Real Estate Investment Properties for Sale in Chickasha, OK

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
27 Shannon Dr Chickasha, OK Spacious 3 bedroom home with 2 full baths, 2 living areas, open patio, shop and storm cell...	4 beds \| 2 baths \| 2,304 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.22% Airbnb Rental Income: $null Traditional Rental Income: $1821 Airbnb ROI: N/A Traditional ROI: 6.22%
1427 W Chickasha Ave Chickasha, OK Large home with a ton of upgrades!! Come take a look at this 2500+ sq ft home that has bee...	4 beds \| 2 baths \| 2,584 sq.ft.	$202,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.37% Airbnb Rental Income: $null Traditional Rental Income: $1869 Airbnb ROI: N/A Traditional ROI: 7.37%
2293 County Street 2814 Chickasha, OK TALK ABOUT ROOM TO GROW! This home has it all plus a great location, location, location. ...	3 beds \| 2 baths \| 3,933 sq.ft.	$349,000	Airbnb cash on cash: 0.71% Traditional cash on cash: 1.47% Airbnb Rental Income: $1363 Traditional Rental Income: $1197 Airbnb ROI: 0.71% Traditional ROI: 1.47%
802 S 14th St Chickasha, OK TWO HOUSES on this corner lot Property! 1985 sqft total! The 2 bed 2 bath house includes...	2 beds \| 2 baths \| 1,985 sq.ft.	$140,000	Airbnb cash on cash: 1.06% Traditional cash on cash: 8.3% Airbnb Rental Income: $813 Traditional Rental Income: $1461 Airbnb ROI: 1.06% Traditional ROI: 8.3%
1220 S 19th St Chickasha, OK 3 bedroom brick home has 2 living areas and an abundance of space. Includes a 2nd living, ...	3 beds \| 1 baths \| 2,026 sq.ft.	$196,000	Airbnb cash on cash: 3.13% Traditional cash on cash: 4.24% Airbnb Rental Income: $1363 Traditional Rental Income: $1154 Airbnb ROI: 3.13% Traditional ROI: 4.24%
2493 County Street 2806 Chickasha, OK Over 2,000 sq ft sitting on a beautifully landscaped 1 acre tract outside of city limits w...	3 beds \| 2 baths \| 2,016 sq.ft.	$219,900	Airbnb cash on cash: 2.21% Traditional cash on cash: 5.9% Airbnb Rental Income: $1363 Traditional Rental Income: $1716 Airbnb ROI: 2.21% Traditional ROI: 5.9%
1904 S 21st St Chickasha, OK Come check out this gorgeous home that features two living areas, 3 bedrooms and 2 full ba...	3 beds \| 2 baths \| 1,985 sq.ft.	$254,900	Airbnb cash on cash: 1.66% Traditional cash on cash: 4.51% Airbnb Rental Income: $1363 Traditional Rental Income: $1633 Airbnb ROI: 1.66% Traditional ROI: 4.51%
1809 S 14th St Chickasha, OK Super cute and extremely charming home! This one has been completely remodeled on the insi...	3 beds \| 1 baths \| 1,166 sq.ft.	$95,000	Airbnb cash on cash: 7.71% Traditional cash on cash: 9.43% Airbnb Rental Income: $1363 Traditional Rental Income: $1106 Airbnb ROI: 7.71% Traditional ROI: 9.43%
802 S 12th St Chickasha, OK Situated on a corner lot in Chickasha, this beautiful 3 bedroom, 3 bathroom home offers ap...	3 beds \| 3 baths \| 2,038 sq.ft.	$272,999	Airbnb cash on cash: 1.65% Traditional cash on cash: 5.54% Airbnb Rental Income: $1363 Traditional Rental Income: $1947 Airbnb ROI: 1.65% Traditional ROI: 5.54%
12 Morrow Dr Chickasha, OK Back on market~buyer went MIA! Ready to go for any type of loan-all requirements met, tit...	3 beds \| 2 baths \| 1,708 sq.ft.	$189,000	Airbnb cash on cash: 3.26% Traditional cash on cash: 6.41% Airbnb Rental Income: $1363 Traditional Rental Income: $1513 Airbnb ROI: 3.26% Traditional ROI: 6.41%
2225 W Country Club Rd Chickasha, OK Welcome to 2225 Country Club Road in Chickasha, Oklahoma! This charming 3-bedroom, 2-bath ...	3 beds \| 2 baths \| 1,735 sq.ft.	$209,900	Airbnb cash on cash: 2.23% Traditional cash on cash: 6.59% Airbnb Rental Income: $1363 Traditional Rental Income: $1814 Airbnb ROI: 2.23% Traditional ROI: 6.59%
108 Saint Charles Pl Chickasha, OK Price Reduced! Modern Two-Story Home with Major Curb Appeal & Outdoor Living Escape. Natu...	4 beds \| 2 baths \| 3,621 sq.ft.	$309,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.95% Airbnb Rental Income: $null Traditional Rental Income: $2084 Airbnb ROI: N/A Traditional ROI: 4.95%
627 Cranton Dr Chickasha, OK Who doesn't want 2.33 acres MOL in town? This home is completely down to the studs so you ...	2 beds \| 2 baths \| 1,505 sq.ft.	$99,000	Airbnb cash on cash: 2.21% Traditional cash on cash: 10.53% Airbnb Rental Income: $813 Traditional Rental Income: $1290 Airbnb ROI: 2.21% Traditional ROI: 10.53%
