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: -0.12%
|
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: 0.83%
|
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: -0.77%
|
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: 0.4%
|
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%
|
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: 0.4%
|
92 Whichtree RoadWoodstock, NYOpen house this Sunday, 4/19 from 12-3pm. Refreshments will be served! Here is that very a... |
3 beds | 2 baths | 1,033 sq.ft. |
$415,000 |
Airbnb cash on cash: 2.83%
|
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: 1.01%
|
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%
|
78 Van De Bogart RoadWoodstock, NYLocated on quiet road just minutes from the heart of Woodstock, 78 Van de Bogart Road offe... |
4 beds | 2 baths | 1,669 sq.ft. |
$525,000 |
Airbnb cash on cash: 3.62%
|
Real Estate investment in Woodstock, NY
There are 14 properties for sale in the city of Woodstock . The median list price in Woodstock is $488,250 and the average price per square foot is $200. In May 2026, the average monthly cash on cash return in Woodstock is 2.00%. The average monthly rental income in Woodstock is $3,103.