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
802 S 12th Street Chickasha, OK Assignable VA loan! Situated on a corner lot in Chickasha, this beautiful 3 bedroom, 3 bat...	3 beds \| 3 baths \| 2,038 sq.ft.	$272,999	Airbnb cash on cash: -0.54% Traditional cash on cash: 5.54% Airbnb Rental Income: $685 Traditional Rental Income: $1947 Airbnb ROI: -0.54% Traditional ROI: 5.54%
2225 W Country Club Road Chickasha, OK Space, updates, and a backyard made for living-without the higher price tag. This well-mai...	3 beds \| 2 baths \| 1,735 sq.ft.	$209,900	Airbnb cash on cash: -0.61% Traditional cash on cash: 6.59% Airbnb Rental Income: $685 Traditional Rental Income: $1814 Airbnb ROI: -0.61% Traditional ROI: 6.59%
2901 W Idaho Avenue Chickasha, OK 8 Acres + Commercial Shop + Income Unit under $600k. What if your property paid for a ...	3 beds \| 3 baths \| 2,420 sq.ft.	$600,000	Airbnb cash on cash: -1.38% Traditional cash on cash: 1.24% Airbnb Rental Income: $685 Traditional Rental Income: $1851 Airbnb ROI: -1.38% Traditional ROI: 1.24%
1616 S 14th Street Chickasha, OK Welcome to this charming 3-bedroom, 1.5-bath home offering 1,416 square feet of character ...	3 beds \| 2 baths \| 1,416 sq.ft.	$154,900	Airbnb cash on cash: 0.06% Traditional cash on cash: 8.64% Airbnb Rental Income: $685 Traditional Rental Income: $1652 Airbnb ROI: 0.06% Traditional ROI: 8.64%
3015 Brooke Road 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%
825 W Colorado Avenue 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.	$180,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.07% Airbnb Rental Income: $null Traditional Rental Income: $1676 Airbnb ROI: N/A Traditional ROI: 8.07%
917 Hazy Brook Circle Chickasha, OK Brand New Energy-Efficient Home in Sought-After Sleepy Hollow Welcome to your forever home...	3 beds \| 2 baths \| 1,301 sq.ft.	$209,900	Airbnb cash on cash: -0.45% Traditional cash on cash: 6.08% Airbnb Rental Income: $685 Traditional Rental Income: $1683 Airbnb ROI: -0.45% Traditional ROI: 6.08%
921 Hazy Brook Circle Chickasha, OK MOVE IN READY! Close in 30 days!! $0 down options, USDA & VA eligable!!! Just Listed - Bra...	3 beds \| 2 baths \| 1,394 sq.ft.	$222,825	Airbnb cash on cash: -0.54% Traditional cash on cash: 6.06% Airbnb Rental Income: $685 Traditional Rental Income: $1774 Airbnb ROI: -0.54% Traditional ROI: 6.06%
3508 Scissortail Lane Chickasha, OK Giant price reduction!! NEW CONSTRUCTION in the Beautiful Exclusive Gated Community of Red...	4 beds \| 3 baths \| 2,760 sq.ft.	$499,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.4% Airbnb Rental Income: $null Traditional Rental Income: $2624 Airbnb ROI: N/A Traditional ROI: 3.4%
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.	$235,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.95% Airbnb Rental Income: $null Traditional Rental Income: $2057 Airbnb ROI: N/A Traditional ROI: 6.95%
924 Hazy Brook Circle Chickasha, OK MOVE IN READY, close in 30 days! USDA & VA eligible!! Rate buy down options!!! This is mor...	3 beds \| 2 baths \| 1,502 sq.ft.	$244,500	Airbnb cash on cash: -0.65% Traditional cash on cash: 4.38% Airbnb Rental Income: $685 Traditional Rental Income: $1546 Airbnb ROI: -0.65% Traditional ROI: 4.38%
920 Hazy Brook Circle Chickasha, OK MOVE IN READY, close in 30 days! $0 down options, USDA & VA eligible!! rate buy down optio...	4 beds \| 2 baths \| 1,876 sq.ft.	$279,500	Airbnb cash on cash: N/A Traditional cash on cash: 4.64% Airbnb Rental Income: $null Traditional Rental Income: $1817 Airbnb ROI: N/A Traditional ROI: 4.64%
925 Hazy Brook Circle Chickasha, OK MOVE IN READY, close on your new home in 30 days!! There's just something special about wa...	4 beds \| 2 baths \| 1,853 sq.ft.	$274,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.64% Airbnb Rental Income: $null Traditional Rental Income: $2047 Airbnb ROI: N/A Traditional ROI: 5.64%
915 S 6th Street Chickasha, OK Back on the Market - No Fault of the Seller! Even more work has been done since. This home...	4 beds \| 2 baths \| 1,624 sq.ft.	$186,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.25% Airbnb Rental Income: $null Traditional Rental Income: $1779 Airbnb ROI: N/A Traditional ROI: 8.25%
