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.
Investment Property for Sale in Woodstock, NY
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
529 Mt Guardian Road ExtensionWoodstock, NYWelcome to the Mount Guardian Modern. Positioned on nearly four acres on Mount Guardian, t... |
3 beds | 3 baths | 2,064 sq.ft. |
$1,495,000 |
Airbnb cash on cash: -0.22%
|
18 Country Club LaneWoodstock, NYWelcome to 18 Country Club Lane. Located less than half a mile from the picturesque Villag... |
2 beds | 2 baths | 1,208 sq.ft. |
$625,000 |
Airbnb cash on cash: 0.8%
|
106 Mountain Laurel LaneWoodstock, NYA truly one-of-a-kind residence and rare opportunity, this exceptional home offers a seaml... |
3 beds | 4 baths | 3,330 sq.ft. |
$1,499,900 |
Airbnb cash on cash: -0.86%
|
31 Pond Park RoadWoodstock, NYWoodstock Condo at Maverick Knolls Discover an exceptional opportunity to own a single-lev... |
3 beds | 2 baths | 1,466 sq.ft. |
$775,000 |
Airbnb cash on cash: 0.22%
|
306 Meads Mountain RoadWoodstock, 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: -0.9%
|
00 Lauren CtWoodstock, NY00 Lauren Ct, Ruby, NY 12498 | Other |
N/A beds | N/A baths | N/A |
$575,000 |
Airbnb cash on cash: -0.58%
|
100 Zena RdWoodstock, NY100 Zena Rd, West Hurley, NY 12498 | Other |
N/A beds | N/A baths | N/A |
$184,900 |
Airbnb cash on cash: 3.81%
|
TBD Mulberry LnWoodstock, NYTBD Mulberry Ln, Woodstock, NY 12498 | Other |
N/A beds | N/A baths | N/A |
$1,750,000 |
Airbnb cash on cash: -2.01%
|
5 Maverick TerraceWoodstock, NYTucked away on a peaceful, wooded lane, this inviting home offers the perfect blend of pri... |
3 beds | 3 baths | 2,316 sq.ft. |
$995,000 |
Airbnb cash on cash: 0.26%
|
92 Whichtree RoadWoodstock, NYHere is that very affordable, cute little three bedroom, one and a half bath Mid Century r... |
3 beds | 2 baths | 1,033 sq.ft. |
$415,000 |
Airbnb cash on cash: 2.5%
|
113 Meadow CourtWoodstock, NYTucked at the end of a quiet cul-de-sac in Woodstock, this bright, single-level ranch offe... |
2 beds | 1 baths | 894 sq.ft. |
$175,000 |
Airbnb cash on cash: 7.39%
|
2 Fern HollowWoodstock, NYCharming Two Bedroom Home on a Quiet Dead-End Road Welcome to this serene and private retr... |
2 beds | 1 baths | 1,263 sq.ft. |
$500,000 |
Airbnb cash on cash: 0.98%
|
66 Plochmann LaneWoodstock, NYSo close yet so far away! Walk to town from your totally private and like-new timber frame... |
2 beds | 2 baths | 1,560 sq.ft. |
$1,340,000 |
Airbnb cash on cash: -1.11%
|
83 Ratterman RoadWoodstock, NYIt's a WINNER! This is truly a wonderful house in an excellent location! Surrounded by tre... |
5 beds | 3 baths | 1,939 sq.ft. |
$599,000 |
Airbnb cash on cash: 1.18%
|
110 Mill Hill RoadWoodstock, NYCan it get more magical than this? This property is a dream for anyone seeking a blend of ... |
2 beds | 1 baths | 1,783 sq.ft. |
$585,000 |
Airbnb cash on cash: 0.48%
|
Real Estate investment in Woodstock, NY
There are 18 properties for sale in the city of Woodstock . The median list price in Woodstock is $489,500 and the average price per square foot is $201. In April 2026, the average monthly cash on cash return in Woodstock is 2.00%. The average monthly rental income in Woodstock is $2,896.