MIDDLETOWN Investment Analysis
Investment Property in MIDDLETOWN, NY
MIDDLETOWN, NY Real Estate Investment Performance
$374,776
Median
2,062
Avg/Sq.ft.
5.00%
Traditional
N/A
Airbnb
95
Investment
42
Airbnb
138
Traditional
16%
Airbnb occupancy rate
Redfin Housing market insights powered by Redfin
46
Number of homes sold
41
Median days on market
100%
Average sale-to-list price ratio
19%
Percentage of listings with price drops
95
Active listings count
72
New listings count
3.3
Months of supply
MIDDLETOWN, NY Properties Rental Prices
Predict Short-Term Rental Revenue
Want to host your STR property on Airbnb?
Our Airbnb calculator is a free tool to calculate how much can you make on Airbnb.
Investment Properties for Sale in MIDDLETOWN, NY
$225,000
MLS 1011268
Single Family Residential
CAP RATE
Trad.
8.10%
Airbnb
10.13%
$210,000
MLS 1020401
Single Family Residential
CAP RATE
Trad.
6.85%
Airbnb
9.96%
$260,000
MLS 964665
Single Family Residential
CAP RATE
Trad.
6.32%
Airbnb
8.56%
$185,000
MLS 1015002
Condo/Coop
CAP RATE
Trad.
6.15%
Airbnb
8.56%
$249,999
MLS 977561
Single Family Residential
CAP RATE
Trad.
5.73%
Airbnb
8.09%
$259,000
MLS 982111
Condo/Coop
CAP RATE
Trad.
7.85%
Airbnb
7.93%
$279,000
MLS 1012319
Single Family Residential
CAP RATE
Trad.
6.28%
Airbnb
7.73%
$289,000
MLS 1011662
Single Family Residential
CAP RATE
Trad.
5.05%
Airbnb
7.71%
Single Family Houses for Sale in MIDDLETOWN, NY
$225,000
MLS 1011268
Single Family Residential
CAP RATE
Trad.
8.10%
Airbnb
10.13%
$210,000
MLS 1020401
Single Family Residential
CAP RATE
Trad.
6.85%
Airbnb
9.96%
$260,000
MLS 964665
Single Family Residential
CAP RATE
Trad.
6.32%
Airbnb
8.56%
$249,999
MLS 977561
Single Family Residential
CAP RATE
Trad.
5.73%
Airbnb
8.09%
$279,000
MLS 1012319
Single Family Residential
CAP RATE
Trad.
6.28%
Airbnb
7.73%
$289,000
MLS 1011662
Single Family Residential
CAP RATE
Trad.
5.05%
Airbnb
7.71%
$259,999
MLS 1016325
Single Family Residential
CAP RATE
Trad.
8.84%
Airbnb
6.82%
$289,000
MLS 1002333
Single Family Residential
CAP RATE
Trad.
5.17%
Airbnb
6.65%
Condos for Sale in MIDDLETOWN, NY
$185,000
MLS 1015002
Condo/Coop
CAP RATE
Trad.
6.15%
Airbnb
8.56%
$259,000
MLS 982111
Condo/Coop
CAP RATE
Trad.
7.85%
Airbnb
7.93%
$280,250
MLS 993223
Condo/Coop
CAP RATE
Trad.
7.84%
Airbnb
7.70%
$285,000
MLS 990896
Condo/Coop
CAP RATE
Trad.
6.57%
Airbnb
7.35%
$250,000
MLS 973597
Condo/Coop
CAP RATE
Trad.
5.99%
Airbnb
7.02%
$337,000
MLS 1020170
Condo/Coop
CAP RATE
Trad.
6.22%
Airbnb
6.20%
$349,000
MLS 1018987
Condo/Coop
CAP RATE
Trad.
4.84%
Airbnb
5.17%
$315,000
MLS 952238
Condo/Coop
CAP RATE
Trad.
