Top Madison Real Estate Agents | Lessing Real Estate

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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

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

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

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"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!!"

"Lessing Real Estate is absolutely the best way to find your perfect home.

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Monica N.

"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! "

"Best real estate group to do business with hands down.

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"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. "

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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! "

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

Read MoreRead Less

"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.

Read MoreRead Less

Monica N.

"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! "

"Best real estate group to do business with hands down.

Read MoreRead Less

"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.

Read MoreRead Less

Meg D.

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Current Listings

- For Sale
  $1,400,000
  
  810 Big Stone Trail, Middleton, WI 53562
  - 6 Beds
  - 5 Baths
  - 5,916 Sq.Ft.
- For Sale
  $1,250,000
  
  4287 Gils Way, Cross Plains, WI 53528
  - 4 Beds
  - 3.5 Baths
  - 5,145 Sq.Ft.
- Pending
  $1,100,000
  
  9526 Blue Heron Drive, Middleton, WI 53562
  - 5 Beds
  - 4.5 Baths
  - 4,536 Sq.Ft.
- Accepted Offer
  $800,000
  
  1246 Stonehaven Drive, Sun Prairie, WI 53590
  - 4 Beds
  - 4 Baths
  - 4,427 Sq.Ft.
- Pending
  $600,000
  
  2716 Kendall Avenue, Madison, WI 53705
  - 4 Beds
  - 1 Bath
  - 1,620 Sq.Ft.
- Pending
  $589,900
  
  64 Oak Creek Trail, Madison, WI 53717
  - 3 Beds
  - 3.5 Baths
  - 3,758 Sq.Ft.
- For Sale
  $589,900
  
  9310 Winter Frost Place, Verona, WI 53593
  - 3 Beds
  - 3.5 Baths
  - 2,873 Sq.Ft.
- Pending
  $550,000
  
  2629 Mason Street, Madison, WI 53705
  - 3 Beds
  - 1.5 Baths
  - 1,496 Sq.Ft.
- Pending
  $459,900
  
  560 Hosanna Heights Court, Evansville, WI 53536
  - 4 Beds
  - 3.5 Baths
  - 3,486 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
  
  218 Clear Pond Way, Verona, WI 53593
- For Sale
  
  $210,000
  
  222 Clear Pond Way, Verona, WI 53593
- For Sale
  
  $210,000
  
  226 Clear Pond Way, Verona, WI 53593
- For Sale
  
  $210,000
  
  303 Clear Pond Way, Verona, WI 53593
- For Sale
  
  $210,000
  
  307 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
  
  10501 Emerald Elm Road, Verona, WI 53593
- Under Contract
  
  $200,000
  
  10509 Emerald Elm Road, 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