Hayley Westhoff

Hayley Westhoff

Licensed Real Estate Broker

Social Media

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agent headshotWesthoff Group Website

Awards

5 Star Real Estate Agent Award

America's Top 100

Nominated Best Realtor in Chicago by Better.com - Best of 2022

Best Real Estate Agent 2021 by Expertise.com

Crain's Notable Residential Real Estate Broker 2023

Top 20 Office 2023-2024

Chicago Agent Magazine -
#8 Top Agent in Cook County - Q1 2023
#13 Top Agent in Cook County - Q3 2023
#13 Top Agent in Cook County - Q3 2024
Top 20 Office in Cook County (Compass - Roscoe Village) - 2023-2024

Chicago Association of Realtors® -
Top 1% Producing Agent
Sales Award 2021
Platinum Level Top Producer Team 2022-2024

Chicago Real Producers -
Real Producer Top 10 Brokers List of Chicago
Top 500 Chicago Real Producers, Class of 2023

RealTrends -
RealTrend America’s Best Real Estate Professional List 2021
#12 Team Volume - America’s Best Real Estate Professionals List 2023 Top 20 Teams in Illinois 2023

Compass -
Legends Society List 2024
#1 Top Producing Team In Units - Roscoe Village Office

Specialties

Buyer's Agent, Listing Agent, Relocation, Consulting, Certified Divorce Specialist

Languages: English, Spanish

Education

Arizona State University - Bachelor’s Degree
Business and Communication
National University - Masters Degree
Education

Client Testimonials

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"Hayley is a fantastic realtor! She is professional, energetic, honest, and VERY knowledgeable about Chicago real estate. She helped us buy our dream home -- a single-family home in Roscoe Village in Chicago that was being built as new construction. My husband and I were not the easiest clients. We were pretty picky and looked for several months before we found "the one." So, Hayley pulled out all the stops and actually found our home on a "drive-by" -- not from the MLS. She then helped us negotiate the contract, which is an especially tall order on new construction. Even after we were under contract on the house, Hayley was a tremendous help to us in picking finishes and finalizing plans for the construction of the house. It was such a relief having her help us navigate the many steps of a real estate purchase. I highly recommend hiring Hayley and her team!" - Molly

"Hayley is the consummate real estate professional. She has both a depth of knowledge for individual Chicago neighborhoods and a breadth of knowledge to cover the whole city. After our first meeting, Hayley handpicked a number of properties for us to visit - each of which were right in line with our expectations for our first home. This type of tailored feedback was a great benefit to us and our busy schedules. Hayley also possesses a keen eye - both in recognizing design flaws / issues with properties that a novice might not catch and in recognizing when a listed property is overpriced - which greatly assisted us in narrowing down our search. Once we actually settled on a property, Hayley led us through a number of comparable properties. She proved invaluable in helping us tailor our offer - a winning bid in a multiple offer situation where we still signed on the property for under asking. If you are considering buying a home in Chicago, you can do no better than Hayley Westhoff - her knowledge of the area and, more importantly, her expertise in getting transactions across the finish line, are unmatched." - Brett

"Hayley has some of the fiercest negotiation skills I have ever seen (doing justice to every one of her negotiation credentials). She played it cool in the toughest situations with the sellers playing extreme hardball and helped us get an insanely good deal for the Lincoln Park area!! Throughout this process, it was so clear that she cared about our interests and this was not a mere transaction. In Hayley, we have found a friend and real estate agent for the long-haul. We have been recommending Hayley to all our friends and colleagues, we firmly believe that they will be in the BEST HANDS in town." - Sara

"We couldn’t have asked for a better partner during this stressful process. She was incredibly attentive, approachable, responsive, and fiercely advocated for us. We had an incredibly difficult seller and listing agent and Hayley handled the situation with such professionalism and expertise, I truly don’t think any other agent would have been able to get us through that!" - Kevin

