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

178 Properties Found. Page 1 of 8

This Is A One Of A Kind Property With Over 300 ...

REDUCED 99% Photo of Listing #1813929

$1,000,000 Offer-Bump

  • 4 Beds
  • 3 Baths
  • 0.34 Acres
  • 3,290 ft²

Single Family

1100 Nishishin Ne, Monona, WI

MLS® #1813929

This Is A One Of A Kind Property With Over 300 Feet Of Frontage On Lake Monona And Squaw Bay. You Will Feel Like You Are On Vacation Everyday When You Enjoy Your Morning Coffee With The Beautiful Sunrise. Kitchen Features Solid Surface Counters, Stainless A...

Beautiful, Unique Maple Bluff Home Offering Old...

REDUCED 13% Photo of Listing #1814057

$995,000 Active

  • 4 Beds
  • Baths
  • 0.42 Acres
  • 4,278 ft²

Single Family

704 Butternut Rd, Maple Bluff, WI

MLS® #1814057

Beautiful, Unique Maple Bluff Home Offering Old World Charm With Modern Updates! This 4 Bedroom, 3.5 Bath Home Was Completely Renovated Both Inside And Out In 2005. Open Floor Plan With Large Gourmet Kitchen, Living Room With Beautiful Custom Stone Firepla...

Lake Monona! Renovated And Expanded 4 Bedroom 3...

REDUCED 2% Photo of Listing #1805363

$940,000 Active

  • 4 Beds
  • Baths
  • 0.33 Acres
  • 3,525 ft²

Single Family

4413 Winnequah Rd, Monona, WI

MLS® #1805363

Lake Monona! Renovated And Expanded 4 Bedroom 3.5 Bath Redwood Beauty. Prime Location With Level Lot, 50' Shoreline, And Capitol View. Recent Improvements Include Maple And Travertine Flooring, Open Great Room, 9 Ft+ Ceilings, Chef's Kitchen With Cherry/map...

Only The Second Time On The Market. Welcome To ...

Photo of Listing #1804257

$870,000 Active

  • 5 Beds
  • 3 Baths
  • 0.85 Acres
  • 3,590 ft²

Single Family

3407 Circle Close, Shorewood Hills, WI

MLS® #1804257

Only The Second Time On The Market. Welcome To This Large, Sunny, Family Home Designed By Local Architect William Kaeser As His Personal Residence. Known For His “organic” Modern Style, This Home Sits Atop A Hill And Is Centered Around A Large Great Room Wi...

This Spacious And Charming Home Was Built For E...

Photo of Listing #1807098

$800,000 Active

  • 4 Beds
  • Baths
  • 0.32 Acres
  • 4,437 ft²

Single Family

30 Fuller Dr, Maple Bluff, WI

MLS® #1807098

This Spacious And Charming Home Was Built For Entertaining. Open Entryway, Large Formal Living And Dining Rooms, Updated Kitchen W/ Stainless Appliances, Granite Counters, Drawer Dishwasher, Main Level Laundry And Large Mudroom, 1st Floor Master Suite, Fam...

No Showings Until 9/24. Iconic Herb Fritz-desig...

NEW Photo of Listing #1814189

$699,000 Active

  • 4 Beds
  • Baths
  • 0.63 Acres
  • 3,128 ft²

Single Family

1829 Thorstrand Rd, Madison, WI

MLS® #1814189

No Showings Until 9/24. Iconic Herb Fritz-designed Home, A Place Where You Embrace Life And Nature And Don’t Take Things Too Seriously, And You Stay Forever If You Can.that’s What All The Neighbors Do. And Now, For The First Time, In One Of Madison's Unknow...

Your Kids Can Skip To Shorewood Hills Elementar...

Photo of Listing #1803879

$639,900 Active

  • 5 Beds
  • 3 Baths
  • 0.17 Acres
  • 2,763 ft²

Single Family

1105 Edgehill Dr, Shorewood Hills, WI

MLS® #1803879

Your Kids Can Skip To Shorewood Hills Elementary This Fall, & Walk To Uw, Shopping, Dining From This Expansive Cape Cod. Lush Gardens Welcome You To Sprawl Out In 3 Levels Of Living Space With Bedrooms And Full Bath On Each Level. Main Level Hardwood Floor...

Rare Find!! Wow... A Double Lot Across The Str...

