Real Estate Investment Properties for Sale in Wynnewood, OK

Looking for investment property in Wynnewood, OK with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
26034 Indian Meridian Rd Wynnewood, OK Remarkable property combining residential comfort & industrial potential. 1.6mi from I-35 ...	3 beds \| 3 baths \| 2,208 sq.ft.	$419,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.92% Airbnb Rental Income: $null Traditional Rental Income: $2671 Airbnb ROI: N/A Traditional ROI: 4.92%
9252 Joy Road Wynnewood, OK Modern farmhouse style barn-dominium built in 2022 and set in the peaceful Joy community. ...	3 beds \| 3 baths \| 2,229 sq.ft.	$329,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.92% Airbnb Rental Income: $null Traditional Rental Income: $2544 Airbnb ROI: N/A Traditional ROI: 6.92%
1206 E Indianola St Wynnewood, OK Nestled at 1206 E Indianola ST, in the heart of Wynnewood, this single-family residence of...	4 beds \| 2 baths \| 2,238 sq.ft.	$235,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.8% Airbnb Rental Income: $null Traditional Rental Income: $2608 Airbnb ROI: N/A Traditional ROI: 9.8%
9252 Joy Wynnewood, OK Modern farmhouse style barn-dominium built in 2022 and set in the peaceful Joy community. ...	3 beds \| 2 baths \| 1,804 sq.ft.	$329,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.28% Airbnb Rental Income: $null Traditional Rental Income: $2655 Airbnb ROI: N/A Traditional ROI: 7.28%
23283 N County 3310 Rd Wynnewood, OK 23283 N County 3310 Rd, Wynnewood, OK 73098 \| Single Family Residential	3 beds \| 1 baths \| 1,452 sq.ft.	$230,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.27% Airbnb Rental Income: $null Traditional Rental Income: $1651 Airbnb ROI: N/A Traditional ROI: 5.27%
27280 N County Road 3250 Wynnewood, OK 27280 N County Road 3250, Wynnewood, OK 73098 \| Single Family Residential	6 beds \| 6 baths \| 11,250 sq.ft.	$5,495,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.68% Airbnb Rental Income: $null Traditional Rental Income: $6303 Airbnb ROI: N/A Traditional ROI: -0.68%
24453 N County Road 3330 Rd Wynnewood, OK 24453 N County Road 3330 Rd, Wynnewood, OK 73098 \| Single Family Residential	3 beds \| 1 baths \| 1,625 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.87% Airbnb Rental Income: $null Traditional Rental Income: $1658 Airbnb ROI: N/A Traditional ROI: 2.87%
42808 Highway 29 Wynnewood, OK 42808 Highway 29, Wynnewood, OK 73098 \| Single Family Residential	3 beds \| 3 baths \| 3,635 sq.ft.	$689,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.88% Airbnb Rental Income: $null Traditional Rental Income: $2518 Airbnb ROI: N/A Traditional ROI: 1.88%
1400 E Schmid St Wynnewood, OK 1400 E Schmid St, Wynnewood, OK 73098 \| Single Family Residential	5 beds \| 2 baths \| 2,903 sq.ft.	$546,999	Airbnb cash on cash: N/A Traditional cash on cash: 2.56% Airbnb Rental Income: $null Traditional Rental Income: $2367 Airbnb ROI: N/A Traditional ROI: 2.56%
24073 N County Road 3292 Rd Wynnewood, OK 24073 N County Road 3292 Rd, Wynnewood, OK 73098 \| Single Family Residential	4 beds \| 2 baths \| 2,059 sq.ft.	$315,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.58% Airbnb Rental Income: $null Traditional Rental Income: $1714 Airbnb ROI: N/A Traditional ROI: 3.58%
603 E Robert S Kerr Blvd Wynnewood, OK 603 E Robert S Kerr Blvd, Wynnewood, OK 73098 \| Single Family Residential	3 beds \| 1 baths \| 1,032 sq.ft.	$122,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.14% Airbnb Rental Income: $null Traditional Rental Income: $1508 Airbnb ROI: N/A Traditional ROI: 10.14%
26601 Indian Meridian Rd Wynnewood, OK 34668 E County Road 1650 Rd, Wynnewood, OK 73098 \| Other	N/A beds \| N/A baths \| N/A	$1,014,600	Airbnb cash on cash: N/A Traditional cash on cash: -1.16% Airbnb Rental Income: $null Traditional Rental Income: $795 Airbnb ROI: N/A Traditional ROI: -1.16%
1630 E County Road Rd #Tract E Wynnewood, OK 1630 E County Road Rd #Tract E, Wynnewood, OK 73098 \| Other	N/A beds \| N/A baths \| N/A	$75,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.59% Airbnb Rental Income: $null Traditional Rental Income: $795 Airbnb ROI: N/A Traditional ROI: 7.59%
