Jen Romolo - Real Estate

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Jen Romolo - Real Estate Chicago real estate, explained plainly. The Romolo Group at | Christie's International Real Estate.

Top 1.5% of Chicagoland agents, Chicago Reader Best Realtor 2025, Chicago Association Top Producer 2021 With a broad range of knowledge of the city she knows and loves, Jen Romolo enjoys working throughout the neighborhoods, rather than targeting one specific area. Because of this, she can advise clients on the best markets and attractions throughout. Serving buyers, sellers and investors around Chicagoland, Romolo, a broker with and a Zillow Premier Agent (who was recently awarded “Best of Zillow”), is a longtime city resident with over 10 years of real estate experience under her belt. After joining the real estate industry while earning her undergraduate degree, Romolo made the leap to broker with the encouragement of her aunt, who had been in the business for 20 years. Since getting her start, she has earned a reputation as a genuine, honest and easy-to-talk-to professional who always has her clients’ best interests in mind. In 2021, despite the pandemic, Romolo ranked among the top 4% of Chicago brokers (according to MLS InfoSparks data) for the first time. “I have always been an intuitive person. My buyers know that I understand their needs and that we have the same goal,” she says, adding that every transaction begins with a consultation so all parties are on the same page. “I look forward to housing tours with buyers because, in addition to the excitement for my clients beginning their home search, I love the challenge of trying to find the perfect place that caters to my clients’ needs and aesthetics. When looking at houses, I give my professional opinion on the functionality of properties while keeping in mind that taste differs when it comes to aesthetic. I give my buyers the necessary tools to make an educated, conscious decision and ensure that they are informed on each step of the process”

In an ongoing effort to maintain a human quality to her work, Romolo hand-picks listings for her buyers instead of relying on automated searches based on loose criteria.

“To the benefit of my sellers, I have always had an analytical mind and I enjoy the process of pricing, marketing and securing the best possible buyer for my clients. In addition to my own work with my clients, my company provides top-notch marketing materials and gives my sellers and I a lot of support throughout the process. When working with sellers, I ensure that they are always up to date on the competition and their stance in their market. Continuous strategizing is key to a successful and quick sale. From the list price analysis and preparing their homes to be market ready, to being there every step from the first showing to the closing table, I work hard to make sure my clients are comfortable and advised throughout their sale. ”

Romolo has also worked with investors regularly since she received my license. She enjoys the math and analytics that goes along with finding a property that will provide my clients with a comfortable return. Romolo herself owns a multi-unit property and understands the math that goes in to finding the perfect investment. Romolo was featured in Chicago Agent Magazine's 2021 edition of Who's Who. Outside of work, she enjoys reading, seeing music, riding her bike, spending as much time in the mountains as a Chicag girl can and taking care of her five pets.

10/27/2026

Chicago’s architecture is one of the things that makes this city so special, and sometimes the best way to appreciate it is from the water. 🚤

We joined Shoreline Sightseeing for their Architecture River Tour, but before hopping aboard, we sat down with docent Kevin Burrows to talk about Chicago’s architectural history, what makes our skyline so unique, and what you can expect from the tour.

This is Part 1 of our two-part series! Stay tuned for Part 2, when we take you along for the ride and see the city from a whole new perspective.

10/27/2026

Chicago’s architecture is one of the things that makes this city so special, and sometimes the best way to appreciate it is from the water.

We joined Shoreline Sightseeing for their Architecture River Tour, but before hopping aboard, we sat down with docent Kevin Burrows to talk about Chicago’s architectural history, what makes our skyline so unique, and what you can expect from the tour.

This is Part 1 of our two-part series! Stay tuned for Part 2, when we take you along for the ride and see the city from a whole new perspective.

TheRomoloGroup

Still making weekend plans? From Arts in the Dark to trick-or-treating in Lincoln Park and the final weekend of the Chic...
10/23/2026

Still making weekend plans? From Arts in the Dark to trick-or-treating in Lincoln Park and the final weekend of the Chicago International Film Festival, here are three things happening around the city October 23–25.

Save this for the weekend, and let us know where you’re headed!

Logan Square is one of the most sought-after neighborhoods on Chicago’s West Side Famous for its tree-lined boulevards a...
10/21/2026

Logan Square is one of the most sought-after neighborhoods on Chicago’s West Side

Famous for its tree-lined boulevards and stately vintage greystones, Logan Square blends classic Chicago architecture with sleek new construction. Add a restaurant scene that ranks among the city’s best, and it’s no surprise homes here move fast.

