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TOP 1% AGENT

YOUR TRUSTED REAL ESTATE PARTNER

Guiding buyers and sellers across Chicagoland with expert advice, local market insight, and personalized service.

Buying A Home?

Everything you need to know for a smooth and
successful home purchase.

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Selling A Home?

Proven strategies and tips to sell your home
faster and for top value.

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Meet

Aaron Gaines

Providing clients with ultimate bespoke representation, customized marketing strategy, and white-glove service.

When you work with me, you will receive a knowledgeable and professional real estate agent, a committed ally to negotiate on your behalf, the systems in place to streamline buying your home, and the backing of a trusted company, Keller Williams Realty.

I specialize as an elite Chicago real estate agent including the neighborhoods of Orland Park, Winnetka, Kenilworth, Hinsdale, Glencoe, Lake Forest, and nearby areas.

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Chicagoland Living

Dynamic luxury property tours, exclusive walkthroughs, national TV segments, inspiring interviews, influential voices, and insider local insights—highlighting the lifestyle, culture, people, and real estate that make Chicagoland a great place to work and live.

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Luxury Presence Home Value is the current estimated value of this home. It is calculated from a comprehensive database which encompasses properties from all 50 states, covering 99% of the US population, and valuation software developed by Automated Valuation Model (AVM) Analytics.

Modern suburban houses with peaked roofs, attached garages, and landscaped front yards.

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MORTGAGE & FINANCING

MORTGAGE & FINANCING

Featured Homes

Standout Listings for Every Lifestyle

Handpicked properties showcasing the best in location, design, and value.

  • Brick house with three white garage doors and a broad paved driveway. For Sale

    $745,000

    12908 Timber Wood Circle, Plainfield, IL 60585

    • 5 Beds
    • 5 Baths
    • 3,100 Sq.Ft.
  • 3305 Pheasant Drive For Sale

    $730,000

    3305 Pheasant Drive, Rolling Meadows, IL 60008

    • 5 Beds
    • 4 Baths
    • 3,200 Sq.Ft.
  • Red-brick house with rooftop solar panels, a white slatted carport enclosure, and a broad front lawn. For Sale

    $550,000

    1615 W BEVERLY GLEN Parkway, Chicago, IL 60643

    • 5 Beds
    • 3 Baths
    • 2,163 Sq.Ft.
  • 115 N Main Street For Sale

    $309,900

    115 N Main Street, Clifton, IL 60927

    • 3 Beds
    • 2 Baths
    • 2,192 Sq.Ft.
  • Two-story brick multifamily building with a stepped facade and gated entrances, framed by leafy trees. Active Under Contract

    $305,000

    1215 S Spaulding Avenue, Chicago, IL 60623

    • 6 Beds
    • 3 Baths
  • Tan two-story house with boarded openings and an overgrown lawn. For Sale

    $290,000

    20 E Main Street, Glenwood, IL 60425

    • 1 Bed
    • 1,500 Sq.Ft.
  • Brick house with a raised entry, white railings, front lawn, and driveway at dusk. For Sale

    $280,000

    550 Yates Avenue, Calumet City, IL 60409

    • 3 Beds
    • 2 Baths
    • 1,274 Sq.Ft.
  • Red brick apartment building with rows of windows, rooftop satellite dishes, and a central entrance. For Sale

    $279,000

    231 E 59th Street Unit: 1, Chicago, IL 60637

    • 3 Beds
    • 2 Baths
    • 1,800 Sq.Ft.
  • Beige two-story attached home with a covered entrance, front shrubs, and a walkway through the lawn. Active Under Contract

    $269,999

    145 AZALEA Circle, Romeoville, IL 60446

    • 3 Beds
    • 3 Baths
    • 1,600 Sq.Ft.
  • Beige gabled house with a white front door, broad windows, and a walkway beneath mature trees. For Sale

    $249,000

    18232 Walter Street, Lansing, IL 60438

    • 2 Beds
    • 3 Baths
    • 1,200 Sq.Ft.
  • Tan brick house with a dark roof, concrete front steps, and a mature tree beside the lawn. For Sale

    $245,000

    11343 S Green Street, Chicago, IL 60643

    • 4 Beds
    • 3 Baths
    • 1,131 Sq.Ft.
  • Beige two-story house with a steep gable, upper bay window, and white front steps. For Sale

