Old Town Real Estate

Old Town Real Estate

Welcome to Old Town, a vibrant neighborhood that beautifully marries history with modern living. Nestled in the heart of the city, Old Town is renowned for its charming cobblestone streets, historic architecture, and a rich cultural tapestry that tells the story of its storied past. As you stroll through the area, you'll be captivated by the picturesque buildings that date back to the 19th century, each with its own unique character and charm.

Old Town is not just a feast for the eyes; it's also a hub of activity. The neighborhood boasts a delightful array of boutiques, art galleries, and cafes that cater to all tastes. Whether you’re in the mood for a leisurely brunch at a cozy café or an afternoon of shopping at local artisan shops, Old Town has something for everyone. The bustling farmer’s market, held weekly, is a must-visit, offering fresh produce and handmade goods from local vendors.

For those who appreciate the arts, Old Town is home to various cultural events and festivals throughout the year, showcasing everything from live music to theater performances. The community is tight-knit, fostering a welcoming atmosphere where neighbors become friends. Families will appreciate the nearby parks and recreational areas, perfect for picnics or playdates.

With its prime location, Old Town offers easy access to public transportation and major thoroughfares, making commuting a breeze. Whether you’re a young professional, a growing family, or a retiree seeking a vibrant community, Old Town is the perfect place to call home. Discover the charm and character of Old Town, where history meets the heartbeat of modern life.

Newest Listings in Old Town

$174,900
2 Beds ⋅ 2 Baths ⋅ 26054216 MLS ⋅ ACTIVE Status
Welcome to this charming home situated on an adorable corner lot in the heart of De Soto! Full of character and inviting details, this home offers the perfect blend of classic charm, functionality, and thoughtful updates. Step inside to find fresh paint throughout, an updated bathroom, and plenty of storage throughout the home. Outside, you’ll appreciate the fully fenced yard, detached garage, and concrete patio—perfect for relaxing, entertaining, or enjoying your outdoor space. The unfinished walk-out basement provides even more storage along with plenty of potential to make the space your own. Location is another highlight! Enjoy being just minutes from Downtown De Soto, with local shops, restaurants, entertainment, and the hometown movie theater all close by. If you’ve been searching for a home with character, useful space, outdoor amenities, and a convenient location, this De Soto charmer is one you won’t want to miss!

600 S 3rd St, De Soto
$890,000
26054109 MLS ⋅ ACTIVE Status
Positioned in the highly desirable Old Town Cottleville district, 5556 Oak Street presents a rare commercial opportunity in one of St. Charles County’s most sought-after and walkable areas. Surrounded by established local businesses, restaurants, and ongoing revitalization, this property offers exceptional potential for a wide range of commercial or mixed-use concepts. Situated on approximately 1 acre (M/L) in a prominent Old Town location, the site provides a unique blank-slate for investors or owner-operators looking to reimagine or repurpose a property in an area known for its charm, foot traffic, and strong community support. Whether your vision includes office space, boutique retail, service-oriented business, creative workspace, or redevelopment, this property offers the flexibility to bring that vision to life (buyer to verify zoning and permitted uses). Old Town Cottleville continues to see strong demand driven by its historic character, locally owned businesses, community-focused events, and limited commercial inventory—making opportunities like this increasingly rare. Highlights include: ***Prime Old Town Cottleville location***High-visibility Main Street address***Generous lot size with redevelopment potential***Strong surrounding commercial activity***Excellent opportunity for investors or owner-users*** Bring your ideas and take advantage of the momentum and long-term upside that Old Town Cottleville has to offer.

5252 Main St, Cottleville
$255,000
3 Beds ⋅ 3 Baths ⋅ 26044784 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome Home to this modern two-story home situated on a desirable corner lot! The Inside is truly a MUST SEE! Featuring stylish updates throughout and a newly finished basement, this home offers plenty of space for comfortable living and entertaining. The finished lower level provides additional living space for a family room, recreation area, home office, or guest suite. With its modern design, spacious layout, and corner-lot setting, this home is the perfect blend of style, functionality, and convenience. If your looking for a house with endless space and charm this is the one for you.

803 E 3rd St, De Soto
$249,900
3 Beds ⋅ 2 Baths ⋅ 26040335 MLS ⋅ ACTIVE UNDER CONTRACT Status
Beautiful newly constructed two story home located in the heart of De Soto, Missouri. This spacious property sits on a larger town lot and offers modern design, quality craftsmanship, and thoughtful details throughout. Enjoy an open floor plan with abundant natural light, stylish finishes, and energy efficient features. Conveniently situated near the park, and local shops perfect for anyone seeking comfort and convenience.

