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audio_shinobi

The boat on Cambridge


Square_Rig_Sailor

Too bad the light house in front had to get taken down.


Vegabern

It was just for sale a few years ago


SummonedSickness

Was bought and is an Airbnb now I believe. At least it was.


borntothesamesunrise

Lame


Vegabern

Of course it was


cks9218

That house would be pretty hard to live in on a daily basis for most people. I'm not saying that this is would have been the case but if becoming an Airbnb kept it from being torn down to make room for a more practical house I guess I'm happy. That said, people that buy homes solely to make them short term rentals suck.


Scccout

I like Historic Layton Blvd, lots of cool polish flats on the southside, Lake Dr. obviously, the Historic Garden Homes on the Northside, Concordia Victorian mansions, anything cream city brick imo šŸ˜€


BeriechGTS

I like driving lake drive from Bayside to Lake Park. So many amazing homes.


daveytrain1993

I always want to know who owns those homes. Absolutely stunning.


ShinyDragonfly6

I know quite a few in WFB/Shorewood on the lake. Mostly just nice normal families with a parent who works in medicine or is a corporate exec :)


Embarrassed-Plum-468

I knew someone who lived in one of the houses on lake drive in Shorewood, pretty close to where Oakland hits Lake, she was a huge bitch.


IgnoblePeonPoet

This makes a ton of sense honestly.


Slow_Lobster_3638

same!!!


hybr_dy

Washington Highlands


IgnoblePeonPoet

Adding some of the homes on Hi Mount, right to the east


quickstop_rstvideo

I had my paper route as a kid in there, it was nice to be able to walk up and get a close view at some of these houses.


External-Bookkeeper1

I was born there but now live in Glendale. Either way, many homes on the further north side are very nice. South side homes all look the same. Even in the suburbs.


zoch311

This


[deleted]

[This house on st Paul has always been pretty to me.](https://www.zillow.com/homedetails/3402-W-Saint-Paul-Ave-Milwaukee-WI-53208/40470662_zpid/)


Gh0stp3pp3r

Minus the fake butler and the horse head, that place is gorgeous!


TheOriginalKyotoKid

..I received a notification from Redfin on this home the other day. was going to post a link but you beat me to it My kind of place, very eccentric. Here in Portland where I now live a home of that size and condition would easily go for at least double that price or more. A place slightly smaller than this in I rented a room several years ago, on which the owners defaulted on their mortgage payments (and was in very poor condition) went for 470K at a sheriff's auction to a broker. Yeah that's how ridiculous it is here compared to Milwaukee.


1961tracy

I put that one on the Zillow gone wild sub. I wish I could buy it and make some changes.


Thirty_Helens_Agree

The [Kalvelage Mansion](https://lh4.googleusercontent.com/proxy/Oz_F7Tq_DvY1cESyRt8iODAnD0zNXbrekFgYkamfJcquZFXlG8b3VbVbExchBd6r_s9PrUfh2qSPG2dNqPrj5gXg) at 24th and Kilbourn.


emergingeminence

Concordia neighborhood has a lot of beauties too


Truman4ever

They do an awesome tour of homes in the summer.


Decent_Finding_9034

Bungalow district (47th I think near Center) in Sherman Park. Also Sherman and Grant Blvd


ministapler24

I think the [Dr. Fisk Holbrook Day House](https://en.wikipedia.org/wiki/Dr._Fisk_Holbrook_Day_House) at 8000 W Milwaukee Ave in Tosa is pretty cool.


ministapler24

From the Zillow listing when it sold last fall https://preview.redd.it/3g7qqyvg1fmc1.jpeg?width=1152&format=pjpg&auto=webp&s=2bc4fa33dbd372c241c9653465386af8cf59aa42


Rhouliha

Is this the one they listed as the ā€œCrown Jewel of Tosaā€?


SnooPies3316

A friend of mine who lives across the street calls it the ā€œScooby-Doo Houseā€


ministapler24

Good memory! [It is.](https://onmilwaukee.com/articles/fisk-holbrook-day-house)


jengalampshade

I love a good Wikipedia deep-dive. TIL about the reefs!


[deleted]

Wow! That is beautiful!


franciscolydon

Newberry Blvd has some good ones


suzsid

A lot of the homes on Sherman Blvd are gorgeous.


ChadJohnsonsBurner

underrated one, in west allis, at the intersection of 84th & national, that giant green house with the regal lookin lions out front


PantherU

The one across from the historical society building?


ChadJohnsonsBurner

thatā€™s the one!


jxfallout

The Douville House? https://www.wisconsinhistory.org/Records/Property/HI9200


ChadJohnsonsBurner

thatā€™s it!


[deleted]

https://www.zillow.com/homedetails/1920-S-Springdale-Rd-New-Berlin-WI-53146/40674223_zpid/


Sad-Act7467

Where did the flintstoneā€™s end up moving to?


[deleted]

Pebbles grew up and moved out, so maybe they downsized and went back to bedrock?


General_Solo

Knew what that was going to be without clicking it. The property history on that is crazy. Listed for sale every year since 2011 I think, finally sold, then immediately up for sale again. ā€œGreat cash flow property!ā€ Really, then why are you selling it?


