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Real estate in Kalamazoo’s Oakland / Winchell neighborhood.

Compare top Oakland / Winchell real estate agents.

Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for September 2026.*


* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.

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Oakland / Winchell real estate Market Report.

Information and statistics on the latest trends in the Oakland / Winchell real estate market. *

Latest Rolling 3-Month Snapshot

May 1, 2026 - Jul 31, 2026

Median sale price
$300K
-8.9% from Q2 '26
Median list price
$351K
+17% from Q2 '26
Active listings
29
+3.6% from Q2 '26
Homes sold
23
+64% from Q2 '26
New pendings
24
+9.1% from Q2 '26
New listings
25
+19% from Q2 '26

Quarterly Pricing Trends for Oakland-Winchell

Rolling three-month data ending on quarter boundaries when available.

Quarterly Pricing Trends for Oakland-Winchell Q3 '21 Q3 '22 Q3 '23 Q3 '24 Q3 '25 Q2 '26 Median sale price in Jul 2021 - Sep 2021: $250K Median sale price in Oct 2021 - Dec 2021: $259K Median sale price in Jan 2022 - Mar 2022: $263K Median sale price in Apr 2022 - Jun 2022: $282K Median sale price in Jul 2022 - Sep 2022: $258K Median sale price in Oct 2022 - Dec 2022: $310K Median sale price in Jan 2023 - Mar 2023: $255K Median sale price in Apr 2023 - Jun 2023: $340K Median sale price in Jul 2023 - Sep 2023: $315K Median sale price in Oct 2023 - Dec 2023: $240K Median sale price in Jan 2024 - Mar 2024: $260K Median sale price in Apr 2024 - Jun 2024: $300K Median sale price in Jul 2024 - Sep 2024: $290K Median sale price in Oct 2024 - Dec 2024: $295K Median sale price in Jan 2025 - Mar 2025: $313K Median sale price in Apr 2025 - Jun 2025: $343K Median sale price in Jul 2025 - Sep 2025: $325K Median sale price in Oct 2025 - Dec 2025: $303K Median sale price in Jan 2026 - Mar 2026: $325K Median sale price in Apr 2026 - Jun 2026: $329K Median list price in Jul 2021 - Sep 2021: $270K Median list price in Oct 2021 - Dec 2021: $250K Median list price in Jan 2022 - Mar 2022: $290K Median list price in Apr 2022 - Jun 2022: $280K Median list price in Jul 2022 - Sep 2022: $300K Median list price in Oct 2022 - Dec 2022: $250K Median list price in Jan 2023 - Mar 2023: $315K Median list price in Apr 2023 - Jun 2023: $335K Median list price in Jul 2023 - Sep 2023: $300K Median list price in Oct 2023 - Dec 2023: $260K Median list price in Jan 2024 - Mar 2024: $250K Median list price in Apr 2024 - Jun 2024: $330K Median list price in Jul 2024 - Sep 2024: $295K Median list price in Oct 2024 - Dec 2024: $300K Median list price in Jan 2025 - Mar 2025: $317K Median list price in Apr 2025 - Jun 2025: $345K Median list price in Jul 2025 - Sep 2025: $335K Median list price in Oct 2025 - Dec 2025: $379K Median list price in Jan 2026 - Mar 2026: $330K Median list price in Apr 2026 - Jun 2026: $300K Jul 2021 - Sep 2021 Median sale price $250K Median list price $270K Oct 2021 - Dec 2021 Median sale price $259K Median list price $250K Jan 2022 - Mar 2022 Median sale price $263K Median list price $290K Apr 2022 - Jun 2022 Median sale price $282K Median list price $280K Jul 2022 - Sep 2022 Median sale price $258K Median list price $300K Oct 2022 - Dec 2022 Median sale price $310K Median list price $250K Jan 2023 - Mar 2023 Median sale price $255K Median list price $315K Apr 2023 - Jun 2023 Median sale price $340K Median list price $335K Jul 2023 - Sep 2023 Median sale price $315K Median list price $300K Oct 2023 - Dec 2023 Median sale price $240K Median list price $260K Jan 2024 - Mar 2024 Median sale price $260K Median list price $250K Apr 2024 - Jun 2024 Median sale price $300K Median list price $330K Jul 2024 - Sep 2024 Median sale price $290K Median list price $295K Oct 2024 - Dec 2024 Median sale price $295K Median list price $300K Jan 2025 - Mar 2025 Median sale price $313K Median list price $317K Apr 2025 - Jun 2025 Median sale price $343K Median list price $345K Jul 2025 - Sep 2025 Median sale price $325K Median list price $335K Oct 2025 - Dec 2025 Median sale price $303K Median list price $379K Jan 2026 - Mar 2026 Median sale price $325K Median list price $330K Apr 2026 - Jun 2026 Median sale price $329K Median list price $300K
Median sale price
Median list price
* Data provided by Redfin, a national real estate brokerage.
12
Seller’s Market
Seller’s Market
Buyer’s Market
0
25
50
75
100

