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Downtown Toronto Real Estate
Michael O'Brien
Sales Representative
Bosley Real Estate, Toronto
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Downtown Toronto Real Estate

Welcome to 55 Metcalfe Street!

Metcalfe soldSoaring Cabbagetown classic bay & gable Victorian. Extremely spacious with large rooms and 4 bedrooms. Stunning living and dining rooms; High ceilings; gorgeous trims & mouldings. The Master is extraordinarily large with 2 walk-in closets and a semi-ensuite 5 piece bath. (walk-in tub!). Huge third floor family has a stunning adjacent deck. Handsome kitchen with centre island combined with cheery sunroom. Main floor 2-piece bath. Very pretty rear garden and patio. Great Metcalfe Street location!

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Welcome to 34 R King Edward Avenue!

King Edward SoldTruly Extraordinary, one-of-a-kind, Massive, Detached Residential Warehouse/ Loft Conversion. 3500 Sq Feet a/g w/ a 30 X 30’ Studio w/ 14’ Ceilings; 4 Bedrooms; 3 Baths, 2 Kitchens; Exercise Rm; 30 X 30’  Roof Deck w/ an Outdoor Shower! 3-4 Car parking on a 98’ Long Private Drive! Large Yard Space. Many Possible Uses & Configurations. Easy to Duplex. Seller Operated a Photography Studio for 25+ years. Unbelievable Space, Light & Privacy Steps to the Danforth!

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Welcome to 47 Geneva Avenue!


Geneva Sold

Live in a park! This house overlooks & sides onto Riverdale Park West. Calling all dog lovers – the location is spectacular! Many renovations in 1999 & extremely well maintained. Originally a 3 BR it is presently a 2 + den upstairs; easy to re-vert. The main floor ticks all the boxes: Open bright living & dining rooms. Family sized kitchen connected to a sun-drenched family room & 2 – pce. W/O to sunny south garden. This is a dream location in Cabbagetown! 

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Welcome to 243 Berkeley Street!


Berkeley sold!

** Calling all Renovators and Contractors!! *** This 1978 townhouse is square, plumb, solid and true. But it is in original condition and could use cosmetic attention! 3 Floors of living space; 3 bedrooms and 2 full baths. Third floor skylight brings in the sunshine! Rare garage and long private drive will park 2 more cars.  Great Cabbagetown Location; Just Steps to Parliament & Transit!

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March 10th, 2017

We sold our Cabbagetown house with Michael and Michael in late 2016 and, while I don’t often write reviews, the experience was so overwhelmingly positive that I thought I’d provide a few reasons why we enjoyed working with them.

First off, they were both professional every step of the way. From our initial chat and meeting, to the Listing Agreement, staging, other house preparations and open houses, Michael and Michael did exactly what was right and required every step of the way to represent our interests and obtain the best price for our home. We’ve worked with lots of Agents, good and not so much, but these guys are the best.

Second, Michael and Michael genuinely valued our business, before and after the listing agreement was signed and after the sale was agreed. That matters! In fact, I can honestly say that they are the only sales agents we’ve ever used who called us after the sale “just to see how we were doing”.

Finally, Michael and Michael were easy to work with, offering a simple “one stop shop” that we didn’t find other agents offered. They were always on the same page and, more importantly, did everything they said that they would do, exactly when they said they would do it. That matters too.

Let’s face it; selling a house in Toronto is a bit like falling off a log at the moment, but that doesn’t mean it’s always easy, especially if you want the best price and terms the market will offer.

If you want all that and an easy, seamless and, dare I say it, enjoyable experience, in my personal opinion, Michael and Michael are your guys.

Kevin & June Matte 319 Sumach Street


November 1st, 2016

It was my pleasure to list my home with Michael O’Brien. Throughout the entire process Michael demonstrated his vast experience and knowledge in the real estate market. With the assistance of his partner Michael Grant they professionally staged my home to enhance the floor plan. In addition to staging, the extras that were included such as home inspection, window cleaning etc., were very much appreciated. All marketing tools including a video were of the
highest quality and certainly contributed to a satisfactory sale. I would definitely recommend Michael and Michael to anyone.

Ruth Kershaw 13 Sword Street


To Anyone Considering Michael O’Brien as their Realtor

Michael O’Brien dispenses sensible business advice about how to sell or buy what is probably your most valuable possession: your house. We asked Michael to help sell our Cabbagetown home and he was on the mark about everything: what we should do before it went on the market, how much to ask, when, and how to handle offers in a market in flux. He was worth every penny we paid him, and he made it a pleasure all the while. He’s a calm, reliable and highly experienced business person you can rely upon to give you solid business advice. You can take it to the bank. We did.

These are reasons in themselves to hire him. However, he has made a study of a rare bit of real estate: that beautiful, historic, leafy-green neighbourhood known as Cabbagetown. He lives and works there and he knows its micro-market intimately. This makes him the right person to help you buy or sell a home there at the very best price possible.

How we chose Michael to be our realtor is a story in itself: I am not a fan of unsolicited telephone calls, frankly, but on our first of several calls he was very polite - and he knew his business. Then I received his newsletter and I thought: “This is someone who knows how to sell his services. I bet he can sell a house.” I didn’t want to sell my house then, but several years later (and a call once or twice a year) I phoned him up and we got serious. Selling - and
buying - is a poorly understood business. It’s tough - not just because it’s competitive, but because it’s an emotional event requiring good communication, a strong sense of the value you are selling, and careful attention to good business and legal practice.

