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Oskaloosa, IA Homes for Sale

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  • /35

    $695,000

    • 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, 2640 sq. ft. 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 a large center

    Sean Stewart Midwest Land Group LLC

    1647 290th St, Oskaloosa, IA 52577
  • /41

    $235,000

    • 3 Beds
    • 2 Baths
    • 2,639 Sq Ft

    1008 1st Ave E, Oskaloosa, IA 52577

    SELLER IS OFFERING $10,000 to add A/C split unit to the HOME! This one has CURB APPEAL, CHARM, CHARACTER, and ROOM - several updates - fresh paint - super clean - move right in! Two fireplaces, windows have been replaced, hot water heat, whole house fan - updated master bathroom - laundry ROOM, storage * storage * storage, private backyard!

    Sheila Denburger RE/MAX Pride Oskaloosa

    1008 1st Ave E, Oskaloosa, IA 52577
  • /54

    $389,900

    • 4 Beds
    • 3 Baths
    • 3,164 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
  • /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
  • /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
  • /30

    $349,900

    • 3 Beds
    • 2 Baths
    • 2,134 Sq Ft

    2470 Newport Ave, Oskaloosa, IA 52577

    Welcome home to country living on minimal gravel. This 3 bedroom, 2 bath berm home sits on roughly 3.33 acres. The open floor plan has a large kitchen with an island, dining area and large living room with a brick fireplace in the corner. 2 bedrooms with southern exposure and sliders that walk out. The primary bedroom has a large en-suite with jetted tub and built-in cabinetry. Large walk-in

    Ruthi Rogers Legacy Real Estate Group

    2470 Newport Ave, 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
  • /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
  • /39

    $642,000

    • 3 Beds
    • 3 Baths
    • 3,404 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
  • /25

    $610,000

    • Land
    • 36 Acres
    • $17,015 per Acre

    2134 310th St, Oskaloosa, IA 52577

    You say you want to enjoy an acreage on hard surface road, not too far from town? You want a nice, well-built home, out buildings for storage, shop, etc. You want pasture, crop land, timber, maybe a pond?? Wildlife? Well, here it is!! Nearly 36 acres including house, out buildings, pasture, crop ground, timber, and a pond!! Build on it. Rent part of it. Live your dream!!

    Bruce Peiffer Hawkeye Property Mgm & RE

    2134 310th St, Oskaloosa, IA 52577
  • /98

    $559,900

    • 4 Beds
    • 4 Baths
    • 2,156 Sq Ft

    2451 Newport Ave, Oskaloosa, IA 52577

    If you've been patiently waiting for that perfect, nearby acreage (6.75 acres) to finally hit the market, it’s your lucky day!!!! Call your Realtor and have your preapproval ready to go! This home has seen nearly every update you can imagine since 2020. NEW but not limited to: Siding, windows, doors, drywall, insullation, wiring, plumbing, brand new baths, kitchen, HVAC, roof, lighting,

    Michelle Purdum Legacy Real Estate Group

    2451 Newport Ave, Oskaloosa, IA 52577
  • /16

    $189,900

    • 4 Beds
    • 1.5 Baths
    • 1,808 Sq Ft

    114 K Ave E, Oskaloosa, IA 52577

    Great location and nicely updated two-story home! Close to William Penn and middle and high school - Great open floor plan on the main level with arch between the rooms and exposed brick with storage where TV could be hung. Updated kitchen and baths, newer foundation, HVAC,water heater, electrical, plumbing and roof ! Main level laundry - 4 bedrooms (one is smaller would be great office) in

    Jody Lautenbach Century 21 Signature

    114 K Ave E, 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
  • /43

    $179,900

    • 4 Beds
    • 2 Baths
    • 1,732 Sq Ft

    907 D Ave W, Oskaloosa, IA 52577

    NEWLY Renovated 4-Bedroom, 2-Bath Home – Move-In Ready! This beautifully refreshed home offers ample living space with NEW paint, carpet, and flooring throughout the main and lower levels. The kitchen features brand-new countertops, stove, and micro-hood, while these and the other appliances (refrigerator, washer, and dryer) are included for your convenience. Enjoy year-round comfort with

