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...

3 + 7 =

Best Bungalows For Sale in Chicago

Best Bungalows For Sale in Chicago

Looking for the Best Bungalow in Chicago?

Here’s the list for Fall, 2016…

I couldn’t keep the list to a “Top 10” – there were 12 that caught my eye- for various reasons…

  • Some are cheap
  • Some are rehabbed
  • Some have great curb appeal
  • One is an amazing historic treasure
  • One’s in the Bell District

They are in various neighborhoods at various price points…  check them out!

5746 Virginia

5746 N Virginia


MLS # List Price# RmsBRBASFYr BltLot DimAreaGrade SchoolMT
93646266518Washtenaw$249,9006323200192233X125West RidgeMarquette10
92178974929Kildare$349,9009532400191830X125Albany ParkPalmer 444
93683623018Addison$359,0001142Unk192530X112Irving ParkCleveland 4
93603276548Campbell$388,000843.12700191830X125West RidgeBoone 15
93634594910Kenneth$399,900832Unk192730X132Albany ParkPalmer 87
91409652709Lunt$429,9001052.11929192337X124West RidgeBoone248
93082076117Maplewood$479,000942.13600192133 X 125West RidgeMorrill77
93055362450Byron$529,0006421146192131 X 123North CenterBell79
92782995746Virginia$549,000942.12439192335X119West RidgeJamieson138
93127362601Lunt$550,00010533590192656 X 124West RidgeBoone 71
91346482246Greenleaf$709,90010435000192640 X 155West RidgeArmstrong324
93057502802Wilson$900,00011433400191945 X 120Irving ParkWaters 79

chicago bungalow

4910 N Kenneth

Click this link

to see the 12 properties –

with photos of the interiors

Here are the Best Bungalows on a Chicago Map:

Want to learn more about Chicago Bungalows? Looking to find one of your own?

9 + 2 =

Thinking of Selling? Find Out What your Bungalow is Worth...

Contact Anne Today

Historic Baird Family Home Sells in Evanston

Historic Baird Family Home Sells in Evanston

Known for not only being rich in Evanston history, vintage details and architectural significance, this was the home to the Baird family for generations. John Baird had to move his family to make room for Steve Baird, his third child. It’s truly the classic story of a move up transaction. They went farther out in the burbs to what was then a new construction.

The award-winning, Queen Anne “Painted Lady” Victorian home located in Evanston recently was sold. Arla Unwin, of the Evanston office, was excited to be the selling broker on this home with such history for the Baird family.

The unique, 1897 landmark features a grand foyer, formal living and dining rooms, library, 3 bedrooms plus huge 3rd floor master suite potential with sun room and office and 2.5 updated baths. For a period of time, the home was known as the “Darth Vader House” because it was painted black. It’s in between two multi-family buildings that both had coal boilers, so the owners couldn’t keep it clean.

This is actually the second time that Arla sold it. The first time was ten-ish years ago. She was also at Baird & Warner then. It’s nice to see the loyalty and kudos for keeping in touch with her client that long.

Check out the home below:            

Contact Anne

8 + 4 =

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 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?

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Best 10 Bungalows for Sale TODAY in Chicago

Looking for a single family home on Chicago’s north side?

Check out these Chicago bungalows- the best on the market today!

Photo Tour – Select this link

best Chicago bungalows for sale

Some of the properties found in the tour:

4929 Kildare

4929 Kildare

4901 Kenneth

4901 N Kenneth

Only $245,000!

6234 Rockwell

6234 N Rockwell

How gorgeous is that?!

The Historic Chicago Bungalow Association has just published a Maintenance Handbook – it’s fabulous!

Included in the Bungalow Maintenance booklet:

Ice Dams and How to Fix Them

Ice Dams

Anatomy of an Historic Window

Anatomy of an historic window

Where and Where NOT to Caulk

where and where not to caulk

Want to see all the bungalows for sale today?

See Them Here

Want more information? Want to go view bungalows for sale?

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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!

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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.

Yin and Yang of Chicago Real Estate

Yin and Yang of Chicago Real Estate

Tuesday is Chicago real estate tour day. Agents hold open houses of their new listings and Realtors tour these properties for potential clients.

With today’s internet/virtual tour options, fewer and fewer agents go out on these tours, which is a shame. I love to go on tours – I get a chance to visit with colleagues, see gorgeous properties, and stay abreast of home values throughout the area.

Today, I got to see the Yin and Yang of Chicago Real Estate- polar opposites- NEW and VINTAGE. I have to say, I loved them both!


Claremont House

3909 N Claremont


My iPhone photo doesn’t do it justice- the home is open, sleek, chic, and easy to live in! Some of my favorite details:

  • When you walk in, there’s a metal floor that’s actually a grid- underneath is a drain so dirt and water from your shoes and boots are immediately taken away.
  • The open staircases (up and down) are made of thick blond wood treads.
  • The front and rear windows are HUGE spans of glass- this brings the outside in, and it’s incredibly dramatic!
  • The lower level has terrazo floors with radiant heat, and the family room is separated from the garden by a sheet of glass- gorgeous!
  • The kitchen is slick and sleek – with stainless steel table, cabinets and appliances, offset by blond wood upper cabinets, it’s a chef’s dream!

Find Contemporary Homes for Sale-

Select this link!


905 W Castlewood Terrace

905 Castlewood Terrace


You know I’m in love with historic homes, and the old houses on Castlewood are amazing! This home was built in 1911, and it sits on a 90 x 115 lot.

Some of my favorite things about this house:

  • Huge side yard!!  There’s a lovely fountain, gorgeous plantings, wrought iron fence, and side deck.
  • This street is a cul de sac – no through traffic!
  • Gorgeous vintage details inside – wood floors, moldings, curved staircase, and more.
  • A solarium — a wall AND CEILING of windows that just make me smile!
  • It’s big – 4900 square feet inside with 5 bedrooms, 3 full and 2 half baths

Find Vintage Homes for Sale-

Select one of these links:

Vintage Co-op Buildings

Historic Districts of Chicago

Historic Home Search by Price

– – – – – – – – – – – –

And – to help guide you in your home search,


Anne Rossley


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

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Top 10 Bungalows for Sale

Top 10 Bungalows for Sale

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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

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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.


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