East Side, WI homes for sale & real estate

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558 Hercules Trl, Madison, WI 53718
558 Hercules Trl, Madison, WI 53718
558 Hercules Trl, Madison, WI 53718
ABOUT THIS HOME
East Side, WI Homes for Sale
Located in a quaint neighborhood just minutes from the heart of Madison, this beautifully maintained home offers the perfect blend of comfort, space, and timeless design. The main level welcomes you with an open-concept kitchen, dining, and living area. The kitchen offers ample workspace and flows into the dining area and living room. A dedicated office provides a quiet place to work from home, while a mudroom off the attached garage keeps daily life organized. Upstairs, you'll find a spacious primary suite complete with a private en suite bath. The finished lower level features a space perfect for guests, movie nights, and game days. The west-facing deck is ideal for enjoying quiet evening

$515,000

4 beds3.5 baths2,859 sq ft

558 Hercules Trl, Madison, WI 53718

6,534 sq ft lot • 2 garage spots • Car-dependent

Redfin Corporation

OPEN SUN, 11AM TO 1PM

3596 Canter Dr, Madison, WI 53718
3596 Canter Dr, Madison, WI 53718
3596 Canter Dr, Madison, WI 53718
ABOUT THIS HOME
East Side, WI Homes for Sale
Wow?what a find! This stunning home sits on nearly an acre, offering the perfect balance of country living minutes from Madison. Step inside to find gorgeous hardwood floors! Enjoy a marvelous sunroom that overlooks a huge backyard! Updated kitchen features freshly painted cabinets, modern hardware, newer appliances & ample counter space. Casual dining! The spacious living room is perfect for gatherings. Primary bdrm boasts double closets. Other bdrms are large & 4th bdrm/office/exercise is great! Exposed lower level rec rm includes wood-burning FP. Updates include a newer furnace, water softener, washer/dryer, updated bath w/ tiled shower & newer toilets. Additional LL re

$515,000

4 beds1.5 baths2,268 sq ft

3596 Canter Dr, Madison, WI 53718

0.82 acre lot • 2 garage spots • Car-dependent

Tamara Mcdougal • Lauer Realty Group, Inc.

NEW 12 HRS AGO

421 Orion Trl, Madison, WI 53718
421 Orion Trl, Madison, WI 53718
ABOUT THIS HOME
East Side, WI Homes for Sale
Move-in Ready 9/4/25! This Harlow home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2 baths with locally crafted cabinetry, and painted trim and doors throughout. Gourmet kitchen w/ island and stainless appliances, plus a large pantry for added storage. Owner?s Suite has a private bath, walk-in closet, and tray ceiling. 2-car garage. Retreat to your deck for some R & R. To top it off, this home offers a one-year limited warranty, backed by our own dedicated customer service team. Make this home yours!

$494,900

3 beds2 baths1,572 sq ft

421 Orion Trl, Madison, WI 53718

6,534 sq ft lot • $18 HOA • 2 garage spots

Mikki Colby • Stark Company, REALTORS

OPEN SAT, 12PM TO 2PM

5241 Ridge Oak Dr, Madison, WI 53704
5241 Ridge Oak Dr, Madison, WI 53704
5241 Ridge Oak Dr, Madison, WI 53704
ABOUT THIS HOME
East Side, WI Homes for Sale
Beautifully maintained 3-bedroom, 2.5-bath, two-story home situated on a spacious corner cul-de-sac lot in desirable Ridgewood. The main level features an open-concept kitchen and dining area with a breakfast bar, pantry closet, and walkout to a large deck?perfect for entertaining. All bedrooms are located upstairs, including a vaulted primary suite with a walk-in closet and private full bath. The exposed, finished lower level offers a cozy family room, a dedicated office space, and ample storage. Enjoy the convenience of a 2-car attached garage complete with built-in workbench and shelving. Ideally located near shopping, dining, and with quick access to the interstate?this home offers outs

