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 |
|---|---|---|---|
243 Vineyard AveHighland, NYSpectacular 70 acre parcel located right outside the village of Highland. May be used as a... |
N/A beds | N/A baths | 3,614 sq.ft. |
$2,100,000 |
Airbnb cash on cash: -1.7%
|
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%
|
13 Sharon DrHighland, NYHandy Man Special - CASH ONLY! |
3 beds | 1 baths | 1,092 sq.ft. |
$450,000 |
Airbnb cash on cash: 0.78%
|
74 Bellevue RdHighland, NYHudson River Views! This inviting home combines comfort, character, and convenience with a... |
3 beds | 3 baths | 4,572 sq.ft. |
$1,250,000 |
Airbnb cash on cash: -1.21%
|
18 Hillside PlHighland, NYCozy two bedroom home within walking distance to the village shops and restaurants in High... |
2 beds | 1 baths | 1,096 sq.ft. |
$219,900 |
Airbnb cash on cash: 1.23%
|
407 Swartekill RdHighland, 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 AveHighland, NYStep back in time with this spacious Victorian home full of original charm and character. ... |
4 beds | 2 baths | 2,510 sq.ft. |
$549,000 |
Airbnb cash on cash: -0.57%
|
10 Carly DrHighland, NYDiscover the perfect blend of comfort, convenience, and lifestyle in this beautifully main... |
4 beds | 2 baths | 1,428 sq.ft. |
$450,000 |
Airbnb cash on cash: 1.03%
|
128 Vineyard Ave #104Highland, NYWelcome to Highbridge Crossing, a modern condominium building with direct access to the Hu... |
1 beds | 1 baths | 803 sq.ft. |
$270,000 |
Airbnb cash on cash: -1.12%
|
128 Vineyard Ave #106Highland, NYWelcome to Highbridge Crossing, a modern condominium building with direct access to the Hu... |
1 beds | 1 baths | 803 sq.ft. |
$270,000 |
Airbnb cash on cash: -1.12%
|
128 Vineyard Ave #205Highland, NYWelcome to Highbridge Crossing, a modern condominium building with direct access to the Hu... |
1 beds | 1 baths | 730 sq.ft. |
$265,000 |
Airbnb cash on cash: -0.87%
|
128 Vineyard Ave #206Highland, NYWelcome to Highbridge Crossing, a modern condominium building with direct access to the Hu... |
1 beds | 1 baths | 730 sq.ft. |
$265,000 |
Airbnb cash on cash: -0.87%
|
128 Vineyard Ave #207Highland, NYWelcome to Highbridge Crossing, a modern condominium building with direct access to the Hu... |
1 beds | 1 baths | 730 sq.ft. |
$265,000 |
Airbnb cash on cash: -0.87%
|
128 Vineyard Ave #210Highland, NYWelcome to Highbridge Crossing, a modern condominium building with direct access to the Hu... |
2 beds | 1 baths | 1,122 sq.ft. |
$340,000 |
Airbnb cash on cash: -1.22%
|
7 River Road Rd #Town RoadHighland, NY7 River Road Rd, Highland, NY 12528 | Single Family Residential |
3 beds | 3 baths | 1,661 sq.ft. |
$397,000 |
Airbnb cash on cash: 1.13%
|
62 Clearwater RdHighland, NY62 Clearwater Rd, Highland, NY 12528 | Single Family Residential |
4 beds | 3 baths | 1,824 sq.ft. |
$499,900 |
Airbnb cash on cash: 0.82%
|
534 Route 44 55Highland, NY534 Route 44 55, Highland, NY 12528 | Single Family Residential |
3 beds | 2 baths | 1,104 sq.ft. |
$399,000 |
Airbnb cash on cash: 1.11%
|
224 Vineyard AveHighland, NY224 Vineyard Ave, Highland, NY 12528 | Single Family Residential |
3 beds | 2 baths | 1,600 sq.ft. |
$469,000 |
Airbnb cash on cash: 0.54%
|
269 Orchard RdHighland, NY269 Orchard Rd, Highland, NY 12528 | Single Family Residential |
3 beds | 2 baths | 2,086 sq.ft. |
$565,000 |
Airbnb cash on cash: -0.01%
|
22 Washington AveHighland, NY22 Washington Ave, Highland, NY 12528 | Single Family Residential |
4 beds | 1 baths | 1,458 sq.ft. |
$389,000 |
Airbnb cash on cash: 1.81%
|
8 Sunny Brook CirHighland, NY8 Sunny Brook Cir, Highland, NY 12528 | Single Family Residential |
2 beds | 1 baths | 1,120 sq.ft. |
$299,000 |
Airbnb cash on cash: -0.88%
|
241 Upper North RdHighland, NY241 Upper North Rd, Highland, NY 12528 | Single Family Residential |
2 beds | 2 baths | 1,300 sq.ft. |
$365,000 |
Airbnb cash on cash: -0.15%
|
29 Oakes RdHighland, NY29 Oakes Rd, Highland, NY 12528 | Single Family Residential |
2 beds | 2 baths | 1,056 sq.ft. |
$399,900 |
Airbnb cash on cash: -0.37%
|
451 New PaltzHighland, NY451 New Paltz, Highland, NY 12528 | Multi Family |
2 beds | 2 baths | 992 sq.ft. |
$349,000 |
Airbnb cash on cash: -0.03%
|
TBD Smith TerHighland, NYTBD Smith Ter, Highland, NY 12528 | Other |
N/A beds | N/A baths | 650 sq.ft. |
$99,500 |
Airbnb cash on cash: -0.92%
|
TBD Rt 299Highland, NYTBD Rt 299, Highland, NY 12528 | Other |
N/A beds | N/A baths | N/A |
$199,000 |
Airbnb cash on cash: -1.79%
|
Lily Lake RdHighland, NYLily Lake Rd, Highland, NY 12528 | Other |
N/A beds | N/A baths | N/A |
$500,000 |
Airbnb cash on cash: -2.34%
|
00 Vineyard AveHighland, NY00 Vineyard Ave, Highland, NY 12528 | Other |
N/A beds | N/A baths | N/A |
$4,400,000 |
Airbnb cash on cash: -2.67%
|
Haviland RdHighland, NYHaviland Rd, Highland, NY 12528 | Other |
N/A beds | N/A baths | N/A |
$150,000 |
Airbnb cash on cash: -1.5%
|
3748 Us Highway 9WHighland, NY3748 Us Highway 9W, Highland, NY 12528 | Other |
N/A beds | N/A baths | N/A |
$399,000 |
Airbnb cash on cash: -2.25%
|
TBD Route 9wHighland, NYTBD Route 9w, Highland, NY 12528 | Other |
N/A beds | N/A baths | N/A |
$500,000 |
Airbnb cash on cash: -2.34%
|
3748 Rt 9wHighland, NY3748 Rt 9w, Highland, NY 12528 | Other |
N/A beds | N/A baths | N/A |
$399,000 |
Airbnb cash on cash: -2.25%
|
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%
|
Real Estate investment in Highland, NY
There are 54 properties for sale in the city of Highland . The median list price in Highland is $395,000 and the average price per square foot is $218. In March 2026, the average monthly cash on cash return in Highland is 4.00%. The average monthly rental income in Highland is $2,134.