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Oskaloosa, IA Houses for Sale

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  • /20

    $195,000

    • 3 Beds
    • 2 Baths
    • 1,988 Sq Ft

    409 1st Ave E, Oskaloosa, IA 52577

    This 3 bedroom, 2 bathroom charmer in Oskaloosa is full of character and thoughtful touches. Inside, you'll find a warm and inviting layout with original details and functional updates throughout. The main level includes cozy living spaces, a well-equipped kitchen, and a full bathroom, with all three bedrooms and another full bath upstairs. Step outside to enjoy the covered back patio?ideal for

    Agent Photo

    Tyler Weyers

    Century 21 Signature

    (641) 323-5449

    409 1st Ave E, Oskaloosa, IA 52577
  • /73

    $635,000

    • 5 Beds
    • 3 Baths
    • 2,640 Sq Ft

    1647 290th St, Oskaloosa, IA 52577

    Tucked away amidst the beauty of nature, this stunning 2-story, 2,640-square-foot home offers peace and privacy with the convenience of modern living. The tree-lined driveway guides you to this serene estate, where you’ll find a gorgeous residence, extensive outdoor amenities, and endless recreational opportunities.Built in 2001, the spacious main floor includes an open kitchen with

    Sean Stewart Midwest Land Group

    1647 290th St, Oskaloosa, IA 52577
  • /44

    $289,900

    • 3 Beds
    • 2 Baths
    • 1,228 Sq Ft

    514 A Ave E, Oskaloosa, IA 52577

    The temps are HOT but this new listing is even HOTTER! You don't want to miss seeing this awesome home soon! Built by Brian Booy in 2018, this home offers 2 large bedrooms, huge bathroom plus main floor laundry in addition to a stunning kitchen with beautiful dark wood cabinetry, upper end appliances, tile backsplash and walk in pantry. The finished basement offers a big 3rd bedroom, large 2nd

    Michelle Purdum Legacy Real Estate Group

    514 A Ave E, Oskaloosa, IA 52577
  • /36

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,621 Sq Ft

    436 N 3rd St, Oskaloosa, IA 52577

    Older Home with a FULL REMODEL - QUALITY WORKMANSHIP! Location is close to Oskaloosa Square plus close to College and Oskaloosa's High and Middle Schools. Walk a half block and use the YMCA! Home features -new metal roof, facia, soffits, gutters/downspouts, DOORS and WINDOWS, Cement board siding with a fresh color scheme - all new plex plumbing installed, home has been rewired! Finishes - new

    Sheila Denburger RE/MAX Pride Oskaloosa

    436 N 3rd St, Oskaloosa, IA 52577
  • /92

    $363,000

    • 4 Beds
    • 3 Baths
    • 1,397 Sq Ft

    2002 S 7th St, Oskaloosa, IA 52577

    Beautiful 1.48 acres in a great LOCATION! 4 bedrooms updated 2 baths plus 1/2 bath, hardwood flooring, NEW KITCHEN - top of the line appliances, butcher block countertop plus breakfast bar, beverage station including wine/pop refrigerator, large prep area and loads of cabinets, deep sink with view of your private backyard. Fireplace with stone surround plus cabinets on either side. Laundry

    Sheila Denburger RE/MAX Pride Oskaloosa

    2002 S 7th St, Oskaloosa, IA 52577
  • /38

    $389,900

    • 4 Beds
    • 3 Baths
    • 3,100 Sq Ft

    605 Fairview Dr, Oskaloosa, IA 52577

    TAKE A LOOK - 4 bedrooms - 3 baths - attached garage - LOCATED 2 blocks from the CITY GOLF COURSE - BARK PARK - CITY PARK - CITY POOL! Location is everything! Homeowner has completed a total remodel of the kitchen/dining area! Top of the line appliances, large hard surface island with built-in storage, light fixtures, FLOORING that can with stand high traffic - patio doors swing open to the

    Sheila Denburger RE/MAX Pride Oskaloosa

    605 Fairview Dr, Oskaloosa, IA 52577
  • /36

    $375,000

    • 4 Beds
    • 4 Baths
    • 3,924 Sq Ft

    244 Terrace Dr, Oskaloosa, IA 52577

    This spacious home offers over 3,900 square feet of living space, situated on a beautiful (.95-acre) yard with trees. It features four bedrooms and three and a half bathrooms. The all-brick exterior compliments a stately kitchen with quartz countertops. The spacious living room includes a fireplace, while the formal dining room and entryway are adorned with brick flooring. The property boasts a

