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Explore Our Properties

By the Numbers

Our Stats

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

Total Sales Volume

$780M+

Total Sales Volume

Homes Sold

2,235+

Homes Sold

Referral & Repeat Clients

84%

Referral & Repeat Clients

Combined Local Experience

45+ 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

  • 7594 Colonial Way Under Contract

    $1,370,000

    7594 Colonial Way, Verona, WI 53593

    • 4 Beds
    • 3.5 Baths
    • 4,400 Sq.Ft.
  • 10436 Emerald Elm Road For Sale

    $1,195,000

    10436 Emerald Elm Road, Verona, WI 53593

    • 3 Beds
    • 2.5 Baths
    • 3,029 Sq.Ft.
  • 222 Clear Pond Way For Sale

    $1,150,000

    222 Clear Pond Way, Verona, WI 53593

    • 4 Beds
    • 3.5 Baths
    • 3,186 Sq.Ft.
  • 64 Oak Creek Trail For Sale

    $589,900

    64 Oak Creek Trail, Madison, WI 53717

    • 3 Beds
    • 3.5 Baths
    • 3,758 Sq.Ft.
  • 10514 Emerald Elm Road For Sale

    $220,000

    10514 Emerald Elm Road, Verona, WI 53593

  • 304 Clear Pond Way For Sale

    $220,000

    304 Clear Pond Way, Verona, WI 53593

  • 308 Clear Pond Way For Sale

    $220,000

    308 Clear Pond Way, Verona, WI 53593

  • 10436 Emerald Elm Road For Sale

    $210,000

    10436 Emerald Elm Road, Verona, WI 53593

  • 10603 Emerald Elm Road For Sale

    $210,000

    10603 Emerald Elm Road, Verona, WI 53593

  • 218 Clear Pond Way For Sale

    $210,000

    218 Clear Pond Way, Verona, WI 53593

  • 222 Clear Pond Way For Sale

    $210,000

    222 Clear Pond Way, Verona, WI 53593

  • 226 Clear Pond Way For Sale

    $210,000

    226 Clear Pond Way, Verona, WI 53593

  • 303 Clear Pond Way For Sale

    $210,000

    303 Clear Pond Way, Verona, WI 53593

  • 307 Clear Pond Way For Sale

    $210,000

    307 Clear Pond Way, Verona, WI 53593

  • 311 Clear Pond Way For Sale

    $210,000

    311 Clear Pond Way, Verona, WI 53593

  • 315 Clear Pond Way For Sale

    $210,000

    315 Clear Pond Way, Verona, WI 53593

  • 319 Clear Pond Way For Sale

    $210,000

    319 Clear Pond Way, Verona, WI 53593

  • 323 Clear Pond Way For Sale

    $210,000

    323 Clear Pond Way, Verona, WI 53593

  • 327 Clear Pond Way For Sale

    $210,000

    327 Clear Pond Way, Verona, WI 53593

  • 10501 Emerald Elm Road For Sale

    $200,000

    10501 Emerald Elm Road, Verona, WI 53593

  • 10505 Emerald Elm Road For Sale

    $200,000

    10505 Emerald Elm Road, Verona, WI 53593

  • 10509 Emerald Elm Road Under Contract

    $200,000

    10509 Emerald Elm Road, Verona, WI 53593

  • 10513 Emerald Elm Road For Sale

    $200,000

    10513 Emerald Elm Road, Verona, WI 53593

  • 210 Clear Pond Way For Sale

    $200,000

    210 Clear Pond Way, Verona, WI 53593

  • 214 Clear Pond Way For Sale

    $200,000

    214 Clear Pond Way, Verona, WI 53593

View All

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