404 E Plattin St, De Soto
$1,045,000
26037497 MLS ⋅ ACTIVE Status ⋅ Hearth And Home BLDG.
Position your business for growth with this exceptional commercial opportunity in De Soto, Missouri. This expansive manufacturing warehouse offers the flexibility, functionality, and space needed to support a wide range of light industrial, manufacturing, distribution, fabrication, assembly, storage, or operational uses. Designed for businesses looking to expand, relocate, or establish a stronger operational footprint, this facility provides the rare combination of size, versatility, and scalability that today’s growing companies need. Whether you are an established manufacturer seeking additional capacity or an emerging company ready to take the next step, this property offers the infrastructure and adaptability to meet your goals. The open warehouse configuration allows businesses to customize the space to fit their specific needs — from production and assembly lines to inventory management, equipment storage, logistics operations, or specialized industrial applications. The property provides an ideal environment for companies seeking room to grow without the limitations often found in smaller facilities. Located in the De Soto market, this property offers access to a skilled workforce, a business-friendly environment, and convenient connectivity to the greater St. Louis region. It represents an outstanding opportunity for entrepreneurs, manufacturers, contractors, and industrial users looking for a facility that can evolve alongside their business. Highlights Include: • Large-scale warehouse and manufacturing space • Flexible layout suitable for a variety of light industrial uses • Ideal for manufacturing, assembly, fabrication, distribution, and storage • Excellent opportunity for expanding businesses • Ability to customize space for operational needs • Located in a growing Missouri business community Opportunities of this caliber are increasingly difficult to find. Don’t miss the chance to secure a facility that provides the space, flexibility, and potential to support your company’s next stage of growth. Schedule your private tour today and discover how this De Soto industrial property can become the foundation for your business success.

116b Easton St, De Soto
$890,000
26028255 MLS ⋅ ACTIVE Status
Positioned in the highly desirable Old Town Cottleville district, 5556 Oak Street presents a rare commercial opportunity in one of St. Charles County’s most sought-after and walkable areas. Surrounded by established local businesses, restaurants, and ongoing revitalization, this property offers exceptional potential for a wide range of commercial or mixed-use concepts. Situated on approximately 1 acre (M/L) in a prominent Old Town location, the site provides a unique blank-slate for investors or owner-operators looking to reimagine or repurpose a property in an area known for its charm, foot traffic, and strong community support. Whether your vision includes office space, boutique retail, service-oriented business, creative workspace, or redevelopment, this property offers the flexibility to bring that vision to life (buyer to verify zoning and permitted uses). Old Town Cottleville continues to see strong demand driven by its historic character, locally owned businesses, community-focused events, and limited commercial inventory—making opportunities like this increasingly rare. Highlights include: ***Prime Old Town Cottleville location***High-visibility Main Street address***Generous lot size with redevelopment potential***Strong surrounding commercial activity***Excellent opportunity for investors or owner-users*** Bring your ideas and take advantage of the momentum and long-term upside that Old Town Cottleville has to offer.

5252 Main St, Cottleville
$370,000
26025534 MLS ⋅ ACTIVE Status ⋅ Crazy Train Saloon & Grill BLDG.
ALL ABOARD THE CRAZY TRAIN! This is your rare opportunity to own a well-established and much-loved local watering hole just a short, well-traveled drive outside of thriving Waterloo. The Crazy Train Saloon and Grill is a turn-key bar and restaurant that has earned its place as a local favorite for decades. With its laid-back vibe, welcoming atmosphere, and reputation for great food and cold drinks, this isn’t just a business—it’s a destination where memories are made and regulars feel like family. Patrons come from miles around for the area’s favorite fried chicken—made fresh using a signature recipe that will transfer with the sale, along with all other beloved house recipes. The sale also includes all digital assets (website, social media, branding), fixtures, furnishings, and equipment, allowing a seamless transition into ownership and continued operation without missing a beat. The property boasts numerous updates, including major kitchen upgrades and enhanced systems throughout. While gambling machines are currently on-site, they are not included in the sale but may be transferrable pending appropriate licensing and regulatory approvals. This is a rare chance to take the wheel of a fully operational, community-supported business with loyal clientele and proven success. Financials will be made available to qualified buyers with a Letter of Intent or written offer accompanied by proof of financing. Don’t miss your chance to keep the Crazy Train rolling!