    Lori Oaks Hawkeye Property Mgm & RE

    244 Terrace Dr, Oskaloosa, IA 52577
  • /54

    $389,900

    • 4 Beds
    • 3 Baths
    • 2,566 Sq Ft

    605 21st Ave W, Oskaloosa, IA 52577

    Charming walk-out ranch nestled in a family-friendly neighborhood. This beautiful walk-out ranch offers an unbeatable location with easy access to a nearby recreation trail and all three local golf courses. A true gem for both convenience and comfort! The spacious main level features a gorgeous, updated kitchen that any chef will appreciate, complete with sleek quartz countertops and all included

    Jason Carter RE/MAX Pride Oskaloosa

    605 21st Ave W, Oskaloosa, IA 52577
  • /58

    $244,900

    • 3 Beds
    • 2 Baths
    • 1,858 Sq Ft

    811 C Ave E, Oskaloosa, IA 52577

    This 1852 home feels every bit of 2025 with this complete renovation and you wont want to miss seeing it for yourself! It offer 2-3 bedrooms ( 1 on main level), 2 gorgeous full bathrooms, stunning hard wood floors, tall ceilings, all new electrical throughout, all new plumbing throughout, new drywall, lighting, cabinetry, flooring, windows. MOVE RIGHT IN AND LOVE YOUR HOME!

    Michelle Purdum Legacy Real Estate Group

    811 C Ave E, Oskaloosa, IA 52577
  • /72

    $335,000

    • 5 Beds
    • 3 Baths
    • 3,108 Sq Ft

    407 A Ave E, Oskaloosa, IA 52577

    407 A Avenue East is a true architectural gem and a proud piece of Oskaloosa’s rich history. This grand residence was part of acclaimed architect Frank E. Wetherell's work, along with other city icons, including City Hall, Public Library, and beloved Oskaloosa Bandstand. With over 5,000 sq ft of living space, this stately home offers both historic elegance and modern potential. The main floor

    Jessica Morrison Legacy Real Estate Group

    407 A Ave E, Oskaloosa, IA 52577
  • /23

    $238,000

    • 3 Beds
    • 2 Baths
    • 1,408 Sq Ft

    412 N I St, Oskaloosa, IA 52577

    MOVE IN READY!!! Single level slab home with 3 beds, 2 full baths, open kitchen/living/dining space.... Extra deep 2 car garage.... This home is located near Oskaloosa's amenities, energy efficient, with a multitude of storage space!! Call today to schedule your showing!!

    Heather Davis Legacy Real Estate Group

    412 N I St, Oskaloosa, IA 52577
  • /24

    $234,000

    • 4 Beds
    • 2.5 Baths
    • 2,009 Sq Ft

    427 N 3rd St, Oskaloosa, IA 52577

    Don’t miss out on this charming and spacious 4-Bedroom 3 bathroom two-story Home with detached 2-car garage! Home features so many updates, large kitchen with pantry, stainless steel appliances, large living room with an expansive staircase. Main floor laundry is located right off the kitchen with a half bath. When you first enter the home you will be greeted by a large porch with a drop zone.

    Rich Montanaro The American Real Estate Co.

    427 N 3rd St, Oskaloosa, IA 52577
  • /18

    $236,000

    • 3 Beds
    • 3 Baths
    • 2,506 Sq Ft

    1702 B Ave E, Oskaloosa, IA 52577

    SELLER IS OFFERING A $2,000 FLOORING ALLOWANCE WITH AN ACCEPTED OFFER, Discover this beautiful three-bedroom, three-bathroom ranch home situated on 0.45 acres in a peaceful neighborhood. This home features an excellent floor plan that offers 1,253 square feet of main floor living, along with a full walk-out basement. The upstairs has been recently painted and includes new fixtures and a ceiling

