Real Estate Investment Properties for Sale in Oakville, CT

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
50 Paxton St Oakville, CT This immaculate California Ranch is located in a desirable Oakville neighborhood and sits ...	3 beds \| 2 baths \| 1,632 sq.ft.	$420,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 4.43% Airbnb Rental Income: $1676 Traditional Rental Income: $2691 Airbnb ROI: 0.66% Traditional ROI: 4.43%
251 RIVERSIDE STREET Oakville, CT Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 1 baths \| 1,034 sq.ft.	$225,000	Airbnb cash on cash: 2.74% Traditional cash on cash: 7.31% Airbnb Rental Income: $1676 Traditional Rental Income: $2181 Airbnb ROI: 2.74% Traditional ROI: 7.31%
54 Buckingham St Oakville, CT Buy through Auction.com. This foreclosure property is a great opportunity to invest in thi...	2 beds \| 2 baths \| 977 sq.ft.	$284,990	Airbnb cash on cash: 1.66% Traditional cash on cash: 3.49% Airbnb Rental Income: $1198 Traditional Rental Income: $1301 Airbnb ROI: 1.66% Traditional ROI: 3.49%
311 Colonial St Oakville, CT Ranch with 3 bedroom bath and a half in Oakville section of Watertown. Hardwood floors , N...	3 beds \| 1 baths \| 1,560 sq.ft.	$349,900	Airbnb cash on cash: 2.39% Traditional cash on cash: 5.35% Airbnb Rental Income: $1676 Traditional Rental Income: $2181 Airbnb ROI: 2.39% Traditional ROI: 5.35%
23 Prospect Ave Oakville, CT 23 Prospect Ave, Oakville, CT 06779 \| Single Family Residential	3 beds \| 1 baths \| 1,456 sq.ft.	$359,900	Airbnb cash on cash: 2.29% Traditional cash on cash: 5.34% Airbnb Rental Income: $1676 Traditional Rental Income: $2236 Airbnb ROI: 2.29% Traditional ROI: 5.34%
19 Henry St Oakville, CT 19 Henry St, Oakville, CT 06779 \| Single Family Residential	3 beds \| 1 baths \| 956 sq.ft.	$380,000	Airbnb cash on cash: 2.12% Traditional cash on cash: 3.95% Airbnb Rental Income: $1676 Traditional Rental Income: $1859 Airbnb ROI: 2.12% Traditional ROI: 3.95%
93 Sunnyside Ave Oakville, CT 93 Sunnyside Ave, Oakville, CT 06779 \| Single Family Residential	3 beds \| 2 baths \| 1,680 sq.ft.	$389,900	Airbnb cash on cash: 2.04% Traditional cash on cash: 6.57% Airbnb Rental Income: $1676 Traditional Rental Income: $2863 Airbnb ROI: 2.04% Traditional ROI: 6.57%

Real Estate investment in Oakville, CT

There are 7 properties for sale in the city of Oakville . The median list price in Oakville is $1,759,000 and the average price per square foot is $1,642. In January 2026, the average monthly cash on cash return in Oakville is 5.00%. The average monthly rental income in Oakville is $2,181.

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

There are 7 investment properties available for sale in Oakville.

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

The ROI for Long-Term is higher than the Short-Term in Oakville with average rental income of $2,181.

Your search for investment property begins and ends here

Investment Property for Sale in Oakville, CT

50 Paxton St

Oakville, CT

3 beds | 2 baths | 1,632 sq.ft.

$420,000

Airbnb cash on cash: 0.66%

Traditional cash on cash: 4.43%

Airbnb Rental Income: $1676

Traditional Rental Income: $2691

Airbnb ROI: 0.66%

Traditional ROI: 4.43%

251 RIVERSIDE STREET

Oakville, CT

3 beds | 1 baths | 1,034 sq.ft.

$225,000

Airbnb cash on cash: 2.74%

Traditional cash on cash: 7.31%

Airbnb Rental Income: $1676

Traditional Rental Income: $2181

Airbnb ROI: 2.74%

Traditional ROI: 7.31%

54 Buckingham St

Oakville, CT

2 beds | 2 baths | 977 sq.ft.

$284,990

Airbnb cash on cash: 1.66%

Traditional cash on cash: 3.49%

Airbnb Rental Income: $1198

Traditional Rental Income: $1301

Airbnb ROI: 1.66%

Traditional ROI: 3.49%

311 Colonial St

Oakville, CT

3 beds | 1 baths | 1,560 sq.ft.

$349,900

Airbnb cash on cash: 2.39%

Traditional cash on cash: 5.35%

Airbnb Rental Income: $1676

Traditional Rental Income: $2181

Airbnb ROI: 2.39%

Traditional ROI: 5.35%

23 Prospect Ave

Oakville, CT

3 beds | 1 baths | 1,456 sq.ft.

$359,900

Airbnb cash on cash: 2.29%

Traditional cash on cash: 5.34%

Airbnb Rental Income: $1676

Traditional Rental Income: $2236

Airbnb ROI: 2.29%

Traditional ROI: 5.34%

19 Henry St

Oakville, CT

3 beds | 1 baths | 956 sq.ft.

$380,000

Airbnb cash on cash: 2.12%

Traditional cash on cash: 3.95%

Airbnb Rental Income: $1676

Traditional Rental Income: $1859

Airbnb ROI: 2.12%

Traditional ROI: 3.95%

93 Sunnyside Ave

Oakville, CT

3 beds | 2 baths | 1,680 sq.ft.

$389,900

Airbnb cash on cash: 2.04%

Traditional cash on cash: 6.57%

Airbnb Rental Income: $1676

Traditional Rental Income: $2863

Airbnb ROI: 2.04%

Traditional ROI: 6.57%

Real Estate investment in Oakville, CT

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

How many investment properties are available for sale in Oakville?

Which neighborhoods in Oakville to invest in 2026?

Long-Term vs. Short-Term Rentals in Oakville, Connecticut: Which will earn the best returns?

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