1630 E County Road Rd #Tract B Wynnewood, OK 1630 E County Road Rd #Tract B, Wynnewood, OK 73098 \| Other	N/A beds \| N/A baths \| N/A	$65,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.94% Airbnb Rental Income: $null Traditional Rental Income: $795 Airbnb ROI: N/A Traditional ROI: 8.94%
26416 N County Road 3250 Rd Wynnewood, OK 26416 N County Road 3250 Rd, Wynnewood, OK 73098 \| Other	N/A beds \| N/A baths \| N/A	$99,999	Airbnb cash on cash: N/A Traditional cash on cash: 4.76% Airbnb Rental Income: $null Traditional Rental Income: $795 Airbnb ROI: N/A Traditional ROI: 4.76%
1630 E County Road Rd #Tract H Wynnewood, OK 1630 E County Road Rd #Tract H, Wynnewood, OK 73098 \| Other	N/A beds \| N/A baths \| N/A	$65,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.94% Airbnb Rental Income: $null Traditional Rental Income: $795 Airbnb ROI: N/A Traditional ROI: 8.94%
33807 E County Road 1620 Wynnewood, OK 33807 E County Road 1620, Wynnewood, OK 73098 \| Other	N/A beds \| N/A baths \| N/A	$79,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.14% Airbnb Rental Income: $null Traditional Rental Income: $795 Airbnb ROI: N/A Traditional ROI: 7.14%
36565 E Pvt 1568 Wynnewood, OK 36565 E Pvt 1568, Wynnewood, OK 73098 \| Other	N/A beds \| N/A baths \| N/A	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.64% Airbnb Rental Income: $null Traditional Rental Income: $795 Airbnb ROI: N/A Traditional ROI: -0.64%
W Chickasaw St Wynnewood, OK W Chickasaw St, Wynnewood, OK 73098 \| Other	N/A beds \| N/A baths \| 1,113 sq.ft.	$195,000	Airbnb cash on cash: N/A Traditional cash on cash: 3% Airbnb Rental Income: $null Traditional Rental Income: $999 Airbnb ROI: N/A Traditional ROI: 3%
1630 E County Road Rd #Tract G Wynnewood, OK 1630 E County Road Rd #Tract G, Wynnewood, OK 73098 \| Other	N/A beds \| N/A baths \| N/A	$65,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.94% Airbnb Rental Income: $null Traditional Rental Income: $795 Airbnb ROI: N/A Traditional ROI: 8.94%
E Ruppe Rd Wynnewood, OK E Ruppe Rd, Wynnewood, OK 73098 \| Other	N/A beds \| N/A baths \| N/A	$1,500,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.39% Airbnb Rental Income: $null Traditional Rental Income: $795 Airbnb ROI: N/A Traditional ROI: -1.39%
9034 Red Gate Ranch Rd Wynnewood, OK 9034 Red Gate Ranch Rd, Wynnewood, OK 73098 \| Single Family Residential	4 beds \| 3 baths \| 3,754 sq.ft.	$725,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.8% Airbnb Rental Income: $null Traditional Rental Income: $2591 Airbnb ROI: N/A Traditional ROI: 1.8%
0007 Scruggs Rd Wynnewood, OK	N/A beds \| N/A baths \| N/A	$161,200	Airbnb cash on cash: N/A Traditional cash on cash: 2.67% Airbnb Rental Income: $null Traditional Rental Income: $795 Airbnb ROI: N/A Traditional ROI: 2.67%
0008 Scruggs Rd Wynnewood, OK 0008 Scruggs Rd, Wynnewood, OK 73098 \| Other	N/A beds \| N/A baths \| N/A	$108,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.82% Airbnb Rental Income: $null Traditional Rental Income: $795 Airbnb ROI: N/A Traditional ROI: 4.82%
0002 Froman Rd Wynnewood, OK 0002 Froman Rd, Wynnewood, OK 73098 \| Other	N/A beds \| N/A baths \| N/A	$76,500	Airbnb cash on cash: N/A Traditional cash on cash: 7.42% Airbnb Rental Income: $null Traditional Rental Income: $795 Airbnb ROI: N/A Traditional ROI: 7.42%
1630 E County Road Rd Wynnewood, OK 1630 E County Road Rd, Wynnewood, OK 73098 \| Other	N/A beds \| N/A baths \| N/A	$65,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.94% Airbnb Rental Income: $null Traditional Rental Income: $795 Airbnb ROI: N/A Traditional ROI: 8.94%
1630 E County Road Rd #Tract D Wynnewood, OK 1630 E County Road Rd #Tract D, Wynnewood, OK 73098 \| Other	N/A beds \| N/A baths \| N/A	$55,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.76% Airbnb Rental Income: $null Traditional Rental Income: $795 Airbnb ROI: N/A Traditional ROI: 10.76%

