Pioneer Realty Group

Pioneer Realty Group What sets us apart is our focus in multifamily real estate. Pioneer specializes in multi unit rentals, investment, and management.
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PRG opened in March and currently offers apartment rentals, home sales, and investment services in Multifamily real estate in the Chicagoland area.

🏙️ JUST CLOSED on Michigan Avenue! 🔑✨Congratulations to our clients on finding the perfect in-town condo right in the he...
05/29/2026

🏙️ JUST CLOSED on Michigan Avenue! 🔑✨

Congratulations to our clients on finding the perfect in-town condo right in the heart of all the action! This beautiful 2-bedroom, 2-bath residence checked every box — incredible views, an unbeatable location, and the ideal space for city living.

Helen was proud to help guide the process and secure the right fit for clients looking for a stylish home base in downtown Chicago. From morning skyline views to being steps away from dining, shopping, and entertainment, this condo truly delivers the best of city living.

Wishing our clients many happy memories in their new home! 🎉

☀️ Summer in Chicago starts in Roscoe Village! ☀️Our cozy Airbnb is the perfect home base for exploring the city — from ...
05/28/2026

☀️ Summer in Chicago starts in Roscoe Village! ☀️
Our cozy Airbnb is the perfect home base for exploring the city — from Cubs games at Wrigley Field to patio brunches, boutique shopping, and riverwalk sunsets. 🏙️⚾🌸

We still have plenty of open dates this summer, so now’s the perfect time to plan your Chicago getaway!

✨ Walkable neighborhood
✨ Family-friendly & charming
✨ Easy access to downtown
✨ Local coffee shops, restaurants & nightlife just steps away

Whether you’re visiting for a weekend or staying a little longer, we’d love to host you in one of Chicago’s favorite neighborhoods.

📅 Summer dates are booking now — DM us or check availability through our listing link! https://zurl.co/GDQfY

🏢 COMMERCIAL LISTING in Roscoe Village! 💼📍Helen Bailey is proud to present this exceptional 6-unit investment property l...
05/27/2026

🏢 COMMERCIAL LISTING in Roscoe Village! 💼📍

Helen Bailey is proud to present this exceptional 6-unit investment property located in the heart of highly sought-after Roscoe Village. This fully leased, turnkey asset features a classic greystone façade and generates an annual rent roll exceeding $216,000 — offering investors immediate cash flow in one of Chicago’s most desirable neighborhoods.

With strong tenancy, timeless curb appeal, and an unbeatable location surrounded by restaurants, shopping, and neighborhood amenities, this is an incredible opportunity to add a stabilized asset to your portfolio.

Interested investors: Contact Helen Bailey for the Offering Memorandum, detailed rent roll, or to schedule a private tour. 🔑


2120 Belmont - Pioneer Realty Group https://zurl.co/KtV9B

🏙️ ANOTHER CONDO SOLD! 🔑✨Another successful closing for Savannah! This beautiful 3-bedroom condo is officially sold, and...
05/26/2026

🏙️ ANOTHER CONDO SOLD! 🔑✨

Another successful closing for Savannah! This beautiful 3-bedroom condo is officially sold, and Savannah once again knocked it out of the park with a seamless transaction from start to finish.

Whether buying or selling, having the right agent makes all the difference — and Savannah is dedicated to making the process smooth, successful, and stress-free every step of the way.

Ready to make your next move? Contact Pioneer Realty Group today! 🏡

✨ SOLD at The Pinnacle ✨Representing this stunning luxury condo at The Pinnacle was such a rewarding experience. Helen s...
05/25/2026

✨ SOLD at The Pinnacle ✨

Representing this stunning luxury condo at The Pinnacle was such a rewarding experience. Helen successfully guided the sale while helping the owners maintain strong value in a shifting downtown Chicago luxury market — proving that strategic pricing, patience, and the right timeline matter.

Rather than making unnecessary price reductions, we focused on positioning the property correctly and allowing the right buyer to recognize everything this exceptional home had to offer. From the gorgeous finishes to the world-class amenities, this residence truly embodied luxury living and dream-home status. 🏙️🔑

Congratulations to our sellers on a successful closing and thank you for trusting Helen throughout the process!

