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$800
1233168 MLS
This renovated multi-use space in downtown Chickasha offers a fantastic opportunity to join a growing and revitalized business district. The space has 1,000 sq. ft., features three distinct areas: a showroom/lobby, an office and a studio/storage space. It includes two front entrances, a handicap accessible bathroom. The building is home to established businesses such as a chiropractor, hair salon, pet groomer, adult daycare with a grocery store conveniently located across the street. Chickasha, known for the University of Science of Arts of Oklahoma (USAO), the celebrated Festival of Light and the Grady County Fairgrounds --which hosts numerous events year-round -- provides a dynamic and vibrant setting for businesses.

209 S 5th Street, Chickasha

$220,000
3 Beds 3 Baths 1232959 MLS
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 Festival of Light just 2 miles away at Shannon Springs Park. The main structure includes two side-by-side units (#925 and #927), both with a new roof, new HVAC, new windows, new plumbing, and washer/dryer hookups as an added luxury. Units 925 and 927 are fully remodeled with new flooring, paint, updated kitchen, and bath. Unit 927 features a new gate on the fenced in patio section. The third unit (113 S. 10th St.), is a detached unit with a garage for its special feature! This unit was recently refreshed with paint, updated flooring, and a remodeled bathroom. Exterior improvements included removing several large trees for added peace of mind. All units are currently tenant-occupied with active leases, and all pay on time! With rents at $650 for unit #925, $700 for unit #927, and $750 for the garage unit, this property is a perfect turnkey addition to any investment portfolio.

925 W CHICKASHA Avenue, Chickasha

$286,500
4 Beds 2 Baths 1232833 MLS
MOVE IN READY, close in 30 days! $0 down options, USDA & VA eligible!! rate buy down options!! This beautifully crafted home combines comfort and style in the highly sought-after Sleepy Hollow community! Fall in love with this spacious 4 bed, 2 bath brand new energy-efficient home that perfectly blends comfort, style, and smart living. From the moment you walk in, the elevated ceilings in the living areas and primary suite create an open, airy feel that’s simply unforgettable. Enjoy gorgeous quartz countertops, luxury vinyl plank flooring, and a layout designed for real life—roomy, modern, and made to impress. 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 providing 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. Don’t wait—this is your chance to own new construction at an incredible value! Reserve this home today before someone else calls it home.

920 Hazy Brook Circle, Chickasha

$242,500
3 Beds 2 Baths 1232830 MLS
MOVE IN READY, close in 30 days! USDA & VA eligible!! Rate buy down options!!! This is more than a new home—it’s the fresh start you’ve been longing for. Step inside and feel the 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 just about beauty. It’s smart, too—energy efficient from top to bottom, with an EV charger ready for the future you’ve worked so hard to build. 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 providing 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. Don’t wait—this is your chance to own new construction at an incredible value! But here's the truth: homes like this don’t wait. Not in this market or this community. Not with features like these. And not with the feeling you get the moment you walk through the door—the undeniable sense that this is it. Don’t let this home slip away. This is your chance. Secure your new home in the fast selling Sleepy Hollow community today!

924 Hazy Brook Circle, Chickasha

$270,000
3 Beds 3 Baths 1230434 MLS
Stunning historic home full of character and timeless craftsmanship in the heart of Chickasha! Situated on a spacious 0.44-acre corner lot, this impressive 3 bedroom, 2 bathroom property offers over 3,300 square feet of living space with classic architectural details throughout. Built in 1900, this two-story brick home showcases beautiful arched entryways, clay tile roofing, and a truly unique traditional design that is hard to find. Inside, you’ll find expansive living areas perfect for entertaining, large bedrooms, and endless potential to make this historic gem your own. The exterior features mature landscaping, charming curb appeal, and a covered carport area. Conveniently located near downtown Chickasha, shopping, dining, and schools, this property combines historic elegance with everyday convenience. Whether you are looking for a one-of-a-kind residence or an investment opportunity, this home is sure to leave a lasting impression.

