Gale Milgrim

Gale Milgrim

REALTOR® at KELLER WILLIAMS WINTER PARK member of The Orlando Welcome Home Team
Sales Associate: SL63-1978
  •   5   (96 reviews)

Gale's sales performance at a glance

See how Gale has performed in the last 12 months on RateMyAgent*

21
Reviews
5
Properties for sale
30
Sold properties
$551k
Average sale price
$18.9m
Total sales value

*Includes all properties sold (last 12 months) where the agent was a part of the transaction and published on ratemyagent.com. It may not be complete and can exclude off-market, private sales and undisclosed pricing and sold dates. Contact agent for full sales history.

  • top20badge

    Recognized for being in the Top 20% for customer satisfaction.

  • priceExpertbadge

    Consistently meets client expectations for property purchase price.

About Gale

Gale Milgrim, a distinguished multimillion-dollar luxury realtor based in Greater Orlando brings over three decades of experience to the table. As a consistent Top 5% Realtor in the Greater Orlando area and team leader on The Orlando Welcome Home Team at Keller Williams Winter Park Realty. She holds a remarkable track record of 30 years serving customers in Florida and has received numerous awards for her exceptional skills. With over 1000 families served, she has seen just about every situation transpire in a real estate transaction and has never seen a deal of hers fall apart, at the last minute. With a Bachelor of Science degree in Psychology, Gale excels in understanding diverse personality types, navigating real estate negotiation intricacies, and of course loves connecting buyers and sellers, with as little stress as possible. Leading a team of three, including her real estate partner, Shari Klafter of 8 years and licensed marketing manager/Realtor, Lianne, Gale's extensive knowledge of the Greater Orlando Residential Real Estate market is unparalleled. Her ability to match her customers with properties they will like, while listening intently to their needs and wants allows her to leverage a vast sphere of contacts which ensures finding the perfect home, even if it's not on the market. In her free time, she has been mastering Barre exercise classes for over 13 years, gardening, cooking, and reading, while also passionately contributing to her community, synagogue, and Israel. Her latest endeavor includes volunteer work with the non-profit Chabad Cares, dedicated to visiting the sick and needy in hospitals. Licensed to sell Real Estate since 1985, she began her career in the hustle and bustle of New York City and sold real estate there for 10 years before she moved to central Florida with her family in 1995. She has seen Orlando grow from a sprawling suburban community into a culturally diverse, energetic urban mecca. Gale Milgrim brings a wealth of experience, integrity, knowledge and dedication to every real estate transaction. From Celebration to Winter Park and north to Lake Mary as well as East Orlando/UCF area to Clermont, Gale's expertise spans most Orlando neighborhoods, offering insight into primary residences, vacation homes, investment properties for sale to beachside condos. We can handle it all and most every price range. Whether you're buying or selling, Gale is delighted and honored to assist you in finding your next home or selling your current home, in the Greater Orlando area. Best regards, Gale Milgrim Keller Williams Winter Park Realtor Licensed since 1985 Licensed in Florida since 1997

Gale's reviews

  5  
Gale has 96 reviewsacross 29 different locations, showing 6.
Review Gale
Gale's qualities as told by our client reviews: attentive, supportive, great negotiation, clear communication, reliable, responsive, local expert.
Was this helpful?
Seller review
Proper Guidance, Fast Sale, Always Responsive
8 days ago
Proper Guidance, Fast Sale, Always Responsive

Gale was our agent when we moved to the area and we chose to hire her again when we decided to sell our property. Gale was always highly responsive throughout the entire process. Gale provided guidance on a variety of subjects and with her help we were able to maximize the sale price. Gale supported us with finding floor cleaners on short notice, staging the house, and photography and videos of the house for a high quality listing. We had already moved over an hour away, so it was great to have Gale local to show the house and be available for any urgent needs. The house was under contract within the first two weeks and closing went smoothly. We had a great experience working with Gale and recommend her to others!

Buyer review
Amazing experience working with Gale!
about 1 month ago
Amazing experience working with Gale!

We had such a wonderful experience working with Gale! As first-time homebuyers, we really appreciated having someone with so much experience to guide us through every step of the process. Gale actually found our house for us while we were away on vacation, went to preview it for us, and made sure we were able to get in and see it as soon as we returned. We ended up in a multiple-offer situation, and Gale’s experience and creative thinking helped us put together an offer that ultimately won us the house! From start to finish, she was incredibly responsive, knowledgeable, and proactive. Her 30 years of experience really showed and helped everything move along smoothly, while making what could have been an overwhelming process feel so much easier for us. We are so grateful to have had Gale by our side throughout this entire process. She truly went above and beyond for us, and we would highly recommend her to anyone, especially first-time homebuyers looking for someone who will really guide and advocate for them. It was an absolute pleasure working with her!