$399,500

3 beds2.5 baths1,817 sq ft

5241 Ridge Oak Dr, Madison, WI 53704

5,662 sq ft lot • $44 HOA • 2 garage spots

Gerardo Jimenez • Sprinkman Real Estate

NEW 13 HRS AGO

5919 Woodbine Dr, Madison, WI 53718
5919 Woodbine Dr, Madison, WI 53718
ABOUT THIS HOME
East Side, WI Homes for Sale
Move-in Ready 9/24/25! This Elaine home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2 baths with locally crafted cabinetry and painted trim and doors throughout. Gourmet kitchen w/ island and stainless appliances plus a pantry for added storage. Owner?s Suite has a private bath, walk-in closet, and tray ceiling. 2-car garage. Retreat to your patio for some R & R. To top it off, this home offers a one-year limited warranty, backed by our own dedicated customer service team. Make this home yours!

$514,900

3 beds2 baths1,482 sq ft

5919 Woodbine Dr, Madison, WI 53718

7,840 sq ft lot • $28 HOA • 2 garage spots

John Ramkey • Stark Company, REALTORS

Property at 5103 Marsh Rd, Mcfarland, WI 53558, 3 beds, 2 baths

$414,900

3 beds2 baths1,624 sq ft

5103 Marsh Rd, Mcfarland, WI 53558

Dan Bowden • Restaino & Associates

Property at 5613 Rustic Pebble Ln, Madison, WI 53718, 3 beds, 2.5 baths

$435,000

3 beds2.5 baths1,628 sq ft

5613 Rustic Pebble Ln, Madison, WI 53718

Kaitlin Solomon • MHB Real Estate

Property at 15 Bellingrath Ct, Mcfarland, WI 53558, 4 beds, 3.5 baths

$795,000

4 beds3.5 baths3,597 sq ft

15 Bellingrath Ct, Mcfarland, WI 53558

Brenda Delabarre • Stark Company, REALTORS

Property at 1514 Deerwood Dr, Madison, WI 53716, 3 beds, 2 baths

$515,000

3 beds2 baths2,132 sq ft

1514 Deerwood Dr, Madison, WI 53716

Ashley Jacobs • Real Broker LLC

Property at 6203 Driscoll Dr, Madison, WI 53718, 3 beds, 2.5 baths

$479,900

3 beds2.5 baths1,881 sq ft

6203 Driscoll Dr, Madison, WI 53718

Living In Madison Real Estate Group • Keller Williams Realty

Property at 4665 Treichel St #102, Madison, WI 53718, 2 beds, 1 bath

$224,900

2 beds1 bath974 sq ft

4665 Treichel St #102, Madison, WI 53718

Luke Bruckner • Bunbury & Assoc, REALTORS

Property at The Conrad Plan, Madison, WI 53718, 3 beds, 2 baths

$563,800

3 beds2 baths1,974 sq ft

The Conrad Plan, Madison, WI 53718

Listing provided by Zillow

Property at The Kennedy Plan, Madison, WI 53718, 3 beds, 2.5 baths

$499,900

3 beds2.5 baths1,806 sq ft

The Kennedy Plan, Madison, WI 53718

Listing provided by Zillow

Property at The Harlow Plan, Madison, WI 53718, 3 beds, 2 baths

$482,900

3 beds2 baths1,572 sq ft

The Harlow Plan, Madison, WI 53718

Listing provided by Zillow

Property at 3934 Rieder Rd, Madison, WI 53704, 3 beds, 1.5 baths

$385,000

3 beds1.5 baths1,569 sq ft

3934 Rieder Rd, Madison, WI 53704

Matt Kornstedt • Stark Company, REALTORS

Property at 3260 Harmony St, Sun Prairie, WI 53590, 3 beds, 2.5 baths

$529,000

3 beds2.5 baths2,305 sq ft

3260 Harmony St, Sun Prairie, WI 53590

Michael Weiss • MHB Real Estate

Property at 6926 Village Park Dr, Madison, WI 53718, 2 beds, 1.5 baths

$349,900

2 beds1.5 baths1,083 sq ft

6926 Village Park Dr, Madison, WI 53718

Lori Schilling • Sprinkman Real Estate

Property at 409 Acewood Blvd, Madison, WI 53714, 3 beds, 1 bath

$350,000

3 beds1 bath1,549 sq ft

409 Acewood Blvd, Madison, WI 53714

Liz Lauer • Lauer Realty Group, Inc.

