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.

Condos for Sale in Woodstock, CT

Search for Condo for Sale in Woodstock, Connecticut. Browse all of Mashvisor’s Condo listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 1 Condo listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
25 Woodstock Mdws #25 Woodstock, CT Charming 2-bedroom, 1.5-bath home in the heart of Woodstock Meadows! Bright, open living s...	2 beds \| 1 baths \| 1,080 sq.ft.	$238,000	Airbnb cash on cash: 1.61% Traditional cash on cash: 7.41% Airbnb Rental Income: $1363 Traditional Rental Income: $2344 Airbnb ROI: 1.61% Traditional ROI: 7.41%
Other Investment Properties for Sale in Woodstock
80 Bungay Hill Rd Woodstock , CT Welcome to this 80 acre Connecticut Estate, tucked into the rolling hills of Woodstock Ct....	3 beds \| 4 baths \| 4,655 sq.ft.	$2,500,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.61% Airbnb Rental Income: $null Traditional Rental Income: $5688 Airbnb ROI: N/A Traditional ROI: 0.61%
56 Laurel Hill Drive Woodstock , CT Charming 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 Traditional cash on cash: 4.61% Airbnb Rental Income: $null Traditional Rental Income: $2644 Airbnb ROI: N/A Traditional ROI: 4.61%
1669 Route 169 Woodstock , CT Welcome 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% Traditional cash on cash: 1.07% Airbnb Rental Income: $1363 Traditional Rental Income: $2860 Airbnb ROI: -0.58% Traditional ROI: 1.07%
130 Tripp Road Woodstock , CT Great 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% Traditional cash on cash: 4.49% Airbnb Rental Income: $1363 Traditional Rental Income: $2197 Airbnb ROI: 0.56% Traditional ROI: 4.49%
55 Pond View Dr Woodstock , CT Nestled in a quiet corner of the waterfront community of Muddy Pond, this beautifully main...	3 beds \| 1 baths \| 1,476 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.01% Airbnb Rental Income: $null Traditional Rental Income: $2915 Airbnb ROI: N/A Traditional ROI: 6.01%
30 Lyon Road Woodstock , CT COME 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 Traditional cash on cash: 4.82% Airbnb Rental Income: $null Traditional Rental Income: $2109 Airbnb ROI: N/A Traditional ROI: 4.82%
145 Perrin Rd Woodstock , CT SELLER OWNS THE SOLAR SYSTEM. NO ELECTRIC BILL! Professional photos to come Thursday 1/22....	4 beds \| 3 baths \| 1,569 sq.ft.	$749,900	Airbnb cash on cash: 0.31% Traditional cash on cash: 2.53% Airbnb Rental Income: $2220 Traditional Rental Income: $3317 Airbnb ROI: 0.31% Traditional ROI: 2.53%
104 Pulpit Rock Road Woodstock , 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% Traditional cash on cash: 5.28% Airbnb Rental Income: $2220 Traditional Rental Income: $3773 Airbnb ROI: 1.13% Traditional ROI: 5.28%
250 Child Road Woodstock , CT MULTIPLE 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 Traditional cash on cash: 7.22% Airbnb Rental Income: $null Traditional Rental Income: $3327 Airbnb ROI: N/A Traditional ROI: 7.22%

Your search for investment property begins and ends here

Condos for Sale in Woodstock, CT

25 Woodstock Mdws #25

Woodstock, CT

2 beds | 1 baths | 1,080 sq.ft.

$238,000

Airbnb cash on cash: 1.61%

Traditional cash on cash: 7.41%

Airbnb Rental Income: $1363

Traditional Rental Income: $2344

Airbnb ROI: 1.61%

Traditional ROI: 7.41%

Other Investment Properties for Sale in Woodstock

Woodstock , CT

3 beds | 4 baths | 4,655 sq.ft.

$2,500,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.61%

Airbnb Rental Income: $null

Traditional Rental Income: $5688

Airbnb ROI: N/A

Traditional ROI: 0.61%

Woodstock , CT

3 beds | 2 baths | 1,008 sq.ft.

$400,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.61%

Airbnb Rental Income: $null

Traditional Rental Income: $2644

Airbnb ROI: N/A

Traditional ROI: 4.61%

Woodstock , CT

2 beds | 2 baths | 2,340 sq.ft.

$1,250,000

Airbnb cash on cash: -0.58%

Traditional cash on cash: 1.07%

Airbnb Rental Income: $1363

Traditional Rental Income: $2860

Airbnb ROI: -0.58%

Traditional ROI: 1.07%

Woodstock , CT

2 beds | 1 baths | 1,222 sq.ft.

$338,000

Airbnb cash on cash: 0.56%

Traditional cash on cash: 4.49%

Airbnb Rental Income: $1363

Traditional Rental Income: $2197

Airbnb ROI: 0.56%

Traditional ROI: 4.49%

Woodstock , CT

3 beds | 1 baths | 1,476 sq.ft.

$375,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.01%

Airbnb Rental Income: $null

Traditional Rental Income: $2915

Airbnb ROI: N/A

Traditional ROI: 6.01%

Woodstock , CT

3 beds | 1 baths | 960 sq.ft.

$299,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.82%

Airbnb Rental Income: $null

Traditional Rental Income: $2109

Airbnb ROI: N/A

Traditional ROI: 4.82%

Woodstock , CT

4 beds | 3 baths | 1,569 sq.ft.

$749,900

Airbnb cash on cash: 0.31%

Traditional cash on cash: 2.53%

Airbnb Rental Income: $2220

Traditional Rental Income: $3317

Airbnb ROI: 0.31%

Traditional ROI: 2.53%

Woodstock , CT

4 beds | 3 baths | 2,016 sq.ft.

$545,000

Airbnb cash on cash: 1.13%

Traditional cash on cash: 5.28%