Welcome to City Roots Properties
Welcome to City Roots Properties At City Roots Properties, we specialize in full-service property management and leasing solutions tailored to individual condo units, townhomes, and single-family homes throughout Chicago. With over a decade of experience, we’re a boutique agency built on trust, personalized service, and a deep understanding of the local rental market. Our goal is to give you, the investor, peace of mind—knowing your property is cared for and your returns are maximized.
Why Choose City Roots Properties Over Larger Agencies?
Personalized, Expert Service
As a boutique firm, we provide hands-on, individualized support at every stage of the process. From your first consultation to leasing, tenant screening, maintenance coordination, and financial reporting—you’ll work with the same experienced professional throughout. Unlike larger agencies that often delegate tasks to junior staff, we ensure consistency and accountability, helping you secure the best-fit tenants and optimize your returns.
Free Tenant Placement (For new clients)
At City Roots Properties, we believe property management should be performance-driven and aligned with our clients’ success. That’s why we offer free tenant placement for new management clients and do not charge monthly management fees during vacancy. We believe in proving our value first through responsive service, strategic pricing, strong tenant placement, and transparent communication — helping property owners feel confident that our success is tied directly to the performance of their investment.
Transparent Pricing, No Hidden Fees
Many agencies charge high minimum monthly fees—even when a unit is vacant or the tenant they placed isn’t paying rent. Not us. At City Roots Properties, we believe in fair, performance-based pricing. If you don’t get paid, we don’t either. No hidden charges. No surprises. Just a straightforward commitment to your success.
Tenants Stay Longer—And That Means Higher Profits
We treat your tenants with the same care and respect we extend to you. By delivering responsive, high-quality service, we build strong tenant relationships that reduce turnover and increase long-term profitability. Unlike agencies that benefit from frequent tenant changes and new placement fees, our interests are fully aligned with yours.
No Maintenance Mark-up Costs
At City Roots Properties, we believe maintenance coordination should be transparent and owner-focused. Unlike many larger property management companies, we do not add markups to routine maintenance invoices or profit from repair costs. Our goal is to help owners protect their investment through responsive coordination, trusted vendors, and clear communication — without unnecessary hidden fees or inflated repair charges. For owners who already have preferred contractors or trusted vendors, we are also happy to continue working with them whenever possible.
Powered by Smart Tools, Backed by Local Expertise
We use Rentec, a leading property management software with integrated accounting and tenant portals, trusted by thousands of landlords nationwide. Combined with our in-depth knowledge of the Chicago rental market, we make managing your investment seamless and stress-free.
Get a free rental analyis for your unit today!
Let’s make your investment work harder—without the hassle.
Visit our full website here:
Residential, Condo & Boutique Property Management Services Chicago, IL - Reasonably Priced Real Estate Sales & Rental Services | City Roots Properties
Call us today at 312-833-2769 to get started.
Why Choose City Roots Properties Over Larger Agencies?
Personalized, Expert Service
As a boutique firm, we provide hands-on, individualized support at every stage of the process. From your first consultation to leasing, tenant screening, maintenance coordination, and financial reporting—you’ll work with the same experienced professional throughout. Unlike larger agencies that often delegate tasks to junior staff, we ensure consistency and accountability, helping you secure the best-fit tenants and optimize your returns.
Free Tenant Placement (For new clients)
At City Roots Properties, we believe property management should be performance-driven and aligned with our clients’ success. That’s why we offer free tenant placement for new management clients and do not charge monthly management fees during vacancy. We believe in proving our value first through responsive service, strategic pricing, strong tenant placement, and transparent communication — helping property owners feel confident that our success is tied directly to the performance of their investment.
Transparent Pricing, No Hidden Fees
Many agencies charge high minimum monthly fees—even when a unit is vacant or the tenant they placed isn’t paying rent. Not us. At City Roots Properties, we believe in fair, performance-based pricing. If you don’t get paid, we don’t either. No hidden charges. No surprises. Just a straightforward commitment to your success.
Tenants Stay Longer—And That Means Higher Profits
We treat your tenants with the same care and respect we extend to you. By delivering responsive, high-quality service, we build strong tenant relationships that reduce turnover and increase long-term profitability. Unlike agencies that benefit from frequent tenant changes and new placement fees, our interests are fully aligned with yours.
No Maintenance Mark-up Costs
At City Roots Properties, we believe maintenance coordination should be transparent and owner-focused. Unlike many larger property management companies, we do not add markups to routine maintenance invoices or profit from repair costs. Our goal is to help owners protect their investment through responsive coordination, trusted vendors, and clear communication — without unnecessary hidden fees or inflated repair charges. For owners who already have preferred contractors or trusted vendors, we are also happy to continue working with them whenever possible.
Powered by Smart Tools, Backed by Local Expertise
We use Rentec, a leading property management software with integrated accounting and tenant portals, trusted by thousands of landlords nationwide. Combined with our in-depth knowledge of the Chicago rental market, we make managing your investment seamless and stress-free.
Get a free rental analyis for your unit today!
Let’s make your investment work harder—without the hassle.
Visit our full website here:
Residential, Condo & Boutique Property Management Services Chicago, IL - Reasonably Priced Real Estate Sales & Rental Services | City Roots Properties
Call us today at 312-833-2769 to get started.