    Karen Converse RE/MAX Pride Oskaloosa

    907 D Ave W, Oskaloosa, IA 52577
  • /41

    $150,000

    • 3 Beds
    • 2 Baths
    • 1,660 Sq Ft

    408 4th Ave E, Oskaloosa, IA 52577

    Welcome to 408 4th Avenue East in Oskaloosa, IA! This 1,660 sq ft home is ready for you! Step inside from the front porch into a welcoming entryway that leads to a cozy living room and main-floor bedroom. French doors from the living room open out to a large back deck, perfect for relaxing or entertaining. The main floor also features a kitchen, a convenient laundry area, and a bathroom.

    Katlyn Jones Legacy Real Estate Group

    408 4th Ave E, Oskaloosa, IA 52577
  • /37

    $299,900

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

    1702 Pella Ave, Oskaloosa, IA 52577

    Your acreage in the city limits is here! 3-bedroom, 3-bath home located on 4.61 acres. Large deck on the front and back, with 2 living areas; one could also serve as a formal dining room. Large kitchen with eat-in area and all appliances. New washer and dryer that stay. New paint, lighting, and flooring. Huge garage with ample space for your car collection or toys. Partially fenced-in back

    Ruthi Rogers Legacy Real Estate Group

    1702 Pella Ave, Oskaloosa, IA 52577
  • /34

    $189,900

    • 5 Beds
    • 3 Baths
    • 3,267 Sq Ft

    416 N B St, Oskaloosa, IA 52577

    Two Story 5 Bedroom, 2 1/2 Bath Home on a corner lot has 1920s character and charm with over 2000 SF of living space. The Main floor has a spacious Living Room and Dining Room with wood floors, built-in hutch, fireplace and arched doorway. Also on the main floor are 2 Bedrooms, 1 Full Bathroom, Kitchen and Laundry Room. The 2nd floor has 3 Bedrooms. 2 of the Bedrooms upstairs have access to a

    Karen Converse RE/MAX Pride Oskaloosa

    416 N B St, 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
  • /14

    $169,500

    • 3 Beds
    • 1 Bath
    • 800 Sq Ft

    1011 S 9th St, Oskaloosa, IA 52577

    Tucked away on a quiet street & ready for new owners to enjoy! This 3 bed - 1 bath home would be perfect for the first time home buyers. All new interior paint, new sewer system from the house to the street, a back patio to do all your summer grilling, a back porch to keep all the shoes and mud out of your kitchen, and a two car detached garage. Don't hold out on this one, call your agent today!

    Alexis Larson RE/MAX Precision

    1011 S 9th St, Oskaloosa, IA 52577
  • /25

    $99,500

    • 3 Beds
    • 2 Baths
    • 2,622 Sq Ft

    1126 High Ave E, Oskaloosa, IA 52577

    This house offers plenty of space, a wonderful backyard, and is conveniently located on the east side of town. It’s just waiting for your personal touches and updates to truly make it your home! The main and upper floors feature hardwood floors. You'll find a main floor bedroom, a half bath, and a laundry area off the kitchen. Upstairs, there are two additional bedrooms, a bonus sunroom, and a

    Sherrie Moore Hawkeye Property Mgm & RE

    1126 High Ave E, Oskaloosa, IA 52577
  • /15

    $119,000

    • 4 Beds
    • 2 Baths
    • 2,406 Sq Ft

    401 K Ave E, Oskaloosa, IA 52577

    This spacious 2,406 sq ft home blends timeless character with functional living. Featuring beautiful original woodwork and large windows throughout, the home offers four bedrooms, two bathrooms, a practical mudroom, and a generous dining room—perfect for gatherings. You'll also find two charming fireplaces, a versatile bonus space in the attic, and main-floor bedroom for added comfort. Situated

    Ellen Fitzpatrick Ellen Fitzpatrick Real Estate

    401 K 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
  • /25

    $185,000

    • 3 Beds
    • 2 Baths
    • 1,170 Sq Ft

    1220 N 3rd St, Oskaloosa, IA 52577

    Lots of updates on this split-level home located near the Oskaloosa Jr./Sr. high school. Near new furnace, central air, backyard fencing and more. Basement has been waterproofed and drain system added in the floor. Along with new sump pump and backup battery. Hardwood floors in many rooms. Backyard is very suitable for children and/or pets. Make a appointment today!