"She would ask questions that we would have never thought to ask! There were points in the process that got stressful and her actions always de-escalated the situation. During the *entire* process, I felt like Hayley always had our interests in mind as her primary priority. There was one property where she was able to objectively and tactfully explain why it might not be the best fit for us despite my initial, emotional excitement for it." - Joyce

"Hayley is amazing! We hired Hayley to help us purchase our home, and she went above & beyond to get us exactly what we wanted. Hayley's dedication to her clients is evident in every single interaction that you will have with her. She is extremely thoughtful and very responsive, and she was able to provide advice in a straightforward, yet tactful manner. Hayley is truly passionate about what she does, and I would highly recommend her to everyone that I know!" - Leah


About Hayley

Real estate is not a job for Hayley; it’s a passion, an obsession, and a way of life. As an award-winning agent, recognized by the Chicago Association of Realtors as a “Top 1% Producing Agent” for more than 13 years, and named one of America’s Top 100 Agents LLC, Hayley is driven by a relentless desire to exceed expectations and deliver results. Her stellar performance, reputation, and loyal clients are why she was voted “Best City Agent of 2021 and 2022” by Better Magazine. Her philosophy is simple: she sells homes, not houses. A home is more than four walls—it’s where families raise children, build memories, and shape their lives.


Hayley knows that buying or selling is one of the most emotional and financially significant endeavors of her clients’ lifetimes. She is dedicated to acting with uncompromising integrity and professionalism, while bringing unmatched expertise to protect her clients and guide them in making smart, wealth-building decisions.


For sellers, Hayley boasts an exceptional record—consistently achieving a 100.8% list-to-sale price ratio and selling homes nearly four times faster than the average Realtor according to Broker Metrics Powered by MLS. This remarkable performance is the result of Hayley’s research-driven analysis, world-class marketing strategies, and fierce negotiation skills. As an Accredited Staging Professional, Hayley transforms listings into showpieces, and through curated exposure to the right audience, she positions her clients at the top of Chicago’s most competitive luxury markets.


For buyers, Hayley treats the process as matchmaking. She invests deeply in understanding her clients’ lifestyles, needs, and aspirations to find the perfect fit. With a background in remodeling, new construction, and real estate investment, she identifies opportunities others miss—whether a luxury new build, a fixer-upper with untapped potential, or a property primed for long-term returns. Hayley provides creative design ideas, cost analysis, and trusted guidance, enabling her clients to move forward with confidence. Highly integrated into Chicago’s exclusive off-market network, Hayley gives her buyers a distinct advantage with 30–31[SW2] % of her transactions closing before the properties ever reach the MLS. Her sterling reputation and strategic mastery also consistently result in her clients prevailing in multiple-offer situations, knowing exactly which levers to pull to prevail when faced with stiff competition. Combined with her white-glove service, these results have earned Hayley a referral-driven business and glowing praise: “Hayley encompasses everything I could ever ask for in a Realtor—we appreciated her candidness, responsiveness, and level of expertise!”.


As founder and President of The Westhoff Group, a top-producing team that has collectively sold more than $700 million, Hayley leads with vision and client-first dedication that delivers results. Above all, her commitment extends beyond the transaction—she becomes a trusted lifelong advisor to her clients, helping them build wealth, security, and legacy through real estate. Born and raised in Chicago, she now proudly raises her two daughters (and beloved Cavalier, Finn) on the city’s North Side, where she enjoys staying active, traveling, and discovering all of Chicago’s hidden gems.


