Oskaloosa IA Historical Real Estate, Homes for Sale

Great investment property with good ROI. Walking distance to William Penn University and downtown shopping. Consists of 3 units, (2) 1Bd/1Ba and (1) 2Bd/1Ba. Units are leased with $1830 monthly income. New roof in 2025. 24 hr notice is required for all showings.

709 N B St, Oskaloosa

$110,000

1 Beds ⋅ 1 Baths ⋅ 6343905 MLS

BANK OWNED PROPERTY BEING SOLD "AS IS" - BANK WILL REVIEW ALL OFFERS WATER AND ELECTRICITY ARE TURNED ON TO THIS PROPERTY LOT IS .42 ACRES - ONE BEDROOM AND ONE FULL BATH ALONG WITH LIVING AND DINING AREA - KITCHEN HAS BEEN UPDATED AND APPLIANCES ARE INCLUDED WITH SELL - MAIN FLOOR LAUNDRY WITH SHELVING - WASHER AND DRYER ARE INCLUDED WITH SALE. ALL OFFERS WILL BE REVIEWED BY THE BANK ON NOON 10/28/2026 - PLEASE SUBMIT PROOF OF FUNDS OR PRE-APPROVAL WITH YOUR OFFER - HIGHLY ENCOURAGED TO DO INSPECTIONS BEFORE SUMITTING AN OFFER.

515 15th Ave E, Oskaloosa

$152,000

2 Beds ⋅ 1 Baths ⋅ 6343891 MLS

Charming is the word for this home - original woodwork and windows and enclosed front porch. Kitchen has loads of storage - with a wall of built-in cabinets - step into your pantry with storage plus counter space. Kitchen can be eat-in or enjoy your meals in the separate dining room in front of the fireplace. Kitchen appliances will stay with the home - stove, refrigerator, deep freezer and dishwasher. The living room has room for that big screen TV and your oversized living room furniture - check out the colonnades dividing the dining area and living room. Primary suite is roomy with a bonus room with room for a large desk and sitting area - enjoy the additional two closets along with the closet in the primary bedroom. Tub and shower - tall toilet - vanity and again STORAGE Guest bedroom has double closets - beautiful original windows and private door into the full bath. Enclosed front porch is being used as the workout space - with a great view of the neighborhood. Laundry is on the main floor - washer/dryer are combined into one unit to save space and will stay with the home! Basement has been used for overflow storage and storm protection. The two-car garage is 24X24 and was built in 1969 - homeowner has added a wood deck to the side of the garage to enjoy the private backyard. Furnace and central air were replaced in 2022 roof was replaced in 2021 - down to the sheeting - breakers in the electrical box. Call to set up your appointment today to view this home.

505 N C St, Oskaloosa

$285,000

4 Beds ⋅ 2 Baths ⋅ 6343792 MLS

This updated 1914 home features original woodwork, hardwood floors, tall ceilings, and fresh paint. The main level offers three living areas, an eat-in kitchen with ample cabinet space, and a bonus room. Two staircases lead to the second level, featuring four bedrooms, a full bathroom with double sinks, and a laundry area with built-in folding space and an adjoining storage and closet area. Outside, a floating deck and fully fenced backyard and side yard provide space for outdoor relaxation and entertaining. Additional features include a two-car garage, workshop, newer furnace, and newer water heater. Combining historic character with updated finishes and flexible living spaces, this home offers a variety of possibilities. Call today to schedule your showing!

210 N 8th St, Oskaloosa

$215,000

3 Beds ⋅ 2 Baths ⋅ 6343752 MLS

115 O Ave East is a 3 bedroom, 2 bathroom ranch on a dead in street on the north side of Oskaloosa. The home has spacious bedrooms, lots of natural light, cozy livingroom with a fireplace, and a super spacious dining room that is big for a huge table with lots of seating or extra space for an additional sitting area next to the front, picture window. Bedrooms are tucked away down the hall from the main living area. Main floor laundry is conveniently located in the bathroom near the bedrooms. The large kitchen has lots of storage, great counter space, and built in nooks that add so much character to the space. The basement offers additional living space and TONS of storage. The back yard includes a deck great for entertaining or just a relaxing morning coffee or evening hang out.

