City hero
IndianaChesterton

Find and Compare the Best Real Estate Agents in Chesterton, IN

Tell us about your home buying or selling needs and instantly see a personalized list of agents to choose from.

Takes less than 2 mins
100% free service
No strings attached

Featured Agents in Chesterton, IN

Prime Agent Badge
PRIME AGENT
Richard Lahey profile picture
Coldwell Banker Real Estate Group

Richard Lahey

Completed Profile
8 reviews
View Profile
33years of experience
20sales in the last 12 months
500transactions all-time
Prime Agent Badge
PRIME AGENT
Valarie Kubacki profile picture
Dream Team Agents Llc

Valarie Kubacki

1 review
View Profile
16years of experience
92sales in the last 12 months
Kelly White & Miriam Hill profile picture
Mccolly Real Estate

Kelly White & Miriam Hill

8 reviews
View Profile
37years of experience
54sales in the last 12 months

Compare 15 top-performing real estate agents in Chesterton, IN

Century 21 Circle

Claudia Miller Forrest

Completed Profile
7 reviews
Open 11:00 AM - 2:00 PM
Usually responds in 30 minutes
17 years of experience
38 sales in last 12 months
600 transactions all-time
Serves Chesterton

About

I have been a licensed agent since 2007. Winning Top Sales and Quality Service awards every year since 2011 and helping hundreds of buyers and sellers in the real estate transaction. Full Time Agent and Managing broker of our Valparaiso and Winfield office. I have lived in NW Indiana my entire life and would be honored to answer help you with your Real Estate Needs! Please visit my website or Facebook page for reviews!

Read more

Achievements

Trophy Icon
Sells Homes Fast 2025
Trophy Icon
Top Negotiator 2025
Trophy Icon
Top Valparaiso Agent 2025

Century 21 Honorary Centurion/ Quality Service

High School Diploma

e-PRO, ABR, CRS

Business Highlights

Buyer Representative, Condominiums, Farm/Ranch, First Time Buyers
Born and Raised in NW Indiana
Century 21 REALTOR since 2011
AWARD winning in both Sales and Customer Service

@properties

Brian Volckmann

7 reviews
Open 12:00 PM - 8:00 PM
Usually responds in 1 hr
11 years of experience
7 sales in last 12 months
190 transactions all-time
Serves Chesterton

About

Brian Volckmann is a top-producing REALTOR® in Michigan City, IN, affiliated with The Easly Group at @properties Christie's International Real Estate. With over 12 years of experience, he has a proven production record of 190+ closed sales and nearly $35 million in volume, averaging 16 transactions annually. Licensed in both Indiana and Michigan, his expertise covers Northwest Indiana (Michigan City, La Porte) and Southwest Michigan. Brian is a trusted expert for diverse clients, from first-time homebuyers to investors seeking luxury lakefront properties and short-term rentals. His reputation for trustworthiness is backed by over 75 5-star client reviews on Zillow and Google.

Read more

Achievements

Trophy Icon
Top Listing Agent 2025
Trophy Icon
Top Listing Broker 2025
Trophy Icon
Sells Homes Fast 2025

2015, 2016, 2017 Quality Service Award, 2015, 2017 Multi-Million Dollar Producer

SRS

Business Highlights

Buyer Representative, Condominiums, Distressed Properties, First Time Buyers
SRS - Seller Representative Specialist Designation
PSA - Pricing Strategy Advisor Certification

Realty Executives Premier

Bill & Rachel Port

Completed Profile
14 reviews
Open 9:00 AM - 9:00 PM
Usually responds in 24 hrs
31 years of experience
101 sales in last 12 months
2,010 transactions all-time
Serves Chesterton

About

Rachel began her career as a Realtor nearly 30 years ago in 1993. Originally licensed in Illinois, she obtained her Indiana Broker license in just a few short months. Rachel has been distinguished as one of the elite in the real estate industry & is nationally recognized as one of the Top Agents in the area. During her career she has individually brokered more transactions than most local Real Estate companies have achieved for their entire office! Rachel’s clients love her fun personality, but make no mistake, she can fight for you like no one else can! Once you work with Rachel to buy or sell a home, you’ll insist on hiring her every time! Bill has been a full-time REALTOR® since 1994. He likes to help people. Bill believes in sharing his knowledge and is known for his ability to simplify the most difficult transactions. His clients appreciate the professional care they receive, which explains why so many of his new clients come from the recommendation of previous clients.

