Real Estate Investment Properties for Sale in Middletown, NY
Looking for investment property in Middletown, NY with high ROI ?
Explore a variety of short-term homes & houses in Middletown, NY. Invest wisely with VRBO & Middletown, NY Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Single Family Homes for Sale in Middletown, NY
Search for Single Family Residential for Sale in Middletown, New York. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.
Showing 112 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
100 Excelsior AvenueMiddletown, NYWelcome home to this 3 bedroom, 2.5 bath colonial tucked away on a quiet side street in th... |
3 beds | 3 baths | 1,643 sq.ft. |
$400,000 |
Airbnb cash on cash: 0.02%
|
179 Reservoir RoadMiddletown, NYWarmth, comfort & space in the Hudson Valley. Welcome home to this spacious Colonial on 2.... |
3 beds | 2 baths | 3,080 sq.ft. |
$620,000 |
Airbnb cash on cash: -1.21%
|
295 Lybolt RoadMiddletown, NYA/O 9.1.25 ... Spacious home with large yard on a quiet street - what more could you want?... |
3 beds | 2 baths | 1,222 sq.ft. |
$470,000 |
Airbnb cash on cash: -0.63%
|
115 Vincent DriveMiddletown, NYCheck out 115 Vincent Drive, a unique split ranch in Middletown, NY. Itâs close to every... |
3 beds | 2 baths | 1,964 sq.ft. |
$320,000 |
Airbnb cash on cash: -1.42%
|
482 Scotchtown AvenueMiddletown, NYClassic 1863 Farmhouse in Mint Condition - Riverfront Property in Goshen School District. ... |
5 beds | 3 baths | 2,828 sq.ft. |
$759,000 |
Airbnb cash on cash: N/A
|
5 Oak Ridge RoadMiddletown, NYBuilt in 2020, this spacious 2,392 sq ft home offers 4 bedrooms, 3 full bathrooms, and a 2... |
4 beds | 3 baths | 2,392 sq.ft. |
$599,000 |
Airbnb cash on cash: -0.08%
|
5 Raleigh CloseMiddletown, NYCANTERBURY KNOLLS of Wallkill now offers this GORGEOUS TURN-KEY Contemporary style home ju... |
3 beds | 2 baths | 1,608 sq.ft. |
$375,000 |
Airbnb cash on cash: -0.56%
|
5 Peace DriveMiddletown, NYCommuter's Dream in the Town Of Wallkill ! This 3 Bedroom Raised Ranch offers hardwood flo... |
3 beds | 1 baths | 1,144 sq.ft. |
$395,000 |
Airbnb cash on cash: 0%
|
77 Prince StreetMiddletown, NYWelcome to this beautiful well maintained contemporary two story home nestled in the heart... |
3 beds | 3 baths | 1,245 sq.ft. |
$399,000 |
Airbnb cash on cash: -0.56%
|
65 Monhagen AvenueMiddletown, NYThis beautifully updated Cape Cod-style single-family home offers 3 bedrooms and 2.5 baths... |
3 beds | 3 baths | 930 sq.ft. |
$350,000 |
Airbnb cash on cash: 0.01%
|
565 Prosperous Valley RoadMiddletown, NYYour dream countryside retreat located in Orange County NY. This custom-built 4,000 sq. ft... |
4 beds | 3 baths | 4,000 sq.ft. |
$1,600,000 |
Airbnb cash on cash: -0.77%
|
6 Tice LaneMiddletown, NYSet on 3 peaceful acres in a private country setting, this well-maintained raised ranch of... |
3 beds | 2 baths | 2,070 sq.ft. |
$449,000 |
Airbnb cash on cash: -0.63%
|
24 Edinburgh RoadMiddletown, NYLooking for something different? This spacious 4 bedroom 2 full bath contemporary raised r... |
4 beds | 2 baths | 1,796 sq.ft. |
$360,000 |
Airbnb cash on cash: 2.03%
|
8 EburyMiddletown, NYBeautiful 4-Bedroom Home in Canterbury Knolls - Town of Wallkill Welcome to this spacious ... |
4 beds | 3 baths | 1,505 sq.ft. |
$368,800 |
Airbnb cash on cash: 1.84%
|
73 Watkins AvenueMiddletown, NYExquisite Updated Colonial Residence in a Prestigious Middletown Location Discover timeles... |
4 beds | 4 baths | 2,307 sq.ft. |
$548,800 |
Airbnb cash on cash: 0.38%
|
2 Rivervale RoadMiddletown, NYCharming Corner Townhouse in Middletown â No HOA Fees! Welcome to 2 Riverdale Road, a de... |
3 beds | 2 baths | 1,484 sq.ft. |
$335,000 |
Airbnb cash on cash: 0.23%
|
17 N Aspen RoadMiddletown, NYThis renovated 2-bedroom, 1.5-bath townhouse in Middletown offers a perfect blend of comfo... |
2 beds | 2 baths | 1,144 sq.ft. |
$268,000 |
Airbnb cash on cash: 1.08%
|
105 Sheffield DriveMiddletown, NYTown of Wallkill Townhouse - Low Taxes - Great Investment This charming 3-bedroom, 1.5-ba... |
3 beds | 2 baths | 1,400 sq.ft. |
$295,000 |
Airbnb cash on cash: 0.72%
|
841 Howells TurnpikeMiddletown, NYWelcome to 841 Howells Turnpike - Your Private Retreat in the Pine Bush School District Se... |