115 O Ave E, Oskaloosa

$235,000

4 Beds ⋅ 2 Baths ⋅ 6343707 MLS

419 North 2nd Street in Oskaloosa has had nearly every inch redone or upgraded. Located on a dead-end street near Oskaloosa's Old Community Stadium, it offers neighborhood vibes while still being walkable to downtown. This home now has almost 1700 square feet of livable space, including four bedrooms, two bathrooms, finished basement, as well as an insulated garage. Some of the upgrades you can see for yourself include: all new windows, interior and exterior doors, interior and exterior paint, soffit, siding, roof, countertops, cabinets, light fixtures, appliances, bathrooms and fixtures, flooring, front porch, concrete sidewalk and driveway. AND there are additional updates inside those new walls. That list includes foam insulation, 45 feet of new basement foundation walls, buried electrical and internet service, wiring, and plumbing. This was not a cosmetic facelift, weekend DIY type of project. This is a contractor grade, complete renovation that is move in ready. The transformation has been so complete, the property should be eligible for a tax abatement. Buyers should direct all inquiries to the City of Oskaloosa and apply using the following link: https://www.oskaloosaiowa.org/332/Tax-Abatement---Residential

419 N 2nd St, Oskaloosa

$87,500

2 Beds ⋅ 1 Baths ⋅ 6343578 MLS

Charming, fully updated 2-bedroom, 1-bathroom home offering 940 square feet of beautifully refreshed living space. Move-in ready and packed with recent upgrades, this property features brand-new, durable Luxury Vinyl Plank (LVP) flooring flowing seamlessly through the kitchen, dining room, living area, and dedicated office space. The interior feels bright and modern, thanks to freshly re-textured and repainted walls throughout much of the home, complemented by newly replaced light fixtures. The bathroom has been completely transformed with a stylish new vanity and a custom tile tub surround. Important mechanical and functional updates offer peace of mind, including a newly recoated flat roof (Summer 2026), updated GFCI outlets, a freshly painted back porch, and high-quality appliances—featuring a new refrigerator (2024) and a brand-new washer and dryer set installed in June 2026. Whether you are looking for a turnkey starter home or a solid investment property, this beautifully maintained home is a must-see!

602 N A St, Oskaloosa

$225,000

5 Beds ⋅ 3 Baths ⋅ 6343574 MLS

Welcome to 810 S 6th St in Oskaloosa! This spacious 5-bedroom, 3-bathroom home offers an inviting combination of modern updates, versatile living spaces, and a convenient central location. Situated just minutes from local K–12 schools, William Penn University, and historic downtown, this home is perfectly suited for comfortable everyday living. Inside, you’ll find bright, open living spaces complemented by low-maintenance laminate flooring throughout the main areas. The updated kitchen features stainless steel appliances, modern cabinetry, and ample storage, with plenty of room for a full-sized dining table. A conveniently located laundry room just off the kitchen adds to the home’s functional layout. The expansive family room, complete with a classic brick fireplace surround, provides a warm and welcoming space to gather with family and friends. Outside, the fully fenced front yard offers a private setting for pets, play, or simply enjoying the outdoors. Alley access leads to an impressive detached 3-car garage, providing abundant space for parking, hobbies, or a workshop, while an additional storage shed offers even more room for your belongings. Major improvements include a new roof and HVAC system in 2019, adding peace of mind for years to come. With five bedrooms, three bathrooms, generous living space, and a location close to everything Oskaloosa has to offer, this home is full of possibilities. Schedule your private showing today!

810 S 6th St, Oskaloosa

$269,000

3 Beds ⋅ 2 Baths ⋅ 6343471 MLS

Neat as a pin & lovingly cared for, this ranch style home is close to Wm Penn U, Middle & Sr High schools, George Daily Auditorium and our community recreation trail. These responsible homeowners have repaired and replaced whenever necessary. Items such as the roof, windows, furnace, kitchen and bath remodels, gutter leaf guards and flooring. As you approach the front door, you're greeted with a covered front patio. The entryway inside is spacious and offers a nice coat closet. On into the living room with a large front window, dining area with sliding door to the back patio, and the spacious kitchen. The garage door is conveniently located just off the kitchen making unloading from grocery runs a piece of cake. There's also 3/4 bath just beyond that, super handy when working outside- no tracking through the house! The 3 bedrooms have their own private wing with closets galore! Beautiful wood floors. The remodeled bath is spacious and gorgeous! Downstairs is a rec room, Huge 4th Bedroom, non-conforming only because of a smaller window, and a huge storage/utility room. From the dining area, the sliding door invites you outside to the covered patio where you extend your living space and enjoy fresh air. A backyard tree provides some shade as well. Enjoy cool evenings around the firepit and conveniently store lawn equipment in the 12x16 shed or turn it into a workshop! To top it off, the MidAmerican 24-month average gas & electric bill is only $128! Checking all the boxes!

