Holly Gamblin

Holly Gamblin License ID: 84897-94

Agent

+1(412) 526-6771

holly@highmarkmke.com

217 E Silver Spring Dr, Bay, WI, 53217

Holly Gamblin's Profile

A longtime resident of Shorewood with a second home in beautiful Elkhart Lake, Holly Gamblin is proud to call Wisconsin her home base. A devoted mom of three, she blends Southern hospitality (thanks to her Texas & Mississippi roots) with Midwest warmth and a global perspective.
 

Holly began her career in healthcare administration, but it was her own cross-country moves—through Mississippi, Georgia, Pennsylvania, and Wisconsin—and her international travels that sparked a deep passion for helping others navigate life in transition.

 

“Whether a move is local, national, or international, families face countless decisions. I truly love being the person who helps make that transition seamless,” she says.

 

Holly works with both buyers and sellers, offering thoughtful guidance backed by the strength of her top-producing, nationally ranked real estate team. She is also one of the very few agents in the Milwaukee market who has earned both the KW Sports + Entertainment designation and KW Luxury Specialist —credentials that position her to serve high-profile clients, luxury buyers, and sellers at the highest level of professionalism and discretion.

 

Holly is equally committed to giving back. She is actively involved in the Garden Clubs of America and supports Milwaukee philanthropies focused on education, healthcare research, the environment, and the arts.

 

When she’s not serving clients, you’ll likely spot her out and about with her Giant Schnauzer, Zeppelin—her favorite walking partner.

ACTIVE LISTINGS

SOLD LISTINGS

3900 N Lake, Shorewood, WI 53211

$3,100,000

$3,500,000

11.4%

3900 N Lake, Shorewood, WI 53211

5 Beds8.5 Baths6,199 SqFt

Listed by HIGHMARK Real Estate - Jay Schmidt Group* of Keller Williams Realty-Milwaukee North Shore

1046 E Thorne, Fox Point, WI 53217

$2,500,000

$2,600,000

3.8%

1046 E Thorne, Fox Point, WI 53217

6 Beds5 Baths6,113 SqFt

Listed by Houseworks Collective - Jay Schmidt Group* of Keller Williams Realty-Milwaukee North Shore

820 E Birch, Whitefish Bay, WI 53217

$1,900,000

$1,850,000

2.7%

820 E Birch, Whitefish Bay, WI 53217

5 Beds4.5 Baths4,852 SqFt

Listed by Houseworks Collective - Jay Schmidt Group* of Keller Williams Realty-Milwaukee North Shore

11611 N Canterbury, Mequon, WI 53092

$1,855,000

$1,995,000

7.0%

11611 N Canterbury, Mequon, WI 53092

5 Beds5.5 Baths7,800 SqFt

Listed by Houseworks Collective - Jay Schmidt Group* of Keller Williams Realty-Milwaukee North Shore

810 E Glen, Whitefish Bay, WI 53217

$1,850,000

$1,925,000

3.9%

810 E Glen, Whitefish Bay, WI 53217

5 Beds4.5 Baths4,200 SqFt

Listed by Houseworks Collective - Jay Schmidt Group* of Keller Williams Realty-Milwaukee North Shore

106 W Dogwood, Mequon, WI 53092

$1,750,000

$1,750,000

106 W Dogwood, Mequon, WI 53092

5 Beds4 Baths5,076 SqFt

Listed by HIGHMARK Real Estate - Jay Schmidt Group* of Keller Williams Realty-Milwaukee North Shore

3525 N Lake, Shorewood, WI 53211

$1,715,000

$1,550,000

10.6%

3525 N Lake, Shorewood, WI 53211

4 Beds4.5 Baths5,924 SqFt

Listed by HIGHMARK Real Estate - Jay Schmidt Group* of Keller Williams Realty-Milwaukee North Shore

4232 N Lake, Shorewood, WI 53211

$1,700,000

$1,795,000

5.3%

4232 N Lake, Shorewood, WI 53211

6 Beds4 Baths4,755 SqFt

Listed by Houseworks Collective - Jay Schmidt Group* of Keller Williams Realty-Milwaukee North Shore

