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The Masiello Group

Regional real estate services, mortgages, title

Overview

The Masiello Group is a real estate company serving Northern New England with offices in Bedford, NH. It covers Maine, New Hampshire, Vermont, and Massachusetts and offers a full suite of home services through its affiliate network, including mortgage, title, home warranty, licensing, and relocation. Buyers and sellers work with its agents to close property transactions while affiliated partners provide financing, title and escrow, warranties, licensing, and relocation support. The company differentiates itself by delivering integrated, multi-state home services under one umbrella in the region, backed by decades of local market knowledge and a network of affiliates.

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About The Masiello Group

Simplify's Rating
Why The Masiello Group is rated
B-
Rated B on Competitive Edge
Rated B on Growth Potential
Rated C on Differentiation

Industries

ConsultingFinancial Services

Company Size

11-50

Company Stage

N/A

Total Funding

N/A

Headquarters

N/A

Founded

N/A

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What believers are saying

  • February 2026 Cape Elizabeth expansion strengthened southern Maine coverage and luxury inventory access.
  • October 2026 Whitney Wreath campaign supports client retention and agent lead generation across New England.
  • November 2026 site activity shows sustained marketing cadence, testimonials, and top-teammate recognition programs.

What critics are saying

  • January 23, 2026 Goodwill v. The Masiello Group led to federal court sanctions referral.
  • Real estate commissions face constant pressure from Zillow, Compass, and Redfin-style digital disintermediation.
  • A severe housing slowdown in Maine would hit transactions, recruiting, and fee revenue fast.

What makes The Masiello Group unique

  • June 2026 RealTrends Verified rankings validated The Masiello Group’s regional scale and agent production.
  • January 2026 Cape Elizabeth added coastal luxury reach under Better Homes & Gardens branding.
  • October 2026 Whitney Wreath partnership shows deep New England community branding and local seller ties.

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Benefits

  • Unlimited Paid Time Off
  • Health Insurance
  • Dental Insurance
  • Vision Insurance
  • 401(k) Company Match
  • 401(k) Retirement Plan
  • Life Insurance
  • Disability Insurance
  • Health Savings Account/Flexible Spending Account

Company News

Masiello
Oct 1st, 2026
A local partnership: The Masiello Group teams up with Maine's Whitney Wreath to bring the season home.

A local partnership: The Masiello Group teams up with Maine's Whitney Wreath to bring the season home. * Posted Thursday, Oct 1, 2026 At Better Homes and Gardens Real Estate The Masiello Group, Masiello Group Know New England means knowing the people, businesses, and traditions that give its communities their character. This holiday season, Masiello Group is proud to announce a new partnership with Whitney Wreath, a family-owned company in Whitneyville, Maine, that has handcrafted fresh balsam wreaths since 1988. The partnership has a meaningful connection to its own team. Holly Greenleaf Whitney, an agent in its Machias office, co-founded Whitney Wreath with her husband, David Whitney, the company's CEO. Their business reflects the local roots and entrepreneurial spirit Masiello Group is proud to support across the region. For many New England families, a fresh balsam wreath on the front door marks the beginning of the holiday season. Its familiar scent and greenery welcome friends and neighbors, carrying on a tradition that connects generations. For a new homeowner, that first wreath can also mark the start of new traditions in a place of their own. Those connections are at the heart of its work. Helping people find a home means understanding both the property and the community around it - the local businesses, familiar faces, and everyday experiences that make a place feel like home. From its beginnings in Downeast Maine, Whitney Wreath now delivers fresh balsam wreaths to homes and businesses across the country. Through this partnership, its agents have a thoughtful way to stay connected with clients, support a local business, and bring a familiar touch of New England to their front doors.

Granite State Times
May 21st, 2026
Better Homes and Gardens Real Estate The Masiello Group receives two CIH Leads Network awards.

