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
107 Rosewood Dr Chickasha, OK Take a look at this 3 bed 2 bath home located within walking distance of Cottonwood Creek ...	3 beds \| 2 baths \| 2,522 sq.ft.	$247,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.49% Airbnb Rental Income: $null Traditional Rental Income: $1815 Airbnb ROI: N/A Traditional ROI: 5.49%
302 S 6th St Chickasha, OK Large stately brick home on a corner lot! This two story home offers tons of space with o...	4 beds \| 3 baths \| 3,834 sq.ft.	$334,500	Airbnb cash on cash: N/A Traditional cash on cash: 6.55% Airbnb Rental Income: $null Traditional Rental Income: $2677 Airbnb ROI: N/A Traditional ROI: 6.55%
2196 County Street 2856 Chickasha, OK This beautiful executive 3 bedroom, 2 1/2 bath brick home is located in River Bend Estates...	3 beds \| 2 baths \| 2,639 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.95% Airbnb Rental Income: $null Traditional Rental Income: $1811 Airbnb ROI: N/A Traditional ROI: 2.95%
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.	$369,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.29% Airbnb Rental Income: $null Traditional Rental Income: $1197 Airbnb ROI: N/A Traditional ROI: 1.29%
1628 W Chickasha Ave Chickasha, OK Welcome Home to this charming Tudor style property in Chickasha. Located on a quiet street...	4 beds \| 2 baths \| 1,945 sq.ft.	$219,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.59% Airbnb Rental Income: $null Traditional Rental Income: $1607 Airbnb ROI: N/A Traditional ROI: 5.59%
3311 Pondridge Rd Chickasha, OK Location, Location, Location! This stunning 4 bedroom, 2 1/2 bath home has an open floor p...	4 beds \| 2 baths \| 3,986 sq.ft.	$495,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.37% Airbnb Rental Income: $null Traditional Rental Income: $1604 Airbnb ROI: N/A Traditional ROI: 1.37%
1027 W Idaho Ave Chickasha, OK Remodeled home in Chickasha with 2 spacious living rooms, updated kitchen, and primary sui...	3 beds \| 2 baths \| 2,388 sq.ft.	$175,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.85% Airbnb Rental Income: $null Traditional Rental Income: $2133 Airbnb ROI: N/A Traditional ROI: 10.85%
2819 Country Club Dr Chickasha, OK You will fall in love with this stunning home that is located in the desirable Country Clu...	3 beds \| 3 baths \| 2,938 sq.ft.	$395,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.47% Airbnb Rental Income: $null Traditional Rental Income: $2078 Airbnb ROI: N/A Traditional ROI: 3.47%
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.	$170,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.61% Airbnb Rental Income: $null Traditional Rental Income: $1633 Airbnb ROI: N/A Traditional ROI: 7.61%
802 S 12th St Chickasha, OK WOW! From the quaint brick sidewalk that leads to the front door to the gorgeous hardwood...	3 beds \| 3 baths \| 2,250 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.96% Airbnb Rental Income: $null Traditional Rental Income: $1947 Airbnb ROI: N/A Traditional ROI: 4.96%
628 W Dakota Ave Chickasha, OK PRICE REDUCED! New year new home? Why not! Take a look at this beautiful historic farm hou...	3 beds \| 1 baths \| 2,407 sq.ft.	$289,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.47% Airbnb Rental Income: $null Traditional Rental Income: $1916 Airbnb ROI: N/A Traditional ROI: 5.47%
319 S 9th St Chickasha, OK This home is so precious! It has gone through a full renovation, and is anxiously awaiting...	2 beds \| 1 baths \| 1,060 sq.ft.	$99,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.47% Airbnb Rental Income: $null Traditional Rental Income: $801 Airbnb ROI: N/A Traditional ROI: 5.47%
2210 Lakewood Dr Chickasha, OK **Stunning 4+ Bedroom Home in The Harbors - One of Grady County's Most Sought-After Neighb...	4 beds \| 2 baths \| 3,649 sq.ft.	$369,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.66% Airbnb Rental Income: $null Traditional Rental Income: $2448 Airbnb ROI: N/A Traditional ROI: 4.66%
