Megan Osberger

Helping You Navigate Chicago Real Estate with Strategy, Heart, and Hustle!  

 

Hi, I’m Megan Osberger, a Chicago real estate professional passionate about helping buyers and sellers navigate one of life’s biggest decisions with confidence, clarity, and care. I bring a client-first approach, thoughtful strategy, and market expertise to every transaction.  

 

My diverse career background informs my real estate practice. After moving to Chicago in 2008, I spent a decade in legal marketing and events at some of the biggest law firms in the world, as well as a stint assisting lenders at Guaranteed Rate. Since pivoting into real estate, I’ve combined these skills to create custom marketing plans that maximize exposure for my listings and guide buyers through the full scope of a deal. My work experience gives me the energy and focus required to thrive in this high-pressure market.  

 

As both a long-time Chicago resident and a parent of a Chicago Public Schools student, I understand the unique challenges buyers and sellers face in this city. Whether searching for a family home or building an investment portfolio, I’m here to help you navigate the neighborhoods, school options, and market conditions with honest insights and thoughtful guidance.  

 

Having bought and sold homes several times before becoming a real estate agent, I know firsthand how emotional and stressful this process can be — especially for first-time buyers. That’s why I serve as a one-stop resource for my clients, from showings to inspections, meeting contractors, and ensuring the paperwork is in order.    

 

I’m still here to answer questions, offer advice, and connect you with trusted local resources long after the ink dries on your deal!  

 

I love this city — and nothing brings me more joy than introducing clients to Chicago’s diverse neighborhoods and vibrant culture. You’ll often find me biking across the city, scouting properties for buyers, staying on top of market trends, or participating in Chicago Park District programs (yes, I’ve even mastered a few figure skating jumps at McFetridge Sports Center!).  

 

As a parent, homeowner, and active member of this community, I understand the many factors that go into finding the right home — and I’m here to listen, advise, and support you throughout your real estate journey. Buying or selling a home is more than a transaction — it’s personal. I’d love to be your trusted resource for all things real estate in Chicago. Let’s connect!

 

$2,700
1 Beds ⋅ 1 Baths ⋅ 12715217 MLS ⋅ NEW Status
Available Sept 1, this beautifully updated 1 bedroom apartment is perfectly located, smack dab in between the Gold Coast and Old Town, providing easy access to the best of both neighborhoods. Natural sunlight pours in through the floor to ceiling windows in the living room and bedroom. Enjoy Fall evenings on your balcony! DirecTv and high speed internet are included in the rent. Feel safe and secure with the 24 hour doorman, and take advantage of the FFC Health Club in the building! In-Unit Laundry! Parking can be rented for $250/mo extra. Schedule your showing today! No pets

111 W Maple Street Unit #2209, Chicago
$190,000
3 Beds ⋅ 2 Baths ⋅ 12716058 MLS ⋅ NEW Status
Spacious 3 bedroom and 2 full bath condominium features a large open living area with balcony access, mantel fireplace and kitchen with oak cabinetry, granite countertops and peninsula. New Frigidaire Gallery series stainless steel wall oven, range top, dishwasher and microwave oven. Recessed lighting throughout with exposed brick. Master suite also has a private full bath and rear deck access. In unit washer/dryer hook-up, nice closet space and central air. Gated parking. Steps to green line and Washington Park. Easy access to the expressway, Hyde Park and the lakefront.

5928 S Prairie Street Unit #3, Chicago
$189,900
2 Beds ⋅ 1 Baths ⋅ 12715093 MLS ⋅ NEW Status
Move right into this beautifully updated 2-bedroom, 1-bath condo in a desirable Palatine community! This bright, well-maintained home features an updated kitchen with quartz countertops and stainless steel appliances, a remodeled bathroom, newer laminate flooring, and all new windows (2025). Stay comfortable year-round with two window A/C units, and enjoy your private balcony for morning coffee or evening relaxation. Includes two parking spaces and a storage locker for added convenience. Ideally located near shopping, grocery, restaurants, parks, Metra, and major highways. Don't miss this move-in-ready home-schedule your showing today!

1311 N Baldwin Court Unit #3A, Palatine
$259,000
4 Beds ⋅ 3 Baths ⋅ 12713657 MLS ⋅ NEW Status
Spacious and versatile property with 4 bedrooms and 2.5 baths. Additional +1 bedroom in basement area and possible addition on 2nd floor can make this home a 6 bedroom. Complemented by the added benefit of relatively low taxes, this home is ready for its next owner. IL licensed broker owned.

1504 W 73Rd Street, Chicago
$370,000
2 Beds ⋅ 2 Baths ⋅ 12714624 MLS ⋅ NEW Status
Large & Sunny 2 bed, 2 bath with western exposure, near North Western campus. Well-maintained elevator building perfectly situated just steps from Northwestern University, Lake Michigan, Evanston shops, restaurants, cafes / public transportation. The El, Metra and bus routes. Thoughtfully updated in neutral tones and ready for your personal touch.

2025 Sherman Avenue Unit #502, Evanston
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