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Lessing Real Estate

(314) 488-3216

Address

7633 Ganser Way Ste 101

Madison, WI 53719

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  • Your Local Real Estate Experts

    Lessing Team Real Estate

By the Numbers

Our Stats

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

Total Sales Volume

$815M+

Total Sales Volume

Homes Sold

2,300+

Homes Sold

Referral & Repeat Clients

84%

Referral & Repeat Clients

Combined Local Experience

48+ Years

Combined Local Experience

Providing our expertise to make your transactions smooth

Whether you're moving into, out of, or just around town, let us help you with your real estate needs.

Staged living room with a whitewashed stone fireplace, gray armchairs, round mirrors, and wood coffee table.

Buyers

 White two-story house with a balcony, framed by hydrangeas along a stepping-stone path.

Sellers
Meet

Lessing Team 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.

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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!
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.
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!
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. 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

  • Two-story gray house with a stone facade, timber-framed entry, and landscaped front yard. For Sale

    $1,100,000

    311 Clear Pond Way, Verona, WI 53593

    • 5 Beds
    • 4.5 Baths
    • 3,572 Sq.Ft.
  • Home at 8901 Timber Wolf Trail with broad brown roofs and a lush landscaped front lawn. Pending

    $999,000

    8901 Timber Wolf Trail, Madison, WI 53717

    • 5 Beds
    • 3 Baths
    • 3,935 Sq.Ft.
  • Modern two-story house with green siding, stone accents, and an attached garage. For Sale

    $895,000

    10513 Emerald Elm Road, Madison, WI 53593

    • 4 Beds
    • 2 Baths
    • 2,920 Sq.Ft.
  • 1802 Autumn Hill Drive For Sale

    $850,000

    1802 Autumn Hill Drive, Madison, WI 53593

    • 4 Beds
    • 3 Baths
    • 4,001 Sq.Ft.
  • 62 Settler Hill Circle For Sale

    $799,000

    62 Settler Hill Circle, WI 53717

    • 3 Beds
    • 3 Baths
    • 3,706 Sq.Ft.
  • Gray two-story duplex with stone lower facade, twin garages, and landscaped lawns, viewed from above. For Sale

    $799,000

    9066 Paddington Parkway, WI 53593

    • 3 Beds
    • 2 Baths
    • 2,808 Sq.Ft.
  • Attached two-story home with stone facade, paired garages, and a central staircase. For Sale

    $799,000

    9074 Paddington Parkway, WI 53593

    • 3 Beds
    • 2 Baths
    • 2,808 Sq.Ft.
  • Two-story stone-and-stucco home with twin garages and a central staircase. For Sale

    $799,000

    9076 Paddington Parkway, WI 53593

    • 3 Beds
    • 2 Baths
    • 2,860 Sq.Ft.
  • Brick house with attached garage, covered entry, and broad green front lawn. Pending

    $725,000

    9049 Bentley Green, WI 53593

    • 3 Beds
    • 3 Baths
    • 2,683 Sq.Ft.
  • Home at dusk with brick and stucco exterior, warmly lit windows, landscaped front lawn, and attached garage. Pending

    $600,000

    10 Apple Hill Circle, Madison, WI 53717

    • 3 Beds
    • 3 Baths
    • 2,904 Sq.Ft.
  • Aerial view of a brown single-story home with red shutters, attached garage, and wooded yard. Active Under Contract

    $560,000

    7975 Stagecoach Road, Cross Plains, WI 53528

    • 3 Beds
    • 2 Baths
    • 2,076 Sq.Ft.
  • 10416 Emerald Elm Road For Sale

    $230,000

    10416 Emerald Elm Road, Madison, WI 53593

  • Aerial view of vacant subdivision lots outlined in yellow beside newly graded roads. Pending

    $230,000

    10419 Emerald Elm Road, Madison, WI 53593

  • Aerial subdivision view with yellow-outlined lots, retention ponds, and nearby homes. For Sale

    $230,000

    10419 Golden Eagle Drive, Verona, WI 53593

  • Aerial view of a developing subdivision with yellow-outlined lots, nearby homes, and stormwater ponds. Pending

    $230,000

    10421 Red Pine Drive, Verona, WI 53593

  • 10422 Red Pine Drive For Sale

    $230,000

    10422 Red Pine Drive, Madison, WI 53593

  • 10423 Golden Eagle Drive For Sale

    $225,000

    10423 Golden Eagle Drive, Madison, WI 53593

  • Aerial view of yellow-outlined subdivision lots, graded roads, stormwater ponds, and surrounding neighborhoods. Pending

    $225,000

    10427 Golden Eagle Drive, Verona, WI 53593

  • Aerial view of a new subdivision with yellow-outlined lots, developing roads, and farmland beyond. For Sale