Market gauge is calculated using active listings and pending sales from the most recently available reporting period (May 2026 - Jul 2026).

Oakland / Winchell currently leans toward sellers, with the market gauge firmly in seller’s territory. Months of supply sit at just 0.6 in this rolling three-month view, well below the broader Kalamazoo level of 2 months. Homes are spending a median of only 10 days on the market, showing that buyers need to move quickly when they see something they like.

Prices have eased year over year even as activity has picked up. The typical home value over the last three months is about $300,000, down roughly 12% from a year ago, while the median list price is also lower than last year. At the same time, homes sold are up about 13% year over year and pending sales have also increased, pointing to stronger buyer demand despite softer pricing.

Inventory is limited but has grown modestly, with active listings up around 8% from a year ago and new listings only slightly lower than last year. About 32% of recent sales closed above list price and the average sale-to-list ratio is just over 96%, indicating that many sellers are still achieving strong outcomes but with less intense bidding than in some past periods. With these mixed signals of tight supply, faster sales, and moderating prices, both buyers and sellers can benefit from Agent Pronto’s help in finding an agent who understands the Oakland / Winchell market.



Learn more about what Oakland / Winchell has to offer.

Oakland / Winchell offers residents a welcoming, walkable community with tree-lined streets, nearby parks, reliable local amenities, and a strong sense of neighborhood pride.

Oakland / Winchell stands out in Kalamazoo for its rare mix of wooded ravines, walkable streets, and quick access to both downtown and Western Michigan University. Centered along Oakland Drive and Winchell Avenue, the neighborhood feels established and settled, yet continues to attract new residents who value strong schools and everyday convenience.

Families are drawn to Winchell Elementary, part of Kalamazoo Public Schools and the Kalamazoo Promise district. Students and professionals appreciate the short trip to Kalamazoo College and the cultural options near Bronson Park. Nearby Asylum Lake Preserve and Kleinstuck Preserve offer miles of trails and wetlands, giving Oakland / Winchell a remarkably natural feel inside city limits.

Daily life is practical and connected. Oakland Drive links residents to grocery options, neighborhood favorites like O’Duffy’s Pub, and medical centers around Westnedge Hill. Sidewalks, mature trees, and a mix of mid century homes and updated properties support both long term homeowners and first time buyers looking for a stable setting.

For sellers, steady demand and limited inventory mean preparation and pricing strategy matter. For buyers, being ready with local insight and a clear plan is key in such a competitive pocket of the city. Agent Pronto can connect both buyers and sellers in Oakland / Winchell with a real estate professional who understands timing, value, and the nuances of this neighborhood.

Find your Oakland / Winchell real estate agent today →


Trusted by over 500,000 buyers and sellers.

See why so many people rely on Agent Pronto to make their real estate journey a success.

