Historic Dane County Homes

Looking for a single family home full of character and a sense of history? If that's the case your best bet might be to concentrate on Dane County homes built prior to 1940. Fancy a grand open staircase, high ceilings, a fabulous walk-up attic or a sleeping porch?  A historic home could be right up your alley. Check out all the historic Dane County homes built before 1940 that are currently for sale below. Or, for inspiration on which types of historic homes might appeal most, read the examples we compiled of distinctive features and lifestyles most associated with historic homes, Click Here.

Browse Historic Homes for Sale

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
155 Properties Found. Page 1 of 7

An Extraordinary Property In An Ultra-hot Madis...

Photo of Listing #1798574

$1,690,000 Active

  • 10 Beds
  • Baths
  • 0.42 Acres
  • 6,960 ft²

Single Family

3402 Monroe St, Madison, WI

MLS® #1798574

An Extraordinary Property In An Ultra-hot Madison Neighborhood. Arbor House Offers Two Remarkable Homes: A National Award-winning Annex With Dramatic, Timber-framed Great Room Next To A Fully Updated National Landmark. Both With Five Bedrooms, Luxurious Bat...

Live In Madison’s Most Spectacular Street On La...

REDUCED 2% Photo of Listing #1771786

$1,250,000 Active

  • 4 Beds
  • 3 Baths
  • 0.47 Acres
  • 3,563 ft²

Single Family

5010 Lake Mendota Dr, Madison, WI

MLS® #1771786

Live In Madison’s Most Spectacular Street On Lake Mendota, Just Adjacent To Shorewood Hills! Savor The Breathtaking Panoramic Lake Views From Sunrise To Sunset. Incredible Craftsman Style Home With A Lifestyle You’ve Always Dreamed Of! Walk Or Bike To Hil...

Historic Masterpiece In Vilas Neighborhood. Ren...

Photo of Listing #1796350

$1,249,900 Offer-Show

  • 5 Beds
  • Baths
  • 0.19 Acres
  • 5,178 ft²

Single Family

2001 Jefferson St, Madison, WI

MLS® #1796350

Historic Masterpiece In Vilas Neighborhood. Renovated And Modernized While Maintaining The Character From 1913. Restoration Focused On Saving Even The Smallest Of The Original Architectural Details And Preserving The History Of The Home. Just A Two-minute W...

Luxury, History, And Charm Abound In This Nakom...

REDUCED 6% Photo of Listing #1796113

$1,199,000 Active

  • 4 Beds
  • Baths
  • 0.24 Acres
  • 4,853 ft²

Single Family

726 Oneida Pl, Madison, WI

MLS® #1796113

Luxury, History, And Charm Abound In This Nakoma Masterpiece. Included Is The Adjacent Vacant Lot (720 Oneida Pl) Which Is Buildable, Sellable, Or Available For Expansion. Welcome To The Carter House, An Immaculately Maintained Pre-depression Tudor Classic...

A Warm & Inviting Home Of Distinction, This Nak...

REDUCED 4% Photo of Listing #1793563

$1,199,000 Active

  • 5 Beds
  • Baths
  • 0.38 Acres
  • 4,378 ft²

Single Family

3614 Spring Tr, Madison, WI

MLS® #1793563

A Warm & Inviting Home Of Distinction, This Nakoma Tudor Home Was Elegantly Renovated In 2011 With Superior Craftsmanship & Premium Products Throughout. Almost 4,400 Square Ft. This Home Offers A Large Gourmet Kitchen With Granite Counters & 6-burner Wolf S...

Privacy In Shorewood Hills. Classic Lake Front...

Photo of Listing #1799632

$1,100,000 Active

  • 5 Beds
  • Baths
  • 0.33 Acres
  • 3,237 ft²

Single Family

3334 Lake Mendota Dr, Shorewood Hills, WI

MLS® #1799632

Privacy In Shorewood Hills. Classic Lake Front Home That Borders Shorewood Beach Giving You Privacy Not Found Often In Shorewood. The Location Here Can't Be Beat, Close To The University, Hospitals, Picnic Point, And The Revitalized Hilldale With All Its ...

Old World Charm Meets Modern Conveniences. This...

