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.	$235,000	Airbnb cash on cash: 0.5% Traditional cash on cash: 5.86% Airbnb Rental Income: $976 Traditional Rental Income: $1815 Airbnb ROI: 0.5% Traditional ROI: 5.86%
854 County Road 1315 Chickasha, OK Country Living At It's Best! Spacious 3 bedroom 2 bath brick home located just north of C...	3 beds \| 2 baths \| 1,800 sq.ft.	$279,900	Airbnb cash on cash: 0.12% Traditional cash on cash: 3.55% Airbnb Rental Income: $976 Traditional Rental Income: $1530 Airbnb ROI: 0.12% Traditional ROI: 3.55%
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.	$207,000	Airbnb cash on cash: 0.89% Traditional cash on cash: 7.16% Airbnb Rental Income: $993 Traditional Rental Income: $1869 Airbnb ROI: 0.89% Traditional ROI: 7.16%
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.	$342,500	Airbnb cash on cash: -0.29% Traditional cash on cash: 3.4% Airbnb Rental Income: $976 Traditional Rental Income: $1811 Airbnb ROI: -0.29% Traditional ROI: 3.4%
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: -0.36% Traditional cash on cash: 1.29% Airbnb Rental Income: $976 Traditional Rental Income: $1197 Airbnb ROI: -0.36% Traditional ROI: 1.29%
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.	$175,000	Airbnb cash on cash: -2.28% Traditional cash on cash: 6.32% Airbnb Rental Income: $260 Traditional Rental Income: $1461 Airbnb ROI: -2.28% Traditional ROI: 6.32%
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.	$492,500	Airbnb cash on cash: -0.71% Traditional cash on cash: 1.39% Airbnb Rental Income: $993 Traditional Rental Income: $1604 Airbnb ROI: -0.71% Traditional ROI: 1.39%
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.	$199,900	Airbnb cash on cash: 1.35% Traditional cash on cash: 4.14% Airbnb Rental Income: $976 Traditional Rental Income: $1154 Airbnb ROI: 1.35% Traditional ROI: 4.14%
908 Sleepy Hollow Blvd Chickasha, OK Beautiful Custom Home with many upgrades!	4 beds \| 2 baths \| 2,289 sq.ft.	$319,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 4.74% Airbnb Rental Income: $993 Traditional Rental Income: $2085 Airbnb ROI: -0.08% Traditional ROI: 4.74%
1024 S 13th St Chickasha, OK This 2-bedroom, 2-bath home features over 1,200 sq ft with a functional layout ideal for a...	2 beds \| 2 baths \| 1,265 sq.ft.	$129,000	Airbnb cash on cash: -2.42% Traditional cash on cash: 8.99% Airbnb Rental Income: $260 Traditional Rental Income: $1443 Airbnb ROI: -2.42% Traditional ROI: 8.99%
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.	$277,999	Airbnb cash on cash: 0.38% Traditional cash on cash: 5.42% Airbnb Rental Income: $976 Traditional Rental Income: $1947 Airbnb ROI: 0.38% Traditional ROI: 5.42%
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.	$269,900	Airbnb cash on cash: 0.87% Traditional cash on cash: 5.94% Airbnb Rental Income: $976 Traditional Rental Income: $1916 Airbnb ROI: 0.87% Traditional ROI: 5.94%
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.	$225,500	Airbnb cash on cash: 0.5% Traditional cash on cash: 6.07% Airbnb Rental Income: $976 Traditional Rental Income: $1814 Airbnb ROI: 0.5% Traditional ROI: 6.07%
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: -0.02% Traditional cash on cash: 4.95% Airbnb Rental Income: $993 Traditional Rental Income: $2084 Airbnb ROI: -0.02% 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.	$115,000	Airbnb cash on cash: -2.36% Traditional cash on cash: 9% Airbnb Rental Income: $260 Traditional Rental Income: $1290 Airbnb ROI: -2.36% Traditional ROI: 9%
3015 Westbrook St Chickasha, OK Modern 3 bed, 2 bath home in desired Shadow Valley Addition. From a pretty kitchen over lo...	3 beds \| 2 baths \| 1,428 sq.ft.	$225,000	Airbnb cash on cash: 0.52% Traditional cash on cash: 4.89% Airbnb Rental Income: $976 Traditional Rental Income: $1556 Airbnb ROI: 0.52% Traditional ROI: 4.89%
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.	$489,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 3.4% Airbnb Rental Income: $993 Traditional Rental Income: $2304 Airbnb ROI: -0.24% Traditional ROI: 3.4%
2830 W Georgia Ave Chickasha, OK MOTIVATED SELLER Bring ALL offers! Back on the Market at now fault of the Seller! You ...	4 beds \| 2 baths \| 1,826 sq.ft.	$260,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 6.51% Airbnb Rental Income: $993 Traditional Rental Income: $2053 Airbnb ROI: 0.75% Traditional ROI: 6.51%
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: 1.15% Traditional cash on cash: 5.95% Airbnb Rental Income: $976 Traditional Rental Income: $1433 Airbnb ROI: 1.15% Traditional ROI: 5.95%
3015 Brooke Rd Chickasha, OK Assumable loan available at an attractive 4.75% interest rate - a rare opportunity for qua...	4 beds \| 2 baths \| 1,840 sq.ft.	$259,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 4.11% Airbnb Rental Income: $993 Traditional Rental Income: $1591 Airbnb ROI: 0.22% Traditional ROI: 4.11%
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.	$274,900	Airbnb cash on cash: 1.02% Traditional cash on cash: 6.89% Airbnb Rental Income: $976 Traditional Rental Income: $2148 Airbnb ROI: 1.02% Traditional ROI: 6.89%
