Jackie O Real Estate Team - #1 Top Producer KW New England Team logo

Jackie O Real Estate Team - #1 Top Producer KW New England Team

Real estate agency · Boston, MA · reviewed since 2018

How the Experts Score is calculatedEach factor is scored 0–100 on absolute terms (standing in the category can only raise it), then weighted; problems flagged in review highlights or a recent slide in ratings are subtracted:Satisfaction 59%95+55.8Reliability 26%98+25.6Value 15%99+15.1Craft & service penalty99−0.1Experts Score= 96Not enough data for replies to reviews; its weight is shared by the others.Grade A: A = 80+, B = 60–79, C = 40–59, D = 20–39. Needs 10+ reviews.96SCORE
AGradeLetter from the Experts Score: A = 80+, B = 60–79, C = 40–59, D = 20–39, F = under 20.
#29 of 45 real estate investorsPosition by Experts Score among all companies we track in this category. · better than 36%
5.0 ★★★★★ 69 Google reviews · 24 photos
99%five-star reviews
4.82★last 12 monthsAverage stars on reviews from the last 12 months only.
0%1–2★ in 2 yearsShare of 1–2★ reviews in the last 24 months — or the 20 newest reviews when the company had fewer than 20 in that time.
100%reviews answered by the owner
Sep 2026latest review

Jackie O Real Estate Team - #1 Top Producer KW New England Team at a glance

Google reviewers rate the team 5/5 based on 69 reviews, with the owner responding to all feedback. Clients frequently cite strong local market knowledge, effective negotiation, and clear communication during both buying and selling processes. The team assists with property preparation, marketing materials, and out-of-state transactions, often providing guidance well after closing. One lower-rated review noted limited in-person visits to the property before it was staged, though the agent still secured a respectable offer.

  • Google rating: 5.0 out of 5 from 69 reviews (99% five-star).
  • Reviews on this page: 69 Google reviews (61 with written comments, 1 with photos).
  • Owner responses: the business replied to 100% of reviews.
  • Most recent review: September 25, 2026.
  • Service: Real Estate Investor serving Boston, Massachusetts.

Data from Google, last updated October 29, 2026.

Score profile vs other real estate investors

Score per factor (100 = best)Each factor is scored 0–100 on absolute terms (star average, share of 1–2★ reviews, price verdicts…); standing within the category can only raise it, never lower it.. Strongest: momentum and craft & service; weakest: satisfaction.

Satisfaction95Reliability98Craft & service99Value99Momentum100Replies to reviews–Satisfaction: 95 (median 99)Reliability: 98 (median 98)Craft & service: 99 (median 99)Value: 99 (median 95)Momentum: 100 (median 100)
This companyReal Estate Investors median0 = centre, 100 = best
SatisfactionSatisfaction · 54% of the scoreRecency-weighted star average (2-year half-life), shrunk toward the category mean by review volume; the company’s own lifetime average as the prior; absolute: 4.0★ = 0, 5★ = 100.Jackie O Real Estate Team - #1 Top Producer KW New England Team: 95/100 on this factor. Category median: 99.A
95
ReliabilityReliability · 24% of the scoreHow rarely jobs go badly: share of 1–2★ reviews — 60% the last 24 months (or the 20 newest if fewer), 40% all-time; 0% = 100, 15%+ = 0; the category percentile can only raise it.Jackie O Real Estate Team - #1 Top Producer KW New England Team: 98/100 on this factor. Category median: 98.A
98
Craft & serviceCraft & service · penalty only, up to −10 pointsGoogle review highlights: Quality, Professionalism, Responsiveness, Punctuality — how rarely reviewers flag them as a negative, per review since highlights began; 0% = 100, 5%+ = 0. Subtracted from the score (up to −10), never averaged in — clean highlights are the norm, not a bonus.Jackie O Real Estate Team - #1 Top Producer KW New England Team: 99/100 on this factor. Category median: 99.A
99
ValueValue · 14% of the scoreCustomers’ own price verdicts (Great / Reasonable vs Overpriced) and Value highlights; 65% absolute (all “reasonable” ≈ 80, “great” = 100), the category percentile can only raise it.Jackie O Real Estate Team - #1 Top Producer KW New England Team: 99/100 on this factor. Category median: 95.A
99
MomentumMomentum · penalty only, up to −10 pointsPenalises only a real slide: last-12-month average below lifetime (−0.5★ = 0). Still 4.8★+ over the last year, or steady/improving = 100. Subtracted from the score (up to −10), never averaged in.Jackie O Real Estate Team - #1 Top Producer KW New England Team: 100/100 on this factor. Category median: 100.A
100
Replies to reviewsReplies to reviews · 7% of the scoreHow often the owner publicly replies to reviews under 5★ (1–4★). Needs 3+ such reviews, otherwise not counted; 65% absolute (80%+ replied = 100), the category percentile can only raise it.Not enough reviews for this factor yet. Category median: 77.–
–

