Best Chicago Vintage / Historic Homes for Sale

Here are my picks for the best vintage, or historic, homes for sale on Chicago’s north side.

This is a biased portfolio – I was looking for homes that still had many vintage details intact. Some were discounted because, while they may appear to be vintage, they had so many historic details ripped out in the renovation that they don’t delight me.

If any of these are appealing, please reach out and we can make appointments to see them in person.

Search for Chicago historic homes here:  Search Historic Homes

800 w buena

800 W Buena Ave.


Doerr & Doerr 1917 mansion on 7 city lots – plus a 2 story coach house! Incredible original details, including paneled Dining Room, library with original bookcases and cabinets, and immense staircase with stained glass windows.

5352 N Lakewood Ave


Lakewood Balmoral Historic District- this is a terrific value for this popular neighborhood! Lovingly restored 1894 Queen Anne wiih 4 BRs, 3.1 baths.

805 W Junior Terrace - Buena Park Historic District

805 W Junior Terrace


Stately 1905 Prairie style mansion in Buena Park Historic District. Brick with tile roof and apartment over 2 car garage- it’s a lovely opportunity!


5943 N Hermitage- Andersonville

5943 N Hermitage


Rarely available Andersonville 3 BR, 2 BTH brick bungalow on a huge 33 ft by 168 ft lot! This terrific home is located on a quiet one-way street.

734 W Hutchinson - Buena Park Historic District

734 W Hutchinson


Located in the Buena Park Historic District, this unique and lovely 1910 stucco home is wide and bright. Four bedrooms and 3.2 baths plus library.


4605 n hermitage- abbott house- east ravenswood historic district

4605 N Hermitage


Grand 1891 Queen Anne was once the home of Abbott Labs Founder. The East Ravenswood mansion sits on a 92; x 165′ lot and includes a renovated coach house.

1826 w leland - ravenswood

1826 W Leland


Ravenswood 1896 home with three bedrooms, 2.1 baths, and loads of gracious woodwork! Loads of character and a lovely home near the Metra to downtown.

4929 Fairfield

4929 N Fairfield


Enormous bungalow on oversized lot with tremendous potential! Four bedrooms and 3 baths on quiet one-way street in Lincoln Square.

4651 paulina-east ravenswood historic district

4652 N Paulina


East Ravenswood beauty – check out the amazing columns and full-width porch! Six bedroom home on 50′ x 165′ lushly landscaped lot.

1521 W Glenlake

1521 W Glenlake


Edgewater 5 bedroom 2.1 bath home on quiet one-way street. Renovated vintage features include stained glass, hardwood floors, and original woodwork.

If you’re looking for a real estate agent who appreciates historic homes and is an expert in selling them, reach out to me today!

Contact Anne...

9 + 7 =

Top 10 Chicago Bungalows for Sale Today

Chicago Bungalows are one of my favorite options for Living Well in Chicago…


Here are my choices for the top 10 available for sale today…

(Note: these are NOT my listings- they’re just my favorites.)

Select this link for a map, info, and photos of these homes:

Top 10 Bungalow Home Tour

Best Chicago Bungalows

To see any of these, or to find a bungalow of your own, contact me today!

Street #Str NameList Price# RmsBRBAASFYr BltLot Dim
4927Keeler$259,0006321250191938 X 125
5031Kolmar$374,5001152.1192230 X 142
5111Kostner$450,000843192230 X 126
3723Pulaski$499,90012432200190350 X 125
3941DAKIN$519,900832192430 X 130
2246Greenleaf$749,90010435000192640 X 155

4712 Francisco

2246 Greenleaf

3941 Dakin

3723 N Pulaski

5111 N Kostner

5941 Washtenaw

4927 Keeler

albany park bungalow

Find your Chicago Bungalow

Contact Anne for showings and information…

Contact Anne

Chicago streets are on a grid system.


The center of the grid is State (0 E/W) and Madison (0 N/S).


Each 8 blocks, or 800 in street numbers = one mile


For example, Chicago Ave (800N) is one mile north of Madison (0N)


If you memorize a few streets, you’ll quickly be able to lose your GPS and find your way around the city like a pro!


For example…

Chicago streets

Madison  – 0

Chicago – 800 N

North Ave. – 1600 N

Fullerton – 2400 N 

Belmont – 3200 N

Irving Park Rd – 4000N



What about “Street”  vs. “Avenue”  vs. “Boulevard” or “Parkway?”


Avenue – Streets running North and South. There are exceptions.
Boulevard – Streets where trucks over 5 tons are not permitted.
Court – Short roadway.
Parkway – Street that ends at a park.
Place – Street running the 1/2 block between streets.
Street – Streets running East and West. There are exceptions.


