Vintage homes for sale & real estate in Madison, WI

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NEW 18 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Madison, WI:
SHOWINGS BEGIN 12/26/25. Been dreaming of bringing a property back to life? This 1.5 Story Fixer-Upper home from the late 1800s is calling your name! Flooring, ceilings, most walls need to be removed and replaced (there is hardwood on the main level, however there are many patched sections). There are quaint built-ins on the main level, and wide wood trim that would be lovely when restored. Garage is likely a tear-down. Back porch needs extensive work, or removal. Front and rear entry steps are in bad shape. Property is being sold in AS-IS CONDITION by owner?s representative. Needs new mechanicals, electrical and plumbing updates. Will not qualify for VA/FHA financing. Likely asbestos on he

$300,000

4 beds2 baths1,553 sq ft

2120 Winnebago St, Madison, WI 53704

7,405 sq ft lot • Garage • Built 1898

Jill Oelke • Century 21 Affiliated

ABOUT THIS HOME
Vintage Home for sale in Madison, WI:
Discover this classic Nakoma home featuring hardwood floors throughout, remodeled kitchen with new appliances (2022), and first floor family room facing your fully private fenced back yard. Finished LL rec room with epoxy floor perfect for you ping pong or pool table or just chilling out. Enjoy your spacious (approximately 400 sq ft) refinished deck with bench seating perfect for entertaining your guests in spring, summer, and fall. Gardeners will enjoy grape arbor, hosta, stella de oro, irises, astilbe, tulips, and more. Children can walk to Thoreau Elementary and Cherokee Middle Schools. This is truly a home you can love for years to come.

$749,000

3 beds2.5 baths2,013 sq ft

4186 Nakoma Rd, Madison, WI 53711

Remodeled kitchen • Refinished deck • Finished ll rec room

Rick Lyngaas • Century 21 Affiliated

ABOUT THIS HOME
Vintage Home for sale in Madison, WI:
Show 12/15.

$1,300,000

3 beds2.5 baths2,000 sq ft

1226 Sweetbriar Rd, Madison, WI 53705

0.34 acre lot • Garage • Built 1916

Kaitlin Solomon • MHB Real Estate

ABOUT THIS HOME
Vintage Home for sale in Madison, WI:
Tucked into the heart of Madison?s beloved Nakoma neighborhood, this charming bungalow feels both timeless and welcoming. Just blocks from parks, restaurants, and the vibrant life of the city, the home has been lovingly maintained and is ready for its next chapter. A thoughtfully updated kitchen opens to an easy, flowing floor plan?perfect for quiet mornings or gatherings with friends around the fireplace. Three comfortable bedrooms, a full bath, warm oak hardwood floors, and generous closet space complete the main level. Downstairs, the lower level is a blank canvas ready for your vision, with an egress window already in place?making it easy to expand and nearly double the home?s living sp

$545,000

3 beds1 bath1,186 sq ft

3930 Nakoma Rd, Madison, WI 53711

Egress window • Updated kitchen • 7,840 sq ft lot

Steve Britt • Spencer Real Estate Group

ABOUT THIS HOME
Vintage Home for sale in Madison, WI:
Rare opportunity at 104 N 4th St in Madison, WI an updated, side-by-side, townhouse style duplex on the Isthmus! Bike and Walk! Properties feel like single family homes with separate entrances, and basement access. A favorite and desired location with lots character. Wood floors, bricked fireplaces with gas hookups, archways, woodwork, tiled baths, walk in closets, plenty of driveway parking, fenced private yard with nice space for a garden/landscape. Updated kitchen and bath! It's the perfect time to start or add to your portfolio and an excellent option for the owner occupant which it was previously used for. Updates in 2020, furnace, AC, windows, siding, insulation. Great property!

