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: 0.12% Traditional cash on cash: 4.43% Airbnb Rental Income: $1419 Traditional Rental Income: $2691 Airbnb ROI: 0.12% Traditional ROI: 4.43%
159 Riverside St Oakville, CT "Great Starter Home" This 3 Bed Room Home has Beautiful Hardwood floors through out and fr...	3 beds \| 2 baths \| 1,448 sq.ft.	$350,000	Airbnb cash on cash: 0.63% Traditional cash on cash: 5.73% Airbnb Rental Income: $1419 Traditional Rental Income: $2671 Airbnb ROI: 0.63% Traditional ROI: 5.73%
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: 1.74% Traditional cash on cash: 7.31% Airbnb Rental Income: $1419 Traditional Rental Income: $2181 Airbnb ROI: 1.74% 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 \| 1,067 sq.ft.	$255,500	Airbnb cash on cash: 1.9% Traditional cash on cash: 4% Airbnb Rental Income: $1180 Traditional Rental Income: $1301 Airbnb ROI: 1.9% Traditional ROI: 4%
77 Hubbell Ave Oakville, CT Charming & remodeled 4 Bedroom Colonial with beautiful brand new kitchen with Quartz Count...	4 beds \| 2 baths \| 1,558 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.15% Airbnb Rental Income: $null Traditional Rental Income: $2942 Airbnb ROI: N/A Traditional ROI: 6.15%
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: 1.74% Traditional cash on cash: 5.35% Airbnb Rental Income: $1419 Traditional Rental Income: $2181 Airbnb ROI: 1.74% Traditional ROI: 5.35%
106 Augusta St Oakville, CT Discover the potential in this cape cod style home featuring 4 bedrooms, including a main ...	4 beds \| 1 baths \| 1,344 sq.ft.	$349,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.56% Airbnb Rental Income: $null Traditional Rental Income: $2574 Airbnb ROI: N/A Traditional ROI: 6.56%
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: 1.66% Traditional cash on cash: 5.34% Airbnb Rental Income: $1419 Traditional Rental Income: $2236 Airbnb ROI: 1.66% 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.	$360,000	Airbnb cash on cash: 1.66% Traditional cash on cash: 4.22% Airbnb Rental Income: $1419 Traditional Rental Income: $1859 Airbnb ROI: 1.66% Traditional ROI: 4.22%
93 Sunnyside Ave Oakville, CT 93 Sunnyside Ave, Oakville, CT 06779 \| Single Family Residential	3 beds \| 1 baths \| 1,680 sq.ft.	$369,900	Airbnb cash on cash: 1.59% Traditional cash on cash: 6.97% Airbnb Rental Income: $1419 Traditional Rental Income: $2863 Airbnb ROI: 1.59% Traditional ROI: 6.97%
34 Shelter Hill Ave Oakville, CT 34 Shelter Hill Ave, Oakville, CT 06779 \| Single Family Residential	4 beds \| 1 baths \| 1,314 sq.ft.	$385,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.76% Airbnb Rental Income: $null Traditional Rental Income: $2482 Airbnb ROI: N/A Traditional ROI: 8.76%
80 Lancaster St Oakville, CT 80 Lancaster St, Oakville, CT 06779 \| Single Family Residential	2 beds \| 1 baths \| 1,312 sq.ft.	$299,900	Airbnb cash on cash: 1.48% Traditional cash on cash: 5.38% Airbnb Rental Income: $1180 Traditional Rental Income: $1896 Airbnb ROI: 1.48% Traditional ROI: 5.38%
48 Rockdale Ave Oakville, CT 48 Rockdale Ave, Oakville, CT 06779 \| Single Family Residential	3 beds \| 1 baths \| 990 sq.ft.	$339,000	Airbnb cash on cash: 1.82% Traditional cash on cash: 3.74% Airbnb Rental Income: $1419 Traditional Rental Income: $1606 Airbnb ROI: 1.82% Traditional ROI: 3.74%
193 Plainfield Dr Oakville, CT 193 Plainfield Dr, Oakville, CT 06779 \| Single Family Residential	3 beds \| 1 baths \| 1,200 sq.ft.	$339,000	Airbnb cash on cash: 1.82% Traditional cash on cash: 5.19% Airbnb Rental Income: $1419 Traditional Rental Income: $2067 Airbnb ROI: 1.82% Traditional ROI: 5.19%
60 Heath St Oakville, CT 60 Heath St, Oakville, CT 06779 \| Single Family Residential	3 beds \| 1 baths \| 912 sq.ft.	$259,900	Airbnb cash on cash: 2.66% Traditional cash on cash: 6.4% Airbnb Rental Income: $1419 Traditional Rental Income: $1910 Airbnb ROI: 2.66% Traditional ROI: 6.4%
