







About Derek
Derek's Listings
Derek's Active Listings
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$325,000
- 2 Beds
- 2.5 Baths
- 2,000 Sq Ft
- 7321 S South Shore Dr
- Unit 12A
- Chicago, IL
Live an enchanted lakefront life in this beautifully redone top floor 2-bedroom, 3-bath corner unit at the iconic Windsor Beach - a rare blend of 1920's glamour and sophistication. With incredible lakefront and City views, this unit is spectacular. Designed by renowned architect Robert S. DeGolyer for Chicago's well-heeled families, this coveted "A" tier home offers dramatic, top-floor views of
Derek Walvoord Exit Strategy Realty / EMA Management
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$824,900
- 12 Beds
- 8 Baths
- 6541 S Woodlawn Ave
- Chicago, IL
Rare opportunity to own a jumbo 4-unit located in desirable Woodlawn. Live in one unit and enjoy excellent rental revenue! Woodlawn is primed for growth with its excellent location next to Jackson Park Lakefront, Hyde Park, Shoping and entertainment, the Metra and the Green Line. This professionally managed 4-unit is within walking distance of the University of Chicago. The unit mix consists of
Derek Walvoord Exit Strategy Realty / EMA Management
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$389,999
- 3 Beds
- 3 Baths
- 2,245 Sq Ft
- 7614 S Chappel Ave
- Chicago, IL
Move in ready gut rehabbed bungalow! Plenty of bedrooms, plenty of bathrooms, plenty of space! This Classic Chicago Brick Bungalow was fully rehabbed in 2020 so you will have hassle free living! Walk into a beautifully tiled entryway with built in coat hooks and storage, and then into a wide open living, kitchen, dining room. The bathrooms, plumbing, electric and all systems were fully redone. Up
Derek Walvoord Exit Strategy Realty / EMA Management
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$499,900
- 8131 S Kingston Ave
- Chicago, IL
Beautifully maintained vintage 7-unit building on a nice tree lined street. All the charming details are there - excellent woodwork, nice fireplaces, and stained glass. The units are spacious with separate dining rooms and generous living rooms. The 8100 block is a pleasant mix of single family homes and small apartment buildings. The building is in good shape, with a new boiler in the basement.
Derek Walvoord Exit Strategy Realty / EMA Management
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Co-Listing Agent
$1,585,000
- 5 Beds
- 4.5 Baths
- 5,651 Sq Ft
- 6907 S Constance Ave
- Chicago, IL
A rare and exceptional opportunity to embrace a life of refined living within a perfectly appointed Jackson Park Highlands manor. The main level offers a harmonious blend of welcoming intimacy and expansive grandeur, effortlessly accommodating both large-scale entertaining and cherished family moments. The meticulously appointed kitchen, designed for both everyday functionality and catering to
Derek Walvoord Exit Strategy Realty / EMA Management
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$1,100 per month
- 1 Bed
- 1 Bath
- 900 Sq Ft
- 8131 S Kingston Ave
- Unit 3N
- Chicago, IL
Beautifully maintained 1-bedroom apartment in a vintage building on a nice tree lined street. All the charming details are there - excellent woodwork, nice fireplaces, and stained glass. The units are spacious with separate dining rooms and generous living rooms. The 8100 block is a pleasant mix of single family homes and small apartment buildings. Broker Owned. Heat included. One parking spot in
Derek Walvoord Exit Strategy Realty / EMA Management
Derek's Reviews
2/6/23Kathryn Dreitzler
Google Review
We had a phenomenal experience working with Derek to purchase our home! He was extremely knowledgeable about our neighborhood and with historic homes. Derek was great organizing appointments and writing a strong offer. While under contract he helped us through the process and was always available for questions and recommendations.
1/20/23Frances Spaltro
Google Review
Derek sees the potential in homes that might otherwise be overlooked. If he hadn't encouraged me to take a second look at my new home, I'd never have seen what he saw. And I'm so glad I said yes to the second look! Now I wake up happy every morning, knowing I'm in my forever home. All thanks to Derek.
5/19/22Nerissa Legge
Google Review
I had a fantastic experience working with Derek. He was very knowledgeable about the condo buildings in the area I wanted to move to. He made my home buying experience very seamless and fun. Derek was very patient and showed me many places before I found the perfect place. He explained everything and was always available to answer any questions I had regarding the home buying process. If you are in the market for a new home, Derek is an awesome Realtor to work with!
