Homes for Sale near Wayne Thomas Elementary School

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

Charming, thoughtfully updated Colonial in a superb Highwood location - close to everything. 4 Bedrooms & 2 Baths with plenty of room to relax. Full of character and natural light, the home offers warm, comfortable living with functional flow and flexible spaces, ideal for both everyday living and entertaining. Recent improvements include new siding, roof, deck, driveway, fence, front walkway /

Laura McCain 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

This fabulous all-brick and stone home has a perfect flow for living and entertaining. The 1st floor boasts hardwood floors, an office, mudroom, formal living room with a fireplace, dining room, kitchen, and family room- all enhanced by beautiful millwork and walls of windows that flood the space with natural light. Upstairs, you'll find laundry, 4 ensuite bedrooms, including a luxurious primary

Janet Borden Compass

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

Charming Home Steps from Downtown Highwood! Welcome to this inviting 3-bedroom, 1-bath home located just steps from vibrant downtown Highwood. Featuring a large kitchen with an attached dining room, this home offers the perfect blend of comfort and convenience. The partially finished basement provides additional living space or room to grow, while the 2-car garage adds valuable storage and

Carol Santi Coldwell Banker Realty

IMPRESSIVE PRICE IMPROVEMENT!!!The epitome of luxurious one-level living. Set on a magnificent 3+ acre parcel in an exclusive private enclave, this extraordinary property is surrounded on three sides by the Heller Nature Preserve, offering 97 acres of protected land, serene privacy, and breathtaking natural beauty. Enjoy miles of scenic trails ideal for hiking, cross-country skiing, and horseback

Honore Frumentino @properties Christie's International Real Estate

Expanded and renovated in 2008, this two-story prairie-style executive home offers over 9,000 square feet of finished living area across three levels, all easily accessible by a centrally located elevator or stairs, and is situated on over an acre of wooded property along a quiet, private road in Highland Park. The home offers exceptional flexibility with spaces ideal for a variety of lifestyles,

Kelly Ipjian Exit Strategy Realty

Move-in ready and expanded center entry colonial 6 bedroom, 5 full bath and 1 half bath home that backs to Centennial Park! First level features hardwood floors throughout, an inviting entry, large dining room perfect for entertaining, formal living room with bay windows that opens to a family room (currently used as an office) with fireplace and sliders to patio/yard. Expansive kitchen features

Beth Wexler @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

Experience modern luxury in this beautifully remodeled 3-bedroom, 2-bath ranch, where timeless design meets exceptional craftsmanship. From the moment you step inside, you'll be welcomed by an expansive open-concept layout featuring soaring vaulted ceilings, abundant natural light, and beautifully refinished hardwood floors throughout. The heart of the home is the stunning chef's kitchen,

Alam Chunawala Coldwell Banker Realty

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

Discover your dream Condominium just steps away from the serene shores of Lake Michigan, nestled within the beautifully maintained grounds of Fort Sheridan. This expansive luxury condo features soaring 9-foot ceilings, stunning hardwood floors, and elegant recessed lighting, creating a warm and inviting atmosphere. The gourmet kitchen is a chef's delight, equipped with high-end stainless-steel

Ted Pickus @properties Christie's International Real Estate

More home than you think! This well-maintained split-level offers two spacious living areas-a living room on the main level and a bright lower-level family room with large windows that provide plenty of natural light. Unlike a ranch with a basement, both living spaces feel open, inviting, and are ideal for everyday living. This is an estate sale, and the home is being conveyed as-is. If you're

Jay Reid HomeSmart Connect LLC

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

Elegant and sophisticated custom built 6 bedroom, 7 full and 4 half bath home located on 1 acre that is reminiscent of a luxury hotel complete with patio, pool and spa. This limestone clad home boasts unsurpassed quality construction and is accompanied with high-end interior designer appointed finishes throughout. Some of the home's highlights include: hand scraped, hand beveled hardwood floors,