3804 W Hickorystick Drive Chickasha, OK Meet the Chelsea in the highly sought after Sleepy Hollow community! We know you are going...	4 beds \| 3 baths \| 2,221 sq.ft.	$410,745	Airbnb cash on cash: N/A Traditional cash on cash: 4.04% Airbnb Rental Income: $null Traditional Rental Income: $2378 Airbnb ROI: N/A Traditional ROI: 4.04%
3808 W Hickorystick Drive Chickasha, OK Welcome to refined living in the highly sought after Sleepy Hollow community! This stunnin...	4 beds \| 3 baths \| 2,030 sq.ft.	$388,019	Airbnb cash on cash: N/A Traditional cash on cash: 4.06% Airbnb Rental Income: $null Traditional Rental Income: $2259 Airbnb ROI: N/A Traditional ROI: 4.06%
3812 W Hickorystick Drive Chickasha, OK Introducing the stunning Aaliyah Elite - an exceptional 2,401 square-foot home designed to...	4 beds \| 3 baths \| 2,401 sq.ft.	$414,647	Airbnb cash on cash: N/A Traditional cash on cash: 4.11% Airbnb Rental Income: $null Traditional Rental Income: $2426 Airbnb ROI: N/A Traditional ROI: 4.11%
1251 County Road 1390 Chickasha, OK Explore the country life in this amazing 5 bedroom home on nearly 12 acres! Recently remod...	5 beds \| 3 baths \| 3,078 sq.ft.	$510,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.11% Airbnb Rental Income: $null Traditional Rental Income: $2480 Airbnb ROI: N/A Traditional ROI: 3.11%
928 Hazy Brook Circle Chickasha, OK This is more than a new home-it's the fresh start you've been longing for. Step inside and...	4 beds \| 2 baths \| 1,600 sq.ft.	$254,990	Airbnb cash on cash: N/A Traditional cash on cash: 5.51% Airbnb Rental Income: $null Traditional Rental Income: $1874 Airbnb ROI: N/A Traditional ROI: 5.51%
3404 Hickorystick Drive Chickasha, OK This is more than a new home-it's the fresh start you've been longing for. Step inside and...	4 beds \| 3 baths \| 2,005 sq.ft.	$312,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.46% Airbnb Rental Income: $null Traditional Rental Income: $2253 Airbnb ROI: N/A Traditional ROI: 5.46%
924 S 13th Street Chickasha, OK INVESTOR SPECIAL! This home has all the potential to be a flip or a long term hold. Conven...	3 beds \| 1 baths \| 1,340 sq.ft.	$78,000	Airbnb cash on cash: 1.87% Traditional cash on cash: 11.89% Airbnb Rental Income: $685 Traditional Rental Income: $1152 Airbnb ROI: 1.87% Traditional ROI: 11.89%
203 Elmhurst Drive Chickasha, OK Opportunity awaits with this well-built ranch-style home nestled in a quiet, established n...	3 beds \| 2 baths \| 2,005 sq.ft.	$200,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 8.49% Airbnb Rental Income: $685 Traditional Rental Income: $2064 Airbnb ROI: -0.37% Traditional ROI: 8.49%
1910 S 13th Street Chickasha, OK **NEW ROOF **Charming brick home, move-in-ready in the heart of Chickasha! Enjoy a spa...	2 beds \| 2 baths \| 1,286 sq.ft.	$164,900	Airbnb cash on cash: 0.61% Traditional cash on cash: 6.38% Airbnb Rental Income: $811 Traditional Rental Income: $1394 Airbnb ROI: 0.61% Traditional ROI: 6.38%
2707 County Street 2831 Street Chickasha, OK Qualifies for USDA, VA, & FHA Financing This charming 2 bedroom, 1 bath brick home n...	2 beds \| 1 baths \| 891 sq.ft.	$120,000	Airbnb cash on cash: 1.51% Traditional cash on cash: 4.03% Airbnb Rental Income: $811 Traditional Rental Income: $778 Airbnb ROI: 1.51% Traditional ROI: 4.03%
1228 W Florida Avenue Chickasha, OK Adorable and updated home in the sweet town of Chickasha! So many updates! Beautifully don...	2 beds \| 1 baths \| 1,285 sq.ft.	$148,900	Airbnb cash on cash: 0.87% Traditional cash on cash: 4.09% Airbnb Rental Income: $811 Traditional Rental Income: $946 Airbnb ROI: 0.87% Traditional ROI: 4.09%
531 County Road 1390 Chickasha, OK Situated on approximately 5 acres in the Pioneer School District, this 2-bedroom, 1.1-bath...	2 beds \| 2 baths \| 1,612 sq.ft.	$74,900	Airbnb cash on cash: 3.44% Traditional cash on cash: 9.65% Airbnb Rental Income: $811 Traditional Rental Income: $946 Airbnb ROI: 3.44% Traditional ROI: 9.65%
1923 W Louisiana Avenue Chickasha, OK Offering fantastic functionality and space to spread out, this 4-bedroom, 1-bathroom Chick...	4 beds \| 1 baths \| 1,493 sq.ft.	$90,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.91% Airbnb Rental Income: $null Traditional Rental Income: $1219 Airbnb ROI: N/A Traditional ROI: 10.91%
