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.

Search Vintage Homes for Sale

131 Properties Found. Page 1 of 6

This Maple Bluff Beauty Has 80ft .5 Acre Of Per...

Photo of Listing #1826431

$1,599,000 Active

  • 5 Beds
  • Baths
  • 0.54 Acres
  • 4,684 ft²

Single Family

33 Harbort Dr, Maple Bluff, WI

MLS® #1826431

This Maple Bluff Beauty Has 80ft .5 Acre Of Perfect Level Lake Frontage On Lake Mendota! Enjoy Capitol Views, The City Skyline & Spectacular Sunsets! Spacious, Custom Designed Ranch W/open Floor Plan In Mint Condition! Huge Master Suite W/lake View & Marble...

Stunning Prairie Craftsman Boasts 114 Ft Of Fro...

REDUCED 4% Photo of Listing #1825574

$1,295,000 Active

  • 4 Beds
  • 4 Baths
  • 0.7 Acres
  • 3,592 ft²

Single Family

5579 Kupfer Rd, Westport, WI

MLS® #1825574

Stunning Prairie Craftsman Boasts 114 Ft Of Frontage On Lake Mendota A 3/4 Acre Lot! Extensive Redesign By Architect Udvari-solner In '12 Transformed The Living Experience, Bringing The Natural Setting To The Forefront. Striking Kitchen Boasts Cherry Cabine...

Don't Miss This Spacious Contemporary 5 Bed, 3 ...

REDUCED 5% Photo of Listing #1825872

$789,000 Active

  • 5 Beds
  • 3 Baths
  • 0.34 Acres
  • 3,334 ft²

Single Family

1137 Amherst Dr, Shorewood Hills, WI

MLS® #1825872

Don't Miss This Spacious Contemporary 5 Bed, 3 Bath Home In Shorewood Hills. Main Floor Features A Large Remodeled Eat-in Kitchen W/pass Through To Dining Room, 2 Large Living Spaces, 2 Fireplaces + Hardwood Floors Throughout. 4 Beds, 2 Baths Upstairs, Incl...

66 Ft Of Pristine Level Lake Mendota Water Fron...

Photo of Listing #1825466

$730,000 Offer-Show

  • 4 Beds
  • Baths
  • 0.3 Acres
  • 3,156 ft²

Single Family

717 Woodward Dr, Madison, WI

MLS® #1825466

66 Ft Of Pristine Level Lake Mendota Water Frontage! The Pier Has Excellent Water Depth For Your Boat! This 4 Bedroom Ranch Home Boasts Spectacular Capital Views From Your Full Sized Windows In Several Rooms! 2 Wood Burning Fireplaces! You'll Be Sure & ...

Charming 5 Bedroom 3 Bath Home In The Center Of...

Photo of Listing #1821185

$600,000 Active

  • 5 Beds
  • 3 Baths
  • 0.17 Acres
  • 2,801 ft²

Single Family

1105 Edgehill Dr, Shorewood Hills, WI

MLS® #1821185

Charming 5 Bedroom 3 Bath Home In The Center Of Shorewood Hills! Living Room Features Original Built Ins & Wood Burning Fireplace That Flows Seamlessly Into The Dining Room. Bright Sunroom W/sliding Doors Leading To Large Deck Overlooking Private Yard. Cozy...

Rare Opportunity For Ag-zoned Property! Single ...

Photo of Listing #1825311

$599,900 Active

  • 3 Beds
  • Baths
  • 3.92 Acres
  • 1,696 ft²

Single Family

6325 Commercial Ave, Madison, WI

MLS® #1825311

Rare Opportunity For Ag-zoned Property! Single Story 3 Bed/ 1.5 Bath Ranch On 3.9 Acre Lot With Three Outbuildings. Main Living Area Complete With Large Kitchen With Ss Appliances And Living Room With Hardwood Floors. Spacious Bedrooms With On-suite Half Ma...

This Charming Home Has Expansive Views Of Lake ...

NEW Photo of Listing #1827583

$595,000 Active

  • 3 Beds
  • Baths
  • 0.14 Acres
  • 1,767 ft²

Single Family

801 Woodward Dr, Madison, WI

MLS® #1827583

This Charming Home Has Expansive Views Of Lake Mendota & The Capital. The Living Room Has A Door To Deck & Back Yard. Spacious Kitchen With Separate Dining Area. Master Bedroom Has A Sitting Area, Private Deck & Views Of The Lake. Lower Level Is Partially F...

Location, Location, Location. This Sale Include...

Photo of Listing #1824507

$595,000 Active

  • 1 Beds
  • 1 Baths
  • 2.47 Acres
  • 900 ft²

Single Family

2735 Rimrock Rd, Madison, WI

MLS® #1824507

Location, Location, Location. This Sale Includes Two Adjacent Lots Totaling 2.47 Acres For New Development Across The Meriter Business Center Of Rimrock Rd. Town Of Madison Zoning Authority States Rezoning From Rh1 To Either B1 Or C1 Consistent With The App...

