Our Mission

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At Riddle Associates, Inc., our mission is to deliver exceptional representation and trusted advisory services in every commercial and industrial real estate transaction. Whether working with buyers, sellers, tenants, or landlords, we are committed to exceeding expectations with professionalism, integrity, and results-driven solutions.

With decades of experience and a deep understanding of the local commercial real estate market, our team provides the insight and guidance necessary to help clients make informed, strategic decisions. From brokerage to property management, Riddle Associates offers comprehensive services designed to support long-term success and client satisfaction.

Meet Your Commercial Real Estate Experts

Robert L. Riddle, CCIM

PRESIDENT & FOUNDER, RIDDLE ASSOCIATES, INC.  

Robert L. “Robb” Riddle is a distinguished leader in commercial and industrial real estate with over 41 years of experience. As the founder of Riddle Associates, Inc., established in 1988, he played a pivotal role in shaping the industry across Southeastern Virginia and Northeastern North Carolina. A Certified Commercial Investment Member (CCIM), Robb earned the highest distinction in the field, demonstrating expertise in investment analysis, market strategy, and negotiations. Under his leadership, Riddle Associates grew into a full-service firm, providing comprehensive brokerage, property management, and condominium association management services.

Throughout his career, Robb was actively involved in civic and professional organizations, holding leadership roles such as Past Chairman of the Economic Development Authority for the City of Chesapeake and Past Member of the Chesapeake Rotary Club. He also served on the boards of The Old Point National Bank, The Old Point Financial Corporation, Virginia Air & Space Center, Chesapeake Care Free Clinic, Chesapeake North YMCA, Norfolk Mental Health Hospitality Center, and the Shore Drive Advisory Board for the City of Virginia Beach. Additionally, Robb now serves on the Mathews County Planning Commission and is the Treasurer on the Mathews Land Conservatory Board of Directors.

Robb attended Catonsville Community College and Johns Hopkins Evening College before earning his CCIM designation. Beyond real estate, he enjoys baseball, boating, and cruising in his collection of interesting classic cars. 

After 37 years of passionately building Riddle Associates, Robb has transitioned into semi-retirement, stepping back from daily operations while continuing to provide guidance in an advisory role. Though no longer involved in the firm’s day-to-day activities, his vision and leadership remain integral to its continued success.

For inquiries, Robb can still be reached at rlr@riddleassociates.com or by phone at 757-523-1900. More information about Riddle Associates can be found at www.riddleassociates.com.

Our Services

At Riddle Associates, Inc., we pride ourselves on being a relationship-driven commercial real estate firm offering personalized, full-service support throughout every stage of your transaction. Whether you're buying, selling, leasing, or managing property, our team is here to guide you every step of the way.

With over 100 years of combined experience in commercial and industrial real estate, our brokers and agents bring unmatched market insight, cutting-edge tools, and proven strategies to help you make confident, informed decisions.

We believe in hands-on service, clear communication, and long-term client success. Partner with us and take advantage of our industry expertise to achieve your real estate goals with confidence.

 
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Landlord & Seller Representation

At Riddle Associates, Inc., we specialize in representing property owners with a strategic, results-driven approach to commercial real estate sales and leasing. Our comprehensive listing services give landlords and sellers peace of mind, knowing their assets are being marketed with maximum exposure and precision.

Utilizing modern marketing technology, detailed market analysis, and decades of industry experience, our agents follow a proven process to attract qualified buyers and tenants. From pricing strategy to property promotion and negotiation, we are committed to delivering consistent leasing and sales success.

Whether you're selling an investment property or leasing a commercial space, trust our team to represent your interests with professionalism, integrity, and a track record of results.

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Tenant & Buyer Representation

At Riddle Associates, Inc., we act as your dedicated real estate partner—working on your behalf to secure the most favorable terms, rates, incentives, and concessions in the commercial real estate market. Think of us as your in-house real estate department—without the added overhead.

Navigating commercial leases or property acquisitions can be complex and time-consuming. Our experienced team handles the entire process for you, including market research, property identification, site tours, financial analysis, and lease or purchase negotiations.

Best of all, in most cases, our services are compensated by the landlord or property owner, not the tenant or buyer. Let our expertise guide you toward smarter, more strategic real estate decisions—so you can stay focused on your business.

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Property Management Services

At Riddle Associates, Inc., we provide comprehensive commercial property management services designed to maximize your investment and minimize your stress. Our team handles every aspect of property operations, allowing you to focus on enjoying the returns—not the responsibilities.

We offer customizable management solutions tailored to meet the unique needs of each property owner. Whether you require basic rent collection or full-service management, including maintenance coordination, tenant relations, financial reporting, and vendor oversight—we have the tools, experience, and local market knowledge to protect and enhance your asset’s performance.

Partner with a trusted name in commercial real estate property management and experience proactive service, responsive communication, and measurable results.

 
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Commercial Real Estate Consulting Services

At Riddle Associates, Inc., we offer expert commercial real estate consulting services to help clients navigate complex property challenges and make confident, data-driven decisions. Backed by decades of experience across all sectors of commercial real estate, our team provides strategic guidance on a fee basis to support a wide range of specialized needs.

Our consulting expertise includes:

  • Zoning and land use analysis

  • Use permits and regulatory approvals

  • Tax assessment review and appeal strategies

  • Condemnation and property valuation support

  • Lease vs. buy evaluations

  • Sale-leaseback analysis

  • Investment and cash flow analysis

When the right course of action isn’t clear, our team provides objective insight and actionable recommendations to help you determine the best path forward. Whether you're managing a single property or an entire portfolio, we deliver customized solutions designed to protect and grow your commercial real estate assets.

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Additional Commercial Real Estate Services

At Riddle Associates, Inc., we offer a range of specialized services to support our clients’ evolving needs in the commercial real estate sector. Our additional services are designed to enhance your investment strategy and streamline decision-making with expert insight and personalized guidance.

Site Selection

We assist clients in identifying optimal locations for their business operations or investments by conducting comprehensive site selection analysis based on zoning, demographics, traffic patterns, accessibility, and market trends.

Corporate Real Estate Services

Our team provides corporate real estate solutions tailored to support growing companies with portfolio planning, lease management, facility optimization, and long-term strategy alignment.

Opinion of Value Analysis

We offer professional opinion of value reports to help property owners, investors, and buyers understand the current market value of a commercial property—critical for sales, purchases, financing, or strategic planning.