Real Estate investment in Wynnewood, OK

There are 27 properties for sale in the city of Wynnewood . The median list price in Wynnewood is $215,000 and the average price per square foot is $104. In February 2026, the average monthly cash on cash return in Wynnewood is 7.00%. The average monthly rental income in Wynnewood is $1,055.

Wynnewood, OK Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 27 investment properties available for sale in Wynnewood.

In 2026, the best neighborhood to buy investment property is Wynnewood.

The ROI for Short-Term is higher than the Long-Term in Wynnewood with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Wynnewood, OK

26034 Indian Meridian Rd

Wynnewood, OK

3 beds | 3 baths | 2,208 sq.ft.

$419,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.92%

Airbnb Rental Income: $null

Traditional Rental Income: $2671

Airbnb ROI: N/A

Traditional ROI: 4.92%

9252 Joy Road

Wynnewood, OK

3 beds | 3 baths | 2,229 sq.ft.

$329,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.92%

Airbnb Rental Income: $null

Traditional Rental Income: $2544

Airbnb ROI: N/A

Traditional ROI: 6.92%

1206 E Indianola St

Wynnewood, OK

4 beds | 2 baths | 2,238 sq.ft.

$235,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.8%

Airbnb Rental Income: $null

Traditional Rental Income: $2608

Airbnb ROI: N/A

Traditional ROI: 9.8%

9252 Joy

Wynnewood, OK

3 beds | 2 baths | 1,804 sq.ft.

$329,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.28%

Airbnb Rental Income: $null

Traditional Rental Income: $2655

Airbnb ROI: N/A

Traditional ROI: 7.28%

23283 N County 3310 Rd

Wynnewood, OK

3 beds | 1 baths | 1,452 sq.ft.

$230,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.27%

Airbnb Rental Income: $null

Traditional Rental Income: $1651

Airbnb ROI: N/A

Traditional ROI: 5.27%

27280 N County Road 3250

Wynnewood, OK

6 beds | 6 baths | 11,250 sq.ft.

$5,495,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.68%

Airbnb Rental Income: $null

Traditional Rental Income: $6303

Airbnb ROI: N/A

Traditional ROI: -0.68%

24453 N County Road 3330 Rd

Wynnewood, OK

3 beds | 1 baths | 1,625 sq.ft.

$350,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.87%

Airbnb Rental Income: $null

Traditional Rental Income: $1658

Airbnb ROI: N/A

Traditional ROI: 2.87%

42808 Highway 29

Wynnewood, OK

3 beds | 3 baths | 3,635 sq.ft.

$689,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.88%

Airbnb Rental Income: $null

Traditional Rental Income: $2518

Airbnb ROI: N/A