Chicago Real Estate : Jake Tasharski

Chicago Real Estate : Jake Tasharski Real Estate Broker | Compass

Lease up this winter and thinking about buying instead?Start planning now, even if your serious touring window is still ...
08/10/2026

Lease up this winter and thinking about buying instead?

Start planning now, even if your serious touring window is still 3 to 4 months out. Use this time to get pre-approved, understand your monthly payment, and map notice, closing, and move dates.

In Chicago, condo timing is about more than inventory. Building rules, lender timelines, and your lease terms all shape the calendar.

If you want, I can help map it out.

07/31/2026

Some closings mean a little more than others.

A huge congratulations to my longtime clients on closing on this incredible new construction home in North Center. After helping them purchase their first home years ago, it was an honor to help them take the next step into a home they’ll enjoy for many years to come.

Thank you for trusting me once again. Watching clients grow into the next chapter of their lives is one of the most rewarding parts of this business.

Hermosa with quick access to Logan Square, the 606, and the Healy Metra.I just listed a newer-construction single-family...
07/21/2026

Hermosa with quick access to Logan Square, the 606, and the Healy Metra.

I just listed a newer-construction single-family home with a bright open main level, a sharp two-tone kitchen, a calm primary suite, and a finished lower level that adds real flexibility. Deck, yard, great storage, and a 2-car garage too.

4334 W Shakespeare Avenue
4 beds • $675,000

More photos and details at the link in bio.

Love the unit but unsure about the building?In downtown Chicago, resale strength usually starts with everyday livability...
07/10/2026

Love the unit but unsure about the building?

In downtown Chicago, resale strength usually starts with everyday livability. Watch how the building runs, what the full monthly payment looks like, how the rules affect demand, and whether upkeep is getting ahead of problems.

After touring a lot of high-rises, these are usually the signals that separate an easy building from a frustrating one.

If you want a quick gut check on a condo building, send me the address.

Thinking about keeping your condo as a rental instead of selling?Start with the building, then the numbers. HOA caps, re...
07/06/2026

Thinking about keeping your condo as a rental instead of selling?

Start with the building, then the numbers. HOA caps, reserves, taxes, turnover costs, and real renter demand by neighborhood usually decide this faster than gut instinct.

In Chicago, I see this question play out differently from one building and one neighborhood to the next.

If you want help pressure testing the rent vs sell math for your condo, send me a message.

Is your condo better in person than it looks online?In most downtown units, the fix isn't more decor. It's better scale,...
06/10/2026

Is your condo better in person than it looks online?

In most downtown units, the fix isn't more decor. It's better scale, clearer zones, and a little warmth. Those 3 changes can make photos feel bigger and showings feel easier.

I help Chicago sellers make these edits before launch, especially in high-rise homes where every detail shows.

If you want a quick opinion on your setup before photos, send me a message.

Address

2350 N Lincoln Avenue 3rd Floor
Chicago, IL
60610

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