1224 W Minnesota Avenue, Chickasha

$368,500
3 Beds 2 Baths 1231106 MLS
Welcome to lakefront living in The Harbors! This beautifully maintained 3-bedroom, 2-bath home with a Brand new class 4 roof on 2 lots totaling approximately 1.5 acres, offering a rare combination of space, privacy, and waterfront views right in Chickasha. With direct pond access, mature trees, and multiple outdoor entertaining areas, the backyard feels like your own private retreat complete with a dock, covered patio, and stunning water views from the home. Inside, you’ll find spacious living areas full of character with rich wood flooring, detailed trim work, built-ins, and large windows that fill the home with natural light. The open kitchen features abundant cabinetry, a large center island with bar seating, and flows seamlessly into the oversized living room with a cozy fireplace. A second living area offers endless flexibility for entertaining, a game room, or formal sitting space, while the dedicated office with built-in shelving is perfect for working from home. The oversized primary suite overlooks the water and includes private patio access along with a spacious en suite bath featuring double vanities, soaking tub, walk-in shower, and plenty of storage. The 3-car garage includes a heated and cooled single-car bay that would make an ideal workshop, hobby room, gym, or extra storage space. Properties like this rarely come available in The Harbors — waterfront living, acreage, mature landscaping, and incredible views all wrapped into one unforgettable property.

2102 Lakewood, Chickasha

$215,900
3 Beds 2 Baths 1230258 MLS
Country Living at Its Finest – One Acre, Stunning Sunsets & USDA Eligible Experience the perfect blend of peaceful country living and modern comfort in this beautifully maintained 3-bedroom, 2-bath brick home situated on a picturesque one-acre homesite. With wide-open spaces, breathtaking Oklahoma sunsets, and welcoming neighbors, this property offers the lifestyle you've been dreaming about. Inside, you'll find attractive luxury vinyl plank flooring throughout the main living areas, creating a seamless, stylish look that's both durable and easy to maintain. The thoughtfully designed floor plan offers comfortable living spaces perfect for everyday life or entertaining family and friends. Outside, the possibilities are endless. Whether you envision gardening, raising a few animals, enjoying outdoor gatherings, or simply relaxing while taking in the panoramic western views, this property provides the space and freedom to make it your own. Parking is well accommodated with an attached one-car garage as well as an attached carport, providing covered parking for multiple vehicles. One of the property's most charming features is the included flock of laying chickens, allowing you to enjoy fresh eggs right from your own backyard—a delightful bonus for anyone seeking a true homestead experience. As evening falls, you'll appreciate the spectacular sunsets that paint the western sky, creating a breathtaking backdrop you'll never tire of. If you've been searching for a move-in ready property that combines country charm, practical amenities, and room to breathe, this exceptional home deserves a place at the top of your list. USDA financing eligible for qualified buyers.

254 County Road 1370 Road, Chickasha

$414,647
4 Beds 3 Baths 1229634 MLS
Introducing the stunning Aaliyah Elite — an exceptional 2,401 square-foot home designed to elevate everyday living with elegance, comfort, and modern sophistication. Nestled within Sleepy Hollow, one of Chickasha’s most highly sought-after communities, this beautifully crafted home features 4 spacious bedrooms, 2.5 luxurious bathrooms, the versatile space is perfectly suited for remote work, study space & everyday organization. The private owner’s retreat provides a peaceful escape with a spa-inspired ensuite bath and generous closet space, while the additional bedrooms offer flexibility. Step outside to the beautifully covered back patio overlooking a huge homesite, creating the perfect outdoor oasis for relaxing evenings, gatherings, and enjoying Oklahoma sunsets. Conveniently located just minutes from the turnpike, the Aaliyah Elite offers quick access to major employers including Cimarron Trailers, Stanley Systems, HSI Sensing, LSPI, and Fort Sill, making this home the perfect blend of luxury, convenience, and lifestyle. Discover the elegance of the Aaliyah Elite — where sophisticated design meets everyday functionality in the heart of Chickasha.

