Kesha Watson - Coldwell Banker Realty

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Kesha Watson - Coldwell Banker Realty Discover your next home—and your next chapter—with us. 🌟 What is “The OSL”? 🌟
The OSL is me—Realtor® Kesha Watson, The Original Sophisticated Lady.

✨ Welcome to The Original Sophisticated Lady Properties ✨ Where Timeless Elegance Meets Real Estate Excellence 🥂 We elevate Chicago real estate with sophistication, calm guidance & tailored service. My life’s purpose has always been to serve others—whether through building innovative technology, styling fashion with confidence, or guiding families to create generational wealth through real estate. I believe home is more than walls and a roof—it’s a place of refuge, joy, and celebration. With style, grace, and calm expertise, I help my clients find not just properties, but homes where they can thrive.

✨ Why hire me? Because I blend sophistication, knowledge, and real-world experience to make your real estate journey smooth and stress-free. Whether you’re exploring financing, investing, or buying your first home, I’m here with trusted partners and proven strategies to bring clarity, confidence, and joy to the process. Let’s raise a glass to your next chapter—🥂
Work with me, and let’s create your Real Estate Joy.

🔍 Visit my website to get your home search started today: www.osl-properties.com

09/28/2026

🏡 What if buying a home could be the beginning of something bigger?

At 1315 N. Massasoit Avenue, you can live in one unit and rent the other—creating a home today while building toward tomorrow.

✨ Legal Chicago 2-flat
✨ Two 3-bedroom units
✨ 2-car garage + full basement
✨ Delivered fully vacant at closing
✨ Offered at $432,000

Your home doesn’t have to be just where you live. It can be part of how you build.

🥂 Live in one. Rent the other. Build from there.

DM “HOUSE HACK” to explore the possibilities.

✨ WHAT COULD 1315 N. MASSASOIT BECOME?Sometimes the opportunity isn’t just in what a property is today—it’s in what you ...
09/25/2026

✨ WHAT COULD 1315 N. MASSASOIT BECOME?

Sometimes the opportunity isn’t just in what a property is today—it’s in what you can envision for tomorrow.

This legal Chicago two-flat offers a strong foundation for an investor, owner-occupant, or house hacker ready to create their own vision.

🏡 Two 3-bedroom residences
🔑 Property to be delivered fully vacant at closing
🔥 Separate furnace and water heater for each unit
🧺 Washer & dryer included
🍽️ All appliances included
🚗 2-car garage
✨ Full basement with existing bathroom
📈 Opportunity for thoughtful improvements over time

Live in one unit and lease the other. Create a multi-generational home. Add a Chicago two-flat to your investment portfolio. Or thoughtfully improve the property over time with an eye toward building future equity.

The foundation is here. The next chapter is yours to create.

📍 1315 N. Massasoit Avenue | Chicago, IL 60651

Property sold AS-IS. Buyers should independently verify zoning, permits, allowable uses, and contemplated improvements.

AI-GENERATED RENDERINGS: Images shown are for visual inspiration only and do not represent the property's current condition or guarantee that depicted improvements are feasible.

🥂 Where Timeless Elegance Meets Real Estate Excellence

🔑 Seller Tip: Change the Locks Before You ListOver the years, you may have given keys to family, contractors, neighbors,...
09/07/2026

🔑 Seller Tip: Change the Locks Before You List

Over the years, you may have given keys to family, contractors, neighbors, cleaners, or former tenants. Before showings begin, consider rekeying or changing your exterior locks to reduce the number of keys in circulation and better control access to your home.

A successful sale isn’t just about price—it’s about protecting your property throughout the process. 🏡✨

Thinking about selling? Let’s create your strategy.