1402 S 19th Street Chickasha, OK Embrace character and opportunity with this classic 3-bedroom, 2-bathroom Craftsman-style ...	3 beds \| 2 baths \| 1,878 sq.ft.	$139,999	Airbnb cash on cash: 0.26% Traditional cash on cash: 9.71% Airbnb Rental Income: $685 Traditional Rental Income: $1650 Airbnb ROI: 0.26% Traditional ROI: 9.71%
1426 County Road 1344 Chickasha, OK Welcome to country living at 1426 County Road 1344 in Chickasha! Situated on approximately...	3 beds \| 3 baths \| 1,848 sq.ft.	$215,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 6.8% Airbnb Rental Income: $685 Traditional Rental Income: $1864 Airbnb ROI: -0.47% Traditional ROI: 6.8%
609 West Virginia Chickasha, OK Looking for the perfect place to call home? This charming 2-bedroom, 2-bathroom home offer...	2 beds \| 2 baths \| 900 sq.ft.	$175,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 4.9% Airbnb Rental Income: $811 Traditional Rental Income: $1224 Airbnb ROI: 0.47% Traditional ROI: 4.9%
2816 Scissortail Drive Chickasha, OK MLS# 1244682 - Built by NHC - Nov 2026 Completion! ~ 1671 A3 - Grant The Grant Plan from o...	4 beds \| 2 baths \| 1,671 sq.ft.	$241,990	Airbnb cash on cash: N/A Traditional cash on cash: 4.77% Airbnb Rental Income: $null Traditional Rental Income: $1615 Airbnb ROI: N/A Traditional ROI: 4.77%
2297 County Street 2880 Chickasha, OK Welcome to 2297 CS 2880 in Chickasha, OK - a beautiful property sitting on 1 acre in the s...	3 beds \| 2 baths \| 1,683 sq.ft.	$257,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 4.09% Airbnb Rental Income: $685 Traditional Rental Income: $1545 Airbnb ROI: -0.7% Traditional ROI: 4.09%
2312 28th Terrace Chickasha, OK MLS# 1244675 - Built by NHC - November 2026 Completion! ~ 1804-2 B3 - Madison The Madison ...	5 beds \| 3 baths \| 1,804 sq.ft.	$266,990	Airbnb cash on cash: N/A Traditional cash on cash: 5.25% Airbnb Rental Income: $null Traditional Rental Income: $1892 Airbnb ROI: N/A Traditional ROI: 5.25%
2316 28th Terrace Chickasha, OK MLS# 1244449 - Built by NHC - Nov 2026 Completion! ~ 1510 B3 - Lincoln The Lincoln Plan fr...	4 beds \| 2 baths \| 1,510 sq.ft.	$226,990	Airbnb cash on cash: N/A Traditional cash on cash: 5.51% Airbnb Rental Income: $null Traditional Rental Income: $1682 Airbnb ROI: N/A Traditional ROI: 5.51%
2808 Scissortail Drive Chickasha, OK MLS# 1244466 - Built by NHC - Nov 2026 Completion! ~ 1804-2 B3 - Madison The Madison Plan ...	5 beds \| 3 baths \| 1,804 sq.ft.	$262,990	Airbnb cash on cash: N/A Traditional cash on cash: 5.37% Airbnb Rental Income: $null Traditional Rental Income: $1895 Airbnb ROI: N/A Traditional ROI: 5.37%
2320 28th Terrace Chickasha, OK MLS# 1244452 - Built by NHC - Nov 2026 Completion! ~ - 1671 B3 - Grant The Grant Plan from...	4 beds \| 2 baths \| 1,671 sq.ft.	$241,990	Airbnb cash on cash: N/A Traditional cash on cash: 4.66% Airbnb Rental Income: $null Traditional Rental Income: $1591 Airbnb ROI: N/A Traditional ROI: 4.66%
1601 Highway 62 Chickasha, OK Where timeless character meets modern comfort! Situated on 25 fenced acres, this beautiful...	3 beds \| 3 baths \| 2,657 sq.ft.	$695,000	Airbnb cash on cash: -1.45% Traditional cash on cash: 1.6% Airbnb Rental Income: $685 Traditional Rental Income: $2357 Airbnb ROI: -1.45% Traditional ROI: 1.6%
706 S Sheppard Street Chickasha, OK Fully remodeled in 2026! This 3-bedroom, 1-bath has been updated throughout, including a n...	3 beds \| 1 baths \| 1,032 sq.ft.	$133,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 5.61% Airbnb Rental Income: $685 Traditional Rental Income: $1051 Airbnb ROI: 0.37% Traditional ROI: 5.61%
708 S Sheppard Street Chickasha, OK Fully remodeled in 2024! This 2-bedroom, 1-bath has been updated throughout. Great starter...	2 beds \| 1 baths \| 896 sq.ft.	$119,000	Airbnb cash on cash: 1.54% Traditional cash on cash: 4.34% Airbnb Rental Income: $811 Traditional Rental Income: $808 Airbnb ROI: 1.54% Traditional ROI: 4.34%
1113 W Arkansas Avenue Chickasha, OK Very well-maintained 3-bedroom, 2-bathroom home located in the heart of Chickasha! Situate...	3 beds \| 2 baths \| 1,388 sq.ft.	$124,999	Airbnb cash on cash: 0.51% Traditional cash on cash: 8.51% Airbnb Rental Income: $685 Traditional Rental Income: $1345 Airbnb ROI: 0.51% Traditional ROI: 8.51%