    $229,000

    1030 N Mason Avenue, Chicago, IL 60651

    • 7 Beds
    • 4 Baths
  • Single-story white house with an attached garage, small porch, and broad paved driveway. For Sale

    $210,000

    406 Winnebago Street, Park Forest, IL 60466

    • 4 Beds
    • 2 Baths
    • 1,349 Sq.Ft.
  • Red-brick condominium building with white columns, a central gabled entrance, and balconies. For Sale

    $175,000

    5721 CIRCLE Drive Unit: 304, Oak Lawn, IL 60453

    • 2 Beds
    • 2 Baths
    • 1,100 Sq.Ft.
  • Single-story gray house at dusk with an American flag and warmly lit windows. For Sale

    $165,000

    431 Neosho Street, Park Forest, IL 60466

    • 2 Beds
    • 1 Bath
    • 950 Sq.Ft.
  • Two-story house under renovation with boarded windows and exposed roof sheathing. For Sale

    $150,000

    1508 S Komensky Avenue, Chicago, IL 60623

    • 5 Beds
    • 3 Baths
    • 1,300 Sq.Ft.
  • Single-story ranch house with red and beige siding, mature trees, and a walkway across the lawn. Active Under Contract

    $85,000

    14135 Page Avenue, Dixmoor, IL 60426

    • 4 Beds
    • 1 Bath
    • 984 Sq.Ft.
  • Weathered brick storefront with a rusted awning and deteriorated window area. For Sale

    $70,000

    3838 W 79TH Street, Chicago, IL 60652

    • 1,775 Sq.Ft.
  • Two-story wood-sided house with boarded windows and a covered porch on a snow-dusted lot. For Sale

    $55,000

    15032 Winchester Avenue, Harvey, IL 60426

    • 3 Beds
    • 1 Bath
    • 990 Sq.Ft.
  • Grassy side yard between brick and stone buildings, shaded by mature trees beside a wooden fence. For Sale

    $21,000

    12242 S Wallace Street, Chicago, IL 60628

  • Grassy residential lot between neighboring homes, with a mature tree and fallen autumn leaves. For Sale

    $11,000

    5943 S May Street, Chicago, IL 60621

  • Front yard beneath a mature tree beside a white house with a raised porch. For Sale

    $8,000

    12129 S Parnell Avenue, Chicago, IL 60628

  • Wooded lot with patchy grass, fallen leaves, scattered debris, and mature trees. Pending

    $5,000

    12210 S Union Avenue, Chicago, IL 60628

  • Red-brick residential building with projecting bay windows, front steps, and a black iron fence. For Lease

    $2,400/mo

    6344 S Eberhart Avenue Unit: 1, Chicago, IL 60637

    • 5 Beds
    • 2 Baths
    • 2,470 Sq.Ft.
  • Two-story red-brick building with a gabled roof, two white security doors, and a wide concrete walkway. For Lease

    $2,200/mo

    1561 E 93rd Street Unit: 2, Chicago, IL 60619

    • 4 Beds
    • 1 Bath
    • 1,500 Sq.Ft.
  • Two-story brick home behind a pale green metal fence and leafy trees. For Lease

    $2,000/mo

    4100 W Cermak Road Unit: 1, Chicago, IL 60623

    • 3 Beds
    • 2 Baths
    • 1,868 Sq.Ft.
  • Three-story red-brick condominium building with white trim, balconies, and a prominent central gabled entrance. For Lease

    $2,000/mo

    5721 CIRCLE Drive Unit: 304, Oak Lawn, IL 60453

    • 2 Beds
    • 2 Baths
    • 1,100 Sq.Ft.
  • Brick apartment building with white-trimmed windows and the number 7741 on its facade. For Lease

    $1,500/mo

    7741 S Yates Boulevard Unit: 3, Chicago, IL 60649

    • 3 Beds
    • 1 Bath
    • 1,400 Sq.Ft.
View All
Client Experiences

What My Clients Are Saying

Read stories from satisfied buyers and sellers who’ve worked with Aaron Gaines.