210 Peasley Ave, Oskaloosa

$159,800

5 Beds ⋅ 3 Baths ⋅ 6343219 MLS

This historic home offers boundless potential and over 4,000 square feet of living space. Restored, it could be a real showplace! Featuring 5 bedrooms, 2 baths, a library, sunroom, formal dining room, office, and beautiful hardwood floors, this spacious home is filled with character and charm. The property also includes a detached garage and storage sheds. Located within walking distance of our beautiful downtown square, this is a rare opportunity to own a true showplace with room to live, work, entertain, and make it your own.

509 High Ave E, Oskaloosa

$139,900

2 Beds ⋅ 2 Baths ⋅ 6343119 MLS

Charming Bungalow in a good location is ready for you! This delightful home is the picture of cozy living! Featuring 2 bedrooms and 2 bathrooms, this house is perfect for those looking for a peaceful retreat. Step inside an open-concept living and dining area. The smaller kitchen offers functionality with a dash of charm, leading to a versatile back room - ideal as an additional sitting room or whatever you need the space for. The partially finished basement has a 3/4 bath for extra convenience. Outside, enjoy sitting on the front porch or relaxing in the the beautifully landscaped backyard. With a newer roof and a detached one-car garage, this home has everything you need. Call your agent today to tour this great home!

432 N 9th St, Oskaloosa

$149,900

2 Beds ⋅ 1 Baths ⋅ 6343103 MLS

Move in ready and full of updates! This 2-bedroom, 1-bath home has been beautifully refreshed with newer windows, flooring, interior doors, and fresh paint throughout, giving the home a clean and updated feel. Enjoy the convenience of main-floor laundry and a functional, comfortable layout. Outside, you’ll find a fully fenced yard, patio, and detached garage. Conveniently located in Oskaloosa and just minutes from Edmundson Park, offering trails, a playground, pool, fishing, disc golf, and more. With so many updates already completed, this is one you’ll want to see in person!

105 11th Ave E, Oskaloosa

$174,500

4 Beds ⋅ 1 Baths ⋅ 6342924 MLS

This is your opportunity to own a home with a beautiful 0.40 acre yard on a paved road in the city. Located on a much sought after street, in a nice neighborhood, the home lives large inside and outside. There is a covered porch on the front and back, as well as an attached shop/storage area and 2 car garage with room for a golfcart. The home features 4 bedrooms, an office area, large living room and eat in kitchen with bay window. Hard wood floors in several rooms. The basement is set up to entertain family and friends with an electric fireplace, bar and sofa, pool table/Ping-Pong table, retro refrigerator and freezer that stay with the home. Call for a showing today!

1706 S 11th St, Oskaloosa

$123,000

2 Beds ⋅ 1 Baths ⋅ 6342617 MLS

Great place to begin - two bedrooms with a full bath, living room features ceiling fan and a fresh coat of paint with loads of natural light. Full bath has new tub, sink and flooring. Kitchen/dining area has new light fixtures -stove and refrigerator are part of the sale. Main floor laundry with extra storage and coat closet. Garage has new overhead door with concrete floor. Yard is large and private. Set your appointment today - buying your starter home to build equity makes good sense.

1106 10th Ave E, Oskaloosa

$205,000

4 Beds ⋅ 2 Baths ⋅ 6342435 MLS

Welcome home! This charming 1½-story home offers 2,036 sq ft, plenty of character, and some great updates already done. Enjoy the spacious kitchen, new roof, new windows, new heating & A/C, and an updated first-floor bathroom. Add the covered front porch and generous yard, and this is one you’ll want to come see for yourself call an agent today!

1715 Pella Ave, Oskaloosa

$189,000

2 Beds ⋅ 3 Baths ⋅ 6342263 MLS

Versatility, flexibility, and opportunity come together at 107 14th Ave E! This well-maintained 2-bedroom, 2-bath home offers 1,329 sq. ft. of main home living space, a full basement with an egress window, attached 2-car garage, and a private backyard. Recent updates include new carpet, fresh paint throughout, hardwood floors, and a new furnace installed in 2026. The property offers even more flexibility with a finished living space off of the garage featuring a separate entrance and a full bath with laundry access —ideal for guests, a home office, hobbies, or additional flexible space. But wait, there's more! A separate 864 sq. ft. 1-bedroom, 1-bath rental unit at 107 1/2 14th Ave E is situated on the same lot. The rental features a metal roof, two mini-split systems for heating/cooling, and indepedent access to the backyard. Currently occupied, the rental adds another dimension of opportunity to this unique property. This home offers possibilities well beyond the typical home. Whether you're looking for additional space, a property with rental potential, or a home that can adapt to your needs, this one deserves a closer look!