Mid Century Modern-built In 1956, First Time Be...

NEW Photo of Listing #1828134

$569,900 Active

  • 4 Beds
  • Baths
  • 0.19 Acres
  • 2,850 ft²

Single Family

106 Alden Dr, Madison, WI

MLS® #1828134

Mid Century Modern-built In 1956, First Time Being Offered. Great Flow-open Floor Plan, With Wonderful, Natural Light. Master Suite W/full Bath & Balcony As Well As Dining Room, And Ll Family Room W/wet Bar Were Added In 1964. Cork Flooring Under Carpet I...

Motivated Seller! Stone Colonial Sits Atop A Hi...

Photo of Listing #1810350

$569,000 Active

  • 3 Beds
  • Baths
  • 0.22 Acres
  • 2,030 ft²

Single Family

3220 Topping Rd, Shorewood Hills, WI

MLS® #1810350

Motivated Seller! Stone Colonial Sits Atop A Hill Within Walking Distance To All That Shorewood Hills Has To Offer - Pool, School, Parks, Shops & Restaurants. Bright And Sunny, This Home Abounds With Natural Light Throughout, Including The Walkout Finished ...

Your Sublime Has Arrived! This Mid-century, Lak...

REDUCED 5% Photo of Listing #1823440

$549,900 Active

  • 2 Beds
  • 2 Baths
  • 0.58 Acres
  • 1,607 ft²

Single Family

2375 Williams Point Dr, Pleasant Springs, WI

MLS® #1823440

Your Sublime Has Arrived! This Mid-century, Lake Kegonsa Home Sits On Two Gorgeous Lots With Over 160’ Of Frontage, And The Choice Is Yours - Update The Existing Home Or Let This Spectacular Lot Become The Site Of That Dream Home You’ve Been Working Toward!...

Fully Updated Highland Park Charmer! Blocks To ...

Photo of Listing #1826468

$524,900 Active

  • 4 Beds
  • Baths
  • 0.16 Acres
  • 2,094 ft²

Single Family

2710 Mason St, Madison, WI

MLS® #1826468

Fully Updated Highland Park Charmer! Blocks To Uw Hospital, Shopping, Schools, Parks & Bike Paths. Large Sunny Living Area With Beautiful New Gas Fireplace, Fully Remodeled Kitchen With Hickory Cabinets, High End Appliances, Updated Baths, Newer Roof (2016)...

Breathtaking West Madison Ranch W/ All The Feat...

Photo of Listing #1826446

$510,000 Active

  • 4 Beds
  • Baths
  • 0.46 Acres
  • 2,414 ft²

Single Family

1618 Laurel Crest, Madison, WI

MLS® #1826446

Breathtaking West Madison Ranch W/ All The Features You've Been Dreaming Of; Minutes From Hilldale, Downtown Madison, Willy Street Co-op And Middleton. When They Say Location, Location, Location; This Is It. gleaming Hardwood Floors Throughout, Slate And Tr...

Amazing Waterfront Property With 260' On The Ya...

REDUCED 5% Photo of Listing #1812152

$500,000 Active

  • 3 Beds
  • Baths
  • 2.03 Acres
  • 2,042 ft²

Single Family

2887 Exchange St, Dunn, WI

MLS® #1812152

Amazing Waterfront Property With 260' On The Yahara River! Beautiful Home With Nice Update Sits On Just Over 2 Acres On 3 Parcels. Take A Walk On The Property And Enjoy The Many Plant And Animal Species. Slip The Kayak In And Take A Sunset Cruise. This Pro...

Gorgeous Westmorland Home W/ Tons Of Character!...

Photo of Listing #1822942

$499,900 Offer-Show

  • 4 Beds
  • 3 Baths
  • 0.2 Acres
  • 2,296 ft²

Single Family

505 Toepfer Ave, Madison, WI

MLS® #1822942

Gorgeous Westmorland Home W/ Tons Of Character! Rare 4 Bedroom Home, W/ 2.5 Car Garage In This Desirable Neighborhood. 5 Minute Drive To: Uw Hospital & Campus, Hilldale, Trader Joe's. Walkable To Sw Commuter Bike Path, Several Parks, Lake Wingra, Monroe St....

Showings Start 4/19! Built By W.e. Schweitzer,...

NEW Photo of Listing #1827860

$495,000 Active

  • 3 Beds
  • 3 Baths
  • 0.18 Acres
  • 1,950 ft²

Single Family

3917 Plymouth Cir, Madison, WI

MLS® #1827860

Showings Start 4/19! Built By W.e. Schweitzer, The Mrs. Sara Sweet House Is A Soft-contemporary With Approx. 1950 Sf Of Period Details Combined With Modern Amenities. Wood Floors & Paneling, Built-in Shelving, Brick, And 2 Fireplaces Create Warmth And Dep...

