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
2003 Fox Meadows Circle Oakland, TN Built for the way you live; the Belhaven floorplan is available in the Hideaway at Fox Mea...	4 beds \| 2 baths \| 1,991 sq.ft.	$330,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.39% Airbnb Rental Income: $null Traditional Rental Income: $2310 Airbnb ROI: N/A Traditional ROI: 5.39%
991 Borage Drive Oakland, TN Welcome to the Penwell floorplan at The Hideaway at Fox Meadows in Bluff City. This stunni...	3 beds \| 2 baths \| 2,164 sq.ft.	$357,399	Airbnb cash on cash: N/A Traditional cash on cash: 5.11% Airbnb Rental Income: $null Traditional Rental Income: $2383 Airbnb ROI: N/A Traditional ROI: 5.11%
177 Cove Springs Dr Drive Oakland, TN Brand New Construction in Scenic Dandridge - Short Term Rental Friendly & Minutes to the L...	3 beds \| 2 baths \| 2,355 sq.ft.	$524,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.49% Airbnb Rental Income: $null Traditional Rental Income: $2308 Airbnb ROI: N/A Traditional ROI: 3.49%
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%
70 OAK RIDGE Oakland, TN Tucked in a quiet cove, this move-in-ready 3BR/2BA home offers plenty of comfort, with sma...	3 beds \| 2 baths \| N/A	$264,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.25% Airbnb Rental Income: $null Traditional Rental Income: $1983 Airbnb ROI: N/A Traditional ROI: 6.25%
505 TERRY Oakland, TN AMAZING price improvement! PLUS, the seller will pay $5,000 towards buyer closing costs an...	4 beds \| 3 baths \| N/A	$335,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.73% Airbnb Rental Income: $null Traditional Rental Income: $2624 Airbnb ROI: N/A Traditional ROI: 6.73%
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	$324,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.11% Airbnb Rental Income: $null Traditional Rental Income: $2672 Airbnb ROI: N/A Traditional ROI: 7.11%
250 LEWIS FAIRWAY Oakland, TN Imagine waking up to serene golf course views & relaxing evenings under your custom cedar ...	4 beds \| 3 baths \| N/A	$480,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.06% Airbnb Rental Income: $null Traditional Rental Income: $2515 Airbnb ROI: N/A Traditional ROI: 4.06%
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: 3.67% Airbnb Rental Income: $null Traditional Rental Income: $2023 Airbnb ROI: N/A Traditional ROI: 3.67%
195 CHICKASAW TRACE Oakland, TN OPEN HOUSE AND HOLIDAY MARKET 12/13, 10 am to noon! Free photos with Santa and local vendo...	4 beds \| 3 baths \| N/A	$358,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.79% Airbnb Rental Income: $null Traditional Rental Income: $2837 Airbnb ROI: N/A Traditional ROI: 6.79%
55 CYPRESS POINT Oakland, TN Hereâs a polished 1-paragraph summary under 1,000 characters: Welcome to 55 Cypress...	4 beds \| 3 baths \| N/A	$400,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.07% Airbnb Rental Income: $null Traditional Rental Income: $2881 Airbnb ROI: N/A Traditional ROI: 6.07%
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%
60 MISTY MEADOW Oakland, TN Welcome to this almost new Regency Carlisle plan featuring many upgrades and extras. Upgr...	4 beds \| 3 baths \| N/A	$420,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.44% Airbnb Rental Income: $null Traditional Rental Income: $2365 Airbnb ROI: N/A Traditional ROI: 4.44%
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%
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	$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	$449,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.11% Airbnb Rental Income: $null Traditional Rental Income: $2803 Airbnb ROI: N/A Traditional ROI: 5.11%
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%
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%
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%
155 MISTY RIDGE Oakland, TN Welcome to this wonderful 4-bedroom, 3-full-bath home in the heart of Oakland! The invitin...	4 beds \| 3 baths \| N/A	$410,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.54% Airbnb Rental Income: $null Traditional Rental Income: $2741 Airbnb ROI: N/A Traditional ROI: 5.54%
35 WITHERSPOON Oakland, TN Welcome to this NEWER Construction spacious layout in the heart of Oakland within walking ...	4 beds \| 3 baths \| N/A	$379,900	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%
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%
295 CHEROKEE Oakland, TN Welcome to this beautifully designed custom-built 3-bedroom, 2-bath home at a private neig...	3 beds \| 2 baths \| N/A	$335,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.76% Airbnb Rental Income: $null Traditional Rental Income: $2013 Airbnb ROI: N/A Traditional ROI: 4.76%
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 **Builder offering $12,000 flexible concession for the buyer. Blinds, Gas Range Stove, Ca...	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%
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 price. Some pictures are Virtual Staging for you to see the potent...	4 beds \| 3 baths \| N/A	$385,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.83% Airbnb Rental Income: $null Traditional Rental Income: $2695 Airbnb ROI: N/A Traditional ROI: 5.83%
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! 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%

Real Estate investment in Oakland, TN

There are 92 properties for sale in the city of Oakland . The median list price in Oakland is $399,900 and the average price per square foot is $177. In December 2025, the average monthly cash on cash return in Oakland is 5.00%. The average monthly rental income in Oakland is $2,515.

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

There are 92 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

2003 Fox Meadows Circle

Oakland, TN

4 beds | 2 baths | 1,991 sq.ft.

$330,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.39%

Airbnb Rental Income: $null

Traditional Rental Income: $2310

Airbnb ROI: N/A

Traditional ROI: 5.39%

991 Borage Drive

Oakland, TN

3 beds | 2 baths | 2,164 sq.ft.

$357,399

Airbnb cash on cash: N/A

Traditional cash on cash: 5.11%

Airbnb Rental Income: $null

Traditional Rental Income: $2383

Airbnb ROI: N/A

Traditional ROI: 5.11%

177 Cove Springs Dr Drive

Oakland, TN

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

$524,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.49%

Airbnb Rental Income: $null

Traditional Rental Income: $2308

Airbnb ROI: N/A

Traditional ROI: 3.49%

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%

70 OAK RIDGE

Oakland, TN

3 beds | 2 baths | N/A

$264,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.25%

Airbnb Rental Income: $null

Traditional Rental Income: $1983

Airbnb ROI: N/A

Traditional ROI: 6.25%

505 TERRY

Oakland, TN

4 beds | 3 baths | N/A

$335,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.73%

Airbnb Rental Income: $null

Traditional Rental Income: $2624

Airbnb ROI: N/A

Traditional ROI: 6.73%

45 BIRCH SPRINGS

Oakland, TN

4 beds | 3 baths | N/A

$324,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.11%

Airbnb Rental Income: $null

Traditional Rental Income: $2672

Airbnb ROI: N/A

Traditional ROI: 7.11%

250 LEWIS FAIRWAY

Oakland, TN

4 beds | 3 baths | N/A

$480,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.06%

Airbnb Rental Income: $null

Traditional Rental Income: $2515

Airbnb ROI: N/A