Property at 3460 Palace Rd, Madison, WI 53718, 3 beds, 2 baths

$465,000

3 beds2 baths2,276 sq ft

3460 Palace Rd, Madison, WI 53718

Patrick Martin • Patrick J Martin Real Estate LLC

Property at 5326 Knightsbridge Rd, Madison, WI 53714, 3 beds, 1.5 baths

$400,000

3 beds1.5 baths1,945 sq ft

5326 Knightsbridge Rd, Madison, WI 53714

Steven Markley • Markley & Associates, REALTORS LLC

Property at 1634 Kings Mill Way #303, Madison, WI 53718, 2 beds, 2 baths

$235,000

2 beds2 baths1,001 sq ft

1634 Kings Mill Way #303, Madison, WI 53718

Ladonna Steinert • Compass Real Estate Wisconsin

Property at 4873 Felland Rd, Madison, WI 53718, 4 beds, 3 baths

$679,900

4 beds3 baths2,603 sq ft

4873 Felland Rd, Madison, WI 53718

Danice Mobley • Real Broker LLC

Property at 2007 Waterfall Way, Madison, WI 53718, 3 beds, 2.5 baths

$524,900

3 beds2.5 baths1,880 sq ft

2007 Waterfall Way, Madison, WI 53718

Erin Rogosienski • First Weber Inc - Delafield

Property at 3505 Portage Rd, Madison, WI 53704, 3 beds, 1 bath

$364,900

3 beds1 bath2,184 sq ft

3505 Portage Rd, Madison, WI 53704

Ken Seifert • Realty Executives Capital City

Property at 6402 Milwaukee St #107, Madison, WI 53718, 1 bed, 1 bath

$212,000

1 bed1 bath850 sq ft

6402 Milwaukee St #107, Madison, WI 53718

Deanna Prochaska • EXP Realty, LLC

Property at 1812 August Moon Dr, Madison, WI 53718, 3 beds, 2 baths

$524,900

3 beds2 baths1,482 sq ft

1812 August Moon Dr, Madison, WI 53718

Natalie Mecum • Stark Company, REALTORS

Property at 4501 Declaration Ln, Madison, WI 53704, 3 beds, 2 baths

$426,000

3 beds2 baths2,191 sq ft

4501 Declaration Ln, Madison, WI 53704

Michael Weiss • MHB Real Estate

Property at 1815 August Moon Dr, Madison, WI 53718, 3 beds, 2.5 baths

$454,900

3 beds2.5 baths1,502 sq ft

1815 August Moon Dr, Madison, WI 53718

Paul Treige • Stark Company, REALTORS

Property at 141 Metro Ter #105, Madison, WI 53718, 2 beds, 2 baths

$260,000

2 beds2 baths1,185 sq ft

141 Metro Ter #105, Madison, WI 53718

Tj Butler • Rock Realty

Property at 6130 Arrowpoint Way, Mcfarland, WI 53558, 3 beds, 2.5 baths

$425,000

3 beds2.5 baths2,111 sq ft

6130 Arrowpoint Way, Mcfarland, WI 53558

Dan Chin Homes Team • Real Broker LLC

Property at 4638 Hayes Rd, Madison, WI 53704, 8 beds, 4 baths

$700,000

8 beds4 baths— sq ft

4638 Hayes Rd, Madison, WI 53704

Seth Pfaehler • The McGrady Group, LLC

Property at 4650 Hayes Rd, Madison, WI 53704, 8 beds, 4 baths

$700,000

8 beds4 baths— sq ft

4650 Hayes Rd, Madison, WI 53704

Seth Pfaehler • The McGrady Group, LLC

Property at 6121 Fredericksburg Ln, Madison, WI 53718, 4 beds, 2.5 baths

$589,900

4 beds2.5 baths3,041 sq ft

6121 Fredericksburg Ln, Madison, WI 53718

Devery Cash • Keller Williams Realty

Property at 4322 Melody Ln #110, Madison, WI 53704, 2 beds, 1 bath

$175,000

2 beds1 bath987 sq ft

