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

95 Properties Found. Page 1 of 4

47.5 Acres Between Windsor And Deforest. 43 Of ...

Photo of Listing #1841775

$2,350,000 Active

  • 3 Beds
  • Baths
  • 47.5 Acres
  • 1,693 ft²

Single Family

4653 Windsor Rd, Windsor, WI

MLS® #1841775

47.5 Acres Between Windsor And Deforest. 43 Of The Acres Are Currently Tillable. This Property Is Bordered By Interstate Frontage To The West, Windsor Rd And The Village Of Deforest To The North And Lake Windsor Neighborhood/ Golf Course To The South And E...

Fantastic Lake Mendota! Price Includes 2 Adjace...

REDUCED 2% Photo of Listing #1846927

$1,465,000 Offer-Show

  • 4 Beds
  • Baths
  • 0.67 Acres
  • 3,162 ft²

Single Family

5718 Lake Mendota Dr, Madison, WI

MLS® #1846927

Fantastic Lake Mendota! Price Includes 2 Adjacent Lots (flat/level Land) Totalling Almost 30,000 Sq. Ft And 66' On Lake Frontage. Total Lot Is .67 Acres. Lot 1 Is A 4br, 2ba Home. Features Large, Open Concept Lr/dr/kitchen With Separate Fam Room W/ Lake Vie...

Showings Start 3/15 At Noon. Luxuriate In This...

NEW Photo of Listing #1851279

$899,000 Active

  • 4 Beds
  • Baths
  • 0.27 Acres
  • 4,041 ft²

Single Family

1906 Waunona Way, Madison, WI

MLS® #1851279

Showings Start 3/15 At Noon. Luxuriate In This Contemporary Lake Home While Drinking In The Sunset (or Sunrise) From One Of The Decks As You Enjoy Stunning Views Of The Capitol & Monona Terrace. In Cooler Months, The Lake Views Still Take Center Stage Than...

Should Be On A Magazine Cover! This Striking Mi...

Photo of Listing #1845140

$865,000 Active

  • 3 Beds
  • Baths
  • 0.19 Acres
  • 2,926 ft²

Single Family

4126 Country Club Rd, Madison, WI

MLS® #1845140

Should Be On A Magazine Cover! This Striking Mid-century Multi-level Has Stylish Contemporary Finishes Throughout. The Uniqueness Of This Home Is Apparent In The Keen Attention To Detail. A Floating Granite Kitchen Table, A Softly Curved Wall In The Foyer, ...

A Rare Find In Beautiful Shorewood Hills A Home...

REDUCED 14% Photo of Listing #1836950

$800,000 Active

  • 5 Beds
  • Baths
  • 0.31 Acres
  • 3,710 ft²

Single Family

1234 Dartmouth Rd, Shorewood Hills, WI

MLS® #1836950

A Rare Find In Beautiful Shorewood Hills A Home On A Double Lot W Recently Re Finished Hardwood Floors + A Secluded, Lg Backyard W. Mature Trees + Big Patio. 2 Dining Rms - One Has Big & Impressive Floor To Ceiling Windows ! 2 Wood Burning Fireplaces - 1 I...

17 Acre Very Private Elegant Country Retreat. ...

Photo of Listing #1846557

$798,000 Offer-Bump

  • 5 Beds
  • Baths
  • 17.01 Acres
  • 6,176 ft²

Single Family

215 Gill Rd, Christiana, WI

MLS® #1846557

17 Acre Very Private Elegant Country Retreat. Impeccable 6,000+ Sq. Ft. Ranch Bordered On 3 Sides By County Park On A Dead End Road! Your Own Paradise With 7 Stall Horse Barn, Granary As Art Studio, Indoor Arena W/covered Horse Trailer Parking, Workshop W...

Magnificient Midcentury Modern Designed By Reno...

REDUCED 3% Photo of Listing #1848164

$725,000 Active

  • 3 Beds
  • 3 Baths
  • 0.3 Acres
  • 3,328 ft²

Single Family

4006 Mandan Crescent, Madison, WI

MLS® #1848164

Magnificient Midcentury Modern Designed By Renowned Architects Livermore And Samuelson. Beautiful Home On An Extra Large City Lot With A Prestigious Street Address In The Heart Of Nakoma. Don't Just Drive By, The Interior Will Surprise You! Tranquil Interio...

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...

Directly Across From Maple Bluff Golf Course! T...

