Chickasha, OK Homes for Sale under $400,000

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  /26

  $279,900

  • 4 Beds
  • 2 Baths
  • 1,726 Sq Ft

  911 Sleepy Hollow Blvd, Chickasha, OK 73018

  Nestled on the beloved Sleepy Hollow Boulevard in one of Chickasha's most sought-after and growing neighborhoods, this stunning 4-bedroom, 2.5-bathroom craftsman home, built in 2019, offers the perfect blend of comfort and style. Step inside to a cozy floor plan designed for easy living. The living room features a welcoming fireplace, while the open-concept main area boasts vaulted ceilings,

  Becca Owens Downtown Realty Group

  911 Sleepy Hollow Blvd, Chickasha, OK 73018
• 

  $211,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,458 Sq Ft

  Charlotte Plan at Sleepy Hollow, Chickasha, OK 73018

  Colony Fine Homes Builder

  926 Hudson Road St Unit 36916245, Chickasha, OK 73018
• 

  

  

  /44

  $137,799

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  1728 S 20th St, Chickasha, OK 73018

  Location, convenience and price! These are three things that make this home the absolute perfect place to call home! This home is located within walking distance to USAO! It is located near Chickasha shopping, restaurants and local amenities! It's also just minutes from the turnpike for easy commuting! The home is charming and ideal for a first-time buyer, landlord, college student or to use as

  Ashley Schubert Bricks and Branches Realty

  1728 S 20th St, Chickasha, OK 73018
• 

  

  

  /46

  $334,900

  • 3 Beds
  • 2.5 Baths
  • 2,872 Sq Ft

  1401 W Chickasha Ave, Chickasha, OK 73018

  Main Residence: 3 Bed, 2.5 Bath, ~2,872 SQFT | Detached Guest House: 2 Bed, 1 Bath, ~850 SQFT. Located in the heart of Chickasha, this home puts you minutes from the town's best local dining, shopping, annual festivals, and classic small-town charm. Step into a remarkable piece of Chickasha history where timeless early-1900s architecture meets modern luxury. Meticulously renovated from top to

  Jeffrey Logan Logan Real Estate Co.

  1401 W Chickasha Ave, Chickasha, OK 73018
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  /32

  $230,000

  Open Sun 2PM - 4PM

  • 3 Beds
  • 2 Baths
  • 2,016 Sq Ft

  2493 County Street 2806, Chickasha, OK 73018

  Welcome to your private one-acre retreat, where country freedom meets modern comfort! From the moment you pull up the driveway, this remarkable property impresses with its rare combination of expansive acreage and thoughtful, versatile living spaces. Step inside to discover a beautifully designed floor plan anchored by two separate, light-filled living rooms. This unique setup offers unmatched

  Michael Carter Authentic Real Estate Svcs Grp

  2493 County Street 2806, Chickasha, OK 73018
• 

  

  /14

  $250,000

  • 4 Beds
  • 2 Baths
  • 1,840 Sq Ft

  3015 Brooke Rd, Chickasha, OK 73018

  Assume This 4.75% FHA Loan — Pay ~$234/mo Less Than Today’s Rates* **** NEW ROOF, NEW GUTTERS and SIDING being installed for insurance claim **** Rare assumable mortgage opportunity in Chickasha, OK! Here’s something you rarely see right now: any qualified buyer can take over this FHA loan at a low 4.75% interest rate while today’s market sits at 6.5% and up. On a home in this price range, that’s

  Brian Jamison Salt Real Estate Inc

  3015 Brooke Rd, Chickasha, OK 73018
• 

  

  /31

  $195,000

  • 4 Beds
  • 3 Baths
  • 1,907 Sq Ft

  825 W Colorado Ave, Chickasha, OK 73018

  Completely Transformed & Move-In Ready! This 4-bed, 3-bath home has been completely renovated from the studs up, with a reconfigured floor plan designed for seamless flow. The spacious living room features an electric fireplace, while the modern kitchen offers new cabinetry, quartz countertops, a tile backsplash, stainless steel appliances including an induction stove and a refrigerator that