Bar = this company · dark tick = category median.

Star ratings

69 Google reviews we collected

  • 5 stars6899%
  • 4 stars00%
  • 3 stars11%
  • 2 stars00%
  • 1 star00%

Praise vs complaints

Phrases our text analysis found in 61 written reviews

  • Praise10993%
  • Complaints87%

Topic share

How often each topic comes up in the written reviews

  • Staff & attitude3832%
  • Would recommend3126%
  • Honesty & trust1815%
  • Speed & response1311%
  • Communication87%
  • Quality & results76%
  • Price & value22%

What customers talk about

We read 61 written reviews and marked every phrase about these topics. The same colors are highlighted in the reviews.

  • “Every recommendation was knowledgeable, responsive, and fairly priced.”
  • “Look no further, Jackie is who you are looking for!”
    “I cannot recommend this team (especially Sydney) enough.”
  • “I trusted Jackie's guidance every step of the way, and my condo sold quickly.”
  • “Their experience is immediately apparent, and they helped us better understand not only the homes themselves, but what might come next in the buying process.”
  • “After finding the perfect apartment for us, Sydney and her team followed up very quickly with resources and professional referrals to the home inspect…”
  • “Jackie O and Team provided excellent service in listing and selling our condo.”
  • “…urchasing our first home and she did a great job making sure we got a great deal, ensuring a smooth signing process, and answering simple home-owner q…”

People customers mention

  • Sydney 9 reviews
  • End 3 reviews

praise complaint · found by our text analysis, Google review wording unchanged.

Recent reviews

Kathrin12 reviewsTotal number of Google reviews this person has written across all businesses on Google Maps (not just this one). More reviews usually means a more experienced, trustworthy reviewer. · a month ago★★★★★

Jackie is a power negotiator with tons of experience making sure your home sells for TOP DOLLAR in the shortest amount of time. When looking for an agent in the Boston area, I was especially impressed with her responsiveness, her knowledge and her marketing skills. Look no further, Jackie is who you are looking for!

Joseph6 reviewsTotal number of Google reviews this person has written across all businesses on Google Maps (not just this one). More reviews usually means a more experienced, trustworthy reviewer. · 5 months ago★★★★★

First time selling a home and Jackie and her team made the whole process stress free. From our first meeting to closing day we were kept informed and all questions and concerns were addressed in a timely manner. Jackie helped us prepare for our open house with great pictures and we had a multiple offers on the first…

Jess6 reviewsTotal number of Google reviews this person has written across all businesses on Google Maps (not just this one). More reviews usually means a more experienced, trustworthy reviewer. · 8 months ago★★★★★

Jackie and Sydney were both so helpful in walking us through the home buying process, plainly discussing work that different houses might need as we looked and prepared to put a bid in. At every step of the way, they advocated for us to make sure that we were assured and confident in buying our house.

JonathanLocal Guide · 7 reviewsTotal number of Google reviews this person has written across all businesses on Google Maps (not just this one). More reviews usually means a more experienced, trustworthy reviewer. · Edited 8 months ago★★★★★

Jackie was professional, knowledgeable, and clearly had our best interests in mind whenever giving advice. Apart from making the process more fun, she made it easy and gave us confidence in our decisions.