Aaron was very thorough and professional. He walked me through every step. There were no surprises in our interactions. I was actually amazed at the initial responses we received for the property. I believe that I received the best deal for the property that was presented to the market.
Aaron was very thorough and professional. He walked me through every step. There were no surprises in our interactions. I was actually amazed at the initial responses we received for the property. I believe that I received the best deal for the property that was presented to the market.
Thomas J.
Aaron is great! The whole experience went well. I had so many questions, and I was a little overwhelmed with the selling process at times, but Aaron was so kind and understanding throughout. My Dad and I thank you so much.
Aaron is great! The whole experience went well. I had so many questions, and I was a little overwhelmed with the selling process at times, but Aaron was so kind and understanding throughout. My Dad and I thank you so much.
Simpsons L.
Aaron Gaines is truly a great person! Aaron helped me navigate the process of selling my condo with such ease and grace that from the start, I knew I had the right guy for the job! He was always available when I needed him and had the right answers to all my questions. Without a double will be using Aaron in my real estate needs in Illinois again. Thanks for everything, Aaron!
Aaron Gaines is truly a great person! Aaron helped me navigate the process of selling my condo with such ease and grace that from the start, I knew I had the right guy for the job! He was always available when I needed him and had the right answers to all my questions. Without a double will be using Aaron in my real estate needs in Illinois again. Thanks for everything, Aaron!
Martin G.
Throughout the process, Aaron has been committed to making sure that I am valued, informed, and comfortable as I navigate all of the tasks associated with buying a home. Even weeks after the close, he is still connecting to help out where he can.
Throughout the process, Aaron has been committed to making sure that I am valued, informed, and comfortable as I navigate all of the tasks associated with buying a home. Even weeks after the close, he is still connecting to help out where he can.
Susan C.
Amazing! Working with Aaron was an absolute pleasure! If you’re looking for someone who truly has your back, Aaron is the person to turn to. He went above and beyond to address all my questions, concerns, and needs, always making them a top priority. Professional, dependable, and a fantastic team player, Aaron helped make the home-buying process smoother, especially during a stressful time in my life. When I faced the unexpected loss of my sister, Aaron was there to ease the burden and keep me optimistic and motivated. I couldn’t have asked for a better realtor.
Amazing! Working with Aaron was an absolute pleasure! If you’re looking for someone who truly has your back, Aaron is the person to turn to. He went above and beyond to address all my questions, concerns, and needs, always making them a top priority. Professional, dependable, and a fantastic team player, Aaron helped make the home-buying process smoother, especially during a stressful time in my life. When I faced the unexpected loss of my sister, Aaron was there to ease the burden and keep me optimistic and motivated. I couldn’t have asked for a better realtor.
Savannah W.
Mr. Aaron Gaines was truly a blessing to us in selling our home. For a retired couple, Mr. Gaines was the perfect match. We received an offer over the asking price and closed with money in our pocket. Thank you again for your care and professionalism.
Mr. Aaron Gaines was truly a blessing to us in selling our home. For a retired couple, Mr. Gaines was the perfect match. We received an offer over the asking price and closed with money in our pocket. Thank you again for your care and professionalism.
Karl & Sharon K.
Aaron Gaines is the best, hands down. He was mindful of my needs as a first-time homeowner and took his time to explain those things I had little knowledge about. I'd definitely work with him in the future!
Aaron Gaines is the best, hands down. He was mindful of my needs as a first-time homeowner and took his time to explain those things I had little knowledge about. I'd definitely work with him in the future!
Chhavi Z.
I have had the great pleasure of working with Aaron on the journey of selling my home. He educated me and was always available whenever I contacted him, whether it was via email, phone, or text! Always positive, friendly, and assertive in how he handles things. Thank you again, Aaron!
I have had the great pleasure of working with Aaron on the journey of selling my home. He educated me and was always available whenever I contacted him, whether it was via email, phone, or text! Always positive, friendly, and assertive in how he handles things. Thank you again, Aaron!
Michell M.
Aaron was by far the most amazing realtor I could have ever chosen. He was extremely patient, knowledgeable, kind, professional, and attentive. He was very, very responsive to all calls and texts, and he explained any and all questions until I understood them. He was a real trooper during this entire process, dealing with me because I was a first-time homebuyer, and although it was a lengthy process (not because of Aaron), he made the entire transaction easy and seamless. He goes above and beyond for his clients and truly has your best interests. I would recommend him 100 times to anyone who’s looking for a great agent who will get the job done effortlessly and efficiently. Thank you so much, Aaron, for everything.
Aaron was by far the most amazing realtor I could have ever chosen. He was extremely patient, knowledgeable, kind, professional, and attentive. He was very, very responsive to all calls and texts, and he explained any and all questions until I understood them. He was a real trooper during this entire process, dealing with me because I was a first-time homebuyer, and although it was a lengthy process (not because of Aaron), he made the entire transaction easy and seamless. He goes above and beyond for his clients and truly has your best interests. I would recommend him 100 times to anyone who’s looking for a great agent who will get the job done effortlessly and efficiently. Thank you so much, Aaron, for everything.
Sherrie P.
My realtor, Aaron Gaines, was able to sell my unwarrantable condo to a cash buyer for a 3.5 per cent commission. I had another realtor before him who was unable to do that. He is hard-working and professional. He was a good communicator and kept me informed. He negotiated for our interest every step of the way. He was transparent to the buyer about issues that arose and then worked to resolve them. He was good at advertising the property. The Keller Williams realtor organization provided an excellent photographer and a person who kept track of details once a contract was signed. She tracked progress towards closing. I would use this realtor again.
My realtor, Aaron Gaines, was able to sell my unwarrantable condo to a cash buyer for a 3.5 per cent commission. I had another realtor before him who was unable to do that. He is hard-working and professional. He was a good communicator and kept me informed. He negotiated for our interest every step of the way. He was transparent to the buyer about issues that arose and then worked to resolve them. He was good at advertising the property. The Keller Williams realtor organization provided an excellent photographer and a person who kept track of details once a contract was signed. She tracked progress towards closing. I would use this realtor again.
Dorothy V.

