Gayle Winters

Gayle Winters

REALTORĀ®
gayle.winters@compass.com
M: 617-699-0310

Specialties

Buyer's Agent, Listing Agent, Relocation, Investment Properties, New Construction, Renovations

Education

Salem State University - Bachelors, Accounting and Business/Management
Johnson & Wales University


Client Testimonials

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ā˜…ā˜…ā˜…ā˜…ā˜…
"Gayle was fantastic. She helped us purchase a single family home and sell our condo (which went for well above asking). She had deep knowledge of the market and the real estate field. She connected us to relevant contractors who could do the work we needed to prepare our condo for market. She was also a great negotiator. She helped us find a home in a community that we love. We are very grateful for her help and support. I would definitely recommend Gayle to others."

ā˜…ā˜…ā˜…ā˜…ā˜…
"Gayle helped my wife and I with our search through the pandemic, and we could not have asked for a better agent. We looked at a few different home styles, conditions, and locations; Gayle guided us through it all flawlessly with her knowledge of the area and the market. Once we found our home Gayle helped us with a creative offer and through challenging situations to get us to close. Would highly recommend Gayle for your search."

ā˜…ā˜…ā˜…ā˜…ā˜…
"She was a joy to work with. Her attitude and demeanor are top notch. She was able to guide us through the process with ease and make a stressful period tolerable. She had a firm grasp on the local market and was able to quickly identify potential homes. She will be the first person we call if we ever decide to list. You will not be disappointed if you have the opportunity to work with her."

ā˜…ā˜…ā˜…ā˜…ā˜…
"Gayle will tell you what you need to do in order to move your home smoothly, and quickly! No one in the business beats her marketing skills, which go above, and beyond! Sheā€™s confident, knowledgeable, and choosing her as a realtor was the best decision Iā€™ve ever made! A#1 for sure!"

ā˜…ā˜…ā˜…ā˜…ā˜…
"I really donā€™t have the word to describe how great she is. Iā€™m forever grateful I had you as my agent, being a first time home buyer I got exactly the right person to help me through this. I would recommend her to everyone she will put her clients best interest before hers. Thank you Gayle."


ā€‹ā€‹
About Gayle
                                       The logo of Gayle Winters & Co.

As a premier Massachusetts Real Estate Agent ranking in the top 1% of all REALTORSĀ® nationwide, I am responsible for a wide range of sales and management duties with The Gayle Winters Team. I am an industry-leading real estate agent and a true professional, experienced specialist providing a comprehensive real estate experience for buyers, sellers, investors and builders.

I have an awesome team of folks behind me that work closely together so we can provide nothing short of top notch service to all of our clients. We have offices throughout Massachusetts and across the country.

I have a very strong finance background with excellent negotiation skills, business planning, sales, management, and seller/buyer/investor representation. With my previous experience as Controller/CFO on the finance side of real estate, fueled by market research and insight, I am able to be your trusted local resource.

Gayle Wintersā€™ Listings

$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
$2,995,000 | 443 Central Avenue, Needham, MA 02494
1/42
Listed By Compass

$2,995,000

Bedrooms
7
Bathrooms
7
Square Feet
6,600
Acres
1.47

443 Central Avenue, Needham, MA 02494

a view of a white house with a large windows
a view of a house with a large window
a view of an empty room with window and closet
a kitchen with stainless steel appliances kitchen island granite countertop a refrigerator and a sink
an empty room with wooden floor closet and windows
a view of a livingroom with a fireplace
a kitchen with kitchen island a sink stainless steel appliances and cabinets
a bathroom with a sink and a mirror
a view of kitchen with stainless steel appliances wooden floor and a window
a kitchen that has a sink and a stove
a kitchen with a stove and a wooden floor
a view of kitchen with stainless steel appliances refrigerator oven and cabinets
a kitchen with stainless steel appliances kitchen island granite countertop a refrigerator and a stove top oven
a view of an empty room with a window and a fireplace
a view of a hallway with wooden floor and entryway
a view of a storage & utility room with washer and dryer
a utility room with dryer and washer
a bathroom with a toilet a sink and shower
a view of an empty room with a window
a view of an empty room with wooden floor and a window
a view of a hallway with a staircase
a view of empty room with wooden floor
a view of an empty room
an empty room with wooden floor and windows
a bathroom with a tub a sink and glass door shower
a bathroom with a white bath tub and shower
a view of walk in closet with empty racks
a view of a hallway with wooden floor
a view of a kitchen with wooden floor and a ceiling fan
a view of an empty room with wooden floor
a view of a big room with wooden floor and windows
a bathroom with a granite countertop sink toilet and shower
a bathroom with a shower
a view of a house with a yard and deck
a view of a house with a yard and wooden fence
a view of a back yard of the house
a view of a deck with a small yard
1/37
Listed By Compass

$1,200,000

Bedrooms
4
Bathrooms
4
Square Feet
2,249

11 Bonner Avenue, Unit 2, Medford, MA 02155

$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
$1,125,000 | 11 Bonner Avenue, Unit 1, Medford, MA 02155
1/42
Listed By Compass

$1,125,000

Bedrooms
4
Bathrooms
4
Square Feet
2,057

11 Bonner Avenue, Unit 1, Medford, MA 02155

$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
$924,000 | 41 Plain Road, Westford, MA 01886
1/40
Listed By Compass

$924,000

Bedrooms
5
Bathrooms
3
Square Feet
2,803
Acres
0.93

41 Plain Road, Westford, MA 01886

a front view of a house with a yard
a view of a house with a street
a living room with furniture and a flat screen tv
a living room with furniture and a flat screen tv
a living room with furniture and a flat screen tv
a workspace with furniture and a window
a bedroom with a bed and a window
a bathroom with a sink mirror and a shower
a view of a dining room with furniture window and outside view
a view of a dining room with furniture and wooden floor
a dining room with furniture entryway and wooden floor
a kitchen with stainless steel appliances granite countertop a sink and cabinets
a kitchen with refrigerator cabinets and wooden floor
a kitchen with stainless steel appliances granite countertop a stove top oven a sink a dining table and chairs with wooden floor
a bedroom with a large bed and a flat tv screen on dresser
a bedroom with a bed and a flat screen tv
a view of walk in closet with clothes
a bedroom with a bed and a window
a bathroom with a sink a toilet and shower
a living room with lots of furniture and a chandelier
a view of a house with a bench
a living room with furniture and a flat screen tv
a living room with furniture and a flat screen tv
a living room with furniture and a flat screen tv
a kitchen with appliances cabinets a sink and a stove
a kitchen with granite countertop white cabinets and white appliances
a large bed sitting in a bedroom next to a window and dresser
a bedroom with a bed and a flat screen tv
a bathroom with a sink toilet and shower
a view of a patio with table and chairs with wooden floor and fence
a view of a patio with a table and chairs
a view of a patio with table and chairs and wooden floor
a view of a balcony with wooden floor
a view of backyard with huge green area and wooden fence
a view of outdoor space yard and mountain
an aerial view of a house with a swimming pool
an aerial view of a house with a swimming pool
an aerial view of multiple house
$799,000 | 1 Ryans Way, Tewksbury, MA 01876
1/39
Listed By CompassUnder Agreement

$799,000

Bedrooms
4
Bathrooms
3
Square Feet
2,160
Acres
0.43

1 Ryans Way, Tewksbury, MA 01876