Chickasha, OK Homes for Sale under $300,000

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  /33

  $225,500

  • 3 Beds
  • 2 Baths
  • 1,735 Sq Ft

  2225 W Country Club Rd, Chickasha, OK 73018

  Welcome to 2225 Country Club Road in Chickasha, Oklahoma! This charming 3-bedroom, 2-bath home offers the perfect blend of comfort, space, and summertime living.Step inside to a spacious living room that’s ideal for hosting friends, relaxing after a long day, or enjoying movie nights together. The open dining area flows seamlessly into the kitchen, creating a great space for gathering—whether

  

  Sarah Neal

  Metro Brokers of Ok Connect

  (405) 870-2465

  2225 W Country Club Rd, Chickasha, OK 73018
• Explore Chickasha

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  /41

  $260,000

  • 4 Beds
  • 2 Baths
  • 1,826 Sq Ft

  2830 W Georgia Ave, Chickasha, OK 73018

  **MOTIVATED SELLER** Bring ALL offers! Back on the Market at now fault of the Seller! You don't want to miss this one!Welcome to this beautifully updated 4-bedroom home set on 2.23 peaceful acres. Recently renovated throughout, this property offers a perfect blend of modern comfort and tranquil surroundings. The open-concept living space features new recessed lighting and a stunning kitchen

  

  Jennifer Freeman

  Weichert Realtors Centennial

  (405) 914-5249

  2830 W Georgia Ave, Chickasha, OK 73018
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  /48

  $225,000

  • 3 Beds
  • 2 Baths
  • 1,803 Sq Ft

  728 S 13th St, Chickasha, OK 73018

  Sitting on a large corner lot at 728 S 13th ST, Chickasha, OK 73018, this property offers an opportunity to own a single-family residence in Chickasha with a fenced yard, garage, carport and easy in/out drive. This home offers a chance to settle into a comfortable lifestyle including three bedrooms that present a personal space for your specific needs and tastes. The home also features two

  

  Suehzen Mosley

  Century 21 Mosley

  (405) 433-7277

  728 S 13th St, Chickasha, OK 73018
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  /33

  $299,999

  • 4 Beds
  • 2 Baths
  • 2,404 Sq Ft

  585 County Road 1310, Chickasha, OK 73018

  Escape the city to this beautifully updated 4-bedroom, 2-bath retreat sitting on nearly 6 acres of Oklahoma gold. Spanning 1,886 sq. ft., this home offers the perfect balance of rural peace and modern peace of mind—including a brand-new roof (July 2025) and an onsite storm shelter. The interior features a split floor plan highlighted by a luxurious primary suite. You’ll love the spa-like master

  Lindsey Bunch LB Realty Group-MB of Oklahoma

  585 County Road 1310, Chickasha, OK 73018
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  /29

  $237,500

  • 4 Beds
  • 2 Baths
  • 1,856 Sq Ft

  2220 Dillards Dr, Chickasha, OK 73018

  Come home to this charming 4-bedroom brick home in a quiet, established neighborhood. Step inside a welcoming entry leading to a warm and inviting living space filled with natural light. The modern kitchen is the heart of the home, boasting updated cabinetry, new tile backsplash, ample counter space, and a functional layout perfect for cooking and entertaining. The spacious primary suite features

  Cynthia Proctor Bricks and Branches Realty

  2220 Dillards Dr, Chickasha, OK 73018
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  /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. 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 inside! Upon entering, you’re greeted with brand-new updates and gorgeous woodwork that flows

  Rebecca Owens Downtown Realty Group

  1527 S 5th St, Chickasha, OK 73018
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  /48

  $210,000

  • 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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  /36

  $289,900

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  854 County Road 1315, Chickasha, OK 73018

  This home has been completely remodeled. There is a new HVAC and new windows. It has a spacious living room. Also an addition that could be a 2nd living area, play room, or office. It has 1.25 acres. There is a new privacy fence on 2 sides of the yard. For a showing, please contact the listing agent and owner Alyson Thee 918 200 8423.