MarkLocal Guide · 14 reviewsTotal number of Google reviews this person has written across all businesses on Google Maps (not just this one). More reviews usually means a more experienced, trustworthy reviewer. · 9 months ago★★★★★

Jackie O’s team was first class. Sydney rocked!!! She was so attentive, didn’t waste our time, and found us the perfect 2nd home. The purchase process ran like a well oiled machine. We are just thrilled!

Frances1 reviewTotal number of Google reviews this person has written across all businesses on Google Maps (not just this one). More reviews usually means a more experienced, trustworthy reviewer. · 9 months ago★★★★★

Jackie O and Team provided excellent service in listing and selling our condo. The process was smooth. Jackie is knowledgeable about the neighborhood and knows how to work with the market. Jackie's professionalism exudes through her warm personality and hands-on approach. Choosing Jackie O Real Estate is the…

Photos

Customer reviews

5.0 ★★★★★ 69 reviews on Google · rating breakdown

Reviews from Google, shown as published (original wording, unedited).

Team members customers mention
Filter by topic — each topic is highlighted in the reviews in the same color
Kathrin Rein12 reviewsTotal number of Google reviews Kathrin has written across all businesses on Google Maps, not just this one.
Review from Google · view on Google
★★★★★

Jackie is a power negotiator with tons of experience making sure your home sells for TOP DOLLAR in the shortest amount of time. When looking for an agent in the Boston area, I was especially impressed with her responsiveness, her knowledge and her marketing skills. Look no further, Jackie is who you are looking for!

Response from the owner · a month ago

thank you Kathrin! Appreciate working with you!

Daniel GilfixLocal Guide · 16 reviewsTotal number of Google reviews Daniel has written across all businesses on Google Maps, not just this one.
Review from Google · view on Google
★★★★★

Jackie is a seasoned and successful real estate agent with a strong track record in the Boston market. She advised us on preparing the home for sale, presented our home well with polished listing materials, generated buyer interest, and ultimately secured a respectable offer. Unfortunately, our experience exposed several concerns. Before it was painted and staged, Jackie visited the home only three times over nearly four months — including the initial interview — despite assuring us that her Boston location would not affect accessibility. In hindsight, we would have benefited from more local presence and engagement. Communication was frequently slow and rarely proactive. Jackie explained that Wednesdays and Thursdays were reserved for personal appointments, and that responses would be quick only “when it matters most.” Texts were often filled with typos and voice‑to‑text errors she did not proofread, which came across as careless and, at times, disrespectful. Her nonchalant communication style often made it feel as though our roles were reversed. Jackie’s recommended approach was for us to move out two weeks before the open house, leaving us responsible for power‑washing, painting, repairs, deep cleaning, and staging — costs many brokers help offset in a seller’s market. While her preferred vendors received our business, the responsibility for coordinating moving parts frequently fell on us. Efforts to shift responsibility were often met with resistance or finger‑pointing (“that’s not typically my job”). She was persistent, however, when it involved protecting her vendors and ensuring we paid them promptly. We also managed unexpected issues remotely, including storm damage and a last‑minute smoke detector certification problem that could have been addressed more efficiently if Jackie had invested time earlier. On closing day, Jackie forced me to resolve a mattress pickup issue from 1,200 miles away. A hands-on broker would have taken charge. Equally concerning was her lack of transparency. She described the fire inspector as rude, implying she had been present when she had not, and she misrepresented both the mattress pickup dispute and a fire certificate mix-up without apologizing. These episodes created unnecessary stress and eroded trust. Jackie had told us that after the P&S was signed, we would receive a closing checklist from her team. Instead, it was a largely generic, unedited template that also promoted an attorney in her network and asked for referrals to help her business. She then solicited a Google review and our "Friendship" on Facebook, which seemed self‑serving and inappropriate, especially a month before closing. Pricing guidance was inconsistent. Jackie initially suggested a range, then indicated we might list higher, then recommended a more conservative price right before going live. She reassured us that “the market would drive the pricing up,” but that reasoning felt less like a deliberate strategy than a last‑minute adjustment aimed at securing a fast first‑weekend sale. In sum, our home did sell quickly — albeit after a substantial financial and emotional investment. Jackie followed a proven formula supported by high‑quality vendors, and she likely negotiated well with the buyers. Still, the experience leading up to the sale of our most valuable asset was rough, frustrating, and far more burdensome than we expected.