REDUCED 4% Photo of Listing #1842746

$549,900 Active

  • 3 Beds
  • 3 Baths
  • 0.25 Acres
  • 2,626 ft²

Single Family

305 Del Mar Dr, Maple Bluff, WI

MLS® #1842746

Directly Across From Maple Bluff Golf Course! This 1950’s Neal Stoddard Mid Century Modern Home Is For Sale For First Time In Over 40 Yrs. Thoughtfully Orientated To Maximize Views Of Golf Course, Oversized Windows On Both Levels Of Home Offer Sweeping View...

Stunning Storybook Colonial Charmer In Village ...

Photo of Listing #1850341

$539,900 Offer-Show

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

Single Family

3220 Topping Rd, Shorewood Hills, WI

MLS® #1850341

Stunning Storybook Colonial Charmer In Village Of Shorewood Hills! Location Can't Be Beat-walking Distance Of Shorewood Pool, Shorewood Elementary, Hilldale Mall, Whole Foods & Uw Hospital Campus. Natural Light Floods This Home On The Hill W/gleaming Hardwo...

Charming Nakoma Cape Cod Has So Much To Offer. ...

Photo of Listing #1850700

$499,900 Offer-Show

  • 3 Beds
  • 2 Baths
  • 0.24 Acres
  • 2,033 ft²

Single Family

814 Ottawa Tr, Madison, WI

MLS® #1850700

Charming Nakoma Cape Cod Has So Much To Offer. 3 Bedrooms, 2 Baths. Master Bedroom And Full Bath On Main Level. Huge Closets And Built-ins. Hardwood Floors In Bedrooms. 3 Season Porch Overlooks Private Backyard With Large Patio And Amazing Perennial Ga...

Classic, Bright & Super Cute Cape Cod On Quiet ...

Photo of Listing #1850639

$492,000 Offer-Show

  • 3 Beds
  • Baths
  • 0.19 Acres
  • 2,870 ft²

Single Family

1225 Sweetbriar Rd, Shorewood Hills, WI

MLS® #1850639

Classic, Bright & Super Cute Cape Cod On Quiet Street In Shorewood Hills. Natural Light Abounds In Every Room. Traditional Layout Features Main Level Living Room W/ Fireplace, Formal Dining, Half Bath, Office/den W/ Built-ins, As Well As, Updated, Spacious...

Beautifully Updated Home In Highland Park, Minu...

Photo of Listing #1850181

$490,000 Offer-Show

  • 3 Beds
  • 2 Baths
  • 0.14 Acres
  • 1,640 ft²

Single Family

2717 Mason St, Madison, WI

MLS® #1850181

Beautifully Updated Home In Highland Park, Minutes From Uw Hospitals And Downtown Madison. Newly Renovated Eat-in Kitchen With Maple Cabinets, Granite Counter Tops. Large Living Room With Crown Molding And Stone Fireplace. Formal Dining Room With Built-in C...

Showings Start At Open House 3/30. This Nicely ...

NEW Photo of Listing #1851675

$429,900 Active

  • 4 Beds
  • Baths
  • 0.31 Acres
  • 2,716 ft²

Single Family

1101 Mohican Pass, Madison, WI

MLS® #1851675

Showings Start At Open House 3/30. This Nicely Updated, Mid Century Beauty, Sits On A Large, Mature Lot Nestled Between Nakoma & Midvale Heights. Flexible Floor Plan Is Perfect For Anyone Needing A Main Floor Master For Guests Or A Family Member That Needs ...

Retro Aficionados Will Appreciate This 1956 One...

REDUCED 2% Photo of Listing #1849412

$429,900 Active

  • 4 Beds
  • 3 Baths
  • 0.24 Acres
  • 3,042 ft²

Single Family

4341 Keating Terr, Madison, WI

MLS® #1849412

Retro Aficionados Will Appreciate This 1956 One-owner Home In A Highly Sought-after Location Near Westmorland. Unusually Large For The Neighborhood With Multiple Levels, Your Family Can Spread Out With Over 3000 Sq. Ft. Including 4 Bedrooms, 3 Baths, Eat-in...

Westmorland/sunset Village. This Home Is Virtua...

Photo of Listing #1844911

$425,000 Active

  • 4 Beds
  • 2 Baths
  • 0.23 Acres
  • 1,616 ft²

Single Family

540 Gately Terr, Madison, WI

MLS® #1844911

Westmorland/sunset Village. This Home Is Virtually Brand New. The Location A Half Block From Westmorland Park And 1 1/2 Blocks From Sequoya Commons Can't Be Beat. New Concrete Pad For Extra Parking. New Custom Kitchen. Patio Door To Large Composite Deck And...

Hill Farms! Immaculate! Rare Opportunity To Fin...

