Real Estate Investment Properties for Sale in Oakland, TN

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
123 Bob White Road Oakland, TN Welcome to 123 Bob White Drive in beautiful Ocoee! This stunning new construction home off...	3 beds \| 3 baths \| 2,450 sq.ft.	$649,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.44% Airbnb Rental Income: $null Traditional Rental Income: $2798 Airbnb ROI: N/A Traditional ROI: 3.44%
136 Cove Springs Drive Oakland, TN Welcome to this beautiful new construction home in the desirable Cove Springs subdivision ...	3 beds \| 2 baths \| 1,600 sq.ft.	$499,999	Airbnb cash on cash: N/A Traditional cash on cash: 2.82% Airbnb Rental Income: $null Traditional Rental Income: $1891 Airbnb ROI: N/A Traditional ROI: 2.82%
2857 HWY 64 Oakland, TN REDUCED!!! Nestled on 5 peaceful acres, this charming county home offers the perfect blend...	3 beds \| 2 baths \| 1,674 sq.ft.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.82% Airbnb Rental Income: $null Traditional Rental Income: $1835 Airbnb ROI: N/A Traditional ROI: 2.82%
35 WHISPERING CREEK Cv Oakland, TN Priced Below Appraisal! Nestled in a quiet cove with lush landscaping and a 2-car garage, ...	4 beds \| 2 baths \| 2,280 sq.ft.	$364,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.95% Airbnb Rental Income: $null Traditional Rental Income: $2212 Airbnb ROI: N/A Traditional ROI: 4.95%
11835 HWY 194 Oakland, TN Escape to your own private country retreat just minutes from Oakland! Nestled among mature...	4 beds \| 3 baths \| 2,520 sq.ft.	$625,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.74% Airbnb Rental Income: $null Traditional Rental Income: $1779 Airbnb ROI: N/A Traditional ROI: 1.74%
135 CHESNUT RIDGE Dr Oakland, TN Step into this lovely 4-bedroom, 3-bath home featuring a soaring entry that welcomes you i...	4 beds \| 3 baths \| 2,503 sq.ft.	$417,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.46% Airbnb Rental Income: $null Traditional Rental Income: $2717 Airbnb ROI: N/A Traditional ROI: 5.46%
195 CHICKASAW TRACE Dr Oakland, TN Priced below appraised value! INSTANT EQUITY! This Fayette County home feels like new, and...	4 beds \| 3 baths \| 2,189 sq.ft.	$348,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.13% Airbnb Rental Income: $null Traditional Rental Income: $2837 Airbnb ROI: N/A Traditional ROI: 7.13%
80 WHISPERING RIDGE Cv Oakland, TN VACANT AND READY FOR NEW OWNER. LOTS OF SPACE IN THIS HOUSE. PRIMARY BEDROOM DOWNSTAIRS WI...	4 beds \| 3 baths \| 3,037 sq.ft.	$369,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.21% Airbnb Rental Income: $null Traditional Rental Income: $2669 Airbnb ROI: N/A Traditional ROI: 6.21%
55 MISTY RIDGE Loop Oakland, TN Seller is offering $7500 toward buyer's closing cost or buy downs. New Construction! On a ...	5 beds \| 3 baths \| 2,284 sq.ft.	$449,800	Airbnb cash on cash: N/A Traditional cash on cash: 5.08% Airbnb Rental Income: $null Traditional Rental Income: $2750 Airbnb ROI: N/A Traditional ROI: 5.08%
115 MISTY RIDGE Loop Oakland, TN Seller is offering $7500 toward buyer's closing cost or buy downs. New Construction! Fairw...	5 beds \| 3 baths \| 2,484 sq.ft.	$439,800	Airbnb cash on cash: N/A Traditional cash on cash: 5.44% Airbnb Rental Income: $null Traditional Rental Income: $2750 Airbnb ROI: N/A Traditional ROI: 5.44%
75 LAUREL WOOD Ln Oakland, TN This beautifully maintained 4BR/3BA home offers stylish upgrades, functional space, and mo...	4 beds \| 3 baths \| 2,450 sq.ft.	$424,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.53% Airbnb Rental Income: $null Traditional Rental Income: $2390 Airbnb ROI: N/A Traditional ROI: 4.53%
300 CHEROKEE Cir Oakland, TN This charming home is just under 6 years old...ready for you to see today. Wide plank hard...	3 beds \| 3 baths \| 1,648 sq.ft.	$319,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.76% Airbnb Rental Income: $null Traditional Rental Income: $2485 Airbnb ROI: N/A Traditional ROI: 6.76%
80 DORAL Loop Oakland, TN Welcome to Villas at Fair Oaks in Oakland! This Gibson floor plan offers 2,376 sq. ft. of ...	3 beds \| 3 baths \| 2,257 sq.ft.	$390,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.46% Airbnb Rental Income: $null Traditional Rental Income: $2242 Airbnb ROI: N/A Traditional ROI: 4.46%