$595,000

4 beds2 baths— sq ft

108 N 4th St, Madison, WI 53704

4,791 sq ft lot • Built 1928 • Listed 7 days

Ryan Esser • Berkshire Hathaway HomeServices True Realty

Property at 417-419 Berwyn Dr, Madison, WI 53711, 5 beds, 2 baths

$635,000

5 beds2 baths— sq ft

417-419 Berwyn Dr, Madison, WI 53711

Andrew Schmidt • Alexander Company Inc

Property at 1245 E Dayton St, Madison, WI 53703, 6 beds, 4 baths

$705,000

6 beds4 baths— sq ft

1245 E Dayton St, Madison, WI 53703

Jason Allen • Rock Realty

Property at 3162 Webb Ave, Madison, WI 53714, 3 beds, 2 baths

$375,000

3 beds2 baths1,620 sq ft

3162 Webb Ave, Madison, WI 53714

Ina Acuca • A Way Home Real Estate Agency

Property at 725 N Meadow Ln, Madison, WI 53705, 2 beds, 1.5 baths

$399,000

2 beds1.5 baths732 sq ft

725 N Meadow Ln, Madison, WI 53705

Joseph Dlugosz • Stark Company, REALTORS

Property at 1133-1135 Vilas Ave, Madison, WI 53715, 5 beds, 3 baths

$825,000

5 beds3 baths— sq ft

1133-1135 Vilas Ave, Madison, WI 53715

Chris Feneis • Keller Williams Lake Country

Property at 1526 Arizona Pass, Madison, WI 53704, 3 beds, 2 baths

$370,000

3 beds2 baths2,003 sq ft

1526 Arizona Pass, Madison, WI 53704

Dan Chin Homes Team • Real Broker LLC

Property at 1001 Grant St, Madison, WI 53711, 6 beds, 5 baths

$1,325,000

6 beds5 baths— sq ft

1001 Grant St, Madison, WI 53711

Max Peternell • Bruner Realty & Management

Property at 752 E Gorham St, Madison, WI 53703, 6 beds, 6.5 baths

$1,950,000

6 beds6.5 baths5,374 sq ft

752 E Gorham St, Madison, WI 53703

Sona Olson • Real Broker LLC

Property at 3401 Dawes St, Madison, WI 53714, 5 beds, 3 baths

$629,000

5 beds3 baths— sq ft

3401 Dawes St, Madison, WI 53714

Tracy Howard • Havenwood Realty

Property at 713 Redland Dr, Madison, WI 53714, 3 beds, 2 baths

$369,900

3 beds2 baths1,776 sq ft

713 Redland Dr, Madison, WI 53714

Caleb Payne • Madcityhomes.Com

Property at 208 Saratoga Cir, Madison, WI 53705, 4 beds, 3 baths

$899,000

4 beds3 baths2,762 sq ft

208 Saratoga Cir, Madison, WI 53705

Shelly Sprinkman • Sprinkman Real Estate

Property at 623 Summit Rd, Madison, WI 53704, 4 beds, 4.5 baths

$1,900,000

4 beds4.5 baths3,220 sq ft

623 Summit Rd, Madison, WI 53704

Paul Breininger • Century 21 Complete Serv Realty

Property at 5517 Dorsett Dr, Madison, WI 53711, 3 beds, 1 bath

$410,000

3 beds1 bath1,349 sq ft

5517 Dorsett Dr, Madison, WI 53711

Jennell Jackson • Conrad Development LLC

Property at 426 Rushmore Ln, Madison, WI 53711, 8 beds, 4 baths

$1,168,000

8 beds4 baths— sq ft

426 Rushmore Ln, Madison, WI 53711

Doug Noot • EXP Realty, LLC

Property at 1802-1806 Loftsgordon Ave, Madison, WI 53704, 6 beds, 2 baths

$447,749

6 beds2 baths— sq ft

1802-1806 Loftsgordon Ave, Madison, WI 53704

Dan Chin Homes Team • Real Broker LLC

Property at 816 Melvin Ct, Madison, WI 53704, 4 beds, 2 baths

$350,000

4 beds2 baths— sq ft

816 Melvin Ct, Madison, WI 53704

Gordon Stebbings • Wisco Real Estate Sales

Property at 4345 Hillcrest Dr, Madison, WI 53705, 3 beds, 2 baths

$525,000

3 beds2 baths1,673 sq ft

4345 Hillcrest Dr, Madison, WI 53705

Philip Krause • Incredible Real Estate

Property at 4206 Manitou Way, Madison, WI 53711, 4 beds, 2.5 baths

$995,000

4 beds2.5 baths2,560 sq ft

4206 Manitou Way, Madison, WI 53711

Jenny Bunbury-Johnson • Bunbury & Assoc, REALTORS

Property at 3062 Shaw Ct, Madison, WI 53711, 3 beds, 3 baths

$720,000

3 beds3 baths1,641 sq ft

3062 Shaw Ct, Madison, WI 53711

Conrad Gorman • Berkshire Hathaway HomeServices True Realty

Property at 6233 Countryside Ln, Madison, WI 53705, 4 beds, 2 baths

$900,000

4 beds2 baths2,302 sq ft

6233 Countryside Ln, Madison, WI 53705

Jean Knickelbine • Realty Executives Cooper Spransy

Property at 4130 Manitou Way, Madison, WI 53711, 4 beds, 2.5 baths

$1,225,000

4 beds2.5 baths2,612 sq ft

4130 Manitou Way, Madison, WI 53711

Kaitlin Solomon • MHB Real Estate

Property at 4301 Odana Rd, Madison, WI 53711, 5 beds, 3 baths

