Tyler Gregory

Tyler Gregory

Licensed Real Estate Broker

Specialties

Buyer's Agent, Listing Agent, Consulting

Education

The University of Oklahoma - Bachelor of Arts
Psychology

Client Testimonials

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​ ★★★★★
"I was a first time buyer and I like asking a lot of questions to understand the process. Tyler was very responsive and accommodating. He scheduled all the properties I wanted to see and sent me all information prior to the visits. The negotiation process was stressful to me, but Tyler managed everything really well. He guided me throughout and provided excellent advice. After the offer was accepted, the group manages everything and it was a smooth ride."

★★★★★
"Tyler made my first real estate purchase in Chicago extremely seamless. His expertise in the Chicago market and professionalism is second to none. Tyler had a vast network of highly respected referral sources for all aspects of the buying process to ensure I was well represented by a local attorney and insurance agent as well as local contractors, inspectors, and the Matt Laricy administrative team to keep the purchase on track. I highly recommend Tyler if you are looking for an efficient yet comforting real estate agent that takes a personal interest in negotiating your real estate wants and needs."

★★★★★
"I just want to say that Tyler was very instrumental in helping me buying my first condo in the city - the whole process was a very smooth, no-stress transition. He was also very helpful in providing all the addition requirements/ restrictions of the buying process due to the on-going pandemic. I also want to note that - despite Tyler radiating professionalism from first sight - he was able to relay all information/ data about the buying process in a straightforward but candid way. It was almost like the two of us are sitting down at a coffee place chatting. This was especially refreshing to me. All in all - I could not ask for a better buyer's agent than Tyler - he made a process that could potentially turn into a nightmare a breeze."

★★★★★
"I started my search for a condo with minimal knowledge on how the home buying process works. Tyler sat down and walked me through the entire process and gave time estimates on each step. He was very thorough and sent a ton of condos that matched what I was looking for/within price range. He made himself available everyday and was always able to book showings the very next day. We saw many condos in a 3 weeks span and Tyler acted in a professional manner each day we saw him. Even among the COVID-19 pandemic, Tyler was able to meet with me and show me places. I am so grateful Tyler was my realtor and would recommend him to anyone in a heartbeat."

★★★★★
"We decided to use Tyler as our broker after seeing how knowledgeable and passionate he is about the real estate industry. He was always super quick to respond to our inquiries, and we greatly appreciated how direct he was with us about what it would take to be competitive about certain properties. Highly recommend if you are ready to move quickly and get the job done!"


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About Tyler

As a third generation Broker, Tyler acquired a deep-rooted interest in understanding and mastering the real estate market at an early age. Over the years, Tyler has gained an invaluable and robust comprehension of market dynamics regarding both local and global markets, and he walks with a steadfast pace towards continual learning with each additional year he puts under his belt. He consistently presents well-founded advice, transparency, and commitment with a personalized experience to his clients. 


The devotion to his craft and to his clients run deep through each decision he makes. He offers an unmatched level of professionalism, communication, and preparation to ensure the highest level of service. Tyler recognizes the gravity of being prepared because anything is possible.


Tyler is a resident of Chicago's Edgewater Beach neighborhood and when not engaged with clients, he thoroughly enjoys various physical activities, traveling, dining, and spending time with Ryker (Tyler’s pup), friends and family.

Tyler Gregory’s Transactions

Past Sales
a black and white photo of a house

$4,628,000

Bedrooms
6
Bathrooms
7
Square Feet
5,300
Acres
0.09
a front view of a house with a yard

$1,180,000

Bedrooms
8
Bathrooms
5
Acres
0.13
a front view of a house

$808,000

Bedrooms
2
Bathrooms
2
a view of a balcony with a potted plant

$785,000

Bedrooms
3
Bathrooms
4
Square Feet
2,100
Acres
0.02
a view of a backyard with chairs

$780,000

Bedrooms
2
Bathrooms
2
Square Feet
1,700
a view of a balcony with a floor to ceiling window

$740,000

Bedrooms
2
Bathrooms
2
Square Feet
1,462
a view of city with tall buildings

$699,900

Bedrooms
3
Bathrooms
3
Square Feet
2,300
a front view of house with yard and green space

$615,000

Bedrooms
3
Bathrooms
2
Square Feet
1,700
Acres
0.25
a view of a door of the house

$585,000

Bedrooms
2
Bathrooms
2
Square Feet
1,572
front view of a building

$525,000

Bedrooms
2
Bathrooms
2
Square Feet
1,517
$445,000 | 3232 North Halsted Street, Unit D408, Chicago, IL 60657

$445,000

Bedrooms
2
Bathrooms
2
a front view of a building

$425,000

Bedrooms
2
Bathrooms
2
$419,000 | 5217 North Winthrop Avenue, Unit 4S, Chicago, IL 60640

$419,000

Bedrooms
2
Bathrooms
2
a front view of a house with a yard

$411,000

Bedrooms
4
Bathrooms
3
Square Feet
2,937
Acres
0.36
front view of a building

$405,000

Bedrooms
2
Bathrooms
1
Square Feet
1,600
a view of a large building

$385,000

Bedrooms
2
Bathrooms
2
Square Feet
1,450
$376,000 | 333 West Hubbard Street, Unit 911, Chicago, IL 60654

$376,000

Bedrooms
2
Bathrooms
2
Square Feet
1,306
a building view

$373,500

Bedrooms
1
Bathrooms
1
Square Feet
919
Past Rentals
a view of front a building

$11,000

Bedrooms
4
Bathrooms
5
Square Feet
3,500
front view of a building

$4,500

Bedrooms
4
Bathrooms
3
$4,179 | 23 W Chicago Ave, Unit 4504 | Chicago

$4,179

23 W Chicago Ave, Unit 4504

Chicago

$3,900 | 500 West Superior Street, Unit 1911, Chicago, IL 60654

$3,900

Bedrooms
2
Bathrooms
2
Square Feet
1,256
a view of a tall building

$3,850

Bedrooms
2
Bathrooms
2
Square Feet
1,256
a view of a city

$3,550

Bedrooms
2
Bathrooms
2
Square Feet
1,450
a view of a brick house with large windows

$3,050

Bedrooms
2
Bathrooms
2
$2,750 | 1318 South Federal Street, Unit C, Chicago, IL 60605

$2,750

Bedrooms
2
Bathrooms
2
Square Feet
1,243
$2,750 | 1318 South Federal Street, Unit C, Chicago, IL 60605

$2,750

Bedrooms
2
Bathrooms
2
Square Feet
1,243
a view of a large building

$2,350

Bedrooms
1
Bathrooms
2
Square Feet
900
a front view of a building

$2,100

Bedrooms
1
Bathrooms
1
Square Feet
1,000
$1,600 | 10 East Ontario Street, Unit 1804, Chicago, IL 60611

$1,600

Bedrooms
1
Bathrooms
1
Square Feet
770