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 |
|---|---|---|---|
284 Tuckers Corners RoadHighland, NYWelcome to comfortable country living in the heart of the Hudson Valley! Set on 3.6 pictur... |
3 beds | 2 baths | 1,635 sq.ft. |
$485,000 |
Airbnb cash on cash: 1.05%
|
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: 0.86%
|
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: 0.01%
|
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%
|
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: 2.2%
|
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: -1.08%
|
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. |
$485,000 |
Airbnb cash on cash: 0.96%
|
213 Tuckers Corners RoadHighland, 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: 0.61%
|
217 Tuckers Corners RoadHighland, 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: 0.61%
|
687 Whitley LaneHighland, NYInvestor opportunity in the Town of Lloyd! Situated on 1.4 private acres, this 4-bedroom h... |
4 beds | 2 baths | 1,404 sq.ft. |
$179,000 |
Airbnb cash on cash: 7.66%
|
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: -0.45%
|
27 Hawleys Corners RoadHighland, NYEXQUISITE HOME WITH AN OUTDOOR PRIVATE RETREAT-LIKE OASIS FEATURING A FREEFORM HEATED POOL... |
4 beds | 3 baths | 2,502 sq.ft. |
$799,000 |
Airbnb cash on cash: 0.6%
|
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: 2.28%
|
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: 1.58%
|
549 Gregory CourtHighland, NYWelcome to 549 Gregory Ct, a bright, spacious, and impeccably maintained condo located in ... |
2 beds | 1 baths | 946 sq.ft. |
$299,000 |
Airbnb cash on cash: -0.95%
|
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: 2.02%
|
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: 1.66%
|
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: -0.8%
|
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%
|
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: 1.06%
|
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: 1.39%
|
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: 1.86%
|
104 New Paltz RoadHighland, NYConvenient oversized raised ranch with spacious rooms. The main floor features a full eat-... |
3 beds | 3 baths | 2,520 sq.ft. |
$499,000 |
Airbnb cash on cash: 0.55%
|
Real Estate investment in Highland, NY
There are 25 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 $209. In July 2026, the average monthly cash on cash return in Highland is 4.00%. The average monthly rental income in Highland is $3,155.