5237 Kaskaskia Rd, Waterloo
$70,000
3 Beds ⋅ 2 Baths ⋅ 26016173 MLS ⋅ ACTIVE UNDER CONTRACT Status
Spacious historic 2-story home full of character and opportunity! With over 2,100 sq ft, this 1920 home offers generous room sizes and a layout ready to be reimagined. Features include wood floors, tall ceilings, and multiple bay windows that bring in abundant natural light. The main level offers a large living room, dining room, spacious kitchen, and a den/bedroom area, along with main floor laundry and a full bath. Upstairs includes two true bedrooms and one additional room that could serve as a bedroom, office, or flex space, with access through a bathroom or adjoining bedroom. Situated on a corner lot with a covered porch, carport, and partial basement for storage. Property is being sold as-is and will require repairs, but offers incredible potential for renovation, investment, or restoration. A great opportunity to bring this historic home back to life! This is a short sale and any offers will need to be approved by the bank. Short sales take some time to get approved by bank, so make sure that you have time to wait.

122 S 2nd St, De Soto
$3,650,000
4 Beds ⋅ 5 Baths ⋅ 26005067 MLS ⋅ ACTIVE Status
Exceptionally rare opportunity for a new home in Old Town Clayton. The property at 304 N. Central has been subdivided into two parcels; the north parcel is being offered for sale, while the south parcel has already been sold and construction will begin shortly. The existing home at 304 N. Central will be demolished, clearing the way for a thoughtfully designed 4,100 sq ft custom residence on 306 N. Central. This home is planned with the highest level of craftsmanship and finishes, including hardwood floors throughout, an elevator, Sub-Zero and Wolf appliances, and premium materials throughout—consistent with this builder’s renowned quality and attention to detail. Buyers still have the opportunity to customize selections and finishes, allowing for a truly personalized luxury home in one of Clayton’s most desirable locations. The home will be designed with a tuck-under garage. The picture attached is an existing home already completed by the builder in Clayton.

306 N Central Ave, Clayton
$214,000
26004645 MLS ⋅ ACTIVE Status
Steeped in history, this 4,095 square foot commercial property is a truly unique offering. Originally an 1866 schoolhouse, later a cherished church, it boasts gorgeous American Vernacular architecture with a modest classical feature-corner pilasters. The ornate original sanctuary lighting has been restored along with a significant restoration of the whole space to preserve the historical quality. The versatile layout includes the adjoining annex built in 1964, and is complete with a large fellowship hall, a kitchen, and two additional rooms. The property comes with two basements, one under the historic school-sanctuary, and the second one is under the annex, great for storage. Both have egress access from outside. Situated on a corner lot with a vacant lot immediately at the corner where once stood a 2-story house. Its basement foundation is covered over and could be used for a future living quarters or office. This property provides an exceptional commercial opportunity in the heart of downtown De Soto.

400 N 3rd St, De Soto
$600,000
26002410 MLS ⋅ ACTIVE Status
This grand building sits at the corner of Broadway and Main Street in Hannibal acting as the cornerstone of the downtown business area. This historic building has a fantastic view of the Mississippi River, the light house that was built as a memorial to the famous Mark Twain, and Main Street where people from all over come to enjoy The Folk life Festival, Steam Punk and The National Tom Sawyer Days. Not to mention perfect seating for the parades and the 4th of July fireworks! The 1st floor houses a med spa currently. This space has a kitchen, bath and sleeping area so there is the potential to live where you work. The stylish interior would be suitable to most any small business. With the visibility from all the street level windows on Broadway and Main Street, your business will be very noticeable. The 2nd floor has a long-term lease in place. It features a 1 bedroom, 1 bath apartment with a large open concept living room, dining room, and kitchen area. Great views too! For added income, there is also an efficiency apartment that is very similar to a hotel room. Full bath, seating area, and bedroom. Access to the common area laundry as well. On the 3rd floor you will find where the current owners have resided. They created a unique open floor concept space that features the best views of downtown (and the river), very tall ceilings with exposed beams, the most unexpected bathroom housed in a metal feed bin that is a must see, a wet room open shower, a full kitchen, large pantry and a coffee bar. Most things furnishing the 3rd floor are negotiable with the sale. There is also an elevator that accesses all floors. I can only imagine the stories this building could tell. Take the time to consider making this your home with penthouse living on the Mighty Mississippi or maybe use it for investment purposes. Either way, it deserves a new owner that will love it as much as the current one.

201 - 203 203 Broadway St, Hannibal
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