Chickasha Homes with Rain Gutters Exterior features

Welcome to Chickasha, Oklahoma – a charming city nestled in Grady County that beautifully blends small-town warmth with a vibrant community spirit. Known for its rich history and friendly atmosphere, Chickasha offers a unique mix of cultural attractions, outdoor activities, and a strong sense of community. With its picturesque parks, local festivals, and a thriving downtown area, residents enjoy a lifestyle that is both relaxed and engaging.

Chickasha is also home to a variety of beautiful homes that cater to diverse tastes and lifestyles. One notable feature in many of these residences is the inclusion of rain gutters, which enhance both the functionality and aesthetic appeal of the property. Rain gutters are not just a practical addition; they help protect your home from water damage by efficiently directing rainwater away from the foundation. This is especially important in Oklahoma, where seasonal rains can be unpredictable.

The homes in Chickasha often boast charming exteriors, featuring classic architectural styles that reflect the city’s history. Many properties come with well-maintained yards and gardens, creating inviting spaces for families and friends to gather. From cozy bungalows to spacious family homes, you’ll find a range of options that suit every budget and preference.

Living in Chickasha means enjoying a strong sense of community while having access to modern amenities and services. Whether you’re new to the area or looking to settle down, Chickasha offers a welcoming environment that makes it easy to call this delightful city home. Explore the possibilities and discover the charm of Chickasha today!

Newest Chickasha Homes with Rain Gutters Exterior features

$214,900

3 Beds ⋅ 2 Baths ⋅ 1250489 MLS

Welcome to 143 Orchard Drive! This 3-bedroom, 2-bath home offers a spacious and functional layout with plenty of room inside and out. The updated kitchen features granite countertops, stainless steel appliances, subway tile backsplash, ample cabinet storage, breakfast bar seating, and an eat-in dining area with a large window overlooking the backyard. The home offers multiple living and dining spaces, giving you flexibility for entertaining, a home office, or additional family space. The living room features a fireplace, built-in shelving and cabinetry, and direct access to the covered back patio. The oversized primary bedroom includes a private bath and double closets. Step outside to a large, privacy-fenced backyard with plenty of room for kids, pets, gardening, or outdoor entertaining. The covered patio provides a shaded place to relax and enjoy the backyard. Additional features include an indoor laundry room with built-in storage, an attached 2-car garage, and additional backyard storage. Conveniently located in an established Chickasha neighborhood, 143 Orchard Drive offers plenty of space, a practical floor plan, and a backyard that's hard to find. Schedule your showing today!

143 Orchard Drive, Chickasha

$252,500

3 Beds ⋅ 2 Baths ⋅ 1240364 MLS

Y'all, this is the kind of place that feels like home the minute you pull into the driveway. Beautifully remodeled and sitting on over a quarter-acre lot, this spacious 1,985-square-foot home has all the fresh updates you've been looking for. Step inside to discover gorgeous designer-inspired color palettes, brand-new carpet, and fresh paint throughout, creating a bright, inviting space that's ready for you to make memories. Every room feels refreshed, blending timeless comfort with modern style. Outside, the oversized lot gives you plenty of room to entertain, garden, play, or simply enjoy peaceful evenings under the open sky. Whether you're hosting family cookouts or sipping your morning coffee on the patio, you'll appreciate the extra space and the sense of home this property offers. Beautifully updated, move-in ready, and full of charm, this is one you'll want to see for yourself. Come on home!

1904 S 21st Street, Chickasha

$124,500

2 Beds ⋅ 1 Baths ⋅ 1240086 MLS

** Qualifies for USDA, VA, & FHA Financing ** This charming 2 bedroom, 1 bath brick home nestled in a beautiful rural setting surrounded by mature trees. Enjoy a large gated, fully fenced yard and two storage sheds, offering plenty of space for hobbies, pets, or outdoor living. Inside, you'll find new luxury vinyl plank flooring throughout the living areas and bathroom, fresh paint, a nice remodeled shower (2024), and the peace of mind a storm shelter safe room and a brand-new HVAC system installed in July 2026. This property is eligible for VA, FHA, and USDA financing, making homeownership more accessible to a variety of buyers. Whether you're looking for your first home, a place to downsize, or a peaceful country retreat, this one is a must see! Don't miss your opportunity and schedule your private showing today!

2707 County Street 2831 Street, Chickasha

$199,995

3 Beds ⋅ 2 Baths ⋅ 1238113 MLS

Discover this newly painted and contemporary living at 2928 Westbrook ST, Chickasha, OK 73018, a single-family residence built in 2021. This property offers a fresh start in a home designed for modern comfort. The three bedrooms provide versatile spaces, accommodating various needs from tranquil sleeping quarters to productive home offices. A two-car garage offers convenient and secure parking, along with additional storage possibilities. This thoughtfully designed residence presents an exceptional opportunity to embrace a new chapter in Chickasha. A new roof and siding will be replaced prior to closing.

2928 Westbrook Street, Chickasha

$279,000

5 Beds ⋅ 2 Baths ⋅ 1237638 MLS

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 bedrooms and two generously sized bathrooms—one featuring a luxurious soaker tub and the other a charming claw foot tub—this home offers both comfort and classic style. For year-round comfort and energy savings, both HVAC systems were replaced in July 2024 with new, high-efficiency units; the upstairs system includes all-new ductwork, vents, and 12 inches of freshly blown-in insulation, while the downstairs system was professionally cleaned and serviced for optimal performance. This is an extraordinary opportunity to transform this historic gem into your dream home!

701 S 6th Street, 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, neighborhood is right next to the Drovers Hills Public GOLF Course. 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

$445,000

3 Beds ⋅ 3 Baths ⋅ 1216848 MLS

Beautiful Home in Chickasha, Oklahoma for sale by broker Jon Brown. This home is 2992 sq. ft. with 3 bedrooms, 2 1/2 baths, Living area, media room, kitchen with bar and breakfast nook, dining area, utility, huge 3 car garage with shop area and stairs to large attic. The home located in one of the nicest additions in Chickasha, just south of Golf course, on a wonderful lot overlooking a small lake. The home has a special feel given the planning and thoughtful design of builder. This quality level of home just doesn't come up for sale in Chickasha. This is not an auction but first winning offer gets the prize.

3304 Pondridge Road, Chickasha

Start Your Search

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 .