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 |
|---|---|---|---|
9 Emerson TerHighland, NYIncredible turn key Contemporary Home with so many upgrades. This neat as a pin 3 bedroom... |
3 beds | 2 baths | 1,682 sq.ft. |
$545,000 |
Airbnb cash on cash: 0.09%
|
52 Phillips AveHighland, NYNice, 4 bedroom cape with garage that backs up onto the Rail Trail. Has gleaming hardwood ... |
4 beds | 2 baths | 1,382 sq.ft. |
$419,900 |
Airbnb cash on cash: 1.78%
|
188 Sterling PlHighland, NYBeautiful Townhouse in Bridgeview. Enjoy one of the largest corner lots in this complex! V... |
2 beds | 2 baths | 1,396 sq.ft. |
$359,900 |
Airbnb cash on cash: -0.14%
|
60 Mayer DriveHighland, NYBeautifully situated in a lovely Highland neighborhood, this raised ranch home offers warm... |
3 beds | 2 baths | 2,100 sq.ft. |
$399,900 |
Airbnb cash on cash: 0.46%
|
15 Oakes RdHighland, NYDon't miss this exceptional opportunity to own a custom built Lindal Cedar home priced wel... |
3 beds | 2 baths | 2,919 sq.ft. |
$1,200,000 |
Airbnb cash on cash: -0.79%
|
321 Orchard RdHighland, NYSprawling three bedroom contemporary ranch home located in a private setting. New carpetin... |
3 beds | 2 baths | 1,609 sq.ft. |
$625,000 |
Airbnb cash on cash: 0.01%
|
52 John White Rd #50Highland, NYAbsolutely incredible 16-acre estate with total seclusion, two houses and a massive barn! ... |
9 beds | 5 baths | N/A |
$999,000 |
Airbnb cash on cash: 0.01%
|
60 Palazzo LnHighland, 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. |
$1,425,000 |
Airbnb cash on cash: -0.97%
|
10 Eisgruber Park LnHighland, NYPrivacy and seclusion await in this well maintained home. The gourmet eat-in kitchen featu... |
3 beds | 2 baths | 2,144 sq.ft. |
$674,900 |
Airbnb cash on cash: -0.23%
|
105 S Chapel Hill RdHighland, NYWhat a great location this home has. Minutes to the Mid-Hudson Bridge. Live in 1 side and ... |
4 beds | 3 baths | 2,340 sq.ft. |
$575,000 |
Airbnb cash on cash: 1.08%
|
9 Roxanne BlvdHighland, NYQuality craftsmanship in this beautiful split level. Loads of space with 3 bedrooms and th... |
4 beds | 2 baths | 2,224 sq.ft. |
$550,000 |
Airbnb cash on cash: 0.73%
|
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: -1.6%
|
16 Gabriety RdHighland, NYJust Listed-Perfection Plus! If you like comfort and charm you will love this sparkling 4-... |
4 beds | 3 baths | 2,082 sq.ft. |
$575,000 |
Airbnb cash on cash: 0.58%
|
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: -0.29%
|
98 North RdHighland, NYThis charming 1900 farmhouse in Highland, New York, offers a comfortable and spacious livi... |
4 beds | 2 baths | 2,640 sq.ft. |
$480,000 |
Airbnb cash on cash: 1%
|
191 Bedell AveHighland, NYWelcome to 191 Bedell Ave in Highland, a move-in ready gem blending classic charm with mod... |
5 beds | 3 baths | 2,024 sq.ft. |
$525,000 |
Airbnb cash on cash: -0.35%
|
41 Penny LnHighland, NYWelcome to 41 Penny Lane, this ranch style home is situated on a quiet dead-end road named... |
3 beds | 2 baths | 1,844 sq.ft. |
$479,000 |
Airbnb cash on cash: -0.04%
|
74 Bellevue RdHighland, NYHudson River Views! This inviting home combines comfort, character, and convenience with a... |
3 beds | 3 baths | 4,572 sq.ft. |
$998,500 |
Airbnb cash on cash: -1.26%
|
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. |