Photo of Listing #1799588

$999,900 Active

  • 5 Beds
  • Baths
  • 0.19 Acres
  • 4,500 ft²

Single Family

828 Prospect Pl, Madison, WI

MLS® #1799588

Old World Charm Meets Modern Conveniences. This 1910 Craftsman Style Has A Wood Burning Fireplace, Crown And Baseboard Moldings, Oak And Maple Hardwood Floors And Updated Kitchen With Stainless Steel Appliances. Most Rooms View Lake Mendota, & There’s Slid...

Gorgeous Rolling 26 Acre Property With Amazing ...

Photo of Listing #1795012

$995,000 Offer-Show

  • 4 Beds
  • 1 Baths
  • 26 Acres
  • 2,200 ft²

Single Family

3151 Shady Oak Ln, Verona, WI

MLS® #1795012

Gorgeous Rolling 26 Acre Property With Amazing Views All The Way To Blue Mounds. Located Perfectly Between Madison's West Side And Epic. Wooded Private Driveway Takes You To Home Located On 6 Semi-wooded Acres. Twenty Add'l Tillable Acres. Property Is Ready...

A Simpler Lifestyle Awaits You On The Perfect S...

Photo of Listing #1794643

$995,000 Active

  • 5 Beds
  • Baths
  • 71 Acres
  • 2,772 ft²

Single Family

2049 Skaalen Rd, Pleasant Springs, WI

MLS® #1794643

A Simpler Lifestyle Awaits You On The Perfect Sized Farmstead W/ 71 Acres W/ Turn Key Milking Set Up. Main Barn (40x80) Built In 2006 And Store Front/milk House/bottling Area (15x70) Added In 2008, Also Classic Red Barn, Run In Shed W/ Automatic Water & (40...

Nestled Among The Majestic Trees In The Heart O...

REDUCED 13% Photo of Listing #1775386

$995,000 Active

  • 4 Beds
  • 4 Baths
  • 0.33 Acres
  • 4,177 ft²

Single Family

1525 Sumac Dr, Shorewood Hills, WI

MLS® #1775386

Nestled Among The Majestic Trees In The Heart Of Shorewood Hills And Just One Block From The Lake, There’s A Spectacular Family Home Awaiting You. This Beautiful 4 Bdrm, 4 Bath Home Includes 4 Fireplaces With An Open Floor Plan. The Great Room Off The Kitch...

Treat Yourself To A Contemporary Yet Private La...

REDUCED 3% Photo of Listing #1794867

$975,000 Active

  • 5 Beds
  • 4 Baths
  • 0.28 Acres
  • 3,826 ft²

Single Family

2508 Waunona Way, Madison, WI

MLS® #1794867

Treat Yourself To A Contemporary Yet Private Lake Home With Capitol Views. Mature Oak Trees, Gardens, A Separate Lakeside Stone Fireplace In A Private Setting, Multiple Decks At Different Levels, And A Perfect Frontage Make This A Tranquil Retreat On The La...

Showing Begin March 16. Location, Location, Loc...

Photo of Listing #1795795

$895,000 Offer-Show

  • 4 Beds
  • Baths
  • 0.34 Acres
  • 2,928 ft²

Single Family

3415 Edgehill Pky, Shorewood Hills, WI

MLS® #1795795

Showing Begin March 16. Location, Location, Location! Beautiful Tudor Sits Atop A Rolling .5 Acre Yard And Expansive Patio With Views And Paths To Lake And Wooded Park. 4 Levels Of Living Space With Too Many Updates To Include. New Kitchen And Master Suite ...

Huge Lot With Tons Of Water Frontage! Looking ...

Photo of Listing #1795305

$875,000 Active

  • 4 Beds
  • 1 Baths
  • 0.72 Acres
  • 1,700 ft²

Single Family

2947 Camp Leonard Rd, Dunn, WI

MLS® #1795305

Huge Lot With Tons Of Water Frontage! Looking To Live Lakeside? Then This Is It! Binoculars Are Not Needed To See The Water On This Property As You Will Have An Unbelievable 350’ Of Water Frontage That Is Only 22’ From The House! Enjoy The Serenity Of T...

