Vintage Dane County Homes

Looking for a single family home with vintage character and charm? Concentrating on Dane County homes built from 1940-1960 might just be in order. Do you love built-ins, arched doorways, and hardwood floors?  A "vintage" home, homes built after 1940 but no later than 1960, can be a charming throwback to yesteryear. Check out the vintage homes currently for sale in Dane County below. Or, to read some colorful descriptions of our favorite vintage home features and characteristics, Click Here.

Cape Cod style home in Wisconsin

Dane County Vintage Real Estate Statistics

Average Price $482K
Lowest Price $185K
Highest Price $2M
Total Listings 115
Avg. Days On Market 40
Avg. Price/SQFT $296

Property Types (active listings)

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5723 Tonyawatha Trail, Monona

$1,950,000

5723 Tonyawatha Trail, Monona

3 Beds 3.5 Baths 3,717 SqFt Single Family MLS® # 2027720
623 Summit Road, Maple Bluff

$1,750,000

↓ $50,000

623 Summit Road, Maple Bluff

4 Beds 4.5 Baths 3,220 SqFt Single Family MLS® # 2019277
3048 Waunona Way, Madison

$1,295,000

3048 Waunona Way, Madison

4 Beds 2 Baths 1,784 SqFt Single Family MLS® # 2028695
11 Fuller Drive, Maple Bluff

$1,200,000

↓ $150,000

11 Fuller Drive, Maple Bluff

4 Beds 2.5 Baths 3,266 SqFt Single Family MLS® # 2024670
2809 Dewey Court, Middleton

$1,000,000

2809 Dewey Court, Middleton

3 Beds 2 Baths 1,704 SqFt Single Family MLS® # 2019384
1111 Amherst Drive, Shorewood Hills

$850,000

1111 Amherst Drive, Shorewood Hills

3 Beds 1.5 Baths 1,558 SqFt Single Family MLS® # 2026462
4207 Bainbridge Street, Madison

$840,000

4207 Bainbridge Street, Madison

4 Beds 3 Baths 2,902 SqFt Single Family MLS® # 2026327
322 Robin Parkway, Madison

$825,000

322 Robin Parkway, Madison

4 Beds 2.5 Baths 2,967 SqFt Single Family MLS® # 2028305
2224 Hwy 51, Dunn

$825,000

2224 Hwy 51, Dunn

2 Beds 1.5 Baths 1,946 SqFt Single Family MLS® # 2026664
Open House
4214 Mohawk Drive, Madison

$794,500

↓ $30,500

4214 Mohawk Drive, Madison

3 Beds 2.5 Baths 2,406 SqFt Single Family
Sat, Aug 8th, 2026 @ 12pm - 2pm
MLS® # 2024273
13 Virginia Terrace, Madison

$789,900

↓ $10,000

13 Virginia Terrace, Madison

4 Beds 2 Baths 1,898 SqFt Single Family MLS® # 2024311
Open House
25 Hiawatha Circle, Madison

$787,000

25 Hiawatha Circle, Madison

4 Beds 1.5 Baths 2,166 SqFt Single Family
Sat, Aug 8th, 2026 @ 10:30am - 12:30pm
MLS® # 2028880
5202 S Hill Drive, Madison

$750,000

5202 S Hill Drive, Madison

4 Beds 2 Baths 2,051 SqFt Single Family MLS® # 2028156
713 N Bird Street, Sun Prairie

$725,000

↑ $25,000

713 N Bird Street, Sun Prairie

4 Beds 3.5 Baths 3,873 SqFt Single Family MLS® # 2027343
5794 Portage & 3949 Hoepker Road, Burke

$700,000

5794 Portage & 3949 Hoepker Road, Burke

4 Beds 1.5 Baths 1,669 SqFt Single Family MLS® # 2025108
Open House
223 N Baldwin Street, Madison

$695,000

223 N Baldwin Street, Madison

4 Beds 3 Baths 2,263 SqFt Single Family
Sat, Aug 8th, 2026 @ 1pm - 3pm
MLS® # 2027615
526 Woodside Terrace, Madison

$685,000

526 Woodside Terrace, Madison

4 Beds 2 Baths 2,128 SqFt Single Family MLS® # 2026120
6 S Meadow Lane, Madison

$679,900

↓ $40,000

6 S Meadow Lane, Madison

5 Beds 2 Baths 2,203 SqFt Single Family MLS® # 2027972
560 Toepfer Avenue, Madison

$635,000

560 Toepfer Avenue, Madison

4 Beds 1.5 Baths 1,993 SqFt Single Family MLS® # 2029170
4834 Marathon Drive, Madison

$625,000

4834 Marathon Drive, Madison

3 Beds 1.5 Baths 1,641 SqFt Single Family MLS® # 2028043
12 Farley Avenue, Madison

$599,900

↓ $25,000

12 Farley Avenue, Madison

4 Beds 2 Baths 1,302 SqFt Single Family MLS® # 2024611
114 W Olin Avenue, Madison

$589,900

↓ $10,000

114 W Olin Avenue, Madison

7 Beds 3 Baths 2,280 SqFt Single Family MLS® # 2019630
37 Hiawatha Circle, Madison

$589,000

37 Hiawatha Circle, Madison

2 Beds 1.5 Baths 1,449 SqFt Single Family MLS® # 2029118
913 Mohican Pass, Madison

$586,000

913 Mohican Pass, Madison

3 Beds 2 Baths 1,424 SqFt Single Family MLS® # 2027668

Vintage Homes & Architecture

What makes a home vintage? Admittedly, we kind of invented the term when it comes to home styles. Well, at least it's not considered an "official" home style as defined by the SCWMLS (South Central WI MLS). But it's a useful term when you think about the types of characteristics typically found in a home built between 1940 and 1970.

What are some of the characteristics of vintage homes that people love? California bungalows offer cottage-like exteriors, cozy-feeling interiors, and large, inviting front porches. Cape Cod style homes are distinctively square or rectangular one-story structures with gabled roofs and unadorned fronts. Contemporary style homes are easily recognized by their unusually placed windows, exceptionally clean lines, and atypical mix of materials. Originated by Frank Lloyd Wright, Prairie/Craftsman style homes are found in two distinct styles--boxy and symmetrical or low-profile and asymmetrical. Prairie styles are distinguishable by full-or partial-width porches framed by tapered columns, overhanging eaves, and exposed roof rafters

Vintage Homes & Lifestyles

Vintage homes are often located in the older part of Dane County cities, towns, and villages, making vintage homes typically more "walkable" than newer homes that are more often located on the edge of town or in a far-flung suburb. Like historic homes, vintage homes often come with a project or two. Thankfully we've got a great list of folks that can help if need be!

Vintage homes may possess certain issues that newer homes do not. Vintage homes are also in great demand throughout Dane County which means the best ones do go fast. Be sure to request a Lake & City Homes buyer agent who can bring hidden inventory to your attention, as well as represent your best interests when purchasing a vintage home.

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