    $225,000

    10431 Golden Eagle Drive, Verona, WI 53593

  • Aerial view of a new subdivision, with yellow-outlined lots, dirt roads, and drainage ponds. Pending

    $225,000

    10435 Golden Eagle Drive, Verona, WI 53593

  • Two-story brick residential building with an arched entrance, front steps, lawn, and large shade tree. Active Under Contract

    $225,000

    2233 Luann Lane Unit: 5, WI 53713

    • 2 Beds
    • 1 Bath
    • 1,140 Sq.Ft.
  • Aerial view of a new subdivision with yellow-outlined lots, labeled streets, and stormwater ponds. For Sale

    $220,000

    10425 Red Pine Drive, Verona, WI 53593

  • Aerial view of yellow-outlined vacant subdivision lots along Red Pine Drive, surrounded by homes and farmland. For Sale

    $220,000

    10429 Red Pine Drive, Verona, WI 53593

  • 10433 Red Pine Drive For Sale

    $220,000

    10433 Red Pine Drive, Madison, WI 53593

  • 10437 Red Pine Drive For Sale

    $220,000

    10437 Red Pine Drive, Madison, WI 53593

  • Aerial view of a developing subdivision with yellow-outlined lots, graded roads, and stormwater ponds. For Sale

    $220,000

    10514 Emerald Elm Road, Verona, WI 53593

  • 10420 Emerald Elm Road For Sale

    $215,000

    10420 Emerald Elm Road, Madison, WI 53593

  • Aerial view of a developing subdivision, with yellow-outlined lots, new roads, and drainage ponds. For Sale

    $215,000

    10423 Emerald Elm Road, Verona, WI 53593

  • 10424 Emerald Elm Road For Sale

    $215,000

    10424 Emerald Elm Road, Madison, WI 53593

  • 10426 Red Pine Drive For Sale

    $215,000

    10426 Red Pine Drive, Madison, WI 53593

  • 10427 Emerald Elm Road For Sale

    $215,000

    10427 Emerald Elm Road, Madison, WI 53593

  • 10428 Emerald Elm Road For Sale

    $215,000

    10428 Emerald Elm Road, Madison, WI 53593

  • 10430 Red Pine Drive For Sale

    $215,000

    10430 Red Pine Drive, Madison, WI 53593

  • Aerial view of vacant subdivision lots outlined in yellow beside new roads and surrounding farmland. Active Under Contract

    $215,000

    10431 Emerald Elm Road, Madison, WI 53593

  • 10432 Emerald Elm Road For Sale

    $215,000

    10432 Emerald Elm Road, Madison, WI 53593

  • 10434 Red Pine Drive For Sale

    $215,000

    10434 Red Pine Drive, Madison, WI 53593

  • 10435 Emerald Elm Road For Sale

    $215,000

    10435 Emerald Elm Road, Madison, WI 53593

  • 10436 Emerald Elm Road For Sale

    $215,000

    10436 Emerald Elm Road, Madison, WI 53593

  • 10438 Red Pine Drive For Sale

    $215,000

    10438 Red Pine Drive, Madison, WI 53593

  • 10439 Emerald Elm Road For Sale

    $215,000

    10439 Emerald Elm Road, Madison, WI 53593

  • Aerial view of vacant residential lots outlined in yellow, with graded roads and nearby homes. For Sale

    $210,000

    10436 Elderberry Road, Madison, WI 53593

  • Aerial view of yellow-outlined subdivision lots, new roads, drainage ponds, and nearby homes. Pending

    $200,000

    210 Clear Pond Way, Madison, WI 53593

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EXPLORE NEIGHBORHOODS

A wooded lake with a small wooden dock and chairs under a bright summer sky. Monona Autumn grasses and a large tree frame a canoeist crossing a calm lake. McFarland Cottage Grove neighborhood with modern homes, leafy young trees, and a broad green lawn. Cottage Grove Brick homes along a tree-lined street with landscaped lawns and a concrete sidewalk. Deforest & Windsor Aerial view of a suburban neighborhood with curving streets, green space, and a pond. Fitchburg Aerial view of downtown Sun Prairie, with commercial buildings, streets, and tree-lined neighborhoods. Sun Prairie Waunakee welcome sign beneath autumn trees, flanked by community organization emblems. Waunakee Red barn beside a creek in a sunlit green valley with wooded hills. Verona Middleton Center apartments at dusk, with autumn trees and railroad tracks nearby. Middleton Aerial panorama of downtown Madison with the State Capitol and tree-lined neighborhoods. Madison

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White gabled house with a covered porch, brick driveway, and flowering hydrangeas.

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Lessing Real Estate

(314) 488-3216

7633 Ganser Way Suite 101 Madison, WI 53719

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Get in Touch

Lessing Real Estate

(314) 488-3216

7633 Ganser Way Suite 101 Madison, WI 53719