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Anne Rossley, Downtown Chicago Condo, Luxury & Historic Home Specialist

Anne Rossley is a Chicago REALTOR® and Managing Broker at Baird & Warner’s Gold Coast office, licensed since 1987 and dedicated to representing buyers and sellers in the city’s most sought-after neighborhoods. Over the course of her career, she has closed more than $432 million in residential real estate across hundreds of transactions, specializing in luxury condos, co-ops, and single-family homes throughout the Gold Coast, River North, Streeterville, the Loop, South Loop, West Loop, Lincoln Park, Lakeview, and Chicago’s signature lakefront communities. Her work spans new construction, vintage and historic residences, in-town pieds-à-terre, relocation moves, and right-sizing transitions for long-time owners and seniors, and she is frequently called upon to advise executives relocating to Chicago who need a clear, nuanced comparison of neighborhoods, buildings, and lifestyle options. Anne is recognized by Midwest Real Estate Data (MRED) as a Top Producer who regularly ranks in the top 2% of Chicago-area agents by closed sales volume, and she has served on the Board of Directors of the Chicago Association of Realtors. Within Baird & Warner, she ranks among the top 1.5% of agents company-wide. Her professional credentials include the advanced CRS, SRES, GREEN, and RSPS designations, and her work has been featured in Top Producer Magazine, Chicago Magazine’s Who’s Who in Chicago Real Estate, Crain’s Chicago Business, RealTrends “Best in America”, and more than a decade of recognition as a Five Star Service Award recipient. Beyond her sales practice, Anne is a Tom Ferry Business Coach and a speaker and trainer for companies within Leading Real Estate Companies of the World and Luxury Portfolio, where she shares best practices on marketing, client experience, and professional standards. Her five-star Google reviews and verified Zillow transaction history provide public proof of the consistency and transparency of her work. Whether she is guiding a relocating executive, marketing a legacy home, or helping a long-time owner downsize, Anne is known for combining meticulous market insight with a calm, concierge-level approach that enables clients to make clear, confident decisions in the Chicago real estate market. .ar-help{--navy:#14284B;--teal:#17757A;--gold:#E3B23C;--ink:#1d2433;max-width:1100px;margin:48px auto;padding:0 16px;font-family:inherit;color:var(--ink)} .ar-help h2{margin:0 0 8px;font-size:2rem;color:var(--navy);text-align:center} .ar-help__intro{margin:0 0 28px;text-align:center;font-size:1.125rem} .ar-help__grid{display:grid;grid-template-columns:repeat(auto-fit,minmax(220px,1fr));gap:24px} .ar-card{display:flex;flex-direction:column;background:#fff;border:1px solid #d9dee7;border-radius:10px;overflow:hidden;text-decoration:none;color:inherit;box-shadow:0 2px 6px rgba(20,40,75,.08);transition:transform .15s ease,box-shadow .15s ease} .ar-card:hover,.ar-card:focus-visible{transform:translateY(-3px);box-shadow:0 8px 18px rgba(20,40,75,.16)} .ar-card:focus-visible{outline:3px solid var(--gold);outline-offset:2px} .ar-card__media{aspect-ratio:3/2;background:linear-gradient(135deg,var(--navy),var(--teal))} .ar-card__media img{display:block;width:100%;height:100%;object-fit:cover} .ar-card__body{display:flex;flex-direction:column;gap:10px;padding:20px;flex:1} .ar-card h3{margin:0;font-size:1.25rem;letter-spacing:.04em;text-transform:uppercase;color:var(--navy);border-bottom:3px solid var(--gold);padding-bottom:8px} .ar-card p{margin:0;font-size:1.0625rem;line-height:1.5} .ar-card__cta{margin-top:auto;font-weight:700;color:var(--teal)} @media (prefers-reduced-motion:reduce){.ar-card{transition:none}.ar-card:hover,.ar-card:focus-visible{transform:none}} Who I Help Selling a landmark home, moving to Chicago, or rightsizing? Start here. Sellers: Historic & Luxury Homes Positioning, timing, and a marketing plan built for architecturally significant and high-end condos and homes. Sell with Anne → Relocating to Chicago Fast, nuanced guidance on neighborhoods, buildings, and lifestyle fit, so you land in the right place. Moving to Chicago → Downsizers A seamless move from preparation to closing, with expert coordination