  ALYSON THEE CORNERSTONE REAL ESTATE GROUP, LLC

  854 County Road 1315, Chickasha, OK 73018
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  /41

  $285,000

  • 4 Beds
  • 2.5 Baths
  • 2,594 Sq Ft

  2479 County Street 2807, Chickasha, OK 73018

  Spacious 4-bedroom, 2.5-bath home situated on a 1-acre lot just outside city limits—enjoy the quiet of rural surroundings with no direct rear neighbors, yet only a 5-minute drive to town. The flexible layout includes three separate living areas that can be used as living, dining, or whatever space is needed to fit your needs. There’s also a fifth flex room with an attached half bath—ideal for a

  Heather Schleeper Heather & Company Realty Group

  2479 County Street 2807, Chickasha, OK 73018
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  /26

  $209,500

  • 4 Beds
  • 2.5 Baths
  • 1,670 Sq Ft

  109 S 9th St, Chickasha, OK 73018

  This beautifully remodeled 4 bed, 2.1 bath home is a true showstopper from top to bottom. Every detail has been thoughtfully updated with the most tasteful finishes, from the fresh, modern paint colors to the stylish flooring that flows seamlessly throughout the home. Step inside and you’ll immediately appreciate the inviting layout, offering plenty of space for both everyday living and

  Jason Baker Downtown Realty Group

  109 S 9th St, Chickasha, OK 73018
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  /40

  $279,900

  • 3 Beds
  • 3 Baths
  • 2,038 Sq Ft

  802 S 12th St, Chickasha, OK 73018

  Situated on a corner lot in Chickasha, this beautiful 3 bedroom, 3 bathroom home offers approximately 2,250 square feet of living space with plenty of room to spread out. The interior features a comfortable layout with spacious living areas and large windows that bring in natural light throughout the home. Energy efficient Low E windows and recently added attic insulation help improve comfort

  Amanda Bertelli Eastwood Realty Group Inc BO

  802 S 12th St, Chickasha, OK 73018
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  /48

  $269,000

  • 4 Beds
  • 2.5 Baths
  • 3,048 Sq Ft

  727 S 16th St, Chickasha, OK 73018

  Welcome to 727 S 16th Street in Chickasha! This 4-bedroom, 2 full bath, 1 half bath home offers space, flexibility, and functionality in an established neighborhood. Situated on a desirable corner lot, you’ll appreciate the extra yard space and added curb appeal. Inside, you’ll find generous living areas with a layout that provides room for everyone. The kitchen offers great workspace and

  Cheryl Gruntmeir Always Real Estate

  727 S 16th St, Chickasha, OK 73018
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  /19

  $259,000

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

  3015 Brooke Rd, Chickasha, OK 73018

  Assumable loan available at an attractive 4.75% interest rate — a rare opportunity for qualified buyers. Spacious 4-bedroom, 2-bath home on an oversized corner lot with a 2-car garage and an open-concept layout designed for comfortable living and entertaining. Lightly lived in for just three years and well maintained, this home features one of the largest living areas in the community. The

  Brian Jamison Salt Real Estate Inc

  3015 Brooke Rd, Chickasha, OK 73018
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  /32

  $250,000

  • 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 Inc BO

  513 County Road 1390, Chickasha, OK 73018
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  /22

  $207,500

  • 3 Beds
  • 2 Baths
  • 2,046 Sq Ft

  325 S 10th St, Chickasha, OK 73018

  Welcome to 325 S 10th, a beautifully remodeled home offering a fresh, move-in ready living experience. This updated property features modern finishes, refreshed interior spaces, and a comfortable layout designed for everyday living. Enjoy bright living areas, updated details throughout, and the convenience of a home that has already been thoughtfully improved. Situated in a convenient location

  Madison Mosley Century 21 Mosley

  325 S 10th St, Chickasha, OK 73018
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  /47

  $279,900

  • 3 Beds
  • 1.5 Baths
  • 2,407 Sq Ft

  628 W Dakota Ave, Chickasha, OK 73018

  Charming Modern Farmhouse Near Downtown – Perfect for Entertaining and Everyday LuxuryDiscover this stunning two-story modern farmhouse that blends timeless character with contemporary style, just minutes from all the exciting attractions, dining, and shopping downtown has to offer. This spacious stucco home welcomes you with beautifully updated landscaping and undeniable curb appeal. Step