    Lori Oaks Hawkeye Property Mgm & RE

    1702 B Ave E, Oskaloosa, IA 52577
  • /66

    $879,900

    • 5 Beds
    • 5 Baths
    • 2,888 Sq Ft

    400 New Preston Dr, Oskaloosa, IA 52577

    This WOODED COUNTRY ESTATE features a SECLUDED one-of-a-kind EXECUTIVE home on a serene, tree-filled 7.77-acre property overlooking a tranquil pond and countryside. The ADDITIONAL ACREAGE to the north is being sold with the home property and will have approximately 15 acres. Step inside the exquisite 5 BEDROOM, 5 BATH home that has just under 3000 SF on each level. The main level has a cozy

    Diana Pearson RE/MAX Pride Oskaloosa

    400 New Preston Dr, Oskaloosa, IA 52577
  • /34

    $189,900

    • 3 Beds
    • 1 Bath
    • 1,196 Sq Ft

    1224 N 3rd St, Oskaloosa, IA 52577

    WELL CARED FOR SPLIT TRI-LEVEL HOME IS MOVE IN READY FOR SINGLE OR FAMILY BUYERS!! The updated home is located in a nice neighborhood, within walking distance to the Middle and High Schools. 3 Bedrooms, 1 Full Bath with a possible 3/4 Bath in the Basement. Refrigerator, Washer, and Dryer are included. The stove top and oven are built-in. Spacious Living Room with Entry Closet * Eat in Kitchen

    Karen Converse RE/MAX Pride Oskaloosa

    1224 N 3rd St, Oskaloosa, IA 52577
  • /16

    $145,000

    • 3 Beds
    • 2 Baths
    • 986 Sq Ft

    1007 Mabel St, Oskaloosa, IA 52577

    Make it your own! This split foyer home is ready for your personal touches. On the main floor you find the Living room, kitchen & 2 bedrooms & a full bath. It also features a 3rd bedroom and one-half bathroom, along with a storage room on the lower level. The paved driveway extends from the street to the back alley. There is a deck for outdoor enjoyment. The kitchen has a sliding door that

    Lori Oaks Hawkeye Property Mgm & RE

    1007 Mabel St, Oskaloosa, IA 52577
  • /14

    $64,000

    • 3 Beds
    • 2 Baths
    • 1,367 Sq Ft

    523 N B St, Oskaloosa, IA 52577

    523 North B is an excellent investment opportunity. It has 3-4 bedrooms and 2 bathrooms. First floor kitchen, living, dining, bathroom, and primary bedroom. Second floor has 2-3 more bedrooms (one being a pass through) and another bathroom. Some updates include foundation work and new back deck in 2018, roof in 2023, and HVAC in 2024. For the history buffs in the crowd, this house is the work of

    Jessica Morrison Legacy Real Estate Group

    523 N B St, Oskaloosa, IA 52577
  • /35

    $159,900

    • 2 Beds
    • 1 Bath
    • 1,050 Sq Ft

    1005 9th Ave E, Oskaloosa, IA 52577

    RANCH STYLE 2 BED 1 BATH HOME has had many updates. The previous owner put in many NEW updates so there is a NEWER Kitchen, NEWER Bathroom, NEWER flooring, NEWER Siding, NEWER Windows, NEWER Central Air, NEWER Water Heater and a NEWER Electrical breaker box. The Kitchen has nice Cabinets, Granite Countertops, Tile Backsplash, Island, Stainless Steel and Black included appliances and an EAT IN

    Karen Converse RE/MAX Pride Oskaloosa

    1005 9th Ave E, Oskaloosa, IA 52577
  • /28

    $199,900

    • 4 Beds
    • 2 Baths
    • 1,771 Sq Ft

    1242 C Ave E, Oskaloosa, IA 52577

    Character and location. This charming two-story home is located near Mahaska Health in a great established neighborhood. Much of the original flooring, trim, doors, hardware, and flooring remains. Large living room boasts French doors and fireplace with stately built ins; this also leads to the deck. The formal dining is adjacent and has the second fireplace. The kitchen and a full bath round out

