Client Reviews · Massachusetts & Connecticut

Annie
Oakman

Media Realty · Massachusetts & Connecticut

5.0 from 40 reviews · Zillow & Google
Annie Oakman

About Annie

Annie's client-first approach

Annie Oakman is a trusted REALTOR® with Media Realty, serving buyers & sellers throughout Central Massachusetts, including Worcester & Middlesex Counties. With years of experience & more than $30 million in closed volume, she ranks among the top agents in her market. Annie’s expertise spans first-time homebuyers, relocations, new construction, & investment properties, & her verified track record is showcased on Zillow & FastExpert, where she holds multiple Top Agent & Five Star awards. Known for her hands-on renovation insight & client-first approach, Annie delivers knowledgeable, high-touch guidance from offer to close. Whether you’re searching for a home in Auburn, selling in Grafton, or beyond, Annie provides exceptional service.

What you're worried about. What Annie's Clients Say

5.0
40 reviews · Zillow & Google

Pick the worry that's actually in your head. The reviews that speak to it are right here.

I recently had the pleasure of working with Annie to help first time homebuyers purchase a home in Webster, MA. It was a quick turnaround and Annie was committed to working together to make it happen. From the very start, she was quick to respond to every request and really stayed on top of every aspect of the transaction. The reality is that she didn't treat this as a "transaction". It was clear that this is personal for her. She showed that she really cared about the needs of her clients and made sure that they understood everything and were happy with their decisions. She negotiated a fantastic deal for them as evidenced by the appraisal! If you are wanting to become a homeowner, you could be in no better hands than to have Annie by your side!
jfeeney550ZillowJun 2025
Annie was excellent to work with. She was always very responsive and helpful. She assisted me with keeping a positive attitude during .She attended the selection’s meeting and helped offer some opinions on what to pick when I was choosing and struggling with decision.When we realized that there were no plugs in the basement and we wanted them she advocated for a no change fee and it was waived.she stayed on top of the project and followed up on every delay trying to get an accurate closing date. I would highly recommend her to anyone
sbouvier83ZillowJan 2023
Anne was excellent. She was very responsive; went out of her way to assist us with every detail. She communicated very effectively, and we could not have asked for more. She was knowledgeable of the market and our requirements; always responded in a prompt manner; and displayed keen negotiating skills. We were so very impressed with her professionalism and caring attitude, we have recommended her to many other prospective buyers/sellers; and a family member is already planning on reaching out to Anne when they are ready to move. Anne is the example of a true professional in the real estate world.
lrsheaZillowDec 2022
Anne was great to work with, she was responsive to appointment requests and flexible. My husband and I started out buying a new house to downsize to, and looked a LOT, ended up buying land and building - and Anne had the patience of a saint through it all.
Katherine SaabZillowAug 2022
It was an absolute pleasure working with Anne Oakman. She worked around my work schedule made everything stress free throughout the whole process she truly went above an beyond to help. Thank you Anne god bless you!
Angelica DiazZillowAug 2022
I recently worked with Annie on a transaction. She represented the seller and was so fantastic to work with! We had some delays on the buyers side that were out of our hands and she was polite, kind, communicated great and a knows her stuff! Im really thankful to have worked with her on this! Look forward to working with you again Annie!!!
Ashley FowlerGoogleJan 2026
My partner and I worked with Annie on selling our home... its hard to not make this a novel, so Ill just leave you with a chapter and possibly a few highlights. Dedication, is simply the solution and Annie breathes dedication during every step of the process. Our sellers guide provided the road map and her vision made it simple to follow the plan. For us the story begins before ever knowing we wanted to sell our house. Joining Annie's mailing list, activated the process of learning more about the market. She would send us emails about how to buy and sell homes. My partner and I loved those emails so much, because the information always reflected what we were seeing ourselves. This gave us confidence that if we ever decided to sell our home we needed to give Annie a try. We gave her a call and she gave us an honest opinion on our ideas for how we wanted to sell our home. She communicated what was possible, told us her strategy, and gave us a sellers net sheet which made the numbers side of things easy to understand. I loved those net sheets! Knowledge of the industry is so vital when selling a home, because your dealing with a lot of money. Having confidence in your team matters so much. Being able to be on Annie's team made everyday routines between my partner and I less worrisome. Instead of wondering how the sale is going, you have confidence in the process because your real estate agent has expanded your vision on how to proceed forward. It was such a cool experience, if given the chance we would work with Annie again, we just sold our home 2 days ago and we're still pinching ourselves. The way she laid it out, is how she got the job done! She is confident in the process but also a visionary providing the perspective on how to take the next big step, for you and your family. Thanks again for everything! This would not have been possible without you Annie!
Darren ColeGoogleJan 2026
We decided to move across the US , from Texas to Massachusetts. I had no idea how I was going to look for a realtor, on a whim I looked up realtors in Massachusetts on FB and I clicked on Annie's profile. She went above and beyond our expectations, We couldn't book flights and come to look at houses and we trusted her to help us pick the right home sight unseen (besides videos ) she knocked it out of the park , she was out eyes while we were away . she made the entire process easy , she always responded at a timely manner .and checks in on us even after the sale was over . we are truly so blessed to have Annie and her sweet family in our lives !! Thank you!!!
Ambar SmithGoogleOct 2025
Annie remained patient with me through out the process, and was a source of encouragement when the going got tough. Annie made the process of acquiring my first home seemless and, always came prepared with resources for every question that I had. In a nutshell, she was amazing!
Auguste ComteGoogleAug 2025
Annie Oakman and Media Realty Group where the best and easiest to work with selling my multi family home. Everything from start to finish was a smooth. Thank you! Richard C.
Richard CuevasGoogleOct 2025
Annie was great. We were buying from out of state and she made the very stressful process with 1000 miles added to it very easy.
Colin SmithGoogleSep 2025
I could not recommend Annie highly enough! As a first time homebuyer moving from out of state, I felt confident in my decision with Annie from our first conversation. She is extremely organized, responsive, and works hard to meet your needs. There were multiple times throughout the journey where she prioritized what was best for me as a client over maximizing her personal profit, which is a rare find. She is extremely knowledgeable about Massachusetts which helped with honing in on what areas made the most sense to look in. Annie made this process extremely smooth, transparent, and simple- not an easy feat given the circumstances! I would work with Annie again in a heartbeat and will not hesitate to recommend her to everyone and anyone I can.
Olivia WhiteheadGoogleMay 2026
Selling our home couldn't have been easier with Annie Oakman. She knows Auburn well and was a pleasure to work with. I would highly recommend Annie for anybody buying or selling..she knows her stuff! We had an open house on a Sunday and closed 2 weeks later..what a blessing!
Annmarie DocimoGoogleMay 2026
Annie was on point each step of the way, attentive to every detail, and kept me fully informed of all developments.
Nicholas CamerotaGoogleMay 2026
Annie is more than a realtor! She has been a blessing to our family.
whitney doddsGoogleMar 2026
Annie is great! She was always very responsive, kind and knowledgeable. I recommend her so so much!
Amelia St LaurentGoogleMar 2026
Annie really understood what we needed for our family and helped us stay on track. When it came to putting in an offer, she guided us through the process until we got an accepted offer on the house with the yard we loved.
Angela GarvinGoogleMar 2026
Showing 17 of 40 verified reviews

