Real Estate Investment Properties for Sale in Woodstock, CT
Looking for investment property in Woodstock, CT with high ROI ?
Explore a variety of short-term homes & houses in Woodstock, CT. Invest wisely with VRBO & Woodstock, CT 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, CT
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
80 Bungay Hill RoadWoodstock, CTWelcome to this 80 acre Connecticut Estate, tucked into the rolling hills of Woodstock Ct.... |
3 beds | 5 baths | 4,655 sq.ft. |
$2,500,000 |
Airbnb cash on cash: N/A
|
56 Laurel Hill DriveWoodstock, CTCharming 3-Bedroom Home on Double Lot - Lake Bunggee Waterfront Access! Discover the poten... |
3 beds | 2 baths | 1,008 sq.ft. |
$400,000 |
Airbnb cash on cash: N/A
|
1669 Route 169Woodstock, CTWelcome to Hilltop Meadows-a one-of-a-kind, 60-acre luxury hay farm nestled in Connecticut... |
2 beds | 2 baths | 2,340 sq.ft. |
$1,250,000 |
Airbnb cash on cash: -0.58%
|
130 Tripp RoadWoodstock, CTGreat location in South Woodstock, if being close to town is important. Live comfortably i... |
2 beds | 1 baths | 1,222 sq.ft. |
$338,000 |
Airbnb cash on cash: 0.56%
|
55 Pond View DriveWoodstock, CTNestled in a quiet corner of the waterfront community of Muddy Pond, this beautifully main... |
3 beds | 2 baths | 1,476 sq.ft. |
$375,000 |
Airbnb cash on cash: N/A
|
30 Lyon RoadWoodstock, CTCOME BE PART OF THE LAKE BUNGAY ASSOCIATION AND ENJOY SWIMMING, FISHING, AND BOATING WHICH... |
3 beds | 1 baths | 960 sq.ft. |
$299,900 |
Airbnb cash on cash: N/A
|
145 Perrin RoadWoodstock, CTSELLER OWNS THE SOLAR SYSTEM. NO ELECTRIC BILL! Professional photos to come Thursday 1/22.... |
4 beds | 3 baths | 1,569 sq.ft. |
$799,900 |
Airbnb cash on cash: 0.31%
|
104 Pulpit Rock RoadWoodstock, CT* HIGHEST & BEST DEADLINE 1/27 at 3pm * *LOCATION,LOCATION,LOCATION* Experience family liv... |
4 beds | 3 baths | 2,016 sq.ft. |
$545,000 |
Airbnb cash on cash: 1.13%
|
250 Child RoadWoodstock, CTMULTIPLE OFFERS HIGHEST AND BEST DUE MONDAY 1/12/2026 at 10 PM EST. Unlock the potential o... |
3 beds | 2 baths | 2,326 sq.ft. |
$349,900 |
Airbnb cash on cash: N/A
|
25 Woodstock Meadows unit: 25 #25Woodstock, CTCharming 2-bedroom, 1.5-bath home in the heart of Woodstock Meadows! Bright, open living s... |
2 beds | 2 baths | 1,080 sq.ft. |
$255,000 |
Airbnb cash on cash: 1.61%
|
Real Estate investment in Woodstock, CT
There are 10 properties for sale in the city of Woodstock . The median list price in Woodstock is $510,000 and the average price per square foot is $184. In February 2026, the average monthly cash on cash return in Woodstock is 5.00%. The average monthly rental income in Woodstock is $2,888.