1002 Tarry Town Dr Chickasha, OK Built in 2021 and Ready for New Owners! Completely Move in Ready! Elevated Ceilings W/ Ope...	3 beds \| 2 baths \| 1,347 sq.ft.	$199,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.3% Airbnb Rental Income: $null Traditional Rental Income: $1455 Airbnb ROI: N/A Traditional ROI: 5.3%
205 Meadowdale Dr Chickasha, OK This beautiful 3 bd, 2.1 bath is the house you've been looking for. It's in a well establi...	3 beds \| 2 baths \| 1,696 sq.ft.	$192,500	Airbnb cash on cash: N/A Traditional cash on cash: 7.97% Airbnb Rental Income: $null Traditional Rental Income: $1844 Airbnb ROI: N/A Traditional ROI: 7.97%
2830 W Georgia Ave Chickasha, OK MOTIVATED SELLER Bring ALL offers! Welcome to this beautifully updated 4-bedroom home ...	4 beds \| 2 baths \| 1,826 sq.ft.	$270,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.24% Airbnb Rental Income: $null Traditional Rental Income: $2053 Airbnb ROI: N/A Traditional ROI: 6.24%
3009 Alli Circle Chickasha, OK Welcome to 3009 Alli Circle-an immaculate, move-in-ready home located on a quiet cul-de-sa...	3 beds \| 2 baths \| 2,172 sq.ft.	$287,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.78% Airbnb Rental Income: $null Traditional Rental Income: $2190 Airbnb ROI: N/A Traditional ROI: 5.78%
2824 Nichols Road Chickasha, OK LOCATION, LOCATION, LOCATION - this HUD home offers a rare opportunity to own in one of th...	4 beds \| 3 baths \| 3,369 sq.ft.	$320,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.75% Airbnb Rental Income: $null Traditional Rental Income: $2538 Airbnb ROI: N/A Traditional ROI: 5.75%
4001 S 16TH ST Chickasha, OK Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 1.5 baths \| 1,485 sq.ft.	$177,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.95% Airbnb Rental Income: $null Traditional Rental Income: $1433 Airbnb ROI: N/A Traditional ROI: 5.95%
1383 County Road 1373 Chickasha, OK This fantastic home has great bones. Very livable now, but modernizing would make it a kn...	3 beds \| 3 baths \| 2,268 sq.ft.	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.72% Airbnb Rental Income: $null Traditional Rental Income: $1808 Airbnb ROI: N/A Traditional ROI: 3.72%
2418 S 16th St Chickasha, OK Updated 2 bed 1 bath on 4 city lots across from Bill Wallace Elementary. Also just a few m...	2 beds \| 1 baths \| 1,012 sq.ft.	$75,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.73% Airbnb Rental Income: $null Traditional Rental Income: $1095 Airbnb ROI: N/A Traditional ROI: 11.73%
1027 S 7th Street Chickasha, OK This stunning home blends Old Town charm with modern amenities and energy-efficient design...	3 beds \| 3 baths \| 1,988 sq.ft.	$315,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.85% Airbnb Rental Income: $null Traditional Rental Income: $2165 Airbnb ROI: N/A Traditional ROI: 4.85%
901 S 8th Street Chickasha, OK Welcome home to this beautifully updated 4-bedroom, 2-bath property offering 1,944 sq ft o...	4 beds \| 4 baths \| 1,974 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.29% Airbnb Rental Income: $null Traditional Rental Income: $2592 Airbnb ROI: N/A Traditional ROI: 9.29%
828 S 16th St Chickasha, OK Buy through Auction.com. This foreclosure property is a great opportunity to invest in thi...	2 beds \| 1 baths \| 1,290 sq.ft.	$160,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.75% Airbnb Rental Income: $null Traditional Rental Income: $1031 Airbnb ROI: N/A Traditional ROI: 4.75%
3015 Brooke Rd Chickasha, OK Spacious 4-bedroom, 2-bath home situated on an oversized corner lot with a 2-car garage an...	4 beds \| 2 baths \| 1,840 sq.ft.	$262,500	Airbnb cash on cash: N/A Traditional cash on cash: 4.05% Airbnb Rental Income: $null Traditional Rental Income: $1591 Airbnb ROI: N/A Traditional ROI: 4.05%
2303 Lakewood Dr Chickasha, OK Sitting on .82 acres, mol, this custom built home offers plenty of outdoor space to garden...	4 beds \| 2 baths \| 2,381 sq.ft.	$282,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.2% Airbnb Rental Income: $null Traditional Rental Income: $1339 Airbnb ROI: N/A Traditional ROI: 3.2%
