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
177 Cove Springs Dr Oakland, TN No fault to sellers this beauty is back on the market! Brand New Construction in Scenic Da...	3 beds \| 2 baths \| 2,355 sq.ft.	$514,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.54% Airbnb Rental Income: $null Traditional Rental Income: $2288 Airbnb ROI: N/A Traditional ROI: 3.54%
2857 HWY 64 Oakland, TN REDUCED!!! Nestled on 5 peaceful acres, this charming county home offers the perfect blen...	3 beds \| 2 baths \| N/A	$515,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.52% Airbnb Rental Income: $null Traditional Rental Income: $1835 Airbnb ROI: N/A Traditional ROI: 2.52%
255 BEAU TISDALE Oakland, TN Beautiful 3BR/2BA home with an open-concept great room and kitchen, perfect for modern liv...	3 beds \| 2 baths \| N/A	$359,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.19% Airbnb Rental Income: $null Traditional Rental Income: $1960 Airbnb ROI: N/A Traditional ROI: 4.19%
55 LEWIS FAIRWAY Oakland, TN Gorgeous 4br/3ba home on Oakland's sought after Golf Course with numerous Custom upgrades....	4 beds \| 3 baths \| N/A	$465,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.38% Airbnb Rental Income: $null Traditional Rental Income: $2591 Airbnb ROI: N/A Traditional ROI: 4.38%
335 SEAWOOD Oakland, TN Beautiful "Stacked Stone" Entry CORNER lot Home "Nestled" in the back of Oakland Woods Sub...	4 beds \| 2 baths \| N/A	$359,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.5% Airbnb Rental Income: $null Traditional Rental Income: $2414 Airbnb ROI: N/A Traditional ROI: 5.5%
240 LAKEWOOD Oakland, TN Beautifully updated 4BR/2BA home (or 3BR + bonus) offering a flexible layout and thoughtfu...	4 beds \| 2 baths \| N/A	$335,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.03% Airbnb Rental Income: $null Traditional Rental Income: $1789 Airbnb ROI: N/A Traditional ROI: 4.03%
35 WHISPERING CREEK Oakland, TN Priced Below Appraisal! Nestled in a quiet cove with lush landscaping and a 2-car garage, ...	4 beds \| 2 baths \| N/A	$364,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.84% Airbnb Rental Income: $null Traditional Rental Income: $2212 Airbnb ROI: N/A Traditional ROI: 4.84%
95 STRAWBERRY FIELD Oakland, TN Seller offering $10k towards closing costs! This beautiful well-maintained home is located...	4 beds \| 2 baths \| N/A	$314,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.87% Airbnb Rental Income: $null Traditional Rental Income: $2241 Airbnb ROI: N/A Traditional ROI: 5.87%
135 CHESNUT RIDGE Oakland, TN Step into this lovely 4-bedroom, 3-bath home featuring a soaring entry that welcomes you i...	4 beds \| 3 baths \| N/A	$426,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.18% Airbnb Rental Income: $null Traditional Rental Income: $2717 Airbnb ROI: N/A Traditional ROI: 5.18%
250 CHEROKEE Oakland, TN If youâve been craving simple, easy living without giving up style or locationâthis is...	3 beds \| 2 baths \| N/A	$310,000	Airbnb cash on cash: N/A Traditional cash on cash: 5% Airbnb Rental Income: $null Traditional Rental Income: $1947 Airbnb ROI: N/A Traditional ROI: 5%
195 CHICKASAW TRACE Oakland, TN Priced below appraised value! INSTANT EQUITY! This Fayette County home feels like new, and...	4 beds \| 3 baths \| N/A	$354,948	Airbnb cash on cash: N/A Traditional cash on cash: 6.85% Airbnb Rental Income: $null Traditional Rental Income: $2837 Airbnb ROI: N/A Traditional ROI: 6.85%
80 WHISPERING RIDGE Oakland, TN VACANT AND READY FOR NEW OWNER. LOTS OF SPACE IN THIS HOUSE. PRIMARY BEDROOM DOWNSTAIRS ...	4 beds \| 3 baths \| N/A	$369,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.93% Airbnb Rental Income: $null Traditional Rental Income: $2276 Airbnb ROI: N/A Traditional ROI: 4.93%
5 NORTHERN LEAF Oakland, TN Price Improvement ! Hurry, Must see this Beauty, upgrades galore! Located in Desirable Nor...	4 beds \| 3 baths \| N/A	$479,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.76% Airbnb Rental Income: $null Traditional Rental Income: $2382 Airbnb ROI: N/A Traditional ROI: 3.76%
300 CHEROKEE Oakland, TN This charming home is just under 6 years old...ready for you to see today. Wide plank har...	3 beds \| 3 baths \| N/A	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.47% Airbnb Rental Income: $null Traditional Rental Income: $2485 Airbnb ROI: N/A Traditional ROI: 6.47%
80 DORAL Oakland, TN Welcome to Villas at Fair Oaks in Oakland! This Gibson floor plan offers 2,376 sq. ft. of ...	3 beds \| 3 baths \| N/A	$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%
90 VALLEYVIEW Oakland, TN Built in 2023 and better than new, this stunning 4-bedroom, 3-bath home in Oakland offers ...	4 beds \| 3 baths \| N/A	$435,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.4% Airbnb Rental Income: $null Traditional Rental Income: $2705 Airbnb ROI: N/A Traditional ROI: 5.4%
200 VALLEYVIEW Oakland, TN Better than New Construction! Seller added E-Charging, Wi-Fi security system, Extra parkin...	4 beds \| 3 baths \| N/A	$469,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.45% Airbnb Rental Income: $null Traditional Rental Income: $2360 Airbnb ROI: N/A Traditional ROI: 3.45%
270 OAK HAVEN Oakland, TN Sloane Floor Plan - Model Home (not for sale)! Executive Series features include 8 ft tall...	3 beds \| 2 baths \| N/A	$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 Oakland, TN Welcome to your dream home! This beautifully updated 4-bedroom, 3-bath residence offers th...	4 beds \| 3 baths \| N/A	$409,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.14% Airbnb Rental Income: $null Traditional Rental Income: $2615 Airbnb ROI: N/A Traditional ROI: 5.14%