REDUCED 3% Photo of Listing #1806040

$629,900 Active

  • 5 Beds
  • Baths
  • 0.19 Acres
  • 2,249 ft²

Single Family

5118 Lake Mendota Dr, Madison, WI

MLS® #1806040

Rare Find!! Wow... A Double Lot Across The Street From Lake Mendota. You Can Design Your Dream Home On Lot Overlooking Lake W/o Lake Taxes. If You Have/want A Boat, Spring Harbor Boat Launch Is Just Around The Corner. Seller Will Sell As Package Deal On...

Serenity Now! 7 Bedroom, 4 Bath Home That Backs...

Photo of Listing #1808023

$599,900 Active

  • 7 Beds
  • Baths
  • 0.32 Acres
  • 4,863 ft²

Single Family

5802 Anchorage Ave, Madison, WI

MLS® #1808023

Serenity Now! 7 Bedroom, 4 Bath Home That Backs Up To The 97 Acre Owen Conservation. Beautifully Designed As 3 Separate Units, Two 3 Bedroom And One 1 Bedroom Unit Enjoy Life In This Beautiful Setting With Your Extended Family. This Home Is 100% Remodeled I...

Stone Colonial Sits Atop A Hill Within Walking ...

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

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 Ll With Gas Firepl...

Location, Location, Location...this Home Border...

Photo of Listing #1808841

$550,000 Offer-Show

  • 3 Beds
  • 2 Baths
  • 0.24 Acres
  • 2,391 ft²

Single Family

3410 Sunset Dr, Shorewood Hills, WI

MLS® #1808841

Location, Location, Location...this Home Borders The 4 Corners Park. A Really Great Wooded And Private Lot. The Home Has Been A Great Family Home For Many Years, It Is Now Time For Someone New To Come In And Give It The Love It Deserves. The Rooms Are La...

Beautiful Two Story Craftsman Home. 3 Bed, 3 Ba...

Photo of Listing #1810359

$535,000 Offer-Show

  • 3 Beds
  • 3 Baths
  • 0.11 Acres
  • 2,535 ft²

Single Family

3206 Cross St, Madison, WI

MLS® #1810359

Beautiful Two Story Craftsman Home. 3 Bed, 3 Bath Open Floor Plan & Vaulted Tray Ceilings Offer Abundant Natural Light Throughout. Features Include Hardwood Flooring, Wood Burning Fireplace, Beautiful Granite Counter Tops, Ss Appliances, Double Oven, Huge I...

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

Photo of Listing #1812152

$525,000 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...

Charming Shorewood Home. 1 Block To Elementary...

REDUCED 8% Photo of Listing #1802158

$495,000 Active

  • 3 Beds
  • Baths
  • 0.16 Acres
  • 1,976 ft²

Single Family

1115 Edgehill Dr, Shorewood Hills, WI

MLS® #1802158

Charming Shorewood Home. 1 Block To Elementary School, Close To Both Va & Uw Hospitals, And Campus. Hardwood Floors Throughout Main Level. Complete Renovation Of The Sunroom Provides Bright Space With Views Of And Walkout To The Private Yard. Many Add...

One Floor Living In The Village Of Maple Bluff ...

REDUCED 5% Photo of Listing #1812114

$475,000 Active

  • 4 Beds
  • 2 Baths
  • 0.25 Acres
  • 2,205 ft²

Single Family

313 Laurel Ln, Maple Bluff, WI

MLS® #1812114

One Floor Living In The Village Of Maple Bluff Where Residents Enjoy Mbcc Privileges, This Ranch Offers An Open Floor Plan, Galley Kitchen Redone In 2007 With Cork Floors, The Dining Area Opens To The Spacious Screen Porch Where You Can Enjoy A Morning Cup ...

Beautiful Sunset Village Cape Cod W/updates On ...

REDUCED 1% Photo of Listing #1807126

$454,000 Active

  • 4 Beds
  • 3 Baths
  • 0.18 Acres
  • 2,520 ft²

Single Family

22 S Hillside Terr, Madison, WI

MLS® #1807126

Beautiful Sunset Village Cape Cod W/updates On Every Level. New Kitchen W/granite, Stainless Appliances, White Cabinets, Cooking/dining Island, Formal Dining, New Wood/tile Flooring Throughout. Arched Doorways, Gas Fireplace, Stained Glass, Laundry On Mai...

Fabulously Unique Architect Designed Mid-centur...