    Jason Carter RE/MAX Pride Oskaloosa

    1242 C Ave E, Oskaloosa, IA 52577
  • /31

    $170,000

    • 3 Beds
    • 2 Baths
    • 1,028 Sq Ft

    1012 5th Ave E, Oskaloosa, IA 52577

    Check out this charming home located on a quiet street on the east side of town with a quaint curb appeal and nice landscaping. Hardwood floors throughout with living room, dining room, updated kitchen, 3 bedrooms and a full bath. Just the right size for a young family or someone wanting to downsize! A full open unfinished basement with a half bath and laundry area to top it off. Make sure to put

    Sherrie Moore Hawkeye Property Mgm & RE

    1012 5th Ave E, Oskaloosa, IA 52577
  • /30

    $169,900

    • 3 Beds
    • 2 Baths
    • 1,272 Sq Ft

    1111 Mabel St, Oskaloosa, IA 52577

    1.5 Story 3-Bedroom, 2-Bath Home is ready for you to move into! The Main floor has a spacious Living Room, an open Kitchen/Dining/Laundry area, Bedroom and 3/4 Bath. Off the Dining Room is an attached Garage with entry to the fenced-in back yard and storage shed. The Upper level has 2 additional Bedrooms and a Full Bath. The exterior of the home has newer siding and refreshed landscaping for

    Karen Converse RE/MAX Pride Oskaloosa

    1111 Mabel St, Oskaloosa, IA 52577
  • /16

    $195,000

    • 4 Beds
    • 2 Baths
    • 1,716 Sq Ft

    1009 15th Ave E, Oskaloosa, IA 52577

    This charming home offers an impressive 1,558 square feet of comfortable living space. Soon to be enhanced with brand-new kitchen cabinets and countertops, the kitchen also welcomes you with a new door that beautifully connects the indoor space to a deck, perfect for morning coffees or evening gatherings. On the main level, you'll find two cozy bedrooms accompanied by a bright full bathroom,

    Lori Oaks Hawkeye Property Mgm & RE

    1009 15th Ave E, Oskaloosa, IA 52577
  • /39

    $642,000

    • 3 Beds
    • 3 Baths
    • 2,834 Sq Ft

    2196 Oxford Ave, Oskaloosa, IA 52577

    Exceptional acreage located just minutes from town on a hard surface road that has it all. The house boasts over 2800 SF of natural light, it showcases a highly sought after floor plan, with family room on the main floor that is banked with windows that lead onto the deck overlooking the timber. Main floor bedroom has an updated bath with an onyx shower and double sinks. On the main floor is

    Lori Oaks Hawkeye Property Mgm & RE

    2196 Oxford Ave, Oskaloosa, IA 52577
  • /23

    $142,000

    • 3 Beds
    • 3 Baths
    • 1,133 Sq Ft

    105 K Ave W, Oskaloosa, IA 52577

    105 K Ave West is a charming home tucked back on a side street just off of North Market. It has lots of original character with arched doorways, wood floor in the main living space, and curved staircase to the finished attic space. But also has several updates including sliding barn door, wood burning fireplace, and basement finishes. First floor includes kitchen, spacious dining room, living

    Anthony Erwin Legacy Real Estate Group

    105 K Ave W, Oskaloosa, IA 52577
  • /31

    $214,900

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    1002 Maywood Dr, Oskaloosa, IA 52577

    This 3-bedroom, 2-bath home features a large backyard with shade trees and a nice deck. Fresh paint, new carpet and LVP on the main floor. The primary BR has a 1/2 bath attached and a nice-sized closet. The large basement is a blank slate for you to make it yours. There is a new 2-car garage that also has a large storage area attached. Call today for your showing!

    Ruthi Rogers Legacy Real Estate Group

    1002 Maywood Dr, Oskaloosa, IA 52577
  • /26

    $395,000

    • 3 Beds
    • 2 Baths
    • 3,240 Sq Ft

    505 18th Ave E, Oskaloosa, IA 52577

    This beautiful new construction features a highly desirable floor plan with an open-concept living space, complete with nine-foot ceilings and a cozy fireplace. The home is filled with natural light, showcasing stunning kitchen cabinets and quartz countertops. It also includes a walk-in pantry and all necessary appliances. The sharp working island provides additional space for meal preparation,

    Lori Oaks Hawkeye Property Mgm & RE

    505 18th Ave E, Oskaloosa, IA 52577
  • /33

    $450,000

    • 4 Beds
    • 3.5 Baths
    • 1,616 Sq Ft

    1815 S 2nd St, Oskaloosa, IA 52577

    Welcome to this executive 4 bedroom, 3.5 bath ranch. The large primary suite is perfect for unwinding after a long day, with a spacious ensuite. The open concept living room features a vaulted ceiling and under-cabinet lighting in the kitchen, making it ideal for cooking and entertaining. Two more bedrooms and a Jack & Jill bathroom are also on the main floor, along with a convenient powder room.