Hayley Westhoff’s Listings

a view of a brick house with large windows
a view of a porch with a bench
a living room with furniture stove and a large window
a living room with furniture and a rug
a living room with furniture and a flat screen tv
a living room with furniture and a flat screen tv
a living room with furniture and a window
a living room with furniture and a flat screen tv
a living room with furniture and a chandelier
a view of entryway and hall with wooden floor
a living room with furniture and a flat screen tv
a view of a dining room with furniture window and wooden floor
a dining room with furniture and window
a kitchen with stainless steel appliances a stove a sink a microwave a refrigerator and cabinets
a kitchen with center island table and chairs in it
a kitchen with appliances a sink and a stove top oven
a kitchen with a stove a kitchen island a dining table and wooden floor
a kitchen with a table chairs sink and cabinets
a bathroom with a toilet a sink and a mirror
a view of a porch with furniture window and wooden floor
a balcony with couple of chairs and a couch
a view of a balcony with wooden chairs
a view of a deck with a sink and a bench in balcony
a front view of a house with garden
a front view of a house with a yard
a house view with a garden space
a bedroom with a bed and window
a view of walk in closet with clothes and shoes
a bathroom with a toilet sink and mirror
a bathroom with a shower
a living room with furniture and a wooden floor
a bedroom with furniture and windows
a bathroom with a sink toilet and shower
a view of a livingroom with furniture and entryway
a living room with furniture and a flat screen tv
a living room with furniture
a view of livingroom with furniture and stairs
a spacious bedroom with a bed a desk and chair
a bathroom with a sink and a mirror
a view of workspace with furniture and entryway
a picture of floor plan
a picture of a bench in front of a wall
a picture of a bench in front of a white house
a picture of a wall with a white wall and a picture
a picture of a floor plan
front view of a house
$1,075,000 | 2710 North Sacramento Avenue, Chicago, IL 60647
1/47
Listed By CompassContingent

$1,075,000

4
Bedrooms
Unavailable
Square Feet
0.08
Acres
a front view of a house with a yard
a front view of a house with a yard
a front view of a house with a yard
a living room with furniture and wooden floor
a living room with furniture and a window
a view of a dining room with furniture window and wooden floor
a view of a a dining room with furniture window and wooden floor
a kitchen with a refrigerator a sink and dishwasher
a kitchen with granite countertop white cabinets and white appliances
a kitchen with refrigerator cabinets and wooden floor
a living room with furniture a rug and a window
a view of a room with gym equipment
a view of a hallway with washer and dryer
a bedroom with a bed and a window
a bedroom with a bed and wooden floor
a bathroom with a double vanity sink mirror and shower
a bathroom with a granite countertop sink a mirror and a shower
a living room with furniture and a wooden floor
a living room with furniture and a flat screen tv
a bedroom with a bed and a window
a view of a dining room with furniture and wooden floor
a kitchen with a refrigerator a sink and wooden floor
a kitchen with granite countertop a sink stove and wooden floor
a view of livingroom with washer and dryer
a bedroom with a bed and a chandelier
a bedroom with a bed and wooden floor
a bedroom with a bed and a chandelier
a bedroom with a bed and a chandelier
a bathroom with a sink toilet and shower
a living room with furniture and a flat screen tv
a living room with furniture and a couch
a kitchen with white cabinets sink and white appliances
a kitchen with a refrigerator a sink and cabinets
a bedroom with a bed and closet
a bedroom with a bed and a window
a bathroom with a granite countertop sink toilet and shower
a utility room with dryer and washer
a front view of a house with parking space
a view of a house with a snow in the yard
a view of a house with a snow in the yard
a picture of a small white building
a picture of a room with a white wall and a white
$799,000 | 7330 North Honore Street, Chicago, IL 60626
1/43
Listed By CompassContingent ( Private )

$799,000

8
Bedrooms
Unavailable
Square Feet
0.25
Acres
a front view of a building with street
a view of living room with furniture and a large window
a living room with furniture and a flat screen tv
a living room with furniture tv and a large window
a dining room with furniture and window
a living room with furniture and a flat screen tv
a living room with furniture and kitchen view
a living room with furniture and a flat screen tv
a large kitchen with lots of counter space and stainless steel appliances
a kitchen with stainless steel appliances a sink a stove a refrigerator and cabinets
a kitchen with a sink a refrigerator and chairs
a kitchen with stainless steel appliances granite countertop a sink stove and refrigerator
a kitchen that has a sink and a stove
a kitchen with stainless steel appliances granite countertop a sink stove and wooden floor
a bedroom with bed and a chandelier
a bedroom with a bed painting on wall and a large window
a bathroom with a double vanity sink mirror and shower
a bathroom with a sink double vanity granite tub and shower
a bedroom with a bed and a table in it
a bathroom with a sink a toilet and shower
a view of a workspace with furniture and a window
a utility room with dryer and washer
a view of balcony with wooden floor and outdoor seating
a terrace view with sitting space
a black and white photo of a picture
a picture of a bench in front of a gate
$650,000 | 2730 West Armitage Avenue, Unit 3E, Chicago, IL 60647
1/27
Listed By CompassContingent