  Sarah Van Ess Downtown Realty Group

  628 W Dakota Ave, Chickasha, OK 73018
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  /47

  $259,000

  • 4 Beds
  • 2.5 Baths
  • 2,381 Sq Ft

  2303 Lakewood Dr, Chickasha, OK 73018

  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

  Blair Mosley Century 21 Mosley

  2303 Lakewood Dr, Chickasha, OK 73018
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  /46

  $299,900

  • 5 Beds
  • 2 Baths
  • 2,640 Sq Ft

  701 S 6th St, Chickasha, OK 73018

  This exquisite Victorian charmer, ideally situated on a large corner lot in Chickasha, invites you to experience historic grandeur, starting with the stunning original woodwork gracing the banister upon entry. The chef's kitchen continues this theme of beautiful craftsmanship with complementary wood details, creating a warm and inviting space perfect for culinary endeavors. Boasting five spacious

  Tara Levinson LRE Realty LLC

  701 S 6th St, Chickasha, OK 73018
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  /17

  $219,000

  • 4 Beds
  • 2.5 Baths
  • 1,778 Sq Ft

  24 Ridgecrest Dr, Chickasha, OK 73018

  This house would be an ideal floor plan for a family needing a mother in law set-up, since the 2nd living room connects to the primary suite. Beautiful home and great location! This solid, updated, brick ranch-style is located a few blocks from USAO, and closeby Chickasha's main shopping and restaurant hub. The home has great curb appeal, situated in a cul-de-sac-like setting, perched on a hill,

  galen tanquary Ariston Realty LLC

  24 Ridgecrest Dr, Chickasha, OK 73018
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  /18

  $235,000 Open Sun 2PM - 4PM

  • 3 Beds
  • 2 Baths
  • 2,522 Sq Ft

  107 Rosewood Dr, Chickasha, OK 73018

  Welcome home to this charming 3 bedroom, 2 bathroom property offering plenty of space to enjoy family gatherings and everyday comfort. The inviting layout provides room to relax, entertain, and make lasting memories. Located in a well-established neighborhood right by the golf course, you can enjoy views, and recreation just steps away. Plus, you’re only minutes from the beautiful local park—home

  Shelby Williams Salt Real Estate Pauls Valley

  107 Rosewood Dr, Chickasha, OK 73018
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  /38

  $259,009

  • 4 Beds
  • 2 Baths
  • 2,044 Sq Ft

  804 S 12th St, Chickasha, OK 73018

  This charming 4-bedroom, 2-bath brick home has been beautifully maintained. Step inside to find a spacious floor plan with warm natural light throughout. The updated kitchen features granite countertops, stainless steel appliances, and plenty of cabinet space, perfect for any home chef.Each bedroom offers comfort and functionality, while both bathrooms are well-preserved with classic finishes

  Shari Brunt Always Real Estate

  804 S 12th St, Chickasha, OK 73018
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  /31

  $299,999

  • 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
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  /19

  $219,680 New Construction

  • 3 Beds
  • 2 Baths
  • 1,333 Sq Ft

  916 Shady Meadow Way, Chickasha, OK 73018

  Your Fresh Start Begins Here | 3 Bed | 2 Bath | Built for Beauty, Built for Life There’s something powerful about stepping into a brand-new home—that calming sense of peace, of safety, and of possibility. Welcome to this gorgeous, energy-efficient 3-bedroom, 2-bath home where style meets strength, and every square foot is designed with your future in mind. From the inviting covered front porch to

  John Burris Central Oklahoma Real Estate

  916 Shady Meadow Way, Chickasha, OK 73018
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  /16

  $214,780 New Construction

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

  917 Hazy Brook Cir, Chickasha, OK 73018

  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

  John Burris Central Oklahoma Real Estate

  917 Hazy Brook Cir, Chickasha, OK 73018
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  /3

  $240,500 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 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

  John Burris Central Oklahoma Real Estate

  924 Hazy Brook Cir, Chickasha, OK 73018
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  /3

  $240,500 New Construction

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

  924 Shady Meadow Way, Chickasha, OK 73018

  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

  John Burris Central Oklahoma Real Estate

  924 Shady Meadow Way, Chickasha, OK 73018
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  /3

  $284,500 New Construction

  • 4 Beds
  • 2 Baths
  • 1,876 Sq Ft

  920 Hazy Brook Cir, Chickasha, OK 73018

  BRAND NEW | MODERN | MUST SEE Fall in love with this spacious 4 bed, 2 bath 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

