Top Madison, WI Real Estate Agents

By the Numbers

Our Stats

Numbers don't lie. We continue to exceed our clients expectations and provide excellent customer service.

$800M+

Total Sales Volume

2,275+

Homes Sold

84%

Referral & Repeat Clients

47+ Years

Combined Local Experience

Meet

Lessing Real Estate

Providing clients with ultimate bespoke representation, customized marketing strategy, and white-glove service.

For over 35 years, Sherry Lessing has transformed her real estate business from the ground up, and in 2013, her daughter Amy Lessing joined the team. If you've had the pleasure of working with Sherry, you know she’s more than just a REALTOR®; she’s a true powerhouse. The team's professionalism, expertise, and graceful ability to handle any situation have propelled them into the top 1% of realtors in the nation. Growing up in a real estate family has given Amy a unique perspective as she witnessed the industry evolve. Trained by the best negotiator in the business—her mother—Amy's lifelong experience in real estate equips her to deliver exceptional client service, comprehensive market knowledge, and invaluable local insights.

License

#33703-94

See Why Our Clients Love Us

Testimonials

"Best real estate group to do business with hands down. Amy is so knowledgeable about the market and the process, quick to follow-up and just fun to work with on buying our house. 100% recommend! "

Amy F.

"5 stars! Total professionals. We felt very taken care of throughout the lot purchase, and the level of care and expertise shown through the builder selection, design and selection process was incredible. "

Meg D.

"Complete understanding of the market conditions and what is required to achieve best pricing — professionalism that stands out in the crowd of realtors! "

Kathleen M.

"Lessing Real Estate is absolutely the best way to find your perfect home. Amy makes it her personal mission to understand what you are looking for, find the best options, and is a true match maker! I’ve bought and sold several homes in the past few years and could not think of doing it without the Lessing team. They are the BEST in the Madison, WI area!!"

Monica N.

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Current Listings

For Sale
$799,000

9066 Paddington Parkway, Verona, WI 53593
- 3 Beds
- 3 Baths
- 2,808 Sq.Ft.
For Sale
$799,000

9068 Paddington Parkway, Verona, WI 53593
- 3 Beds
- 3 Baths
- 2,860 Sq.Ft.
For Sale
$799,000

9074 Paddington Parkway, Verona, WI 53593
- 3 Beds
- 3 Baths
- 2,808 Sq.Ft.
For Sale
$799,000

9076 Paddington Parkway, Verona, WI 53593
- 3 Beds
- 3 Baths
- 2,860 Sq.Ft.
For Sale
$600,000

625 N Segoe Road 702, Madison, WI 53705
- 1 Bed
- 2 Baths
- 1,444 Sq.Ft.
For Sale
$425,000

9911 Hawks Nest Drive, Madison, WI 53593
- 2 Beds
- 2 Baths
- 1,822 Sq.Ft.
For Sale
$315,000

8253 Mayo Drive 310, Madison, WI 53719
- 2 Beds
- 2 Baths
- 1,331 Sq.Ft.
For Sale

$220,000

10514 Emerald Elm Road, Verona, WI 53593
For Sale

$220,000

304 Clear Pond Way, Verona, WI 53593
For Sale

$220,000

308 Clear Pond Way, Verona, WI 53593
For Sale

$210,000

10436 Emerald Elm Road, Verona, WI 53593
For Sale

$210,000

10603 Emerald Elm Road, Verona, WI 53593
For Sale

$210,000

303 Clear Pond Way, Verona, WI 53593
For Sale

$210,000

311 Clear Pond Way, Verona, WI 53593
For Sale

$210,000

315 Clear Pond Way, Verona, WI 53593
For Sale

$210,000

319 Clear Pond Way, Verona, WI 53593
For Sale

$210,000

323 Clear Pond Way, Verona, WI 53593
For Sale

$210,000

327 Clear Pond Way, Verona, WI 53593
For Sale

$200,000

10513 Emerald Elm Road, Verona, WI 53593
For Sale

$200,000

210 Clear Pond Way, Verona, WI 53593
For Sale

$200,000

214 Clear Pond Way, Verona, WI 53593