Pleasant Hill Homes with Pool

Welcome to Pleasant Hill, Missouri, a charming city nestled in the heart of Cass County. Known for its friendly atmosphere and picturesque landscapes, Pleasant Hill is the perfect blend of small-town charm and modern convenience. With a rich history dating back to the mid-1800s, this vibrant community has evolved into a welcoming haven for families, retirees, and everyone in between.

Pleasant Hill boasts a variety of amenities, including local shops, parks, and dining options that cater to all tastes. The city is home to excellent schools and community events that foster a strong sense of belonging among residents. Nature enthusiasts will appreciate the nearby trails and recreational areas, making it easy to enjoy the great outdoors.

One of the standout features of homes in Pleasant Hill is the availability of properties with pools. Imagine spending warm summer days lounging by your private oasis, hosting barbecues with friends, or enjoying a peaceful evening swim under the stars. Homes with pools in Pleasant Hill offer the perfect retreat for relaxation and entertainment, making them highly sought after in this delightful community.

Whether you're looking for a family-friendly neighborhood or a serene escape, Pleasant Hill has something for everyone. With its beautiful homes, friendly residents, and a vibrant community spirit, it’s no wonder that so many are choosing to call Pleasant Hill home. Discover the joys of living in this enchanting city and explore the fantastic homes with pools that await you!

Newest Pleasant Hill Homes with Pool

$775,000

4 Beds ⋅ 4 Baths

Welcome to your private paradise. This custom-built reverse 1.5-story estate sits on a stunning acre lot surrounded by mature trees, breathtaking views and a new 4th car garage. Inside, an expansive open floor plan invites you in with upgraded flooring throughout and sunlit, generous room sizes. The chef’s kitchen features custom cabinetry, subtle under-cabinet lighting, and a walk-in pantry thoughtfully equipped with a direct garage pass-through door. Main-level living is at its finest in the primary suite, which connects seamlessly through a custom walk-in closet to the main-floor laundry room (with an additional laundry setup in the lower level). Outdoor living here is second to none. Entertain across the full-length rear deck, relax by the fire on the covered patio with its own outdoor fireplace, or take a dip in the custom in-ground pool with diving board. Space abounds in the lower level equipped with a bar! Exceptional custom quality on an irreplaceable lot—this home is a rare find.

1504 Country Club Drive, Pleasant Hill

Listing courtesy of Ken Hoover Group of Keller Williams KC North.

$650,000

4 Beds ⋅ 2.5 Baths

Seller Motivated !! Experience the perfect balance of country living and modern comfort with this beautifully maintained1 1/2 story home situated on 9 scenic acres Ideally located just off blacktop south of 50 hwy. This beautiful home features light filled living spaces, 4 bedroom, 2 1/2 baths designed for comfortable everyday living and entertaining. Step outside and enjoy your own private outdoor retreat featuring 30x15 inground pool with new cement patio creating the perfect setup for summer gatherings, relaxing weekends, and entertaining guests. The Stocked pond adds even more charm and recreation with bass, blue gill and catfish right from your own property. Need room for hobbies, storage, equipment, or workshop? The impressive 30x60 pole barn offers endless possibilities for contractors, hobbyists, car enthusiasts, small business owners, or anyone needing extra functional space. Plus a 30x36 barn. An additional storage shed provides even more versatility. If you've been searching for a country home with acreage, pool, pond, outbuilding, and easy highway access near the Kansas City metro area, this property delivers the rare combination of rural tranquility and modern convenience. This is more than a home. It's a lifestyle opportunity with space to live , relax, entertain, and enjoy the outdoors.

38206 E 177 Street, Pleasant Hill

Listing courtesy of Cathy Pollard of RE/MAX Elite, REALTORS.

$580,000

5 Beds ⋅ 3 Baths

Nestled on 20± scenic acres just south of Lone Jack, this versatile 5-bedroom, 3-bath home offers the perfect blend of peaceful country living, functionality, and endless potential in Cass County. Thoughtfully designed for flexibility, the home features an enclosed heated and cooled breezeway connecting the main residence to a private secondary living space complete with a kitchenette, family room, bedroom, and full bath—ideal for multi-generational living, guests, or a secluded retreat. The oversized 2-car garage provides abundant space for vehicles, hobbies, workbenches, and storage, while the walk-up unfinished basement adds even more room for organization and future possibilities. Outdoors, the property is exceptionally equipped for hobby farming, horses, or recreational use with a 30’x60’ steel outbuilding featuring electricity, concrete floors, one 10’x10’ side door, and two 12’x14’ front and rear overhead doors. An additional 10’x20’ steel shed with tack room is currently set up for horses. Recent upgrades and added conveniences include new Andersen windows valued at over $70,000 and a 24,000kw solar system, for significantly reduced utility costs. The kitchen appliances plus washer and dryer, and a central vacuum system stay. Spend warm summer days relaxing by the above-ground pool and surrounding deck, then enjoy the property’s many outdoor amenities including a pond, paddock, barbed-wire fencing and plenty of open space to create the lifestyle you’ve been dreaming of. This one-of-a-kind property delivers rural charm, modern efficiency, and incredible versatility—all in a beautiful country setting.

16614 S Hadsell Road, Pleasant Hill

Listing courtesy of Linda Shanks of Shanks Real Estate LLC.

$1,100,000

4 Beds ⋅ 4.5 Baths

Here’s your chance to live and roam on 10 +/- acres just across the Jackson County line in Cass County, Missouri. This amazing home on acreage is located just 20 minutes south of Lee’s Summit along a blacktop road and only a half mile off Highway 291. Talk about a prime location! You will fall in love with the 300+ foot paved driveway access to the house that sits perfectly overlooking the property. Enjoy the sunrise and sunset views from the front porch or back deck. Most of the property consists of open pasture ground that offers a blank canvas with so many possibilities. The driveway is lined with mature oak trees and several nice shade trees, along with landscaping surrounding the house. Also, there is a gardening area complete with established fruit trees, grape vines, and a chicken coop. The 4 bedroom (plus 1 non-conforming), 4.5 bathroom house was built in 1999 and offers plenty of space for the family and entertainment. It’s a must-see! The main level features a living room with a fireplace, vaulted ceilings, an oversized eat-in kitchen, an office, and a massive master suite. The upstairs includes 3 spacious bedrooms, 2 bathrooms, and a large play area. The finished walkout basement is complete with a full kitchen, large living area, bathroom, non-conforming bedroom, safe room, washer/dryer hookups, and plenty of storage space. Don’t forget about the incredible deck off the main level with amazing views and a covered patio underneath. It gets even better with the resort-style swimming pool with a slide and waterfall. This is the perfect setup to relax or entertain! New house updates include exterior paint, carpet, refinished hardwood floors, fixtures, fans, and more. Also, the swimming pool was completely replaced 3 years ago. Surveillance system with 20 cameras. Another bonus is the 5,000 square foot insulated outbuilding complete with concrete, electricity, and water. It offers so many possibilities for storage. Perhaps even business use.

18200 E 191st Street, Pleasant Hill

Listing courtesy of Skyler Wirsig of Midwest Land Group.

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