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.	$249,999	Airbnb cash on cash: 0.76% Traditional cash on cash: 3.72% Airbnb Rental Income: $993 Traditional Rental Income: $1339 Airbnb ROI: 0.76% Traditional ROI: 3.72%
1812 W Montana Ave Chickasha, OK Home totals 1382 square feet, with additional 616 square feet added to the existing 766 sq...	3 beds \| 2 baths \| 1,242 sq.ft.	$200,000	Airbnb cash on cash: 1.59% Traditional cash on cash: 7.9% Airbnb Rental Income: $976 Traditional Rental Income: $1821 Airbnb ROI: 1.59% Traditional ROI: 7.9%
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.	$223,390	Airbnb cash on cash: 0.6% Traditional cash on cash: 5.53% Airbnb Rental Income: $976 Traditional Rental Income: $1666 Airbnb ROI: 0.6% Traditional ROI: 5.53%
908 Shady Meadow Way Chickasha, OK Step inside a luminous, open-plan sanctuary that feels expansive and inviting from the mom...	3 beds \| 2 baths \| 1,458 sq.ft.	$235,811	Airbnb cash on cash: 0.48% Traditional cash on cash: 5.54% Airbnb Rental Income: $976 Traditional Rental Income: $1754 Airbnb ROI: 0.48% Traditional ROI: 5.54%
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%
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.	$216,780	Airbnb cash on cash: 0.68% Traditional cash on cash: 5.83% Airbnb Rental Income: $976 Traditional Rental Income: $1683 Airbnb ROI: 0.68% Traditional ROI: 5.83%
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: 1.62% Traditional cash on cash: 5.25% Airbnb Rental Income: $976 Traditional Rental Income: $1263 Airbnb ROI: 1.62% 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.	$639,900	Airbnb cash on cash: -1.34% Traditional cash on cash: 5.16% Airbnb Rental Income: $976 Traditional Rental Income: $4503 Airbnb ROI: -1.34% Traditional ROI: 5.16%
1425 S 14th St Chickasha, OK Welcome to this charming and move-in-ready 2-bedroom, 1-bathroom home in Chickasha, where ...	2 beds \| 1 baths \| 1,215 sq.ft.	$145,000	Airbnb cash on cash: -2.47% Traditional cash on cash: 6.77% Airbnb Rental Income: $260 Traditional Rental Income: $1312 Airbnb ROI: -2.47% Traditional ROI: 6.77%
24 Ridgecrest Dr Chickasha, OK This house would be an ideal floor plan for a family needing a mother in law set-up, since...	4 beds \| 2 baths \| 1,778 sq.ft.	$219,000	Airbnb cash on cash: 1.04% Traditional cash on cash: 7.75% Airbnb Rental Income: $993 Traditional Rental Income: $2031 Airbnb ROI: 1.04% Traditional ROI: 7.75%
3508 Scissortail Ln Chickasha, OK NEW CONSTRUCTION in a Beautiful Exclusive Gated Community in Chickasha! Here's your opport...	4 beds \| 2 baths \| 2,760 sq.ft.	$535,000	Airbnb cash on cash: -0.91% Traditional cash on cash: 3.06% Airbnb Rental Income: $993 Traditional Rental Income: $2624 Airbnb ROI: -0.91% Traditional ROI: 3.06%
1928 W Idaho Ave Chickasha, OK 1928 W Idaho Ave, Chickasha, OK 73018 \| Single Family Residential	3 beds \| 3 baths \| 3,617 sq.ft.	$325,000	Airbnb cash on cash: -0.15% Traditional cash on cash: 4.28% Airbnb Rental Income: $976 Traditional Rental Income: $1978 Airbnb ROI: -0.15% Traditional ROI: 4.28%
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.	$250,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 6.42% Airbnb Rental Income: $993 Traditional Rental Income: $2057 Airbnb ROI: 0.42% Traditional ROI: 6.42%
804 S 12th St Chickasha, OK 804 S 12th St, Chickasha, OK 73018 \| Single Family Residential	4 beds \| 2 baths \| 2,044 sq.ft.	$259,009	Airbnb cash on cash: 0.34% Traditional cash on cash: 4.85% Airbnb Rental Income: $993 Traditional Rental Income: $1740 Airbnb ROI: 0.34% Traditional ROI: 4.85%
116 Saint Charles Pl Chickasha, OK 116 Saint Charles Pl, Chickasha, OK 73018 \| Single Family Residential	5 beds \| 4 baths \| 4,318 sq.ft.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.79% Airbnb Rental Income: $null Traditional Rental Income: $4174 Airbnb ROI: N/A Traditional ROI: 7.79%
1604 S 9th St Chickasha, OK 1604 S 9th St, Chickasha, OK 73018 \| Single Family Residential	3 beds \| 1 baths \| 1,256 sq.ft.	$160,000	Airbnb cash on cash: 1.59% Traditional cash on cash: 4.45% Airbnb Rental Income: $976 Traditional Rental Income: $1062 Airbnb ROI: 1.59% Traditional ROI: 4.45%
325 S 10th St Chickasha, OK 325 S 10th St, Chickasha, OK 73018 \| Single Family Residential	3 beds \| 2 baths \| 2,046 sq.ft.	$199,900	Airbnb cash on cash: 0.91% Traditional cash on cash: 6.43% Airbnb Rental Income: $976 Traditional Rental Income: $1671 Airbnb ROI: 0.91% Traditional ROI: 6.43%
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: 0.04% Traditional cash on cash: 3.83% Airbnb Rental Income: $993 Traditional Rental Income: $1708 Airbnb ROI: 0.04% Traditional ROI: 3.83%
2220 Dillards Dr Chickasha, OK 2220 Dillards Dr, Chickasha, OK 73018 \| Single Family Residential	4 beds \| 2 baths \| 1,856 sq.ft.	$237,500	Airbnb cash on cash: 0.46% Traditional cash on cash: 4.82% Airbnb Rental Income: $993 Traditional Rental Income: $1618 Airbnb ROI: 0.46% Traditional ROI: 4.82%

