Pilot Grove Homes under $500,000

Welcome to Pilot Grove, Missouri – a hidden gem nestled in the heart of Cooper County. This charming town offers a perfect blend of small-town charm and modern convenience, making it an ideal location for families, retirees, and anyone seeking a peaceful lifestyle. With its friendly community, scenic landscapes, and rich history, Pilot Grove is a place where neighbors become friends and memories are made.

One of the most appealing aspects of Pilot Grove is its affordability, especially when it comes to real estate. Here, you’ll find a variety of beautiful homes under $500,000, allowing you to settle down without breaking the bank. Whether you’re searching for a cozy single-family home, a spacious property with a large backyard, or a charming bungalow, Pilot Grove has something for everyone. This affordability does not come at the expense of quality; many homes boast modern amenities and are situated in serene neighborhoods, perfect for enjoying the tranquil Missouri lifestyle.

In addition to its attractive housing market, Pilot Grove is conveniently located near major highways, providing easy access to nearby cities such as Columbia and Sedalia. Residents can enjoy a mix of local shops, parks, and community events that foster a strong sense of belonging.

If you’re looking for a place where you can enjoy the comforts of home in a welcoming environment, Pilot Grove is calling your name. Explore our listings today and discover the perfect home that fits your budget and lifestyle in this delightful Missouri town!

Newest Pilot Grove Homes under $500,000

$229,000

3 Beds ⋅ 2 Baths ⋅ 436501 MLS

Don't let the ''age'' of this home fool you! It went through a COMPLETE remodel in 2023 and it's been meticulously cared for since. A super smart and efficient layout maximizes all of the space in this 3 bed 2 full bath split bedroom layout. In the kitchen you will find generous counter space, beautiful wood cabinets with soft close hinges and stainless steel appliances. Enjoy peaceful views of lush farm land or relax and BBQ on the concrete patio out back. This one's a must-see if you're looking in PG!

516 ROE ST, Pilot Grove

Courtesy of REMAX Boone Realty

$135,000

2 Beds ⋅ 2 Baths ⋅ 436312 MLS

One of Pilot Grove's largest lots now includes one of its newest remodels! This 2 bed, 1 1/2 bath bungalow has been freshly updated with new HVAC, new flooring, new kitchen cabinetry, new bathroom fixtures and a revised layout. A generous sized living room makes a flexible way to the kitchen or dining area. On the back side of the home is a covered and enclosed porch area with a small addition that's great for storage or a legit man cave! And outside is one of the most majestic walnut trees in the area that provides spectacular shade. A truly fresh look that you've gotta check out!

400 4TH ST, Pilot Grove

Courtesy of REMAX Boone Realty

$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

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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 Century 21 Community