Fantastic Opportunity To Live On Beautiful Lake...

Photo of Listing #1799176

$849,000 Active

  • 4 Beds
  • 2 Baths
  • 0.39 Acres
  • 2,189 ft²

Single Family

5454 Lake Mendota Dr, Madison, WI

MLS® #1799176

Fantastic Opportunity To Live On Beautiful Lake Mendota. 66 Ft Of Frontage. Level Lot. Great 4 Br, 2 Full Bath Home With Tons Of Windows. Large Lr/dr With Lovely Brick Fireplace And Door To Spacious Deck. Also Dramatic Second Story Deck For Phenomenal Views...

The Perfect Blend Of Modern Amenities And Class...

REDUCED 3% Photo of Listing #1788315

$799,000 Active

  • 5 Beds
  • Baths
  • 0.34 Acres
  • 3,624 ft²

Single Family

37 Old Shore Rd, Maple Bluff, WI

MLS® #1788315

The Perfect Blend Of Modern Amenities And Classic Charm And Character. This 1920's Brick Home Offers The Lifestyle Of An Executive Home With The Everyday Comforts You Desire. Chef's Kitchen Features Subzero And Viking Appliances, Granite Counters, Built In ...

This Truly Exceptional 1939 Wm. Kaeser Home Is ...

Photo of Listing #1797898

$789,000 Offer-Show

  • 7 Beds
  • Baths
  • 1.79 Acres
  • 5,678 ft²

Single Family

6115 N Highlands Ave, Madison, WI

MLS® #1797898

This Truly Exceptional 1939 Wm. Kaeser Home Is Like No Other. Set On 1.75 Acres In The Highlands, The Prairie-style Mansion Was Commissioned By Uw Prof Phil Gray & His Wife-both Fictionalized In Wallace Stegner’s “crossing To Safety.” The Home Stands Out W/...

Located On 62 Ft. Of Lake Monona Shoreline With...

REDUCED 7% Photo of Listing #1781989

$780,000 Offer-Bump

  • 3 Beds
  • 3 Baths
  • 0.32 Acres
  • 2,956 ft²

Single Family

4017 Monona Dr, Monona, WI

MLS® #1781989

Located On 62 Ft. Of Lake Monona Shoreline With Magnificent Views Of Our Capitol And Amazing Sunsets, This Beautiful English Tudor Keeps Old World Charm With Contemporary Updates To Create Open Living Areas W/lots Of Glass & Water Views. Patio Doors Open T...

Rare Opportunity! Imagine Opening Your Windows ...

Photo of Listing #1795571

$724,900 Offer-Show

  • 3 Beds
  • Baths
  • 0.3 Acres
  • 1,632 ft²

Single Family

5450 Lake Mendota Dr, Madison, WI

MLS® #1795571

Rare Opportunity! Imagine Opening Your Windows To The Sound Of Waves Or The Sight Of Birds Soaring Over The Lake!now You Can Make Your Dreams Come True.this Is Your Chance To Live On The Lake In Coveted Spring Harbor.whether Starting Fresh Or Remodeling, Th...

A Simpler Lifestyle Awaits You On The Perfect S...

Photo of Listing #1794644

$699,900 Active

  • 5 Beds
  • Baths
  • 41 Acres
  • 2,772 ft²

Single Family

2049 Skaalen Rd, Pleasant Springs, WI

MLS® #1794644

A Simpler Lifestyle Awaits You On The Perfect Sized Farmstead W/ 41 Acres W/ Turn Key Milking Set Up. Main Barn (40x80) Built In 2006 And Store Front/milk House/bottling Area (15x70) Added In 2008, Also Classic Red Barn, Run In Shed W/ Automatic Water & (40...

Charming Vilas Dutch Colonial With 4 Brs And 2....

Photo of Listing #1798748

$699,000 Active

  • 4 Beds
  • Baths
  • 0.06 Acres
  • 2,400 ft²

Single Family

1440 Vilas Ave, Madison, WI

MLS® #1798748

Charming Vilas Dutch Colonial With 4 Brs And 2.5 Baths Blends Early 20th Century Character With Many Updates. Bear Mound Park & Gorgeous Perennial Gardens With Window Boxes Visible From Living/dining Areas, Sunroom, & Screened Porch. Updated Kitchen With Cu...

