Highland Park, IL Homes for Sale under $1,500,000

Welcome to 723 De Tamble Avenue, a classic all-brick Colonial set on an expansive, professionally landscaped lot in desirable East Highland Park. Entirely renovated in the last two years, this sun-filled home seamlessly blends timeless character with modern updates and an open, inviting floor plan. The foyer welcomes you into a spacious living room with a gas fireplace, while the open-concept

Meredith Edwards Compass

Nestled in the heart of East Highland Park, 251 Central Avenue offers the perfect blend of coastal atmosphere and downtown convenience. Situated on a lushly landscaped corner lot between vibrant Downtown Highland Park and the shores of Lake Michigan. Inside, the layout is designed for both comfort and effortless hosting. The spacious Living Room, anchored by a cozy Gas Fireplace, flows seamlessly

Ellen Chukerman Compass

This prime East Highland Park location being only 4 lots from the lake is most magical divine landscaped setting on 0.72 of an acre. Complete with breathtaking ravine views, this mid century modern property is ready to be reimagined or even reinvented with a new home. From the moment you arrive, a very secluded driveway leads you down to impeccably manicured grounds layered with colorful flowers

Jena Radnay @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

Escape to your own private nature retreat! Nestled on a beautifully large wooded 1/3-acre corner lot in coveted Sherwood Forest. This exceptional 4092 sq ft home offers the perfect blend of space, comfort, and versatility to fit today's lifestyle, including 2 potential home offices, an upscale Primary Bathroom, and lots of storage space. The home welcomes you with warmth and charm. Natural light

Nancy London Baird & Warner

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

The "Serenity at Heritage" maintenance-free HOA community, situated directly across from the Chicago Botanic Garden, is without parallel in the current North Shore market. Experience the pinnacle of sophisticated living in this stunning new construction ranch. Designed with an airy, open-concept flow, the main level impresses immediately with soaring ceilings and strategically placed skylights

Marla Fox Compass

** Multiple offers received. Seller requests 'Highest & Best' offers by 5pm, Tuesday, May 5th ** Wait til you see the beautiful updates the current owners have made to this fantastic MCM home just a few doors from Lake Michigan with ravine and seasonal lake views! Designed by J. Marion Gutnayer, this lovely 2-story brick, stone & glass mid-century modern home is filled with natural light thanks

Lou Zucaro Baird & Warner

Welcome to effortless luxurious living in Highland Park. This stunning custom contemporary 6-year-young home offers 5 spacious bedrooms, 4 half baths, and an open floor plan bathed in natural sunlight from every angle. The flexible floor plan blends style, comfort and functionality. Sunny foyer, soaring ceilings, designer finishes, and fixtures throughout. Sun-filled great room flows into chef`s

Janis Kirshner Engel & Voelkers Chicago North Shore

Enjoy effortless living in this beautiful 4BR/4.1BA home offering a sought-after first-floor primary suite and spectacular ravine views. Thoughtfully designed with spacious living areas and abundant natural light, this home combines timeless elegance with everyday comfort in one of Highland Park's most desirable locations. The inviting foyer opens to gracious living and dining rooms, creating an

Beth Alberts Compass

Nestled on a picturesque tree-lined street in sought-after East Highland Park, this beautifully updated 4-bedroom, 2.1-bath home seamlessly blends timeless character with today's modern conveniences. The heart of the home is a stunning chef's kitchen addition featuring Sub-Zero full size refrigerator and freezer, Viking double-oven range, Miele dishwasher, two wine refrigerators, large island

Jodi Taub @properties Christie's International Real Estate

Charming 1929 English Tudor in prime Braeside location with beach rights. This 5 bedroom, 4.2 bath home combines solid stone construction and classic architectural detail with substantial living space (4100 SF) and many recent updates, including a new composite roof (2023), new copper gutters, many new windows, and new hardwood flooring on the second floor. The inviting main floor features a

Debbie Scully @properties Christie's International Real Estate

Nestled on a private property this residence stands as a testament to sophisticated design and timeless elegance. This custom-built residence is poised on a lush, wooded lot, offering a serene backdrop that feels worlds away while remaining moments from the very best of North Shore living. Spanning three finished levels of meticulously curated space, the home features five expansive bedrooms and

Gloria Matlin Compass

Sip lemonade on your veranda and enjoy the classic Georgian charm of this stunning residence, nestled on nearly an acre in the heart of East Highland Park. This beautiful and gracious home spans three stories plus a huge finished basement, offering unparalleled living space. Experience stunning views from every window and tranquil living from porches and a gazebo. The first floor features a

Ila Coretti @properties Christie's International Real Estate

Some homes just feel right the moment you walk in - and 881 Marion is one of them. Tucked on a beautiful stretch of Marion Avenue in Highland Park's beloved Braeside neighborhood, this 4-bedroom, 2.5-bathroom home has been thoughtfully transformed from the inside out, with carefully considered improvements that make everyday living feel effortless. The layout was reimagined with real life in mind

Jacqueline Lotzof Compass

A rare opportunity to own a recognized piece of Highland Park architectural history. A locally Landmarked property, the Reisler-Feingold House was designed by noted architect Arthur Dennis Stevens, a protege of Frank Lloyd Wright, with a landscape by distinguished landscape architect Steven Christy. Together, house and grounds create an exceptional Mid-Century Modern setting on nearly 0.84 acres.

Karen Skurie Baird & Warner

Stunning 1934 English Country home in a prime East Highland Park location near Lake Michigan, the train, and highly sought-after Ravinia Elementary School. Quality built, pristine, and exceptionally spacious, this special home is set on a spectacular 3/4-acre ravine property with stunning views in every season. An inviting floor plan is ideal for both entertaining and everyday living, with four

Cory Albiani @properties Christie's International Real Estate

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