2505 S 34th St Chickasha, OK Well maintained brick home in the back of the neighborhood makes for a peaceful space with...	3 beds \| 1 baths \| 1,006 sq.ft.	$155,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.27% Airbnb Rental Income: $null Traditional Rental Income: $1092 Airbnb ROI: N/A Traditional ROI: 5.27%
1328 S 12th St Chickasha, OK Nestled on a spacious corner lot, this charming 2-bedroom, 1-bathroom home offers comfort ...	2 beds \| 1 baths \| 860 sq.ft.	$130,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.82% Airbnb Rental Income: $null Traditional Rental Income: $1086 Airbnb ROI: N/A Traditional ROI: 6.82%
1401 W Chickasha Ave Chickasha, OK Two Stunning Homes on One Property â Masterfully Restored & Full of Character! Step i...	5 beds \| 3 baths \| 3,722 sq.ft.	$384,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.03% Airbnb Rental Income: $null Traditional Rental Income: $2765 Airbnb ROI: N/A Traditional ROI: 6.03%
2200 Highway 81 N Chickasha, OK Discover this spacious 14-room stone home nestled on 2.89 acres just 45 minutes from OKC. ...	4 beds \| 2 baths \| 2,858 sq.ft.	$659,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.73% Airbnb Rental Income: $null Traditional Rental Income: $3116 Airbnb ROI: N/A Traditional ROI: 3.73%
912 Hazy Brook Circle Chickasha, OK Donât Miss This Opportunity in Sleepy Hollow! Step into modern luxury with this brand ne...	3 beds \| 2 baths \| 1,394 sq.ft.	$224,990	Airbnb cash on cash: N/A Traditional cash on cash: 5.78% Airbnb Rental Income: $null Traditional Rental Income: $1731 Airbnb ROI: N/A Traditional ROI: 5.78%
908 Hazy Brook Cir Chickasha, OK BRAND NEW. BEAUTIFULLY BUILT. MUST SEE! This stunning 3 bed, 2 bath energy-efficient home ...	3 beds \| 2 baths \| 1,333 sq.ft.	$215,390	Airbnb cash on cash: N/A Traditional cash on cash: 5.8% Airbnb Rental Income: $null Traditional Rental Income: $1666 Airbnb ROI: N/A Traditional ROI: 5.8%
908 Shady Meadow Way Chickasha, OK Live your American dream in this brand-new, immaculately designed 3?BR / 2?BA home - where...	3 beds \| 2 baths \| 1,458 sq.ft.	$227,811	Airbnb cash on cash: N/A Traditional cash on cash: 5.8% Airbnb Rental Income: $null Traditional Rental Income: $1754 Airbnb ROI: N/A Traditional ROI: 5.8%
913 Hazy Brook Circle Chickasha, OK Brand New 3 Bed, 2 Bath Home - Energy-Efficient & Seriously Chic This home is everything. ...	3 beds \| 2 baths \| 1,458 sq.ft.	$224,259	Airbnb cash on cash: N/A Traditional cash on cash: 5.91% Airbnb Rental Income: $null Traditional Rental Income: $1753 Airbnb ROI: N/A Traditional ROI: 5.91%
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.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.2% Airbnb Rental Income: $null Traditional Rental Income: $2448 Airbnb ROI: N/A Traditional ROI: 7.2%
2203 W Georgia Ave Chickasha, OK Welcome to your own private retreat on 15 pristine acres, blending Mediterranean elegance ...	3 beds \| 4 baths \| 3,989 sq.ft.	$900,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.2% Airbnb Rental Income: $null Traditional Rental Income: $3535 Airbnb ROI: N/A Traditional ROI: 2.2%
917 Hazy Brook Cir 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.	$208,780	Airbnb cash on cash: N/A Traditional cash on cash: 6.12% Airbnb Rental Income: $null Traditional Rental Income: $1683 Airbnb ROI: N/A Traditional ROI: 6.12%
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.	$218,825	Airbnb cash on cash: N/A Traditional cash on cash: 6.2% Airbnb Rental Income: $null Traditional Rental Income: $1774 Airbnb ROI: N/A Traditional ROI: 6.2%
920 Shady Meadow Way Chickasha, OK Welcome Home to Sleepy Hollow \| 4 Bed \| 2 Bath \| Modern Comfort Meets Timeless Charm Step ...	4 beds \| 2 baths \| 1,600 sq.ft.	$243,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.02% Airbnb Rental Income: $null Traditional Rental Income: $1914 Airbnb ROI: N/A Traditional ROI: 6.02%
916 Shady Meadow Way Chickasha, OK Your Fresh Start Begins Here \| 3 Bed \| 2 Bath \| Built for Beauty, Built for Life There's s...	3 beds \| 2 baths \| 1,333 sq.ft.	$213,680	Airbnb cash on cash: N/A Traditional cash on cash: 6.06% Airbnb Rental Income: $null Traditional Rental Income: $1707 Airbnb ROI: N/A Traditional ROI: 6.06%