72 Gorham St Oakville, CT 72 Gorham St, Oakville, CT 06779 \| Single Family Residential	3 beds \| 1 baths \| 960 sq.ft.	$264,900	Airbnb cash on cash: 2.59% Traditional cash on cash: 6.13% Airbnb Rental Income: $1419 Traditional Rental Income: $1878 Airbnb ROI: 2.59% Traditional ROI: 6.13%
603 Sunnyside Ave Oakville, CT Beautifully renovated 3 bedroom 1.5 bath, 1 level, ranch style house. Built in 1952, it ha...	3 beds \| 1 baths \| 1,382 sq.ft.	$395,500	Airbnb cash on cash: 0.05% Traditional cash on cash: 3.63% Airbnb Rental Income: $1419 Traditional Rental Income: $2337 Airbnb ROI: 0.05% Traditional ROI: 3.63%
70 Laurel Rdg Oakville, CT 70 Laurel Rdg, Oakville, CT 06779 \| Single Family Residential	3 beds \| 2 baths \| 1,680 sq.ft.	$380,000	Airbnb cash on cash: 1.52% Traditional cash on cash: 7.24% Airbnb Rental Income: $1419 Traditional Rental Income: $3032 Airbnb ROI: 1.52% Traditional ROI: 7.24%
32 Moreland Ave Oakville, CT 32 Moreland Ave, Oakville, CT 06779 \| Single Family Residential	3 beds \| 1 baths \| 1,514 sq.ft.	$369,900	Airbnb cash on cash: 1.59% Traditional cash on cash: 5.59% Airbnb Rental Income: $1419 Traditional Rental Income: $2382 Airbnb ROI: 1.59% Traditional ROI: 5.59%
300 Hilltop Rd Oakville, CT 300 Hilltop Rd, Oakville, CT 06779 \| Single Family Residential	3 beds \| 3 baths \| 2,520 sq.ft.	$550,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 5.98% Airbnb Rental Income: $1419 Traditional Rental Income: $3681 Airbnb ROI: 0.75% Traditional ROI: 5.98%
38 Highwood Ave Oakville, CT Watertown Raised ranch in desirable quiet neighborhood! Property includes a living room wi...	3 beds \| 1 baths \| 1,520 sq.ft.	$359,900	Airbnb cash on cash: 0.18% Traditional cash on cash: 5.73% Airbnb Rental Income: $1419 Traditional Rental Income: $2868 Airbnb ROI: 0.18% Traditional ROI: 5.73%
152 Saugus Ave Oakville, CT 152 Saugus Ave, Oakville, CT 06779 \| Single Family Residential	3 beds \| 2 baths \| 1,238 sq.ft.	$389,000	Airbnb cash on cash: 1.46% Traditional cash on cash: 6.06% Airbnb Rental Income: $1419 Traditional Rental Income: $2671 Airbnb ROI: 1.46% Traditional ROI: 6.06%
332 Williamson Cir Oakville, CT 332 Williamson Cir, Oakville, CT 06779 \| Single Family Residential	3 beds \| 2 baths \| 1,720 sq.ft.	$429,999	Airbnb cash on cash: 1.23% Traditional cash on cash: 6.18% Airbnb Rental Income: $1419 Traditional Rental Income: $2987 Airbnb ROI: 1.23% Traditional ROI: 6.18%
78 Westview Dr Oakville, CT 78 Westview Dr, Oakville, CT 06779 \| Single Family Residential	3 beds \| 1 baths \| 1,800 sq.ft.	$340,000	Airbnb cash on cash: 1.81% Traditional cash on cash: N/A Airbnb Rental Income: $1419 Traditional Rental Income: $null Airbnb ROI: 1.81% Traditional ROI: N/A
51 Turner Ave Oakville, CT 51 Turner Ave, Oakville, CT 06779 \| Single Family Residential	3 beds \| 1 baths \| 960 sq.ft.	$289,999	Airbnb cash on cash: 2.29% Traditional cash on cash: N/A Airbnb Rental Income: $1419 Traditional Rental Income: $null Airbnb ROI: 2.29% Traditional ROI: N/A
251 Riverside St Oakville, CT 251 Riverside St, Oakville, CT 06795 \| Single Family Residential	2 beds \| 1 baths \| 1,034 sq.ft.	$299,999	Airbnb cash on cash: 1.48% Traditional cash on cash: 5.11% Airbnb Rental Income: $1180 Traditional Rental Income: $1821 Airbnb ROI: 1.48% Traditional ROI: 5.11%
TBD (Lot 29) Deer Trail Ct Oakville, CT TBD (Lot 29) Deer Trail Ct, Oakville, CT 81004 \| Other	N/A beds \| N/A baths \| N/A	$79,500	Airbnb cash on cash: 3.37% Traditional cash on cash: 9.25% Airbnb Rental Income: $796 Traditional Rental Income: $935 Airbnb ROI: 3.37% Traditional ROI: 9.25%
TBD (Lot 28) Deer Trail Ct Oakville, CT TBD (Lot 28) Deer Trail Ct, Oakville, CT 81004 \| Other	N/A beds \| N/A baths \| N/A	$69,500	Airbnb cash on cash: 3.95% Traditional cash on cash: 10.63% Airbnb Rental Income: $796 Traditional Rental Income: $935 Airbnb ROI: 3.95% Traditional ROI: 10.63%