    Lonnie Lunsford Team Real Estate

    1220 N 3rd St, Oskaloosa, IA 52577
  • /35

    $264,600

    • Land
    • 42 Acres
    • $6,300 per Acre

    000 285th St, Oskaloosa, IA 52577

    Take a look at this beautiful 42 +/- acre farm! With roughly 30 acres of CRP coming in at roughly $5,600 annually, this CRP offers great habitat for different ranges of wildlife. This farm is full of potential and could be turned into an amazing farm for hunting. This property has several different opportunities you could use it for from recreational to hunting. This property also has a pond and

    Trace Embray Premier Properties Land Company

    000 285th St, Oskaloosa, IA 52577
  • /40

    $499,000

    • Land
    • 1.17 Acres
    • $426,496 per Acre

    1703 N Park Ave, Oskaloosa, IA 52577

    IN TOWN ACREAGE! - -This Home sits on 1.17 acres located near the hospital featuring 4 bedrooms, 2 and 1/2 bath with vaulted main level ceiling, a three seasons sunroom, lower level shop area, pool, large fenced in yard along with a plethora of interior and exterior space!! - - on the main level is an extra large primary suite, half bath and bonus room. The living area is an open space with a

    Heather Davis Legacy Real Estate Group

    1703 N Park Ave, Oskaloosa, IA 52577
  • /19

    $49,000

    • Land
    • 0.84 Acre
    • $58,333 per Acre

    1610 N Park Ave, Oskaloosa, IA 52577

    WOW!! What a GREAT PRICE on this Large building lot located in a highly desirable area of Oskaloosa. Here's your chance to build the house of your dreams without the restrictive covenants that affect newer developments. The neighborhood offers some of the nicest and most unique homes in town. A building lot like this doesn't come along often!

    Lisa Tucker Hawkeye Property Mgm & RE

    1610 N Park Ave, Oskaloosa, IA 52577
  • /9

    $500,000

    • Land
    • 3.23 Acres
    • $154,799 per Acre

    1716 A Ave W, Oskaloosa, IA 52577

    Prime Commercial Opportunity on A Ave West, Oskaloosa. Seize the chance to own this expansive 3-acre commercial lot prominently located on a main thoroughfare in Oskaloosa. This property presents an incredible opportunity for developers and investors alike. With high visibility and easy access, it’s the perfect spot for your next project. The lot includes a structure that is currently

    Kathy Kooyman RE/MAX Concepts

    1716 A Ave W, Oskaloosa, IA 52577
  • /5

    $17,500

    • Land
    • 0.17 Acre
    • $102,941 per Acre

    1116 High Ave W, Oskaloosa, IA 52577

    Nice level lot - garage included in the sale - 60 X 120 with alley running on south side of lot.

    Sheila Denburger RE/MAX Pride Oskaloosa

    1116 High Ave W, Oskaloosa, IA 52577
  • /17

    $58,000

    • Land
    • 0.62 Acre
    • $93,548 per Acre

    903 S D St, Oskaloosa, IA 52577

    Are you looking for a shop, storage, project building? Here it is!! This commercial space, zoned residential with additional lots is vacant and ready for improvement located just North of Edmundson, this property features a brick building and additional lots, let your imagination lead you! Call today to make this one yours!

