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305 N Harrison Street, Oregon
$250,000
3 Beds ⋅ 3 Baths
You will be hard pressed to find a comparable home for sale in Oregon, MO, right now. 3 bedrooms, with a 4th nonconforming in the basement, 3 bathrooms, oversized 2 car garage, basement saferoom and LVP flooring throughout are just a few of the amenities this home has to offer! For those of you who enjoy the outdoors, you may be interested to know this property has several mature trees, including cherry and peach, and an asparagus bed, plus more, on a half acre of property. Make an appointment to see this one today - it will not last long!

305 N Harrison 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.
500 W Nodaway Street, Oregon
$169,900
4 Beds ⋅ 2 Baths
Charming and beautifully updated, this 3-bedroom home blends timeless character with modern comfort. Originally built in 1900, the property has been thoughtfully renovated to preserve its historic appeal while incorporating contemporary finishes and amenities. The spacious interior features an inviting layout, updated kitchen and baths, and stylish touches throughout. Situated on a desirable corner lot, the home offers added privacy, abundant natural light, and attractive curb appeal. With a perfect balance of classic charm and modern convenience, this move-in-ready residence is ideal for today's lifestyle.

500 W Nodaway Street, Oregon

Listing courtesy of Danielle Keiffer of The St.Joe Real Estate Group,.
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.
32099 Parma Drive, Oregon
$69,900
Right on the Missouri River! This unique property includes two parcels: 32099 Parma Drive and 32095 Parma Drive, offering the perfect setup for camping and boating enthusiasts. The property is equipped with three 30-amp electrical hookups, making it convenient for multiple campers or guests. Please ask agent about personal property available to sell.

32099 Parma Drive, Oregon

Listing courtesy of AgentRoc Group of Keller Williams KC North.
200 S Harrison Street, Oregon
$90,000
2 Beds ⋅ 1 Baths
Great little house, in Oregon, MO! Houses in this price range do not last long. Make your appointment today to see this one for yourself!

200 S Harrison Street, Oregon

Listing courtesy of JENNIFER HUFFMAN of JOHN CALLOW AGENCY.
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.
59 Highway, Oregon
$10,000
Disregard the list price, the list price is NOT indicative of the Seller's final reserve amount. This is an online only auction conducted Jan 30 - Feb. 6, 2026. All bidders must review and agree to auction terms and conditions prior to bidding. Property is offered as is, where is, no contingencies. Farm consists of 75+/-Acres of high quality upland farmland located on Highway 59 outside Oregon, MO and only 1 mile off interstate 29. Farm has a strong soil rating that is 8 points higher than the Holt County average. Farm would also be a great location to build a new home and be only 15-20 minutes to Saint Joseph. Full details on the auction website.

59 Highway, Oregon

Listing courtesy of Toby Prussman of Real Broker, LLC-MO.
608 S Washington Street, Oregon
$170,000
2 Beds ⋅ 2 Baths
This well-maintained 2-bedroom, possible 3rd bedroom in lower level, 2-bath ranch home sits in the heart of the sweet and quiet town of Oregon, Missouri. Enjoy the ease of main-floor living with a spacious layout that includes main floor laundry, a recently updated bathroom with a walk-in shower, and a handy walk-in pantry for all your kitchen storage needs. This home boasts a roof that’s only two years old, durable vinyl siding, and a walk-out basement that features its own garage—plus an additional main-level garage for ultimate convenience. Whether you’re looking to downsize, invest, or find your forever home, this property fits the bill. All of this is nestled on a beautiful lot with stunning views—a perfect blend of comfort, practicality, and charm.

608 S Washington Street, Oregon

Listing courtesy of Susan BARTLETT of REECENICHOLS-IDE CAPITAL.
406 W George Street, Oregon
$65,000
2 Beds ⋅ 1 Baths
Charming 2 bedroom, 1 bath home situated on a corner lot in the small town of Oregon, MO. This one-level property offers low-maintenance living with a newer roof, fresh paint, and new carpet and beautiful hardwood floors!The kitchen includes all appliances, making it truly move-in ready. A covered carport provides convenient parking and protection from the elements. Perfect as a starter home, downsizing option, or investment property—enjoy the ease of small-town living on a nice corner lot.

406 W George Street, Oregon

Listing courtesy of Susan BARTLETT of REECENICHOLS-IDE CAPITAL.
28474 HIghway B Highway, Oregon
$95,000
3 Beds ⋅ 2 Baths
Enjoy the country living on a Highway just 20 minutes from St Joseph and just a few minutes from Oregon, Mo. All level home is great for a growing family or someone that just wants to get away from the city life. Plenty of room to enjoy living in the country

28474 HIghway B Highway, Oregon

Listing courtesy of STEPHANIE MILLER-MCCANN of MILLER REALTY INC..
501 S Washington Street, Oregon
$170,000
3 Beds ⋅ 2 Baths
Looking for a super cute home with that warm cottage feel? Look no further! This house appears small, but appearances are deceiving. You walk into a bright sunny, east facing sunroom, that flows into the livingroom then dining room then kitchen. Main floor laundry, 3 bedrooms, 2 full bathrooms and a very large yard round out the package. Make an appointment to see this one today - it will not last long!