3812 W Hickorystick Drive, Chickasha

$380,411
4 Beds 3 Baths 1229629 MLS
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 heart of the home, showcasing stylish cabinetry, premium finishes, abundant counter space, and an inviting layout ideal for gatherings. Retreat to the serene owner’s suite featuring a spa-inspired bath and generous closet space, while the additional bedrooms provide flexibility. Step outside to enjoy the beautifully covered back patio overlooking an oversized homesite — the perfect setting for relaxing evenings, outdoor dining, and weekend entertaining. Ideally located just minutes from the turnpike, this exceptional home offers convenient access to major employers including Cimarron Trailers, Stanley Systems, HSI Sensing, LSPI, and Fort Sill, you'll have both convenience and an elevated lifestyle. Experience the perfect combination of sophistication, space, and location — a place you’ll be proud to call home.

3808 W Hickorystick Drive, Chickasha

$410,745
4 Beds 3 Baths 1229623 MLS
Meet the Chelsea in the highly sought after Sleepy Hollow community! We know you are going to fall in love with the thoughtful design and unrivaled expanse of the Chelsea! This brand-new, energy-efficient beauty is nestled in one of the area’s most desirable communities, presenting an extraordinary 4-bedroom, plus flex space, 2.5-bath layout, and a massive 3-car garage—all meticulously crafted to maximize comfort, style, and every aspect of modern living. Step inside and you’ll be greeted by dramatic, soaring ceilings that make the vast, open living spaces feel light, airy, and truly magnificent. The heart of the home—the kitchen—features a sleek quartz island that perfectly balances modern design with timeless appeal, creating an ideal central hub for large gatherings and effortless entertaining. Significantly expanding your usable space, the large covered back patio becomes a natural outdoor living room, perfect for enjoying the outdoors. You’ll enjoy total peace of mind knowing this home is built for the future. It includes a high-efficiency HVAC system, an EV charger, a tankless water heater, and a valuable 10-year structural 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 a fantastic 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 sprawling haven designed to plant roots, gather, and make memories for years to come.

3804 W Hickorystick Drive, Chickasha

$280,000
4 Beds 2 Baths 1229275 MLS
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, abundant natural light, and gorgeous plantation shutters throughout that add timeless elegance to every room. The spacious living area is anchored by a beautiful, stacked stone fireplace, creating a warm and inviting space for relaxing or entertaining. The thoughtfully designed kitchen features granite countertops, stainless steel appliances, ample cabinetry, a large center island with breakfast bar seating, and a spacious dining area perfect for gathering with family and friends. The owner’s suite offers a true retreat with a spa-like ensuite bathroom featuring a garden soaking tub, walk-in shower, dual vanities, and large walk-in closets. For added peace of mind, sellers installed an above-ground storm shelter/safe room conveniently located behind the beautiful barn doors in the owner’s suite. Secondary bedrooms are generously sized with spacious closets, providing comfort and flexibility for family, guests, or a home office. Outside, enjoy breathtaking Oklahoma sunsets from the covered back patio while overlooking the expansive backyard complete with a large storage shed on a concrete slab. With a spacious lot, modern finishes, a 2-car attached garage, and a peaceful setting that captures the feel of country living while still offering convenience, this home is the perfect place to create lasting memories.

910 Brookhollow Drive, Chickasha

$320,000
1229234 MLS
Positioned at one of the busiest intersections in Chickasha, this commercial property offers outstanding visibility, accessibility, and opportunity for a wide variety of business ventures. Known for many years as the home of Hicks Western Wear, this well recognized location carries strong local history and steady traffic exposure that businesses seek. The building features an open floor plan that provides the flexibility to design and customize the space to fit your specific business needs. Office space is located in the north one third of the building, creating a functional layout for administrative operations while maintaining expansive retail or showroom space throughout the remainder of the property. The building offers both front and rear entrances, allowing convenient customer and employee access while also opening the door for potential multi tenant use. Its layout presents the opportunity for a split concept with separate front and back tenant spaces, making it attractive for investors or business owners looking for additional income potential. Whether you envision retail, office, showroom, service industry, or a completely new concept, this property provides the foundation to bring your vision to life in a high traffic commercial location.

