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207 N Jefferson Street, Oregon
$149,900
3 Beds ⋅ 2 Baths
VERY motivated sellers! They have a contract on another home, and would love to see this home go to someone who will love it as much as they have! If you are looking for a house where the kitchen is the heart of the home, this might be just the ticket! Beautiful open concept floor plan with a large kitchen island, overlooking the livingroom and dining area. This home boasts both a covered front AND covered back deck, 3 bedrooms, 2 full bathrooms, and large closets in every bedroom. This is one house that lives bigger than it looks from the outside. 2 garden sheds, large gravel off street parking area and fenced backyard round out the package. Don't miss your chance to tour this super cute home today!

207 N Jefferson Street, Oregon

Listing courtesy of JENNIFER HUFFMAN of JOHN CALLOW AGENCY.

103 S Ridge Drive, Oregon
$192,000
3 Beds ⋅ 2 Baths
Welcome home to this charming 3-bedroom, 2 full bath ranch in the heart of Oregon, Missouri! Enjoy the ease of one-level living in a welcoming small-town community where convenience and comfort come together. Inside, you'll find a spacious and functional layout featuring a cozy wood-burning fireplace, perfect for gathering with family and friends or relaxing on cool evenings. The home offers comfortable living spaces, generous bedrooms, and two full baths to accommodate everyday living. Step outside to your own backyard retreat complete with an above-ground swimming pool, ideal for cooling off on warm summer days, entertaining guests, or simply enjoying your private outdoor space. Whether you're a first-time homebuyer, looking to downsize, or searching for a peaceful place to call home, this property offers the perfect combination of comfort, convenience, and small-town charm. Don't miss this opportunity to own a wonderful ranch home in the friendly community of Oregon, Missouri!

103 S Ridge Drive, Oregon

Listing courtesy of Susan BARTLETT of REECENICHOLS-IDE CAPITAL.

401 N Madison Street, Oregon
$93,900
2 Beds ⋅ 1 Baths
Charming opportunity awaits in this 2 bedroom, 1 bathroom home ready for someone to bring out its full potential and make this little diamond truly shine! Offering a large open floor plan with a cozy fireplace as the focal point, this home provides a great foundation for creating a warm and inviting space. The bathroom features both a bathtub and separate walk-in shower for added convenience, while multiple laundry setup options offer flexibility to fit your needs. The kitchen already includes newer features and appliances, with the stove and refrigerator staying for the new owner. Outside, you’ll find an oversized lot with plenty of room to enjoy, garden, entertain, or expand, plus an extra shed that could serve as storage, a workshop, or even a charming chicken coop. A property full of possibilities and character just waiting to be refreshed and loved!

401 N Madison Street, Oregon

Listing courtesy of Karrissa Colvin of RE/MAX PROFESSIONALS.

402 Auburn Avenue, Oregon
$50,000
4 Beds ⋅ 2 Baths
Enjoy small-town living with a private country feel in this charming 2-story home located in the friendly community of Oregon. Nestled on a large private lot in town, this spacious home offers 3 possible 4 bedrooms and 2 full baths with plenty of room to grow. The property features a welcoming layout with generous living spaces, abundant natural light, and flexibility for a home office, guest room, or additional bedroom. Step outside and enjoy the peaceful setting with mature trees and plenty of outdoor space for entertaining, gardening, or relaxing. Experience the best of both worlds — the convenience of town living with the privacy and feel of the countryside. Don’t miss this opportunity to own a unique property with character, space, and small-town charm.

402 Auburn Avenue, Oregon

Listing courtesy of Susan BARTLETT of REECENICHOLS-IDE CAPITAL.

603 Maple Street, Oregon
$115,000
2 Beds ⋅ 1 Baths
Adorable 2-Bedroom Home on Large Private Lot in Oregon, MO! Welcome home to this charming 2-bedroom, 1 full bath property in the heart of Oregon! Completely updated and move-in ready, this home offers the perfect blend of comfort, style, and convenience. Enjoy your mornings or unwind in the evenings on the peaceful, newly painted front porch — the perfect spot for relaxing with a cup of coffee or visiting with friends and neighbors. Step inside to find fresh updates throughout, creating a clean and inviting space you’ll love coming home to. The spacious lot provides plenty of room to relax, entertain, or let pets play, all secured by a privacy fence for added seclusion. Located in a convenient area within this welcoming small town, you’ll enjoy the quiet atmosphere while still being close to local amenities. Whether you're a first-time buyer, downsizing, or looking for an investment opportunity, this adorable home is a must-see! Schedule your showing today!

603 Maple Street, Oregon

Listing courtesy of Susan BARTLETT of REECENICHOLS-IDE CAPITAL.

104 E Missouri Street, Oregon
$120,000
3 Beds ⋅ 2 Baths
BACK ON THE MARKET - at no fault of seller. If you are looking for a fully updated, ready to move into home, look no further! The current owners have done all of the heavy lifting for you. We are talking new ROOF, new HVAC, new WINDOWS, new EXTERIOR DOORS, beautiful wood ceilings, plumbing, electrical, flooring, paint... the list goes on and on! The updated kitchen boasts custom countertops, a large beautiful sink and brand new stainless appliances. Many homes like this are short on storage space, but not this one. Built ins, a walk in closet, linen closet (just to name a few) and if that is not enough, you have not 1, but TWO sheds. Large shed has an overhead garage door and active electricity. Make your appointment to see this one soon!

104 E Missouri Street, Oregon

Listing courtesy of JENNIFER HUFFMAN of JOHN CALLOW AGENCY.

The data relating to real estate displayed on this website comes in part from the Heartland Multiple Listing Service database compilation. The properties displayed on this website may not be all of the properties in the Heartland MLS database compilation, or all of the properties listed with other brokers participating in the Heartland MLS IDX program. Detailed information about the properties displayed on this website includes the name of the listing company.

The information displayed on this page is confidential, proprietary, and copyrighted information of Heartland Multiple Listing Service, Inc. (“Heartland MLS”). Copyright 2026, Heartland Multiple Listing Service, Inc. Heartland MLS and the company represented by this website do not make any warranty or representation concerning the timeliness or accuracy of the information displayed herein. In consideration for the receipt of the information on this page, the recipient agrees to use the information solely for the private noncommercial purpose of identifying a property in which the recipient has a good faith interest in acquiring. Data last updated . Terms of Use

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