What We Offer
Pay Rent Online
Did you know that you can pay your rent and submit maintenance requests online?
Available Properties
View our available rental properties and submit an electronic application quickly and easily.
Management Services
We manage your properties efficiently and effectively, providing exceptional service.
What services will City Roots Properties Provide?
- We are local to Chicago and specialize in the downtown market.
- We know the latest laws & techniques.
- We use the best property management software.
- We provide you with an owner portal to view property stats.
- We provide tenants the ability to auto-draft or pay online.
- We know how to market your property.
- We know how to pick and screen good tenants.
About Us
About the Founder of City Roots Properties
City Roots Properties was founded by Shawn Swift, a Chicago real estate professional focused on providing a more transparent, responsive, and relationship-driven approach to property management. With experience working closely with property owners, investors, renters, and condo associations throughout Chicago, Shawn built City Roots Properties around the belief that rental property ownership should feel less stressful and more collaborative. Rather than operating like a large corporate management company, Shawn takes a hands-on approach centered around communication, local market expertise, strategic rental pricing, and long-term client relationships. From leasing strategy and tenant placement to ongoing property oversight and maintenance coordination, the goal is to help owners protect and maximize the value of their investment while creating a positive experience for residents. As both a REALTOR® and property management professional, Shawn closely follows Chicago rental market trends, neighborhood dynamics, and evolving property owner needs across areas including Lincoln Park, Lakeview, West Loop, River North, Gold Coast, Streeterville, and surrounding neighborhoods.
More about City Roots Properties
City Roots Properties is a boutique Chicago property management company specializing in condos, apartments, townhomes, and investment properties throughout Chicago’s most desirable neighborhoods, including Lincoln Park, Lakeview, West Loop, River North, Gold Coast, Streeterville, Wicker Park, Logan Square, and surrounding areas. We provide full-service Chicago property management designed to help rental property owners maximize rental income, reduce vacancy, improve tenant retention, and simplify the day-to-day responsibilities of managing rental property. Our services include tenant placement, rental marketing, tenant screening, lease coordination, maintenance management, financial reporting, online rent collection, and ongoing property oversight. Unlike many larger property management companies, we focus on transparent communication, personalized service, and long-term owner relationships. We believe property management should be performance-driven and aligned with owner success — which is why we offer free tenant placement for new management clients, no monthly management fees during vacancy, and no maintenance markups on routine repairs. For owners who already have preferred contractors or trusted vendors, we are also happy to continue working with them whenever possible. Whether you are a first-time landlord, long-term investor, condo owner, or absentee property owner, our goal is to provide responsive support, local market expertise, and boutique-level service tailored to Chicago’s rental market. Learn more about our Chicago property management services, neighborhood rental market guides, and pricing at: https://www.cityrootsproperties.com
City Roots Properties was founded by Shawn Swift, a Chicago real estate professional focused on providing a more transparent, responsive, and relationship-driven approach to property management. With experience working closely with property owners, investors, renters, and condo associations throughout Chicago, Shawn built City Roots Properties around the belief that rental property ownership should feel less stressful and more collaborative. Rather than operating like a large corporate management company, Shawn takes a hands-on approach centered around communication, local market expertise, strategic rental pricing, and long-term client relationships. From leasing strategy and tenant placement to ongoing property oversight and maintenance coordination, the goal is to help owners protect and maximize the value of their investment while creating a positive experience for residents. As both a REALTOR® and property management professional, Shawn closely follows Chicago rental market trends, neighborhood dynamics, and evolving property owner needs across areas including Lincoln Park, Lakeview, West Loop, River North, Gold Coast, Streeterville, and surrounding neighborhoods.
More about City Roots Properties
City Roots Properties is a boutique Chicago property management company specializing in condos, apartments, townhomes, and investment properties throughout Chicago’s most desirable neighborhoods, including Lincoln Park, Lakeview, West Loop, River North, Gold Coast, Streeterville, Wicker Park, Logan Square, and surrounding areas. We provide full-service Chicago property management designed to help rental property owners maximize rental income, reduce vacancy, improve tenant retention, and simplify the day-to-day responsibilities of managing rental property. Our services include tenant placement, rental marketing, tenant screening, lease coordination, maintenance management, financial reporting, online rent collection, and ongoing property oversight. Unlike many larger property management companies, we focus on transparent communication, personalized service, and long-term owner relationships. We believe property management should be performance-driven and aligned with owner success — which is why we offer free tenant placement for new management clients, no monthly management fees during vacancy, and no maintenance markups on routine repairs. For owners who already have preferred contractors or trusted vendors, we are also happy to continue working with them whenever possible. Whether you are a first-time landlord, long-term investor, condo owner, or absentee property owner, our goal is to provide responsive support, local market expertise, and boutique-level service tailored to Chicago’s rental market. Learn more about our Chicago property management services, neighborhood rental market guides, and pricing at: https://www.cityrootsproperties.com
Contact Us
We're easy to get ahold of and are in the office 7 days a week 9:00AM to 6:00PM. We look forward to working with you!
Phone
- USA Toll-Free
- 312 833 2769
- General Information
- [email protected]
Address
City Roots Properties1520 N Ashland Ave, suite 2
Chicago, IL 60622