Real Estate Investment Properties for Sale in Pine Plains, NY
Looking for investment property in Pine Plains, NY with high ROI ?
Explore a variety of short-term homes & houses in Pine Plains, NY. Invest wisely with VRBO & Pine Plains, 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 Pine Plains, NY
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
468 Tripp RdPine Plains, NYFolly Farm (1834, 200 acres) is fully restored and modernized, yet historically intact. Ad... |
6 beds | 5 baths | 6,146 sq.ft. |
$4,250,000 |
Airbnb cash on cash: -0.45%
|
2795 Church StPine Plains, NYAll newly renovated, Kitchen with new cabinets, granite countertops, stainless steel appli... |
3 beds | 1 baths | 1,200 sq.ft. |
$379,000 |
Airbnb cash on cash: 2.36%
|
617 Bean River RoadPine Plains, NYExperience this stunning sanctuary where rustic charm meets modern luxury on over 19 metic... |
3 beds | 3 baths | 2,433 sq.ft. |
$1,575,000 |
Airbnb cash on cash: -0.92%
|
618 Bean River RdPine Plains, NYPINE PLAINS 1400 SF 2BR/2BA RANCH with new well on 7+ acres between Millerton and Pine Pla... |
2 beds | 2 baths | 1,336 sq.ft. |
$387,000 |
Airbnb cash on cash: 0.67%
|
31 Lake Shore DrPine Plains, NYLake front property at its finest. Beautiful Twin Island Lake!! Feel like you are on vacat... |
1 beds | 1 baths | 708 sq.ft. |
$395,000 |
Airbnb cash on cash: -0.27%
|
75 Birch DrPine Plains, NY3 bedroom 1 bathroom ranch on .34 acre in a beautiful neighborhood. Close to the town cent... |
3 beds | 1 baths | 1,091 sq.ft. |
$415,000 |
Airbnb cash on cash: 1.78%
|
82 Maple Hill LnPine Plains, NYThis light-filled, 4-Bedroom, 2.5-Bath home built in 2006 is ideally situated only a coupl... |
4 beds | 2 baths | 3,108 sq.ft. |
$750,000 |
Airbnb cash on cash: 0.58%
|
7786 S Main StPine Plains, NYYou wanted charm? You got it! This vintage 1903 village home in Pine Plains, NY formerly s... |
4 beds | 1 baths | 3,072 sq.ft. |
$489,000 |
Airbnb cash on cash: 2.5%
|
7668 Route 82Pine Plains, NY7668 Route 82, Pine Plains, NY 12567 | Single Family Residential |
4 beds | 1 baths | 2,709 sq.ft. |
$875,000 |
Airbnb cash on cash: -0.17%
|
82 Lake RdPine Plains, NY82 Lake Rd, Pine Plains, NY 12567 | Single Family Residential |
4 beds | 2 baths | 2,040 sq.ft. |
$485,000 |
Airbnb cash on cash: 1.86%
|
476 Carpenter Hill RdPine Plains, NY476 Carpenter Hill Rd, Pine Plains, NY 12567 | Single Family Residential |
4 beds | 4 baths | 4,103 sq.ft. |
$2,995,000 |
Airbnb cash on cash: -1.97%
|
0 Mt Ross RdPine Plains, NY0 Mt Ross Rd, Pine Plains, NY 12567 | Other |
N/A beds | N/A baths | N/A |
$219,000 |
Airbnb cash on cash: 4.41%
|
66 Ryan RdPine Plains, NY66 Ryan Rd, Pine Plains, NY 12567 | Other |
N/A beds | N/A baths | N/A |
$140,000 |
Airbnb cash on cash: 8.29%
|
1515-1517 Route 83Pine Plains, NY1515-1517 Route 83, Pine Plains, NY 12567 | Single Family Residential |
10 beds | 6 baths | 6,994 sq.ft. |
$3,995,000 |
Airbnb cash on cash: -1.73%
|
Woodward Hill,stissng Mount, Hicks Hill, Route 199Pine Plains, NYWoodward Hill,stissng Mount, Hicks Hill, Route 199, Pine Plains, NY 12567 | Other |
N/A beds | N/A baths | N/A |
$36,000,000 |
Airbnb cash on cash: -2.67%
|
620 Bean River RdPine Plains, NY620 Bean River Rd, Pine Plains, NY 12567 | Other |
N/A beds | N/A baths | N/A |
