Homes for Sale in 60040

1st time on the market in nearly 100 years! Classic stucco duplex, centrally located in bustling Highwood! Each 3 bedroom two story unit offers 3 bedroom & 1.5 bathrooms with an additional 1/2 bath in each basement, along with laundry rooms and storage rooms. Beautiful hardwood floors throughout each unit (units 240 & 242). Classic 20's architecture with arches and textured plaster. Each unit has

Cory Albiani @properties Christie's International Real Estate

Desirable single-family-home in great condition with amazing Highwood location and schools! Sellers have maintained this adorable vintage charmer and made MANY UPDATES, including ALL-NEW KITCHEN (2020), refinished HARDWOOD FLOORS (2020) throughout, and NEWER WINDOWS! One clean, classic bathroom upstairs. Bonus room off the back is perfect for home office, gym or play space. Clean unfinished

Carolyn Cerf @properties Christie's International Real Estate

This stunning two-story, 2nd and 3rd floor condominium home in the heart of Fort Sheridan is one of 12 units in the historic Bakery School, offering a spacious floor plan with 2 bedrooms on the unit's main floor and a beautiful family room/ multi purpose area in the upstairs loft. The second floor entry to Unit 204 opens up to a large living room that features tall north and south facing windows,

Susan Ringel Segal @properties Christie's International Real Estate

Absolutely adorable cottage tucked away on a quiet street in the heart of booming Highwood! This charming 3-bedroom, 2-bath home features a fully renovated basement, updated eat-in kitchen with stainless steel appliances, separate dining area, and a sun-filled living room perfect for everyday living and entertaining. Enjoy beautiful sunset views from the inviting front porch, or relax in the huge

Mada Hitchmough Compass

NEW CONSTRUCTION WITH FIRST FLOOR PRIMARY crafted with impeccable attention to detail, 251 High Street offers modern luxury across three levels of beautifully finished living space. The open-concept main level boasts soaring ceilings, wide-plank floors, and a light-filled living room anchored by a custom fireplace. The chef's kitchen is a true centerpiece, featuring high-end stainless steel

Margie Brooks Baird & Warner

Totally updated in 2025 and move-in ready, this charming ranch blends single-level living with a fully finished basement - and serious income potential. The main level features an open kitchen with breakfast/office space, a comfortable living room, two bedrooms, and a full bath with walk-in shower, all on beautiful hardwood floors. The finished lower level adds a second full bath with tub,

Jim Abbott Baird & Warner

First time on the market! Two Units. First and second floor. Vintage home with volume ceilings and hardwood floors. Entry porch leads to the living room, dining room/family room, and large eat-in kitchen. There are two bedrooms, an office and a full bath on the main level. Upstairs there is a two bedroom apartment with a living room, kitchen and full bath. The basement is full and unfinished. The

Carol Santi Coldwell Banker Realty

Exceptional investment opportunity in the heart of downtown ! Perfectly situated on a quiet one-way street within the city's vibrant business district, this beautifully maintained and newly remodeled three-flat has been thoughtfully updated from top to bottom. Each unit showcases stylish new kitchens and baths with modern cabinetry, quartz countertops, updated lighting and fixtures, new tile,

Jim Abbott Baird & Warner

Wonderfully Spacious, Sunny, Brick Home with Lovely Yard Space, in Fort Sheridan! Grand 2-Story Entry Opens to a Huge, Light-Filled Great Room with Soaring Ceilings and Walls of Windows, Flowing into the Large Kitchen with Island and Breakfast Bar and a Separate Eating Area Surrounded by Windows and Flooded with Light. The Main Floor also includes a Formal Living Room, Dining Room, Office with

Janet Borden Compass

A Fort Sheridan gem! This beautifully updated home, just steps from Lake Michigan, seamlessly blends timeless character with today's modern amenities. Sun-filled interiors and generous living spaces make this home ideal for both everyday living and entertaining. The welcoming main level features a dining room and spacious family room connected by a striking two-sided sandstone fireplace, a cozy

Susan Brown Burklin @properties Christie's International Real Estate

Experience unparalleled scale and sophistication in this one-of-a-kind Drill Hall residence within a boutique, luxury Fort Sheridan elevator building. Two units, offering an alternative to ranch inspired living, were expertly combined to create this 3 bedroom, 3.2 bath gallery style condominium with the added features of 3 spacious, private balconies overlooking the Meadow and the Pond, 2 loft

Judy Weiss @properties Christie's International Real Estate

Fully rehabbed brick 3-flat on an oversized double lot in the heart of Highwood-an exceptional, turn-key investment opportunity with strong, stable income already in place. This property features two expansive 3-bedroom, 1-bath units (Unit 1 rented at $2,950 and Unit 2 at $2,755) plus a 1-bedroom, 1-bath unit (Unit 3 rented at $1,450), all leased through March 2027 for immediate cash flow and

Jim Abbott Baird & Warner

Welcome to 2648 Western Ave, an exceptional opportunity in one of Highland Park's most desirable locations. Set on a beautiful half-acre lot, this classic brick ranch with a walk-out lower level offers the perfect canvas to create your ideal home or a compelling value-add investment. With 5 bedrooms and 3.1 bathrooms, the home features a functional, flexible layout with strong bones and abundant

Aaron Walsh @properties Christie's International Real Estate

Calling all investors & rehabbers- fabulous or opportunity for existing ranch style 2 flat in booming Highwood. Each unit is 2 beds, 1 bath, oversized garage parking and tons of storage, laundry in basement. Property is zoned as multi unit, so tear down and built opportunity available- tons of space to develop the land or improve/expand existing property.

Mada Hitchmough Compass