Selling Your Home? Consider Changing the Locks Before Showings Begin Preparing a home for sale usually brings to mind staging, photography, repairs, a

✨ NEW PRICE | $440,000 🏡1315 N. Massasoit Avenue offers a compelling opportunity for FHA house hackers, owner-occupants,...
08/31/2026

✨ NEW PRICE | $440,000 🏡
1315 N. Massasoit Avenue offers a compelling opportunity for FHA house hackers, owner-occupants, and investors seeking a Chicago 2-flat.

Ready to take a closer look? 📲 Let’s connect.

🥂 The Original Sophisticated Lady Properties
Where Timeless Elegance Meets Real Estate Excellence.

Curating Chicago's Next Great Investment Opportunity

08/28/2026
08/07/2026

Thinking about selling your home? Now could be the perfect time to explore your options and discover what your property is worth. 🏡

Whether you're ready to move, looking to downsize, or simply curious about your home's value, having the right guidance can make all the difference. A conversation today could help you prepare for your next chapter with confidence.

✨ Austin: Where History Meets TransformationAustin is one of Chicago’s largest and most historic West Side communities—a...
07/17/2026

✨ Austin: Where History Meets Transformation
Austin is one of Chicago’s largest and most historic West Side communities—a neighborhood shaped by timeless architecture, deep roots, resilient residents, and a growing vision for the future.

Today, that transformation continues through initiatives such as the Soul City Corridor along Chicago Avenue and the Aspire Center for Workforce Innovation. New housing is also taking shape: Habitat for Humanity recently completed three new homes on formerly vacant Austin lots, with additional homes planned.

These efforts reflect the energy, investment, and community leadership helping Austin move forward while preserving its distinctive character.

Located within this evolving community, 1315 N. Massasoit Avenue presents an opportunity to become part of Austin’s next chapter.

🏡 Classic Chicago two-flat
🛏️ Two spacious 3-bedroom units
🛁 Full bathroom in the basement
🚗 Two-car garage
🥂 House-hacking or investment potential
🔑 Property to be 100% vacant at closing
💰 Offered at $445,000

Live in one unit while renting the other, or explore the possibilities of adding a multifamily property to your investment portfolio.
History shaped Austin. Community is shaping what comes next.

Austin CBS News YouTube: https://www.youtube.com/watch?v=Ol1-x5_BRqk

Schedule your private viewing today.

Kesha Watson, REALTOR®
The Original Sophisticated Lady Properties
📞 708-297-6599
Where Timeless Elegance Meets Real Estate Excellence 🥂

Lots that sat empty for decades on the West Side of Chicago have be...

07/16/2026
07/13/2026

Thinking about selling your home? A few simple updates can make a big difference. From decluttering and deep cleaning to fresh paint and curb appeal, preparing your home before listing can help it stand out to potential buyers. ✨

07/10/2026

🏡✨ Market Debut | 1315 N. Massasoit Avenue | Chicago, IL 60651

A rare opportunity has arrived in Chicago's growing Austin neighborhood.

This well-maintained two-flat features two spacious 3-bedroom, 1-bath units, offering exceptional flexibility for both owner-occupants and investors.

✨ Vacant first-floor unit available for immediate viewing
✨ Owner-occupied second-floor unit delivered vacant at closing
✨ Two-car garage
✨ Full basement with additional potential
✨ Ideal for FHA house hackers, multigenerational living, or income-producing ownership

Whether you're looking to build wealth through real estate or expand your investment portfolio, this property offers the opportunity to set market rents, generate long-term income, and create lasting value.

📍 1315 N. Massasoit Avenue | Chicago, IL 60651
📅 Schedule your private tour today.

Kesha Watson, REALTOR® and Pricing Strategy Advisor (PSA)
Where Timeless Elegance Meets Real Estate Excellence 🥂
Coldwell Banker Realty - Lincoln Park Office
M. 708-297-6599
E. [email protected]
Website: www.osl-properties.com
📅 Schedule a Consultation: https://calendly.com/osl-properties

Address

1910 N Clybourn Avenue
Chicago, IL
60614

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