Best Real Estate IT Companies in Chicago, United States
The 35 best Real Estate IT companies in Chicago, United States in 2026, ranked by funding and momentum. Funding, investors, founders, valuation, tech stack and live signals. Top: Realync.
Ranked: Best Real Estate IT companies in Chicago
| # | Company | Disclosed funding | Last round | Stage | Founder | Founded | Tech stack | Patents & IP focus | Recent signals |
|---|---|---|---|---|---|---|---|---|---|
| 1 | Realync SaaS-driven virtual tour software for real estate professionals | $24M | 71 mo ago | Acquired | — | 2012 | WordPressSentryApple iCloud Mail+31 | — | — |
| 2 | Buildout Marketing automation platform for the commercial real estate industry | $8M | 75 mo ago | Series B | Jason Tillery Co-founder & Board Member | 2011 | Webflow EcommerceCart FunctionalityWebflow+30 | — | — |
| 3 | NativeERP Provider of a unified platform for real estate business management | $2M | 90 mo ago | Seed | Adi Argov Chief Executive Officer | 2018 | — | — | — |
| 4 | ShowingTime Real estate showing scheduling and management products | $155K | 295 mo ago | Acquired | — | 1999 | WordPressMySQLPHP+26 | 3 patents SMS-based confirmation system for real estate transaction management | — |
| 5 | ShowingHero SaaS-driven property showing management solutions for realtors | $20K | 47 mo ago | Seed | Asif Hussain Co-Founder | 2017 | — | — | — |
| 6 | Property Carnivores CRM & marketing software solution for the real estate agent | — | 132 mo ago | Deadpooled | Jeffrey Walker Founder & CEO | 2015 | — | — | — |
| 7 | (RE)meter Database to quantify the risk in commercial lease underwriting | — | — | Unfunded | Jack Buck CEO | 2014 | — | 11 patents Patents concentrated in computing, sensing & instrumentation | — |
| 8 | AgentEDU SaaS-driven video-based career learning platform for real estate agents and brokers | — | — | Unfunded | Marci Sepulveda Founder | 2015 | — | — | — |
Top 6 Real Estate IT companies in Chicago
#1
Acquired · Chicago, Illinois · founded 2012 · 32 employees$23.6Mraised▾
SaaS-driven virtual tour software for real estate professionals. The solution caters to real estate agents providing live-streamed or pre-recorded videos of properties to the users. It offers features that include pre-recorded videos that are saved to the cloud and can be shared with others. Users can schedule live open houses that can be accessed from around the world.
- Nov 2020Series A$22M
- Oct 2019Seed—
- Jul 2019Seed$211.3K
- Oct 2016Seed$1.1M
#2
Series B · Chicago, Illinois · founded 2011 · 90 employees$8.3Mraised▾
Buildout offers a marketing automation platform for the commercial real estate industry. Allows businesses and real estate professionals to leverage branded content and marketing material, maintain property listings centrally, create custom maps, run email marketing campaigns, and update websites and proposals from a single platform. The companies clientele include Cushman & Wakefield, Lee & Associaltes, and Avison Young, among others.
- Jul 2020Series B—
- Jun 2017Series A$8M
- Mar 2014Conventional Debt$125K
- 2013Seed$300K
#3
Seed · Chicago, Illinois · founded 2017 · 5 employees$20Kraised▾
ShowingHero is a SaaS-driven property showing management solutions for realtors. Features include agent scheduling, self showing, automated prospecting, customer portal, automated reporting, and more. The company offers all the features on a monthly subscription-based plan.
- Nov 2022Seed$20K
#4
Seed · Chicago, Illinois · founded 2018$2Mraised▾
Provider of a unified platform for real estate business management. The platform offers tools for accounting, sales, marketing, customer service, and operations. It captures data in real-time, providing visibility into business performance. The platform provides access to applications and tools, automating processes and streamlining workflows. It facilitates collaboration between customers, partners, employees, and suppliers.
- Mar 2019Seed$2M
#5
Acquired · Chicago, Illinois · founded 1999 · 648 employees$155.1Kraised▾
ShowingTime.com develops a web-based real estate lead capture, calendaring, and notification engine. It offers products and services to answer incoming calls from buyers, to enable buyers to schedule showings on broker websites, and to enable buyers to schedule showings on public-facing multiple listing services (MLS) websites. The company provides Appointment Center - a showing appointment scheduling service for scheduling and confirming appointment, and communicating the details; ShowingTime-MAPASS - a real estate showing and feedback management solution; ShowingDesk - a showing management software, which manages real estate showings, send notification emails and 2-way text messages, gather showing feedback and generate listing activity reports; Lead Coordinator - a service for answering prospect calls, deliver leads to the agents, and ensure follow-through; Lead Alert - a broker Website system that generates buyer showing requests; and Analytics solution, which helps real estate offices to gather actionable data from showings and automatically generate reports. The company serves real estate agents, brokers/owners, offices, and MLSs.
- Feb 2002Unattributed$155.1K
#6
Deadpooled · Chicago, Illinois · founded 2015—raised▾
Property Carnivores is a company that offers a cloud-based software for the CRM & marketing solution for real estate agents. Some of the features the company offers are lead generation tools, leads capture support, digital marketing tools, client communication tools, social media marketing plan, and others. Some of the marquee clients are Century 21, Elmspring, Inman Select, @properties, and others.
- Oct 2015Seed—
Funding & investor landscape
Notable founders
Market landscape — 10 sub-themes by coverage
Share of Real Estate IT coverage by sub-theme.
Regulatory-risk over time rising
Funding & growth over time
funding rising · growth rising
Common questions
Rohit lives in the feed. He covers what's moving right now — the funding rounds, launches and shifts breaking across the trade press — and ties them back to where the sector is heading.