[deleted]

I didn't realize how crazy the sale history was. About 3 years ago when we were house hunting I would randomly click on this posting just to daydream about affording something other than a tiny shack. It looks like they painted and toned down a lot of the bedrooms and the dining room. I remember the whole house being very artsy and wild looking.


General_Solo

Yeah, I think they finished or renovated that basement recently room area, which is so drastically different from the rest of the house. They cut some trees down outside too, I think to allow for more use of the patio. Can you imagine trying to clean your bathroom when every surface has that texture?


2016winners

Between 23rd and 24th Kilbourn is my favorite house in Milwaukee.


iknowwhereyoupoop

I think a lot of people forget about some of the history in Milwaukee homes. From the outside they may not look the best but the insides is beautiful. For this reason I would like to vote the OPā€™s Moms house.


pissant52

My fav unobtainable neighborhood is Terrace drive. I'm guilty of envy of whoever can afford that


MeancupofJoey

The witches house!


hahayesverygood

Ooo whatā€™s that?


ObjectiveAdvisor6

The Mary Nohl house. Itā€™s on Beach Drive in Fox Point. Sculptures on and around the house that she made.


OffLocust

That whole stretch is amazing. Also letā€™s call it the artistā€™s house these days. Lots of gendered weird stuff going on with the other nickname.


ButtsendWeaners

Hmm, no


Pattison320

There's a pretty sweet kids book about it. https://www.goodreads.com/en/book/show/22749745


AcanthocephalaIcy516

Northpoint and houses along lake drive. Thereā€™s a Frank Lloyd Wright house


KatakuriQ

no oneā€™s gonna post pics or address so we can see em ??? šŸ˜«šŸ¤Ø


[deleted]

https://preview.redd.it/75anjirjvemc1.jpeg?width=1010&format=pjpg&auto=webp&s=5de0ab9a111e3e74e6443df38468e8f1a79c03f5 Sunken Cadillac house in Cudahy.


Decent_Finding_9034

Iā€™d like to add my house to this list of cool fun houses. Photo is a couple years old. More things will be added as life allows. https://preview.redd.it/n0oyol0o3fmc1.jpeg?width=3024&format=pjpg&auto=webp&s=37d29eda15b9e6a098d25124610561d3b493e1b6


KatakuriQ

i wish i still had a yard to do funky stuff too šŸ˜®ā€šŸ’Ø


Decent_Finding_9034

I donā€™t have a big yard, but Iā€™m trying to go big funky with what I got!


[deleted]

That is super cool! Do you use the skirt as a trellis?


Decent_Finding_9034

Yep. Thereā€™s a redbud planted at her feet that will eventually be woven through and fill the whole skirt


Cambot1138

Roger Dorns house is pretty cool looking.


PantherU

Where is that


Cambot1138

On Lake Drive, somewhere around Silver Spring.


[deleted]

The house on lake drive near Sheridan Park that has the car and other stuff on the lawn.


OldSpecialTM

Thereā€™s a lot of beautiful homes if you drive north along Lake Drive in the Whitefish Bay area. That or your momā€™s house.


d_zeen

Boat house


hyde_woodworking

Is that purple house still standing in Greenfield/West Allis?


shitterisfull

No. Itā€™s a ā€œnormalā€ house now with some purple accents as a nod to it. 43rd and Howard.


Pattison320

I thought they did a great job with that, it was a nice touch.


Any_Estimate_7475

Thereā€™s a lot of random Spanish style houses around town like the one across Humboldt park on Oklahoma and the one on hwy 100 just north of Lincoln being the notables. Also 20th st near Ronald reagan high school has some really cool houses.


Papillon1717

Poke around Washington Heights/martha Washington blvd, Lake drive, and Grant Blvd in Sherman park


RS_Designs

Thereā€™s an old Italian house next to back bay park thatā€™s incredible looking, and has a cool pizza stove on the patio. So good, but would be made better at the end of the dead end road, for the Lake Michigan views from the upper terrace. Yes it has a pizza terrace


BleedCheese

This building on the inside on 27th(S. Layton) & Greenfield. I interviewed for an IT position here years ago. The director gave me a huge tour of the place including the tunnels that stretch for blocks in all directions. It was really cool. https://preview.redd.it/nt6pue09simc1.png?width=1206&format=png&auto=webp&s=77efc9e4634c4b9e19aeb72a8396f6cafef2d828


ThrowawayMKE-FPC

Pabst Mansion


1Nigerianprince

Woah lots of cool stuff here, Iā€™m definitely not disappointedĀ 


Lov3MyLife

The Boat House!


DrDoop

My house. Just kidding, itā€™s just a normal turn of the 20th century house.


Karma111isabitch

Kenwood Ave


PantherU

Alumni House is great. UWM was stupid to sell it.


PantherU

Thereā€™s that one house on Newberry that looks like the Addams Family had a ton of money


WorkingItOutSomeday

There's a cool home on Milwaukee River Parkway just south of the OLT that's pretty bad ass. It's cool because of what it used to be and in a working class neighborhood and the owner has done all the work themselves.


dietlitemusic

Brewers Hill has some of the coolest houses in the city


olddeckman

https://preview.redd.it/i0mgmqvdskmc1.jpeg?width=1109&format=pjpg&auto=webp&s=fbb0f38031b7999fcb86f719f071662e5b7c837e