REDUCED 2% Photo of Listing #1810818

$435,000 Offer-Show

  • 3 Beds
  • 2 Baths
  • 0.24 Acres
  • 2,213 ft²

Single Family

4340 Hillcrest Cir, Madison, WI

MLS® #1810818

Fabulously Unique Architect Designed Mid-century Modern In Sunset Village! Distinctive Qualities Including A Loft/office With Hidden Staircase Access, Wonderful Sunroom, Updated Kitchen With Butcher Block Island And Drawered Sub-zero Refrigerator And Freeze...

Unique And Special. Multi-level Transitional Ho...

REDUCED 3% Photo of Listing #1810754

$415,000 Active

  • 5 Beds
  • Baths
  • 0.24 Acres
  • 3,144 ft²

Single Family

4505 Wallace Ave, Monona, WI

MLS® #1810754

Unique And Special. Multi-level Transitional Home Offers Many Updated Features And Remodeled Additions. Located Just Two Blocks From Monona H.s. And Lake Monona. Capital View From Master Suite In Fall/winter Months. Additions To This Home Over The Past 30 Y...

Have You Been Looking For Just The Right Home I...

Photo of Listing #1811246

$410,000 Active

  • 3 Beds
  • Baths
  • 0.21 Acres
  • 1,941 ft²

Single Family

4118 Chippewa Dr, Madison, WI

MLS® #1811246

Have You Been Looking For Just The Right Home In Nakoma, Now Is Your Opportunity! Over The Last 3 Years, Every Inch Of This Lovely Home Has Been Updated W/a Focus On High Quality. Now You Can Sit Back, Relax & Enjoy The Peaceful & Beautiful Views That Aboun...

No Showings Until Open House Sunday 12:00-2:00....

Photo of Listing #1808733

$400,000 Offer-Show

  • 3 Beds
  • Baths
  • 0.23 Acres
  • 1,933 ft²

Single Family

132 Kensington Dr, Maple Bluff, WI

MLS® #1808733

No Showings Until Open House Sunday 12:00-2:00. This Classic Maple Bluff Home Features A Spacious Living Room W/fireplace, Stunning Built-ins & Hardwood Floors, An Updated Julia Child Style Cooking Kitchen W/stainless Steel Appliances & Granite Countertops,...

Lowered Price-this Is 60' Of Frontage On Lake M...

REDUCED 24% Photo of Listing #1807303

$400,000 Offer-Show

  • 4 Beds
  • 2 Baths
  • 0.16 Acres
  • 1,662 ft²

Single Family

1302 Pocahontas Dr, Monona, WI

MLS® #1807303

Lowered Price-this Is 60' Of Frontage On Lake Monona. Still Time To Get Your Pier And Boat In. Live Life On Lake Monona (not A Channel)view Of Capital From Front Yard Bring Your Dreams, Friends, Boat, And Family, And Put In Your Pier. Rare-almost Weedless ...

Maple Bluff - Completely Remodeled Homes, A Ble...

REDUCED 11% Photo of Listing #1807251

$399,900 Active

  • 3 Beds
  • 2 Baths
  • 0.14 Acres
  • 1,709 ft²

Single Family

5 Oxford Pl, Maple Bluff, WI

MLS® #1807251

Maple Bluff - Completely Remodeled Homes, A Blend Of Period Charm & Modern Amenities With A 2 Car Garage! 3 Bedrooms, 2 Full Baths And A State Of The Art Kitchen With White Cabinets, Granite Tops & Stainless Appliances. New Siding, Windows, Doors, Electrica...

Great One Owner Home In The Sought After Countr...

REDUCED 5% Photo of Listing #1808510

$399,900 Active

  • 4 Beds
  • Baths
  • 1.07 Acres
  • 3,291 ft²

Single Family

1725 Heim Ave, Madison, WI

MLS® #1808510

Great One Owner Home In The Sought After Countryside Subdivision On The Westside. Four Bedrooms Up And A Great Amount Of Entertaining Space In The Huge Kitchen Or Upper Sunroom. Relax In The Lower Level Fireplace Room, Kitchenette, Or Game Room. Outside Is ...

Nakoma! Rare Opportunity To Own A Lovely Coloni...

NEW Photo of Listing #1814816

$387,500 Active

  • 3 Beds
  • Baths
  • 0.19 Acres
  • 2,013 ft²

Single Family

4186 Nakoma Rd, Madison, WI

MLS® #1814816

Nakoma! Rare Opportunity To Own A Lovely Colonial Home In The Nakoma Neighborhood For A Great Price! Gleaming Hardwood Floors, Arched Doorways, Formal Dining Room And Living Room With Beautiful Stone Wood-burning Fireplace For The Cool Fall Nights Ahead. Lo...

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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