Real Estate Investment Properties for Sale in Thompson, CT

Looking for investment property in Thompson, CT with high ROI ?

Explore a variety of short-term homes & houses in Thompson, CT. Invest wisely with VRBO & Thompson, 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 Thompson, CT

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
28 Blackmer Downs Road Thompson, CT Exquisitely updated and impeccably maintained, this modern/contemporary home offers a seam...	4 beds \| 4 baths \| 3,381 sq.ft.	$675,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.69% Airbnb Rental Income: $null Traditional Rental Income: $6298 Airbnb ROI: N/A Traditional ROI: 7.69%
3 Westside Drive #14 Thompson, CT MOVE IN READY TOWNHOUSE AT AN AFFORDABLE PRICE! OWNER HAS MADE MANY MAJOR RECENT IMPROVEME...	2 beds \| 2 baths \| 1,448 sq.ft.	$289,900	Airbnb cash on cash: 1.02% Traditional cash on cash: 5.66% Airbnb Rental Income: $1831 Traditional Rental Income: $2604 Airbnb ROI: 1.02% Traditional ROI: 5.66%
1555 Riverside Drive Thompson, CT Tucked away on 26.6 peaceful acres right on the Massachusetts border, this one-of-a-kind p...	4 beds \| 4 baths \| 2,114 sq.ft.	$874,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.65% Airbnb Rental Income: $null Traditional Rental Income: $4511 Airbnb ROI: N/A Traditional ROI: 3.65%
10 Ryler Court Thompson, CT Welcome to 10 Ryler Ct in Thompson, CT! Perfectly situated on the CT/MA border and just mi...	3 beds \| 2 baths \| 1,890 sq.ft.	$459,900	Airbnb cash on cash: -0.54% Traditional cash on cash: 4.84% Airbnb Rental Income: $1240 Traditional Rental Income: $3159 Airbnb ROI: -0.54% Traditional ROI: 4.84%
369 Thompson Road Thompson, CT In the heart of Thompson Hill, step into history with the Jeremiah Olney House owned by th...	4 beds \| 3 baths \| 2,944 sq.ft.	$584,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.37% Airbnb Rental Income: $null Traditional Rental Income: $5646 Airbnb ROI: N/A Traditional ROI: 8.37%
6 Indian Run Drive Thompson, CT Similar to be built. Charming Craftsman-style home offering efficient, low-maintenance liv...	1 beds \| 1 baths \| 644 sq.ft.	$400,000	Airbnb cash on cash: -1.09% Traditional cash on cash: 2.07% Airbnb Rental Income: $1250 Traditional Rental Income: $2039 Airbnb ROI: -1.09% Traditional ROI: 2.07%
10 Indian Run Drive Thompson, CT Brand new construction offering easy, modern living! This thoughtfully designed home featu...	2 beds \| 2 baths \| 912 sq.ft.	$480,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 2.87% Airbnb Rental Income: $1831 Traditional Rental Income: $2784 Airbnb ROI: -0.35% Traditional ROI: 2.87%
9 Becola Road Thompson, CT Rare opportunity to own 100 feet of beautiful pond frontage in Thompson, CT! From the mome...	3 beds \| 3 baths \| 1,437 sq.ft.	$899,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 1.85% Airbnb Rental Income: $1240 Traditional Rental Income: $3144 Airbnb ROI: -0.9% Traditional ROI: 1.85%
501 Quaddick Road Thompson, CT Stunning 4-bedroom, 2.5-bathroom Colonial, sits perfectly across the street from the pictu...	4 beds \| 3 baths \| 2,324 sq.ft.	$629,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.97% Airbnb Rental Income: $null Traditional Rental Income: $4169 Airbnb ROI: N/A Traditional ROI: 4.97%
14 Liberty Lane Thompson, CT Highest and best deadline Tuesday 5/5 @5pm A Homesteader's Dream ** Additional square foot...	3 beds \| 1 baths \| 1,660 sq.ft.	$399,900	Airbnb cash on cash: 0.14% Traditional cash on cash: 4.2% Airbnb Rental Income: $1240 Traditional Rental Income: $2368 Airbnb ROI: 0.14% Traditional ROI: 4.2%
56 Sand Dam Road Thompson, CT Nestled on over two acres of beautiful, level land, this well-maintained 4-bedroom, 2-bath...	4 beds \| 2 baths \| 1,541 sq.ft.	$469,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.38% Airbnb Rental Income: $null Traditional Rental Income: $3335 Airbnb ROI: N/A Traditional ROI: 5.38%
309 Oleary Road Thompson, CT OFFERS DUE 5/30 8PM. Welcome to 309 O'Leary Rd in Thompson, CT, a spacious & versatile pro...	4 beds \| 2 baths \| 2,478 sq.ft.	$479,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.19% Airbnb Rental Income: $null Traditional Rental Income: $3853 Airbnb ROI: N/A Traditional ROI: 6.19%
210 Hill Road Thompson, CT Welcome to this beautifully maintained 3-bedroom, 2-bath Cape set on 6.69 private acres, w...	3 beds \| 2 baths \| 2,237 sq.ft.	$639,900	Airbnb cash on cash: -0.75% Traditional cash on cash: 3.34% Airbnb Rental Income: $1240 Traditional Rental Income: $3291 Airbnb ROI: -0.75% Traditional ROI: 3.34%
120 Quaddick Town Farm Road Thompson, CT This newly renovated home on sizable (approximately 1 acre) lot borders protected land tru...	2 beds \| 2 baths \| 1,469 sq.ft.	$445,000	Airbnb cash on cash: 0.59% Traditional cash on cash: 4.02% Airbnb Rental Income: $1831 Traditional Rental Income: $2768 Airbnb ROI: 0.59% Traditional ROI: 4.02%
286 Quaddick Town Farm Road Thompson, CT 286 Quaddick Town Farm RD offers a stunning raised ranch in an incredible location just mi...	3 beds \| 3 baths \| 1,928 sq.ft.	$449,900	Airbnb cash on cash: -0.34% Traditional cash on cash: 5.76% Airbnb Rental Income: $1240 Traditional Rental Income: $3410 Airbnb ROI: -0.34% Traditional ROI: 5.76%