Charming Colonial On The North Shore Of Lake Me...

Photo of Listing #1795514

$650,000 Active

  • 4 Beds
  • Baths
  • 0.37 Acres
  • 2,104 ft²

Single Family

1005 Woodward Dr, Madison, WI

MLS® #1795514

Charming Colonial On The North Shore Of Lake Mendota, 65 Feet Of Frontage With A Gradual Slope, Deep Lot With A 2 Car Detached Garage. This Home Is An Exceptional Value, Enjoy All That Lake Living Has To Offer, Bike To Governors Island Or Maple Bluff Count...

Beautiful Historic Queen Anne In Madison's Most...

Photo of Listing #1798048

$649,900 Offer-Show

  • 3 Beds
  • 2 Baths
  • 0.17 Acres
  • 2,162 ft²

Single Family

1808 Madison St, Madison, WI

MLS® #1798048

Beautiful Historic Queen Anne In Madison's Most Popular Neighborhood. Lovingly Cared For And Meticulously Restored. State Historical Society Reports It Was Built In 1897 For Dr. Calvin And Cora Jayne. Original Wood Work Throughout, Period Light Fixtures And...

This Classic Home, Built In 1924, Retains Its O...

Photo of Listing #1795806

$625,000 Offer-Show

  • 4 Beds
  • Baths
  • 0.13 Acres
  • 2,497 ft²

Single Family

2135 Chamberlain Ave, Madison, WI

MLS® #1795806

This Classic Home, Built In 1924, Retains Its Original Floorplan, With An Elegant Central Stairway, Lg Living Rm & Formal Dining Rm, Hdwd Flrs, & Trim. Updated For Today’s Lifestyle, Significant Upgrades Have Been Made & The Exterior Will Be Professionally ...

Beautiful Restored 4 Bdrm, 3 Bath Home In Popul...

Photo of Listing #1798760

$599,900 Offer-Show

  • 4 Beds
  • 3 Baths
  • 0.14 Acres
  • 2,755 ft²

Single Family

201 Lathrop St, Madison, WI

MLS® #1798760

Beautiful Restored 4 Bdrm, 3 Bath Home In Popular University Heights. This Home Is Ready For You To Move In! All The Charm Of An Old Home With Modern Conveniences. Warm Hardwood Floors, Original Woodwork, New Kitchen With Heated Tile Floor, Maple Cabinets A...

Characteristics of Historic Homes in Dane County

What makes a home historic? Typically we think of homes that are are at least 75 years old. In this day and age that means homes that were built no later than about 1940. What are some of the characteristics of historic homes that people love? When it comes to Victorian architecture, it's the decorative details such as brackets, spindles, and gingerbread house style shingles that people often think of first. With Tudor style homes it's the bay windows and upper floors featuring half-timbering that often grab the imagination. It can also be those mysterious looking facades dominated by one or more steeply pitched cross gables.
 Then there are the older national folk/farmhouse style homes rooted in Native American and pre-railroad dwellings with their distinctive rectangle shapes featuring side-gabled or pyramid-shaped roofs. Last but certainly not least, the classic colonial is a perfect example of timeless symmetry with its collection of second-story bedrooms, distinctive clapboard siding and proudly positioned gabled roofs.

Living in a Historic Home

A well-maintained historic home can truly be a source of pride and joy. The daily throwback to yesteryear can serve as an inspiring escape from everyday life. While historic homes often come with a list of projects and ongoing improvements, the satisfaction of being the current steward of a historic home can be significant. The greater the known history and knowledge of the former inhabitants or previous owners, the greater the sense of purpose and responsibility you may feel toward preserving your historic home. Let's hope your historic home is full of happy memories and that you'll feel inspired to maintain or restore the integrity of your piece of Dane County's culture and history.

Historic homes often have issues that vintage homes don't possess. We recommend working with a Lake & City Homes buyer agent to represent your interests when purchasing a historic home.  

Your Contact Information

Please provide a valid email address.

Property Information

Moving Details

Back to Top