Better Homes and Gardens Real Estate The Masiello Group receives two CIH Leads Network awards. Christopher Masiello, Chairman of The Masiello Group Ltd. - https://www.facebook.com/CJMasiello/ May 21, 2026 Better Homes and Gardens Real Estate The Masiello Group announced on May 21 that it has received two honors from the CIH | Leads Network, previously known as the Anywhere Leads Network. The company was named a Platinum Award Winner in the CIH Leads Annual Excellence Awards and also received the Partner Programs Qualified Web Leads Award for its performance in lead conversion and client nurturing. The recognition highlights the company's efforts to deliver quality service to clients, as well as its operational standards. According to the announcement, "The Platinum Award is the pinnacle of recognition within the CIH | Leads Network, previously known as the Anywhere Leads Network. It is awarded to only the top-performing brokers who demonstrate excellence across multiple performance indicators, including customer experience, operational excellence, and consistent, measurable results." The Partner Programs Qualified Web Leads Award acknowledges how quickly and effectively The Masiello Group responds to potential clients online. "This award, based on conversion performance, recognizes our team's ability to turn interest into action and leads into satisfied clients and happy homeowners," according to company officials. Company leaders credited their agents, leadership team members, support staff, and especially The Masiello Group Relocation Team for these achievements. "These honors do not happen by accident. They are the direct result of dedication and commitment demonstrated every day by our agents...and most notably, The Masiello Group Relocation Team," said representatives from Better Homes and Gardens Real Estate The Masiello Group. In addition to these awards, Rachel Gorneau was honored with an award from The Masiello Group; she received the Helping Hand Award for her contributions according to the official website. The organization is affiliated with Better Homes & Gardens Real Estate and serves as a real estate brokerage assisting with property searches, home transactions, valuation tools; it also promotes community engagement through its Masiello Cares program that reaches thousands through community initiatives according to the official website. Anywhere Leads Inc., which operates within Compass International Holdings through its business unit CIH | Leads Network (formerly Anywhere Leads Network), provides services that contributed to this recognition.

Masiello
May 21st, 2026
Double award win for Better Homes and Gardens Real Estate The Masiello Group.

Double award win for Better Homes and Gardens Real Estate The Masiello Group. * Posted Thursday, May 21, 2026 The Masiello Group is thrilled to announce that Better Homes and Gardens Real Estate The Masiello Group has earned not one, but two prestigious honors from the CIH | Leads Network (previously known as the Anywhere Leads Network). The Masiello Group has been named a Platinum Award Winner - the highest level of achievement in the CIH Leads Annual Excellence Awards - and recipients of the Partner Programs Qualified Web Leads Award, recognizing its outstanding performance in lead conversion and client nurturing. What these awards mean. The Platinum Award is the pinnacle of recognition within the CIH | Leads Network, previously known as the Anywhere Leads Network. It is awarded to only the top-performing brokers who demonstrate excellence across multiple performance indicators, including customer experience, operational excellence, and consistent, measurable results. This recognition is not just a trophy on a shelf. It is a reflection of the standard of service its team brings to every single client interaction, day in and day out. Speed, connection, and conversion. The Partner Programs Qualified Web Leads Award shines a spotlight on what The Masiello Group do especially well - responding quickly and building meaningful relationships from the very first point of contact. In today's fast-moving real estate market, speed matters. This award, based on conversion performance, recognizes its team's ability to turn interest into action and leads into satisfied clients and happy homeowners. The people behind the awards. These honors do not happen by accident. They are the direct result of the dedication and commitment demonstrated every day by its agents, leadership, support teams, and most notably, The Masiello Group Relocation Team. The Relocation Team plays a central role in the work that earned these recognitions, bringing a specialized level of expertise, responsiveness, and client care that sets its company apart. Their ability to connect with clients quickly, nurture those relationships, and guide people through one of life's most significant transitions is at the very heart of what these awards celebrate. Together, this group of dedicated professionals has built something truly special - a culture where clients come first and results follow naturally. A message of gratitude. To every agent, manager, relocation specialist, and team member who contributed to these achievements, thank you. You represent The Masiello Group with professionalism, passion, and purpose, and these awards belong to all of you. To its valued clients and relocation partners, thank you for your continued trust. The Masiello Group do not take it lightly, and The Masiello Group will keep earning it every single day. Congratulations to the entire Better Homes and Gardens Real Estate The Masiello Group family on these well-deserved recognitions. Here is to continued excellence and the great work still ahead. CIH | Leads is provided through Anywhere Leads, Inc., a business unit within Compass International Holdings. The CIH | Leads Network was previously known as the Anywhere Leads Network.

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