  Ana Harding eXp Realty, LLC

  825 W Colorado Ave, Chickasha, OK 73018
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  /42

  $186,000

  $3K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,624 Sq Ft

  915 S 6th St, Chickasha, OK 73018

  Fully Remodeled | 4 Bedrooms | 2 Bathrooms | 1,624 Sq Ft | Prime Location Welcome to 915 S. 6th Street—an extensively remodeled 4-bedroom home offering 1,624 square feet of updated living space in the heart of Chickasha. This property has been thoughtfully renovated from top to bottom, featuring a completely updated kitchen with custom-built cabinetry, granite countertops, and a farmhouse

  Jim Lewis Metro First Realty

  915 S 6th St, Chickasha, OK 73018
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  /32

  $197,000

  $13K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,026 Sq Ft

  1220 S 19th St, Chickasha, OK 73018

  Sure to delight any lover of classic architecture, this Tudor-style home welcomes you with timeless charm from the moment you arrive, nestled among a picturesque line of similarly styled homes along the block. A large concrete driveway with an additional circle drive provides ample parking and easy access for guests. Inside, you’ll find generously sized living and dining areas designed for both

  Becca Owens Downtown Realty Group

  1220 S 19th St, Chickasha, OK 73018
• 

  

  /3

  $242,500

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,502 Sq Ft

  924 Hazy Brook Cir, Chickasha, OK 73018

  This is more than a new home—it's the fresh start you've been longing for. Step inside and feelthe difference: soaring elevated ceilings, sunlight pouring into an open,spacious layout designed to breathe with you, not press in around you. Every detail speaks of care and comfort—luxury vinyl plank flooring underfoot, gleaming quartz countertops that elevate every moment in the kitchen. This isn't

  John Burris Central Oklahoma Real Estate

  924 Hazy Brook Cir, Chickasha, OK 73018
• 

  $211,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,301 Sq Ft

  Ashton Plan at Sleepy Hollow, Chickasha, OK 73018

  Colony Fine Homes Builder

  926 Hudson Road St Unit 36916223, Chickasha, OK 73018
• 

  

  /9

  $119,900

  • 2 Beds
  • 1 Bath
  • 1,071 Sq Ft

  2011 S 14th St, Chickasha, OK 73018

  Welcome to this Well-located home in south Chickasha, this beautiful home offers a spacious layout with comfortable living areas, generous bedrooms, and plenty of natural light throughout. The home features a functional floor plan, a well-appointed kitchen with ample cabinet space, and a large backyard that's perfect for entertaining, gardening, or relaxing. Conveniently located near schools,

  Tamar Mazor MOD Realty

  2011 S 14th St, Chickasha, OK 73018
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  /15

  $150,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,527 Sq Ft

  3409 S 4th St, Chickasha, OK 73018

  Great home with a lot of potential on an acre! Big spacious living room and big dinning room. Do't miss out out on this great opportunity.

  Jonathan Garcia Homestead + Co

  3409 S 4th St, Chickasha, OK 73018
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  /15

  $132,000

  $5K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,340 Sq Ft

  113 Glenhaven Dr, Chickasha, OK 73018

  Discover the potential for a new chapter at 113 Glenhaven Dr., Chickasha OK 73018, a single-family residence built in 1973. This property offers a unique opportunity to craft your ideal living space with its large open living and kitchen areas. This home provides three comfortable bedrooms, offering ample space for rest and personalization. The main bathroom and an additional half-bathroom

  Renee Stallings Century 21 Mosley

  113 Glenhaven Dr, Chickasha, OK 73018
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  /39

  $294,400

  $26K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,369 Sq Ft

  2824 Nichols Rd, Chickasha, OK 73018

  Step back in time with this one of a kind find in a neighborhood full of story book charm, character & timeless curb appeal. Tucked away in a beloved area of Chickasha, on a winding cul-de sac street, this original home features woodwork, cabinetry & built-ins from an era known for craftsmanship. As you approach the front door, you’re greeted by 2 large concrete planters and a granite covered

  Tina Curtis eXp Realty, LLC

  2824 Nichols Rd, Chickasha, OK 73018
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  /13

  $199,000

  • Land
  • 34,848 Sq Ft
  • $248,750 per Acre

  000 W Iowa Ave, Chickasha, OK 73018

  Two lots being sold together! 29-07-07-15450 ALL LOTS 24 THRU 32 & S 96' OF LOT 23 BLK A WESTMINISTER PLACE & 29-07-0715350 ALL LOTS 17 THRU 22 BLK A WESTMINISTER PLACE.

