Refine Search
Sort by
$950,000
1224210 MLS
Fantastic Opportunity - 195 Acres in the highly regarded Amber-Pocasset (AMPO) school district. The opportunities are endless with this versatile tract. It offers a rare combination of location, usability and long term possibilities. The land offers rolling hills with 2 ponds and a creek. The open views make it ideal for anyone wanting to build a custom home, establish a working farm or ranch, or hold as an investment. Having access on three of the four sides make it suitable for a wide range of uses from residential homesites to agricultural production and livestock grazing. This property is also about 2 miles from the airport and the new Data There is a gas well head on the property that cannot be removed. There is also a water well up by the north gate. The tank battery on the east side cannot be removed either. Call me and I'll be happy to take you too it and answer any questions. This property is also being offered for sale in sections. MLS# 1224590, 1224626, 1224631, 1224823, 1224634, 1224777, 1224785, 1224788, 1224792, 1224792, 1224799, 1224809 and 1224814.

0000 W County Road 1310, Chickasha

$800,000
3 Beds ⋅ 4 Baths ⋅ 1190044 MLS
Welcome to your own private retreat on 15 pristine acres, blending Mediterranean elegance with modern comfort. This custom-built 3-bedroom, 4-bath estate is thoughtfully designed for both everyday living and grand entertaining, surrounded by wide-open green space, mature trees, and a tranquil pond with fountain. A long, gated driveway leads to the home, offering both privacy and curb appeal. Step inside to discover spacious living areas filled with natural light and framed by large windows that capture the beauty of the property. The luxurious master suite is a true retreat, featuring a private coffee bar, dual vanities, his and her toilets, and a direct private entry to the pool area. Guests will appreciate the convenience of a poolside bath with its own private access to the backyard oasis. The home’s outdoor spaces are made for entertaining. A resort-style heated saltwater pool is the centerpiece, complete with expansive patios, covered lounging areas, and a fully equipped outdoor kitchen — perfect for summer gatherings, evening cookouts, or relaxing weekends at home. The design ensures seamless indoor-outdoor living, making it easy to host guests or simply enjoy the serene surroundings in peace. Additional highlights include a spacious multi-bay garage, beautifully maintained grounds with both manicured lawn and wooded acreage, and the versatility that 15 acres provides for recreation, gardening, or future additions. This rare Mediterranean-style estate combines luxury amenities with the tranquility of country living, all while being just minutes from town conveniences. From peaceful mornings by the pond to lively evenings by the pool, this property delivers the lifestyle you’ve been dreaming of.

2203 W Georgia Avenue, Chickasha

$550,000
1179011 MLS
The awesomeness of this property is something that you just have to see in person! You will be greeted by one of two large living are as you enter thru the door of 506. The three full kitchens, two downstairs and one up, lend themselves to multiple entertaining/airbnb opportunities. Your overnight guests will be welcomed to inviting and comfortable bedrooms. The large window in the downstairs breakfast area shows off a large working waterfall/pond. Meals will be that much more enjoyable and relaxing. There is also an enclosed garden for outside entertaining or just to sit and relax in. The upstairs apartment and separate downstairs office area are just another way to generate more income as they both have their own private entrances. Don't let this one of a kind home/ office income producing property in the heart of Chickasha pass you by. Schedule your showing today! This listing includes 506 and 508 Chickasha Ave.

508 W Chickasha Avenue, Chickasha

$499,000
6 Beds ⋅ 3 Baths ⋅ 1210301 MLS
A stately Colonial home with timeless character and modern comforts, situated on a .71-acre parcel in Chickasha. This residence blends historic charm with thoughtful updates, including a new TPO roof, newer HVAC systems, a 3-car garage, 3-car carport, and a covered RV driveway, with an additional covered parking in the back. Step inside to discover original hardwood floors and custom plaster crown molding that set a regal tone throughout. The expansive layout offers six generously sized bedrooms—two with attached private studies—plus three full bathrooms and three spacious living areas, ideal for both everyday living and entertaining. Original horse hitching post still intact in front the home. This home is over 100 years old and kept most of the original architecture, due to the few owners. 3 phase wiring, new breaker box. Outdoors, enjoy your own private retreat with an in-ground heated saltwater sports pool, perfect for year-round relaxation. Above the garage, offers plenty of storage. This one-of-a-kind property combines elegance, function, and space—truly a rare find in Chickasha. Price is firm.

