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$209,900
3 Beds 2 Baths 1235207 MLS
Brand New Energy-Efficient Home in Sought-After Sleepy Hollow Welcome to your forever home — a thoughtfully designed retreat where elevated ceilings, natural light, and intentional spaces invite you to breathe deeply, live fully, and settle into something truly special. Step inside and feel the difference. The spacious, continuous-flow layout creates a sense of calm and connection, perfect for everything from slow Saturday mornings to lively holiday gatherings. The living areas and primary bedroom boast soaring ceilings that elevate not only the space but the way you live in it. At the heart of the home, the kitchen stuns with timeless quartz countertops and an open design that brings everyone together — whether you're entertaining friends or simply cooking dinner with your favorite playlist in the background. And it doesn’t stop there. This home was built with today and tomorrow in mind. With energy-efficient systems throughout and an EV charger already installed in the garage, you're making a smart investment in both sustainability and convenience. Nestled in the highly desirable Sleepy Hollow neighborhood, you'll enjoy easy access to the Turnpike and a quick commute to Metro, Lawton, HSI Sensing, Standley Systems, LSPI, Amazon, and Halliburton — all while coming home to the peace and charm of a community that feels like it was made just for you. It’s not just a house. It’s a fresh start. A new chapter. A place where memories are made and stories begin. Come take a look — your next chapter is waiting. Sleepy Hollow | 3 Bed | 2 Bath | Quartz Counters | EV Charger | Energy-Efficient

917 Hazy Brook Circle, Chickasha

$240,000
3 Beds 2 Baths 1234410 MLS
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. Major updates include a new roof (2026), high efficiency windows (2023) and an updated electrical panel completed in 2020, offering added peace of mind. This home is move-in ready and conveniently located with easy access to local amenities. Don't miss the opportunity to make this inviting property your next home!

702 W Country Club Road, Chickasha

$254,990
4 Beds 2 Baths 1234101 MLS
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. But here's the truth: homes like this don’t wait. Not in this market. 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 one slip away. This is your chance. Schedule your showing today!

928 Hazy Brook Circle, Chickasha

$395,000
3 Beds 2 Baths 1233931 MLS
OPEN HOUSE - Sat., July 18 - 2 to 4 PM Put your business where it can grow. Located on 4 commercial acres along Country Club Road just west of Highway 81 south of Chickasha, this C-1 zoned property offers the ideal combination of visibility, space, and functionality for small business owners, contractors, service companies, landscapers, tradesmen, equipment operators, or entrepreneurs needing room to operate. The property includes a well-maintained ranch-style home that can serve as office space, employee housing, a live-work setup, or headquarters for your growing business. Inside you’ll find three bedrooms, two bathrooms, two living areas, and an oversized two-car garage. Recent improvements include a 2022 roof, 2024 septic system, and 2024 water softener. The standout feature is the 30’ x 50’ x 14’ insulated steel-frame shop, providing ample room for equipment storage, inventory, fabrication, service vehicles, workshops, or expanding operations. The 4-acre site offers abundant space for additional buildings, parking, outdoor storage, fleet vehicles, or future development. Positioned adjacent to Cedar Creek Apartments and surrounded by established commercial properties, this high-demand corridor continues to see growth and development. Whether you’re looking to relocate your business, expand your footprint, or invest in a property that works as hard as you do, this versatile commercial opportunity delivers.

523 W Country Club Road, Chickasha

$125,000
3 Beds 2 Baths 1229715 MLS
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 as a second living area, formal dining room, office, study, or gaming room. So many possibilities! The primary bedroom features its own ensuite bathroom, and the oversized laundry room offers abundant shelving, extra workspace, and a utility sink. Step outside and enjoy the sizable gated backyard from your covered back porch and extended deck, perfect for relaxing or entertaining. Covered parking includes a 2 car carport. New roof (November 2023), new siding (2023), new outside AC condenser, and new hot water heater (2024). Conveniently located with easy access to restaurants, shopping, and local events including the famous Festival of Lights.

1017 Grand Terrace, Chickasha

$112,500
3 Beds 2 Baths 1233349 MLS
Welcome home to this charming 3-bedroom, 1 full bath, 1 half bath property offering spacious living and plenty of natural light throughout. A large covered front porch provides the perfect place to relax and enjoy the outdoors. The large open living and dining area creates a comfortable space for everyday living and entertaining. Generously sized bedrooms provide room to relax, while the functional floor plan offers flexibility for a variety of lifestyles. Step outside to enjoy the large fenced backyard, perfect for pets, play, gardening, or outdoor gatherings. A detached one-car garage offers additional storage or workshop potential and is ready for your personal touch. With its welcoming front porch, bright interior, roomy layout, and outdoor space, this home is full of opportunity and ready for its next owner.

1809 S 14th 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

$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

$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

$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

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