5.02%
Airbnb
5.00%
Popular Airbnb Topics
![%=topPerformingBlogs[i].title%>](https://images.mashvisor.com/40X40/C/https://www.mashvisor.com/blog/wp-content/uploads/2026/06/FIFA-World-Cup-2026-The-Airbnb-Hosts-Playbook-for-the-Decades-Biggest-STR-Opportunity-585x390.jpg)
FIFA World Cup 2026: The Airbnb Host’s Playbook for the Decade’s Biggest STR Opportunity
Jun 2 2026
, by Ahmad Hashlamoun
![%=topPerformingBlogs[i].title%>](https://images.mashvisor.com/40X40/C/https://www.mashvisor.com/blog/wp-content/uploads/2026/05/Airbnb-Just-Changed-How-Guests-Book-585x390.jpg)
Airbnb Just Rewired How Guests Book; What Every Host and PM Needs to Do Right Now
May 22 2026
, by Ahmad Hashlamoun
![%=topPerformingBlogs[i].title%>](https://images.mashvisor.com/40X40/C/https://www.mashvisor.com/blog/wp-content/uploads/2025/09/Copilot_20250901_142238-585x390.png)
How to Survive Airbnb’s 15.5% Single Fee for Hosts and PMS Users with Mashvisor’s Rental Calculator
Sep 1 2025
, by Marina Kolyvanova
![%=topPerformingBlogs[i].title%>](https://images.mashvisor.com/40X40/C/https://www.mashvisor.com/blog/wp-content/uploads/2022/02/How-to-Find-Out-the-Airbnb-Demand-in-My-Area-585x390.jpg)
![%=topPerformingBlogs[i].title%>](https://images.mashvisor.com/40X40/C/https://www.mashvisor.com/blog/wp-content/uploads/2025/04/best-short-term-rental-markets-2025-585x390.jpg)
Best Short Term Rental Markets
Find great vacation rentals for sale in the top performing markets
Short Term Rentals For SaleAirbnb Vacation Rentals in MIDDLETOWN, NY
$212 per night
Airbnb occupancy rate 42%
House 4 · 0 · 8
Rental Income: $2,703 per month
215
$159 per night
Airbnb occupancy rate 23%
Apartment 1 · 0 · 6
Rental Income: $1,100 per month
175
$282 per night
Airbnb occupancy rate 37%
House 3 · 2 · 7
Rental Income: $3,149 per month
163
$262 per night
Airbnb occupancy rate 9%
House 3 · 1 · 12
Rental Income: $742 per month
149
$205 per night
Airbnb occupancy rate 19%
House 3 · 0 · 6
Rental Income: $1,179 per month
103
$283 per night
Airbnb occupancy rate 34%
Barn 2 · 0 · 6
Rental Income: $2,992 per month
97
$257 per night
Airbnb occupancy rate 29%
House 4 · 0 · 7
Rental Income: $2,270 per month
84
$291 per night
Airbnb occupancy rate 38%
House 4 · 0 · 8
Rental Income: $3,371 per month
57
Real Estate Investment Analysis - Other Cities in new york
| City Name | Property price | Cash on cash return | Rental Income | No. of Properties | Airbnb Occupancy Rate | ||
|---|---|---|---|---|---|---|---|
| Median | traditional | Airbnb | traditional | Airbnb | |||
| New York | $875,500 | 2% | 1% | $3,204 | $2,900 | 13,203 | 30% |
| Newburgh | $399,000 | 4% | 1% | $2,926 | $1,737 | 280 | 24% |
| Utica | $227,000 | 8% | 2% | $2,221 | $1,391 | 256 | 20% |
| Monroe | $572,450 | 3% | 1% | $3,305 | $2,314 | 170 | 23% |
| Levittown | $759,990 | 3% | 3% | $3,971 | $5,681 | 151 | 26% |
| Westbury | $849,000 | 2% | 1% | $3,878 | $3,027 | 140 | 27% |
Vacation Rentals for Sale in new york
Your search for investment property begins and ends here