828 S 12th Street, Chickasha

$475,000
4 Beds ⋅ 3 Baths ⋅ 1205012 MLS
Nestled in the heart of Chickasha, Oklahoma, the single-family residence at 3311 Pondridge RD presents an opportunity to embrace elegant style with comfortable living . The residence features a dedicated office space as well as four bedrooms offering personal space and room for relaxation. The home also contains two full bathrooms and one partial bathroom, providing essential amenities. Additionally, there is a great upstairs bonus room which would be great for a play room, theater room, home gym, or an extra bedroom/guest room. With a three-car garage, you'll discover ample space for vehicles and storage, which can help keep your belongings organized and protected. The in ground storm shelter in the garage offers safety and peace of mind with Oklahoma storms. The backyard offers a gorgeous covered patio and trees with fall colors that will take your breath away. The wrought iron fence will keep your family/pets safe too! This Chickasha residence is waiting to become your haven, offering a comfortable and convenient lifestyle in a desirable location.

3311 Pondridge Road, Chickasha

$425,000
5 Beds ⋅ 5 Baths ⋅ 1211851 MLS
Tucked into a cul de sac at 116 Saint Charles PL, Chickasha, OK 73018, this single-family residence in Grady County awaits your personal touch to transform it into the cherished home you deserve. With five bedrooms, a dedicated office (also servers as a storm shelter) and a bonus room, this dwelling offers ample space for work and play, allowing each resident to create their own personal haven for relaxation and peaceful moments. There are 3 bedroom and 2.5 baths and one living space on the main level as well as the large utility area. There is a walk out deck off the kitchen overlooking the huge backyard., perfect for grilling and entertaining. Downstairs, you'll find the office, bonus room, two bedrooms and two bathrooms as well as another living area. The home has been immaculately cared for by the original owner and the quality exceeds most. The property includes a two-car garage, providing sheltered parking and additional storage possibilities, keeping vehicles secure and protected from the elements. Constructed in 1980, this home carries a sense of history and enduring charm, presenting a solid foundation upon which to build new memories and experiences. This Chickasha residence presents a unique opportunity to craft a living space tailored precisely to your aspirations.

116 Saint Charles Place, Chickasha

$350,000
6 Beds ⋅ 4 Baths ⋅ 1217388 MLS
SOLD as a Package including MLS #'s 1217513, 1217500, 1217490, 1217523 Discover a fantastic real estate investment opportunity with this beautiful 1,375-square-foot (MOL) duplex. Each side of this duplex offers spacious living, making it an ideal choice for both investors and first-time home buyers looking for a new home with an investment property all in one. Each unit boasts 3 generous bedrooms and 2 well-appointed bathrooms, along with a 2-car garage for added convenience. The finishes throughout this property are truly gorgeous, with stained concrete floors in the living areas, plush carpet in the bedrooms, and elegant GRANITE countertops paired with Oil Rubbed Bronze fixtures. The Master Bedroom is a standout feature, featuring a HUGE walk-in closet, providing ample storage space for your convenience. Outside, you'll find a private backyard and patio, creating a perfect space for relaxation or outdoor activities. This duplex represents an excellent opportunity for savvy investors looking to add to their portfolio or for first-time home buyers seeking both a comfortable residence and an income-generating property. Don't miss out on this incredible opportunity; call today for more details and to seize this investment gem. Both units sold as one. Pictures are of different units, but all units look similar if not the same. New Roof to be added within the next 30 days. *** This is sold as a package deal with the following MLS numbers: 1217523 1217513 1217500 1217490