95 CHESNUT RIDGE Oakland, TN Don't want to wait till a newer smaller home is built for the same price? Come and check o...	4 beds \| 2 baths \| N/A	$355,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.75% Airbnb Rental Income: $null Traditional Rental Income: $2472 Airbnb ROI: N/A Traditional ROI: 5.75%
30 RUNNING BROOK Oakland, TN Price Improvement! Easy one-level living just got more affordable- don't miss out. Beautif...	3 beds \| 3 baths \| N/A	$369,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.61% Airbnb Rental Income: $null Traditional Rental Income: $2509 Airbnb ROI: N/A Traditional ROI: 5.61%
290 SELLERS Oakland, TN Elegant Country Living on 2.5 Acres. Seller to give $10,000 for up-grades. Experience refi...	5 beds \| 3 baths \| N/A	$549,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.26% Airbnb Rental Income: $null Traditional Rental Income: $2893 Airbnb ROI: N/A Traditional ROI: 4.26%
810 MEBANE Oakland, TN Comfort, space, and style come together in this beautifully designed split floor plan home...	4 beds \| 3 baths \| N/A	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.53% Airbnb Rental Income: $null Traditional Rental Income: $2858 Airbnb ROI: N/A Traditional ROI: 4.53%
230 DRIFTWOOD Oakland, TN Welcome Home to this charming 4 bedroom 2 bath home in the Village Park subdivision featur...	4 beds \| 2 baths \| N/A	$339,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.37% Airbnb Rental Income: $null Traditional Rental Income: $2250 Airbnb ROI: N/A Traditional ROI: 5.37%
35 WITHERSPOON Oakland, TN Welcome to this NEWER Construction spacious layout in the heart of Oakland within walking ...	4 beds \| 3 baths \| N/A	$379,500	Airbnb cash on cash: N/A Traditional cash on cash: 6.08% Airbnb Rental Income: $null Traditional Rental Income: $2750 Airbnb ROI: N/A Traditional ROI: 6.08%
15 HUGHETTA Oakland, TN Step into the model home AND design center at Carrington Estates where you can tour 44 hom...	5 beds \| 3 baths \| N/A	$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 Oakland, TN Introducing the Canterbury floor plan by Grant Homes, offering over 2,500 square feet of t...	4 beds \| 3 baths \| N/A	$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%
295 CHEROKEE Oakland, TN Hard-to-find one-level home designed for easy, low-maintenance living. This home features ...	3 beds \| 2 baths \| N/A	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.92% Airbnb Rental Income: $null Traditional Rental Income: $2013 Airbnb ROI: N/A Traditional ROI: 4.92%
365 GREEN WILLOW Oakland, TN This home is READY NOW!! Welcome to Gardens of Hidden Springs: A Regency Homebuilders comm...	3 beds \| 2 baths \| N/A	$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%
330 CHESNUT RIDGE Oakland, TN Now available in Waters of Hidden Springsâthe stunning Parker Plan by Regency Homebuilde...	3 beds \| 2 baths \| N/A	$394,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.47% Airbnb Rental Income: $null Traditional Rental Income: $2011 Airbnb ROI: N/A Traditional ROI: 3.47%
10 BLACKTHORN Oakland, TN JUST REDUCED â NEW PRICE $364k ? Expecting strong activityâschedule your showing ASAP!...	4 beds \| 3 baths \| N/A	$364,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.22% Airbnb Rental Income: $null Traditional Rental Income: $2695 Airbnb ROI: N/A Traditional ROI: 6.22%
95 MISTY RIDGE Oakland, TN Charming 4BR/3BA home in Oakland! Open floor plan with hardwood, spacious great room w/ fi...	5 beds \| 3 baths \| N/A	$454,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.83% Airbnb Rental Income: $null Traditional Rental Income: $2875 Airbnb ROI: N/A Traditional ROI: 4.83%
325 ST ANDREWS Oakland, TN Move-in ready 4BR/3BA home in Oaklandâs sought-after community! Enjoy low-maintenance li...	3 beds \| 3 baths \| N/A	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.65% Airbnb Rental Income: $null Traditional Rental Income: $2417 Airbnb ROI: N/A Traditional ROI: 4.65%
350 GREEN WILLOW Oakland, TN *This home is READY NOW! New construction Astoria plan in Gardens of Hidden Springs in Oa...	3 beds \| 2 baths \| N/A	$364,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.79% Airbnb Rental Income: $null Traditional Rental Income: $1974 Airbnb ROI: N/A Traditional ROI: 3.79%
195 SUGALINA VALLEY Oakland, TN Beautiful 5BR/3BA home in Oakland! Open floor plan with hardwood, spacious great room w/ f...	5 beds \| 3 baths \| N/A	$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 Oakland, TN Showcasing the Henderson floor plan by Grant Homes, this thoughtfully designed home offers...	4 beds \| 3 baths \| N/A	$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 Oakland, TN Introducing the Canterbury floor plan by Grant Homes offering over 2,500 square feet of th...	4 beds \| 3 baths \| N/A	$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 Oakland, TN Excellent location and tons of room to roam. This home is situated on Fairoaks golf cours...	5 beds \| 3 baths \| N/A	$444,500	Airbnb cash on cash: N/A Traditional cash on cash: 4.9% Airbnb Rental Income: $null Traditional Rental Income: $2712 Airbnb ROI: N/A Traditional ROI: 4.9%
145 MISTY MEADOW Oakland, TN This home blends comfort, space, and practicality, perfect for families of all sizes. The ...	5 beds \| 3 baths \| N/A	$459,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.35% Airbnb Rental Income: $null Traditional Rental Income: $2846 Airbnb ROI: N/A Traditional ROI: 5.35%
290 ST ANDREWS Oakland, TN Beautiful 3BR/2BA home in Oaklandâs desirable Villas at Fair Oaks community! Enjoy maint...	3 beds \| 3 baths \| N/A	$394,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.33% Airbnb Rental Income: $null Traditional Rental Income: $2330 Airbnb ROI: N/A Traditional ROI: 4.33%