REDUCED 1% Photo of Listing #1850151

$419,900 Offer-Show

  • 3 Beds
  • Baths
  • 0.27 Acres
  • 1,552 ft²

Single Family

5013 Regent St, Madison, WI

MLS® #1850151

Hill Farms! Immaculate! Rare Opportunity To Find An Upgraded And Move-in Ready Home. Ample Natural Light Flows In From All Angles, Highlighting The Refinished Hw Floors, Neutral Tones, & Open Floor Plan For Entertaining Guests. Modern Amenities Inc: White S...

Mrp $400,000-$450,000. Lake Kegonsa Waterfront!...

Photo of Listing #1841944

$400,000 Active

  • 2 Beds
  • 1 Baths
  • 0.53 Acres
  • 1,107 ft²

Single Family

2239 Williams Point Dr, Pleasant Springs, WI

MLS® #1841944

Mrp $400,000-$450,000. Lake Kegonsa Waterfront! Situated On A .53 Acre Wooded Lot With 66' Of Frontage Along The North Shore Of Lk Kegonsa, Just Steps Away From Boat Launch. Enjoy Southern Views Across The Lake From The Large 585 Sqft Deck W/pergola. This R...

Amazing Dudgeon - Monroe Updated Bungalow With ...

Photo of Listing #1850585

$399,900 Offer-Show

  • 3 Beds
  • 2 Baths
  • 0.17 Acres
  • 1,752 ft²

Single Family

3633 Gregory St, Madison, WI

MLS® #1850585

Amazing Dudgeon - Monroe Updated Bungalow With Large Fenced In Private Backyard. This Home Is Move In Ready! Kitchen Has Stainless Steel Appliances Including Large Sub-zero Refrigerator, And Granite Counter Tops Big Bright/sunny Family Room Has Jotul Gas ...

The Possibilities Are Endless! This Very Charmi...

Photo of Listing #1845558

$399,900 Offer-Show

  • 5 Beds
  • 3 Baths
  • 0.68 Acres
  • 3,041 ft²

Single Family

725 Pflaum Rd, Madison, WI

MLS® #1845558

The Possibilities Are Endless! This Very Charming And Classic Home Includes A Fireplace, Wood Floors, And Many Updates Throughout. It Sits On A Spacious Lot With A Huge Fenced In Yard. Use All The Space For Your Growing Family As A Single Family Home, Or Ke...

Character & Quality Are Evident In This Sprawli...

NEW Photo of Listing #1851403

$385,000 Active

  • 4 Beds
  • 2 Baths
  • 0.27 Acres
  • 2,184 ft²

Single Family

5022 Flambeau Rd, Madison, WI

MLS® #1851403

Character & Quality Are Evident In This Sprawling Indian Hills Four Bedroom Ranch. Two Large Living And Family Rooms, Gleaming Hardwoods Floors, And Wood Burning Fireplace With Stunning Brick Surround. Beat The Mosquitoes In Your Beautiful Screened Porch An...

Lovely Cape Cod With 2 Car Garage, 3 Season Po...

REDUCED 3% Photo of Listing #1841964

$385,000 Active

  • 3 Beds
  • 2 Baths
  • 0.22 Acres
  • 1,836 ft²

Single Family

3814 Hammersley Ave, Madison, WI

MLS® #1841964

Lovely Cape Cod With 2 Car Garage, 3 Season Porch On Quiet Street In Sunset Woods. 3 Bedrooms, 2 Bath, Finished Basement. Main Bath Remodeled In 2006 And Kitchen Remodeled In 2009. Approximately 1700 Sq. Feet, With Addition To Garage For Extra Storage. ...

Completely Renovated One-story Cape Cod On A Qu...

Photo of Listing #1850369

$375,000 Offer-Show

  • 3 Beds
  • 2 Baths
  • 0.23 Acres
  • 1,567 ft²

Single Family

465 Charles Ln, Madison, WI

MLS® #1850369

Completely Renovated One-story Cape Cod On A Quiet Street! Features Include: Brand New Kitchen With Ss Appliances, Gas Range, Quartz Counters, Farm Sink, Tile Back Splash And Custom Made Open Shelving, Brushed Gold Finishes. Bathroom Updated With New Quartz...

This Charming Home Is Nestled On A Quiet Cul-de...

Photo of Listing #1849733

$375,000 Offer-Show

  • 3 Beds
  • Baths
  • 0.17 Acres
  • 2,114 ft²

Single Family

5725 Cedar Pl, Madison, WI

MLS® #1849733

This Charming Home Is Nestled On A Quiet Cul-de-sac In The Popular Crestwood Neighborhood. You Will Love Its Classic Character With Arched Doorways & Crystal Door Knobs. The Updated Kitchen Has Quartz Counters, A Desk And A Bay Window Seat Overlooking The B...

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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