200 VALLEYVIEW Ln Oakland, TN Better than New Construction! Seller added E-Charging, Wi-Fi security system, Extra parkin...	4 beds \| 3 baths \| 2,864 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.99% Airbnb Rental Income: $null Traditional Rental Income: $2360 Airbnb ROI: N/A Traditional ROI: 3.99%
270 OAK HAVEN Cir Oakland, TN Sloane Floor Plan - Model Home (not for sale)! Executive Series features include 8 ft tall...	3 beds \| 2 baths \| 2,400 sq.ft.	$502,595	Airbnb cash on cash: N/A Traditional cash on cash: 2.57% Airbnb Rental Income: $null Traditional Rental Income: $1776 Airbnb ROI: N/A Traditional ROI: 2.57%
50 WHISPERING CREEK Dr Oakland, TN Welcome to your dream home! This beautifully updated 4-bedroom, 3-bath residence offers th...	4 beds \| 3 baths \| 2,658 sq.ft.	$384,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.71% Airbnb Rental Income: $null Traditional Rental Income: $2615 Airbnb ROI: N/A Traditional ROI: 5.71%
30 RUNNING BROOK Ln Oakland, TN Price Improvement! Easy one-level living just got more affordable- don't miss out. Beautif...	3 beds \| 3 baths \| 2,112 sq.ft.	$369,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.75% Airbnb Rental Income: $null Traditional Rental Income: $2509 Airbnb ROI: N/A Traditional ROI: 5.75%
365 CROOKED CREEK Dr Oakland, TN Rare find with this beautiful home on 2 acres, with your own pond, in-ground pool and deta...	4 beds \| 3 baths \| 2,910 sq.ft.	$565,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.65% Airbnb Rental Income: $null Traditional Rental Income: $2666 Airbnb ROI: N/A Traditional ROI: 3.65%
810 MEBANE Rd Oakland, TN Comfort, space, and style come together in this beautifully designed split floor plan home...	4 beds \| 3 baths \| 3,046 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.69% Airbnb Rental Income: $null Traditional Rental Income: $2858 Airbnb ROI: N/A Traditional ROI: 4.69%
385 GARDEN SPRINGS Dr Oakland, TN Seller offering up to $7,500 toward the buyer's closing costs with an acceptable offer!!! ...	4 beds \| 3 baths \| 2,396 sq.ft.	$365,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.32% Airbnb Rental Income: $null Traditional Rental Income: $2680 Airbnb ROI: N/A Traditional ROI: 6.32%
230 DRIFTWOOD Loop Oakland, TN Welcome Home to this charming 4 bedroom 2 bath home in the Village Park subdivision featur...	4 beds \| 2 baths \| 2,276 sq.ft.	$339,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.62% Airbnb Rental Income: $null Traditional Rental Income: $2250 Airbnb ROI: N/A Traditional ROI: 5.62%
15 HUGHETTA St Oakland, TN This is your dream home! Current model home could be yours. Tons of upgrades and beautiful...	5 beds \| 3 baths \| 3,200 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.51% Airbnb Rental Income: $null Traditional Rental Income: $3009 Airbnb ROI: N/A Traditional ROI: 3.51%
60 SUGALINA VALLEY Dr Oakland, TN Introducing the Canterbury floor plan by Grant Homes, offering over 2,500 square feet of t...	4 beds \| 3 baths \| 2,573 sq.ft.	$439,950	Airbnb cash on cash: N/A Traditional cash on cash: 4.75% Airbnb Rental Income: $null Traditional Rental Income: $2752 Airbnb ROI: N/A Traditional ROI: 4.75%
365 GREEN WILLOW Dr Oakland, TN READY NOW! The Astoria is a beautiful single-story new construction home with an open-conc...	3 beds \| 2 baths \| 1,940 sq.ft.	$364,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.89% Airbnb Rental Income: $null Traditional Rental Income: $2011 Airbnb ROI: N/A Traditional ROI: 3.89%
10 BLACKTHORN Cv Oakland, TN REDUCE TO $350,000 for a quick sale. This opportunity may not last long. Step inside this ...	5 beds \| 3 baths \| 2,758 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.64% Airbnb Rental Income: $null Traditional Rental Income: $2695 Airbnb ROI: N/A Traditional ROI: 6.64%
95 MISTY RIDGE Loop Oakland, TN Special builder incentive available through July 13! Executive home in Fairway Village w...	5 beds \| 3 baths \| 2,427 sq.ft.	$439,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.05% Airbnb Rental Income: $null Traditional Rental Income: $2875 Airbnb ROI: N/A Traditional ROI: 5.05%
325 ST ANDREWS Dr Oakland, TN Move-in ready 4BR/3BA home in Oakland's sought-after community! Enjoy low-maintenance livi...	3 beds \| 3 baths \| 2,376 sq.ft.	$374,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.9% Airbnb Rental Income: $null Traditional Rental Income: $2417 Airbnb ROI: N/A Traditional ROI: 4.9%
