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5 Lakeview open houses to check out this weekend

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From greystones to courtyard buildings and brick condos

Welcome to another edition of our weekly series rounding up open houses to check out over the weekend, because who doesn’t love a little real estate gawking? This time around we’re looking at what’s on the market in Lakeview.


A cottage with a front porch

A cottage with a front porch. There are front steps and green railings.
A white foyer with a built in bookshelf and a blue couch. There is a painting on the wall depicting a peace sign.
A bedroom with a bed against a window. It is sitting on blue and white rug. A nightstand is next to the bed. VHT Studios

Where: 1442 W. Pensacola Avenue
When: Saturday, February 29 from 1:00 p.m. to 3:00 p.m. and Sunday, March 1 from 1:00 p.m. to 3:00 p.m.
Specs: 4 bedrooms, 4 bathrooms
Selling points: For starters, what’s not to love about a little cottage-style house with a front porch like this? It was recently renovated to include built-in bookcases, a sparkly white kitchen, and a fully finished basement with two additional rooms. There are funky, glass shade light fixtures, colorful pops of wallpaper, and a professionally landscaped backyard.
Asking price: $915,000

A warm apartment with perfect porch

A three-story white building with an iron top and bay windows. There are cars parked outside.
A study with a glass desk, a couch, French doors, and a built-in book shelf.
A back deck with window boxes. hanging chairs, a couch, and a wooden bistro table. Courtesy of listing agent Michelle Gerblick Siska of Dreamtown Realty

Where: 612 W. Surf Street, Unit 2B
When: Saturday, February 29 from 11:00 a.m. to 1:00 p.m. and Sunday, March 1 from 11:00 a.m. to 1:00 p.m.
Specs: Three bedrooms, two bathrooms
Selling points: This is a pretty stylish rehab: custom cabinets, marble bathrooms, and a new mudroom. The kitchen gets great sunlight and we’d spend all day in that cozy library. The condo also has a large covered deck with swinging pod chairs, window planters, and a bistro table—obviously we’re using this for inspo.
Asking price: $560,000

A luxurious master suite

A block with three-story homes. There is a brick building and a greystone building.
A bedroom with a chandelier, a fireplace, and a bed.
A living room with an ottoman, white shelves, a bay window, a fireplace, and two blue chairs. Courtesy of listing agent Ryan Gable  of Starting Point Realty, Inc.

Where: 506 W. Oakdale Avenue, Unit 3
When: Saturday, February 29 from 11:00 a.m. to 1:00 p.m.
Specs: Three bedroom, two and a half bathrooms, and 2,000 square feet
Selling points: Who wouldn’t want to venture into this castle-like home? The cylindrical tower, front balcony, and arched entryway—it’s a romantic structure that stands out against the Chicago brick. The master suite here has a fireplace, dual closets with custom organizers, and a jetted tub.
Asking price: $775,000

A greystone mini mansion

A two-story greystone with landscaping.
A large dining room with an eight-person table, a chandelier, and a large yellow painting. In the distance there is a formal living room.
A bathroom with a toilet and a walk-in glass shower. There is an elegant wood vanity with a large window overlooking trees. Courtesy of listing agents Sophia Klopas and Ivona Kutermankiewicz of Berkshire Hathaway HomeServices Chicago.

Where: 3734 N. Lakewood Avenue
When: Saturday, February 29 from 11:00 a.m. to 1:00 p.m.
Specs: Five bedrooms, five bathrooms, and 4,500 square feet
Selling points: While most of us can only dream of owning a house over a million, what’s the harm is seeing everything a neighborhood has to offer? Near the Southport Corridor on an extra-wide lot, get a peek at this fully renovated greystone built in 1895. You’ll be able to see original details like millwork and built-ins contrasted with modern upgrades in the kitchen. Perhaps seeing these two distinct styles in person could even help you figure out what your preference is?
Asking price: $1,699,900

A lush, modern duplex

A corner brick building with a front garden.
A living room with a couch and two chairs. There is a fireplace, a coffee table, and a large paned mirror.
The kitchen has light colored wood cabinets, a white countertop and subway tile backspash. Courtesy of listing agent Christine Shepardson of @properties

Where: 3300 N. Lakewood Avenue, Unit 1
When: Sunday, March 1 from 11:00 a.m. to 1:00 p.m.
Specs: Four bedrooms, two and a half bathrooms
Selling points: This adorable corner lot building has a lush front garden with patio seating—how much more inviting could an open house look? This duplex feels a bit more like a townhouse with a private entrance through a gated patio. There’s a bright open living room and kitchen layout. The master suite has its own private back deck—more outdoor space—and comes with abundant closet space and a double vanity. What’s more, is the family room has a built-in movie screen.
Asking price: $699,900