Questions buyers ask

Straight answers, from real clients

Does Annie know the local market?
Yes. 2 clients specifically credit Annie's knowledge of the local market and neighborhoods.Anne was excellent. She was very responsive; went out of her way to assist us with every detail. She communicated very effectively, and we could not have asked for more. She was knowledgeable of the market and our requirements; always responded in a prompt manner; and displayed keen negotiating skills. We were so very impressed with her professionalism and caring attitude, we have recommended her to many other prospective buyers/sellers; and a family member is already planning on reaching out to Anne when they are ready to move. Anne is the example of a true professional in the real estate world. · lrshea
Is Annie responsive and easy to reach?
Consistently. 7 reviews highlight how responsive and communicative Annie is throughout the process.Annie is great! She was always very responsive, kind and knowledgeable. I recommend her so so much! · Amelia St Laurent
Will Annie negotiate hard on my behalf?
Yes. 2 clients describe Annie negotiating hard and advocating for them, often winning above-asking or multiple-offer situations.I recently had the pleasure of working with Annie to help first time homebuyers purchase a home in Webster, MA. It was a quick turnaround and Annie was committed to working together to make it happen. From the very start, she was quick to respond to every request and really stayed on top of every aspect of the transaction. The reality is that she didn't treat this as a "transaction". It was clear that this is personal for her. She showed that she really cared about the needs of her clients and made sure that they understood everything and were happy with their decisions. She negotiated a fantastic deal for them as evidenced by the appraisal! If you are wanting to become a homeowner, you could be in no better hands than to have Annie by your side! · jfeeney550
What is it like working with Annie?
Relaxed and pressure-free. 2 clients describe a calm, patient, no-pressure experience with Annie.It was an absolute pleasure working with Anne Oakman. She worked around my work schedule made everything stress free throughout the whole process she truly went above an beyond to help. Thank you Anne god bless you! · Angelica Diaz
Is Annie honest and trustworthy?
Yes. 2 clients call out Annie's honesty, transparency, and integrity.My partner and I worked with Annie on selling our home... its hard to not make this a novel, so Ill just leave you with a chapter and possibly a few highlights. Dedication, is simply the solution and Annie breathes dedication during every step of the process. Our sellers guide provided the road map and her vision made it simple to follow the plan. For us the story begins before ever knowing we wanted to sell our house. Joining Annie's mailing list, activated the process of learning more about the market. She would send us emails about how to buy and sell homes. My partner and I loved those emails so much, because the information always reflected what we were seeing ourselves. This gave us confidence that if we ever decided to sell our home we needed to give Annie a try. We gave her a call and she gave us an honest opinion on our ideas for how we wanted to sell our home. She communicated what was possible, told us her strategy, and gave us a sellers net sheet which made the numbers side of things easy to understand. I loved those net sheets! Knowledge of the industry is so vital when selling a home, because your dealing with a lot of money. Having confidence in your team matters so much. Being able to be on Annie's team made everyday routines between my partner and I less worrisome. Instead of wondering how the sale is going, you have confidence in the process because your real estate agent has expanded your vision on how to proceed forward. It was such a cool experience, if given the chance we would work with Annie again, we just sold our home 2 days ago and we're still pinching ourselves. The way she laid it out, is how she got the job done! She is confident in the process but also a visionary providing the perspective on how to take the next big step, for you and your family. Thanks again for everything! This would not have been possible without you Annie! · Darren Cole
Does Annie work well with first-time buyers?
Absolutely. 2 first-time buyers credit Annie with guiding them through every step.Annie remained patient with me through out the process, and was a source of encouragement when the going got tough. Annie made the process of acquiring my first home seemless and, always came prepared with resources for every question that I had. In a nutshell, she was amazing! · Auguste Comte

Get in touch

Thinking about making a move?

Annie Oakman · Media Realty · License #9559706