Gale Milgrim

Gale Milgrim

REALTOR® at KELLER WILLIAMS WINTER PARK member of The Orlando Welcome Home Team
Sales Associate: SL63-1978
  •   5   (89 reviews)

Gale's sales performance at a glance

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

15
Reviews
4
Properties for sale
28
Sold properties
$597k
Average sale price
$17.8m
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.

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    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 89 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
Exceptional agent—highly knowledgeable, outstanding communicator, delivered on my needs & wants.
7 days 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.

Buyer review
Excellent Real Estate Broker and Steward.  Great Representative of KW.
11 days ago
Excellent Real Estate Broker and Steward. Great Representative of KW.

We were introduced to Gale Milgram (KW) through Jewish Moms of Maitland FL Organization. From the outset, Gale provided professional and friendly guidance through the process of real estate purchase in the Central Florida area. She demonstrated excellent knowledge of properties available in this area, and as we toured the homes through, some through 1:1 appointment, and others through several "open houses", she made herself available, touring homes , providing guidance and "points to consider' in re. pros and cons of each potential home purchase under consideration. She also provided professional "points of contact" through her network of mortgage brokers, inspectors, and home repair specialists in the Maitland, Lake Mary, Heathrow, Sanford, Longwood, and De Bary areas. Many other real estate colleagues also knew Gale and her associates at KW well and this facilitated the introductions. We were impressed by her knowledge of the real estate purchase process (A-Z), the local real estate network, and we appreciated her guidance from initial overview of available real estate properties through the local "closing" . We would certainly recommend her services and those of her associates at KW to other potential clients considering residential home purchases in Central Florida.

Buyer review
Couldn’t have asked for a better first home experience
15 days ago
Couldn’t have asked for a better first home experience

Gale was amazing in every way. As first-time homebuyers, we really didn’t know what to expect, but from the very beginning she just took the lead and made everything feel manageable. We originally reached out after seeing a house we liked, and she immediately jumped in. She scheduled the showing right away and from that point on, she guided us through every single step of the process. She was very clear about what to expect, what to watch out for, and where the risks were, which gave us a lot of confidence early on. She also connected us with great people across the board, from our lender to the inspector, and every recommendation turned out to be solid. It made a huge difference not having to figure all of that out on our own. What really stood out was how involved she was the entire time. She stayed on top of everything, followed up on reports, dug into details, and made sure nothing slipped through the cracks. It always felt like she genuinely had our best interests in mind. She was also incredibly patient with us. As first-time buyers, there were moments where we had doubts or felt unsure, and she handled that so well. She walked us through those moments, answered every question, and never made us feel rushed or pressured. She made herself available whenever we needed, helped us see the house multiple times, and made sure we felt completely comfortable before moving forward. By the time we got to closing, everything was set up so well that the process felt smooth and stress-free. Overall, she made what could have been an overwhelming experience feel easy. We couldn’t have asked for a better agent and would recommend her to anyone, especially first-time buyers.

Seller review
Honest, Strategic, and Effective Gale Delivered Exactly What She Promised
22 days ago
Honest, Strategic, and Effective Gale Delivered Exactly What She Promised

Gale Milgram stood out as the realtor we wanted to sell our home because she had successfully sold two homes in our townhouse community over the last couple of years—and that experience proved to be indispensable. When we listed our home in early 2026, the market was slow. Listings were experiencing longer days on the market. Some with price cuts, others with sellers pulling their listing altogether. We fully expected a long and difficult process. During our consultation session with Gale she told us she could sell our home in 30 days. She sold it in 9 days. What made the difference was her pre-sale strategy. Gale was honest and direct about what needed to be done—no sugarcoating she knew we had been in our home for 20 years. We followed her guidance, completed the recommended repairs - painting, cleaning the tile and carpet, cleaning the windows and having a move out cleaner professional clean our home. She connected us with reliable professionals to get everything done quickly. She then staged the home with real furniture (not virtual staging) and brought in a professional photographer to showcase it properly. The results spoke for themselves: 14 showings in 7 days and 3 offers in 9 days. We accepted an FHA offer, initially concerned about delays, but Gale’s experience was on display again—she guided the process smoothly and we closed in just 29 days. From listing to closing, our home sold in just over a month—while other similar homes in our community are still on the market some with price reductions. We sold near our asking price and at appraisal value. Gale made the entire process feel easy and she always answers any questions we had along the way. Because of her expertise, her recommendations regarding repairs and her straightforward honestly, along with being highly knowledgeable, she got us the results that everyone wants when they put their house on the market. A QUICK sale. Truly a gem of a realtor. Angela and Jay Johnson

Buyer review
Professional, Responsive, and Truly Cares About Clients
about 1 month ago
Professional, Responsive, and Truly Cares About Clients

We had a great experience working with Gale Milgrim and I can honestly say she truly cares about her clients. From the very beginning Gale was extremely responsive any time we had a question or concern she got back to us quickly and made sure we fully understood every step of the process. There was a situation where a seller credit we had verbally agreed on wasn’t included in the paperwork. Instead of brushing it off Gale took full responsibility and worked hard to make things right. That really showed her integrity and how much she looks out for her clients. She didn’t just treat us like a transaction she genuinely had our best interest in mind. Her communication was excellent throughout the entire process, always keeping us updated and informed. On top of that Gale has great connections with vendors and was able to quickly get things handled when we needed work done, which made everything so much easier and less stressful. Overall, Gale went above and beyond in every way. If you’re looking for someone who is responsive, honest, well connected, and truly cares, I highly recommend Gale Milgrim.

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Gale's properties

Gale has 4 properties for sale and sold 28 properties in the last 12 months, showing 4, sorted by most recent activity

For Sale
$959,000
614 Brookwood Lane
Maitland FL 32751
5
4
Single-Family
Listing courtesy of KELLER WILLIAMS WINTER PARK
SoldApr 30, 2026
$731,000
13320 Fernow Street
Horizon West FL 34786
4
4
3
Single-Family
Listing courtesy of HOMEVEST REALTY and KELLER WILLIAMS WINTER PARK
SoldApr 30, 2026
$565,000
570 South Triplet Lake Drive
Casselberry FL 32707
3
2
2
Single-Family
Listing courtesy of KELLER WILLIAMS WINTER PARK and KELLER WILLIAMS AT THE PARKS
SoldApr 28, 2026
$571,000
404 Hazel Court
Orlando FL 32804
3
2
2
Single-Family
Listing courtesy of KELLER WILLIAMS WINTER PARK and CHARLES RUTENBERG REALTY ORLANDO
Show all 32 properties

Gale's sold properties

Gale has sold 28 properties in the past 12 months, showing 4.

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Property imageAddressBedroomsBathroomsCarparksProperty TypeClosing PriceDate Sold
13320 Fernow Street, Horizon West, FL, 34786
13320 Fernow Street
Horizon West FL 34786
4
4
3
Single-Family$731,000Apr 30, 2026
570 South Triplet Lake Drive, Casselberry, FL, 32707
570 South Triplet Lake Drive
Casselberry FL 32707
3
2
2
Single-Family$565,000Apr 30, 2026
404 Hazel Court, Orlando, FL, 32804
404 Hazel Court
Orlando FL 32804
3
2
2
Single-Family$571,000Apr 28, 2026
390 Glen Abbey Ln, DeBary, FL, 32713
390 Glen Abbey Ln
DeBary FL 32713
4
3
2
Single-Family$603,018Apr 24, 2026

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