Beth Wexler @properties Christie's International Real Estate

Sun-filled Corner East H.P. W/5 Bd Rms All On The 2nd Flr Hardwood Flrs. R Under Carpeting T/O Hm. Primary Bdrm W/Walk-In Closet, Fireplace, BTH Rm Walls Are Fully Tiled W/8'x5' Dry Sauna, Dual Vanities, Sep Shower & Soaking Tub, Entryway Into Hm Via L-Shaped Combo Living/Family Rm. That a wall opening can be made into the dining room. Huge Open Kitchen W/Ajoining Dining Rm That Leads to 225 Sq

Don Yosef @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

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

Rare opportunity to own a beautifully updated two-flat, ideal for investors or owner-occupants seeking rental income. The spacious first-floor unit features an expanded kitchen with a large island, a new mudroom off the side entrance, 9-foot ceilings, hardwood floors throughout the living areas, a convenient laundry closet, three bedrooms, and a fully remodeled bathroom with walk-in shower. Two

Peggy Glickman @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

Experience the perfect blend of elegance and contemporary living in this exceptional 1 bedroom + loft condo located in the coveted Tower Barracks East at Historic Fort Sheridan. Overlooking the iconic Parade Grounds, this open and airy second-floor unit is filled with natural light and showcases the architectural details that make Fort Sheridan so distinctive. Inside, you'll find soaring vaulted

Susan Brown Burklin @properties Christie's International Real Estate

Surrounded by the peaceful, natural beauty of the Hybernia Preserve, this luxurious home offers water views and privacy seldom experienced. ***New Roof, Gutters, and Patio - 2020***New Exterior Paint - 2023***Kitchen Renovation - 2018***New Dishwasher - 2021***New Disposal - 2025***New Marble and Hardwood Flooring***Closets Professionally Organized - 2021***Whole House Generator - 2018***New

Rita Masini Compass

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

Built by experienced Marco Homes and ideally situated on a quiet cul-de-sac in the highly sought-after Highland Park Highlands, this exceptional residence offers the perfect blend of timeless elegance, generous living space, and thoughtful design. Featuring four spacious bedrooms on the second level and two additional bedrooms in the beautifully finished lower level, this home is perfectly suited

Maxine Goldberg Engel & Voelkers Chicago North Shore

Historic lakefront Queen Anne mansion on Lake Michigan! Set on a private 3/4 acre, surrounded on three sides by park, ravine, and Lake, adding "borrowed landscape". Premier location within the "Fort Sheridan" neighborhood of Highland Park, with parks, nearby restaurants, walking trails, beach, and many cultural activities. NuHaus kitchen overlooks Lake. Gorgeous views everywhere. Master Bedroom

Eileen Campbell Jameson Sotheby's International Realty

Sophisticated new custom built 5 bedroom, 6 full bath & 2 half bath home with guest house, patio, pool & spa located on over 3 acres. This limestone & stucco clad home w/composite terra cotta Spanish roof tiles boasts unsurpassed quality construction by Red Rock Homes & is accompanied w/high-end interior designer finishes by Ilene Chase. Some of the home's highlights include: soaring ceilings,

Beth Wexler @properties Christie's International Real Estate

Beautifully updated and move-in ready, this exceptional Fort Sheridan home offers the perfect blend of timeless elegance, modern upgrades, and an unbeatable location just moments from Lake Michigan beaches, nature trails, Metra, restaurants, shopping, and top-rated Highland Park schools. A dramatic two-story foyer welcomes you into sun-filled living and dining spaces, while the updated kitchen

Philip Wrigley Coldwell Banker Realty

Welcome to this beautifully updated, Mid-Century ranch home situated on just under a half-acre in the highly desirable Highlands neighborhood of Highland Park. Offering an ideal blend of spacious living, thoughtful updates, and an exceptional location, this home features 3 bedrooms and 2.5 bathrooms on the main level, along with a bright living room, dining room, inviting sitting room, and a

Alan Meyerowitz @properties Christie's International Real Estate

Beautifully updated ranch home on a wooded lot, walls of windows, skylights, and vaulted ceilings allow in plenty of natural light and open space. Recessed lighting, hardwood floors, and all custom cabinetry throughout. High-end SS appliances, granite countertops, and a beautiful backsplash in the kitchen. Elegant baths with dual sinks. Finished basement with full bath. Impeccably maintained and

Susan Hayes Baird & Warner