5/16/22Andrew Boland
Google Review
Derek has been amazing. From the moment we first met him he has been nothing less than helpful, knowledgeable, resourceful and encouraging.
We were first-time home buyers and the whole process of buying a home seemed so new and daunting. Derek really took us by the hand right from the start, from our first offer up to closing day. Along the way he has always been there to offer advice, words of encouragement, and, to calm us down when we were feeling anxious! We now have a beautiful home of our choice, thanks to Derek.
We highly recommend Derek Walvoord.
5/13/22Olivia Parker
Google Review
Derek is great partner when searching for a new house. In a market like Chicago, his insight into the history of the neighborhoods is invaluable. He listens to your needs and finds the best fit in this fast moving market. Would recommend him to anyone looking to find their next property.
1/29/22Sarah Bransfield
Google Review
Derek Walvoord is an excellent real estate agent. Working with him to sell my Chicago condo I found him to be knowledgeable, experienced, and responsive to all my questions and concerns. I highly recommend him!
7/26/21Chris Bui
Google Review
I recently set out to purchase my first home, knowing absolutely nothing other than the area I was interested in. After inquiring about a house, I received a response less than 10 minutes later and was matched to Derek Walvoord.
Throughout the process, Derek remained professional, personable, extremely patient, and was never less than thorough when answering mine and my family's questions. He is remarkably knowledgable with not just the home buying process but also the Chicago South Side, and historic preservation/rehabbing homes. His obvious respect and love for our neighborhood is truly worth mentioning.
If you are working through one of the biggest decisions in your life in buying a home, Derek is who you want in your corner. Quite honestly, I cannot say enough wonderful things about working with him. I know who I will be recommending to everyone going forward. Many thanks, Derek!!
6/26/21Cody Robbins
Google Review
Derek helped my husband and I purchase our first home in a pretty crazy market. Derek has proven extremely knowledgeable, responsive, friendly, and trustworthy throughout the process.
When you’re making one of the biggest purchases of your life, trust is key and, I couldn’t have asked for a better experience.
Whether this is your first or 50th home that you’re buying/selling I would absolutely recommend Derek to guide you through the process.
6/22/21Jason Robbins
Google Review
Finding your first home can be very stressful and complicated especially during a crazy market, but Derek was fantastic in helping us find our perfect home! He was excellent at answering all of our questions and was super responsive.
We looked at a lot of older homes as part of our interest and Derek was able to gives us some great historical context on the unique features that we ran into. It is clear that he has been in the business for some time and knows a lot about the houses he was showing.
In addition to finding our house, Derek did a great job at lending a helping hand with the whole home buying process since this was our first time buying which came to be extremely valuable. I would highly recommend anyone looking for a home to go through Derek, and I would definitely use his services again in the future!
6/22/21Mary Gen Davies
Google Review
Derek made this first-time home buyer's experience a truly excellent one! Starting from the very beginning, he truly listened to what I was looking for and found the perfect place. His expertise and calm demeanor then helped to smoothly navigate what turned out to be a very complicated deal. My nervousness was tempered by his good humor and continual support throughout the entire process. I highly recommend Derek for your home-buying needs!
6/9/21Kayla
Google Review
HIRE HIM! I cannot say enough wonderful things about my experience working with Derek! He went above and beyond from the moment we started working together and I was delighted to see he knew about buildings themselves and could point out things like metal stairs vs fire doors, standings left on floors, etc. On top of that, he was tenacious in closing the deal. Due to exterior forces, this was a rollercoaster of a deal and I am absolutely convinced I wouldn’t have been able to close on this place if I had any other Relator! Plus, he’s personable, takes things in stride, always has a joke, and is exactly who you want in your corner when the stress is getting to you! For real, if you are looking for a Relator who is going to get things done, look no further.
5/12/21Brianna Marte
Google Review
He’s really such a great person and the best realtor I ever meet , he’s really patient and helpful, and knows just about anyone if you need anyone for anything . 5 stars !!
5/3/21Christine James
Google Review
Derek is the kind of professional anyone would appreciate working with. Whether needing assistance for the first time, or trying to build a portfolio, Derek’s experience in home selling&buying and his vast knowledge of real estate rehab make him a great choice for your next endeavor!