Explore the Area

Top Communities to Call Home

Discover the character, amenities, and lifestyle of Chicago’s most desirable neighborhoods.

  • Orland Park
  • Winnetka
  • Kenilworth
  • Glencoe
  • Lake Forest
  • Hinsdale
  • Lincoln Park
  • Oak Brook
  • Naperville
  • Plainfield
  • Elgin
  • Chicago Loop
  • Aerial view of suburban homes, wooded parkland, and a commercial district.

    Explore Orland Park

    A local guide to neighborhoods, schools, parks, shopping, dining, Metra access, things to do, and everyday life in Orland Park.

    Read More
  • Lakeside neighborhood with tree-lined homes and a large towered complex beside Lake Michigan.

    Explore Winnetka

    Search Winnetka homes for sale, including luxury homes, new listings, and more.

    Read More
  • Aerial view of a tree-lined neighborhood with the Chicago skyline in the distance.

    Explore Kenilworth

    Search Kenilworth homes for sale, including luxury homes, new listings, and more.

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  • Aerial view of a tree-lined golf course with sand bunkers and ponds beside the water.

    Explore Glencoe

    Search Glencoe homes for sale, including luxury homes, new listings, and more.

    Read More
  • Aerial view of a campus with red-roofed buildings, landscaped grounds, and sports fields.

    Explore Lake Forest

    Search Lake Forest homes for sale, including luxury homes, new listings, and more.

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  • Aerial view of Hinsdale homes and tree-lined streets beside a wooded greenbelt.

    Explore Hinsdale

    Search Hinsdale homes for sale, including luxury homes, new listings, and more.

    Read More
  • Chicago skyline above Lincoln Park’s spring greenery and lagoon.

    Explore Lincoln Park

    Search Lincoln Park homes for sale, including luxury homes, new listings, and more.

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  • Aerial neighborhood view with detached homes, athletic fields, and a curving residential street.

    Explore Oak Brook

    Search Oak Brook homes for sale, including luxury homes, new listings, and more.

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  • Covered pedestrian bridge over a river, framed by autumn trees and brick buildings.

    Explore Naperville

    Search Naperville homes for sale, including luxury homes, new listings, and more.

    Read More
  • Aerial view of a suburban neighborhood with detached homes and tree-lined streets.

    Explore Plainfield

    Search Plainfield homes for sale, including luxury homes, new listings, and more.

    Read More
  • Aerial view of downtown Elgin along the Fox River, with bridges and railroad tracks.

    Explore Elgin

    Search Elgin homes for sale, including luxury homes, new listings, and more.

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  • Chicago Loop skyline beyond brick residences and a green park with flowering trees.

    Explore Chicago Loop

    Search Chicago Loop homes for sale, including luxury homes, new listings, and more.

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