$485,000 |
Airbnb cash on cash: -0.26%
|
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. |
$268,999 |
Airbnb cash on cash: 2.92%
|
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. |
$254,999 |
Airbnb cash on cash: 3.39%
|
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. |
$254,999 |
Airbnb cash on cash: 3.39%
|
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. |
$254,999 |
Airbnb cash on cash: 3.39%
|
346 Crescent AveHighland, NY346 Crescent Ave, Highland, NY 12528 | Single Family Residential |
14 beds | 6 baths | 6,406 sq.ft. |
$1,250,000 |
Airbnb cash on cash: -1.66%
|
75 Palazzo LnHighland, NY75 Palazzo Ln, Highland, NY 12528 | Other |
N/A beds | N/A baths | N/A |
$350,000 |
Airbnb cash on cash: -1.61%
|
748 State Route 44 55Highland, NY748 State Route 44 55, Highland, NY 12528 | Other |
N/A beds | N/A baths | N/A |
$110,000 |
Airbnb cash on cash: 0.69%
|
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: 0.56%
|
269 Orchard RdHighland, NY269 Orchard Rd, Highland, NY 12528 | Single Family Residential |
3 beds | 2 baths | 2,086 sq.ft. |
$500,000 |
Airbnb cash on cash: 0.36%
|
Lily Lake RdHighland, NYLily Lake Rd, Highland, NY 12528 | Other |
N/A beds | N/A baths | N/A |
$500,000 |
Airbnb cash on cash: -1.94%
|
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: -2.63%
|
3748 US Highway 9WHighland, NY3748 Us Highway 9W, Highland, NY 12528 | Other |
N/A beds | N/A baths | N/A |
$150,000 |
Airbnb cash on cash: -0.19%
|
TBD Route 9wHighland, NYTBD Route 9w, Highland, NY 12528 | Other |
N/A beds | N/A baths | N/A |
$500,000 |
Airbnb cash on cash: -1.94%
|
213 Tuckers Corners RdHighland, NYNEW CONSTRUCTION!!! Estimated to be completed the beginning of August - This stunning new ... |
4 beds | 3 baths | 2,241 sq.ft. |
$649,999 |
Airbnb cash on cash: -0.31%
|
217 Tuckers Corners RdHighland, NYNEW CONSTRUCTION!!! Estimated to be completed by beginning of August. This stunning new co... |
4 beds | 3 baths | 2,241 sq.ft. |
$649,999 |
Airbnb cash on cash: -0.31%
|
Crest LnHighland, NYCrest Ln, Highland, NY 12528 | Other |
N/A beds | N/A baths | N/A |
$75,000 |
Airbnb cash on cash: 2.17%
|
107 Sterling Place #107Highland, NYInvestment Opportunity - Desirable Bridgeview Townhome Community Come join the wonderful B... |
2 beds | 2 baths | 1,270 sq.ft. |
$335,000 |
Airbnb cash on cash: -0.02%
|
TBD Loughran LnHighland, NYTBD Loughran Ln, Highland, NY 12528 | Other |
N/A beds | N/A baths | N/A |
$200,000 |
Airbnb cash on cash: -0.81%
|
517 Crescent AveHighland, NY517 Crescent Ave, Highland, NY 12528 | Single Family Residential |
2 beds | 2 baths | 1,352 sq.ft. |
$450,000 |
Airbnb cash on cash: -0.5%
|
136 Camp Sunset RdHighland, NY136 Camp Sunset Rd, Highland, NY 12528 | Single Family Residential |
4 beds | 1 baths | 2,040 sq.ft. |
$329,900 |
Airbnb cash on cash: 2.99%
|
33 Mile Hill RdHighland, NY33 Mile Hill Rd, Highland, NY 12528 | Single Family Residential |
2 beds | 1 baths | 964 sq.ft. |
$225,000 |
Airbnb cash on cash: 1.66%
|
Real Estate investment in Highland, NY
There are 101 properties for sale in the city of Highland . The median list price in Highland is $414,752 and the average price per square foot is $218. In October 2026, the average monthly cash on cash return in Highland is 3.00%. The average monthly rental income in Highland is $2,802.