Real Estate Investment Properties for Sale in Woodstock, NY
Looking for investment property in Woodstock, NY with high ROI ?
Explore a variety of short-term homes & houses in Woodstock, NY. Invest wisely with VRBO & Woodstock, NY Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Single Family Homes for Sale in Woodstock, NY
Search for Single Family Residential for Sale in Woodstock, New York. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.
Showing 23 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
12 Library LaneWoodstock, NYTucked along tranquil Library Lane, this classic red cottage offers a rare blend of in-tow... |
3 beds | 3 baths | 1,864 sq.ft. |
$799,000 |
Airbnb cash on cash: 1.12%
|
18 Country Club LaneWoodstock, NYStunning reimagined Ranch, just 1/2 Mile from the Center of Woodstock, 2/10 of a Mile to t... |
2 beds | 2 baths | 1,208 sq.ft. |
$749,000 |
Airbnb cash on cash: 1.33%
|
5 Violet PlaceWoodstock, NYLovely 3-4 bedroom home located in a quiet, friendly neighborhood, just minutes from the s... |
3 beds | 2 baths | 1,804 sq.ft. |
$540,000 |
Airbnb cash on cash: 2.22%
|
66-68 Webster RoadWoodstock, NYRare Opportunity in the Historic Byrdcliffe Arts Colony, Woodstock, NY Discover this charm... |
2 beds | 2 baths | 1,092 sq.ft. |
$599,000 |
Airbnb cash on cash: 1.07%
|
33 Cottonwood LaneWoodstock, NYOPEN HOUSE! 7/5/2025 from 11:00 AM- 1:00 PM! Come check out this amazing property! The per... |
3 beds | 2 baths | 1,973 sq.ft. |
$665,000 |
Airbnb cash on cash: 0.62%
|
208 Grogkill RoadWoodstock, NYOPEN HOUSE! 7/5/2025 from 11:00 AM to 2:00 PM. Come check out the amazing views! Perfectly... |
3 beds | 3 baths | 2,640 sq.ft. |
$1,325,000 |
Airbnb cash on cash: -0.44%
|
2565 Route 212Woodstock, NYDiscover modern living at its finest with this newly built contemporary home, perfectly ne... |
4 beds | 3 baths | 2,052 sq.ft. |
$1,790,000 |
Airbnb cash on cash: -0.07%
|
97 John Joy RoadWoodstock, NYThe best of both worlds! A boho cottage paradise and a modern ADU (Accessory Dwelling Unit... |
3 beds | 2 baths | 1,532 sq.ft. |
$759,000 |
Airbnb cash on cash: 1.22%
|
4 Munchkin LaneWoodstock, NYHighwoods Haven rests on just over two whisper-quiet acres where sunlight filters through ... |
4 beds | 2 baths | 1,948 sq.ft. |
$859,000 |
Airbnb cash on cash: 2.49%
|
16 Juniper LaneWoodstock, NYWelcome to Juniper Woods. Nestled on four serene acres just minutes from the center of Woo... |
3 beds | 3 baths | 3,076 sq.ft. |
$1,649,000 |
Airbnb cash on cash: -1.09%
|
680 Zena RoadWoodstock, NYTurn key Opportunity - whether you are looking for a full time residence or second home. O... |
2 beds | 2 baths | 1,385 sq.ft. |
$549,000 |
Airbnb cash on cash: 1.17%
|
99 Cannon CircleWoodstock, NYTucked away in the pristine Ohayo Mountain forest and less than a mile from the heart of W... |
3 beds | 2 baths | 1,948 sq.ft. |
$1,150,000 |
Airbnb cash on cash: 0.12%
|
76-78 Mid Mountain WayWoodstock, NYNestled atop Mid Mountain, just five minutes from the heart of Woodstock, this enchanting ... |
2 beds | 2 baths | 1,673 sq.ft. |
$1,050,000 |
Airbnb cash on cash: -0.21%
|
48 Cooper HollowWoodstock, NYTucked away on a scenic country road just minutes from historic Woodstock, this stunning c... |
4 beds | 3 baths | 2,125 sq.ft. |
$889,000 |
Airbnb cash on cash: 1.63%
|
916 Zena RoadWoodstock, NYHighest and best by Wednesday, 7/23 at 12:00 PM! Woodstock ranch home and separate rental ... |
3 beds | 3 baths | 2,442 sq.ft. |
$599,000 |
Airbnb cash on cash: 1.73%
|
8 Pine Grove StreetWoodstock, NYDiscover the essence of refined country living in this impeccably restored 1920s farmhouse... |
5 beds | 4 baths | 2,426 sq.ft. |
$895,000 |
Airbnb cash on cash: 2.29%
|
61 W Saugerties Woodstock RdWoodstock, NYHIGHEST & BEST BY TUESDAY 7/29 AT 10AM! Tucked away at the end of a long, winding drive, t... |
1 beds | 2 baths | 1,729 sq.ft. |
$499,000 |
Airbnb cash on cash: -0.01%
|
235 California Quarry RoadWoodstock, NYArchitect-Designed Modern Retreat with Unparalleled Views Over Woodstock Perched high abov... |
3 beds | 3 baths | 2,608 sq.ft. |
$2,950,000 |
Airbnb cash on cash: -0.97%
|
11 Fel Qui RoadWoodstock, NYTucked away for the ultimate in privacy. This totally affordable cute ranch needs only a ... |
3 beds | 2 baths | 944 sq.ft. |
$226,100 |
Airbnb cash on cash: 7.79%
|
12 Arnold DriveWoodstock, NYLocated on a quiet, country road is this meticulously maintained raised ranch home with am... |
4 beds | 2 baths | 2,376 sq.ft. |
$649,000 |
Airbnb cash on cash: 4.37%
|
424 John Joy RoadWoodstock, NYThis Woodstock beauty is set on 1.6 private acres on the very desirable John Joy Road. Ste... |
3 beds | 2 baths | 1,812 sq.ft. |
$699,000 |
Airbnb cash on cash: 1.65%
|
20 Overlook DriveWoodstock, NYWoodstock Ranch with Room to Make It Your Own Just minutes from the heart of Woodstock, t... |
3 beds | 1 baths | 917 sq.ft. |
$300,000 |
Airbnb cash on cash: 6.85%
|
1 Blues QuarryWoodstock, NYWelcome to Blues Quarryâwhere tucked-away tranquility meets ''close to everything'' conv... |
3 beds | 2 baths | 2,390 sq.ft. |
$795,000 |
Airbnb cash on cash: 0.72%
|