Real Estate Investment Properties for Sale in Woodstock, VA
Looking for investment property in Woodstock, VA with high ROI ?
Explore a variety of short-term homes & houses in Woodstock, VA. Invest wisely with VRBO & Woodstock, VA 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, VA
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
465 MEGHANN DriveWoodstock, VAEvery once in a while, a home comes along that truly stands apart. Beautifully updated and... |
4 beds | 4 baths | 3,652 sq.ft. |
$599,000 |
Airbnb cash on cash: 0.88%
|
705 Stonecrest DrWoodstock, VA705 Stonecrest Dr, Woodstock, VA 22664 | Single Family Residential |
4 beds | 3 baths | 2,835 sq.ft. |
$485,000 |
Airbnb cash on cash: 1.63%
|
1222 White Rock CtWoodstock, VAEnjoy one level living on a quiet street in the heart of Shenandoah County. All brick dupl... |
3 beds | 2 baths | 1,471 sq.ft. |
$365,000 |
Airbnb cash on cash: 1.38%
|
714 Jackson StWoodstock, VAWelcome to this spacious 3-bedroom, 2.5-bathroom home offering over 2,000 sq. ft. of livin... |
3 beds | 2 baths | 2,024 sq.ft. |
$405,000 |
Airbnb cash on cash: 1.02%
|
140 Donna DrWoodstock, VAGreat location and this all brick 2 bed/2 bath duplex shows very well. Brick construction... |
2 beds | 2 baths | 1,629 sq.ft. |
$359,000 |
Airbnb cash on cash: 1.25%
|
58 CEDAR LaneWoodstock, VAPerfect full-time residence or weekend getaway. The front door leads straight into the ope... |
3 beds | 2 baths | 1,334 sq.ft. |
$379,900 |
Airbnb cash on cash: 1.06%
|
143 N WATER STWoodstock, VAStep into timeless charm and modern comfort in this beautifully renovated 2-bedroom, 2-bat... |
2 beds | 2 baths | N/A |
$249,900 |
Airbnb cash on cash: 2.52%
|
332 N LEE StreetWoodstock, VAWelcome to this gorgeous single-family home, thoughtfully updated and filled with features... |
4 beds | 3 baths | 2,404 sq.ft. |
$409,900 |
Airbnb cash on cash: 2.34%
|
405 SPRING HOLLOW RoadWoodstock, VANEW PRICE REDUCTION !! Meticulously Renovated Colonial on 2.15 Acres with In-Law Suite & S... |
4 beds | 5 baths | 4,700 sq.ft. |
$699,900 |
Airbnb cash on cash: 0.62%
|
769 S WATER StreetWoodstock, VAOne of a kind, hidden gem in the heart of the Town of Woodstock. This 4 BR, 2 Bath split l... |
4 beds | 2 baths | 1,419 sq.ft. |
$550,000 |
Airbnb cash on cash: 1.38%
|
56 SMOOT RDWoodstock, VATucked into the scenic beauty of the Shenandoah Valley, this well-maintained property offe... |
5 beds | 3 baths | N/A |
$614,900 |
Airbnb cash on cash: N/A
|
248 Parkside CtWoodstock, VA248 Parkside Ct, Woodstock, VA 22664 | Townhouse |
3 beds | 2 baths | 1,925 sq.ft. |
$355,000 |
Airbnb cash on cash: 0.8%
|
TBD South Main StWoodstock, VA
|
N/A beds | N/A baths | 3,670 sq.ft. |
$325,000 |
Airbnb cash on cash: 3%
|
207 S MUHLENBERG StreetWoodstock, VAThis lovely Victorian greets you with it's bold and commanding presence softened by perenn... |
4 beds | 2 baths | 2,302 sq.ft. |
$549,000 |
Airbnb cash on cash: 1.35%
|
131 UPPER SPRINGS LNWoodstock, VAPRICE REDUCED! WELL BELOW TAX ASSESSEMENT OF $804,000 LARGE DETACHED GARAGE ADDED TO THIS ... |
3 beds | 4 baths | 2,028 sq.ft. |
$664,900 |
Airbnb cash on cash: 0.09%
|
316 S MUHLENBERG StreetWoodstock, VAA welcoming front porch sets the tone for this stately home-an inviting space to relax and... |
5 beds | 4 baths | 2,892 sq.ft. |
$510,000 |
Airbnb cash on cash: N/A
|
2.51 acres JadwynWoodstock, VA2.51 acres Jadwyn, Woodstock, VA 22664 | Other |
N/A beds | N/A baths | N/A |
$169,000 |
Airbnb cash on cash: 7.33%
|
2212 SWARTZ RoadWoodstock, VACome see this 3 Bedroom Ranch Style Home with One Bath. This adorable house in the country... |
3 beds | 1 baths | 1,104 sq.ft. |
$310,000 |
Airbnb cash on cash: 1.88%
|
1081 HISEY AvenueWoodstock, VACharming ranch in the heart of Woodstock - just one block from shopping and dining. This s... |
4 beds | 2 baths | 1,949 sq.ft. |
$379,000 |
Airbnb cash on cash: 2.4%
|
515 HOLLINGSWORTH RDWoodstock, VA