3012 Sydney Way, Chickasha

$350,000
6 Beds ⋅ 4 Baths ⋅ 1217490 MLS
SOLD as a Package including MLS #'s 1217513, 1217500, 1217523, 1217388 Discover a fantastic real estate investment opportunity with this beautiful 1,375-square-foot (MOL) duplex. Each side of this duplex offers spacious living, making it an ideal choice for both investors and first-time home buyers looking for a new home with an investment property all in one. Each unit boasts 3 generous bedrooms and 2 well-appointed bathrooms, along with a 2-car garage for added convenience. The finishes throughout this property are truly gorgeous, with stained concrete floors in the living areas, plush carpet in the bedrooms, and elegant GRANITE countertops paired with Oil Rubbed Bronze fixtures. The Master Bedroom is a standout feature, featuring a HUGE walk-in closet, providing ample storage space for your convenience. Outside, you'll find a private backyard and patio, creating a perfect space for relaxation or outdoor activities. This duplex represents an excellent opportunity for savvy investors looking to add to their portfolio or for first-time home buyers seeking both a comfortable residence and an income-generating property. Don't miss out on this incredible opportunity; call today for more details and to seize this investment gem. Both units sold as one. Pictures are of different units, but all units look similar if not the same. New Roof to be added within the next 30 days. *** This is sold as a package deal with the following MLS numbers: 1217523 1217513 1217500 1217388

3016 Sydney Way, Chickasha

$350,000
6 Beds ⋅ 1217500 MLS
SOLD as a Package including MLS #'s 1217513, 1217523, 1217490, 1217388 Discover a fantastic real estate investment opportunity with this beautiful 1,375-square-foot (MOL) duplex. Each side of this duplex offers spacious living, making it an ideal choice for both investors and first-time home buyers looking for a new home with an investment property all in one. Each unit boasts 3 generous bedrooms and 2 well-appointed bathrooms, along with a 2-car garage for added convenience. The finishes throughout this property are truly gorgeous, with stained concrete floors in the living areas, plush carpet in the bedrooms, and elegant GRANITE countertops paired with Oil Rubbed Bronze fixtures. The Master Bedroom is a standout feature, featuring a HUGE walk-in closet, providing ample storage space for your convenience. Outside, you'll find a private backyard and patio, creating a perfect space for relaxation or outdoor activities. This duplex represents an excellent opportunity for savvy investors looking to add to their portfolio or for first-time home buyers seeking both a comfortable residence and an income-generating property. Don't miss out on this incredible opportunity; call today for more details and to seize this investment gem. Both units sold as one. Pictures are of different units, but all units look similar if not the same. New Roof to be added within the next 30 days. *** This is sold as a package deal with the following MLS numbers: 1217523 1217513 1217490 1217388

3018 Sydney Way, Chickasha

$350,000
6 Beds ⋅ 1217513 MLS
SOLD as a Package including MLS #'s 1217523, 1217500, 1217490, 1217388 Discover a fantastic real estate investment opportunity with this beautiful 1,375-square-foot (MOL) duplex. Each side of this duplex offers spacious living, making it an ideal choice for both investors and first-time home buyers looking for a new home with an investment property all in one. Each unit boasts 3 generous bedrooms and 2 well-appointed bathrooms, along with a 2-car garage for added convenience. The finishes throughout this property are truly gorgeous, with stained concrete floors in the living areas, plush carpet in the bedrooms, and elegant GRANITE countertops paired with Oil Rubbed Bronze fixtures. The Master Bedroom is a standout feature, featuring a HUGE walk-in closet, providing ample storage space for your convenience. Outside, you'll find a private backyard and patio, creating a perfect space for relaxation or outdoor activities. This duplex represents an excellent opportunity for savvy investors looking to add to their portfolio or for first-time home buyers seeking both a comfortable residence and an income-generating property. Don't miss out on this incredible opportunity; call today for more details and to seize this investment gem. Both units sold as one. Pictures are of different units, but all units look similar if not the same. New Roof to be added within the next 30 days. *** This is sold as a package deal with the following MLS numbers: 1217523 1217500 1217490 1217388

3024 Sydney Way, Chickasha

$350,000
6 Beds ⋅ 1217523 MLS
SOLD as a Package including MLS #'s 1217513, 1217500, 1217490, 1217388 Discover a fantastic real estate investment opportunity with this beautiful 1,375-square-foot (MOL) duplex. Each side of this duplex offers spacious living, making it an ideal choice for both investors and first-time home buyers looking for a new home with an investment property all in one. Each unit boasts 3 generous bedrooms and 2 well-appointed bathrooms, along with a 2-car garage for added convenience. The finishes throughout this property are truly gorgeous, with stained concrete floors in the living areas, plush carpet in the bedrooms, and elegant GRANITE countertops paired with Oil Rubbed Bronze fixtures. The Master Bedroom is a standout feature, featuring a HUGE walk-in closet, providing ample storage space for your convenience. Outside, you'll find a private backyard and patio, creating a perfect space for relaxation or outdoor activities. This duplex represents an excellent opportunity for savvy investors looking to add to their portfolio or for first-time home buyers seeking both a comfortable residence and an income-generating property. Don't miss out on this incredible opportunity; call today for more details and to seize this investment gem. Both units sold as one. Pictures are of different units, but all units look similar if not the same. New Roof to be added within the next 30 days. *** This is sold as a package deal with the following MLS numbers: 1217513 1217500 1217490 1217388