618 homes have sold so far in 2026, with many selling over list price. It’s competitive, which is why you need an agent who knows the right strategy for your home.

Thinking about buying or selling in Logan Square? Let’s talk!

*Source: MRED MLS, Logan Square (excl. Bucktown) closed sales 1/1–10/21/2026. Excludes distressed sales. Medians based on original list price. Deemed reliable but not guaranteed.

SOLD | 3842 N SouthportSome closings hit a little different, especially when the sellers are friends.This spacious South...
10/18/2026

SOLD | 3842 N Southport
Some closings hit a little different, especially when the sellers are friends.

This spacious Southport Corridor townhome drew a record 50+ showings in just 3 days and sold for $65K over asking.

That kind of result comes from the right strategy led by our very own Danny DeOliveira 

Marketing that put the home in front of the right buyers
Pricing that created urgency and competition
Timing that launched the listing at the right moment and lined the close up with the sellers’ purchase of their new home

The result was a flurry of activity, a strong over-asking sale, and a smooth move straight into their next chapter. Congrats to our friends, and thank you for trusting us with your home!

Thinking about selling? Let’s talk strategy. Now is the time to capitalize on planning for the spring market.

Autumn in Chicago is the perfect time to explore the many neighborhoods of the city. If you’re starting your search, tak...
10/09/2026

Autumn in Chicago is the perfect time to explore the many neighborhoods of the city. If you’re starting your search, take a walk through a neighborhood you haven’t been to before. You never know what kind of charm you’ll find amongst the autumn leaves!

📍Home

Coming up at THE MART: Chicago Art Fair, October 7–10. Galleries from around the world will come together for four days ...
10/07/2026

Coming up at THE MART: Chicago Art Fair, October 7–10. Galleries from around the world will come together for four days of modern and contemporary art right along the river. Who’s planning to check it out?

Wondering how much you can *actually* afford? Online mortgage calculators are a great starting point for a rough estimat...
10/02/2026

Wondering how much you can *actually* afford? Online mortgage calculators are a great starting point for a rough estimate, but they’re just that: a start.

The first step in buying a home is getting pre-approved. But if you’re not quite ready to talk to a lender, I’ve outlined a few simple guidelines to help you figure out if buying a home is within reach right now. →

QUICK TIP: Lenders qualify you based on your GROSS income (pre-tax), not your take-home pay. So, make sure to create a budget that includes all your expenses to avoid becoming “house poor.” A clear budget will give you a more realistic idea of what you can comfortably afford.

Still feeling a bit unsure? I’m here to help! Send me a message, and let’s discuss your homeownership goals!

09/29/2026

One of the easiest ways to boost your home’s curb appeal costs nothing. The City of Chicago will plant a tree in your parkway for free. Just go to 311.chicago.gov and submit a tree planting request. Tree-lined streets are some of the most sought-after in the city, and it all starts with one request.

🚨 Newly listed in Southport Corridor! 🚨4 bed + 3.5 bath townhome in the heart of the Southport Corridor & Blaine School ...
09/16/2026

🚨 Newly listed in Southport Corridor! 🚨

4 bed + 3.5 bath townhome in the heart of the Southport Corridor & Blaine School District

**Open Houses this week: Friday 4:30–6, Saturday 12–2, Sunday 12–2**

This spacious 2,600 sq ft townhome offers single-family scale living at a fraction of the price.

The open-concept main floor, brand new dual-zone HVAC, hardwood flooring, and custom built-ins give it the feel of a true single-family residence, while an attached 2-car garage and a secure, gated, beautifully landscaped courtyard offer a level of privacy and convenience few homes in the area can match. Enjoy fee simple ownership with the benefit of a low HOA covering the roof, exterior brick, and courtyard.

The sunny, south-facing main level features an open-concept living and dining space perfect for entertaining. The gorgeous kitchen boasts stainless steel appliances, granite counters, custom cabinetry, and a full pantry, opening to a spacious living room with a fireplace and great ceiling height.

Upstairs, two generously sized bedrooms with two full baths include a primary suite with a huge walk-in closet, dual vanities, and a soaking tub. The top floor adds a family/play room, a full bath, and an additional bedroom — directly adjacent to a private roof deck for entertaining.

3842 N Southport
Offered at $985,000

Address

1875 N Damen Avenue
Chicago, IL
60647

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