7415 N Beach, Fox Point, WI 53217

$1,550,000

$1,325,000

17.0%

7415 N Beach, Fox Point, WI 53217

3 Beds3 Baths2,908 SqFt

Listed by Houseworks Collective - Jay Schmidt Group* of Keller Williams Realty-Milwaukee North Shore

8040 N Gray Log, Fox Point, WI 53217

$1,400,000

$1,599,900

12.5%

8040 N Gray Log, Fox Point, WI 53217

4 Beds4 Baths6,417 SqFt

Listed by Houseworks Collective - Jay Schmidt Group* of Keller Williams Realty-Milwaukee North Shore

940 E Wye, Fox Point, WI 53217

$1,395,000

$1,395,000

940 E Wye, Fox Point, WI 53217

4 Beds2.5 Baths3,084 SqFt

Listed by HIGHMARK Real Estate - Jay Schmidt Group* of Keller Williams Realty-Milwaukee North Shore

5036 N Lake, Whitefish Bay, WI 53217

$1,250,000

$1,249,900

5036 N Lake, Whitefish Bay, WI 53217

4 Beds3.5 Baths3,022 SqFt

Listed by Houseworks Collective - Jay Schmidt Group* of Keller Williams Realty-Milwaukee North Shore

3432 N Shepard, Milwaukee, WI 53211

$1,230,000

$1,250,000

1.6%

3432 N Shepard, Milwaukee, WI 53211

5 Beds4.5 Baths4,750 SqFt

Listed by HIGHMARK Real Estate - Jay Schmidt Group* of Keller Williams Realty-Milwaukee North Shore

4515 N Lake, Whitefish Bay, WI 53211

$1,200,000

$999,000

20.1%

4515 N Lake, Whitefish Bay, WI 53211

3 Beds4 Baths3,735 SqFt

Listed by HIGHMARK Real Estate - Jay Schmidt Group* of Keller Williams Realty-Milwaukee North Shore

3120 Wedgewood, Richfield, WI 53017

$1,120,000

$1,100,000

1.8%

3120 Wedgewood, Richfield, WI 53017

5 Beds4.5 Baths5,000 SqFt

Listed by HIGHMARK Real Estate - Jay Schmidt Group* of Keller Williams Realty-Milwaukee North Shore

2221 E Newberry, Milwaukee, WI 53211

$1,015,000

$995,000

2.0%

2221 E Newberry, Milwaukee, WI 53211

4 Beds4 Baths3,618 SqFt

Listed by Houseworks Collective - Jay Schmidt Group* of Keller Williams Realty-Milwaukee North Shore

3954 N Harcourt, Shorewood, WI 53211

$1,015,000

$1,000,000

1.5%

3954 N Harcourt, Shorewood, WI 53211

5 Beds3 Baths4,034 SqFt

Listed by HIGHMARK Real Estate - Jay Schmidt Group* of Keller Williams Realty-Milwaukee North Shore

2729 E Kenwood, Milwaukee, WI 53211

$1,004,098

$989,900

1.4%

2729 E Kenwood, Milwaukee, WI 53211

6 Beds3.5 Baths4,612 SqFt

Listed by Houseworks Collective - Jay Schmidt Group* of Keller Williams Realty-Milwaukee North Shore

11124 N Lake Shore, Mequon, WI 53092

$1,000,000

$1,195,000

16.3%

11124 N Lake Shore, Mequon, WI 53092

4 Beds3.5 Baths4,217 SqFt

Listed by Houseworks Collective - Jay Schmidt Group* of Keller Williams Realty-Milwaukee North Shore

3955 N Harcourt, Shorewood, WI 53211

$975,000

$899,000

8.5%

3955 N Harcourt, Shorewood, WI 53211

5 Beds3.5 Baths3,218 SqFt

Listed by Houseworks Collective - Jay Schmidt Group* of Keller Williams Realty-Milwaukee North Shore

3061 N Marietta, Milwaukee, WI 53211

$955,000

$969,000

1.4%

3061 N Marietta, Milwaukee, WI 53211

4 Beds4 Baths3,772 SqFt

Listed by Houseworks Collective - Jay Schmidt Group* of Keller Williams Realty-Milwaukee North Shore

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