Buyer review
Experienced Knowledgeable Professional
2 months ago
Experienced Knowledgeable Professional

Gale's 30+ years of experience in the local market was a big help in determining where we wanted to look for a home. She gave us insights into the inner workings of the different neighborhoods which helped us identify the neighborhood in which we wanted to live. Due to the current competitive nature of the local market, it took us some time to find the right house, but she patiently stuck with us throughout the process and made sure we reached a successful conclusion. Her vast knowledge and professionalism gave us confidence that we would find the right house from the very beginning of the process. I highly recommend Gale as an agent for either a buyer or seller.

Buyer review
    A Realtor Who Truly Cares!
2 months ago
A Realtor Who Truly Cares!

From the very beginning, Gail was an incredible communicator, always keeping us informed, answering every question, and making what could have been a very stressful process feel manageable. She genuinely cared about our family and worked tirelessly to help us get into the home we fell in love with. There were challenges along the way, but Gail never stopped advocating for us or finding creative solutions. It was clear that helping us get this home mattered to her just as much as it mattered to us. She consistently went above and beyond, demonstrating integrity, professionalism, and an unwavering commitment to her clients. Thanks to Gail, we’re now in our dream home, and we couldn’t be more grateful.

Buyer review
Excellent Communication & Expertise
3 months ago
Excellent Communication & Expertise

Gale is truly an expert in the Orlando area real estate market! She is patient and honest, and provided us realistic guidance during our home purchase journey. She is unbelievably communicative and answered our many questions at all hours. We were unfamiliar with the area, as we were moving from out of town, and Gale explained all Florida-specific procedures and market realities. Once she helped us find our home, she kept in constant communication from contract through closing to ensure we understood everything and stayed on schedule. We are so grateful to Gale for helping us find our forever home and closely walking us through every step of the home buying process. We wholeheartedly recommend Gale to anyone purchasing a home in Central Florida!

Seller review
Fantastic Resource
4 months ago
Fantastic Resource

We were extremely fortunate to have had the opportunity to work with Gale Milgram on the sale of our home. We do not sell homes often so her expertise was key to receiving our quick full price offer. Her suggestions prior to listing the property such as staging, photography, open house, and networking was spot on. She is a fantastic resource should you wish to sell your home.

Show all 96 reviews
map

Gale's properties

Gale has 5 properties for sale and sold 30 properties in the last 12 months, showing 4, sorted by most recent activity

SoldSep 30, 2026
$1,095,000
1911 Belford Court
Maitland FL 32751
4
4
3
Single-Family
Listing courtesy of ANNE ROGERS REALTY GROUP INC and KELLER WILLIAMS WINTER PARK
SoldSep 3, 2026
$760,500
338 Pinestraw Cir
Forest City FL 32714
5
4
3
Single-Family
Listing courtesy of KELLER WILLIAMS WINTER PARK
SoldAug 28, 2026
$263,000
18D/1500 Gay Road
Winter Park FL 32789
2
2
Condo
Listing courtesy of MAVREALTY and KELLER WILLIAMS WINTER PARK
SoldAug 24, 2026
$849,900
1783 Sunnyside Drive
Maitland FL 32751
3
3
1
Single-Family
Listing courtesy of FANNIE HILLMAN & ASSOCIATES and KELLER WILLIAMS WINTER PARK
Show all 35 properties

Gale's sold properties

Gale has sold 30 properties in the past 12 months, showing 4.

Enter your property details to filter

I'm selling a
bedroom
with
bathrooms in
Property imageAddressBedroomsBathroomsCarparksProperty TypeClosing PriceDate Sold
1911 Belford Court, Maitland, FL, 32751
1911 Belford Court
Maitland FL 32751
4
4
3
Single-Family$1,095,000Sep 30, 2026
338 Pinestraw Cir, Forest City, FL, 32714
338 Pinestraw Cir
Forest City FL 32714
5
4
3
Single-Family$760,500Sep 3, 2026
18D/1500 Gay Road, Winter Park, FL, 32789
18D/1500 Gay Road
Winter Park FL 32789
2
2
Condo$263,000Aug 28, 2026
1783 Sunnyside Drive, Maitland, FL, 32751
1783 Sunnyside Drive
Maitland FL 32751
3
3
1
Single-Family$849,900Aug 24, 2026

Browse nearby locations

SMS
© 2026 RateMyAgent