3028 Sydney Way, Chickasha

$330,000
3 Beds ⋅ 3 Baths ⋅ 1189329 MLS
*Executive 3-Bedroom 2.5-bath Brick Home in River Bend Estates* This spacious 2639 sqft home offers comfort, style, and flexibility. Enjoy this home all on one level with no stairs to climb. With two living areas, an open kitchen and dining space, and an oversized laundry room with built-in desk and storage, it’s designed for today’s lifestyle. Vaulted ceilings and a unique log-siding accent wall create warmth in the family room, while the second living area works beautifully as an office, game room, or formal dining. Enjoy a storm cellar in the garage, covered patio, and storage building on nearly an acre of land. Move-in ready and full of charm, this home is waiting for its next chapter. Qualified buyers—schedule your showing today. Buyers to verify school districts.

2196 County Street 2856, Chickasha

$309,900
3 Beds ⋅ 3 Baths ⋅ 1224833 MLS
Set on 1.7 acres, this well-maintained brick home offers 3 bedrooms, 2.5 bathrooms, and a dedicated study—providing a functional layout for both everyday living and working from home. The primary suite is a true highlight, featuring a jetted tub, separate shower, and private access to the back patio. The spacious kitchen offers plenty of room to gather, ample cabinet space while the utility room adds convenience with countertop workspace and with additional cabinet storage. A water softener is already in place as an added bonus. Outside, the covered back patio overlooks the spacious backyard featuring mature trees as well as a fenced area, ideal for dogs, play, or flexible use to fit your needs. The property also includes a storage building and storm shelter, with additional open space that leaves room for a shop or other outbuildings. Located just minutes from Friend Public Schools, this neat, clean, and move-in ready property offers the peace of rural living with the space and potential to make it your own.

2328 OK 92 Highway, Chickasha

$300,000
3 Beds ⋅ 2 Baths ⋅ 1228698 MLS
New large 3 year old pool at time of sell. Realtor has added to MLS for comp purposes. Remarkable remodeled home & shop on a corner lot! NEW AC installed March 18'. 3 bed 2 bath w/ 2 living areas. The remodeled kitchen features a skylight, new cabinets, & granite countertops. The living room has solar E glass windows with insulated blinds, parquet flooring & a fireplace. Enjoy all the natural light in the den with wall to wall windows w/ Bali blinds & wall to ceiling wood slat. Also all new tilt out windows and newly textured walls and ceilings throughout. Replaced all plumbing under the house. The yard's park like setting includes covered deck, several gardens, brick walkways, fire pit area, and dusk to dawn lighting. 2 car attached garage with plenty of room for parking on this corner lot. Inside the 50'X30' insulated shop you'll find a 20'X18' game room, office with full bath set up, huge shop with 15'X30'2nd level of storage, piped for gas and 240 plugs. Upstairs section has a storage area and a work space with a built in table. 4 shop window AC units are included.