at every step. Downsizing guide → .ar-testi{--navy:#14284B;--teal:#17757A;--gold:#E3B23C;--ink:#1d2433;max-width:1100px;margin:48px auto;padding:0 16px;font-family:inherit;color:var(--ink)} .ar-testi h2{margin:0 0 28px;font-size:2rem;color:var(--navy);text-align:center} .ar-testi__grid{display:grid;grid-template-columns:1fr;gap:24px;margin-bottom:24px} @media (min-width:640px){.ar-testi__grid{grid-template-columns:repeat(2,1fr)}.ar-t--wide{grid-column:span 2}} @media (min-width:960px){.ar-testi__grid{grid-template-columns:repeat(3,1fr)}} .ar-t{margin:0;background:#fff;border:1px solid #d9dee7;border-left:5px solid var(--teal);border-radius:10px;padding:24px;box-shadow:0 2px 6px rgba(20,40,75,.08);display:flex;flex-direction:column;gap:14px} .ar-t__stars{color:var(--gold);font-size:1.375rem;letter-spacing:.12em;line-height:1} .ar-t blockquote{margin:0;padding:0;border:0;font-size:1.0625rem;line-height:1.6} .ar-t blockquote p{margin:0 0 12px} .ar-t blockquote p:last-child{margin-bottom:0} .ar-t figcaption{margin-top:auto;display:flex;flex-direction:column;gap:2px} .ar-t figcaption strong{font-size:1.125rem;color:var(--navy)} .ar-t figcaption span{font-size:.9375rem;color:#4a5568} .ar-t--feature{background:var(--navy);border:0;border-left:5px solid var(--gold);color:#fff} .ar-t--feature figcaption strong{color:#fff} .ar-t--feature figcaption span{color:#d6deeb} .ar-t--feature details{margin-top:12px} .ar-t--feature summary{cursor:pointer;font-weight:700;color:var(--gold);list-style:none;display:inline-block;padding:4px 0;border-bottom:2px solid var(--gold)} .ar-t--feature summary::-webkit-details-marker{display:none} .ar-t--feature summary:focus-visible{outline:3px solid var(--gold);outline-offset:3px} .ar-t--feature details[open] .ar-more{display:none} .ar-t--feature details:not([open]) .ar-less{display:none} .ar-t--feature details blockquote{margin-top:14px} .ar-testi__links{display:flex;flex-wrap:wrap;gap:12px;justify-content:center;margin-top:28px} .ar-btn{display:inline-block;padding:14px 26px;border-radius:8px;font-weight:700;font-size:1.0625rem;text-decoration:none;border:2px solid var(--teal)} .ar-btn--solid{background:var(--teal);color:#fff} .ar-btn--line{background:#fff;color:var(--teal)} .ar-btn:hover,.ar-btn:focus-visible{background:var(--navy);border-color:var(--navy);color:#fff} .ar-btn:focus-visible{outline:3px solid var(--gold);outline-offset:2px} .ar-testi__leave{margin:18px 0 0;text-align:center;font-size:1.0625rem} .ar-testi__leave a{color:var(--teal);font-weight:700} .ar-testi__leave a:focus-visible{outline:3px solid var(--gold);outline-offset:2px} What Clients Say About Anne Rossley ★★★★★ We recently had the pleasure of working with Anne to purchase a condo in the Gold Coast, and we cannot recommend her highly enough. From our initial meeting to the closing day, Anne’s support, knowledge, and professionalism were invaluable. She was always available to answer our questions, schedule showings, and provide updates, ensuring we felt comfortable and informed every step of the way. We especially appreciated her ability to explain all aspects of the real estate process, from her deep knowledge of neighborhoods and the market to reviewing condo documents and inspections. We would absolutely use her again! MichelleBought a Gold Coast condo ★★★★★ Anne has become nothing less than a trustworthy confidante throughout the process of selling my property. She was instrumental in facilitating a very quick, seamless close, and demonstrated a thorough commitment to delivering on time. Five stars are not enough for Anne’s availability and immediate responsiveness. Her passion for her work and care for her clients is admirable. She really went above and beyond for me, and I would not hesitate to hire Anne again or recommend her services in the future. I will always consult Anne in any real estate decisions moving forward. She is the best sounding-board I could hope to find in this business. EmmaSold a property ★★★★★ Anne did an amazing job guiding me through the process when I sold my condo. I am grateful for her knowledge of the market and experience with the process. She was actively involved with the updates made, staging- including procurement, and support when we faced a few challenges. Very professional and on top of every