Real Estate investment in Oakville, CT

There are 28 properties for sale in the city of Oakville . The median list price in Oakville is $389,767 and the average price per square foot is $397. In August 2026, the average monthly cash on cash return in Oakville is 6.00%. The average monthly rental income in Oakville is $2,337.

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

There are 28 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 $2,337.

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: 0.12%

Traditional cash on cash: 4.43%

Airbnb Rental Income: $1419

Traditional Rental Income: $2691

Airbnb ROI: 0.12%

Traditional ROI: 4.43%

159 Riverside St

Oakville, CT

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

$350,000

Airbnb cash on cash: 0.63%

Traditional cash on cash: 5.73%

Airbnb Rental Income: $1419

Traditional Rental Income: $2671

Airbnb ROI: 0.63%

Traditional ROI: 5.73%

251 RIVERSIDE STREET

Oakville, CT

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

$225,000

Airbnb cash on cash: 1.74%

Traditional cash on cash: 7.31%

Airbnb Rental Income: $1419

Traditional Rental Income: $2181

Airbnb ROI: 1.74%

Traditional ROI: 7.31%

54 Buckingham St

Oakville, CT

2 beds | 2 baths | 1,067 sq.ft.

$255,500

Airbnb cash on cash: 1.9%

Traditional cash on cash: 4%

Airbnb Rental Income: $1180

Traditional Rental Income: $1301

Airbnb ROI: 1.9%

Traditional ROI: 4%

77 Hubbell Ave

Oakville, CT

4 beds | 2 baths | 1,558 sq.ft.

$425,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.15%

Airbnb Rental Income: $null

Traditional Rental Income: $2942

Airbnb ROI: N/A

Traditional ROI: 6.15%

311 Colonial St

Oakville, CT

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

$349,900

Airbnb cash on cash: 1.74%

Traditional cash on cash: 5.35%

Airbnb Rental Income: $1419

Traditional Rental Income: $2181

Airbnb ROI: 1.74%

Traditional ROI: 5.35%

106 Augusta St

Oakville, CT

4 beds | 1 baths | 1,344 sq.ft.

$349,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.56%

Airbnb Rental Income: $null

Traditional Rental Income: $2574

Airbnb ROI: N/A

Traditional ROI: 6.56%

23 Prospect Ave

Oakville, CT

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

$359,900

Airbnb cash on cash: 1.66%

Traditional cash on cash: 5.34%

Airbnb Rental Income: $1419

Traditional Rental Income: $2236

Airbnb ROI: 1.66%