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
14329 Hickory St Oakland, MS REMODLED! This historic home is situated in the heart of Oakland, adjacent to First Baptis...	3 beds \| 2 baths \| 1,610 sq.ft.	$198,000	Airbnb cash on cash: -1.13% Traditional cash on cash: 8.51% Airbnb Rental Income: $490 Traditional Rental Income: $2032 Airbnb ROI: -1.13% Traditional ROI: 8.51%
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.	$230,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 9.59% Airbnb Rental Income: $490 Traditional Rental Income: $2459 Airbnb ROI: -0.7% Traditional ROI: 9.59%
TBD Cr 179 Oakland, MS TBD Cr 179, Oakland, MS 38948 \| Single Family Residential	2 beds \| 2 baths \| 1,260 sq.ft.	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.85% Airbnb Rental Income: $null Traditional Rental Income: $1828 Airbnb ROI: N/A Traditional ROI: 5.85%
700 County Road 239 Oakland, MS 700 County Road 239, Oakland, MS 38948 \| Other	N/A beds \| N/A baths \| N/A	$74,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.31% Airbnb Rental Income: $null Traditional Rental Income: $906 Airbnb ROI: N/A Traditional ROI: 9.31%
1810 County Road 170 Oakland, MS 1810 County Road 170, Oakland, MS 38948 \| Single Family Residential	3 beds \| 2 baths \| 1,995 sq.ft.	$169,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 11.61% Airbnb Rental Income: $490 Traditional Rental Income: $2254 Airbnb ROI: -1.02% Traditional ROI: 11.61%
Lot 2 Cr 174 Oakland, MS Lot 2 Cr 174, Oakland, MS 38948 \| Other	N/A beds \| N/A baths \| N/A	$68,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.52% Airbnb Rental Income: $null Traditional Rental Income: $926 Airbnb ROI: N/A Traditional ROI: 10.52%
Lot 3 Cr 174 Oakland, MS Lot 3 Cr 174, Oakland, MS 38948 \| Other	N/A beds \| N/A baths \| N/A	$62,500	Airbnb cash on cash: N/A Traditional cash on cash: 11.53% Airbnb Rental Income: $null Traditional Rental Income: $926 Airbnb ROI: N/A Traditional ROI: 11.53%
Lot 1 Cr 174 Oakland, MS Lot 1 Cr 174, Oakland, MS 38948 \| Other	N/A beds \| N/A baths \| N/A	$75,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.32% Airbnb Rental Income: $null Traditional Rental Income: $926 Airbnb ROI: N/A Traditional ROI: 9.32%
1852 County Road 41 Oakland, MS 1852 County Road 41, Oakland, MS 38948 \| Single Family Residential	3 beds \| 2 baths \| 2,240 sq.ft.	$269,500	Airbnb cash on cash: -1.31% Traditional cash on cash: 7.5% Airbnb Rental Income: $490 Traditional Rental Income: $2457 Airbnb ROI: -1.31% Traditional ROI: 7.5%

Real Estate investment in Oakland, MS

There are 9 properties for sale in the city of Oakland . The median list price in Oakland is $680,000 and the average price per square foot is $408. In August 2026, the average monthly cash on cash return in Oakland is 16.00%. The average monthly rental income in Oakland is $926.

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

There are 9 investment properties available for sale in Oakland.

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

The ROI for Long-Term is higher than the Short-Term in Oakland with average rental income of $926.

Your search for investment property begins and ends here

Investment Property for Sale in Oakland, MS

14329 Hickory St

Oakland, MS

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

$198,000

Airbnb cash on cash: -1.13%

Traditional cash on cash: 8.51%

Airbnb Rental Income: $490

Traditional Rental Income: $2032

Airbnb ROI: -1.13%

Traditional ROI: 8.51%

1183 Adams Rd

Oakland, MS

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

$230,000

Airbnb cash on cash: -0.7%

Traditional cash on cash: 9.59%

Airbnb Rental Income: $490

Traditional Rental Income: $2459

Airbnb ROI: -0.7%

Traditional ROI: 9.59%

TBD Cr 179

Oakland, MS

2 beds | 2 baths | 1,260 sq.ft.

$239,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.85%

Airbnb Rental Income: $null

Traditional Rental Income: $1828

Airbnb ROI: N/A

Traditional ROI: 5.85%

700 County Road 239

Oakland, MS

N/A beds | N/A baths | N/A

$74,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.31%

Airbnb Rental Income: $null

Traditional Rental Income: $906

Airbnb ROI: N/A

Traditional ROI: 9.31%

1810 County Road 170

Oakland, MS

3 beds | 2 baths | 1,995 sq.ft.

$169,000

Airbnb cash on cash: -1.02%

Traditional cash on cash: 11.61%

Airbnb Rental Income: $490

Traditional Rental Income: $2254

Airbnb ROI: -1.02%

Traditional ROI: 11.61%

Lot 2 Cr 174

Oakland, MS

N/A beds | N/A baths | N/A

$68,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.52%

Airbnb Rental Income: $null

Traditional Rental Income: $926

Airbnb ROI: N/A

Traditional ROI: 10.52%

Lot 3 Cr 174

Oakland, MS

N/A beds | N/A baths | N/A

$62,500

Airbnb cash on cash: N/A

Traditional cash on cash: 11.53%

Airbnb Rental Income: $null

Traditional Rental Income: $926

Airbnb ROI: N/A

Traditional ROI: 11.53%

Lot 1 Cr 174

Oakland, MS

N/A beds | N/A baths | N/A

$75,900

Airbnb cash on cash: N/A

Traditional cash on cash: 9.32%

Airbnb Rental Income: $null

Traditional Rental Income: $926

Airbnb ROI: N/A