Response from the owner · a month ago

Daniel, thank you for taking the time to write such a thoughtful review, and for recognizing the preparation, listing presentation, buyer interest and negotiation that went into your sale. I was glad to help you get there. Your home sold quickly and over asking, which is exactly the result our pricing strategy was designed to produce. Preparing an occupied home for market is a big lift, and I'm proud of what we accomplished together. I introduced you to trusted vendors, made trips to the property to help you prepare and choose paint colors, and found a stager willing to work in an occupied home with a dog, which is rare. Neighbors who toured the open house consistently told us how well prepared the home was and how beautifully it showed. Every sale has surprises, and yours had a few. Ahead of the smoke inspection, I recommended a vendor pre-check the detectors, and when a second fire department visit was needed, our team attended on your behalf. When the storm brought a tree down during the open house window, the damage required a professional removal company. For the mattresses, I arranged for the stager's movers to take them before closing as an alternative to the donation pickup. I appreciate your feedback on communication and will take it to heart. I'm sorry the process felt more burdensome than you expected, and I sincerely wish you the very best in your next chapter.

Diane K13 reviewsTotal number of Google reviews Diane has written across all businesses on Google Maps, not just this one.
Review from Google · view on Google
★★★★★

I recently worked with Jackie O to sell my condo in Newburyport, and I could not have been happier with the experience. A friend recommended Jackie and gave me one piece of advice: "Do whatever she tells you to!" I smiled at the time, but it turned out to be the best advice I could have received. I trusted Jackie's guidance every step of the way, and my condo sold quickly. Even better, the entire experience felt organized, calm, and far less stressful than I had imagined. My biggest job was simply getting my home organized and letting go of accumulated stuff. Jackie was an incredible resource, connecting me with outstanding professionals for everything from cleaning to legal counsel. Every recommendation was knowledgeable, responsive, and fairly priced. What I appreciated most about Jackie was her honesty and experience. I always felt she was looking out for my best interests, and her deep knowledge of the Newburyport market gave me confidence in every decision we made. I happily recommend Jackie to anyone buying or selling a home. She made what could have been an overwhelming experience feel manageable. I look forward to working with her again.

Response from the owner · 3 months ago

Thank you so much for your trust, Diane. We loved working with you and you accepted & implemented all of our advise, which facilitated a smooth sale. We wish you all the best in your next steps and look forward to helping you on the next opportunity in a real estate transaction.

Flora Liu4 reviewsTotal number of Google reviews Flora has written across all businesses on Google Maps, not just this one.
Review from Google · view on Google
★★★★★

It was my husband’s and my first time navigating the home-buying process, and Jackie and Sydney were excellent resources from our very first consult. We are so grateful for the guidance, patience, and expertise they provided throughout our search. There is no ego involved when working with Jackie and Sydney. They give genuine, thoughtful advice and truly make your preferences their top priority when looking at homes. It was always reassuring to walk through a property with one of them, especially when we were considering making an offer. Their experience is immediately apparent, and they helped us better understand not only the homes themselves, but what might come next in the buying process. A special shoutout to Sydney for being so patient with me as I changed my mind more than once about what I wanted in a home. She was consistently kind, steady, and supportive, even when my priorities seemed to shift from week to week. We would absolutely recommend Jackie and Sydney to anyone looking for knowledgeable, honest, and genuinely helpful real estate agents.

Response from the owner · 3 months ago

Thank you Flora. We loved getting to know you and Jay. We appreciate your trust and the opportunity to be of service.