North vs. South  East vs. West

Homes on the North and West are EVEN NUMBERS

Homes on the South and East are ODD NUMBERS


If you can’t remember how far north/south/east or west a particular street can be found,


Here’s your answer!


Select this link to download a list of all streets in Chicago.

Powered by Socrata

This site provides applications using data that has been modified for use from its original source,, the official website of the City of Chicago.  The City of Chicago makes no claims as to the content, accuracy, timeliness, or completeness of any of the data provided at this site.  The data provided at this site is subject to change at any time.  It is understood that the data provided at this site is being used at one’s own risk.
How 30 Chicago Streets got Their Names
Chicago Street Maps
Chicago in Maps
Researching Chicago Streets over Time

Chicago Bungalow Book Giveaway

I am crazy about the new

Bungalow Maintenance Guide

just released by the Historic Chicago Bungalow Association!

chicago bungalow maintenance guide

I want to share the great information, so

I’ve created my first Book Giveaway!

It’s easy to enter-

you can enter once/day until February 12.

a Rafflecopter giveaway

Chicago Bungalows are a treasure!

Want to see some Chicago Bungalows for sale today?

Check out some of the bungalows for sale today:

Select this Link

Want to go find a Bungalow of your own?

11 + 4 =

10 Best Historic Homes Under $1MM

Looking for a great historic home under $1 Million?

Here are my choices for great vintage homes in Chicago-

available today…

Chicago vintage homes under $1MM

Click on the photo above to tour these properties.

If you’re a buyer looking for a lovely historic home on Chicago’s north side, check out these gems…

3350 N Marshfield  $ 499,900

1536 W Glenlake – $499,900

1512 n talman

1512 N Talman – $499,900 

1415 W Hood – $519,900

1922 W Berwyn – $729,900

2245 W Berwyn – $809,900

1415 W Highland

1415 W Highland – $839,000

2318 N Spaulding – $859,000

1410 w berteau

1410 W Berteau – $895,000

2473  Geneva Terrace – $999,000

Would you like to see homes for sale


on Chicago’s North Side?


See the Currently Available Listings Now!

See Them Now...

Have a Question? Want to see some homes? Contact Anne!

10 + 8 =

Top 10 Bungalows for Sale- Chicago’s North Side

Best Bargain in Old Irving! Dramatically reduced to sell right away! Deep lot on cul de sac $ 299,000
North Mayfair beauty — this is a value with a remodeled kitchen, hardwood floors, and enclosed rear porch. $325,000
Absolutely charming – light and bright 3 bedroom  – sparkles! Near Lawrence/Elston for quick access to transportation routes! $389,000
North Side- 38′ wide lot with 4 bedrooms and many upgrades. $397,000
Gorgeous Mayfair bungalow with lovely finished basement. $450,000
Stunning renovation – gorgeous in and out, with amazing 4 BR/3 BA and enclosed rear sunroom. $454,900

Probably the prettiest exterior-  checkerboard brick with lovely trim in Historic West Ridge. $ 465,000

Ravenswood Manor 2 BR 2 BA in Waters School District! $525,000

Roscoe Village 3 BR 2 BA in Audubon School District. $699,000

Architecturally significant 5,000sf 4 BR/3 BA jumbo bungalow in Historic West Ridge District built by the contractor of Chicago’s Buckingham Fountain. $749,500

Looking to buy a bungalow? Search for your own home today! Click on the photo to the left to see homes for sale TODAY! For appointments, contact Anne Rossley (773) 620-5333.

Top 10 Chicago Bungalows for Sale

Top 10 Chicago Bungalows for Sale

Annes Top 10

Here are Anne’s Top 10 Bungalows for sale on Chicago’s north side*

4431 N Richmond

4431 N Richmond

– – – – – – – – – –

Top 10 Bungalows for Sale

Top 10 Bungalows for Sale

– – – – – – – – – –

To take a virtual tour of these homes,

Select this link:

Top 10 Bungalows – See Them Here!

– – – – – – – – – –

  List PriceASFMTRmsBRBAYr BltLot Dim
6111Rockwell$270,000929293731192130 X 125
4042Argyle$340,000186222832.1UNK31 X 159
2848Estes$409,7703557741243192732 X 123
4431Richmond$525,000Unk3751022191630 X 125
3815Avers$610,000Unk23842192137.5 X 125
3107Damen$675,000Unk16733191325 X 125

3815 N Avers

3815 N Avers

– – – – – – – – – –

Ready to shop for a Chicago Bungalow of your very own?

Contact Anne Rossley

Baird & Warner


– – – – – – – – – –

5030 bernard

5030 N Bernard



* This is my list of favorites- they may not be the finest photographs, and they’re NOT my listings. I do NOT represent that they’re the best values, either.  These are my favorites – based on location, price, historic details, and amenities.


Pin It on Pinterest