1427 S 21st Street, Chickasha

$300,000
4 Beds ⋅ 3 Baths ⋅ 1215920 MLS
**Stunning 4+ Bedroom Home in The Harbors – One of Grady County’s Most Sought-After Neighborhoods!** This impressive 3,649 sq. ft. steel-framed home offers 4 bedrooms (with potential for 5+), 2.5 baths, and even plumbing upstairs to add another. Built in 2001, it boasts new flooring with no carpet downstairs, all stainless appliances, a new built-in oven and dishwasher (2024), and a brand-new HVAC system in the attic (2024). The spacious 4-car garage includes a storm shelter, and the oversized attic offers incredible storage. A grand entrance and staircase set the tone for luxury, while the master ensuite features a large closet and jetted tub. The downstairs game room is a showstopper, featuring a massive 20ft, 380-gallon Amazon rainforest fish tank. Upstairs, a second large game room offers endless possibilities—convert it into extra bedrooms, a playroom, or a media space. Formal dining and sitting rooms provide elegance, while the massive circle driveway allows for effortless parking. Outside, enjoy a well-placed sprinkler system, beautiful landscaping, fresh exterior paint (2023), a fenced dog run, a back porch with serene pond views, and a sidewalk encircling the entire home. Located in The Harbors at the edge of town near USAO and I-44, this home offers privacy with convenience—no flood insurance required! Meticulously maintained with no deferred maintenance, this is a rare opportunity to own a move-in-ready home in an unbeatable location. Schedule your private showing today!

2210 Lakewood Drive, Chickasha

$299,999
4 Beds ⋅ 2 Baths ⋅ 1221513 MLS
Escape the city to this beautifully updated 4-bedroom, 2-bath retreat sitting on nearly 6 acres of Oklahoma gold. Spanning 2404, this home offers the perfect balance of rural peace and modern peace of mind—including a brand-new roof (July 2025) and an on site storm shelter. The interior features a split floor plan highlighted by a luxurious primary suite. You’ll love the spa-like master bath, featuring a classic claw-foot tub and a sprawling walk-in closet. Outside, the possibilities are endless: enjoy sunset views from the back patio or head over to the massive 50x30 shop, fully equipped with electricity for your projects or equipment. Perfectly positioned for commuters: just 13 minutes north of Chickasha, 10 minutes from Pocasset, and under an hour from the heart of OKC!

585 County Road 1310, Chickasha

$299,990
4 Beds ⋅ 3 Baths ⋅ 1216841 MLS
The HADLEY is our fastest selling floorpan in the highly sought after Sleepy Hollow community! We know you are going to fall in love with the thoughtful design/layout of the Hadley! This brand-new, energy-efficient beauty is nestled in one of the area’s most sought-after communities, this spacious 4-bedroom, 2.5 -bath home (with a bonus tech area!) was designed with comfort, style, and everyday living in mind. Step inside and you’ll be greeted by elevated ceilings that make the open living spaces feel light and airy, while luxury vinyl plank flooring runs throughout the main areas adding warmth and texture. The heart of the home—the kitchen—features a sleek quartz island that perfectly balances modern design with timeless appeal. And the large covered back patio is an extension of your home. You’ll love knowing this home is built for the future, with a high-efficiency HVAC system, EV charger, tankless water heater, and a 10-year structural warranty giving you peace of mind. Outside, the beautifully landscaped yard creates instant curb appeal, making this house feel like home from the very first glance. Located just minutes from the Turnpike and close to major employers like Cimarron Trailer, Standley Systems, HSI Sensing, LSPI, and Fort Sill, you’ll have both convenience and community right at your doorstep. Reserve this brand new energy efficient home today before it is gone like the others! This isn’t just a place to live—it’s a place to plant roots, gather, and make memories for years to come.

928 Shady Meadow Way, Chickasha

$255,000
4 Beds ⋅ 3 Baths ⋅ 1202669 MLS
If you’ve been looking for a spacious home on a large lot, this may just be the one! Check out this stunning custom home on .82 acres MOL just on the edge of Chickasha city limits. Upon entering the home, you'll find a designated office/study or sitting room, and a large open living room with tons of natural light and vaulted ceilings. The primary bedroom is just off the living room, and includes an ensuite bathroom with a soaking tub and shower. Right off the primary bathroom, you will find an additional bedroom that could also be used as a game room, play room, craft room, etc! The kitchen is home to beautiful oak cabinetry, and an attached dining room. Down the hall, you will find the other two bedrooms, additional bathroom, and the laundry room. Just outside the laundry room door, there's a great breezeway giving you covered access to your two car garage! The back yard is sprawling and a great place to hang out, enjoy the wooden deck right off the back door! There have been several updates made to the home in the last two years, including a new hot water heater, new dishwasher, soffit and fascia replaced, new siding, French doors installed, and more! You really need to see this home and picture the possibilities, schedule your showing today!

