Real Estate Investment Properties for Sale in Highland, NY
Looking for investment property in Highland, NY with high ROI ?
Explore a variety of short-term homes & houses in Highland, NY. Invest wisely with VRBO & Highland, 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 Highland, NY
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
60 Mayer DriveHighland, NYBeautifully situated in a lovely Highland neighborhood, this raised ranch home offers warm... |
3 beds | 2 baths | 2,100 sq.ft. |
$425,000 |
Airbnb cash on cash: 0.77%
|
60 Palazzo LaneHighland, NYThis bold custom built home sits atop a hill like a postcard extolling the beauty of the H... |
3 beds | 3 baths | 2,520 sq.ft. |
$1,500,000 |
Airbnb cash on cash: -0.86%
|
10 Eisgruber Park LaneHighland, NYPrivacy and seclusion await in this well maintained home. The gourmet eat-in kitchen featu... |
3 beds | 3 baths | 2,144 sq.ft. |
$674,900 |
Airbnb cash on cash: 0.02%
|
194 Vineyard AvenueHighland, NYFULLY AVAILABLE! Custom built by the original owner. Featuring a bright and functional lay... |
3 beds | 3 baths | 2,329 sq.ft. |
$539,900 |
Airbnb cash on cash: 0.02%
|
98 North RoadHighland, NYThis charming 1900 farmhouse in Highland, New York, offers a comfortable and spacious livi... |
4 beds | 2 baths | 2,640 sq.ft. |
$485,000 |
Airbnb cash on cash: 1.63%
|
74 Bellevue RoadHighland, NYHudson River Views! This inviting home combines comfort, character, and convenience with a... |
3 beds | 4 baths | 4,572 sq.ft. |
$1,200,000 |
Airbnb cash on cash: -1.07%
|
340 Vineyard AvenueHighland, NYStep back in time with this spacious Victorian home full of original charm and character. ... |
4 beds | 3 baths | 2,510 sq.ft. |
$524,000 |
Airbnb cash on cash: 0.29%
|
213 Tuckers Corners RoadHighland, NYNEW CONSTRUCTION TO BE BUILT - This stunning new construction ranch-style home offers 2,24... |
4 beds | 3 baths | 2,241 sq.ft. |
$649,999 |
Airbnb cash on cash: 0.18%
|
217 Tuckers Corners RoadHighland, NYNEW CONSTRUCTION TO BE BUILT!!! This stunning new construction ranch-style home offers 2,2... |
4 beds | 3 baths | 2,241 sq.ft. |
$649,999 |
Airbnb cash on cash: 0.18%
|
26 Lauretta DriveHighland, NYTucked away on a quiet dead-end road and set high with scenic mountain views, this well-ma... |
4 beds | 3 baths | 2,191 sq.ft. |
$449,000 |
Airbnb cash on cash: 2%
|
12 Reservoir RoadHighland, NYMove right into this beautifully updated rambler ranch, perfectly situated in a well-estab... |
3 beds | 1 baths | 1,232 sq.ft. |
$450,000 |
Airbnb cash on cash: 1.08%
|
573 Plutarch RoadHighland, NYA rare opportunity awaits at this striking contemporary estate, nestled on over 11 acres o... |
4 beds | 3 baths | 2,260 sq.ft. |
$450,000 |
Airbnb cash on cash: 0.32%
|
7 Christopher AvenueHighland, NYNestled on a quiet side street in the historic hamlet of Highland, this cozy ranch offers ... |
3 beds | 1 baths | 1,288 sq.ft. |
$279,900 |
Airbnb cash on cash: 2.31%
|
410 Vineyard AvenueHighland, NYMeticulously Updated Raised Ranch on 1 Acre 2,326 Sq Ft Welcome to this beautifully mainta... |
4 beds | 3 baths | 2,268 sq.ft. |
$598,000 |
Airbnb cash on cash: 1.12%
|
407 Swartekill RoadHighland, NYCharming 2-Bedroom Mobile Home on 1.29 Acres in Swartekill Neighborhood Discover the poten... |
2 beds | 1 baths | 552 sq.ft. |
$135,000 |
Airbnb cash on cash: 2.07%
|
44 Clearwater RoadHighland, NYWelcome to 44 Clearwater Road, a beautifully maintained and thoughtfully updated home set ... |
4 beds | 3 baths | 2,850 sq.ft. |
$515,000 |
Airbnb cash on cash: 1.64%
|
609 New Paltz RoadHighland, NYWelcome to 609 New Paltz Road in Highland a solid and spacious 3-bedroom, 1-bath ranch set... |
3 beds | 1 baths | 1,448 sq.ft. |
$365,000 |
Airbnb cash on cash: 1.68%
|
255 Sterling PlaceHighland, NYPerfectly positioned on a desirable corner lot, 255 Sterling Place is one of the most soug... |
2 beds | 3 baths | 1,396 sq.ft. |
$385,000 |
Airbnb cash on cash: -0.78%
|
616 N Elting Corners RoadHighland, NYWelcome to 616 N Etling Corners Rd, a 3-bedroom raised ranch set on a sprawling, private o... |
3 beds | 1 baths | 1,556 sq.ft. |
$399,000 |
Airbnb cash on cash: 1.24%
|
196 Vineyard AvenueHighland, NYSpacious side-by-side DUPLEX at 196 Vineyard Avenue in Highland, NY, offering a rare combi... |
5 beds | 4 baths | N/A |
$680,000 |
Airbnb cash on cash: 0.82%
|
31 Hawleys Corners RoadHighland, NYCharming Colonial-style villa set on an expansive 4.6-acre property, offering exceptional ... |
4 beds | 2 baths | 2,088 sq.ft. |
$599,000 |
Airbnb cash on cash: 0.93%
|
21 Jenkins LaneHighland, NYSet on a one acre lot in Ulster County within the Highland School District, this 4-bedroom... |
4 beds | 3 baths | 2,260 sq.ft. |
$499,000 |
Airbnb cash on cash: 1.3%
|
Real Estate investment in Highland, NY
There are 23 properties for sale in the city of Highland . The median list price in Highland is $499,000 and the average price per square foot is $237. In June 2026, the average monthly cash on cash return in Highland is 4.00%. The average monthly rental income in Highland is $3,302.