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
505 TERRY Oakland, TN Welcome to your dream home! This impeccably maintained 4-bedroom, 3-bath gem offers nearly...	4 beds \| 3 baths \| N/A	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.4% Airbnb Rental Income: $null Traditional Rental Income: $2624 Airbnb ROI: N/A Traditional ROI: 6.4%
20 CHESNUT RIDGE Oakland, TN This Model home for is for sale in Waters of Hidden Springs, a Regency Homebuilders commun...	5 beds \| 3 baths \| N/A	$479,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.84% Airbnb Rental Income: $null Traditional Rental Income: $2831 Airbnb ROI: N/A Traditional ROI: 4.84%
90 WHISPERING CREEK Oakland, TN Located in a quiet cove in The Waters of Hidden Springs, this well-designed home offers hi...	3 beds \| 2 baths \| N/A	$314,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.18% Airbnb Rental Income: $null Traditional Rental Income: $2022 Airbnb ROI: N/A Traditional ROI: 5.18%
45 BIRCH SPRINGS Oakland, TN Charming 4BR/2.5BA home on a spacious corner lot with a 2-car garage! The first floor show...	4 beds \| 3 baths \| N/A	$334,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.87% Airbnb Rental Income: $null Traditional Rental Income: $2672 Airbnb ROI: N/A Traditional ROI: 6.87%
170 ABERDEEN Oakland, TN Welcome to 170 Aberdeen Dr! This 4-bedroom, 2-bath home offers 1,700+ sq. ft. of comfortab...	4 beds \| 2 baths \| N/A	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.42% Airbnb Rental Income: $null Traditional Rental Income: $2317 Airbnb ROI: N/A Traditional ROI: 5.42%
35 WHISPERING CREEK Oakland, TN Nestled in a quiet cove with lush landscaping and a 2-car garage, this beautiful home welc...	4 beds \| 2 baths \| N/A	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.08% Airbnb Rental Income: $null Traditional Rental Income: $2212 Airbnb ROI: N/A Traditional ROI: 5.08%
195 CHICKASAW TRACE Oakland, TN Move-in ready and thoughtfully designed, this home combines comfort and modern living with...	4 beds \| 3 baths \| N/A	$372,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.5% Airbnb Rental Income: $null Traditional Rental Income: $2837 Airbnb ROI: N/A Traditional ROI: 6.5%
45 SADIE Oakland, TN Charming Updated Home in Oakland â Super Low Taxes! This beautifully updated 3BR/2BA spl...	3 beds \| 2 baths \| N/A	$270,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.87% Airbnb Rental Income: $null Traditional Rental Income: $1920 Airbnb ROI: N/A Traditional ROI: 5.87%
115 NORMA CAROL Oakland, TN Adorable 3 Bedroom 2 Bath home. Luxury Vinyl Planks everywhere with neutral paint. Renov...	3 beds \| 2 baths \| N/A	$318,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.52% Airbnb Rental Income: $null Traditional Rental Income: $3916 Airbnb ROI: N/A Traditional ROI: 11.52%
5 NORTHERN LEAF Oakland, TN Price Improvement ! Hurry, Must see this Beauty, upgrades galore! Located in Desirable Nor...	4 beds \| 3 baths \| N/A	$480,000	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%
75 LAUREL WOOD Oakland, TN NEW PRICE! LIKE NEW 2022 Regency build. Impeccably maintained interior, fully fenced spa...	4 beds \| 3 baths \| N/A	$434,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.32% Airbnb Rental Income: $null Traditional Rental Income: $2390 Airbnb ROI: N/A Traditional ROI: 4.32%
60 MISTY MEADOW Oakland, TN Welcome to this like new home located in Fairway Village. This 2631 sqft Carlisle plan by ...	4 beds \| 3 baths \| N/A	$424,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.39% Airbnb Rental Income: $null Traditional Rental Income: $2365 Airbnb ROI: N/A Traditional ROI: 4.39%
300 CHEROKEE Oakland, TN This charming home is just under 5 years old...ready for you to see today. Wide plank har...	3 beds \| 3 baths \| N/A	$330,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.37% Airbnb Rental Income: $null Traditional Rental Income: $2485 Airbnb ROI: N/A Traditional ROI: 6.37%
70 VALLEYVIEW Oakland, TN Featuring 4 spacious bedrooms, 3 full bathrooms, and a versatile bonus/game room, this hom...	4 beds \| 3 baths \| N/A	$430,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.24% Airbnb Rental Income: $null Traditional Rental Income: $2353 Airbnb ROI: N/A Traditional ROI: 4.24%
60 MULBERRY Oakland, TN New Price! Oasis in the back yard!! Inground pool, rock gardens, water falls, pergola, ou...	3 beds \| 2 baths \| N/A	$400,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.09% Airbnb Rental Income: $null Traditional Rental Income: $1746 Airbnb ROI: N/A Traditional ROI: 3.09%
275 MISTY FIELDS Oakland, TN A two-story entry welcomes you into a home built for both elegance and everyday life. Down...	5 beds \| 3 baths \| N/A	$474,900	Airbnb cash on cash: N/A Traditional cash on cash: 4% Airbnb Rental Income: $null Traditional Rental Income: $2449 Airbnb ROI: N/A Traditional ROI: 4%
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%
300 ST ANDREWS Oakland, TN Priced to Sell at 369,900! Golfers Paradise! Just a year old and overlooking Fair Oaks gol...	4 beds \| 3 baths \| N/A	$369,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.39% Airbnb Rental Income: $null Traditional Rental Income: $2781 Airbnb ROI: N/A Traditional ROI: 6.39%