Read more

Achievements

Trophy Icon
Top Schererville Agent 2025
Trophy Icon
Sells Homes Fast 2025
Trophy Icon
Top Negotiator 2025

Lifetime Achievement agents and Hall of Fame Recipients

Bachelor's Degree
Business Management, 1989

Real Estate Negotiation Expert

Business Highlights

Buyer Representative, Condominiums, First Time Buyers, Luxury Properties
Serving Illinois and Indiana Since 1993

Stray Dog Properties, Llc

Shawn Spaw

3 reviews
Open 24 hours
Usually responds in 10 minutes
Prime Agent Badge
PRIME AGENT
19 years of experience
57 sales in last 12 months
1,395 transactions all-time
Serves Chesterton

About

The Shawn Spaw Team and Stray Dog Properties -Our brokerage is a boutique firm that specializes in providing personalized service to each client. -We pride ourselves on being a modern and innovative brokerage that utilizes the latest technology to streamline the real estate process. -Our team consists of experienced agents who are knowledgable about the local market and committed to helping clients achieve their real estate goals. -We offer a wide range of services, including property searches, buyer representation, seller representation, and property management. -Our focus is on building long-term relationships with clients, rather than simply completing transactions and moving on to the next one. -Our small size allows us to provide more personalized attention and faster response times than larger brokerages, ensuring that clients receive the best service.

Read more

Achievements

Trophy Icon
Top Valparaiso Brokerage 2025
Trophy Icon
Top Producer 2025
Trophy Icon
Top Luxury Buyer's Agent 2025

Presidents Club, Real Trends, America's Best Real Estate Agents

Graduate Degree, Boston University
Masters in Education, 1996 - 1998

REALTOR®

Shawn Spaw's Video

Mccolly Real Estate

Olga Petryszyn

41 years of experience
Serves Chesterton

About

Olga Petryszyn is a Real Estate Agent in Chesterton, IN with the brokerage Mccolly Real Estate. Over the last 41 years we have tracked null MLS listings by Olga.

Read more

Achievements

Noted national Hosta Hybridizer

Bachelor's Degree, Art Inst. of Chicago
Fine Arts

REALTOR®

Business Highlights

Buyer Representative, Condominiums, Farm/Ranch, First Time Buyers

We've introduced over 4,940,482 buyers and sellers to top local real estate agents in the past 15 years

  • R V

    "The service was great and the recommendation of the realtor was fantastic. The realtor was fair and honest he gave me a very reasonable selling price and follow the listing all the way through. The house sold within the first week."
    Rita V. from Tennessee / Sold a home using RealEstateAgents.com
  • A C

    "I used the website to identify potential agents in the new city I was moving too. I ultimately went with one of the recommended agents and had a very smooth home buying process."
    Alexis C. from Iowa / Bought a home using RealEstateAgents.com
  • R J

    "My realtor was very professional in every aspect of the sale. My house sold within a week. She called or texted me through out the whole process."
    Ruth J. from Ohio / Sold a home using RealEstateAgents.com
  • S M

    "We found an excellent Realtor, who guided us through the sale and did an excellent job along the way."
    Steve M. from Florida / Sold a home using RealEstateAgents.com
  • J B

    "Very professional, we had a great experience."
    Jon B. from Wisconsin / Bought a home using RealEstateAgents.com
  • S K

    "The agent you recommended was fantastic. He stayed in touch throughout the process. He kept us informed every step of the way. The sale was quick and couldn't have gone smoother. Would definitely recommend to anyone else and will definitely use in the future if needed."
    Stanley K. from Indiana / Sold a home using RealEstateAgents.com
  • J L

    "Great realtors. My home sold in five days!"
    Joe L. from Illinois / Sold a home using RealEstateAgents.com
  • B W

    "My selected agent was very thorough, professional, and attentive to my needs. He was absolutely the BEST!"
    Bonnie W. from Indiana / Sold a home using RealEstateAgents.com
  • J S

    "Had issues with the title company, which agents handled."
    John S. from Arizona / Sold a home using RealEstateAgents.com
  • J H

    "We had a very unique situation... My sister and I live in different states and the house belonged to our deceased Mother... Service was great could not have been any better..."
    Joe H. from Texas / Sold a home using RealEstateAgents.com

Sell your Chesterton home with confidence

Why use RealEstateAgents.com to find a top Chesterton real estate agent

RealEstateAgents.com puts you in touch with the best real estate agents in your area given your unique real estate needs.

Only Top Agents

RealEstateAgents.com’s network covers the entire country and features top closers in every market.

Expert Recommendations

Our AI-powered, machine learning-backed platform leverages millions of data points to connect you with a custom real estate agent list.

Compare Real Estate Agents

Our profiles include information to help you compare agents and find the perfect local REALTOR®!

Contact Us to Find a Top Agent in Chesterton

+ 1 (888) 586 2349

Mon - Fri, 6 am to 6 pm PST

customer support on phone
We can help you move forward in your agent search

Chesterton Housing Market Report

Market Action Index

We are extensively tracking the housing market in Chesterton, IN. Here are the strongest factors contributing to this score:

Fewer sellers are listing their homes compared to last year
Houses are selling quickly compared to the amount on the market
93
seller's market
Buyer's Market
0102030405060708090100
Seller's Market
Real Time Market Profile

Median List Price

$420K

Per Square Foot

$197

Days on Market

85

Total Listings

91

Median List Price

Sun, Mar 22, 2026

Median List Price
1 Year

We can help you move forward in your agent search