107 14th Ave E, Oskaloosa

$210,000

3 Beds ⋅ 2 Baths ⋅ 6341991 MLS

Step into this delightful 3 bed / 1.5 bath, home that exudes charm at every turn. This quaint residence invites you to enjoy renovated space while embracing the nostalgic character of the 1940's. The dining and living room with vintage built-ins give you the perfect blend of sentimentalism with fresh design. The arched doorways, original molding throughout, the enticing enclosed front porch, and finished basement complete the package for this perfectly laid out space. The impressive fenced-in backyard with mature lush greenery, garden space, window boxes and large patio beckons for outdoor relaxation or recreation. This neighborhood is conveniently located just minutes from downtown and hospital. Recent upgrades include: full interior paint 2020, new LVT flooring, new bathrooms 2020, new Butcher Block kitchen counter and sink 2026, kitchen appliances all less than 5 years old. Radon mitigation system 2020.

301 N 9th St, Oskaloosa

$185,000

3 Beds ⋅ 2 Baths ⋅ 6341464 MLS

Welcome to 610 2nd Ave E in Oskaloosa! This inviting 3-bedroom home offers thoughtful updates and plenty of practical features. The main floor features hard-surface flooring throughout, an eat-in kitchen with updated appliances, ample cabinet space, and a dedicated dining area. A convenient 3/4 bath with main-floor laundry adds everyday functionality. Upstairs, you'll find three bedrooms and a spacious, updated full bath featuring a jetted soaker tub. Newer paint throughout gives the home a fresh, move-in-ready feel. Outside, enjoy a fenced backyard with room for pets, play, or entertaining, plus a large 2-car garage offering plenty of space for vehicles, storage, or hobbies. Schedule your showing today! The home's functional layout makes great use of the available space, while the combination of updated finishes and everyday conveniences creates a comfortable place to call home. The fenced yard and oversized garage add even more versatility for outdoor enjoyment, projects and storage.

610 2nd Ave E, Oskaloosa

$35,000

3 Beds ⋅ 1 Baths ⋅ 6340968 MLS

This residence features a 3 bedroom and one bathroom, with a detached garage. Please note that the property has been condemned due to sanitary issues. Interested buyers are encouraged to contact the City of Oskaloosa for detailed information regarding the requirements for rehabilitation of this property.

818 N I St, Oskaloosa

$299,000

2 Beds ⋅ 3 Baths ⋅ 6340720 MLS

Welcome home to this beautifully maintained ranch nestled in a well-established neighborhood. Surrounded by mature trees, vibrant landscaping, and timeless curb appeal, this property offers the perfect blend of comfort, charm, and everyday functionality. Step inside to discover spacious living areas filled with natural light, a generously sized kitchen perfect for gathering with family and friends, and inviting bedrooms, including a private primary suite with its own bathroom. The welcoming living room overlooks the picturesque backyard, creating a peaceful setting to unwind at the end of the day. Outside, the covered patio is ideal for morning coffee, summer barbecues, or simply enjoying the beauty of the professionally landscaped yard. Music lovers and entertainers alike will appreciate the home's built-in surround sound system, which extends both indoors and outdoors for a seamless audio experience throughout the property. The finished lower level adds exceptional versatility with a non-conforming third bedroom, an additional bathroom, and flexible living space perfect for guests, a home office, fitness area, or recreation room. Additional highlights include a 2-car attached garage, abundant storage, and a dedicated workshop area for hobbies and projects. Offering space to entertain, room to grow, and a location you'll love, this is a rare opportunity to own a truly special home.

115 Highland Ave, Oskaloosa

$165,000

4 Beds ⋅ 2 Baths ⋅ 6340475 MLS

This spacious 2,406 blends character and functional living. Featuring beautiful original woodwork, new flooring, and large windows throughout, the home offers four bedrooms, two bathrooms, an enclosed porch, mudroom, and a large dining space. The home has two fireplaces and a functional attic space that can be utilized as additional living space or storage. Situated on a .60 acre lot, the property includes a two-car detached garage, and a double driveway with added parking space. With an abundance of space, this recently updated two-story home on a corner lot is a must-see!