$650,000

3
Bedrooms
1,800
Square Feet
a front view of a house
a living room with furniture and a flat screen tv
a living room with furniture and a flat screen tv
a living room with furniture and a flat screen tv
a living room with furniture and a flat screen tv
a view of a dining room with furniture and wooden floor
a kitchen with stainless steel appliances granite countertop a dining table chairs sink and wooden floor
a kitchen with a stove and a sink
a kitchen with a sink stove and cabinets
a kitchen with stainless steel appliances white cabinets and wooden floors
a room with a workspace
a view of a kitchen cabinets and wooden floor
a bedroom with furniture and a window
a bedroom with furniture and a window
a bathroom with a sink toilet and shower
a bathroom with a toilet and a bathtub
a bedroom with a bed and a window
a bedroom with a bed and flat screen tv
a bathroom with a double vanity sink and a mirror with shower
a bathroom with a double vanity sink mirror and shower
a view of a workspace with furniture and a window
a view of a livingroom with furniture and staircase
a utility room with dryer and washer
a view of a porch with a yard
a front view of a house with a yard
a view of a deck with a yard potted plants and large tree
a picture of a floor plan
a picture of a bench in front of a door
a picture of a room with a white wall and sign
$599,000 | 1802 West Diversey Parkway, Unit I, Chicago, IL 60614
1/30
Listed By CompassContingent

$599,000

2
Bedrooms
1,400
Square Feet
0.03
Acres
a building view
a large dining space with furniture a chandelier and wooden floor
a living room with furniture and a flat screen tv
a view of city from balcony
a living room with furniture and a large window
a view of a dining room with furniture a livingroom and chandelier
a kitchen with stainless steel appliances granite countertop a stove top oven a sink a dining table and chairs with wooden floor
a kitchen with a table chairs refrigerator and microwave
a kitchen with wooden cabinets and stainless steel appliances
a kitchen with stainless steel appliances a stove sink microwave and cabinets
a kitchen with a sink a stove and wooden cabinets
a kitchen with a sink a counter space and cabinets
a living room with furniture and a wooden floor
a living room with furniture and a flat screen tv
a view of a dining room with furniture and wooden floor
a bedroom with a bed couch and a window
a spacious bedroom with a bed and furniture
a view of a hallway with wooden floor and staircase
a view of walk in closet
a bathroom with a granite countertop sink mirror vanity and toilet
a bathroom with a shower
a bathroom with a bathtub and a shower
a living room with furniture a flat screen tv and a large window
a living room with furniture flat screen tv and a fireplace
an entryway view with a living room
a living room with furniture and a large window
a living room with furniture and a window
a kitchen with stainless steel appliances granite countertop a kitchen island a stove a refrigerator a sink a dining table and chairs with wooden floor
a view of a workspace room with furniture and wooden floor
a living room with furniture and a potted plant
a bathroom with a sink toilet a shower and a bathtub
a view of front door
a picture of a book and a bed
$475,000 | 2740 West Armitage Avenue, Unit 302S, Chicago, IL 60647
$475,000 | 2740 West Armitage Avenue, Unit 302S, Chicago, IL 60647
$475,000 | 2740 West Armitage Avenue, Unit 302S, Chicago, IL 60647
1/36
Listed By CompassContingent

