East Side Madison Homes For Sale

Many Madison homeowners covet properties on the city’s East Side. East Side Madison is known for its well-established neighborhoods, fantastic community associations, new construction homes, and established properties. Due to the variety of properties available, East Side Madison homes for sale appeal to a variety of homeowners looking to own a home in one of the most desirable areas in town.

Learn more about buying a property in East Side Madison by reading below or simply browse the latest listings to find your dream home.

Browse East Madison Homes For Sale

Browse East Madison Homes For Sale

116 Properties Found. Page 1 of 10.
Photo of Listing #1836077
Reduced 22%

57 Cambridge Rd, Maple Bluff

$2,899,000 - 5 Beds, 6 Baths, 6,431 Sf

MLS® # 1836077

Photo of Listing #1852130

49 Fuller Dr, Maple Bluff

$2,450,000 - 5 Beds, 4 Baths, 6,562 Sf

MLS® # 1852130

Photo of Listing #1854984
Reduced 3%

4627 Tonyawatha Tr, Monona

$1,750,000 - 5 Beds, 4 Baths, 4,266 Sf

MLS® # 1854984

Photo of Listing #1868304

4909 Winnequah Rd, Monona

$495,000 - 4 Beds, 3 Baths, 2,398 Sf

MLS® # 1868304

Photo of Listing #1863817
Reduced 5%

102 Ferchland Pl, Monona

$495,000 - 4 Beds, 2 Baths, 3,000 Sf

MLS® # 1863817

Photo of Listing #1871944

329 N Sherman Ave, Madison


MLS® # 1871944

Photo of Listing #1870874

330 Woodland Cir, Maple Bluff

$415,000 - 3 Beds, 2 Baths, 1,888 Sf

MLS® # 1870874

Photo of Listing #1850481
Reduced 9%

101-103 Dempsey Rd, Madison


MLS® # 1850481

Photo of Listing #1871313

#303 - 4001 Monona Dr, Monona

$400,000 - 2 Beds, 2 Baths, 1,690 Sf

MLS® # 1871313

Photo of Listing #1870672

3118 Buena Vista St, Madison

$399,900 - 4 Beds, 3 Baths, 1,565 Sf

MLS® # 1870672

Photo of Listing #1868302
Reduced 7%

609 Morningside Ave, Madison

$399,900 - 4 Beds, 3 Baths, 2,616 Sf

MLS® # 1868302

Photo of Listing #1867418
Reduced 1%

2210-2214 Winnebago St, Madison


MLS® # 1867418

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East Side Madison Real Estate

Many residents of East Side Madison choose to live here because of the “vintage” quality of the homes and neighborhood. Subdivisions in this area were mostly built around the 1950’s and 1960’s, adding to a unique mid-century aesthetic that many homeowners today are looking to capture. In addition to this, properties are large, private, and contain mature trees.

Many of the properties are renovated with features such as new, gourmet kitchens, modern bathrooms, and other modern conveniences including new HVAC systems and plumbing. However, the charm and style remain, which is just one of the reasons why people choose to live here.

In addition to the mid-century properties, East Side Madison real estate also contains some of the most sought-after new developments. These newer developments range in price, but remain affordable for a wide variety of buyers. These younger subdivisions include single-family homes, condos, and townhouses, which offer a variety of lifestyles for a variety of buyers.

These homes include all the modern features you would expect in a new construction home including open-concept living spaces, modern kitchens, spacious bedrooms, walk-in closets, and large, bright windows.

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More Reasons to Live in East Side Madison

Many people choose to live in East Side Madison because of its aesthetic appeal. Filled with established neighborhoods, there are also many other reasons why you should choose a home in this area. In addition to its established neighborhood associations, who are very active and organize numerous events throughout the year, East Side Madison homeowners also enjoy a quiet, charming life that feels more like small-town living.

However, don’t be fooled by the friendly and family-oriented neighbors and activities. There’s still plenty of action in East Side Madison with restaurants and shopping opportunities in the area. The community is located near Washington Ave., which is one of the main arterial roadways in the city, it’s also close to the largest shopping center in the area – East Towne Mall.

Green space is also an important aspect of the scenery in East Side Madison. There are numerous parks, fields, and green spaces to enjoy with the family. Some of the most popular parks include:

  • Acewood
  • Heritage Prairie
  • Heritage Sanctuary
  • Elvehjem
  • Heritage Heights
  • Sycamore

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