Homes for Sale near Indian Trail Elementary School

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

Introducing The Lincoln Collection - an exclusive offering of nine new construction residences on the former Lincoln School site. Currently under construction and available September 1, 2026. Perfectly positioned on a professionally landscaped .31-acre homesite, this exceptional 6-bedroom, 6.1-bath home offers approximately 5,500 square feet of curated living space across three impeccably

Beth Wexler @properties Christie's International Real Estate

Absolutely stunning 2nd floor condo unit, completely renovated from top to bottom. Laundry Room located right across the hall from the unit! This immaculate residence features brand new hardwood flooring throughout, kitchen features abundant cabinets, elegant granite countertops, stainless steel appliances, and large island, perfect for entertaining. The unit offers two generously sized bedrooms

Tim Ratty Baird & Warner

Welcome to 1871 Elmwood Dr! This charming solid brick and stone Ranch is set on a beautifully landscaped corner lot in the heart of coveted Sunset Park. This 2 Bedroom, 2 Bath, updated and meticulously maintained home offers both comfort and style. The lovely Living Room features crown moldings, a woodburning fireplace, custom built ins and an expansive bay window outfitted with plantation

Ellen Chukerman Compass

Mid-Century Modern Gem Set in One of Highland Park's Most Premier Locations and Tucked Away with Ultimate Privacy on a Lush, Beautifully Manicured Lot. Enter into the Dramatic Double Staircase with Marble Foyer, Spacious Living / Dining Room - Perfect for Entertaining! Beautiful Hardwood Floors and an Updated Eat-In Kitchen with Newer Stainless Steel Appliances, White Cabinets and Granite

Janet Borden Compass

A welcoming front porch sets the tone for the warmth and charm you'll find inside this home. This beautifully maintained brick home combines timeless character with modern updates, all situated on an expansive 50' x 220' professionally landscaped, fenced lot and a two-car, recently structurally redone detached garage. The interior features hardwood floors, solid oak doors, 9' ceilings, and

Mirella Caputo @properties Christie's International Real Estate

Offer accepted and waiting for relocation company to sign it, no showings at this time. Prime Downtown Highland Park Location! Beautifully updated end-unit townhome that lives like a single-family home, offering an open floor plan, abundant natural light, and move-in-ready condition. The main level features hardwood floors, recessed lighting throughout, and a well-appointed kitchen with stainless

Chris Veech @properties Christie's International Real Estate

You'll fall in love the moment you step into the foyer of 2660 Saint Johns Ave. Hardwood floors extend throughout most of the home, the comfortable living room has a huge picture window overlooking the front yard and a charming archway leads into a formal dining room...perfect for entertaining family and friends. The kitchen was updated in 2022 with new backsplash, Quartz countertops, tile

Steve Grunyk @properties Christie's International Real Estate

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

A truly terrific opportunity has returned as this home is officially back on the market! Discover a masterpiece of Mid-Century Modern design, reimagined for today's lifestyle, nestled in the heart of East Highland Park. This striking Ranch home, set on a tranquil half-acre lot, is embraced by lush ravines on two sides, offering privacy, serenity, and a true connection to nature-all just a few

Ellen Chukerman Compass

A truly exceptional offering in Highland Park, this completely reimagined condo is unlike anything else in the area. Renovated down to the studs in 2022 with uncompromising attention to detail, every inch has been thoughtfully designed to deliver a sophisticated, turnkey space with timeless style and exceptional quality. The spectacular chef's kitchen is the showpiece of the home and would easily

Stephanie Hofman @properties Christie's International Real Estate

Assya Zinger Vareljan Berkshire Hathaway HomeServices Chicago

Situated on a prime half-acre lot in sought-after East Highland Park, this one-of-a-kind custom residence, completed in 2022, offers a rare combination of timeless architecture, warm contemporary design, and purposeful functionality, all executed with an uncompromising commitment to quality. While striking curb appeal sets the tone from the moment you arrive, the grand circular driveway,

Joshua Lipton Compass

Modern Parisian-Inspired Carriage House Steps from Downtown Highland Park Fully renovated down to the studs, this unique carriage house blends historic charm with modern design and amenities. The primary living space is located on the second floor and features vaulted ceilings with steel collar ties, exposed brick walls, and an open-concept layout ideal for entertaining. Chef's kitchen includes

Daniel Daoud Realtyline Co.

