Real Estate Investment Properties for Sale in Oakland, MS

Looking for investment property in Oakland, MS with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
14279 Hickory St Oakland, MS REMODLED! This historic home is situated in the heart of Oakland, adjacent to First Bapti...	3 beds \| 2 baths \| 1,610 sq.ft.	$245,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.57% Airbnb Rental Income: $null Traditional Rental Income: $2032 Airbnb ROI: N/A Traditional ROI: 6.57%
230 Sanders Rd Oakland, MS Perfect chance to own a quiet country home, with quick access to Grenada, Batesville, Wate...	3 beds \| 2 baths \| 2,625 sq.ft.	$365,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.24% Airbnb Rental Income: $null Traditional Rental Income: $1822 Airbnb ROI: N/A Traditional ROI: 3.24%
2650 Cr 170 Oakland, MS Enid Lake Investment Less than 2 Miles from the Water! Built in 2024, this thoughtfully-pl...	3 beds \| 2 baths \| 1,200 sq.ft.	$224,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.77% Airbnb Rental Income: $null Traditional Rental Income: $1918 Airbnb ROI: N/A Traditional ROI: 6.77%
221 Deerwood Park Oakland, MS Located just outside of George C. Cossar Park, this property has easy access to Enid Lake ...	3 beds \| 2 baths \| 1,822 sq.ft.	$279,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.78% Airbnb Rental Income: $null Traditional Rental Income: $2358 Airbnb ROI: N/A Traditional ROI: 6.78%
7864 Tatum Pond Rd Oakland, MS Great home with a great price!!! Many new items in last 4 years, roof, flooring, paint, G...	4 beds \| 1 baths \| 1,327 sq.ft.	$159,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.62% Airbnb Rental Income: $null Traditional Rental Income: $1907 Airbnb ROI: N/A Traditional ROI: 10.62%
2545 County Road 170 Oakland, MS Situated on 2.736 acres, this 1,392 sq. ft. home is just 1.1 miles from Cossar State Park ...	1 beds \| 1 baths \| 1,392 sq.ft.	$154,500	Airbnb cash on cash: N/A Traditional cash on cash: 8.94% Airbnb Rental Income: $null Traditional Rental Income: $1679 Airbnb ROI: N/A Traditional ROI: 8.94%
1183 Adams Rd Oakland, MS Country home for sale at 1183 Adams Road in Oakland, Tallahatchie County. This charming, r...	3 beds \| 2 baths \| 2,338 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.76% Airbnb Rental Income: $null Traditional Rental Income: $2459 Airbnb ROI: N/A Traditional ROI: 8.76%

Real Estate investment in Oakland, MS

There are 10 properties for sale in the city of Oakland . The median list price in Oakland is $658,888 and the average price per square foot is $410. In February 2026, the average monthly cash on cash return in Oakland is 7.00%. The average monthly rental income in Oakland is $1,918.

Oakland, MS Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 10 investment properties available for sale in Oakland.

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

The ROI for Short-Term is higher than the Long-Term in Oakland with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Oakland, MS

14279 Hickory St

Oakland, MS

3 beds | 2 baths | 1,610 sq.ft.

$245,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.57%

Airbnb Rental Income: $null

Traditional Rental Income: $2032

Airbnb ROI: N/A

Traditional ROI: 6.57%

230 Sanders Rd

Oakland, MS

3 beds | 2 baths | 2,625 sq.ft.

$365,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.24%

Airbnb Rental Income: $null

Traditional Rental Income: $1822

Airbnb ROI: N/A

Traditional ROI: 3.24%

2650 Cr 170

Oakland, MS

3 beds | 2 baths | 1,200 sq.ft.

$224,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.77%

Airbnb Rental Income: $null

Traditional Rental Income: $1918

Airbnb ROI: N/A

Traditional ROI: 6.77%

221 Deerwood Park

Oakland, MS

3 beds | 2 baths | 1,822 sq.ft.

$279,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.78%

Airbnb Rental Income: $null

Traditional Rental Income: $2358

Airbnb ROI: N/A

Traditional ROI: 6.78%

7864 Tatum Pond Rd

Oakland, MS

4 beds | 1 baths | 1,327 sq.ft.

$159,900

Airbnb cash on cash: N/A

Traditional cash on cash: 10.62%

Airbnb Rental Income: $null

Traditional Rental Income: $1907

Airbnb ROI: N/A

Traditional ROI: 10.62%

2545 County Road 170

Oakland, MS

1 beds | 1 baths | 1,392 sq.ft.

$154,500

Airbnb cash on cash: N/A

Traditional cash on cash: 8.94%

Airbnb Rental Income: $null

Traditional Rental Income: $1679

Airbnb ROI: N/A

Traditional ROI: 8.94%

1183 Adams Rd

Oakland, MS

3 beds | 2 baths | 2,338 sq.ft.

$250,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.76%

Airbnb Rental Income: $null

Traditional Rental Income: $2459

Airbnb ROI: N/A

Traditional ROI: 8.76%

Real Estate investment in Oakland, MS

Oakland, MS Real Estate Investing: FAQs for Buyers, Sellers and Investors

How many investment properties are available for sale in Oakland?

Which neighborhoods in Oakland to invest in 2026?

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

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