$595,900

5 beds3 baths3,152 sq ft

4301 Odana Rd, Madison, WI 53711

Angela Ketelsen • Real Broker LLC

Property at 4603 Gordon Ave, Monona, WI 53716, 3 beds, 2 baths

$410,000

3 beds2 baths1,600 sq ft

4603 Gordon Ave, Monona, WI 53716

Geri Pettersen • Berkshire Hathaway HomeServices True Realty

Property at 1510 Ellen Ave, Madison, WI 53716, 3 beds, 2 baths

$369,900

3 beds2 baths2,015 sq ft

1510 Ellen Ave, Madison, WI 53716

Tom Matson • Berkshire Hathaway HomeServices Matson Real Estate

Property at 927 Drake St, Madison, WI 53715, 5 beds, 1 bath

$419,900

5 beds1 bath1,142 sq ft

927 Drake St, Madison, WI 53715

Matt Lindholm • Bruner Realty & Management

Property at 401 Merrill Crest Dr, Madison, WI 53705, 2 beds, 2 baths

$450,000

2 beds2 baths1,298 sq ft

401 Merrill Crest Dr, Madison, WI 53705

Jenny Bunbury-Johnson • Bunbury & Assoc, REALTORS

Property at 1309 Dale Ave, Madison, WI 53705, 3 beds, 1 bath

$379,900

3 beds1 bath1,992 sq ft

1309 Dale Ave, Madison, WI 53705

Charla Piper • Century 21 Affiliated

Property at 2725 Kendall Ave, Madison, WI 53705, 3 beds, 1 bath

$639,900

3 beds1 bath1,583 sq ft

2725 Kendall Ave, Madison, WI 53705

Geri Pettersen • Berkshire Hathaway HomeServices True Realty

Property at 121 S Hamilton St #202, Madison, WI 53703, 1 bed, 1 bath

$245,000

1 bed1 bath432 sq ft

121 S Hamilton St #202, Madison, WI 53703

Aaron Weber • Compass Real Estate Wisconsin

Property at 1217 Northport Dr, Madison, WI 53704, 3 beds, 1 bath

$279,000

3 beds1 bath887 sq ft

1217 Northport Dr, Madison, WI 53704

Steve Swierczynski • Century 21 Affiliated

Property at 1626 Laurel Crst, Madison, WI 53705, 5 beds, 3 baths

$784,000

5 beds3 baths3,552 sq ft

1626 Laurel Crst, Madison, WI 53705

Chris Barreau • MHB Real Estate

Property at 238 Kensington Dr, Madison, WI 53704, 3 beds, 2 baths

$650,000

3 beds2 baths2,056 sq ft

238 Kensington Dr, Madison, WI 53704

Mary Duff • Stark Company, REALTORS

Property at 19 Paget Rd, Madison, WI 53704, 5 beds, 4 baths

$1,695,000

5 beds4 baths4,086 sq ft

19 Paget Rd, Madison, WI 53704

Lori Murphy • Sprinkman Real Estate

Property at 5805 Roosevelt St, Middleton, WI 53562, 2 beds, 1 bath

$350,000

2 beds1 bath864 sq ft

5805 Roosevelt St, Middleton, WI 53562

Spencer Schumacher • Spencer Real Estate Group

Property at 1858 Rutledge St, Madison, WI 53704, 3 beds, 2 baths

$675,000

3 beds2 baths1,714 sq ft

1858 Rutledge St, Madison, WI 53704

Kellie Unke • Stark Company, REALTORS

Property at 1417 Reetz Rd, Madison, WI 53711, 3 beds, 3 baths

$449,900

3 beds3 baths1,947 sq ft

1417 Reetz Rd, Madison, WI 53711

Erika Haar • CCL Management

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Vintage Homes for Sale in Madison

There are currently 52 vintage homes for sale in Madison at a median listing price of $425K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Madison stay on the market for 60 days and receive 2 offers. Popular neighborhoods include Nakoma, Downtown Madison, Middleton Hills, West Side, and Near West Madison. This map is refreshed with the newest listings in Madison every 15 minutes.

In the past month, 186 homes have been sold in Madison. In addition to houses in Madison, there were also 154 condos, 60 townhouses, and 26 multi-family units for sale in Madison last month. Madison is a moderately walkable city in Dane County with a Walk Score of 50. Madison is home to approximately 232,495 people and 207,710 jobs. Find your dream home in Madison using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Madison are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Madison. Our Madison real estate stats and trends will give you more information about home buying and selling trends in Madison. If you're looking to sell your home in the Madison area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Madison with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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