  Madison Mosley Century 21 Mosley

  000 W Iowa Ave, Chickasha, OK 73018
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  /16

  $232,000

  $3K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,840 Sq Ft

  2115 Ridge Way, Chickasha, OK 73018

  Discover the epitome of contemporary living at 2115 NONE Ridge Way ST, Chickasha OK 73018. This newly constructed single-family residence, built in 2024, offers a fresh start and the promise of a truly inspired lifestyle. With four thoughtfully designed bedrooms, this home provides ample personal space and flexibility, accommodating diverse needs from tranquil retreats to vibrant home offices.

  Renee Stallings Century 21 Mosley

  2115 Ridge Way, Chickasha, OK 73018
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  /7

  $199,000

  • Land
  • 2.93 Acres
  • $67,918 per Acre

  2500 W Grand Ave, Chickasha, OK 73018

  Prime Development Opportunity – 2.00Acres on Grand Ave! Don't miss this rare opportunity to own 2.93 acres (more or less) in a high-traffic, high-visibility location with 396 feet of frontage on the bustling Grand Avenue. Ideally situated near university sports complexes, USAO, and local schools, this versatile parcel is perfectly positioned for a wide range of development possibilities. Whether

  Sarah Van Ess Downtown Realty Group

  2500 W Grand Ave, Chickasha, OK 73018
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  /25

  $160,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  419 S 7th St, Chickasha, OK 73018

  Beautifully renovated from top to bottom, this move-in ready 3 bedroom 2 bathroom home shines with major updates including electrical, HVAC, plumbing, and roof. Tahoma Sod was installed in the back yard last year, valued at $4000. Elegant flooring flows throughout, leading into a stunning kitchen with quartz countertops and abundant cabinetry—perfect for both everyday living and entertaining. The

  LaRonda McCarther Downtown Realty Group

  419 S 7th St, Chickasha, OK 73018
• 

  $211,000

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft

  Duxbury Plan at Sleepy Hollow, Chickasha, OK 73018

  Colony Fine Homes Builder

  926 Hudson Road St Unit 36916248, Chickasha, OK 73018
• 

  

  /12

  $150,000

  • Land
  • 1.5 Acres
  • $100,000 per Acre

  0 N 18th St, Chickasha, OK 73018

  Prime vacant lot located in the Chickasha Industrial Park with all utilities available and ready for development. Excellent opportunity to build a new facility for your business in a growing commercial and industrial area with convenient access and infrastructure already in place.

  Megan Tabor Sage Sotheby's Realty

  0 N 18th St, Chickasha, OK 73018
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  /4

  $380,411

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,030 Sq Ft

  3808 Hickory Stick Dr, Chickasha, OK 73018

  Welcome to refined living in the highly sought after Sleepy Hollow community! This stunning 2,028 square-foot home seamlessly blends elegance, comfort, and modern functionality, offering 4 spacious bedrooms, 2.5 beautifully appointed bathrooms, and a thoughtfully designed tech area perfect for working from home, studying, or managing everyday life with ease. The gourmet kitchen serves as the

  John Burris Central Oklahoma Real Estate

  3808 Hickory Stick Dr, Chickasha, OK 73018
• 

  $211,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft

  Belmore Plan at Sleepy Hollow, Chickasha, OK 73018

  Colony Fine Homes Builder

  926 Hudson Road St Unit 36916230, Chickasha, OK 73018
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  /2

  $125,000

  • 3 Beds
  • 2 Baths
  • 1,654 Sq Ft

  1017 Grand Terrace, Chickasha, OK 73018

  Come see this charming 3 bed, 2 bath home in the heart of Chickasha! Beautiful hardwood floors flow throughout the home and into the spacious kitchen featuring ample cabinet storage, an eat in dining area, newer dishwasher with a 10 year warranty, ceiling fan, and a gas range installed in 2023. The kitchen opens into a bright and versatile bonus room with built in storage that could easily serve

  Jenny Olson-Paden Keller Williams Central OK

  1017 Grand Terrace, Chickasha, OK 73018
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  /4

  $100,000

  • Land
  • 2 Acres
  • $50,000 per Acre

  2411 W Country Club Rd, Chickasha, OK 73018

  Prime 2-acre (mol) tract located at 2411 W. Country Club Rd. in Chickasha! This property offers an outstanding opportunity for residential development or construction. Utilities are already in place, making the building process easier and more cost-effective.Situated in a highly desirable area just minutes from the golf course, this location combines convenience with a quiet, established

  Shari Brunt Always Real Estate

  2411 W Country Club Rd, Chickasha, OK 73018
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  /32

  $240,000

  $35K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,078 Sq Ft

  513 County Road 1390, Chickasha, OK 73018

  Welcome to 513 County Road 1390 in Chickasha, located in the Pioneer School District and situated on a spacious 1-acre lot. This property offers a great combination of space, functionality, and recent updates. The home features 3 bedrooms and 2 bathrooms, with a garage conversion that functions as a fourth bedroom, providing flexibility for a home office, guest room, or additional living space.