$475,000

3
Bedrooms
Unavailable
Square Feet
$425,000 | 7509 Madison Street, Unit 3C, Forest Park, IL 60130
$425,000 | 7509 Madison Street, Unit 3C, Forest Park, IL 60130
$425,000 | 7509 Madison Street, Unit 3C, Forest Park, IL 60130
$425,000 | 7509 Madison Street, Unit 3C, Forest Park, IL 60130
$425,000 | 7509 Madison Street, Unit 3C, Forest Park, IL 60130
$425,000 | 7509 Madison Street, Unit 3C, Forest Park, IL 60130
$425,000 | 7509 Madison Street, Unit 3C, Forest Park, IL 60130
$425,000 | 7509 Madison Street, Unit 3C, Forest Park, IL 60130
$425,000 | 7509 Madison Street, Unit 3C, Forest Park, IL 60130
$425,000 | 7509 Madison Street, Unit 3C, Forest Park, IL 60130
$425,000 | 7509 Madison Street, Unit 3C, Forest Park, IL 60130
$425,000 | 7509 Madison Street, Unit 3C, Forest Park, IL 60130
$425,000 | 7509 Madison Street, Unit 3C, Forest Park, IL 60130
$425,000 | 7509 Madison Street, Unit 3C, Forest Park, IL 60130
$425,000 | 7509 Madison Street, Unit 3C, Forest Park, IL 60130
$425,000 | 7509 Madison Street, Unit 3C, Forest Park, IL 60130
$425,000 | 7509 Madison Street, Unit 3C, Forest Park, IL 60130
$425,000 | 7509 Madison Street, Unit 3C, Forest Park, IL 60130
$425,000 | 7509 Madison Street, Unit 3C, Forest Park, IL 60130
$425,000 | 7509 Madison Street, Unit 3C, Forest Park, IL 60130
$425,000 | 7509 Madison Street, Unit 3C, Forest Park, IL 60130
$425,000 | 7509 Madison Street, Unit 3C, Forest Park, IL 60130
$425,000 | 7509 Madison Street, Unit 3C, Forest Park, IL 60130
1/23
Listed By CompassContingent

$425,000

2
Bedrooms
Unavailable
Square Feet
a front view of a building
a view of a living room and dining room
a view of a living room and dining room
a living room with furniture and a floor to ceiling window
a living room with furniture and a large window
a living room with furniture and kitchen view
a kitchen with a refrigerator and a sink
a kitchen with stainless steel appliances granite countertop a refrigerator sink and stove
a living room with furniture or couch and a kitchen view
a view of a balcony with city view
a living room with furniture potted plant and kitchen view
a bedroom with a bed and a potted plant
a bedroom with a bed and a lamp on dresser
a view of space with racks on the wall
a city view with tall buildings
a spacious bathroom with a double vanity sink toilet mirror and bathtub
a bathroom with a sink a toilet and shower
a utility room with dryer and washer
a view of a terrace with sitting area
a view of gallery
a view of a room with gym equipment
a view of a backyard
a view of a balcony with city view
a picture of a floor plan
1/24
Listed By CompassContingent

$330,000

1
Bedrooms
Unavailable
Square Feet
a view of a city with tall buildings
a sign on the side of a building
a view of walk in closet
a living room with furniture and a flat screen tv
a living room with furniture and a wooden floor
a view of balcony with furniture
a view of city from a balcony
a living room with furniture wooden floor and a table
a living room with furniture white wooden floor and a kitchen view
a view of kitchen with cabinets and stainless steel appliances
a kitchen with granite countertop cabinets stainless steel appliances and a sink
a bedroom with furniture and a rug
a bed room with a bed window and a chair
a bedroom with a large bed and a closet
a living room with furniture and a floor to ceiling window
a view of a balcony with an ocean view
a bedroom with a bed and a dresser
a bathroom with a sink and a mirror
a view of front door with wooden floor
a view of balcony with city view
a view of a lake and a yard
a picture of a bench in front of a building
a living room with furniture and a floor to ceiling window
a view of building with outdoor space
a view of building with parking area
a view of a dining room with furniture and wooden floor
a kitchen with stainless steel appliances granite countertop a refrigerator a sink a stove a microwave and island
a view of a room with gym equipment
a storage room with washer and dryer
1/29
Listed By CompassContingent