100 PINE VALLEY Oakland, TN BACK ON MARKET â BUYERS FAULTED ON DAY OF CLOSING! Donât miss your chance to own this ...	5 beds \| 3 baths \| N/A	$479,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.57% Airbnb Rental Income: $null Traditional Rental Income: $2782 Airbnb ROI: N/A Traditional ROI: 4.57%
40 LAUREL WOOD Oakland, TN Take advantage of 4.99% RATE PROMO for a limited time! Donât miss your chance to live in...	4 beds \| 3 baths \| N/A	$444,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.65% Airbnb Rental Income: $null Traditional Rental Income: $2740 Airbnb ROI: N/A Traditional ROI: 4.65%
9760 TN 194 Oakland, TN County Taxes Only! Country living with quick and easy access to town! Stunning custom log ...	3 beds \| 3 baths \| N/A	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.76% Airbnb Rental Income: $null Traditional Rental Income: $2858 Airbnb ROI: N/A Traditional ROI: 3.76%
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	$559,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.17% Airbnb Rental Income: $null Traditional Rental Income: $2893 Airbnb ROI: N/A Traditional ROI: 4.17%
30 SOUTHAMPTON Oakland, TN Built in 2024 and barely lived in, this home feels brand new inside and out. Thoughtful la...	4 beds \| 2 baths \| N/A	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.61% Airbnb Rental Income: $null Traditional Rental Income: $2256 Airbnb ROI: N/A Traditional ROI: 4.61%
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	$349,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.2% Airbnb Rental Income: $null Traditional Rental Income: $2250 Airbnb ROI: N/A Traditional ROI: 5.2%
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 $10K Builder Bonus or 2-1 Buy-Down - 3.875% (year 1), 4.875% (year 2), 5.875% (remainder o...	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%
50 SUGALINA VALLEY Oakland, TN $10K BUILDER BONUS or BUILDER PAID 2/1 BUY-DOWN - 3.875%; 4.875%, 5.875%! New construction...	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%
105 DOWNY BIRCH Oakland, TN New Construction Dream Home â One-Level Living! Experience over 2,000 sq. ft. of beaut...	3 beds \| 2 baths \| N/A	$379,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.66% Airbnb Rental Income: $null Traditional Rental Income: $2007 Airbnb ROI: N/A Traditional ROI: 3.66%
200 HUGHETTA Oakland, TN Welcome to the Dove. Open concept. Expansive Great room bathed in natural light. Electric...	5 beds \| 3 baths \| N/A	$409,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.81% Airbnb Rental Income: $null Traditional Rental Income: $2982 Airbnb ROI: N/A Traditional ROI: 5.81%
195 HUGHETTA Oakland, TN OPEN HOUSE SUNDAY 10/19 @ 1-3 **Builder offering $12,000 flexible concession for the buyer...	4 beds \| 3 baths \| N/A	$409,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.13% Airbnb Rental Income: $null Traditional Rental Income: $2719 Airbnb ROI: N/A Traditional ROI: 5.13%
135 LIVE OAK Oakland, TN 4.99% PERMANENT INTEREST RATE PLUS UP TO 3% TOWARD BUYER'S CLOSING COSTS!! CALL FOR DETAI...	3 beds \| 2 baths \| N/A	$379,950	Airbnb cash on cash: N/A Traditional cash on cash: 3.98% Airbnb Rental Income: $null Traditional Rental Income: $2120 Airbnb ROI: N/A Traditional ROI: 3.98%
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%
90 HILLSIDE Oakland, TN This home is READY NOW!! Welcome to Waters of Hidden Springs: A Regency Homebuilders commu...	3 beds \| 2 baths \| N/A	$394,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.58% Airbnb Rental Income: $null Traditional Rental Income: $2049 Airbnb ROI: N/A Traditional ROI: 3.58%
10 BLACKTHORN Oakland, TN New price. Some pictures are Virtual Staging for you to see the potential of the house. Se...	4 beds \| 3 baths \| N/A	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.75% Airbnb Rental Income: $null Traditional Rental Income: $2695 Airbnb ROI: N/A Traditional ROI: 5.75%
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	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.9% Airbnb Rental Income: $null Traditional Rental Income: $2875 Airbnb ROI: N/A Traditional ROI: 4.9%
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%
255 HIGHLAND PARK Oakland, TN Back on market due to no fault of seller or home. This GORGEOUS practically LIKE NEW 4BR/2...	4 beds \| 2 baths \| N/A	$443,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.15% Airbnb Rental Income: $null Traditional Rental Income: $2374 Airbnb ROI: N/A Traditional ROI: 4.15%
210 HIGHLAND PARK Oakland, TN Wow! Are you looking for a fantastic home that backs up to common open space with no neigh...	3 beds \| 2 baths \| N/A	$398,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.42% Airbnb Rental Income: $null Traditional Rental Income: $2009 Airbnb ROI: N/A Traditional ROI: 3.42%
350 GREEN WILLOW Oakland, TN This home is READY NOW!! Contact the listing agent to learn about the special 4.99% rat...	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%