  Morgan Elledge Eastwood Realty Group

  513 County Road 1390, Chickasha, OK 73018
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  /39

  $166,000

  $3K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,318 Sq Ft

  1820 W Idaho Ave, Chickasha, OK 73018

  Fully Remodeled | 3 Bedrooms | 1.5 Bathrooms | 1,318 Sq Ft | Move-In Ready Welcome to 1820 W. Idaho Ave—a beautifully remodeled 3-bedroom, 1.5-bath home offering 1,318 square feet of updated living space in the heart of Chickasha. This home has been fully renovated with permitted and inspected upgrades, including new plumbing throughout and electrical improvements, providing peace of mind for

  Jim Lewis Metro First Realty

  1820 W Idaho Ave, Chickasha, OK 73018
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  /33

  $259,000

  • 3 Beds
  • 2 Baths
  • 1,683 Sq Ft

  Unlisted Address

  Welcome to 2297 CS 2880 in Chickasha, OK — a beautiful property sitting on 1 acre in the sought-after Friend Public School district! This 3 bedroom, 2 bathroom home offers the perfect mix of comfort, space, and functionality. Inside you’ll find a spacious living room, breakfast bar, granite countertops, pantry, tons of storage, and a large laundry room. The master suite offers great space with a

  Lindsey Bunch LB Realty Group-MB of Oklahoma

  Unlisted Address
• 

  

  /22

  $122,000

  $8K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 815 Sq Ft

  517 S 11th St, Chickasha, OK 73018

  Cozy, move-in ready remodeled home with thoughtful updates throughout! The kitchen offers abundant storage and a new dishwasher, making it both functional and inviting. ***Seller will include the stove and refrigerator with an accepted offer!!*** Enjoy relaxing on the large front porch or the covered back deck—perfect for entertaining or unwinding. The home features all hard flooring for easy

  LaRonda McCarther Downtown Realty Group

  517 S 11th St, Chickasha, OK 73018
• 

  

  /28

  $165,000

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft

  119 Windsor Rd, Chickasha, OK 73018

  Completely remodeled inside and out, this move in ready home features a new roof (2025), fresh interior and exterior paint, newer windows, luxury vinyl plank flooring, new carpet, updated light fixtures, new appliances, and the refrigerator stays. Additional updates include a new garage door opener and a new main breaker electrical panel. The spacious living room opens to the eat in kitchen with

  Ana Harding eXp Realty, LLC

  119 Windsor Rd, Chickasha, OK 73018
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  /30

  $280,000

  $15K PRICE INCREASE

  • 4 Beds
  • 2 Baths
  • 1,706 Sq Ft

  910 Brookhollow Dr, Chickasha, OK 73018

  Welcome to 910 Brookhollow Drive in Chickasha, Oklahoma — a beautifully designed home offering the perfect blend of modern comfort, spacious living, and peaceful Oklahoma charm. Located in highly rated Chickasha Schools, this stunning 4-bedroom, 2-bath home sits on a generously sized lot and delivers the open-concept lifestyle today’s buyers are searching for. Step inside to high ceilings,

  Erica Lewis LUXE Realty Collective

  910 Brookhollow Dr, Chickasha, OK 73018
• 

  

  /39

  $244,900

  • 4 Beds
  • 2 Baths
  • 1,957 Sq Ft

  1527 S 5th St, Chickasha, OK 73018

  Welcome to this fully renovated, absolutely BEAUTIFUL home nestled on a spacious one-acre lot along one of the city’s quiet, slow-traffic streets. ***Renovations in the last two years include: new windows, doors, and spray foam insulation!*** From the moment you arrive, the stunning curb appeal is sure to tug at your heartstrings—so much so, you may be ready to call it yours before even stepping

  Becca Owens Downtown Realty Group

  1527 S 5th St, Chickasha, OK 73018
• 

  

  /23

  $134,900

  $7K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,425 Sq Ft

  1306 S 2nd St, Chickasha, OK 73018

  Cute updated 4 bedroom brick house! This home feels bright and clean with lots of window light and fresh paint. Primary bedroom has a walk-in closet with full bath. Large laundry room. Large backyard with established, big trees makes it a private space. Schedule your showing today.

