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 |
|---|---|---|---|
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. |
$499,900 |
Airbnb cash on cash: 0.68%
|
534 New Paltz RoadHighland, NYMove-in Ready Gem-Perfect for Easy Living in Highland, NY Step into this completely renova... |
1 beds | 1 baths | 762 sq.ft. |
$225,000 |
Airbnb cash on cash: -0.2%
|
599 N Chodikee Lake RoadHighland, NYThis 4-bedroom, 1.5-bath home requires extensive repairs and is being sold strictly as-is.... |
3 beds | 2 baths | 1,176 sq.ft. |
$150,000 |
Airbnb cash on cash: 4.02%
|
1 Janine PlaceHighland, NYJust 90 minutes from New York City, this extraordinary turnkey farmhouse has been complete... |
4 beds | 3 baths | 2,600 sq.ft. |
$869,000 |
Airbnb cash on cash: -0.36%
|
74 Bellevue RoadHighland, NYHudson River Views! This inviting home combines comfort, character, and convenience with a... |
3 beds | N/A baths | 4,572 sq.ft. |
$1,500,000 |
Airbnb cash on cash: -1.18%
|
48 Sunny Brook CircleHighland, NYWelcome to 48 Sunny Brook Circle, where easy living meets effortless style. This sun-drenc... |
2 beds | 2 baths | 1,056 sq.ft. |
$295,000 |
Airbnb cash on cash: 0.33%
|
222 Sterling PlaceHighland, NYWelcome to this exceptional townhouse in a highly desirable community-spacious, thoughtful... |
2 beds | 3 baths | 2,086 sq.ft. |
$365,000 |
Airbnb cash on cash: -0.6%
|
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: 2.66%
|
340 Vineyard AvenueHighland, NYStep back in time with this spacious Victorian home full of original charm and character. ... |
4 beds | 2 baths | 2,510 sq.ft. |
$599,000 |
Airbnb cash on cash: -0.6%
|
22 Woodside PlaceHighland, NYWelcome to 22 Woodside Place, a beautifully updated 2-bedroom home full of charm and moder... |
2 beds | 1 baths | 1,336 sq.ft. |
$299,999 |
Airbnb cash on cash: 0%
|
39 Sunnybrook CircleHighland, NYMove right in to this bright and refreshing 3 bedroom townhouse with many new upgrades! Br... |
3 beds | N/A baths | 1,220 sq.ft. |
$315,000 |
Airbnb cash on cash: 1.87%
|
59 South StreetHighland, NYCharming 1900 Two-Story Farmhouse with Vintage Character... Step into timeless charm with ... |
2 beds | 1 baths | 1,365 sq.ft. |
$425,000 |
Airbnb cash on cash: -0.68%
|
334 Pancake Hollow RoadHighland, NYWith 3 bedrooms, 2 full bathrooms, and 2,715 square feet of flexible living space, this tu... |
3 beds | 2 baths | 2,715 sq.ft. |
$450,000 |
Airbnb cash on cash: 0.6%
|
87 Sterling PlaceHighland, NYWelcome to 87 Sterling Place in Highland, located right over the Mid Hudson Bridge. The h... |
2 beds | 3 baths | 1,396 sq.ft. |
$325,000 |
Airbnb cash on cash: -0.51%
|
283 Hawleys Corners RoadHighland, NYNestled on a quiet country road in Highland, this inviting old-style home offers peaceful ... |
3 beds | 1 baths | 1,816 sq.ft. |
$349,000 |
Airbnb cash on cash: 1.9%
|
4 Salk DriveHighland, NYWelcome Home to Comfort, Style & Mountain Views This beautifully renovated split-level hom... |
3 beds | 2 baths | 1,934 sq.ft. |
$399,000 |
Airbnb cash on cash: 0.52%
|
39 Sunny Brook CircleHighland, NYMove right in to this bright and refreshing 3 bedroom townhouse with many new upgrades! Br... |
3 beds | 2 baths | 1,220 sq.ft. |
$315,000 |
Airbnb cash on cash: 0.65%
|
123 Vineyard AvenueHighland, NYCharming 1900s Home with Character and Versatility! Step into timeless elegance with this ... |
4 beds | 3 baths | N/A |
$525,000 |
Airbnb cash on cash: 0.24%
|
Real Estate investment in Highland, NY
There are 18 properties for sale in the city of Highland . The median list price in Highland is $357,000 and the average price per square foot is $201. In December 2025, the average monthly cash on cash return in Highland is 4.00%. The average monthly rental income in Highland is $2,541.