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Lynn O'Connell


Before joining Leading Edge Real Estate in December 2019, Lynn was a top tier agent on the Baker Realty Group at Keller Williams and at Gibson Sotheby's in Boston.
A prior career in broadcast sales management developed Lynn’s strong statistical analysis skills and provided excellent training in sales and negotiation. The Strategic Selling program (favored by many Fortune 500) taught Lynn how to successfully manage and negotiate a complex sale. Every potential obstacle to the sale must be identified and eliminated in advance. This pro-active approach of leaving nothing to chance helped Lynn hit the ground running when she made the inevitable transition to a full-time real estate sales career.
Lynn became a real estate investor in 1992, purchasing a large, mixed-use property in her first 1031 transaction. She has designed and renovated over 100,000 square feet of property renovations, built an office building and a horse farm from the ground up. Her love of design and knack for decorating helps her get higher prices for her clients when she sells their homes. She has a passion for client service; providing white-glove service to buyers, sellers and investors in the greater Boston area.
Lynn’s average list to sale price ratio is 110%. Every aspect of the sale is considered and every house is presented in the best way possible. Lynn can sell “as is” but she also helps her sellers evaluate some work options and weigh the pros and cons of doing any work. Based on the seller’s budget and appetite for work, Lynn facilitates the decluttering, inspection and performing minor repairs. Lynn does some staging with her own decoration inventory at no cost to the client. If a full staging is needed, the seller will have to rent some furniture. Lynn plans the staging (using as few rented pieces as possible) and supplements with her own inventory, saving the seller the staging consult fee and the cost of renting many decorative items.
Lynn also enjoys matching buyers with the property of their dreams. Lynn often shows properties in 3 or 4 towns, educates her buyers on each town they are considering, the school system, restaurants, shops, commuting options and tax rates.
Many investment properties are purchased "sight unseen" which places a huge responsibility on the agent. Lynn's investors appreciate her experience in researching projected rental income and expenses and calculating ROI. She has helped them renovate and decorate their properties to obtain the maximum rents. 1031 investments are time-sensitive and precise. If a mistake is made, the buyer will wind up paying the capital gains they are trying to defer. Many agents have never done a 1031 exchange transaction. Lynn has done ten of her own exchanges (including a reverse exchange) and another six 1031 transactions with investor clients.
Lynn's clients often comment that it is clear how much Lynn loves her work and that she has forever raised the bar as to what they now expect in an agent.

2 Mt Vernon Street
Winchester MA 01890

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"A gem - far and away the best realtor I've ever worked with. We've purchased and sold several homes, and the agents we've had in the past basically just want to sell a house as quickly as possible and move on to the next. Lynn worked hard (and smart!) to get more $ than I ever thought possible... she had me make some thoughtful, inexpensive improvements, staged it well, had amazing photos taken, and teased it to select agents before listing. We had 4 competing buyers and accepted an offer for well over asking price the first day on the market. She also helped with clever wording to hedge against the risk of the appraisal coming in lower than the selling price. Lynn is special, smarter and harder working and better connected than any other realtor we know, and I can't thank her enough"


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