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First-Time Home Buyer Specialists in Winchester, MA

Looking for a first-time home buyer specialist in Winchester? Review the directory below to compare your options.

18 agents listed
Updated June 2026
Winchester, MA
Important: Listings are compiled from publicly available sources and have not been independently verified by BeforeMortgageUSA.com. We do not endorse any broker or guarantee outcomes. Verify licensing and disciplinary status with the State Mortgage Licensing Authority of Massachusetts before hiring.
Showing 18 first-time home buyer specialists in Winchester, MA Listings are displayed in no particular order and are not ranked by BeforeMortgageUSA. Order does not constitute a recommendation or endorsement of any broker.
Andersen Group Realty - Keller Williams Realty Boston NW
17 Waterfield Rd, Winchester, MA 01890
(781) 729-2329 andersengrouprealty.com
The Synergy Group
1 Mt Vernon St #201, Winchester, MA 01890
(781) 570-9007 thesynergyregroup.com
Kim Covino & Co.
41 Thompson St, Winchester, MA 01890
(781) 249-3854 kimcovino.com
Gayle Winters & Co - Compass
41 Thompson St, Winchester, MA 01890
(617) 699-0310 thegaylewintersteam.com
Aurielle Kallmerten - Real Estate
41 Thompson St, Winchester, MA 01890
(617) 913-2772 kallmertenre.com
Julie Wile Fish Real Estate - Gibson Sotheby's International Realty
553 Main St, Winchester, MA 01890
(617) 584-4661 piraniwilefish.com
Noha Soliman, Real Estate Agent
2 Mt Vernon St, Winchester, MA 01890
(781) 369-5211 craftedpathhome.com
Jessica Jaklitsch of The Synergy Group
1 Mt Vernon St ste 202, Winchester, MA 01890
(617) 797-7982 thesynergyregroup.com
Berkshire Hathaway HomeServices Commonwealth Real Estate
39 Church St, Winchester, MA 01890
(781) 729-7777 commonmoves.com
The Mclaren Team
48 Mt Vernon St Ste 205, Winchester, MA 01890
(617) 286-2655 citytothesuburbs.com
Michael Gilbert Realty | Greater Boston Real Estate Agent
211 Forest St, Winchester, MA 01890
(781) 249-9684 michaelgilbertrealty.com
Better Homes and Gardens Real Estate The Shanahan Group
552 Main St, Winchester, MA 01890
(781) 729-9030 bhgre.com
Vita Group
41 Thompson St, Winchester, MA 01890
(781) 729-4663 forsaleinwinchester.com
SKW&CO
41 Thompson St, Winchester, MA 01890
(781) 572-9218 skwcocompass.com
Liz Darby, Realtor
39 Church St, Winchester, MA 01890
(617) 775-5663 lizdarby.com
Elena Langlois Realtor at COMPASS
41 Thompson St, Winchester, MA 01890
(617) 755-6543
Barrett Sotheby's International Realty - Winchester
48 Mt Vernon St ste 1, Winchester, MA 01890
(781) 729-7900 barrettsothebysrealty.com
Julie Gustafson Real Estate
552 Main St, Winchester, MA 01890
(781) 382-5950 juliegustafsonrealestate.com

A first-time home buyer specialist in Winchester Massachusetts can guide you through the unique steps of buying a home in this town. Massachusetts law requires a licensed attorney to handle the real estate closing and title transfer. Working with a local specialist helps you understand Winchester market conditions and local property tax rules.

What Does a First-Time Home Buyer Specialist in Winchester Cost?

The cost for a first-time home buyer specialist in Massachusetts typically ranges from 500 to 1,500 dollars depending on services provided. Some specialists charge a flat fee while others bill hourly at 100 to 300 dollars per hour. Additional costs include lender fees, appraisal fees, and title insurance which can total 2,000 to 5,000 dollars. This is general information and not mortgage or financial advice.

* Cost estimates are general ranges based on publicly available data and compiled using automated research tools. Actual fees vary by agent and case complexity. This is not mortgage or financial advice — consult directly with an agent for fee specifics.

Frequently Asked Questions

What does a first-time home buyer specialist do in Winchester?
A first-time home buyer specialist helps you find suitable homes and connects you with local lenders and real estate agents. They also explain Massachusetts specific programs like the MassHousing loan and the ONE Mortgage Program. Their goal is to make your first purchase easier and less stressful.
Are there Massachusetts programs that help first-time buyers in Winchester?
Yes Massachusetts offers the MassHousing First Time Home Buyer program and the ONE Mortgage Program for income eligible buyers. These programs provide low down payment options and reduced mortgage insurance. You must complete a home buyer education course to qualify.

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