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 34 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 |
|---|---|---|---|
220 John Joy RoadWoodstock, NYTucked back from the road, with beautifully landscaped grounds, bluestone walls, and matur... |
3 beds | 3 baths | 2,430 sq.ft. |
$995,000 |
Airbnb cash on cash: -0.36%
|
194 Wittenberg RoadWoodstock, NYTucked away just three miles from the heart of Woodstock, this timeless 1845 farmhouse is ... |
3 beds | 3 baths | 1,592 sq.ft. |
$749,000 |
Airbnb cash on cash: 1.01%
|
86 Rock City RoadWoodstock, NYWoodstock Charm Meets Modern Living at 86 Rock City Road! Step into a piece of Woodstock h... |
4 beds | 3 baths | 1,754 sq.ft. |
$825,000 |
Airbnb cash on cash: 1.23%
|
5 Lazy Brook LaneWoodstock, NYIdeal Woodstock living! This lovely 4 bedroom 3 bath private ranch is set back from the ro... |
4 beds | 3 baths | 2,480 sq.ft. |
$699,000 |
Airbnb cash on cash: 1.6%
|
3251 Route 212Woodstock, NYTucked deep within a private woodland, a long, winding drive opens to a sunny meadow garde... |
2 beds | 2 baths | 1,850 sq.ft. |
$775,000 |
Airbnb cash on cash: 0.53%
|
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. |
$699,000 |
Airbnb cash on cash: 1.22%
|
5 Violet PlaceWoodstock, NYMove right into this lovely 3-4 bedroom home located in a quiet, friendly neighborhood, ju... |
3 beds | 2 baths | 1,804 sq.ft. |
$540,000 |
Airbnb cash on cash: 1.88%
|
66-68 Webster RoadWoodstock, NYRare Opportunity in the Historic Byrdcliffe Arts Colony, Woodstock, NY Discover this charm... |
2 beds | N/A baths | 1,092 sq.ft. |
$599,000 |
Airbnb cash on cash: 0.74%
|
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: -0.35%
|
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: 0.97%
|
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. |
$799,000 |
Airbnb cash on cash: 1.24%
|
1637 Glasco TurnpikeWoodstock, NYWelcome to the Woodstock Retreat House. This exceptional multi-residential compound has be... |
2 beds | 2 baths | 1,868 sq.ft. |
$749,000 |
Airbnb cash on cash: -0.31%
|
279 Cooper Lake RoadWoodstock, NYNestled along one of the most enchanting, winding roads in Woodstock, this stunning contem... |
4 beds | 4 baths | 3,193 sq.ft. |
$1,375,000 |
Airbnb cash on cash: -0.32%
|
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: -1.2%
|
48 Cooper Hollow RoadWoodstock, 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: 0.27%
|
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: -0.04%
|
96 Meads Mountain RoadWoodstock, NYTucked away on 7.26 acres of lush, storybook landscape with a stream-fed pond, this quinte... |
2 beds | 4 baths | 2,727 sq.ft. |
$1,495,000 |
Airbnb cash on cash: -0.51%
|
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: 0.27%
|
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: 1.36%
|
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: -1.03%
|
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: 6.93%
|
57 Overlook DriveWoodstock, NYCharming Woodstock Ranch Just Minutes from Town Located in a quiet neighborhood just outsi... |
2 beds | 2 baths | 1,177 sq.ft. |
$329,000 |
Airbnb cash on cash: 3.53%
|
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: 1.38%
|
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: 6.23%
|
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: 0.48%
|
10 Niles DriveWoodstock, NYMeticulous 4-Bedroom Mid-Century Cape Cod/Ranch in Woodstock. Set on 1 acre in a desirable... |
4 beds | 2 baths | 2,008 sq.ft. |
$679,000 |
Airbnb cash on cash: 1.55%
|
16 Marko GroveWoodstock, NYTucked at the end of a quiet cul-de-sac, the Bearsville Social House is where ease, beauty... |
4 beds | 2 baths | 2,350 sq.ft. |
$795,000 |
Airbnb cash on cash: 1.59%
|
64 Lower Byrdcliffe RoadWoodstock, NYThis historic Woodstock home, complete with a legal short-term rental license, is ready fo... |
3 beds | 2 baths | 1,998 sq.ft. |
$995,000 |
Airbnb cash on cash: 0.27%
|
45 Rose LaneWoodstock, NYQuintessential Woodstock Contemporary tucked away on almost 4 bucolic, private acres minut... |
2 beds | N/A baths | 1,684 sq.ft. |
$995,000 |
Airbnb cash on cash: 0.06%
|
90 Van Dale RoadWoodstock, NYMake your next transition an easy one in this move-in-ready Woodstock home, where timeless... |
4 beds | 3 baths | 2,034 sq.ft. |
$795,000 |
Airbnb cash on cash: 1.28%
|
90 Van DaleWoodstock, NYMake your next transition an easy one in this move-in-ready Woodstock home, where timeless... |
4 beds | 3 baths | 2,034 sq.ft. |
$795,000 |
Airbnb cash on cash: 1.29%
|
9 Cooper Lake RoadWoodstock, NYA secluded mountain escape awaits you in one of Woodstock's preeminent neighborhoods. Tuck... |
3 beds | 3 baths | 3,319 sq.ft. |
$1,850,000 |
Airbnb cash on cash: -0.43%
|
306 Meads Mountain RoadWoodstock, NYSwoop House is a residence with two great rooms, one of which was designed as a profession... |
2 beds | 4 baths | 3,024 sq.ft. |
$4,200,000 |
Airbnb cash on cash: -1.19%
|
18 Niles DriveWoodstock, NYPeek through the trees on this country lane in Woodstock to glimpse a timeless Catskills A... |
3 beds | 3 baths | 1,990 sq.ft. |
$549,000 |
Airbnb cash on cash: 1.47%
|