501 S Washington Street, Oregon

Listing courtesy of JENNIFER HUFFMAN of JOHN CALLOW AGENCY.
205 & 207 N Main Street, Oregon
$269,900
5 Beds ⋅ 3 Baths
Back on the market — their loss is your gain! This 5-bed, 3-bath home offers over 2,700 sq ft of living space on a rare double lot in Oregon, MO. Inside, you’ll find hardwood floors, spacious rooms, and a finished walkout basement that’s ideal for guests or a second living area. The detached 3-car garage provides plenty of parking and storage, while the oversized yard is perfect for gardening, entertaining, or outdoor play. Conveniently located near schools, parks, and local amenities, this home blends small-town charm with all the space you’ve been searching for. Don’t miss your second chance at this one!

205 & 207 N Main Street, Oregon

Listing courtesy of Danielle Keiffer of The St.Joe Real Estate Group,.
111 E Nodaway Street, Oregon
$135,000
2 Beds ⋅ 1 Baths
BRAND NEW ROOF! Major big ticket expense is all taken care of! This adorable home boasts the perfect front porch to pass the evenings, or enjoy your morning coffee on! The rooms are surprisingly large, and you won't believe the beautiful woodwork and storage space. Not many homes this age can boast walk in closets! The house sits on a full basement, and has a 2 car detached garage. Such a cute home!

111 E Nodaway Street, Oregon

Listing courtesy of JENNIFER HUFFMAN of JOHN CALLOW AGENCY.
303 N Main Street, Oregon
$159,000
2 Beds ⋅ 1 Baths
Charming 2-bedroom, 1-bath home with plenty of bonus space! This well-maintained property features a walkout basement with 2 non-conforming rooms, perfect for a home office, guest space, or hobby rooms. Enjoy outdoor living on the covered deck, and take advantage of 2 off-street parking spots for added convenience. Great opportunity for first-time buyers, investors, or anyone looking for flexible living space!

303 N Main Street, Oregon

Listing courtesy of Stroud & Associates Team of Real Broker, LLC.
33740 Highway U N/A, Oregon
$530,000
3 Beds ⋅ 2 Baths
Welcome to your serene retreat! This stunning all-level home sits on a sprawling 10-acre lot, with the possibility of purchasing an additional 11 conjoining acres (MOL) at an additional cost. This property offers both tranquility and plenty of space for outdoor activities. Whether you're looking to enjoy the peaceful countryside or indulge in some outdoor adventures, this property has it all. This newly built (2021) 3 bedroom, 2 bathroom, all level home provides a spacious layout designed for comfort and convenience. Cozy up by the wood-burning fireplace while enjoying views of your beautiful property. The home features a chef's dream kitchen with granite countertops, a large island, walk-in pantry, and stainless-steel appliances, including a gas stove. Perfect for family gatherings, the dining room flows into a screened-in sunroom and a covered patio, where you can take in the breathtaking views of the surrounding scenery. Enjoy privacy and luxury with a spacious en-suite bathroom featuring a double vanity, soaker tub, and a large walk-in shower. The master suite also boasts his and her walk-in closets, providing ample storage space. Outdoors you will find a 3 stall, concrete shop ideal for workshops, storage, or hobby space. You will also find cattle fencing surrounding the property and a large chicken coop, making this the perfect spot for farming or raising livestock. Beautiful landscaping surrounds the home with a variety of fruit trees, offering fresh produce throughout the seasons. With an abundance of mushrooms, deer, and turkeys, this property is perfect for hunters and nature enthusiasts alike. This is a rare opportunity to own a gorgeous country home with all the space and features you've been looking for. Whether you’re seeking a peaceful retreat or an active farm lifestyle, this property offers everything you need. Schedule your private tour today and come see all that this incredible home has to offer!

33740 Highway U N/A, Oregon

Listing courtesy of TRACY GERSTNER of Coldwell Banker General Property.
Y Highway, Oregon
$649,750
Here is a rare opportunity to purchase a coveted Holt County deer and turkey hunting spot with agricultural income and building sites. This tract is a total of 115+/- taxed acres. 32.71 Acres are currently enrolled in CRP with an annual payment of $8,273 until 2033. There are 21 row crop acres currently being leased for $3,360 annually. The remaining acres include timber with a nice creek flowing through the property. This tract has extensive blacktop road frontage located on Y Highway offering multiple potential building sites and located less than 25 minutes from the North Shoppes in St. Joseph, MO. Should an investor purchase the farm, and need a farmer, the current farmer would like to continue. There are no current hunting leases.

Y Highway, Oregon

Listing courtesy of TERESA OLIVER of Real Broker, LLC-MO.

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