Real Estate investment in Thompson, CT

There are 16 properties for sale in the city of Thompson . The median list price in Thompson is $469,900 and the average price per square foot is $264. In June 2026, the average monthly cash on cash return in Thompson is 5.00%. The average monthly rental income in Thompson is $3,159.

Thompson, CT Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 16 investment properties available for sale in Thompson.

In 2026, the best neighborhood to buy investment property is Thompson.

The ROI for Short-Term is higher than the Long-Term in Thompson with average rental income of $1,240.

Your search for investment property begins and ends here

Investment Property for Sale in Thompson, CT

28 Blackmer Downs Road

Thompson, CT

4 beds | 4 baths | 3,381 sq.ft.

$675,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.69%

Airbnb Rental Income: $null

Traditional Rental Income: $6298

Airbnb ROI: N/A

Traditional ROI: 7.69%

3 Westside Drive #14

Thompson, CT

2 beds | 2 baths | 1,448 sq.ft.

$289,900

Airbnb cash on cash: 1.02%

Traditional cash on cash: 5.66%

Airbnb Rental Income: $1831

Traditional Rental Income: $2604

Airbnb ROI: 1.02%

Traditional ROI: 5.66%

1555 Riverside Drive

Thompson, CT

4 beds | 4 baths | 2,114 sq.ft.

$874,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.65%

Airbnb Rental Income: $null

Traditional Rental Income: $4511

Airbnb ROI: N/A

Traditional ROI: 3.65%

10 Ryler Court

Thompson, CT

3 beds | 2 baths | 1,890 sq.ft.

$459,900

Airbnb cash on cash: -0.54%

Traditional cash on cash: 4.84%

Airbnb Rental Income: $1240

Traditional Rental Income: $3159

Airbnb ROI: -0.54%

Traditional ROI: 4.84%

369 Thompson Road

Thompson, CT

4 beds | 3 baths | 2,944 sq.ft.

$584,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.37%

Airbnb Rental Income: $null

Traditional Rental Income: $5646

Airbnb ROI: N/A

Traditional ROI: 8.37%

6 Indian Run Drive

Thompson, CT

1 beds | 1 baths | 644 sq.ft.

$400,000

Airbnb cash on cash: -1.09%

Traditional cash on cash: 2.07%

Airbnb Rental Income: $1250

Traditional Rental Income: $2039

Airbnb ROI: -1.09%

Traditional ROI: 2.07%

10 Indian Run Drive

Thompson, CT

2 beds | 2 baths | 912 sq.ft.

$480,000

Airbnb cash on cash: -0.35%

Traditional cash on cash: 2.87%

Airbnb Rental Income: $1831

Traditional Rental Income: $2784

Airbnb ROI: -0.35%

Traditional ROI: 2.87%

9 Becola Road

Thompson, CT

3 beds | 3 baths | 1,437 sq.ft.

$899,000

Airbnb cash on cash: -0.9%

Traditional cash on cash: 1.85%

Airbnb Rental Income: $1240

Traditional Rental Income: $3144

Airbnb ROI: -0.9%