Real Estate investment in Chickasha, OK

There are 51 properties for sale in the city of Chickasha . The median list price in Chickasha is $174,917 and the average price per square foot is $106. In November 2026, the average monthly cash on cash return in Chickasha is 6.00%. The average monthly rental income in Chickasha is $1,733.

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

There are 51 investment properties available for sale in Chickasha.

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

The ROI for Short-Term is higher than the Long-Term in Chickasha with average rental income of $685.

Your search for investment property begins and ends here

Investment Property for Sale in Chickasha, OK

802 S 12th Street

Chickasha, OK

3 beds | 3 baths | 2,038 sq.ft.

$272,999

Airbnb cash on cash: -0.54%

Traditional cash on cash: 5.54%

Airbnb Rental Income: $685

Traditional Rental Income: $1947

Airbnb ROI: -0.54%

Traditional ROI: 5.54%

2225 W Country Club Road

Chickasha, OK

3 beds | 2 baths | 1,735 sq.ft.

$209,900

Airbnb cash on cash: -0.61%

Traditional cash on cash: 6.59%

Airbnb Rental Income: $685

Traditional Rental Income: $1814

Airbnb ROI: -0.61%

Traditional ROI: 6.59%

2901 W Idaho Avenue

Chickasha, OK

3 beds | 3 baths | 2,420 sq.ft.

$600,000

Airbnb cash on cash: -1.38%

Traditional cash on cash: 1.24%

Airbnb Rental Income: $685

Traditional Rental Income: $1851

Airbnb ROI: -1.38%

Traditional ROI: 1.24%

1616 S 14th Street

Chickasha, OK

3 beds | 2 baths | 1,416 sq.ft.

$154,900

Airbnb cash on cash: 0.06%

Traditional cash on cash: 8.64%

Airbnb Rental Income: $685

Traditional Rental Income: $1652

Airbnb ROI: 0.06%

Traditional ROI: 8.64%

3015 Brooke Road

Chickasha, OK

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%

825 W Colorado Avenue

Chickasha, OK

4 beds | 3 baths | 1,907 sq.ft.

$180,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.07%

Airbnb Rental Income: $null

Traditional Rental Income: $1676

Airbnb ROI: N/A

Traditional ROI: 8.07%

917 Hazy Brook Circle

Chickasha, OK

3 beds | 2 baths | 1,301 sq.ft.

$209,900

Airbnb cash on cash: -0.45%

Traditional cash on cash: 6.08%

Airbnb Rental Income: $685

Traditional Rental Income: $1683

Airbnb ROI: -0.45%

Traditional ROI: 6.08%

921 Hazy Brook Circle

Chickasha, OK

3 beds | 2 baths | 1,394 sq.ft.

$222,825

Airbnb cash on cash: -0.54%

Traditional cash on cash: 6.06%

Airbnb Rental Income: $685

Traditional Rental Income: $1774

Airbnb ROI: -0.54%