Real Estate investment in Oakland, TN

There are 103 properties for sale in the city of Oakland . The median list price in Oakland is $420,000 and the average price per square foot is $189. In April 2026, the average monthly cash on cash return in Oakland is 5.00%. The average monthly rental income in Oakland is $2,677.

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

There are 103 investment properties available for sale in 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

177 Cove Springs Dr

Oakland, TN

3 beds | 2 baths | 2,355 sq.ft.

$514,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.54%

Airbnb Rental Income: $null

Traditional Rental Income: $2288

Airbnb ROI: N/A

Traditional ROI: 3.54%

2857 HWY 64

Oakland, TN

3 beds | 2 baths | N/A

$515,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.52%

Airbnb Rental Income: $null

Traditional Rental Income: $1835

Airbnb ROI: N/A

Traditional ROI: 2.52%

255 BEAU TISDALE

Oakland, TN

3 beds | 2 baths | N/A

$359,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.19%

Airbnb Rental Income: $null

Traditional Rental Income: $1960

Airbnb ROI: N/A

Traditional ROI: 4.19%

55 LEWIS FAIRWAY

Oakland, TN

4 beds | 3 baths | N/A

$465,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.38%

Airbnb Rental Income: $null

Traditional Rental Income: $2591

Airbnb ROI: N/A

Traditional ROI: 4.38%

335 SEAWOOD

Oakland, TN

4 beds | 2 baths | N/A

$359,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.5%

Airbnb Rental Income: $null

Traditional Rental Income: $2414

Airbnb ROI: N/A

Traditional ROI: 5.5%

240 LAKEWOOD

Oakland, TN

4 beds | 2 baths | N/A

$335,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.03%

Airbnb Rental Income: $null

Traditional Rental Income: $1789

Airbnb ROI: N/A

Traditional ROI: 4.03%

35 WHISPERING CREEK

Oakland, TN

4 beds | 2 baths | N/A

$364,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.84%

Airbnb Rental Income: $null

Traditional Rental Income: $2212

Airbnb ROI: N/A

Traditional ROI: 4.84%

95 STRAWBERRY FIELD

Oakland, TN

4 beds | 2 baths | N/A

$314,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.87%

Airbnb Rental Income: $null

Traditional Rental Income: $2241

Airbnb ROI: N/A