    Justin Ver Steeg EXP Realty, LLC

    1815 S 2nd St, Oskaloosa, IA 52577
  • /5

    $319,000

    • 2 Beds
    • 2 Baths
    • 1,195 Sq Ft

    504 17th Ave E, Oskaloosa, IA 52577

    504 17th Ave East is your opportunity to custom build a brand-new home with Iowa Builders Group. This listing is for a 2-bedroom, 2-bathroom slab, 1195 sq ft panelized home with an attached 2-car garage on a corner lot. The home will have an open floor plan with vaulted ceiling. Primary bedroom will have tray ceiling, walk in closet, and ensuite bathroom. Some features to note in the build are

    Anthony Erwin Legacy Real Estate Group

    504 17th Ave E, Oskaloosa, IA 52577
  • /26

    $199,000

    • 5 Beds
    • 2 Baths
    • 2,606 Sq Ft

    425 College Ave, Oskaloosa, IA 52577

    5+ bedroom (plus 2 non-conforming rooms), 1.75 bathroom, certified historical home on a corner lot near Oskaloosa Christian and William Penn schools! This 2 story home with full, unfinished basement has extended parking on property, a car port, as well as a 1-car attached garage. 1st floor laundry room near the door entering from the garage. There is a living room AND a family room to enjoy too!

    Caitlyn Scheffers RE/MAX Pride Oskaloosa

    425 College Ave, Oskaloosa, IA 52577
  • /2

    $208,000

    • 3 Beds
    • 2 Baths
    • 1,485 Sq Ft

    115 O Ave E, Oskaloosa, IA 52577

    3 bedroom, 2 bathroom, 2 fireplace, appliances included.

    Anthony Erwin Legacy Real Estate Group

    115 O Ave E, Oskaloosa, IA 52577
  • /15

    $205,000

    • 4 Beds
    • 1.5 Baths
    • 2,009 Sq Ft

    502 S Market St, Oskaloosa, IA 52577

    Great location! Sits on corner lot. Newly updated 2 story home features 4 bedrooms and 1.5 bath. New roof and siding, new kitchen and baths, all new flooring, paint and mechanicals.1 car detached garage. Fenced in back yard.

    Deborah Borwig Summit Realty

    502 S Market St, Oskaloosa, IA 52577

Why Live in Oskaloosa

Oskaloosa, located in southeast Iowa, is a community with a rich musical heritage and a population of over 11,000 people. Music has been integral to the city since the 19th century, with the local band still performing 160 years later. The city features affordable housing, with ranch-style homes being predominant, and new subdivisions on Marje Court and Fox Run Drive. Oskaloosa is known for its local attractions, including the $17-million entertainment complex Trio, and hosts numerous events such as Art In The Square and the Sweet Corn Serenade in the historic City Square. The downtown area offers a mix of shopping and dining options, with the Penn Central Mall housing 16 retailers and Main Street featuring antique stores and unique eateries like The American Table. Major employers include Musco Lighting, Mahaska Health, and Clow Valve. The Oskaloosa School System provides various educational options, although it has mixed ratings. Public transportation is accessible through 10-15 Area Transit and Oskaloosa Rides, with the nearest airport being Des Moines International Airport, an hour away. The city experiences hot summers and cold winters, with an average of 28 inches of snowfall annually. Both violent and property crime rates are below state and national averages, making it a safer area compared to the national average.

Home Trends in Oskaloosa, IA

Housing Trends

Median Sale Price
$225,000
Median Single Family Sale Price
$335,000
Median 2 Bedroom Sale Price
$129,000
Average Price Per Sq Ft
$174
Number of Homes for Sale
2
Last 12 months Home Sales
37
Months of Supply
0.60
Median List Price
$299,900
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
79%
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