  Courtney Waugh Thrive Realty

  1306 S 2nd St, Chickasha, OK 73018
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  /48

  $202,000

  $8K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,584 Sq Ft

  1427 W Chickasha Ave, Chickasha, OK 73018

  Welcome to this beautifully updated and spacious home offering 4 bedrooms, 2 full bathrooms, and two separate living areas—perfect for both relaxing and entertaining. This property also features a versatile studio space, ideal for a home office, guest suite, or creative workspace. The home has been fully updated with newer vinyl flooring throughout and a modernized kitchen complete with stylish

  Catarina Roman H&W Realty Branch

  1427 W Chickasha Ave, Chickasha, OK 73018
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  /39

  $240,000

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,929 Sq Ft

  702 W Country Club Rd, Chickasha, OK 73018

  Charming updated home situated on a desirable corner lot! This well-maintained property offers plenty of space with two separate living areas, providing flexibility for entertaining, relaxing, or creating a home office or playroom. The spacious bedrooms offer comfort and room to spread out, while the main living areas feature durable vinyl flooring and the bedrooms are finished with cozy carpet.

  Neely Rozas Always Real Estate

  702 W Country Club Rd, Chickasha, OK 73018
• 

  $211,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,347 Sq Ft

  Wayne Plan at Sleepy Hollow, Chickasha, OK 73018

  Colony Fine Homes Builder

  926 Hudson Road St Unit 36907441, Chickasha, OK 73018
• 

  

  /22

  $220,000

  • 3 Beds
  • 3 Baths
  • 1,995 Sq Ft

  925 W Chickasha Ave, Chickasha, OK 73018

  Investor Special! This income-generating triplex brings in $2,100/month, and features three individual 1 bed/1 bath units, including one garage unit. Conveniently located less than 1 mile from the Downtown area, which is home to the famous Chickasha Leg Lamp and just a short distance to the fairgrounds, making this property even more desirable. During the holiday season, occupants can enjoy the

  Becca Owens Downtown Realty Group

  925 W Chickasha Ave, Chickasha, OK 73018
• 

  

  /30

  $152,400

  $13K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,592 Sq Ft

  2215 S 11th St, Chickasha, OK 73018

  Located in an established neighborhood in Chickasha, this 4-bedroom, 2-bath home offers a functional layout with lots of square footage. Built in 1969, the property sits on a manageable lot and provides a good mix of living space and bedroom count for the price point. The interior includes a central living area, large kitchen space, and multiple bedrooms that can flex for meet your needs, office

  Chance Daggs OK Flat Fee Realty

  2215 S 11th St, Chickasha, OK 73018
• 

  

  /15

  $110,000

  • Land
  • 1.01 Acres
  • $108,911 per Acre

  3513 Redbud Dr, Chickasha, OK 73018

  Have you been wanting to build a custom home? Redbud Ridge is the perfect place. Home pictured is an example of what Sun Custom Homes can do. (You may choose your own builder, (we just need to get a quick approval.) This lot is one of LARGEST lots available. Exclusive New GATED subdivision. The first of its kind in Chickasha, Oklahoma. This gated community will feature 48 lots, custom homes,

  Shari Brunt Always Real Estate

  3513 Redbud Dr, Chickasha, OK 73018
• 

  

  /31

  $299,999

  $15K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,045 Sq Ft

  1805 Todd Estate Dr, Chickasha, OK 73018

  Nestled in the sought after Todd Estates in Chickasha, Oklahoma, this home offers a single-family residence presenting a wonderful opportunity to establish roots in Grady County. Built in 1982, this property awaits your personal touch to unlock its full potential. The sunken living room presents itself for warm and cozy family time. The Jenn - air stove lends itself to homecooked meals that can

  Renee Stallings Century 21 Mosley

  1805 Todd Estate Dr, Chickasha, OK 73018

Showing Results 41 - 80, Page 2 of 3