2303 Lakewood Drive, Chickasha

$250,000
3 Beds ⋅ 2 Baths ⋅ 1237922 MLS
Beautiful slice of the country! This 3 bedroom, 2 bath home sits on 10 acres mol 6 miles West of Lake Burtishi. 30x40 shop, fenced backyard, lovely porch to watch the sunrise. This home has had the lateral lines replaced, new water heater in June 2026, remodeled bathroom with zero entry shower in 2024, updated kitchen with wood cabinets, a big pantry and an eat in area. There is also a place for a wood burning stove! Living room has a beautiful picture window facing the sunsets and a separate dining room. Wonderful well water, chicken coop and an old corral behind the home. Property is fenced on all sides, large 2 car metal carport and so much more, please make an appointment to see this beautiful home and make it yours!

39067 County Street 2730, Chickasha

$247,000
4 Beds ⋅ 2 Baths ⋅ 1219802 MLS
Welcome Home to Sleepy Hollow | 4 Bed | 2 Bath | Modern Comfort Meets Timeless Charm Step inside this brand new, energy-efficient beauty nestled in the highly sought-after Sleepy Hollow Addition—where small-town peace meets big-city access. From the moment you walk through the door, you'll feel it: this is home. With 4 spacious bedrooms, 2 full bathrooms, and a wide open floor plan, this thoughtfully designed home offers space to gather, grow, and make memories that last. The heart of the home—the kitchen—features gorgeous quartz countertops, gorgeous backsplash, and gas cooking that invites you to slow down and savor every moment. Whether it’s weeknight dinners or holiday feasts, this space was made for connection. You’ll love the attention to detail—tankless water heater, gas heating, EV charger ready, and energy-efficient systems throughout that make life easier, greener, and more affordable. Step outside to your covered back patio, ideal for quiet mornings with coffee or lively evenings with friends. This is outdoor living the way it was meant to be—peaceful, private, and part of something special. Perfectly positioned with easy Turnpike access, you can be in the hustle and bustle of Fort Sill, Grady County Memorial Hospital, or downtown Chickasha in minutes. Whether you’re commuting to Chickasha Public Schools, LSPI, HSI Sensing, Standley Systems, or serving your community at the Chickasha Police Department, this location brings balance to your busy life. Every room feels like a breath of fresh air—light-filled, spacious, and crafted with care. Because home isn’t just where you live. It’s where your story begins. Your forever home is waiting in Sleepy Hollow—come and feel the difference.

920 Shady Meadow Way, Chickasha

$240,500
3 Beds ⋅ 2 Baths ⋅ 1217664 MLS
Stunning New 3 Bed, 2 Bath Energy-Efficient Home – One of Our Most Popular Floorplans! Alright, listen — this home is a showstopper, and I would know. We’re talking a brand new, beautifully designed 3 bedroom, 2 bath home that checks every box. It’s spacious, thoughtfully laid out, and features elevated ceilings in the living areas and the primary suite — because you deserve to feel fabulous the moment you walk in. The massive island kitchen is a total centerpiece — complete with a gorgeous quartz flush bar top that’s perfect for entertaining (or just keeping things chic while you sip your morning coffee). And with luxury vinyl plank flooring throughout, the whole space feels clean, modern, and elegant. This home is also energy-efficient with smart features like a tankless water heater and even an EV charger in the garage. You’re not just living — you’re future-proofing.You’ll love knowing this home is built with a high-efficiency HVAC system, you have added piece of mind knowing that you have a 10-year structural warranty on top of your 1 year buildes warranty! Outside, the beautifully landscaped yard creates instant curb appeal, making this house feel like home from the very first glance. Located just minutes from the Turnpike and close to major employers like Cimarron Trailer, Standley Systems, HSI Sensing, LSPI, and Fort Sill, you’ll have both convenience and community right at your doorstep (with easy access to the turnpike and highway, you’re connected to everything, effortlessly) It’s stylish, smart, and seriously in demand. If you’re looking for something special — look no more! Reserve your new home today!!

924 Shady Meadow Way, Chickasha

Copyright © 2026 MLSOK, Inc. This information is believed to be accurate but is not guaranteed. Subject to verification by all parties. The listing information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This data is copyrighted and may not be transmitted, retransmitted, copied, framed, repurposed, or altered in any way for any other site, individual and/or purpose without the express written permission of MLSOK, Inc. Information last updated on .