3 beds | 3 baths | 2,200 sq.ft. |
$535,000 |
Airbnb cash on cash: -1.24%
|
30 Daly RoadMiddletown, NYNew Construction. This 3-bedroom, 2.5-bath colonial is situated on a 2-acre level/partiall... |
3 beds | 3 baths | 2,205 sq.ft. |
$579,900 |
Airbnb cash on cash: -1.05%
|
242 Derby RoadMiddletown, NYWelcome to 242 Derby Road. |
3 beds | 3 baths | 2,214 sq.ft. |
$419,900 |
Airbnb cash on cash: 0.56%
|
168 S Centerville RoadMiddletown, NYThis is one of the Kind property in the Minisink School District . This Beautiful Colonial... |
4 beds | 3 baths | 3,088 sq.ft. |
$668,900 |
Airbnb cash on cash: 0.01%
|
78 Commonwealth AvenueMiddletown, NYLuxury Post & Beam Contemporary Home with Pool, Gardens & Private Elevator Experience time... |
3 beds | 3 baths | 2,108 sq.ft. |
$558,000 |
Airbnb cash on cash: -1.19%
|
47 Prince StreetMiddletown, NYWelcome to this lovely, renovated. Formerly a 3 bedroom/2-bathroom house, this home has be... |
4 beds | 3 baths | 1,620 sq.ft. |
$399,000 |
Airbnb cash on cash: 2.47%
|
104 Elise DriveMiddletown, NYLAST HOME AVAILABLE! Welcome to The Woodlands at Scotchtown Estates! This exquisite pictur... |
5 beds | 4 baths | 3,700 sq.ft. |
$799,000 |
Airbnb cash on cash: N/A
|
71 Commonwealth AvenueMiddletown, NYWelcome to the perfect blend of comfort, character, and location. Nestled in the vibrant h... |
3 beds | 1 baths | 1,344 sq.ft. |
$360,000 |
Airbnb cash on cash: -0.39%
|
225 Van Duzer RoadMiddletown, NYWelcome to a stunning brand new Colonial Home nestled in the heart of the town of Wallkill... |
4 beds | 3 baths | 3,900 sq.ft. |
$749,900 |
Airbnb cash on cash: -0.34%
|
390 Hufcut RoadMiddletown, NYLight-filled home offering peace & serenity situated on a large, flat grassy lot. This war... |
2 beds | 1 baths | 1,142 sq.ft. |
$379,000 |
Airbnb cash on cash: 0.67%
|
7 Avoncroft LaneMiddletown, NYDiscover the perfect balance of modern design and everyday comfort in this beautifully upd... |
3 beds | 3 baths | 2,567 sq.ft. |
$489,999 |
Airbnb cash on cash: -1.13%
|
42 Genung StreetMiddletown, NYBEAUTIFUL turn-key home located in MIDDLETOWN! Do NOT let the ouside fool you as this home... |
4 beds | 3 baths | 1,728 sq.ft. |
$425,000 |
Airbnb cash on cash: 1.78%
|
53 Richmond PlaceMiddletown, NYBeautifully renovated two-story home in Orange County! Featuring a brand-new kitchen with ... |
3 beds | 1 baths | 1,144 sq.ft. |
$349,999 |
Airbnb cash on cash: 0.26%
|
17 Little AvenueMiddletown, NYFully Available...Opportunity Knocks to acquire this fully detached One family home in the... |
5 beds | 2 baths | 1,670 sq.ft. |
$349,999 |
Airbnb cash on cash: N/A
|
9 Genung StreetMiddletown, NYCharming two-story home in the heart of Middletown! This spacious residence offers a welco... |
3 beds | 2 baths | 1,240 sq.ft. |
$299,999 |
Airbnb cash on cash: 0.58%
|
214 Phillips StreetMiddletown, NYWelcome to this beautiful newly built 4-bedroom, 3.5-bath home featuring a spacious 2,760 ... |
4 beds | 4 baths | 2,760 sq.ft. |
$625,000 |
Airbnb cash on cash: -0.06%
|
149 Brown RoadMiddletown, NYLooking for house to make your own, look no further! This adorable 2 bed 2 bath home situa... |
2 beds | 2 baths | 1,631 sq.ft. |
$399,900 |
Airbnb cash on cash: 0.4%
|
9 Fairview AvenueMiddletown, NYA must see home! This beautiful colonial home will have everything brand new - from the e... |
3 beds | 2 baths | 1,056 sq.ft. |
$329,900 |
Airbnb cash on cash: 0.26%
|
255 Howells RoadMiddletown, NYEnter the gates of this grand estate, where you'll find a stunning 5-bedroom, 5-bathroom h... |
5 beds | 5 baths | 4,200 sq.ft. |
$975,000 |
Airbnb cash on cash: N/A
|
13 Smith StreetMiddletown, NYLooking to add a rental property to your porfolio? This 3 bedroom, 1 bathroom home might b... |
3 beds | 1 baths | 1,120 sq.ft. |
$250,000 |
Airbnb cash on cash: 1.2%
|
718 Mount Hope RoadMiddletown, NYLet's welcome the Fall of 2025 with this beautiful and spacious contemporary home sitting ... |
4 beds | 3 baths | 2,445 sq.ft. |
$599,900 |
Airbnb cash on cash: 0.57%
|
21 Lake Claire DriveMiddletown, NYCharming Lake Cottage Retreat â 21 Lake Claire Drive, Middletown, NY Nestled among th... |
2 beds | 2 baths | 990 sq.ft. |
$209,999 |
Airbnb cash on cash: 2.14%
|