    Heather Davis Legacy Real Estate Group

    903 S D St, Oskaloosa, IA 52577
  • /40

    $379,900

    • 2 Beds
    • 2 Baths
    • 2,250 Sq Ft

    328 N 6th St, Oskaloosa, IA 52577

    The transformation is amazing on this property!!! This South Duplex used to be the kitchen, restrooms and meeting rooms of the church. This beautiful space is now 2250sf of wow!! Open concept kitchen with granite and custom-made wood waterfall countertops. The white glass Samsung appliances are amazing. The tiled fireplace with waterfall mantle was custom made. The guest room has a large

    Ruthi Rogers Legacy Real Estate Group

    328 N 6th St, 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
  • /7

    $39,900

    • Land
    • 0.87 Acre
    • $45,862 per Acre

    0 Keomah Village, Oskaloosa, IA 52577

    A wooded lot to build your new home at Lake Keomah. 6 parcels totaling 0.87 acres. No trespassing please. Call for your showing.

    Jason Carter RE/MAX Pride Oskaloosa

    0 Keomah Village, 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
  • /19

    $4,689,234

    • Land
    • 22 Acres
    • $217,800 per Acre

    Parcel St, Oskaloosa, IA 52577

    Exceptional opportunity awaits at this prime 21.53-acre development parcel, ideally situated for maximum exposure along Highway 163. Just off Exit 57, this property boasts a strategic location at the bustling intersection of Highway 163 and 92, ensuring high visibility and easy access. Zoned GC - General Commercial, this land offers a wide range of potential uses, from retail complexes to office

    Kathy Kooyman RE/MAX Concepts

    Parcel St, Oskaloosa, IA 52577

Why Live in Oskaloosa

Oskaloosa is a community hub in southeast Iowa with a rich musical heritage and a population of over 11,000 people. Music plays a significant role in the neighborhood, with the local band continuing a tradition that started in 1864. The area features low housing costs and various local attractions, including the new $17-million entertainment complex Trio. Housing options primarily consist of ranch-style homes, with new subdivisions added to Marje Court and Fox Run Drive. The City Square hosts annual events like Art In The Square and the Sweet Corn Serenade, and features a historic bandstand from 1912. Downtown Oskaloosa offers a mix of historical shopping and dining options, such as the Penn Central Mall and Main Street's antique stores and family-friendly restaurants. Major employers include Musco Lighting, Mahaska Health hospital, and Clow Valve. The Oskaloosa School System provides a mix of in-person, virtual, and home-schooling options, while William Penn University is the local college. Public transportation is available through 10-15 Area Transit and the free Oskaloosa Rides bus service. The closest airport is Des Moines International Airport, an hour away. Oskaloosa 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.

Frequently Asked Questions

What is the average home price in Oskaloosa, IA?
Homes for sale in Oskaloosa, IA have an average home price of $221,077.
How many homes have sold over the last 12 months in Oskaloosa, IA?
160 homes have sold in Oskaloosa, IA over the last 12 months.
What are the most popular zip codes in Oskaloosa, IA?
The most popular zip codes in Oskaloosa, IA include 50219, 52501, 52577, 52531 and 50207.
How much do you need to make to afford a house in Oskaloosa?
The median home price in Oskaloosa is $189,000. If you put a 20% down payment of $37,800 and had a 30-year fixed mortgage with an interest rate of 6.67%, your estimated principal and interest payment would be $970 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $42K a year to afford the median home price in Oskaloosa.
How are the schools in Oskaloosa, IA?
Oskaloosa, IA has highly rated public and private schools. Some of the best schools in Oskaloosa based on Niche Grades are Oskaloosa Middle School, Oskaloosa High School and Oskaloosa Elementary School. Browse all the schools in Oskaloosa, IA to learn more.

Home Trends in Oskaloosa, IA

Housing Trends

Median Sale Price
$180,000
Median Single Family Sale Price
$186,000
Median 2 Bedroom Sale Price
$129,000
Average Price Per Sq Ft
$136
Number of Homes for Sale
25
Last 12 months Home Sales
160
Months of Supply
1.90
Median List Price
$189,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
9%
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