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Jessica RogersCompass · Chicago
Jessica RogersLicensed broker · Compass Chicago
Start a conversationCall 312-613-3286Email jrogers@compass.com

Compass · 55 East Erie, Suite C-1, Chicago, IL 60611

LICENSED REAL ESTATE BROKER · COMPASS CHICAGO

Chicago real estate,considered.

Jessica Rogers specializes in luxury rentals in downtown Chicago and helps buyers and sellers across the city and suburbs. With decades of real estate experience and fifteen years in hospitality, she brings clear advice, careful attention, and personal service to every move.

Chicago skyline above Lake Michigan in warm bronze and charcoal tones

Chicago, at home

Rooted in Chicago. Focused on you.

Portrait of Jessica Rogers

Jessica Rogers

Licensed real estate broker

Licensed real estate broker
15 years in hospitality
Decades of real estate experience
Chicago native · Beverly resident
Buyers, sellers and leasing
Selected residences

A considered collection

Selected past transactions in Chicago, with a closer look at the homes and spaces Jessica has helped clients navigate.

View all transactions
850 North Lake Shore Drive, Unit 802
Closed Sale

Streeterville · Chicago, IL

850 North Lake Shore DriveUnit 802

2 beds · 2 baths · 1,429 sq ft

Sale price$825,000
View details
1525 North Bosworth Avenue, Unit 3S
Closed Sale

Noble Square · Chicago, IL

1525 North Bosworth AvenueUnit 3S

2 beds · 2 baths · 1,500 sq ft

Sale price$768,000
View details
2525 North Sheffield Avenue, Unit 1A
Closed Sale

Lincoln Park · Chicago, IL

2525 North Sheffield AvenueUnit 1A

2 beds · 2 baths · 1,650 sq ft

Sale price$635,000
View details

Looking beyond the public market?

Compass Private Exclusives can include homes that are not publicly listed. Ask Jessica what is currently available and whether a private search is the right fit.

Ask about private opportunities
Record of representation

Selected transactions

A record of selected past sales and leases in Chicago and the surrounding suburbs. Historical entries are not current availability. Search by address, neighborhood, city or ZIP code.

10 of 22 matching records

Selected past sales and leases supplied for Jessica Rogers. Historical records are not current listings.
ResidenceNeighborhoodRecordDetailsPriceView
Chicago, IL 60611StreetervillePast sale2 bd · 2 ba · 1,429 sq ftSale price$825,000
Chicago, IL 60642Noble SquarePast sale2 bd · 2 ba · 1,500 sq ftSale price$768,000
Chicago, IL 60614Lincoln ParkPast sale2 bd · 2 ba · 1,650 sq ftSale price$635,000
Chicago, IL 60657Roscoe VillagePast sale2 bd · 2 ba · 1,250 sq ftSale price$605,000
Palos Park, IL 60464Palos ParkPast sale3 bd · 4 ba · 2,100 sq ft · 0.21 acSale price$525,000
Chicago, IL 60610Gold CoastPast sale2 bd · 2 ba · 1,400 sq ftSale price$480,000
Chicago, IL 60654River NorthPast sale2 bd · 2 ba · 1,150 sq ftSale price$475,000
Chicago, IL 60643BeverlyPast sale4 bd · 2 ba · 2,120 sq ft · 0.21 acSale price$441,256
Chicago, IL 60610Gold CoastPast sale2 bd · 2 ba · 1,144 sq ftSale price$390,000
Chicago, IL 60607West LoopPast sale1 bd · 1 ba · 978 sq ftSale price$375,000

Showing 10 of 22 matching records.

Local perspective

Specialty neighborhoods

A local view of the places Jessica knows best. These notes describe character and housing stock, not current prices or availability.

Chicago & surrounding suburbs

Gold Coast & Streeterville

Historic streets and the lakefront

GreystonesPre-war co-opsModern high-rises

Tree-lined blocks, historic walk-ups and Beaux-Arts co-ops sit beside contemporary towers and the lakefront. A part of the city where architectural character is part of daily life.

Chicago & surrounding suburbs

Lincoln Park

Parks, greystones and neighborhood life

Victorian rowhousesRestored greystonesDuplex-downs

Residential streets, lakefront parkland and long-established cultural institutions. The housing stock rewards buyers who care about proportion, light and the details that are hard to replace.

Chicago & surrounding suburbs

West Loop & Fulton Market

Timber lofts and a changing warehouse district

Timber loftsExposed brickContemporary mid-rises

The former meatpacking district is now a mix of restaurants, offices and converted loft buildings. Original timber and masonry carry a different quality from new construction.