Real Estate investment in Oakland, TN

There are 88 properties for sale in the city of Oakland . The median list price in Oakland is $394,638 and the average price per square foot is $169. In November 2025, the average monthly cash on cash return in Oakland is 5.00%. The average monthly rental income in Oakland is $2,445.

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

There are 88 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

505 TERRY

Oakland, TN

4 beds | 3 baths | N/A

$350,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.4%

Airbnb Rental Income: $null

Traditional Rental Income: $2624

Airbnb ROI: N/A

Traditional ROI: 6.4%

20 CHESNUT RIDGE

Oakland, TN

5 beds | 3 baths | N/A

$479,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.84%

Airbnb Rental Income: $null

Traditional Rental Income: $2831

Airbnb ROI: N/A

Traditional ROI: 4.84%

90 WHISPERING CREEK

Oakland, TN

3 beds | 2 baths | N/A

$314,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.18%

Airbnb Rental Income: $null

Traditional Rental Income: $2022

Airbnb ROI: N/A

Traditional ROI: 5.18%

45 BIRCH SPRINGS

Oakland, TN

4 beds | 3 baths | N/A

$334,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.87%

Airbnb Rental Income: $null

Traditional Rental Income: $2672

Airbnb ROI: N/A

Traditional ROI: 6.87%

170 ABERDEEN

Oakland, TN

4 beds | 2 baths | N/A

$349,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.42%

Airbnb Rental Income: $null

Traditional Rental Income: $2317

Airbnb ROI: N/A

Traditional ROI: 5.42%

35 WHISPERING CREEK

Oakland, TN

4 beds | 2 baths | N/A

$350,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.08%

Airbnb Rental Income: $null

Traditional Rental Income: $2212

Airbnb ROI: N/A

Traditional ROI: 5.08%

195 CHICKASAW TRACE

Oakland, TN

4 beds | 3 baths | N/A

$372,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.5%

Airbnb Rental Income: $null

Traditional Rental Income: $2837

Airbnb ROI: N/A

Traditional ROI: 6.5%

45 SADIE

Oakland, TN

3 beds | 2 baths | N/A

$270,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.87%

Airbnb Rental Income: $null

Traditional Rental Income: $1920

Airbnb ROI: N/A