About Penny O'Brien
Penny O’Brien is synonymous with dedication and tenacity in the real estate sector. As a broker with Baird & Warner, she has established herself as the leading individual agent in Naperville, boasting over 100 reviews on Zillow. In 2019, she achieved remarkable sales exceeding $22 million, a testament to her effectiveness as an agent, particularly while working with a part-time assistant. This accomplishment consistently places her in the top 1 percent of agents in Naperville.
Her innovative and proactive marketing techniques earned her the 2018 Innovative Property Marketing Award. Penny emphasizes, “My focus extends beyond self-promotion; I ensure that every property is showcased in my marketing efforts.”
As a certified Real Estate Negotiation Expert, Penny excels in securing optimal prices and terms for her clients. In competitive bidding scenarios, her extensive negotiation skills often make the difference in winning a home. Clients appreciate her straightforward approach, as she candidly advises them on necessary actions to enhance their home’s marketability, rather than simply telling them what they wish to hear.
In addition to her negotiation prowess, Penny is a certified stager and Seller Representative Specialist. She enjoys collaborating with sellers to identify pre-market improvements that will make their homes “showtime ready.” Believing strongly in the power of professional staging, she offers this service at no additional cost. Known for her “good-looking listings,” Penny helps clients achieve higher returns and quicker sales, stating, “Staging elevates a home from ordinary to extraordinary.” She often reminds clients, “Every home has a story, and we’re here to tell yours.”
Penny attributes her success to her ability to listen to clients, tailoring her approach to meet their unique needs and communicating in their preferred style. She recognizes that “real estate is a personality-driven business.” In addition to her work with sellers, Penny enjoys assisting a diverse range of buyers, including first-time homebuyers, downsizers, and those looking to upgrade, ensuring they find homes that align with their current life stages.
Current Property Listings
Penny O'Brien currently has 6 properties available in Naperville and surrounding areas.
$899,000
Listed 2025-09-10
3111 Twilight Ave
Naperville, IL60564
Beds: 4
Baths: 4
Sq Ft: 3,723
Lot: 13,068 sf
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$799,000
Listed 2025-09-04
16127 Gamay Dr
Plainfield, IL60586
Beds: 4
Baths: 5
Sq Ft: 4,881
Lot: 20,473 sf
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$799,000
Listed 2025-07-10
1112 Saratoga Ct
Naperville, IL60564
Beds: 5
Baths: 3
Sq Ft: 3,184
Lot: sf
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$785,000
Listed 2025-09-12
1112 Saratoga Ct
Naperville, IL60564
Beds: 5
Baths: 3
Sq Ft: 3,184
Lot: sf
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$699,000
Listed 2025-09-11
27107 Thornwood Blvd
Plainfield, IL60585
Beds: 4
Baths: 5
Sq Ft: 4,356
Lot: 10,877 sf
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$675,000
Listed 2025-08-08
6382 Twin Oaks Ln
Lisle, IL60532
Beds: 4
Baths: 3
Sq Ft: 2,618
Lot: 9,148 sf
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