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 57 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 |
|---|---|---|---|
56 Lauren CtWoodstock, NYExceptional 3 bedroom, 4 bath light-filled contemporary home offering refined nouvelle liv... |
3 beds | 2 baths | 3,481 sq.ft. |
$2,300,000 |
Airbnb cash on cash: -0.75%
|
3207-3209 Route 212Woodstock, NYWoodstock Homestead Compound in Bearsville, NY A truly rare and wonderful opportunity aw... |
4 beds | 3 baths | 3,378 sq.ft. |
$1,149,000 |
Airbnb cash on cash: 1.44%
|
15 Lake View DrWoodstock, NY15 Lake View Dr, Woodstock, NY 12448 | Single Family Residential |
2 beds | 1 baths | 1,416 sq.ft. |
$730,000 |
Airbnb cash on cash: 0.04%
|
208 Tinker StWoodstock, NYCharming turn-key Woodstock cottage that is walking distance to the center of town! This ... |
2 beds | 1 baths | 1,191 sq.ft. |
$549,000 |
Airbnb cash on cash: 0.94%
|
19 Blues QuarryWoodstock, NYSeventeen private acres, minutes from the heart of Woodstock. This 3-bedroom, 2.5-bath mod... |
4 beds | 3 baths | 2,613 sq.ft. |
$1,380,000 |
Airbnb cash on cash: 0.05%
|
56 Lauren CourtWoodstock, NYExceptional 3 bedroom, 4 bath light-filled contemporary home offering refined nouvelle liv... |
3 beds | 3 baths | 2,613 sq.ft. |
$2,300,000 |
Airbnb cash on cash: -0.75%
|
177 Tinker StWoodstock, NYNestled in the heart of Woodstock, this expansive estate spans over twelve acres, it is a ... |
5 beds | 4 baths | 2,978 sq.ft. |
$2,400,000 |
Airbnb cash on cash: -1.42%
|
5 Lazy Brook LaneWoodstock, NYNEW NEW NEW! If you thought you have seen 5 Lazy Brook Lane, think again! This home is own... |
4 beds | 3 baths | 2,480 sq.ft. |
$799,000 |
Airbnb cash on cash: 2.54%
|
106 Mountain Laurel LaneWoodstock, NYArchitectural. Artistic. Entirely unforgettable. Tucked away on 1.73 private acres just mo... |
3 beds | 4 baths | 3,330 sq.ft. |
$1,499,900 |
Airbnb cash on cash: -0.68%
|
42 Dixon AveWoodstock, NYSituated on a large level lot and a quiet road near the heart of town. Some recent updates... |
3 beds | 1 baths | 1,272 sq.ft. |
$335,000 |
Airbnb cash on cash: 4.83%
|
5 Streamside TerWoodstock, NYOPEN HOUSE! Sunday 7/19 from 12:00-2:00! Woodstock Village living doesn't get much better ... |
3 beds | 2 baths | 1,568 sq.ft. |
$550,000 |
Airbnb cash on cash: 2.11%
|
97 John Joy RdWoodstock, NYThe best of both worlds! A boho cottage paradise and a modern ADU (Accessory Dwelling Unit... |
3 beds | 2 baths | 1,532 sq.ft. |
$825,000 |
Airbnb cash on cash: 0.69%
|
235 California Quarry RdWoodstock, NYArchitect-Designed Modern Retreat with Unparalleled Views Over Woodstock! Perched high abo... |
3 beds | 3 baths | 2,608 sq.ft. |
$2,375,000 |
Airbnb cash on cash: -1.02%
|
306 Meads Mountain RdWoodstock, NYInside Swoop House there is a versatile floor plan that includes four en suite bedrooms, o... |
4 beds | 4 baths | 5,272 sq.ft. |
$3,600,000 |
Airbnb cash on cash: -0.71%
|
57 Ohayo Mt. RdWoodstock, NY57 Ohayo Mt. Rd, Woodstock, NY 12498 | Single Family Residential |
1 beds | 1 baths | 841 sq.ft. |
$395,000 |
Airbnb cash on cash: 0%
|
289 Upper Byrdcliffe RdWoodstock, NY289 Upper Byrdcliffe Rd, Woodstock, NY 12498 | Single Family Residential |
4 beds | 3 baths | 3,151 sq.ft. |
$3,500,000 |
Airbnb cash on cash: -1.61%
|
5 Lazy Brook LnWoodstock, NY5 Lazy Brook Ln, Woodstock, NY 12498 | Single Family Residential |
4 beds | 2 baths | 2,480 sq.ft. |
$799,000 |
Airbnb cash on cash: 2.12%
|
20 Country Club LnWoodstock, NY20 Country Club Ln, Woodstock, NY 12498 | Single Family Residential |
8 beds | 8 baths | 12,393 sq.ft. |
$1,995,000 |
Airbnb cash on cash: -1.15%
|
2320 Glasco TpkeWoodstock, NY2320 Glasco Tpke, Woodstock, NY 12498 | Single Family Residential |
8 beds | 5 baths | 4,648 sq.ft. |
