rental Income: $6131 Traditional Rental Income: $3776 Airbnb ROI: 3.6% Traditional ROI: 2.03%
225 Van Duzer Road Middletown, NY Brand-new construction that blends modern design w functionality. The picturesque porch, i...	4 beds \| 3 baths \| 2,900 sq.ft.	$709,000	Airbnb cash on cash: 4.2% Traditional cash on cash: 2.71% Airbnb Rental Income: $5817 Traditional Rental Income: $3676 Airbnb ROI: 4.2% Traditional ROI: 2.71%
141 Elise Drive Middletown, NY Welcome to Scotchtown Estates! This exquisite picturesque community sits in the highly sou...	4 beds \| 3 baths \| 2,641 sq.ft.	$799,900	Airbnb cash on cash: 3.36% Traditional cash on cash: 1.67% Airbnb Rental Income: $6131 Traditional Rental Income: $3659 Airbnb ROI: 3.36% Traditional ROI: 1.67%
10 Todd Drive Middletown, NY Nestled in the heart of Middletown, NY, awaits an exquisite colonial-style residence at 10...	4 beds \| 3 baths \| 2,352 sq.ft.	$450,000	Airbnb cash on cash: 8.55% Traditional cash on cash: 5.76% Airbnb Rental Income: $6131 Traditional Rental Income: $3747 Airbnb ROI: 8.55% Traditional ROI: 5.76%
13 Canterbury Drive Middletown, NY Welcome Home to this unusually oversized large almost 2700 sq ft home. Upon entering a lov...	4 beds \| 2 baths \| 2,668 sq.ft.	$469,999	Airbnb cash on cash: 7.22% Traditional cash on cash: 4.43% Airbnb Rental Income: $5817 Traditional Rental Income: $3432 Airbnb ROI: 7.22% Traditional ROI: 4.43%
1097 Route 211 Middletown, NY Welcome to this gorgeous, NEW construction ready to move in 2100+ sqft single-family home ...	4 beds \| 3 baths \| 2,101 sq.ft.	$599,000	Airbnb cash on cash: 5.28% Traditional cash on cash: 3.26% Airbnb Rental Income: $5817 Traditional Rental Income: $3526 Airbnb ROI: 5.28% Traditional ROI: 3.26%
1089 Route 211 Middletown, NY A sleek, NEW construction ready to move in 2,100+ sqft home offers hardwood floors through...	4 beds \| 3 baths \| 2,101 sq.ft.	$599,000	Airbnb cash on cash: 5.28% Traditional cash on cash: 3.26% Airbnb Rental Income: $5817 Traditional Rental Income: $3526 Airbnb ROI: 5.28% Traditional ROI: 3.26%
7 Forest Avenue #9 Middletown, NY This 4 bedrooms, 2 bathrooms Capecod offers lots of space for the entire household. The fi...	4 beds \| 2 baths \| 1,883 sq.ft.	$399,900	Airbnb cash on cash: 9.24% Traditional cash on cash: 5.54% Airbnb Rental Income: $5817 Traditional Rental Income: $3271 Airbnb ROI: 9.24% Traditional ROI: 5.54%
224 Monhagen Avenue Middletown, NY Welcome to this delightful 2-bedroom, 1-bathroom ranch home located in the heart of the Ci...	2 beds \| 1 baths \| 839 sq.ft.	$259,900	Airbnb cash on cash: 5.4% Traditional cash on cash: 5.2% Airbnb Rental Income: $2603 Traditional Rental Income: $1932 Airbnb ROI: 5.4% Traditional ROI: 5.2%
15 Bisch Road Middletown, NY Stunning four-bedroom, two and a half bath home set on three acres. Built in 2020, this mo...	4 beds \| 3 baths \| 2,053 sq.ft.	$575,000	Airbnb cash on cash: 5.51% Traditional cash on cash: 3.05% Airbnb Rental Income: $5817 Traditional Rental Income: $3337 Airbnb ROI: 5.51% Traditional ROI: 3.05%
228 Wickham Avenue Middletown, NY Welcome to this charming single-family home offering 4 spacious bedrooms and 2 full bathro...	4 beds \| 2 baths \| 1,663 sq.ft.	$398,000	Airbnb cash on cash: 9.95% Traditional cash on cash: 5.33% Airbnb Rental Income: $5817 Traditional Rental Income: $2936 Airbnb ROI: 9.95% Traditional ROI: 5.33%
168 Camp Stadie Road Middletown, NY Diamond in the Rough! This Adorable & Private home is situated on 2.8 acres in the town o...	2 beds \| 1 baths \| 1,000 sq.ft.	$275,000	Airbnb cash on cash: 4.35% Traditional cash on cash: 3.76% Airbnb Rental Income: $2603 Traditional Rental Income: $1828 Airbnb ROI: 4.35% Traditional ROI: 3.76%
12 Winding Ridge Lane #8122 Middletown, NY This amazing, spacious 4-bedroom, 2 1/2-bath colonial features an open concept floor plan ...	4 beds \| 3 baths \| 2,595 sq.ft.	$559,000	Airbnb cash on cash: 5.57% Traditional cash on cash: 3.48% Airbnb Rental Income: $5817 Traditional Rental Income: $3569 Airbnb ROI: 5.57% Traditional ROI: 3.48%
201 White Bridge Road Middletown, NY FULLY AVAILABLE - BRAND NEW HOME in Minisink Schools - 3000 sq ft Affordable LUXURY Modern...	4 beds \| 3 baths \| 3,000 sq.ft.	$699,999	Airbnb cash on cash: 3.94% Traditional cash on cash: 2.54% Airbnb Rental Income: $5817 Traditional Rental Income: $3747 Airbnb ROI: 3.94% Traditional ROI: 2.54%