“I had the privilege of working with Tiffanie in multiple capacities, from finding tenants for my property to successfully selling it. I wholeheartedly recommend her services. Right from the start, she went above and beyond to ensure I felt supported and informed every step of the way. Tiffanie genuinely cares about her clients, making sure they are never taken advantage of. Her meticulous attention to detail and proactive approach significantly impacted my experience. I always felt like I was her top priority. Whether she was answering my questions or negotiating on my behalf, Tiffanie was consistently on task and dedicated. If you’re in search of a realtor who truly cares and achieves results, Tiffanie is definitely the one to call!”

Charles Udeh · Detroit, MI

Photo of Tiffanie Turrentine
EXP Realty
“Marie was always .available to anwser any of our questions. She showed a very positive attitude that the house would be sold. We are totally satisfied with the sale and she assisted us professionaly.”

Betty Damore · Saginaw, MI

Photo of Marie Glinski
Century 21 Signature Realty
“Karah was a genuine asset in our home sale experience. We were so thankful that Tina recommended Karah as a realtor to help us sell our home.”

David and Connie Sergent · Freeland, MI

Photo of Tom Webb
Dwelling Place Inc
“My daughter is a real estate agent, but I needed to act right away when this listing popped up. Amy was all over it. Giving sound advice, knowing the seller, his agent, the property, and wasted no time scheduling a walk thru and submitting a subsequent offer for what was best for both myself and the seller. Honest, trustworthy, fair, and eager to do her job every step of the way. Couldn't be happier. Would not have closed the deal without her; and that's the truth.”

Rick Dunigan · Ashley, MI

Photo of Amy Schnople
Century 21 Affiliated
“Amy was very easy to work with and gave us valuable advice on increasing our listing price. The whole process working with Amy was very smooth. I have recommended her to several of my friends and they have also been extremely pleased with her.”

Bev Stapleton · Flushing, MI

Photo of Amy Badal
Banacki Properties
“Mary is an absolute gem. She always answered our questions, never hesitated to share her thoughts, held our hand throughout the process. I can't say enough about her. I'll always recommend Mary if someone is looking for a realtor.”

Brad Ouimet · Sterling Heights, MI

Photo of Kathy Schaumburger
eXp Realty
“Claudia made herself available at all times, She made sure we new what was going on at all times and anything we needed to do. My choose is Claudia every time. Very professional at her Job.”

Donald Hankins · Macomb, MI

Photo of Claudia Shamo
Century 21 Professionals
“Working with Angie was a great experience. She prepared me well answering my every question and providing guidance and support the entire time. We found the property as I was drinking my morning coffee. The property, location and the house made me smile. Angie and the bank made it happen. We closed in record time and with little stress. I continue to smile as I firmly step into Chapter 4 of my life. Thank you for your guidance and support. Welcome to my squad.”

Carol Walker · East Tawas, MI

Photo of Angie Jones
Century 21 Signature
“Where do I even begin? Tony was an absolute rockstar! He helped me purchase my first home from 2800 miles away - sight unseen. You may think I'm crazy for doing that, but it's due to Tony's competency as a realtor. The way he virtually showed me homes was excellent - as if I were there. He commonly pointed out potential issues and things to think about. Everything from custom wood encased windows that would eventually leak to where the gutters drain and the impact on asphalt over time. He didn't tell me what to do or make me feel less than for moving forwsrd with an offer on properites with issues - it was merely to know and understand any potential risks. When I was particularly down after multiple losses on offers, he said not to worry, we'd find my home - AND WE DID!!!!!!! I am so excited to have purchased my dream home. If I were to know someone who needed to buy a home in the area or from afar, I would hands down recommend Tony! Thanks so much Tony.”

Jen Elliott · White Lake, MI

Photo of Tony Orlando
Jason Mitchell Group
“Don Wurtzel is a true professional and master of his craft: responsive, knowledgeable and dedicated to his clients. Throughout the selling process, we had ease of mind knowing Don and his company, Cornerstone Real Estate, had out backs. We wouldn't hesitate to use his services again or recommend him.”

