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 |
|---|---|---|---|
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: -0.49%
|
13-16 Torn Hill RoadWoodstock, NYHidden away at the end of a private country lane, just minutes from the heart of Woodstock... |
4 beds | 2 baths | 2,780 sq.ft. |
$1,055,000 |
Airbnb cash on cash: 1.02%
|
45 Rose LaneWoodstock, NYQuintessential Woodstock Contemporary tucked away on almost 4 bucolic, private acres minut... |
2 beds | 2 baths | 1,684 sq.ft. |
$895,000 |
Airbnb cash on cash: -0.11%
|
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. |
$939,000 |
Airbnb cash on cash: -0.45%
|
86 Rock City RoadWoodstock, NYWoodstock Charm Meets Modern Living at 86 Rock City Road! Step into a piece of Woodstock h... |
4 beds | N/A baths | 1,754 sq.ft. |
$795,000 |
Airbnb cash on cash: 1.91%
|
5 Lazy Brook LaneWoodstock, NYStep inside for a huge surprise! This tasteful ranch home hides 3 large living spaces, 4 s... |
4 beds | 3 baths | 2,480 sq.ft. |
$599,000 |
Airbnb cash on cash: 2.77%
|
8 Tannery Brook RoadWoodstock, NYLarge shade trees filter dappled sunlight across this property's private waterside retreat... |
3 beds | 2 baths | 1,776 sq.ft. |
$995,000 |
Airbnb cash on cash: 0.23%
|
2565 Ny-212Woodstock, NYDiscover modern living at its finest with this newly built contemporary home, perfectly ne... |
4 beds | 3 baths | 2,052 sq.ft. |
$1,200,000 |
Airbnb cash on cash: 0.34%
|
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: 0.82%
|
235 California Quarry RoadWoodstock, NYArchitect-Designed Modern Retreat with Unparalleled Views Over Woodstock Perched high abo... |
3 beds | 3 baths | 2,608 sq.ft. |
$2,950,000 |
Airbnb cash on cash: -1.07%
|
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: 1.3%
|
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. |
$925,000 |
Airbnb cash on cash: 0.23%
|
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. |
$785,000 |
Airbnb cash on cash: 1.87%
|
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: -0.98%
|
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: 6.16%
|
Tbd Zena RdWoodstock, NYTbd Zena Rd, West Hurley, NY 12498 | Other |
N/A beds | N/A baths | N/A |
$1,888,000 |
Airbnb cash on cash: -1.82%
|
83 Ratterman RoadWoodstock, NYIt's a WINNER! This is truly a wonderful house in an excellent location! Surrounded by tre... |
5 beds | 2 baths | 1,939 sq.ft. |
$639,000 |
Airbnb cash on cash: 2.23%
|
257 W Saugerties RoadWoodstock, NYQuintessential, cedar shingled 1930's Cape tucked away on over 4 private acres minutes to ... |
2 beds | 2 baths | 1,802 sq.ft. |
$599,000 |
Airbnb cash on cash: 0.13%
|
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: 1.11%
|
12 Library LaneWoodstock, NYTucked along tranquil Library Lane, this classic red cottage offers a rare blend of in-tow... |
3 beds | N/A baths | 1,864 sq.ft. |
$769,000 |
Airbnb cash on cash: 0.81%
|
5 Violet PlaceWoodstock, NYMove right in to this lovely 3-4 bedroom home located in a quiet, friendly neighborhood, j... |
3 beds | 2 baths | 1,804 sq.ft. |
$540,000 |
Airbnb cash on cash: 1.66%
|
446 Abbey RoadWoodstock, NYLight filled, cedar sided, contemporary tucked away on over 5 private acres in the lovely ... |
3 beds | 2 baths | 1,468 sq.ft. |
$729,000 |
Airbnb cash on cash: 0.6%
|
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: 6.42%
|
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: 5.84%
|
18 Niles DriveWoodstock, NYPeek through the trees on this country lane in Woodstock to glimpse a timeless Catskills A... |
3 beds | N/A baths | 1,990 sq.ft. |
$549,000 |
Airbnb cash on cash: 1.25%
|
Real Estate investment in Woodstock, NY
There are 25 properties for sale in the city of Woodstock . The median list price in Woodstock is $777,000 and the average price per square foot is $408. In January 2026, the average monthly cash on cash return in Woodstock is 1.00%. The average monthly rental income in Woodstock is $2,794.