195 SUGALINA VALLEY Dr Oakland, TN Beautiful 5BR/3BA home in Oakland! Open floor plan with hardwood, spacious great room w/ f...	5 beds \| 3 baths \| 2,737 sq.ft.	$499,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.26% Airbnb Rental Income: $null Traditional Rental Income: $2881 Airbnb ROI: N/A Traditional ROI: 4.26%
185 VALLEYVIEW Ln Oakland, TN Showcasing the Henderson floor plan by Grant Homes, this thoughtfully designed home offers...	4 beds \| 3 baths \| 2,200 sq.ft.	$394,950	Airbnb cash on cash: N/A Traditional cash on cash: 5.93% Airbnb Rental Income: $null Traditional Rental Income: $2693 Airbnb ROI: N/A Traditional ROI: 5.93%
175 VALLEYVIEW Ln Oakland, TN Introducing the Canterbury floor plan by Grant Homes offering over 2,500 square feet of th...	4 beds \| 3 baths \| 2,573 sq.ft.	$439,950	Airbnb cash on cash: N/A Traditional cash on cash: 5.23% Airbnb Rental Income: $null Traditional Rental Income: $2693 Airbnb ROI: N/A Traditional ROI: 5.23%
235 FAIROAKS Dr Oakland, TN Stunning home with soaring foyer and living room ceilings. Amazing views as it is situated...	5 beds \| 3 baths \| 3,340 sq.ft.	$444,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.06% Airbnb Rental Income: $null Traditional Rental Income: $2712 Airbnb ROI: N/A Traditional ROI: 5.06%
145 MISTY MEADOW Ln Oakland, TN This home blends comfort, space, and practicality, perfect for families of all sizes. The ...	5 beds \| 3 baths \| 2,427 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.49% Airbnb Rental Income: $null Traditional Rental Income: $2846 Airbnb ROI: N/A Traditional ROI: 5.49%
290 ST ANDREWS Dr Oakland, TN Beautiful 3BR/2BA home in Oakland's desirable Villas at Fair Oaks community! Enjoy mainten...	3 beds \| 3 baths \| 2,376 sq.ft.	$384,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.49% Airbnb Rental Income: $null Traditional Rental Income: $2330 Airbnb ROI: N/A Traditional ROI: 4.49%
210 LINKS VIEW Dr Oakland, TN Situated on the 4th tee box of Fair Oaks Golf Course in The Links at Oakland, this stunnin...	3 beds \| 3 baths \| 2,415 sq.ft.	$409,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.59% Airbnb Rental Income: $null Traditional Rental Income: $2342 Airbnb ROI: N/A Traditional ROI: 4.59%
175 MARRIETTA Dr Oakland, TN Exceptional value in the highly sought-after Burton Place Subdivision! This spacious and b...	5 beds \| 3 baths \| 2,651 sq.ft.	$429,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.38% Airbnb Rental Income: $null Traditional Rental Income: $2759 Airbnb ROI: N/A Traditional ROI: 5.38%
145 TOMMIE VALLEY Dr Oakland, TN Spacious 5BR/3BA home in Oakland! Open floor plan with hardwood, great room w/ fireplace, ...	4 beds \| 3 baths \| 2,650 sq.ft.	$499,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.54% Airbnb Rental Income: $null Traditional Rental Income: $2715 Airbnb ROI: N/A Traditional ROI: 4.54%
50 UMBLE St Oakland, TN Experience the best of new construction living with this stunning, upgrade-filled home des...	4 beds \| 3 baths \| 2,100 sq.ft.	$319,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.04% Airbnb Rental Income: $null Traditional Rental Income: $2717 Airbnb ROI: N/A Traditional ROI: 7.04%
295 VALLEYVIEW Ln Oakland, TN Welcome to Valleybrook: A sought-after Regency Homebuilders community in the heart of Oakl...	4 beds \| 4 baths \| 2,705 sq.ft.	$514,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.27% Airbnb Rental Income: $null Traditional Rental Income: $3449 Airbnb ROI: N/A Traditional ROI: 5.27%
115 TOMMIE VALLEY Dr Oakland, TN Step inside and fall in love with this beautifully designed home where comfort meets style...	4 beds \| 3 baths \| 2,482 sq.ft.	$489,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.66% Airbnb Rental Income: $null Traditional Rental Income: $2717 Airbnb ROI: N/A Traditional ROI: 4.66%
305 VALLEYVIEW Ln Oakland, TN Welcome to Valleybrook: A Regency Homebuilders community in the heart of Oakland. This Car...	5 beds \| 3 baths \| 2,602 sq.ft.	$509,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.11% Airbnb Rental Income: $null Traditional Rental Income: $2865 Airbnb ROI: N/A Traditional ROI: 4.11%