401 K Ave E, Oskaloosa

$85,000

6340397 MLS

Building being sold as is. Elks Lodge still occupies first and second floor of building as of now. 3rd floor empty. Building in need of some TLC. Lots of potential and lots of square footage. Great location, just blocks away from the square. 4400 sf on each level of 3 story building. Parking lot included with sale of building as well.

202 2nd Ave E, Oskaloosa

$24,900

3 Beds ⋅ 1 Baths ⋅ 6339938 MLS

Your next project. Selling As-Is. Cash or conventional loan only. All inspections for buyer's knowledge only and to be done prior to making an offer.

903 S 11th St, Oskaloosa

$310,000

6339369 MLS

Great opportunity to purchase a commercial property with a large, paved parking lot and handicap accessibility! The building is currently being used as a Beauty Salon with a separate entrance to newly remodeled lobby area and multiple office space.

1506 A Ave E, Oskaloosa

$349,900

3 Beds ⋅ 3 Baths ⋅ 6338190 MLS

NEW LISTING... ACREAGE!!!! Take Note, properties like this do not come on the market often so make sure to check it out! This beautiful property offers 3 large bedrooms (2 of them are suites with private bathrooms), 3 baths, main level laundry, large living/dining room, cozy family room with fireplace, gorgeous kitchen, 2 car attached garage, 26x16 bonus building all on 4.75 acres just off of a paved road. If you love natural light, character, hobbies, gardening etc, this might just be the perfect place to call HOME!

2611 Luminary Ln, Oskaloosa

$165,000

2 Beds ⋅ 2 Baths ⋅ 6337401 MLS

Welcome to this charming ranch home built in 1950, offering 2 bedrooms, 2 bathrooms, and 2 non-conforming rooms, perfect for a home office, guest space, or extra storage. Nestled in a quiet neighborhood near William Penn University, this home sits on a desirable street-to-street lot with convenient driveway access off Rosenberger Ave. Enjoy the added bonus of an attached garage with extra shop space, ideal for hobbies, storage, or projects. The electrical system was repaired in 2026, and the home features a lifetime waterproofing system along with a sump pump equipped with a backup battery for added peace of mind. Whether you’re a first-time buyer or looking for an investment opportunity, this move-in-ready home is one you won’t want to miss! Property is being sold as-is!

415 College Hill Ave, Oskaloosa

$174,400

4 Beds ⋅ 3 Baths ⋅ 6337156 MLS

315 N 3rd welcomes you home! This property features a large living room and formal dining area, along with a spacious bonus space offering flexibility for a variety of uses. There are four bedrooms located on the upper level, along with two updated bathrooms, providing separation between living and sleeping areas. On the main level, you'll find a convenient half bath and an eat-in kitchen. Additional attic space presents an opportunity for a hobby area or potential finished space. The home also offers a good-sized yard with mature trees and additional storage. Conveniently located near local amenities, this property provides a comfortable and versatile living environment for both owner-occupants and investors.

315 N 3rd St, Oskaloosa

$187,000

3 Beds ⋅ 2 Baths ⋅ 6336706 MLS

Welcome to this charming ranch home built in 1950, offering 3 bedrooms, 2 bathrooms, and a non4 4 conforming room—perfect for a home office, guest space, or extra storage. Nestled in a quiet neighborhood near William Penn University, this home sits on a desirable street-to-street lot with convenient driveway access off Rosenberger Ave. Enjoy the added bonus of an attached garage with extra shop space—ideal for hobbies, storage, or projects. The electrical system was repaired in 2026, and the home features a lifetime waterproofing system along with a sump pump equipped with a backup battery for added peace of mind. Whether you’re a first-time buyer or looking for an investment opportunity, this move-in-ready home is one you won’t want to miss!

415 College Hill Ave, Oskaloosa

$179,900

3 Beds ⋅ 1 Baths ⋅ 6333799 MLS

NEW LISTING!!! Check out this Beauitifully renovated 3 bedroom home with an open concept living space, full appliance package, lots of natural light, a one car garage. Back yard has great potential also! See it for yourself!

606 N 3rd St, Oskaloosa

$124,900

6331479 MLS

Great investment opportunity. Lease in place for the front main level at $1200/mo. This unit has had a complete remodel. Tenant pays utilities and snow removal, owner pays taxes/insurance. More potential on the main floor with an older office space. Upstairs has the potential of apartments. Unfinished basement. The building has a partial new rubber roof installed in 2025 on the back 1 story section of the building. Great visible location just off of the Oskaloosa square and close to other businesses, restaurants, and retail. Call for your showing.

115 N Market St, Oskaloosa

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