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 Cove Springs Drive Oakland, TN Charming New Construction Home in Historic Dandridge-Just Steps from Douglas Lake! Welcome...	3 beds \| 2 baths \| 2,533 sq.ft.	$465,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.14% Airbnb Rental Income: $null Traditional Rental Income: $2356 Airbnb ROI: N/A Traditional ROI: 4.14%
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	$489,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.12% Airbnb Rental Income: $null Traditional Rental Income: $2591 Airbnb ROI: N/A Traditional ROI: 4.12%
195 WILLOW SPRINGS Oakland, TN This beautifully maintained property offers the perfect blend of comfort, functionality, a...	3 beds \| 2 baths \| N/A	$285,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.6% Airbnb Rental Income: $null Traditional Rental Income: $1973 Airbnb ROI: N/A Traditional ROI: 5.6%
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	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.68% Airbnb Rental Income: $null Traditional Rental Income: $2212 Airbnb ROI: N/A Traditional ROI: 4.68%
80 MISTY MEADOWS Oakland, TN Beautiful home in Waters of Hidden Springs. This 3 bedroom 2 bath home is less than 2 year...	3 beds \| 2 baths \| N/A	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.77% Airbnb Rental Income: $null Traditional Rental Income: $2023 Airbnb ROI: N/A Traditional ROI: 3.77%
195 CHICKASAW TRACE Oakland, TN This Fayette County home feels like new, and is perfect for low maintenance living. Quartz...	4 beds \| 3 baths \| N/A	$354,949	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%
90 CHICKASAW TRACE Oakland, TN Better than new and so cute!! This one is move in ready and filled with upgrades! Open ...	3 beds \| 2 baths \| N/A	$344,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.84% Airbnb Rental Income: $null Traditional Rental Income: $2114 Airbnb ROI: N/A Traditional ROI: 4.84%
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	$397,500	Airbnb cash on cash: N/A Traditional cash on cash: 4.51% Airbnb Rental Income: $null Traditional Rental Income: $2276 Airbnb ROI: N/A Traditional ROI: 4.51%
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 Regency Homes 2022 build. This home is LIKE NEW! Impeccably maintained interior, fully f...	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%
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	$420,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.37% Airbnb Rental Income: $null Traditional Rental Income: $2353 Airbnb ROI: N/A Traditional ROI: 4.37%
275 MISTY FIELDS Oakland, TN WE MADE UPDATES! SANDED AND STAINED HARDWOOD FLOORS AND FRESH UPDATED PAINT COLORS ON INTE...	5 beds \| 3 baths \| N/A	$464,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.12% Airbnb Rental Income: $null Traditional Rental Income: $2449 Airbnb ROI: N/A Traditional ROI: 4.12%
120 JAMES Oakland, TN PICTURES DO NOT DO THIS HOME JUSTICE!!! It shows even better in personâ¦truly immaculate!...	5 beds \| 3 baths \| N/A	$479,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.53% Airbnb Rental Income: $null Traditional Rental Income: $2740 Airbnb ROI: N/A Traditional ROI: 4.53%
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%
225 COUNTRY BROOK Oakland, TN Priced to sell, move in ready. Discover this inviting home offering an open floor plan, 5 ...	5 beds \| 3 baths \| N/A	$423,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.47% Airbnb Rental Income: $null Traditional Rental Income: $2803 Airbnb ROI: N/A Traditional ROI: 5.47%
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%
30 RUNNING BROOK Oakland, TN Beautifully maintained one-story home on large corner lot. This home offers a functional,...	3 beds \| 3 baths \| N/A	$379,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.42% Airbnb Rental Income: $null Traditional Rental Income: $2509 Airbnb ROI: N/A Traditional ROI: 5.42%
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	$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%
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	$379,800	Airbnb cash on cash: N/A Traditional cash on cash: 6.07% Airbnb Rental Income: $null Traditional Rental Income: $2750 Airbnb ROI: N/A Traditional ROI: 6.07%
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%
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 $35k DPA available. NEW REDUCE PRICE. Pictures are Virtual Staging for you to see the pote...	4 beds \| 3 baths \| N/A	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.01% Airbnb Rental Income: $null Traditional Rental Income: $2695 Airbnb ROI: N/A Traditional ROI: 6.01%
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%
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	$494,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.32% Airbnb Rental Income: $null Traditional Rental Income: $2881 Airbnb ROI: N/A Traditional ROI: 4.32%
185 VALLEYVIEW Oakland, TN FABULOUS HENDERSON FLOOR PLAN BUILT BY GRANT HOMES, LLC! $5K BUILDER BONUS AND UNDER 400K!...	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 $5k BUILDER BONUS - QUALIFIES FOR USDA - Canterbury Floor Plan built by Grant Homes, LLC. ...	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%
240 LAUREL WOOD Oakland, TN Be one of the last few new builds in the Fairway Village community. This Carlisle plan hom...	4 beds \| 3 baths \| N/A	$464,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.27% Airbnb Rental Income: $null Traditional Rental Income: $2693 Airbnb ROI: N/A Traditional ROI: 4.27%
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	$454,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.41% Airbnb Rental Income: $null Traditional Rental Income: $2846 Airbnb ROI: N/A Traditional ROI: 5.41%
22 DORAL Oakland, TN Welcome to your own slice of golf course paradise! This Clark floor plan by Regency Homebu...	4 beds \| 3 baths \| N/A	$384,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.15% Airbnb Rental Income: $null Traditional Rental Income: $2693 Airbnb ROI: N/A Traditional ROI: 6.15%
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 90 properties for sale in the city of Oakland . The median list price in Oakland is $424,450 and the average price per square foot is $195. In February 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 90 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

123 Cove Springs Drive

Oakland, TN

3 beds | 2 baths | 2,533 sq.ft.

$465,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.14%

Airbnb Rental Income: $null

Traditional Rental Income: $2356

Airbnb ROI: N/A

Traditional ROI: 4.14%

55 LEWIS FAIRWAY

Oakland, TN

4 beds | 3 baths | N/A

$489,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.12%

Airbnb Rental Income: $null

Traditional Rental Income: $2591

Airbnb ROI: N/A

Traditional ROI: 4.12%

195 WILLOW SPRINGS

Oakland, TN

3 beds | 2 baths | N/A

$285,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.6%

Airbnb Rental Income: $null

Traditional Rental Income: $1973

Airbnb ROI: N/A

Traditional ROI: 5.6%

35 WHISPERING CREEK

Oakland, TN

4 beds | 2 baths | N/A

$375,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.68%

Airbnb Rental Income: $null

Traditional Rental Income: $2212

Airbnb ROI: N/A

Traditional ROI: 4.68%

80 MISTY MEADOWS

Oakland, TN

3 beds | 2 baths | N/A

$399,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.77%

Airbnb Rental Income: $null

Traditional Rental Income: $2023

Airbnb ROI: N/A

Traditional ROI: 3.77%

195 CHICKASAW TRACE

Oakland, TN

4 beds | 3 baths | N/A

$354,949

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%

90 CHICKASAW TRACE

Oakland, TN

3 beds | 2 baths | N/A

$344,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.84%

Airbnb Rental Income: $null

Traditional Rental Income: $2114

Airbnb ROI: N/A

Traditional ROI: 4.84%

80 WHISPERING RIDGE

Oakland, TN

4 beds | 3 baths | N/A

$397,500

Airbnb cash on cash: N/A

Traditional cash on cash: 4.51%

Airbnb Rental Income: $null

Traditional Rental Income: $2276

Airbnb ROI: N/A