Browse All Pleasant Hill MO Properties with Pool for Sale

This one checks so many boxes. Space, privacy, and the kind of backyard that makes your home the one where everyone will want to be. Tucked onto a private 1-acre estate lot on a low-traffic cul-de-sac street, this expansive Sugarland Estates property gives you something that's getting harder to find—room to live, room to entertain, and room to build equity. Inside, you'll find 4,000+ square feet of living space, 2 fireplaces, a stunning main-floor primary wing with walk-through to dedicated office space, formal dining, a huge kitchen with hearth room and a main-floor laundry room. Upstairs, 3 massive bedrooms with 2 full baths and a connecting loft offer multiple areas for recreation, hobbies or just spreading out. The walkout basement is an entertainer's oasis with a bar, a basement bedroom and bathroom with sauna, storage, and a utility garage. The in-ground pool with stamped apron is the centerpiece of the backyard, creating a private outdoor retreat without leaving home. Add the built-in grilling station, expansive acreage, and cul-de-sac setting, and you've got the ingredients for everything from summer pool parties to quiet evenings under the stars. The property is the perfect slate for a forever home, generational housing or just waiting for your personalized style to make it spectacular. Updated roof and mechanical. Tons of equity potential. This one was put on special order just for you.

1515 Sugarland Parkway, Pleasant Hill

Listing courtesy of Tonya Parker of United Real Estate Kansas City.

$595,000

3 Beds ⋅ 3.5 Baths

Welcome to a distinctive custom build acreage property where space, quality & versatility come together. Nestled on 5.9 acres, this impressive 1.5-story home offers nearly 4,000 sq. ft. of living space plus a 30' x 50' outbuilding with finished studio/office, horse/livestock barn, pool & outdoor entertaining spaces. Step inside to 10' ceilings, a vaulted living room, stamped concrete flooring & an inviting kitchen with beautiful hickory cabinetry. The spacious primary suite features a remodeled shower (2026), while generous room sizes, storage & zoned heating/cooling add comfort & functionality. The finished walkout lower level is made for entertaining with a wet bar, recreation area, non-conforming 4th bedroom, 3rd full bath & storm shelter. Step outside to a covered patio with 3 ceiling fans & rain-blocking roof system beneath the upper deck. Enjoy the 32' x 16' above-ground saltwater pool with 10' x 20' deck, full-entry stairs & granite fire pit incorporated into the deck. The 30' x 50' outbuilding features a 35' x 30' workshop with 12' ceiling, 10' x 10' garage door, separate 200-amp electrical panel/meter, propane heater & shelving. The adjoining 15' x 30' finished studio/office includes a half bath with plumbing for a future shower—ideal for a home office, hobbies or flexible space. The acreage includes open & fenced areas with livestock-friendly fencing plus a 32' x 12' horse/livestock barn with tack room. Additional highlights include an oversized 2-car attached garage, 50-year DECRA metal shingle roof, dual 200-amp electrical panels, 3 washer/dryer hookups, newer Pella windows & Andersen sliding door, updated HVAC, 2025 water heater & water softener, new garage doors (2026) & septic upgraded/replaced in 2023. With nearly 4,000 sq. ft., 5.9 acres, workshop, studio, barn & pool, this Pleasant Hill acreage delivers exceptional space & versatility for country living.

17200 S Gray Drive, Pleasant Hill

Listing courtesy of Sandy Herrick of ReeceNichols - Overland Park.

$765,000

4 Beds ⋅ 3.5 Baths

Welcome to your private retreat on 7 beautiful acres in Pleasant Hill! Offering 3,357 finished square feet, this 1.5-story home features 4 bedrooms, 3 full bathrooms, 1 half bath, and flexible living space with a dedicated office, den, exercise room, workshop, formal living room, and family room. The finished walkout basement provides space for entertaining, recreation, or multi-generational living. In 2023, the home received an interior remodel, including an updated kitchen with custom cabinetry and new flooring throughout the living room, hallways, and bedrooms—creating a fresh, modern feel while maintaining its character. Newer windows provide natural light while improving energy efficiency and comfort. Additional features include a pantry, wood flooring, luxury vinyl plank flooring, a smart thermostat, whirlpool tub, and wood-burning fireplace. The roof and gutters will be replaced prior to closing, the buyer may select the shingle color, and the new roof will include a transferable 10-year warranty for the new owner’s added peace of mind. Relax on the covered patio or deck overlooking the inground swimming pool, resurfaced in 2026. Gather around the firepit, or use the barn, workshop, and additional outbuilding for equipment, hobbies, livestock, or recreation. Attached and detached garages provide space for vehicles, storage, and projects. Situated on 7 picturesque acres with paved-road access, public water, septic, fiber internet availability, and located within the Pleasant Hill School District, this property offers privacy just minutes from town and convenient highway access. A home with an updated interior, newer windows, finished walkout basement, inground pool, multiple outbuildings, extensive garage space, and a new roof and gutters is a rare find. If you’ve been searching for privacy, functionality, and modern updates, 19311 Rafferty Road is ready to welcome you home. Enjoy peaceful sunrises and sunset views in every season. Must see!

19311 Raffurty Street, Pleasant Hill

Listing courtesy of Jon Mooneyham of Keller Williams Platinum Prtnr.

$795,000

4 Beds ⋅ 3.5 Baths

Just minutes south of Lake Winnebago, this exceptional 5-acre oasis offers privacy, space, and beautiful views in a convenient location 3.5 miles east of Highway 291 and 175th Street. This story-and-a-half home features a main-level primary suite, soaring two-story great room with a striking stone fireplace, formal dining room, and a spacious eat-in kitchen with an impressive walk-in pantry. The main-floor laundry and mudroom combination adds everyday convenience. Upstairs, you'll find three additional bedrooms, including one with a private bath and two sharing a Jack-and-Jill bath. A large finished playroom above the garage provides flexible space for a recreation room, home office, or additional living area. The three-car side-entry garage offers plenty of room for vehicles and storage. The entire main level takes full advantage of the outdoor setting, with views extending to the covered deck and pool. A large outbuilding, maintained in pristine condition, provides excellent additional storage or workspace. The lower level features a walk-out and side-walk-up access and is currently unfinished, offering tremendous potential for future living space. The property offers the perfect blend of country privacy and convenience, with 5 acres to enjoy just minutes from Lake Winnebago. Pool is excluded from inspection; information regarding the pool liner and mechanical repairs is available upon request. Back on the market. Sellers are agreeable to putting on a new roof prior to closing and are making other repairs. Come take a look at this amazing home!

17522 Rock Island Road, Pleasant Hill

Listing courtesy of Mary Drake of RE/MAX Heritage.

$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.

$1,050,000

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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Pleasant Hill Homes with Pool

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