$138,000 |
Airbnb cash on cash: 8.45%
|
618 Bean River RoadPine Plains, NYSecluded 2BR/2BA RANCH w/2 large decks, all wood floors, ornamented wood siding painted + ... |
2 beds | 2 baths | 1,336 sq.ft. |
$389,000 |
Airbnb cash on cash: 0.77%
|
8032-8060 Rt-82Pine Plains, NY8032-8060 Rt-82, Pine Plains, NY 12567 | Single Family Residential |
7 beds | 4 baths | 5,481 sq.ft. |
$4,495,000 |
Airbnb cash on cash: -1.84%
|
506 Silvernails RdPine Plains, NY506 Silvernails Rd, Pine Plains, NY 12567 | Single Family Residential |
5 beds | 4 baths | 6,875 sq.ft. |
$9,500,000 |
Airbnb cash on cash: -2.3%
|
211 Sigler RdPine Plains, NY211 Sigler Rd, Pine Plains, NY 12567 | Single Family Residential |
3 beds | 1 baths | 1,860 sq.ft. |
$409,000 |
Airbnb cash on cash: 1.5%
|
80 County Route 7Pine Plains, NY80 County Route 7, Pine Plains, NY 12567 | Single Family Residential |
7 beds | 5 baths | 3,500 sq.ft. |
$575,000 |
Airbnb cash on cash: 4.09%
|
Mount Ross RdPine Plains, NYMount Ross Rd, Pine Plains, NY 12567 | Other |
N/A beds | N/A baths | N/A |
$219,000 |
Airbnb cash on cash: 4.41%
|
85 Hammertown RdPine Plains, NY85 Hammertown Rd, Pine Plains, NY 12567 | Single Family Residential |
7 beds | 4 baths | 4,675 sq.ft. |
$1,975,000 |
Airbnb cash on cash: -0.72%
|
3838 Route 199Pine Plains, NY3838 Route 199, Pine Plains, NY 12567 | Single Family Residential |
3 beds | 2 baths | 1,635 sq.ft. |
$394,000 |
Airbnb cash on cash: 1.66%
|
1504 Route 83Pine Plains, NY1504 Route 83, Pine Plains, NY 12567 | Single Family Residential |
3 beds | 2 baths | 2,250 sq.ft. |
$1,695,000 |
Airbnb cash on cash: -1.69%
|
553 Lake RdPine Plains, NY553 Lake Rd, Pine Plains, NY 12567 | Single Family Residential |
3 beds | 2 baths | 2,760 sq.ft. |
$639,000 |
Airbnb cash on cash: -0.01%
|
60 Stissing AvePine Plains, NY60 Stissing Ave, Pine Plains, NY 12567 | Single Family Residential |
3 beds | 2 baths | 1,646 sq.ft. |
$540,000 |
Airbnb cash on cash: 0.49%
|
617 Bean River RdPine Plains, NY617 Bean River Rd, Pine Plains, NY 12567 | Single Family Residential |
3 beds | 3 baths | 3,833 sq.ft. |
$1,495,000 |
Airbnb cash on cash: -1.55%
|
559 Lake RdPine Plains, NY559 Lake Rd, Pine Plains, NY 12567 | Single Family Residential |
2 beds | 2 baths | 1,456 sq.ft. |
$549,000 |
Airbnb cash on cash: -0.32%
|
70 Ryan RdPine Plains, NY70 Ryan Rd, Pine Plains, NY 12567 | Other |
N/A beds | N/A baths | N/A |
$3,950,000 |
Airbnb cash on cash: -2.31%
|
71 Lake Shore RdPine Plains, NY71 Lake Shore Rd, Pine Plains, NY 12567 | Other |
N/A beds | N/A baths | N/A |
$975,000 |
Airbnb cash on cash: -1.09%
|
622 Bean River RdPine Plains, NY622 Bean River Rd, Pine Plains, NY 12567 | Other |
N/A beds | N/A baths | N/A |
$197,000 |
Airbnb cash on cash: 5.19%
|
975 Route 83Pine Plains, NYThis cape is surrounded by west facing rolling hills, all in the Dutchess Land Conservancy... |
4 beds | 2 baths | 1,456 sq.ft. |
$300,000 |
Airbnb cash on cash: 4.1%
|
Real Estate investment in Pine-plains, NY
There are 33 properties for sale in the city of Pine Plains . The median list price in Pine Plains is $422,500 and the average price per square foot is $144. In September 2026, the average monthly cash on cash return in Pine Plains is 2.00%. The average monthly rental income in Pine Plains is $2,830.