deadline! HelenSold a condo ★★★★★ Anne Rossley sold my condo as I am moving out of Chicago’s Streeterville neighborhood and on to NYC. From getting the condo ready to sell to implementing the amazing marketing plan, she did an outstanding job. We sold the condo at full price within one week and the experience was terrific. For all your relocation needs, reach out to Anne! DanSold a Streeterville condo ★★★★★ Anne is amazing! She is a lot of fun to be around, knows Downtown like the back of her hands and is basically a real estate super hero without a cape! We came to Anne with a budget, a short timeline to move from Detroit to Chicago, and a vague idea about finding a home somewhere in downtown Chicago. Anne went right to work and over the course of three days she gave us a masters course on the downtown neighborhoods, the current real estate market and helped us narrow our focus by showing us 15 proprieties in 3 days. On the fourth day we made an offer which was accepted. I write this review from our new home and we could not be happier with our choice. BillRelocated from Detroit to downtown Chicago ★★★★★ I had the pleasure of working with Anne Rossley on the sale of my Chicago condominium, and I am very grateful for her professionalism, persistence, and support throughout the process. This was not a simple transaction, yet Anne remained engaged as issues developed and helped coordinate information among the buyer and the buyer’s agents. Selling a condominium involves many moving parts, and Anne brought her long tenure and valuable Chicago real-estate experience to the process. Her knowledge of condominium sales, building procedures, and practical matters to address ahead of time helped save time and avoid complications. Read the full reviewShow less Anne was especially helpful during the preparation and marketing of the property. She assisted with researching comparable properties, arranging a professional photographer, and creating an attractive listing that presented the condominium in its best light. Her familiarity with the neighborhood and market provided useful perspective on positioning the property and reaching the right audience. As the transaction progressed, Anne helped coordinate important details, including the final walkthrough, elevator availability, keys, and communication with the buyer’s side. She also provided referrals and suggestions when I needed assistance clearing and preparing the unit for closing. Her familiarity with the process and ability to connect me with appropriate resources made the logistics easier to manage. Anne’s knowledge of Chicago condominium transactions was evident throughout the sale. With more than 40 years of experience, she understood the importance of timing, building requirements, documentation, and coordination among the parties involved. This was particularly valuable because condominium sales often involve procedures that differ from ordinary residential transactions. I also valued Anne’s familiarity with the neighborhood and the broader Chicago real-estate market, as well as the energy and insight she brings to her YouTube channel. Her perspective provided helpful context regarding the property, the surrounding area, market expectations, and presenting the home to prospective buyers. Throughout the transaction, Anne was knowledgeable and solution-oriented. She understood that selling a longtime home can be both emotional and demanding. She treated my concerns seriously and helped keep the process moving when unexpected questions or last-minute issues arose. Anne also assisted with matters beyond simply listing the property, including arranging access, coordinating services, communicating with multiple parties, and preparing the unit for its next owner. I appreciated her professionalism, experience, and involvement through the preparation, marketing, coordination, and closing stages. Her guidance helped me navigate a complicated condominium sale successfully—and quickly, mind you. Overall, my experience with Anne was wonderful, and I am pleased to recommend her to anyone considering buying or selling a condo! AlexSold a Chicago condominium Read more reviews on Google See my Zillow profile Worked with Anne? Leave a Google review

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