|
3 beds | 3 baths | 2,832 sq.ft. |
$425,000 |
Airbnb cash on cash: 0.84%
|
Juniper with Basement PlanWoodstock, VAJuniper Plan, Woodstock, VA 22664 | Townhouse |
3 beds | 2 baths | 1,220 sq.ft. |
$265,990 |
Airbnb cash on cash: 1.96%
|
539 S MainWoodstock, VA539 S Main, Woodstock, VA 22664 | Other |
N/A beds | N/A baths | N/A |
$145,000 |
Airbnb cash on cash: 8.79%
|
113 Flora Vista LnWoodstock, VA113 Flora Vista Ln, Woodstock, VA 22664 | Other |
N/A beds | N/A baths | N/A |
$900,000 |
Airbnb cash on cash: -0.75%
|
741 HISEY AVEWoodstock, VA- To Be Built - New Construction Townhome with model home finishes included (for a limited... |
3 beds | 3 baths | 1,220 sq.ft. |
$265,990 |
Airbnb cash on cash: 1.52%
|
317 DAWN AvenueWoodstock, VA4-bedroom, 3-bath ranch home located in Woodstock with convenient access to shopping, dini... |
4 beds | 3 baths | 2,091 sq.ft. |
$373,000 |
Airbnb cash on cash: 2.41%
|
771 HISEY AVEWoodstock, VA- Quick Delivery New Construction End Unit Townhome with model home finishes! 302H - Augus... |
3 beds | 3 baths | 1,220 sq.ft. |
$279,990 |
Airbnb cash on cash: 1.36%
|
209 E LOCUST StreetWoodstock, VAWelcome home to this charming and newly constructed residence on East Locust Street in sce... |
3 beds | 3 baths | 1,516 sq.ft. |
$369,000 |
Airbnb cash on cash: -3.67%
|
201 E LOCUST StreetWoodstock, VAWelcome home to this charming and newly constructed residence on East Locust Street in sce... |
3 beds | 3 baths | 1,516 sq.ft. |
$369,000 |
Airbnb cash on cash: -3.67%
|
128 FAIRVIEW CircleWoodstock, VAWelcome to this spacious and beautifully designed 5 bedroom, 4 full bathroom home situated... |
5 beds | 4 baths | 3,494 sq.ft. |
$645,000 |
Airbnb cash on cash: N/A
|
418 KERN StreetWoodstock, VAExperience firsthand how exceptionally well this home has been maintained. From the moment... |
4 beds | 4 baths | 3,237 sq.ft. |
$498,000 |
Airbnb cash on cash: 1.39%
|
536 E RESERVOIR RoadWoodstock, VABrand new roof, June 2026!!!! Electrical upgraded as well. Come view this charming vinyl s... |
3 beds | 1 baths | 2,380 sq.ft. |
$349,000 |
Airbnb cash on cash: 1.44%
|
420 W SPRING STWoodstock, VA4 bedrooms, 2 full bathrooms, 2,440 square feet, AND a new metal roof! This in-town Woodst... |
4 beds | 2 baths | 2,440 sq.ft. |
$322,500 |
Airbnb cash on cash: 3.06%
|
422 W COURT StreetWoodstock, VANestled in the heart of Woodstock, this well-maintained gem offers over 1,400 square feet ... |
3 beds | 2 baths | 1,406 sq.ft. |
$425,000 |
Airbnb cash on cash: 0.89%
|
916 HILLTOP DriveWoodstock, VA* Move in ready, End unit with almost 1,600 finished sq ft. * Fully Finished Basement * Ne... |
2 beds | 2 baths | 1,580 sq.ft. |
$265,000 |
Airbnb cash on cash: 2.13%
|
128 Fairview Circle With Lot 36Woodstock, VA128 Fairview Circle With Lot 36, Woodstock, VA 22664 | Single Family Residential |
5 beds | 4 baths | 3,494 sq.ft. |
$750,000 |
Airbnb cash on cash: N/A
|
104 E SOUTH StreetWoodstock, VADiscover the charm of this delightful ranch-style home, nestled on a generous 0.23-acre lo... |
3 beds | 1 baths | 1,191 sq.ft. |
$245,000 |
Airbnb cash on cash: 2.54%
|
779 Hisey AveWoodstock, VA779 Hisey Ave, Woodstock, VA 22664 | Townhouse |
3 beds | 2 baths | 1,220 sq.ft. |
$265,990 |
Airbnb cash on cash: 1.96%
|
246 Parkside CtWoodstock, VA246 Parkside Ct, Woodstock, VA 22664 | Townhouse |
3 beds | 2 baths | 1,891 sq.ft. |
$349,000 |
Airbnb cash on cash: 0.85%
|
Juniper with Garage PlanWoodstock, VAJuniper with Garage Plan, Woodstock, VA 22664 | Townhouse |
3 beds | 2 baths | 1,307 sq.ft. |
$279,990 |
Airbnb cash on cash: 1.77%
|
Real Estate investment in Woodstock, VA
There are 51 properties for sale in the city of Woodstock . The median list price in Woodstock is $334,800 and the average price per square foot is $139. In July 2026, the average monthly cash on cash return in Woodstock is 5.00%. The average monthly rental income in Woodstock is $2,263.