5/3/21Alvin James
Google Review
As a first time home buyer, I was keenly aware that there things about the home purchasing process that I didn’t know. Mr. Walvoord’s patient disposition, vast knowledge of the home buying process, and dedication to his clients helped me find the right house for the right price! I’m recommending him to all of my friends and family when they’re ready to buy a home!
4/27/21YUAN YUN LIN
Google Review
4/22/21P L
Google Review
Derek is an excellent real estate professional. His market expertise, communication, and negotiation skills were key to identifying value and successfully acquiring a multifamily building in the Southport district in a tight market. Derek enabled a smooth transaction even when several potential difficulties arose. Bottom line: I would seek his help for all future transactions.
4/9/21Jacob Stern
Google Review
Derek is a wealth of knowledge in all aspects of real estate: buying, selling, rehabbing, renting (investment property) and financing. He has a deep love for and knowledge of the South Side of Chicago, its housing housing stock and architecture. I highly recommend working with Derek if you have the opportunity -- he helps people achieve their real estate objectives while learning something new along the way. Beyond his deep knowledge and skillset, he is simply a pleasure to work with!
3/18/21Ian Tobin
Google Review
Working with Derek had been a pleasure. He is a very professional and friendly person who truly knows all there is to know about architecture, rehabbing properties, and finance. He also has a great deal of knowledge about the neighborhoods where he operates. I’d be absolutely happy to work with him again.
3/18/21Erin Adams
Google Review
Derek is very knowledgable about historic buildings. He knows their significance, history and even better how to restore those that haven't been that well taken care of. He is also a very easy person to work with. Would highly recommend!
2/24/21Sarah Lira
Google Review
Derek lives and works on the south side, and is very familiar with all the housing options there. A landlord himself, he can advise you on your first (or 20th) income property, so you know what to look for and what to avoid.
2/24/21Heidi Braunsdorf
Google Review
Derek is fantastic! He is remarkably knowledgeable about home repair, renovation, and maintenance. He's an awesome advocate for preservation and knows the southside so well having lived there for many years!
2/23/21Kyle Concannon
Google Review
Derek is a pleasure to work with and all around good human being! He has extensive knowledge in Chicago real estate, architecture, and investment properties.
2/19/21Jared A. Kott
Google Review
I have known Derek for years now! Top shelf person all around!! His ability to problem solve and find solutions is one of many great characteristics he holds!!! Derek is also a wonderful connector, real estate is a team sport, connect with Derek to get connected!!!
2/15/21Gina Scarpetta
Google Review
Derek is very personable and easy to work with, I would highly recommend his broker services if you’re looking to sell your home!
1/25/21Novia Pagone
Google Review
We’ve toured a number of homes with Derek and he is an expert when it comes to local real estate.
1/23/21Dionne Baux
Google Review
Derek, is highly professional and knowledgeable in the real estate field. His experience in development, government, contracting and home repair makes him an excellent choice as a realtor.
1/23/21Brent Wachholder
Google Review
Derek is very knowledgeable about about the entire real estate business and is great to work with.
1/23/21Gabriel Herrero
Google Review
Derek has been an invaluable resource for me over the past couple of years. His knowledge of multifamily investment and management, particularly on the Southside of Chicago are second to none. Whether it's purchasing a property, working through a rehab, dealing with a problem tenant or an issue with the city; Derek has seen it all. If you're a first time home buyer or considering investing in multifamily properties, I recommend working with Derek.
1/23/21Karen Swinger
Google Review
Derek is a cool guy. Very knowledgeable about the Southside. Great rehabber, too! I’ve always known him to be responsive, professional, honest and kind. All the makings of a great Realtor!
1/22/21Eric Allix Rogers
Google Review
Derek is extremely knowledgeable about real-estate and related financial matters, and is one of the first people I would talk to when going into the market. He is especially familiar with Chicago's South Side, and with historic properties in great areas like the Jackson Park Highlands.
1/22/21Menia Morris
Google Review
1/22/21Frederick Grier
Google Review
Derek has a lot of knowledge and expertise in real estate, and is great to work with.... I highly recommend him if you are looking for someone who will work hard for you!
1/22/21Wayne Beals
Google Review
Derek is an experienced real estate veteran who brings his decades of experience in development, construction, landlording, historic preservation, buying and selling, and governmental fund management experience to his role as a Realtor! Buying or selling on the South Side, you won’t regret making Derek your agent!