410 W Choctaw Avenue, Chickasha

$250,000
4 Beds 2 Baths 1227562 MLS
**ASSUME THIS 4.75% FHA LOAN — POTENTIALLY SAVE APPROXIMATELY $234 PER MONTH*** Rare assumable mortgage opportunity in Chickasha. Qualified buyers may be able to take over the seller’s low 4.75% FHA loan, subject to lender approval and FHA requirements. Compared with today’s higher interest rates, that could mean approximately $234 less per month—or nearly $14,000 in estimated savings over five years.* Adding even more value, a **new roof, new gutters, and new siding are being installed** as part of an insurance claim, giving the next owner major exterior improvements and added peace of mind. Built in 2022, this move-in-ready home offers 4 bedrooms, 2 bathrooms, approximately 1,840 square feet, an oversized corner lot, a fully fenced backyard with freshly stained fencing, and an attached 2-car garage. The bright, open-concept floor plan connects the spacious kitchen and living area, creating an ideal setting for everyday living and entertaining. Generously sized bedrooms provide flexibility for guests, a home office, or a growing household. Conveniently located near Chickasha shopping, dining, schools, and major highways, with easy access to the greater Oklahoma City metro. The sellers are relocating out of state, creating a rare opportunity to own a nearly new home with major exterior upgrades and a potentially assumable low-interest FHA loan. **Call today for loan details and to schedule your private showing.** *Estimated savings are not guaranteed. Loan assumption, eligibility, approval, payment, fees, and terms are subject to the existing lender, FHA guidelines, and buyer qualifications.

3015 Brooke Road, Chickasha

$133,500
4 Beds 2 Baths 1227278 MLS
Unique and versatile property in the heart of Chickasha! 408 S 5th Street offers endless possibilities with two spacious living areas connected by a stunning double-sided fireplace. Currently modified into a single-family residence, this property still retains a flexible layout that could easily be converted back into a duplex for added income potential. Featuring central heat & air, this home is ideal for multi-generational living, rental income, or a live/work setup with one side serving as office space and the other as comfortable living quarters. Conveniently located near downtown Chickasha, shopping, dining, and local amenities. Whether you’re an investor, business owner, or homeowner looking for space and options, this property is packed with opportunity.

408 S 5th Street, Chickasha

$289,000
3 Beds 2 Baths 1226139 MLS
Beat the heat! Cool earth-sheltered living has low utility bills! Sweeping PANORAMIC views of the Washita Valley from this stunning HILLTOP RETREAT just off Highway 62 east of Chickasha. Tucked away in a SECLUDED setting on 1.7 acres, this property delivers the kind of peace and scenery you just can’t find every day. Picture evenings on the FLAGSTONE PATIO by the OUTDOOR wood-burning FIREPLACE, watching the sky light up… and mornings filled with soft eastern sunlight pouring into your home. Inside, you’ll love the OPEN-CONCEPT kitchen, living, and dining area with travertine floors and natural light throughout. The kitchen is built to impress with stainless steel appliances, custom cabinetry, large pantry, spice pull-outs, and a spacious island made for gathering. Home features: - 2 PRIMARY SUITES - 3rd bedroom or study - Walk-in primary shower with dual shower system and integrated bench - Electric fireplace for efficient heating - CIRCLE DRIVE + winding private entry - PIPE & CABLE FENCING - NEW ROOF, gutters & retaining walls This is more than a home — it’s a VIEW, a setting, and a lifestyle. Convenient access to Hwy 62 and I-44. Minutes from Chickasha & Blanchard, OK. Friend School District. Ask about floor plan, video tour and survey available.