Joseph J Gardzina6 reviewsTotal number of Google reviews Joseph has written across all businesses on Google Maps, not just this one.
Review from Google · view on Google
★★★★★

First time selling a home and Jackie and her team made the whole process stress free. From our first meeting to closing day we were kept informed and all questions and concerns were addressed in a timely manner. Jackie helped us prepare for our open house with great pictures and we had a multiple offers on the first weekend. Truly a gift experience working with Jackie and her team.

Response from the owner · 5 months ago

Thank you so much Joe for your trust! We loved helping up and Dottie transition to your next chapter. All our best!

Nora Donahue4 reviewsTotal number of Google reviews Nora has written across all businesses on Google Maps, not just this one.
Review from Google · view on Google
★★★★★

If it were possible to give ten stars we would. The team at JackieO Realtors has been exceptionally helpful in achieving our goal of finding an apartment in the Brookline area of Boston. We send special recognition and gratitude for the time and efforts of Sydney OKeefe. Sydney dedicated the better part of a recent Sunday afternoon getting to know us and what we were searching for in a Boston apartment. She spent time showing us the two relevant neighborhoods for our work obligations, and took us through the specifics of the Boston real estate environment. Being from out of town, we needed the additional information and guidance. After finding the perfect apartment for us, Sydney and her team followed up very quickly with resources and professional referrals to the home inspection, local lawyers and mortgage brokers. We highly recommend Sydney and the group at JackieO for their expertise, professionalism and engaging interpersonal style. Thank you!

Response from the owner · 5 months ago

Thank you Nora! It was an honor to help you transition to Boston. We thank Kara for her referral to us and are so glad we met you. The condo you are purchasing will serve you well for many years to come. All our best. Jackie and Sydney.

Jess Finocchiaro6 reviewsTotal number of Google reviews Jess has written across all businesses on Google Maps, not just this one.
Review from Google · view on Google
★★★★★

Jackie and Sydney were both so helpful in walking us through the home buying process, plainly discussing work that different houses might need as we looked and prepared to put a bid in. At every step of the way, they advocated for us to make sure that we were assured and confident in buying our house.

Response from the owner · 8 months ago

Thank you so much Jessie for the great review. We appreciated being a part of your first home purchase journey. All the best to you & Allison in your new home.

Jonathan MillerLocal Guide · 7 reviewsTotal number of Google reviews Jonathan has written across all businesses on Google Maps, not just this one.
Review from Google · view on Google
★★★★★

Jackie was professional, knowledgeable, and clearly had our best interests in mind whenever giving advice. Apart from making the process more fun, she made it easy and gave us confidence in our decisions.

Response from the owner · 2 years ago

Thank you Jonathan, we loved working with you and Ryan. Cheers to the first of many home purchases.

Mark DamiaLocal Guide · 14 reviewsTotal number of Google reviews Mark has written across all businesses on Google Maps, not just this one.
Review from Google · view on Google
★★★★★

Jackie O’s team was first class. Sydney rocked!!! She was so attentive, didn’t waste our time, and found us the perfect 2nd home. The purchase process ran like a well oiled machine. We are just thrilled!

Response from the owner · 8 months ago

Thank you Mark for your kind words. We absolutely loved working with you and Patty. All the best with your vacation home on the Cape. We hope to run into you this summer!

Frances T1 reviewTotal number of Google reviews Frances has written across all businesses on Google Maps, not just this one.
Review from Google · view on Google
★★★★★

Jackie O and Team provided excellent service in listing and selling our condo. The process was smooth. Jackie is knowledgeable about the neighborhood and knows how to work with the market. Jackie's professionalism exudes through her warm personality and hands-on approach. Choosing Jackie O Real Estate is the best choice you can make for yourself in selling your property!

Response from the owner · 8 months ago

Thank you Frances, we appreciate your trust in us to sell your investment property in the South End. While your time in Boston has come to an end, we welcome to be of service should the opportunity arise. All the best!

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