Pilot Grove Real Estate

Welcome to Pilot Grove, Missouri—a charming gem nestled in the heart of Cooper County. With a population of just over 1,000 residents, this quaint town offers a perfect blend of small-town charm and Midwestern hospitality. Established in the mid-19th century, Pilot Grove boasts a rich history that is beautifully reflected in its well-preserved architecture and community spirit.

One of the highlights of living in Pilot Grove is its strong sense of community. Residents enjoy a close-knit atmosphere where neighbors become friends, and local events bring everyone together. The annual Pilot Grove Fair is a beloved tradition that showcases the town’s vibrant culture, featuring live music, delicious food, and fun activities for all ages.

Nature enthusiasts will appreciate the scenic landscapes surrounding Pilot Grove. The area is dotted with picturesque parks and trails, perfect for hiking, biking, or simply enjoying a leisurely stroll. The nearby Missouri River offers opportunities for fishing, boating, and picnicking, making it an ideal spot for family outings.

Pilot Grove’s location provides easy access to larger cities like Columbia and Sedalia, allowing residents to enjoy both the tranquility of small-town living and the conveniences of urban life. With a strong school system, affordable housing, and a welcoming community, Pilot Grove is an excellent place to call home.

Whether you’re looking to settle down or invest in a property, Pilot Grove is ready to welcome you with open arms. Discover the charm and warmth of this delightful town, where every day feels like a breath of fresh air.

Newest Listings in Pilot Grove

$499,000

4 Beds ⋅ 2 Baths ⋅ 436008 MLS

Looking for the perfect home to live the homesteading lifestyle? Look no further! This 18+ acre property is the perfect hobby farm- bring the chickens, horses, hogs- whatever your heart desires! The massive hoop greenhouse can have you harvesting year round, and the 1600 SF shop will store all your big toys! Get the pie crust ready- property has 2 apple trees, 2 cherry trees, and a peach tree! The house itself is beautifully maintained with lots of natural light. Updated bathrooms, a large open kitchen, and a massive pantry to hold all the canned goods from the garden. Huge raised garden beds made from an old silo are scattered around the yard for your garden dreams. What are you waiting for- schedule an appointment to come take a look!

12995 N, Pilot Grove

Courtesy of EXP Realty LLC

$209,900

2 Beds ⋅ 2 Baths ⋅ 434696 MLS

Welcome to this charming single family home just outside of Pilot Grove.Sitting on just over 1 acre, this rustic cabin-style home features 2 bedrooms, 1 1/2 baths and a spacious 1495 square feet of living space. The interior is perfectly designed and decorated for that peaceful country cabin feel and it does not disappoint. The huge living room is ideal for entertaining family and friends. What's even better than that is nearly all contents convey. A newly erected 2 car garage and several new fruit trees round out the exterior. Enjoy the tranquility of country living, close to the Katy Trail. Small cabin building does not convey.

13985 N, Pilot Grove

Courtesy of REMAX Boone Realty

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Listing information is provided courtesy of the Broker Reciprocity/IDX of Bagnell Dam Association of REALTORS® and Lake of the Ozarks Board of REALTORS®, Inc. Multiple Listing Services. Copyright 2026 Multiple Listing Service, Inc. of Bagnell Dam Association of REALTORS® MLS, Inc. and Lake of the Ozarks Board of REALTORS® MLS, Inc. Information is being provided 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. Information herein is believed to be accurate and timely, but no warranty as such is expressed or implied. 2026 Timberline Real Estate, Real Broker LLC