Gale Milgrim

Gale Milgrim

REALTOR® at KELLER WILLIAMS WINTER PARK member of The Orlando Welcome Home Team
Sales Associate: SL63-1978
  •   5   (94 reviews)

Gale's sales performance at a glance

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

20
Reviews
6
Properties for sale
29
Sold properties
$524k
Average sale price
$18.1m
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 94 reviewsacross 29 different locations, showing 6.
Review Gale
Gale's qualities as told by our client reviews: attentive, supportive, great negotiation, clear communication, responsive, reliable, local expert.
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Buyer review
Experienced Knowledgeable Professional
18 days 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!
18 days 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
about 1 month 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
3 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.

Seller review
We followed Gale’s advice and sold and closed within 2 weeks!
3 months ago
We followed Gale’s advice and sold and closed within 2 weeks!

Gale Milgrim is a superstar realtor. We have used her for other properties and yet we were still amazed at how quickly we sold this investment property. If you want your property to sell fast and at a great price, it has to show well. Gale knows that, knows how to do it and what vendors to use. She came in and told us what improvements we needed to make like changing light fixtures, painting the house, and painting the kitchen cabinets. No one likes to hear they have to put money into a property they’re selling, but Gale promised us it would more than pay off. And she was 100% right! We had our first offer the first morning it was on the market, which was the day before the open house. By the end of the open house, we had a couple more offers and able to get above our asking price. Gale is a pro through and through. There is no one I recommend more.

Buyer review
Exceptional agent—highly knowledgeable, outstanding communicator, delivered on my needs & wants.
3 months ago
Exceptional agent—highly knowledgeable, outstanding communicator, delivered on my needs & wants.

Top tier agent & buying experience. Gale truly took the time to listen and understand my needs/wants. Being a first time home buyer, she was extremely informative about the buying process & put me at ease from the start. She has expert knowledge in real estate & Central FL. Gale was also an outstanding & consistent communicator throughout the entire process. Also, never felt pressured or rushed to settle or make any offers. She truly took the time to help find the home I was looking for. Extremely impressed across the board. Easy five stars.

Show all 94 reviews
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Gale's properties

Gale has 6 properties for sale and sold 29 properties in the last 12 months, showing 4, sorted by most recent activity

SoldJul 30, 2026
$863,000
1837 Wingfield Drive
Longwood FL 32779
4
4
2
Single-Family
Listing courtesy of WEMERT GROUP REALTY LLC and KELLER WILLIAMS WINTER PARK
SoldJul 27, 2026
$475,000
524 Queens Mirror Circle
Casselberry FL 32707
4
2
2
Single-Family
Listing courtesy of KELLER WILLIAMS WINTER PARK and ABSOLUTE REALTY GROUP, LLC
Under Contract
$769,000
338 Pinestraw Cir
Forest City FL 32714
5
4
3
Single-Family
Listing courtesy of KELLER WILLIAMS WINTER PARK
SoldJul 15, 2026
$645,000
884 Kersfield Circle
Heathrow FL 32746
4
2
2
Single-Family
Listing courtesy of COLDWELL BANKER RESIDENTIAL RE and KELLER WILLIAMS WINTER PARK
Show all 35 properties

Gale's sold properties

Gale has sold 29 properties in the past 12 months, showing 4.

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Property imageAddressBedroomsBathroomsCarparksProperty TypeClosing PriceDate Sold
1837 Wingfield Drive, Longwood, FL, 32779
1837 Wingfield Drive
Longwood FL 32779
4
4
2
Single-Family$863,000Jul 30, 2026
524 Queens Mirror Circle, Casselberry, FL, 32707
524 Queens Mirror Circle
Casselberry FL 32707
4
2
2
Single-Family$475,000Jul 27, 2026
884 Kersfield Circle, Heathrow, FL, 32746
884 Kersfield Circle
Heathrow FL 32746
4
2
2
Single-Family$645,000Jul 15, 2026
7904 Westminster Abbey Boulevard, Orlando, FL, 32835
7904 Westminster Abbey Boulevard
Orlando FL 32835
5
4
3
Single-Family$930,000Jul 1, 2026

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