35 Brookline Avenue Middletown, NY Welcome to a home that perfectly blends style and comfort. The neutral color scheme create...	4 beds \| 2 baths \| 1,370 sq.ft.	$424,000	Airbnb cash on cash: 9.29% Traditional cash on cash: 5.08% Airbnb Rental Income: $5817 Traditional Rental Income: $2986 Airbnb ROI: 9.29% Traditional ROI: 5.08%
328 Stony Ford Road Middletown, NY Dreaming about your beautiful brand new home??? This spacious and stunning COLONIAL home i...	4 beds \| 3 baths \| 2,444 sq.ft.	$629,900	Airbnb cash on cash: 5.5% Traditional cash on cash: 3.13% Airbnb Rental Income: $6131 Traditional Rental Income: $3522 Airbnb ROI: 5.5% Traditional ROI: 3.13%
25 Jimal Drive Middletown, NY This is an end unit location with a ground-level setup facing the woods offers a lovely, ...	2 beds \| 1 baths \| 893 sq.ft.	$239,900	Airbnb cash on cash: 5.76% Traditional cash on cash: 5.18% Airbnb Rental Income: $2603 Traditional Rental Income: $1848 Airbnb ROI: 5.76% Traditional ROI: 5.18%
12 Jimal Drive Middletown, NY 1.5 bedroom and 1 bathroom condo for sale. This 2nd story condo features a kitchen, dinin...	1 beds \| 1 baths \| 893 sq.ft.	$219,900	Airbnb cash on cash: 4.49% Traditional cash on cash: 4.02% Airbnb Rental Income: $2399 Traditional Rental Income: $1712 Airbnb ROI: 4.49% Traditional ROI: 4.02%
13 Martin Street Middletown, NY Charming Bilevel Raised Ranch in Middletown, NY** Welcome to this beautifully maintained b...	4 beds \| 2 baths \| N/A	$430,000	Airbnb cash on cash: 8.63% Traditional cash on cash: 5.79% Airbnb Rental Income: $5817 Traditional Rental Income: $3513 Airbnb ROI: 8.63% Traditional ROI: 5.79%
290 Van Duzer Road Middletown, NY Discover a Stunning and Marvelous Colonial Home nestled in the heart of the town of Wallki...	4 beds \| 4 baths \| 4,100 sq.ft.	$839,900	Airbnb cash on cash: 3.18% Traditional cash on cash: 2.41% Airbnb Rental Income: $5817 Traditional Rental Income: $4059 Airbnb ROI: 3.18% Traditional ROI: 2.41%
57 Jimal Drive Middletown, NY Lovely first-floor unit featuring one bedroom plus a den, perfect for a guest room or home...	1 beds \| 1 baths \| 893 sq.ft.	$210,000	Airbnb cash on cash: 4.43% Traditional cash on cash: 3.95% Airbnb Rental Income: $2399 Traditional Rental Income: $1714 Airbnb ROI: 4.43% Traditional ROI: 3.95%
96 Tice Lane Middletown, NY 2 Charming Ranch-Style Houses featuring 2br's each on 22 Private Acres with additional lot...	4 beds \| 2 baths \| 2,500 sq.ft.	$699,000	Airbnb cash on cash: 5.23% Traditional cash on cash: 2.78% Airbnb Rental Income: $6131 Traditional Rental Income: $3325 Airbnb ROI: 5.23% Traditional ROI: 2.78%
84-86 Mountain Avenue Middletown, NY Welcome to your dream home! This charming 4-bedroom, 2.5-bath sprawling ranch offers every...	4 beds \| 3 baths \| 2,586 sq.ft.	$499,900	Airbnb cash on cash: 6.55% Traditional cash on cash: 5.63% Airbnb Rental Income: $5817 Traditional Rental Income: $4228 Airbnb ROI: 6.55% Traditional ROI: 5.63%
58 Rose Middletown, NY Welcome to 58 Rose Lane, where timeless charm meets modern convenience on a quiet cul-de-s...	4 beds \| 3 baths \| 2,222 sq.ft.	$576,000	Airbnb cash on cash: 5.4% Traditional cash on cash: 3.91% Airbnb Rental Income: $5817 Traditional Rental Income: $3859 Airbnb ROI: 5.4% Traditional ROI: 3.91%
145 Ruth Court Middletown, NY Don't miss this opportunity in the Centrally located Eagles Point Community. This 2cd floo...	2 beds \| 2 baths \| 1,049 sq.ft.	$249,000	Airbnb cash on cash: 5.67% Traditional cash on cash: 5.33% Airbnb Rental Income: $2603 Traditional Rental Income: $1900 Airbnb ROI: 5.67% Traditional ROI: 5.33%
7 Dogwood Drive Middletown, NY Wow! Don't miss this fabulously renovated 4 brm hi-ranch set on flat property on beautiful...	4 beds \| 3 baths \| 2,112 sq.ft.	$489,000	Airbnb cash on cash: 6.95% Traditional cash on cash: 4.56% Airbnb Rental Income: $5817 Traditional Rental Income: $3568 Airbnb ROI: 6.95% Traditional ROI: 4.56%
24 Bristol Drive Middletown, NY Discover this exquisite 4-bedroom, 3.5-bathroom contemporary home located in a prestigious...	4 beds \| 4 baths \| 3,308 sq.ft.	$768,000	Airbnb cash on cash: 3.76% Traditional cash on cash: 3.52% Airbnb Rental Income: $6131 Traditional Rental Income: $4754 Airbnb ROI: 3.76% Traditional ROI: 3.52%