🏡 JUST SOLD in Woodlawn! 🎉Congratulations to Savannah on successfully closing this beautiful 3-bedroom, 2-bath home for ...
05/24/2026

🏡 JUST SOLD in Woodlawn! 🎉

Congratulations to Savannah on successfully closing this beautiful 3-bedroom, 2-bath home for a valued long-term repeat client! There’s nothing better than helping clients achieve their goals again and again — relationships like these are what make real estate so rewarding.

Thank you for the continued trust and loyalty. Wishing our client all the best in their next chapter! 🔑✨

Thinking about buying or selling in Chicago? Let Savannah guide you home.

🏙️ JUST SOLD in Bridgeport! 🔑Congratulations to our client on the purchase of his new condo in Bridgeport! With an excit...
05/23/2026

🏙️ JUST SOLD in Bridgeport! 🔑

Congratulations to our client on the purchase of his new condo in Bridgeport! With an exciting new job opportunity in the neighborhood, finding the right home quickly was a top priority — and we were thrilled to help make the transition smooth and successful.

Bridgeport continues to be one of Chicago’s most vibrant and growing communities, and this condo is the perfect place to start an exciting new chapter. Wishing our client all the best with the move, the new job, and everything ahead! 🎉

Thinking about making a move in Chicago? Helen Bailey is here to help every step of the way.

✨ LISTED & SOLD before the open house in North Center! 🔥🏙️Savannah knew this beautiful condo would move fast in today’s ...
05/23/2026

✨ LISTED & SOLD before the open house in North Center! 🔥🏙️

Savannah knew this beautiful condo would move fast in today’s competitive market — and it did exactly that. Thanks to strategic pricing and leveraging the private network, the sellers received an offer they simply couldn’t refuse and went under contract IMMEDIATELY.

The right price and the right terms made for a smooth, seamless transaction, allowing the sellers to quickly and easily move on to their new home with confidence. That’s the power of expert guidance and strong market knowledge.

Thinking about buying or selling? Contact Pioneer Realty Group for a seamless transaction from start to finish! 🔑

🏡 JUST CLOSED in Skokie! 💕🔑Helping these amazing clients find the perfect condo was such a joy for Helen! As incredible ...
05/22/2026

🏡 JUST CLOSED in Skokie! 💕🔑

Helping these amazing clients find the perfect condo was such a joy for Helen! As incredible repeat clients and newlyweds beginning this exciting new chapter together, it was an honor to help them find the right place to start building their future and growing their family.

One of the best parts of what we do is getting to be part of such meaningful milestones in our clients’ lives — from first homes to new beginnings and everything in between. Congratulations to our buyers on this exciting move, and thank you so much for your continued trust and support throughout the years! ✨

Wishing you both so much happiness in your beautiful new home! 🥂

🏙️ Another incredible negotiation by Savannah Whittington! 🔑🔥Savannah had been working closely with her buyer client for...
05/21/2026

🏙️ Another incredible negotiation by Savannah Whittington! 🔑🔥

Savannah had been working closely with her buyer client for months, and when the right condo finally hit the market, she knew competition would be fierce. In today’s market, where inventory is tight and timing matters, buying can quickly become emotional and stressful — which is exactly why having the right Realtor is essential.

Savannah understood this fantastic condo would fly off the market, and she immediately went to work crafting a winning strategy. Not only did she successfully negotiate against multiple competing offers, but she also worked hand-in-hand with the financing team to ensure the buyer could close in just 2 weeks — helping them beat out cash offers with aggressive timelines. 💪

This is a perfect example of how expert negotiation, deep market knowledge, and a strong team of trusted vendors can make all the difference. Without Savannah’s expertise and coordination, this buyer would not have secured this home.

If you’re buying in today’s competitive market, working with an experienced Realtor who knows how to win matters more than ever. Contact Pioneer Realty Group today!

Address

2301 W Belmont
Chicago, IL
60618

Opening Hours

Monday 9am - 6pm
Tuesday 9am - 6pm
Wednesday 9am - 6pm
Thursday 9am - 6pm
Friday 9am - 6pm
Saturday 10am - 4pm
Sunday 10am - 4pm

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