4322 Melody Ln #110, Madison, WI 53704

Jared Pinkus • Superior Property Group

Property at 144 Milky Way, Madison, WI 53718, 3 beds, 2 baths

$469,900

3 beds2 baths1,577 sq ft

144 Milky Way, Madison, WI 53718

Mitchell Covert • EXIT Professional Real Estate

Property at 10 Kings Mill Cir #308, Madison, WI 53718, 2 beds, 2 baths

$250,000

2 beds2 baths1,111 sq ft

10 Kings Mill Cir #308, Madison, WI 53718

Kayla Elding • Relish Realty

Property at 203 Wyalusing Dr, Madison, WI 53718, 3 beds, 2.5 baths

$340,000

3 beds2.5 baths2,006 sq ft

203 Wyalusing Dr, Madison, WI 53718

Chris Barreau • MHB Real Estate

Property at 714 Mesta Ln #3, Madison, WI 53704, 2 beds, 1.5 baths

$249,900

2 beds1.5 baths1,203 sq ft

714 Mesta Ln #3, Madison, WI 53704

Jed Burk • Coldwell Banker Real Estate Group

Property at 6402 Milwaukee St, Madison, WI 53718, 1 bed, 1 bath

$206,900

1 bed1 bath850 sq ft

6402 Milwaukee St, Madison, WI 53718

Ken Seifert • Realty Executives Capital City

Property at 10 Vienna Cir, Madison, WI 53718, 3 beds, 2 baths

$869,000

3 beds2 baths2,593 sq ft

10 Vienna Cir, Madison, WI 53718

Vern Acker • RE/MAX Preferred

Property at 1803 Autumn Lake Pkwy, Madison, WI 53718, 2 beds, 2 baths

$514,900

2 beds2 baths1,714 sq ft

1803 Autumn Lake Pkwy, Madison, WI 53718

Jeff Greenlee • Stark Company, REALTORS

Viewing page 1 of 4

Average home prices near East Side, WI

Cities

Neighborhoods

Marquette homes for sale
$672,000
Cherokee Park homes for sale
$500,000
Downtown Madison homes for sale
$450,000
Near East homes for sale
$394,500
Near West homes for sale
$649,000
North Madison homes for sale
$387,400
South Madison homes for sale
$350,000
Tenney-Lapham homes for sale
$517,450
Eken Park homes for sale
$289,900
Schenk-Atwood homes for sale
$445,000

East Side, WI real estate trends

$412K

Sale price

+1.4%
since last year

$225

Sale $/sq ft

-0.22%
since last year

Over list price

Days on market

Down payment

2.3%

Total homes sold

See more East Side, WI market insights

More to explore in East Side, WI

How to buy a house in East Side, WI

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How to buy a house in 10 steps

First-time homebuyer's guide

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Popular Markets in Wisconsin

Madison homes for sale
$429,950
Milwaukee homes for sale
$224,000
Lake Geneva homes for sale
$419,900
Brookfield homes for sale
$609,900
Kenosha homes for sale
$279,900
Wauwatosa homes for sale
$389,900
Green Bay homes for sale
$365,000
Appleton homes for sale
$325,000
Whitefish Bay homes for sale
$709,000
Mequon homes for sale
$735,000
New Berlin homes for sale
$459,800
Pewaukee homes for sale
$574,900
Pleasant Prairie homes for sale
$494,950
Middleton homes for sale
$614,750
Menomonee Falls homes for sale
$550,000

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