Sunny, Updated Near-west Cape Cod With Original...

Photo of Listing #1826624

$485,000 Active

  • 4 Beds
  • Baths
  • 0.17 Acres
  • 2,295 ft²

Single Family

202 Farley Ave, Madison, WI

MLS® #1826624

Sunny, Updated Near-west Cape Cod With Original Character In Desirable Franklin/randall School Area. Large, Open Kitchen/dining Space. Beautiful Master Br Addition With Walk-in Closet, Window Seat, Skylight. Main Level Office, Br & Full Bath. Attractive Har...

Location! Location! Location! Come Live In A Ho...

NEW Photo of Listing #1827846

$475,000 Active

  • 4 Beds
  • 3 Baths
  • 0.14 Acres
  • 2,025 ft²

Single Family

4118 Birch Ave, Madison, WI

MLS® #1827846

Location! Location! Location! Come Live In A House Loaded With Character And Charm Right In The Heart Of The Desirable Westmorland Neighborhood. This 4 Bedroom, 3 Bathroom Gem Includes A Newly Remodeled Chef's Kitchen With Viking Appliances & Quartz Counter...

Midcentury Modern Lovers, This Is The Home You'...

Photo of Listing #1825348

$469,000 Offer-Show

  • 3 Beds
  • 2 Baths
  • 0.16 Acres
  • 1,930 ft²

Single Family

25 Shepard Terr, Madison, WI

MLS® #1825348

Midcentury Modern Lovers, This Is The Home You've Been Waiting For. A 1952 James Dresser (a Taliesin Architect) Designed Home With Fantastic Original Details Intact, This Is A One-of-a-kind Treasure. You'll Love The Open Layout, Douglas Fir Paneling, Ceilin...

Large, Well Maintained & Updated Home Located O...

Photo of Listing #1826553

$459,900 Active

  • 4 Beds
  • Baths
  • 0.63 Acres
  • 3,213 ft²

Single Family

6234 Countryside Ln, Middleton, WI

MLS® #1826553

Large, Well Maintained & Updated Home Located On Just Over 1/2 Acre Lot In A Highly Desirable School District. Updates Include: Complete Kitchen, Master Suite Remodel, Bathrooms Updated, Fresh Paint & Extensive Landscaping, 2012: 2 Furnace, 2 A/c, H2o Heate...

Rare Opportunity! This Charming Cape Cod Has Be...

Photo of Listing #1820760

$434,900 Offer-Show

  • 3 Beds
  • Baths
  • 0.14 Acres
  • 2,453 ft²

Single Family

7002 Hubbard Ave, Middleton, WI

MLS® #1820760

Rare Opportunity! This Charming Cape Cod Has Been Thoughtfully Designed With A Superb Attention To Detail. Home Features Stunning Hardwood Floors Throughout Home! Main Level Has Spacious Living Room With Fully Updated Kitchen & Dining Room. Large Master Bed...

Exceptional Opportunity To Own An Amazing Home ...

Photo of Listing #1823197

$424,900 Offer-Show

  • 4 Beds
  • Baths
  • 0.4 Acres
  • 2,576 ft²

Single Family

434 Hilltop Dr, Madison, WI

MLS® #1823197

Exceptional Opportunity To Own An Amazing Home On One Of The Best Lots In Midvale/van Hise Area.impressively Well-remodeled In 2014, The Rooms Are Large And The Floor Plan Is Open.the Large Wooded Lot Offers Tons Of Privacy And The House Takes Advantage Of ...

It Has Been Loved By A Craftsman Carpenter For ...

NEW Photo of Listing #1826489

$420,000 Active

  • 4 Beds
  • 2 Baths
  • 0.22 Acres
  • 2,464 ft²

Single Family

318 Karen Ct, Madison, WI

MLS® #1826489

It Has Been Loved By A Craftsman Carpenter For Years, And It Shows! This Four Bedroom/2 Bath Sunset Village Home Had Two Major Additions During The Current Ownership. Huge Wooded Fenced Lot. Exposed Lower Level With Major Sunlight. Remodeled Kitchen With Br...

Must See Home With Modern Features Rarely Found...

REDUCED 2% Photo of Listing #1820149

$419,900 Offer-Show

  • 4 Beds
  • Baths
  • 0.2 Acres
  • 2,600 ft²

Single Family

3002 Mckinley St, Madison, WI

MLS® #1820149

Must See Home With Modern Features Rarely Found In The Area. This Property Is Move-in Condition And Has Been Through Several Phases Of Remodeling Including Second Floor Master Suite, Finished Lower Level With Separate Living Room And 2nd Kitchen. This Rare ...

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 distintively 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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