Joy Ely · Saline, MI

Photo of The Wurtzel Team
Cornerstone Real Estate
“Barketa is fantastic! She walked with us and pointed out things that maybe an issue. She was great at figuring out what met our needs. Barketa is straightforward and honest. We felt super comfortable when working with her. Barketa is a wonderful agent and if we have anything like this again, I would 100% work with her again. I would recommend her to anyone looking in the area”

Kerry Lawhorn · South Bend, IN

Photo of Barketa Kerns
Century 21 Affiliated
“Katie was amazing and very quick to respond to us with any questions we had. She gave us so much information and extremely helpful.”

Gerald B. · Belleville, MI

Photo of Katie Mansor
Meridian Real Estate Services & 3DX Real Estate
“We sold my mom's lake house on Corey Lake a lot faster than what I expected. Dennis Bamber and his team, were excellent to help get everything we needed for a speedy closing. We couldn't be happier!”

BJ Eaglesfield · Elkhart, IN

Photo of Dennis Bamber
Cressy & Everett Real Estate
“Was very responsive and was happy to break stuff down to make it easier to understand. Very Straight forward, isn't gonna sell you something she herself wouldn't purchase.”

Raydin Blackwell · Vandalia, MI

Photo of Tania Hartline-Montgomery
Cressy & Everett Real Estate
“We had an incredible experience working with Bryant Stuut to both buy and sell our home. Bryant was attentive, honest, incredibly responsive, and always willing to answer our many questions throughout the process. What stood out most was how well Bryant understood exactly what we were looking for. He never made us feel pressured and consistently gave us thoughtful, straightforward advice. When it came time to sell, he recommended several small, practical changes that we feel helped our home sell faster and for a higher price. Buying and selling a home can be very stressful, but Bryant made the entire experience feel manageable and gave us complete confidence along the way. I truly cannot say enough good things about him and would recommend Bryant to anyone looking to buy or sell a home.”

Kyle Centers · Kalamazoo, MI

Photo of Bryant Stuut
Next Realty Group, LLC
“In preparing for the sale and facilitating the final sale of a property with several difficulties, Angela Averill and her team were very helpful and exceptionally patient--particularly, her team members, Kylie and Dalanie, who were kind at the closing by listening to my frustrations regarding issues over which they had no control. This property sale helped our organization greatly and wouldn't have worked out as well without this great team of realtors. Thank you for everything!”

Susan Cancro · Lansing, MI

Photo of The Angela Averill Team
Century 21 Affiliated
“Kelly, Thank you so much for all of your help! You made purchasing my first home very easy. I really appreciate how well you explained each step and process I always knew what to expect. Your knowledge on what I needed to look for in homes to fit my FHA loan was so helpful!! Thank so much I really enjoyed working with you”

Ryan Bonfiglio · Lansing, MI

Photo of Kelly Kuczewski
Century 21 Affiliated
“Process was smooth and easy, everything went well would definitely would recommend.”

Marieo Spradley · Van Buren, MI

Photo of Jodi M Rupert
EXP Realty
“Natasha's patience, commitment, communication, and drive, to make sure I found a home I would love and feel safe is the biggest attributes. I worked with Natasha to find a house for over a year. during this time, I never once felt like a burden or felt like she was giving up on me at all, she yet made me feel like I still was one of her most important clients and that I was still being prioritized. I am extremely grateful for all of Natasha's hard work and I would recommend her to everyone who is looking to buy a house.”

Kennedy Hodges · Warren, MI

Photo of Natasha Richards
Bellabay Realty Tri-Counties
“Wonderful human, great to work with!!!”

Molly Pound · Bloomfield Hills, MI

Photo of Marty Hill
Keller Williams KW Showcase Realty

Frequently Asked Questions

There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise covering the housing market in and around Oakland / Winchell. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.


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