2928 Westbrook St Chickasha, OK The FOSTER floor plan features a ton of character. With open concept between the kitchen a...	3 beds \| 2 baths \| 1,377 sq.ft.	$199,995	Airbnb cash on cash: 2.51% Traditional cash on cash: 5.56% Airbnb Rental Income: $1363 Traditional Rental Income: $1526 Airbnb ROI: 2.51% Traditional ROI: 5.56%
416 Fieldcrest Dr Chickasha, OK Beautiful custom built home with many extra amenities. Three bedroom, two full bath, larg...	4 beds \| 3 baths \| 3,365 sq.ft.	$464,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.63% Airbnb Rental Income: $null Traditional Rental Income: $2304 Airbnb ROI: N/A Traditional ROI: 3.63%
2901 W Idaho Ave Chickasha, OK Location, Location, Location!!! This home is perched beautifully upon a gorgeous country ...	3 beds \| 2 baths \| 2,420 sq.ft.	$600,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 1.24% Airbnb Rental Income: $1363 Traditional Rental Income: $1851 Airbnb ROI: -0.37% Traditional ROI: 1.24%
1223 W Oregon Ave Chickasha, OK SELLER FINANCE OPTION! Buyer pay 20K down, loan term of 15 years or fewer (no prepayment p...	3 beds \| 1 baths \| 1,496 sq.ft.	$189,000	Airbnb cash on cash: 3.7% Traditional cash on cash: 5.14% Airbnb Rental Income: $1363 Traditional Rental Income: $1206 Airbnb ROI: 3.7% Traditional ROI: 5.14%
3015 Brooke Rd Chickasha, OK ASSUME THIS 4.75% FHA LOAN - POTENTIALLY SAVE APPROXIMATELY $234 PER MONTH* Rare assum...	4 beds \| 2 baths \| 1,840 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.29% Airbnb Rental Income: $null Traditional Rental Income: $1591 Airbnb ROI: N/A Traditional ROI: 4.29%
1624 W Idaho Ave Chickasha, OK Congratulations-you've found a 100-year-old home that somehow skipped the whole "crumbling...	3 beds \| 2 baths \| 2,129 sq.ft.	$229,900	Airbnb cash on cash: 2.88% Traditional cash on cash: 8.41% Airbnb Rental Income: $1363 Traditional Rental Income: $2148 Airbnb ROI: 2.88% Traditional ROI: 8.41%
254 County Road 1370 Rd Chickasha, OK Picture yourself living in a charming country get-away within a few miles of town! This 3 ...	3 beds \| 2 baths \| 1,525 sq.ft.	$205,000	Airbnb cash on cash: 2.78% Traditional cash on cash: 5.79% Airbnb Rental Income: $1363 Traditional Rental Income: $1533 Airbnb ROI: 2.78% Traditional ROI: 5.79%
825 W Colorado Ave Chickasha, OK Completely Transformed & Move-In Ready! This 4-bed, 3-bath home has been completely renova...	4 beds \| 3 baths \| 1,907 sq.ft.	$185,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.83% Airbnb Rental Income: $null Traditional Rental Income: $1676 Airbnb ROI: N/A Traditional ROI: 7.83%
1401 W Chickasha Ave Chickasha, OK Two Stunning Homes on One Property â Masterfully Restored & Full of Character! Step i...	3 beds \| 2 baths \| 2,872 sq.ft.	$299,900	Airbnb cash on cash: 1.55% Traditional cash on cash: 7.99% Airbnb Rental Income: $1363 Traditional Rental Income: $2765 Airbnb ROI: 1.55% Traditional ROI: 7.99%
1017 Grand Ter Chickasha, OK Come see this charming 3 bed, 2 bath home in the heart of Chickasha! Beautiful hardwood fl...	3 beds \| 2 baths \| 1,654 sq.ft.	$125,000	Airbnb cash on cash: 4.94% Traditional cash on cash: 11.62% Airbnb Rental Income: $1363 Traditional Rental Income: $1750 Airbnb ROI: 4.94% Traditional ROI: 11.62%
701 S 6th St Chickasha, OK This exquisite Victorian charmer, ideally situated on a large corner lot in Chickasha, inv...	5 beds \| 2 baths \| 2,640 sq.ft.	$279,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.8% Airbnb Rental Income: $null Traditional Rental Income: $2448 Airbnb ROI: N/A Traditional ROI: 7.8%
921 Hazy Brook Cir Chickasha, OK Just Listed - Brand New Energy-Efficient Home in Sleepy Hollow There's something truly spe...	3 beds \| 2 baths \| 1,394 sq.ft.	$222,825	Airbnb cash on cash: 2.14% Traditional cash on cash: 6.06% Airbnb Rental Income: $1363 Traditional Rental Income: $1774 Airbnb ROI: 2.14% Traditional ROI: 6.06%
1409 W Montana Ave Chickasha, OK Welcome to this beautifully renovated 3-bedroom, 1-bath home featuring modern updates thro...	3 beds \| 1 baths \| 1,046 sq.ft.	$185,000	Airbnb cash on cash: 3.45% Traditional cash on cash: 5.25% Airbnb Rental Income: $1363 Traditional Rental Income: $1263 Airbnb ROI: 3.45% Traditional ROI: 5.25%