1395 US 62 Highway, Chickasha

$299,900
3 Beds 3 Baths 1226640 MLS
This amazing property sits on almost 1/2 acre in town! If you're an outdoor enthusiast, this is the home for you! Complete with koi pond with waterfalls and a walking bridge, a fire pit, and several outbuildings including a two car detached garage with shop area, you will feel like you're in your own little oasis outside of the city. Add string lights to the multiple power outlets in the garden and entertaining would be a breeze-and when weather gets unruly, the generator will keep things going and the inground storm shelter will give you peace of mind. There is an endless list of trees, flowers and foliage on the property and you could even add a vegetable garden for your own use. Inside, the living room resembles a beautiful lodge with natural wood on the walls and ceiling, stained glass windows, hand carved posts, faux log fireplace in the center of the stone hearth and a mosaic granite inlay around the edge completed by a skilled craftsman. There is a very large loft overlooking the living room that could be used as another bedroom or living space with an attached bathroom. Downstairs offers 3 bedrooms and 2 bathrooms, a formal dining room with built in china cabinets and the main bedroom features some rough cut timber to further enhance the lodge feel. Hvac is geothermal and has recently been serviced and a new capacitor installed. Metal roof on the home and garage! Don't let this gem slip by...it is truly a one of a kind property that offers unique and distinctive features!

1928 W Idaho Avenue, Chickasha

$310,000
3 Beds 2 Baths 1225709 MLS
A beautiful brick home with a NEW 2026 ROOF situated on a spacious rural setting, offering the perfect blend of comfort, functionality, and peaceful surroundings. This property features an inviting covered front porch, mature landscaping, and excellent curb appeal. NEW ROOF 2026! Step inside to an open-concept layout with a large living area, complete with a tray ceiling, abundant natural light, and a cozy fireplace with built-in shelving—perfect for relaxing or entertaining. The kitchen is a standout with rich wood cabinetry, ample counter space, stainless steel appliances, and a center island that flows into the living and dining areas. The home offers generously sized bedrooms and a well-appointed primary suite featuring a spa-like bathroom with a soaking tub, double vanity, and dual closets. Outside, enjoy wide-open space with room to roam, garden, or add a shop—ideal for those wanting a little extra elbow room without sacrificing convenience. Nice black chain fence covers a large area for children at play or pets.

722 County Road 1350, Chickasha

$1,850,000
4 Beds 5 Baths 1224848 MLS
Luxury estate on over 6.5 acres adjoining the Chickasha Golf & Country Club. This stunning 4-bedroom, 4.5-bath home offers over 7,200 sq ft of exceptional craftsmanship and thoughtful design. A grand two-story living area showcases a floor-to-ceiling stone fireplace, impressive dual staircases, and designer chandeliers imported from Germany and Italy—enhanced by a motorized lift for easy maintenance. Extensive knotty alder woodwork and high-end finishes are carried throughout the home, creating a warm yet sophisticated atmosphere. The gourmet kitchen features premium appliances, double ovens, a large island, and two walk-in pantries, making it ideal for both everyday living and entertaining. The private downstairs primary suite offers a true retreat with its own sitting area, beautiful golf course views, dual bathrooms, and separate walk-in closets. Three additional bedrooms are located upstairs, each offering balconies, walk-in closets, and private or adjoining bathrooms. Additional highlights include an executive office with custom built-ins, griffiths guarding the entrance, basement, safe room, and a spacious luxury laundry suite with a large linen room. Enjoy both indoor and outdoor fireplaces, multiple balconies, and exceptional outdoor living spaces. The property also features two expansive garage areas with capacity for 10+ vehicles, including additional workshop space—perfect for car enthusiasts or hobbyists. A rare opportunity to own one of Chickasha’s premier luxury properties.

1801 W Carolina Avenue, Chickasha

$575,000
1223767 MLS
Tastefully remodeled commercial building located at 307 S 7th Street in Chickasha. Currently leased on a month-to-month basis, offering immediate income potential or flexibility for an owner-user. This ADA-compliant property features a functional layout including a spacious conference room, multiple private offices, reception area, breakroom, and a large group workspace. Additional rooms are currently utilized as playrooms and visitation areas, providing versatility for a variety of business uses. The property also includes a laundry room, multiple storage areas, and a comfortable lounge space. Renovated approximately five years ago, the building is well-maintained and equipped with three HVAC units for efficient climate control. Ample parking and easy access make this an excellent opportunity for office, medical, counseling, or service-based businesses.

307 S 7th Street, Chickasha

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