$1,325,000 |
Airbnb cash on cash: -0.36%
|
328 John Joy RdWoodstock, NY328 John Joy Rd, Woodstock, NY 12498 | Single Family Residential |
2 beds | 2 baths | 1,300 sq.ft. |
$569,000 |
Airbnb cash on cash: 0.81%
|
106 Mountain Laurel LnWoodstock, NY106 Mountain Laurel Ln, Woodstock, NY 12498 | Single Family Residential |
3 beds | 4 baths | 3,330 sq.ft. |
$1,499,900 |
Airbnb cash on cash: -1.15%
|
5 Maverick TerWoodstock, NYTucked away on a peaceful, wooded lane, this inviting home offers the perfect blend of pri... |
3 beds | 3 baths | 2,316 sq.ft. |
$799,900 |
Airbnb cash on cash: 0.9%
|
5 Downer LnWoodstock, NYSet on six bucolic acres along one of Woodstock's most scenic country roads, this extraord... |
4 beds | 4 baths | 3,172 sq.ft. |
$1,200,000 |
Airbnb cash on cash: 0.27%
|
5 - 7 Downer LnWoodstock, NYA Woodstock compound with two distinct residences on eight acres, currently set up as STR.... |
5 beds | 5 baths | 4,628 sq.ft. |
$1,700,000 |
Airbnb cash on cash: -1.13%
|
171 Van Dale RdWoodstock, NYStep into this meticulously maintained and tastefully updated Woodstock split-level. Set w... |
3 beds | 1 baths | 1,824 sq.ft. |
$599,000 |
Airbnb cash on cash: 1.53%
|
94 Chestnut Hill RdWoodstock, NYA rare opportunity to own a truly special piece of the Hudson Valley. Nestled in the heart... |
3 beds | 1 baths | 1,360 sq.ft. |
$1,325,000 |
Airbnb cash on cash: 0.03%
|
72 Van Dale RdWoodstock, NYNestled in a quiet Woodstock neighborhood five minutes from the village center and a short... |
3 beds | 3 baths | 1,991 sq.ft. |
$699,000 |
Airbnb cash on cash: 0.93%
|
639 W Saugerties RdWoodstock, NYA treehouse retreat on almost 46 Acres - a rare architectural sanctuary. Tucked into the f... |
3 beds | 2 baths | 3,530 sq.ft. |
$2,200,000 |
Airbnb cash on cash: -1.27%
|
60 Boggs Hill RdWoodstock, NYA Rare Byrdcliffe-Era Magical Retreat with Artistic Legacy Built in 1905, just as the hist... |
3 beds | 2 baths | 1,993 sq.ft. |
$1,375,000 |
Airbnb cash on cash: -0.07%
|
29 Maurizi LnWoodstock, NYSet on an almost 3-acre wooded lot, this property has so much to offer in a quiet location... |
4 beds | 2 baths | 2,372 sq.ft. |
$799,999 |
Airbnb cash on cash: 2.77%
|
25 Pine Grove StWoodstock, NY25 Pine Grove St, Woodstock, NY 12498 | Single Family Residential |
2 beds | 2 baths | 1,440 sq.ft. |
$795,000 |
Airbnb cash on cash: -0.19%
|
48 Mountainview AveWoodstock, NY48 Mountainview Ave, Woodstock, NY 12498 | Single Family Residential |
2 beds | 2 baths | 1,248 sq.ft. |
$647,000 |
Airbnb cash on cash: 0.39%
|
2323 Glasco TpkeWoodstock, NY2323 Glasco Tpke, Woodstock, NY 12498 | Single Family Residential |
3 beds | 2 baths | 1,562 sq.ft. |
$799,000 |
Airbnb cash on cash: 0.22%
|
19 Blues Quarry RdWoodstock, NY19 Blues Quarry Rd, Woodstock, NY 12498 | Single Family Residential |
4 beds | 3 baths | 2,613 sq.ft. |
$1,380,000 |
Airbnb cash on cash: 0.09%
|
18 Playhouse LnWoodstock, NY18 Playhouse Ln, Woodstock, NY 12498 | Single Family Residential |
3 beds | 2 baths | 1,067 sq.ft. |
$725,000 |
Airbnb cash on cash: 0.52%
|
21-23 Library LnWoodstock, NY21-23 Library Ln, Woodstock, NY 12498 | Single Family Residential |
7 beds | 4 baths | 3,948 sq.ft. |
$4,250,000 |
Airbnb cash on cash: -1.98%
|
2 Stonecreek RdWoodstock, NY2 Stonecreek Rd, Woodstock, NY 12498 | Single Family Residential |
4 beds | 3 baths | 2,750 sq.ft. |
$3,650,000 |
Airbnb cash on cash: -1.65%
|
1 Stone Ridge CtWoodstock, NY1 Stone Ridge Ct, Woodstock, NY 12498 | Single Family Residential |
4 beds | 2 baths | 2,584 sq.ft. |
$799,000 |
Airbnb cash on cash: 2.12%
|
170 Macdaniel RdWoodstock, NY170 Macdaniel Rd, Woodstock, NY 12498 | Single Family Residential |
3 beds | 3 baths | 2,718 sq.ft. |
$699,000 |
Airbnb cash on cash: 0.63%
|