Real Estate investment in Chickasha, OK

There are 154 properties for sale in the city of Chickasha . The median list price in Chickasha is $185,000 and the average price per square foot is $93. In May 2026, the average monthly cash on cash return in Chickasha is 5.00%. The average monthly rental income in Chickasha is $1,359.

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

There are 154 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 $976.

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.

$235,000

Airbnb cash on cash: 0.5%

Traditional cash on cash: 5.86%

Airbnb Rental Income: $976

Traditional Rental Income: $1815

Airbnb ROI: 0.5%

Traditional ROI: 5.86%

854 County Road 1315

Chickasha, OK

3 beds | 2 baths | 1,800 sq.ft.

$279,900

Airbnb cash on cash: 0.12%

Traditional cash on cash: 3.55%

Airbnb Rental Income: $976

Traditional Rental Income: $1530

Airbnb ROI: 0.12%

Traditional ROI: 3.55%

1427 W Chickasha Ave

Chickasha, OK

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

$207,000

Airbnb cash on cash: 0.89%

Traditional cash on cash: 7.16%

Airbnb Rental Income: $993

Traditional Rental Income: $1869

Airbnb ROI: 0.89%

Traditional ROI: 7.16%

2196 County Street 2856

Chickasha, OK

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

$342,500

Airbnb cash on cash: -0.29%

Traditional cash on cash: 3.4%

Airbnb Rental Income: $976

Traditional Rental Income: $1811

Airbnb ROI: -0.29%

Traditional ROI: 3.4%

2293 County Street 2814

Chickasha, OK

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

$369,000

Airbnb cash on cash: -0.36%

Traditional cash on cash: 1.29%

Airbnb Rental Income: $976

Traditional Rental Income: $1197

Airbnb ROI: -0.36%

Traditional ROI: 1.29%

802 S 14th St

Chickasha, OK

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

$175,000

Airbnb cash on cash: -2.28%

Traditional cash on cash: 6.32%

Airbnb Rental Income: $260

Traditional Rental Income: $1461

Airbnb ROI: -2.28%

Traditional ROI: 6.32%

3311 Pondridge Rd

Chickasha, OK

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

$492,500

Airbnb cash on cash: -0.71%

Traditional cash on cash: 1.39%

Airbnb Rental Income: $993

Traditional Rental Income: $1604

Airbnb ROI: -0.71%

Traditional ROI: 1.39%

1220 S 19th St

Chickasha, OK

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

$199,900

Airbnb cash on cash: 1.35%

Traditional cash on cash: 4.14%

Airbnb Rental Income: $976

Traditional Rental Income: $1154

Airbnb ROI: 1.35%