Vacation Rentals in Middletown

There are 31 vacation rental properties available for sale in the city of Middletown . The median list price of Airbnb properties available for sale in Middletown is $389,000 and the average price per square foot is $211. The cash on cash return on vacation rentals in Middletown is 4.00%. The average monthly short term rental income in Middletown is $2,744.

Middletown, NY Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 31 Airbnb properties available for sale in Middletown.

In 2024, the best neighborhood to buy short term rental property is Middletown.

In November 2024, the average Airbnb occupancy rate in Middletown is 29%.

Airbnb data on vacation rentals in Middletown, NY is available at Mashvisor. You can access data such as listings, real-time pricing trends, Middletown, NY market insights, guest information and booking details, seasonality trends and historical Middletown, NY Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Middletown, NY

90 Inwood Road

Middletown, NY

2 beds | 1 baths | 940 sq.ft.

$199,999

Airbnb cash on cash: 5.7%

Traditional cash on cash: 5.14%

Airbnb Rental Income: $2603

Traditional Rental Income: $1874

Airbnb ROI: 5.7%

Traditional ROI: 5.14%

168 S Centerville Road

Middletown, NY

4 beds | 3 baths | 3,088 sq.ft.

$710,800

Airbnb cash on cash: 4.34%

Traditional cash on cash: 3.34%

Airbnb Rental Income: $5817

Traditional Rental Income: $3991

Airbnb ROI: 4.34%

Traditional ROI: 3.34%

200 Mt Orange Road

Middletown, NY

4 beds | 4 baths | 3,432 sq.ft.

$675,000

Airbnb cash on cash: 4.29%

Traditional cash on cash: 3.32%

Airbnb Rental Income: $5817

Traditional Rental Income: $4051

Airbnb ROI: 4.29%

Traditional ROI: 3.32%

707 Mt Hope Road

Middletown, NY

4 beds | 3 baths | 2,800 sq.ft.

$649,900

Airbnb cash on cash: 4.82%

Traditional cash on cash: 3.28%

Airbnb Rental Income: $5817

Traditional Rental Income: $3723

Airbnb ROI: 4.82%

Traditional ROI: 3.28%

197 Elise Drive

Middletown, NY

4 beds | 3 baths | 3,217 sq.ft.

$779,900

Airbnb cash on cash: 3.6%

Traditional cash on cash: 2.03%

Airbnb Rental Income: $6131

Traditional Rental Income: $3776

Airbnb ROI: 3.6%

Traditional ROI: 2.03%

225 Van Duzer Road

Middletown, NY

4 beds | 3 baths | 2,900 sq.ft.

$709,000

Airbnb cash on cash: 4.2%

Traditional cash on cash: 2.71%

Airbnb Rental Income: $5817

Traditional Rental Income: $3676

Airbnb ROI: 4.2%

Traditional ROI: 2.71%

141 Elise Drive

Middletown, NY

4 beds | 3 baths | 2,641 sq.ft.

$799,900

Airbnb cash on cash: 3.36%

Traditional cash on cash: 1.67%

Airbnb Rental Income: $6131

Traditional Rental Income: $3659

Airbnb ROI: 3.36%

Traditional ROI: 1.67%

10 Todd Drive

Middletown, NY

4 beds | 3 baths | 2,352 sq.ft.

$450,000

Airbnb cash on cash: 8.55%

Traditional cash on cash: 5.76%

Airbnb Rental Income: $6131

Traditional Rental Income: $3747

Airbnb ROI: 8.55%