Real Estate investment in Oakland, TN

There are 114 properties for sale in the city of Oakland . The median list price in Oakland is $351,285 and the average price per square foot is $148. In July 2026, the average monthly cash on cash return in Oakland is 5.00%. The average monthly rental income in Oakland is $2,608.

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

There are 114 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, TN

123 Bob White Road

Oakland, TN

3 beds | 3 baths | 2,450 sq.ft.

$649,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.44%

Airbnb Rental Income: $null

Traditional Rental Income: $2798

Airbnb ROI: N/A

Traditional ROI: 3.44%

136 Cove Springs Drive

Oakland, TN

3 beds | 2 baths | 1,600 sq.ft.

$499,999

Airbnb cash on cash: N/A

Traditional cash on cash: 2.82%

Airbnb Rental Income: $null

Traditional Rental Income: $1891

Airbnb ROI: N/A

Traditional ROI: 2.82%

2857 HWY 64

Oakland, TN

3 beds | 2 baths | 1,674 sq.ft.

$475,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.82%

Airbnb Rental Income: $null

Traditional Rental Income: $1835

Airbnb ROI: N/A

Traditional ROI: 2.82%

35 WHISPERING CREEK Cv

Oakland, TN

4 beds | 2 baths | 2,280 sq.ft.

$364,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.95%

Airbnb Rental Income: $null

Traditional Rental Income: $2212

Airbnb ROI: N/A

Traditional ROI: 4.95%

11835 HWY 194

Oakland, TN

4 beds | 3 baths | 2,520 sq.ft.

$625,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.74%

Airbnb Rental Income: $null

Traditional Rental Income: $1779

Airbnb ROI: N/A

Traditional ROI: 1.74%

135 CHESNUT RIDGE Dr

Oakland, TN

4 beds | 3 baths | 2,503 sq.ft.

$417,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.46%

Airbnb Rental Income: $null

Traditional Rental Income: $2717

Airbnb ROI: N/A

Traditional ROI: 5.46%

195 CHICKASAW TRACE Dr

Oakland, TN

4 beds | 3 baths | 2,189 sq.ft.

$348,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.13%

Airbnb Rental Income: $null

Traditional Rental Income: $2837

Airbnb ROI: N/A

Traditional ROI: 7.13%

80 WHISPERING RIDGE Cv

Oakland, TN

4 beds | 3 baths | 3,037 sq.ft.

$369,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.21%

Airbnb Rental Income: $null

Traditional Rental Income: $2669

Airbnb ROI: N/A