2439 Friend Cir Chickasha, OK Welcome to your French Quarter inspired retreat in the sought after Falcon Ridge community...	3 beds \| 2 baths \| 2,836 sq.ft.	$582,000	Airbnb cash on cash: -0.78% Traditional cash on cash: 5.77% Airbnb Rental Income: $1363 Traditional Rental Income: $4503 Airbnb ROI: -0.78% Traditional ROI: 5.77%
3508 Scissortail Ln Chickasha, OK NEW CONSTRUCTION in the Beautiful Exclusive Gated Community of Redbud Ridge in Chickasha! ...	4 beds \| 2 baths \| 2,760 sq.ft.	$515,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.25% Airbnb Rental Income: $null Traditional Rental Income: $2624 Airbnb ROI: N/A Traditional ROI: 3.25%
1928 W Idaho Ave Chickasha, OK 1928 W Idaho Ave, Chickasha, OK 73018 \| Single Family Residential	3 beds \| 3 baths \| 3,617 sq.ft.	$299,900	Airbnb cash on cash: 1.13% Traditional cash on cash: 4.78% Airbnb Rental Income: $1363 Traditional Rental Income: $1978 Airbnb ROI: 1.13% Traditional ROI: 4.78%
513 County Road 1390 Chickasha, OK Welcome to 513 County Road 1390 in Chickasha, located in the Pioneer School District and s...	4 beds \| 2 baths \| 2,078 sq.ft.	$240,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.77% Airbnb Rental Income: $null Traditional Rental Income: $2057 Airbnb ROI: N/A Traditional ROI: 6.77%
1016 W Kansas Ave Chickasha, OK 1016 W Kansas Ave, Chickasha, OK 73018 \| Single Family Residential	4 beds \| 2 baths \| 3,092 sq.ft.	$279,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.2% Airbnb Rental Income: $null Traditional Rental Income: $1957 Airbnb ROI: N/A Traditional ROI: 5.2%
804 S 12th St Chickasha, OK 804 S 12th St, Chickasha, OK 73018 \| Single Family Residential	4 beds \| 2 baths \| 2,044 sq.ft.	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.37% Airbnb Rental Income: $null Traditional Rental Income: $1740 Airbnb ROI: N/A Traditional ROI: 5.37%
1604 S 9th St Chickasha, OK 1604 S 9th St, Chickasha, OK 73018 \| Single Family Residential	3 beds \| 1 baths \| 1,256 sq.ft.	$139,999	Airbnb cash on cash: 4.47% Traditional cash on cash: 5.33% Airbnb Rental Income: $1363 Traditional Rental Income: $1062 Airbnb ROI: 4.47% Traditional ROI: 5.33%
1805 Todd Estate Dr Chickasha, OK 1805 Todd Estate Dr, Chickasha, OK 73018 \| Single Family Residential	4 beds \| 2 baths \| 2,045 sq.ft.	$299,999	Airbnb cash on cash: N/A Traditional cash on cash: 3.83% Airbnb Rental Income: $null Traditional Rental Income: $1708 Airbnb ROI: N/A Traditional ROI: 3.83%
1728 S 8th St Chickasha, OK 1728 S 8th St, Chickasha, OK 73018 \| Multi Family	16 beds \| 12 baths \| 7,208 sq.ft.	$990,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.21% Airbnb Rental Income: $null Traditional Rental Income: $4793 Airbnb ROI: N/A Traditional ROI: 3.21%
523 W Country Club Rd Chickasha, OK OPEN HOUSE - Sat., July 18 - 2 to 4 PM Put your business where it can grow. Located on 4 c...	3 beds \| 2 baths \| 2,017 sq.ft.	$350,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 2.96% Airbnb Rental Income: $1363 Traditional Rental Income: $1690 Airbnb ROI: 0.7% Traditional ROI: 2.96%
2816 S 29th St Chickasha, OK 2816 S 29th St, Chickasha, OK 73018 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$88,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.92% Airbnb Rental Income: $null Traditional Rental Income: $679 Airbnb ROI: N/A Traditional ROI: 4.92%
416 E Quail Rd Chickasha, OK 416 E Quail Rd, Chickasha, OK 73018 \| Single Family Residential	3 beds \| 2 baths \| 1,930 sq.ft.	$275,000	Airbnb cash on cash: 1.4% Traditional cash on cash: 3.76% Airbnb Rental Income: $1363 Traditional Rental Income: $1558 Airbnb ROI: 1.4% Traditional ROI: 3.76%
1921 State Highway 92 Chickasha, OK 1921 State Highway 92, Chickasha, OK 73018 \| Single Family Residential	3 beds \| 2 baths \| 1,800 sq.ft.	$384,900	Airbnb cash on cash: 0.47% Traditional cash on cash: 2% Airbnb Rental Income: $1363 Traditional Rental Income: $1499 Airbnb ROI: 0.47% Traditional ROI: 2%
00000 SW Friend Cir Chickasha, OK 00000 SW Friend Cir, Chickasha, OK 73018 \| Other	N/A beds \| N/A baths \| N/A	$72,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.76% Airbnb Rental Income: $null Traditional Rental Income: $424 Airbnb ROI: N/A Traditional ROI: 2.76%