Real Estate investment in Chickasha, OK

There are 135 properties for sale in the city of Chickasha . The median list price in Chickasha is $168,750 and the average price per square foot is $88. In February 2026, the average monthly cash on cash return in Chickasha is 5.00%. The average monthly rental income in Chickasha is $1,224.

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

There are 135 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 $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Chickasha, OK

107 Rosewood Dr

Chickasha, OK

3 beds | 2 baths | 2,522 sq.ft.

$247,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.49%

Airbnb Rental Income: $null

Traditional Rental Income: $1815

Airbnb ROI: N/A

Traditional ROI: 5.49%

302 S 6th St

Chickasha, OK

4 beds | 3 baths | 3,834 sq.ft.

$334,500

Airbnb cash on cash: N/A

Traditional cash on cash: 6.55%

Airbnb Rental Income: $null

Traditional Rental Income: $2677

Airbnb ROI: N/A

Traditional ROI: 6.55%

2196 County Street 2856

Chickasha, OK

3 beds | 2 baths | 2,639 sq.ft.

$375,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.95%

Airbnb Rental Income: $null

Traditional Rental Income: $1811

Airbnb ROI: N/A

Traditional ROI: 2.95%

2293 County Street 2814

Chickasha, OK

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

$369,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.29%

Airbnb Rental Income: $null

Traditional Rental Income: $1197

Airbnb ROI: N/A

Traditional ROI: 1.29%

1628 W Chickasha Ave

Chickasha, OK

4 beds | 2 baths | 1,945 sq.ft.

$219,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.59%

Airbnb Rental Income: $null

Traditional Rental Income: $1607

Airbnb ROI: N/A

Traditional ROI: 5.59%

3311 Pondridge Rd

Chickasha, OK

4 beds | 2 baths | 3,986 sq.ft.

$495,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.37%

Airbnb Rental Income: $null

Traditional Rental Income: $1604

Airbnb ROI: N/A

Traditional ROI: 1.37%

1027 W Idaho Ave

Chickasha, OK

3 beds | 2 baths | 2,388 sq.ft.

$175,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.85%

Airbnb Rental Income: $null

Traditional Rental Income: $2133

Airbnb ROI: N/A

Traditional ROI: 10.85%

2819 Country Club Dr

Chickasha, OK

3 beds | 3 baths | 2,938 sq.ft.

$395,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.47%

Airbnb Rental Income: $null

Traditional Rental Income: $2078

Airbnb ROI: N/A