$299,000

1
Bedrooms
1,000
Square Feet

Hayley Westhoff’s Transactions

Past Sales
$4,675,000 | 1109 W Washington Blvd, Unit PH8D | Chicago Highlands

$4,675,000

4
Bedrooms
4.5
Bathrooms

1109 W Washington Blvd, Unit PH8D

Chicago Highlands

$3,850,000 | 3513 North Bosworth Avenue, Chicago, IL 60657

$3,850,000

6
Bedrooms
5,495
Square Feet
0.19
Acres
a view of a brick house with large windows

$3,600,000

6
Bedrooms
6,300
Square Feet
0.28
Acres
a front view of a house with garden

$3,500,000

6
Bedrooms
7,000
Square Feet
0.11
Acres
a view of a brick house with a yard and plants

$3,425,000

5
Bedrooms
0.11
Acres
a view of a entrance gate of the house

$2,800,000

5
Bedrooms
7,000
Square Feet
0.10
Acres
$2,525,000 | Undisclosed Address, Chicago, IL 60614

$2,525,000

6
Bedrooms
3,750
Square Feet
0.09
Acres
a front view of a building

$2,525,000

3
Bedrooms
$2,400,000 | 1650 West Melrose Street, Chicago, IL 60657

$2,400,000

6
Bedrooms
6,200
Square Feet
0.10
Acres
a view of a multi story building

$2,350,000

6
Bedrooms
3,800
Square Feet
0.07
Acres
a front view of a building with glass windows

$2,325,000

6
Bedrooms
7,900
Square Feet

$2,270,000

5
Bedrooms
4,600
Square Feet
0.07
Acres
a view of a brick house with large windows

$2,250,000

5
Bedrooms
5,100
Square Feet
0.07
Acres
a view of a brick building next to a yard

$2,210,000

5
Bedrooms
4,500
Square Feet
0.07
Acres
a front view of a house with a garden

$2,150,000

5
Bedrooms
0.07
Acres
$2,116,000 | 2132 West Bradley Place, Chicago, IL 60618

$2,116,000

6
Bedrooms
4,600
Square Feet
0.08
Acres
$2,100,000 | 1852 West Oakdale Avenue, Chicago, IL 60657

$2,100,000

6
Bedrooms
5,700
Square Feet
0.10
Acres
a front view of a house with a yard

$1,998,000

6
Bedrooms
4,050
Square Feet
0.07
Acres
Past Rentals
a city view

$8,800

3
Bedrooms
a front view of a building and a street

$6,500

3
Bedrooms
1,700
Square Feet
a front view of house with a yard

$6,000

3
Bedrooms
a house view with a garden space

$6,000

4
Bedrooms
2,800
Square Feet
a view of a building from a balcony

$5,800

4
Bedrooms
a view of a building

$5,775

3
Bedrooms
2,045
Square Feet
$5,625 | 434 West Melrose Street, Unit 203, Chicago, IL 60657

$5,625

2
Bedrooms
1,585
Square Feet
a view of building entrance

$5,500

3
Bedrooms
a front view of residential houses with yard and wooden fence

$5,500

3
Bedrooms
2,000
Square Feet
a front view of a house with glass windows and plants

$5,500

5
Bedrooms
2,314
Square Feet
a car parked in front of a building

$5,000

1
Bedrooms
1,324
Square Feet
a front view of a building with a street

$4,850

2
Bedrooms
$4,700 | 750 West Belden Avenue, Unit 1, Chicago, IL 60614

$4,700

5
Bedrooms
3,000
Square Feet
a view of a brick house with a large windows

$4,700

3
Bedrooms
a street sign on a city street lined with buildings and cars

$4,695

3
Bedrooms
1,435
Square Feet
front view of a building with a street

$4,650

2
Bedrooms
1,675
Square Feet
a front view of a building

$4,600

3
Bedrooms
1,700
Square Feet
$4,550 | Undisclosed Address, Chicago, IL 60614

$4,550

3
Bedrooms
2,700
Square Feet