  John Burris Central Oklahoma Real Estate

  920 Hazy Brook Cir, Chickasha, OK 73018
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  /8

  $233,811 New Construction

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

  908 Shady Meadow Way, Chickasha, OK 73018

  Live your American dream in this brand-new, immaculately designed 3?BR / 2?BA home – where modern luxury meets heartfelt promise. Step inside a luminous, open-plan sanctuary that feels expansive and inviting from the moment you walk through the front door. Gorgeous, harmonious color palettes blend soft neutrals with warm accents, creating an environment that’s both restful and uplifting—an

  John Burris Central Oklahoma Real Estate

  908 Shady Meadow Way, Chickasha, OK 73018
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  /20

  $221,390 New Construction

  • 3 Beds
  • 2 Baths
  • 1,333 Sq Ft

  908 Hazy Brook Cir, Chickasha, OK 73018

  BRAND NEW. BEAUTIFULLY BUILT. MUST SEE! This stunning 3 bed, 2 bath energy-efficient home in the highly sought-after Sleepy Hollow subdivision is the perfect blend of comfort, style, and smart living. From the moment you arrive, the covered front porch welcomes you home—while the covered back patio invites you to relax and unwind. Inside, you’ll fall in love with the open, flowing floorplan,

  John Burris Central Oklahoma Real Estate

  908 Hazy Brook Cir, Chickasha, OK 73018
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  /35

  $209,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,282 Sq Ft

  2809 Scissortail Blvd, Chickasha, OK 73018

  ****BUILDER WILL PAY $5,000 TOWARD BUYER'S CLOSING COSTS, FENCE, OR OTHER UPGRADES. IN ADDITION, PREFERRED LENDER IS PROVIDING A BUYER'S CLOSING COST CREDIT UP TO 1% DEPENDING ON LOAN TYPE!****This charming 3-bedroom, 2-bathroom home offers 1,282 square feet of comfortable living space that's perfect for anyone looking to settle into a welcoming neighborhood. The heart of the home features a

  Keesty Forney Metro Brokers of Oklahoma Cent

  2809 Scissortail Blvd, Chickasha, OK 73018
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  /37

  $224,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,385 Sq Ft

  2813 Scissortail Blvd, Chickasha, OK 73018

  ****BUILDER WILL PAY $5,000 TOWARD BUYER'S CLOSING COSTS, FENCE, OR OTHER UPGRADES. IN ADDITION, PREFERRED LENDER IS PROVIDING A BUYER'S CLOSING COST CREDIT UP TO 1% DEPENDING ON LOAN TYPE!****Welcome to your new home in Chickasha! This charming 3-bedroom, 2-bathroom house offers 1,385 square feet of comfortable living space that's perfect for families or anyone looking to spread out a bit. The

  Keesty Forney Metro Brokers of Oklahoma Cent

  2813 Scissortail Blvd, Chickasha, OK 73018
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  $211,000 New Construction

  • 4 Beds
  • 2 Baths
  • 1,876 Sq Ft

  Ferris Plan at Sleepy Hollow, Chickasha, OK 73018

  Colony Fine Homes Builder

  926 Hudson Road St Unit 37540621, Chickasha, OK 73018
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  $211,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,005 Sq Ft

  Hadley Plan at Sleepy Hollow, Chickasha, OK 73018

  Colony Fine Homes Builder

  926 Hudson Road St Unit 37540536, Chickasha, OK 73018
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  $211,000 New Construction

  • 4 Beds
  • 2 Baths
  • 1,853 Sq Ft

  Finley Plan at Sleepy Hollow, Chickasha, OK 73018

  Colony Fine Homes Builder

  926 Hudson Road St Unit 36916272, Chickasha, OK 73018
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  $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
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  $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
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  $211,000 New Construction

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

  Belmore Plus Plan at Sleepy Hollow, Chickasha, OK 73018

  Colony Fine Homes Builder

  926 Hudson Road St Unit 36916239, Chickasha, OK 73018
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  $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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  $211,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,394 Sq Ft

  Bristol Plan at Sleepy Hollow, Chickasha, OK 73018

  Colony Fine Homes Builder

  926 Hudson Road St Unit 36916229, Chickasha, OK 73018
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  $211,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,333 Sq Ft

  Abingdon Plan at Sleepy Hollow, Chickasha, OK 73018

  Colony Fine Homes Builder

  926 Hudson Road St Unit 36916227, Chickasha, OK 73018

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