Once we had sorted out what we should and not should not change within the house, his partner, Michael Grant was invaluable in staging our house: not just decorating it in a particular style, but ensuring it looked as spacious as possible and open to a new owner and their imprint. As a side benefit, we felt we were no longer selling our home - we were marketing a clean slate to a new owner.

Michael O’Brien helped us show our house in the best light possible, while being credible, open and honest. We were very pleased to have his attention throughout the process - even for little questions. He never lost sight of our interests and our objective, and we were very successful in that objective.

We’re very pleased to recommend Michael O’Brien to anyone and we’d be happy to talk to anyone about our experience. Go ahead: sit down and talk openly about what you need, what concerns, interests and motivates you about the home you want to live in, or the one you love (and from which you now intend to retrieve the most value). Michael O’Brien is an ethical gentleman who will make you smile during one of the biggest personal transactions most Canadians ever make. He has our enthusiastic recommendation and our sincere thanks.

Kerry Young and Robin ton


June 10th, 2015

We recently sold our house and used Michael O’Brien (MOB) as our real estate agent and his partner Michael Grant for helping us stage the house. Michael O’Brien did a careful analysis of the comparables, which all agents do, but he took the time to explain what was similar in each comparable and what wasn’t and more importantly why. He discussed pricing strategy with us and provided the information we needed but he was careful to ensure that we made the decision on what to price at and not him. As it turned out we were very successful in getting what we wanted for our house so we obviously feel Michael’s approach works.

Selling your home is never easy but Michael made it as easy as it could possibly be. He explained everything carefully and succinctly and though we are talking about the biggest decision we have made in our lives he was always thoughtful enough to ensure that he used a touch of humour to allow us to keep our sanity. Michael Grant has an incredible sense of what works and what doesn’t but more importantly he utilized a lot of what we had though we were both aware that “less is more” and we seriously de-cluttered. They provided us with staging furniture and we were lucky that Michael O’Brien has a wealth of contacts, one of who was able to help out wiring a lamp within 90 minutes of us reaching out. Getting ready to sell your house is a momentous task but both Michael’s were diligent in making it as easy as it could be.

Luce and I would strongly recommend this team to anybody selling their house. The results speak for themselves ($70,000 over asking).

Gary Gratton and Luce Boucher
Cobourg, Ontario


June 18th, 2015

Recommendation for Michael O’Brien

Michael was a tremendous help during the sale of the home I had enjoyed for 24 years. Not only is he knowledgeable about the market, he is sufficiently flexible to focus on the unique strengths of each property. His team of house-preparation specialists are professional and creative. His support during this difficult decision made the whole process almost painless. I am very happy that Michael was my agent.

Joan Evans

London, Ontario


August 1st, 2015

Dear Michael,

Thank you so much for your terrific services as our Realtor in the sale of 35F Spruce Street. We were very happy with the listing, the staging, the photography (marvellous), the brochure, the showings, the cleaning and the overall way the sale was handled. You were very professional and careful and we appreciated your advice, guidance and savvy insights. We felt you gave great attention to detail and were very attentive to us. We also wish to say that the staging was incredible and made the property look fantastic! It was tasteful and sophisticated. Thank you and Michael for your neighbourliness, and friendship.

We would certainly come to you again and again in the future if the need arises, in the meantime please do come visit us out in Prince Edward County and bring Ella.

With warm regards

Sarita and Erin


May 2014

Working with Michael O’Brien and Michael Grant was a pleasure. We recently worked with this amazing team on both ends of buying and selling properties. They were very professional and patient and were always focused on understanding and fulfilling the needs of our family. Michael and Michael were able to accommodate our busy schedules due to work and our recent baby, to help prepare and stage our house for selling! Between them they had a great combination of market knowledge and experience along with a tasteful and modern aesthetic which was exactly what we needed to make the house we were selling shine. And then the team helped us find the perfect new home for our family! This is the second time we have worked with Michael O’Brien, over 4 transactions, and we would highly recommend his team!

Tom & Elizabeth Koukodimos


February 2014

Re: 14 Simpson Avenue

After unsuccessfully trying to sell my Dad’s house with another agent, we decided to hand the job over to Michael O’Brien at Bosley.

We immediately noticed a difference in the way Michael approached the task. The other agent took a rather laissez-faire approach. Other than listing on MLS and putting up a “For Sale” sign, and bringing a few potential clients he already knew, he did little else.

On the other hand, Michael and his team took every possible step to increase the exposure of the house, targeting
those who most likely would be interested. We were a bit skeptical when he suggested a listing price higher than what it was originally listed at. In retrospect that was the right move and is a reflection of his experience and depth of local market knowledge. Professional photography was done to highlight the architectural details of the house. The exterior was tastefully spruced up to increase its curb appeal. Thousands of postcards were sent out, followed by very successful open houses. The end result was there were multiple offers and we sold the house over asking price in less than 2 weeks.

Needlessly to say we were very pleased with the outcome which exceeded our expectations.

We would highly recommend Michael and his team of professionals at Bosley if you are in the market for buying or selling a house.

Ivan and Allan Yee

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