Real Estate investment in Chickasha, OK

There are 188 properties for sale in the city of Chickasha . The median list price in Chickasha is $154,907 and the average price per square foot is $86. In September 2026, the average monthly cash on cash return in Chickasha is 5.00%. The average monthly rental income in Chickasha is $1,340.

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

There are 188 investment properties available for sale in Chickasha.

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

The ROI for Long-Term is higher than the Short-Term in Chickasha with average rental income of $1,340.

Your search for investment property begins and ends here

Investment Property for Sale in Chickasha, OK

27 Shannon Dr

Chickasha, OK

4 beds | 2 baths | 2,304 sq.ft.

$225,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.22%

Airbnb Rental Income: $null

Traditional Rental Income: $1821

Airbnb ROI: N/A

Traditional ROI: 6.22%

1427 W Chickasha Ave

Chickasha, OK

4 beds | 2 baths | 2,584 sq.ft.

$202,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.37%

Airbnb Rental Income: $null

Traditional Rental Income: $1869

Airbnb ROI: N/A

Traditional ROI: 7.37%

2293 County Street 2814

Chickasha, OK

3 beds | 2 baths | 3,933 sq.ft.

$349,000

Airbnb cash on cash: 0.71%

Traditional cash on cash: 1.47%

Airbnb Rental Income: $1363

Traditional Rental Income: $1197

Airbnb ROI: 0.71%

Traditional ROI: 1.47%

802 S 14th St

Chickasha, OK

2 beds | 2 baths | 1,985 sq.ft.

$140,000

Airbnb cash on cash: 1.06%

Traditional cash on cash: 8.3%

Airbnb Rental Income: $813

Traditional Rental Income: $1461

Airbnb ROI: 1.06%

Traditional ROI: 8.3%

1220 S 19th St

Chickasha, OK

3 beds | 1 baths | 2,026 sq.ft.

$196,000

Airbnb cash on cash: 3.13%

Traditional cash on cash: 4.24%

Airbnb Rental Income: $1363

Traditional Rental Income: $1154

Airbnb ROI: 3.13%

Traditional ROI: 4.24%

2493 County Street 2806

Chickasha, OK

3 beds | 2 baths | 2,016 sq.ft.

$219,900

Airbnb cash on cash: 2.21%

Traditional cash on cash: 5.9%

Airbnb Rental Income: $1363

Traditional Rental Income: $1716

Airbnb ROI: 2.21%

Traditional ROI: 5.9%

1904 S 21st St

Chickasha, OK

3 beds | 2 baths | 1,985 sq.ft.

$254,900

Airbnb cash on cash: 1.66%

Traditional cash on cash: 4.51%

Airbnb Rental Income: $1363

Traditional Rental Income: $1633

Airbnb ROI: 1.66%

Traditional ROI: 4.51%

1809 S 14th St

Chickasha, OK

3 beds | 1 baths | 1,166 sq.ft.

$95,000

Airbnb cash on cash: 7.71%

Traditional cash on cash: 9.43%

Airbnb Rental Income: $1363

Traditional Rental Income: $1106

Airbnb ROI: 7.71%