Chicago & surrounding suburbs

Beverly & the Historic South Side

Ridges, Craftsman homes and deep roots

American CraftsmanPrairie influencesBrick colonials

Beverly is Jessica’s home neighborhood: rolling ridges, mature trees and a strong tradition of preserving distinctive houses. The wider South Side rewards a closer look.

Chicago & surrounding suburbs

River North

City energy and distinctive spaces

Converted loftsHigh-rise condominiumsLuxury rentals

Former warehouse buildings, galleries and residential towers give River North its layered character. The riverwalk and a lively mix of dining and design are close at hand.

Chicago & surrounding suburbs

South Loop

Parkland, lakefront and city views

Historic loftsContemporary high-risesTownhomes

Historic loft buildings and newer towers sit near Grant Park, Museum Campus and the lakefront. A neighborhood with room to explore, from Printer’s Row to the residential streets farther south.

Chicago & surrounding suburbs

Lakeview & Southport Corridor

Neighborhood streets and familiar favorites

GreystonesWalk-up condominiumsSingle-family homes

Lakeview pairs residential side streets with the shops, cafés and theaters along Southport. Vintage masonry buildings and newer homes offer a range of ways to settle into the neighborhood.

Chicago & surrounding suburbs

West Town

Creative corners and architectural character

Brick walk-upsWorkers’ cottagesContemporary condominiums

Noble Square, Ukrainian Village and Wicker Park bring their own character to the wider West Town area. Historic homes, independent storefronts and newer construction share an evolving streetscape.

Chicago & surrounding suburbs

Roscoe Village

A village rhythm within the city

Frame housesBrick two-flatsNewer single-family homes

Residential blocks meet the neighborhood shops and cafés along Roscoe Street. Frame houses, brick two-flats and newer homes give this North Side neighborhood a varied architectural texture.

Portrait of Jessica Rogers
Jessica RogersLicensed Real Estate BrokerCompass · Chicago
About Jessica

A Chicago native with a hospitality background.

Fifteen years of anticipating needs

Before real estate, Jessica spent fifteen years in hospitality. That work taught her to listen closely, anticipate what people need, and keep calm when details become complicated.

Chicago born, Beverly rooted

Jessica was born and raised in Chicago and lives in Beverly. She works across Chicago and the surrounding suburbs, with a particular eye for architecturally distinctive homes.

The brokerage behind the practice

The Compass advantage

Compass provides programs, technology and a national referral network. The value is in how they are used, and in knowing when they are not the right answer.

Pre-sale improvements

Compass Concierge

A program that may help finance eligible repair, staging or cosmetic work before a sale. Eligibility, costs and repayment terms are set by Compass.

Ask for current terms and a written estimate before committing to any work.

Outside public portals

Private Exclusives

A route for listing or searching homes without immediate public syndication. Useful when privacy matters, though not every property or client is a fit.

Availability depends on the property and the client’s instructions.

Relocation reach

The Compass network

Referral relationships across Compass offices can help with a move into or out of Chicago. Jessica can explain what is realistic for a particular search.

Referral availability varies by market and timing.

In their words

Care that clients remember.

5.0 / 5 · 10 Google reviews

Both times she has been extremely responsive and attentive.

Alena Coomar

Read review on Google ↗

Made the whole process so much easier.

nikki flaig

Read review on Google ↗

The process was smooth and stress-free.

Eve Larson

Read review on Google ↗

Selected excerpts from Google reviews. Rating and review count checked October 22, 2026.

Start a conversation

A private advisory

Buying, selling, leasing or simply thinking through a move: share a little context and Jessica will reply directly. The form prepares an email in your own app; it does not send anything from this website.

Private advisory

Tell Jessica what you have in mind

Prepare an email with a few details. It opens in your own email app so you can review it before sending.

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Prefer to write directly? jrogers@compass.com · 312-613-3286

Planning tool

Run a straightforward payment estimate

A simple illustration of monthly housing costs. It does not quote a rate or replace a lender’s estimate.

Illustrative estimate

Payment estimate

Adjust the assumptions to see an approximate monthly payment. This is a planning tool, not a lender quote; taxes, insurance and HOA figures are estimates.

$1,250,000
$200K$10M
$250,000
0%100% cash

Enter 0 for a zero-rate estimate.

Loan term
Estimated monthly$9,062/ month

Loan amount $1,000,000 · 30-year fixed at 6.5%

Principal & interest
$6,321
Property tax (1.8%)
$1,875
Insurance (0.4%)
$417
HOA
$450

Estimates are illustrative and depend on assumptions that may not match a lender’s terms. No rate is quoted or guaranteed. Speak with a lender for pre-approval and a personalized estimate.