Welcome to this bright and inviting condo perfectly situated in a fabulous in-town Highland Park location! Set within a beautifully maintained building featuring an updated, modern lobby, this home offers the ideal combination of style, comfort, and convenience. Step inside to discover a thoughtfully designed interior with a modern kitchen featuring sleek granite countertops, exposed brick walls,

Peggy Glickman @properties Christie's International Real Estate

You will fall in love with this beautifully improved home, perfectly located within easy walking distance to town, train, and Central Park overlooking the beach, move-in ready, inside, outside and all around. Homeowners have made all the right improvements since purchasing their home ten years ago, new Marvin windows, new roof, new two and a half car garage and driveway, new bluestone walkway and

Cheryl Waldstein @properties Christie's International Real Estate

Beautifully renovated, designer's own corner penthouse with balcony and southwest treetop views in a pet-friendly, boutique 12-unit elevator building, near vibrant downtown Highland Park and Sunset Valley Golf Club. Two bedrooms plus Den, 2 baths, 2 car heated garage parking. Bright & open concept condo is a rare find at over 1,900 sf, with a spacious covered balcony. Originally designed as a

Deborah Fischer Berkshire Hathaway HomeServices Chicago

Charming, Updated Home in the Heart of Highland Park Welcome to this beautifully updated 4-bedroom, 2-bath home in the east Highland Park area. Located just a short walk to the vibrant downtown highwood shops and restaurants, as well as to Highwood Metra Station. The famous Morane dog park and beach is also just a skip away. This location is central to everything Highland Park has available. Not

Jeffrey Sklar Beycome Brokerage Realty LLC

Stunning Custom Contemporary on Coveted Double Lot in Highland Park designed, built and meticulously maintained by the current owners. This one-of-a-kind home sits on over an acre on a beautiful ravine on one of Highland Park's most sought after streets - just steps from town, top-rated schools, the Lake, parks, and more. With soaring ceilings and expansive open living spaces, the home offers an

Linda Levin Jameson Sotheby's Intl Realty

Exceptional space and value in an in-town Highland Park location! This spacious three-bedroom, two-bath condominium offers generous room sizes, abundant natural light, southern exposure, and an oversized private balcony-an excellent opportunity to bring your own design ideas and create a home that reflects your style. A welcoming foyer leads to spacious living and dining areas, while the kitchen

Noah Levy Compass

Spectacular Historic Queen Anne Revival on Nearly 3/4 Acre in East Highland Park. A rare opportunity to own a magnificent Queen Anne Revival residence, beautifully set on a private lot just under 3/4 of an acre in sought-after East Highland Park. This exceptional home offers the best of all worlds-historic beauty and grandeur paired seamlessly with modern additions and amenities designed for

Vince Dinh HomeSmart Connect LLC

Beautifully updated 4 bedroom, 2 bath home in the highly sought-after Sunset Woods neighborhood. Ideally situated near Sunset Park, downtown Highland Park, shopping, dining, and everyday conveniences, this move-in-ready home offers the perfect blend of comfort, style, and location. The renovated kitchen features elegant quartz countertops, stainless steel appliances, and contemporary finishes,

Margie Brooks Baird & Warner

Situated on a prestigious private lane in East Highland Park, this rare lakefront offering is a Mid-Century Modern masterpiece. Designed in 1957 by renowned architect Henry L. Newhouse II for Irving B. Harris, Chicago Philanthropist, this 10,000-square-foot contemporary residence sits on nearly two acres of lush grounds with magnificent, unobstructed views of Lake Michigan. Experience the

Rebecca Gilberg 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

Introducing The Lincoln Collection - an exclusive offering of nine new construction residences on the former Lincoln School site. Currently under construction and available July 2026. Perfectly positioned on a professionally landscaped .31-acre homesite, this exceptional 6-bedroom, 5.1-bath home offers approximately 5,400 square feet of curated living space across three impeccably finished

Beth Wexler @properties Christie's International Real Estate

Just steps from downtown Highland Park's shops, restaurants, library, train, and close to Lake Michigan, Thornycote is a home where location and history come together beautifully. Designed in 1901 by renowned architect Howard Van Doren Shaw, this English Arts and Crafts residence is a remarkable expression of craftsmanship, proportion, and grace. Set on more than an acre of lush, landscaped

Keith Goad Berkshire Hathaway HomeServices Chicago

Located in the coveted Belle Avenue Historic District, this extraordinary estate sits on 2.3 acres of manicured grounds with sweeping lake views. Fully renovated and expanded, the residence blends timeless elegance with modern luxury for a truly one-of-a-kind offering. This five-bedroom, eight full and one half bath home showcases craftsmanship of the highest caliber, including a brick exterior,

Beth Wexler @properties Christie's International Real Estate

This Beautiful Home on Over an Acre in the Heart of Highland Park Boasts Soaring Barrel Ceilings over 20' High and 5 Fireplaces. Amazing Home for Entertaining with a Magnificent Great Room, a Banquet-Sized Dining Room with a Butlers Pantry, a Wonderful Screened Porch and a Balcony Overlooking the Backyard- which includes Ravines and a Huge Yard, large enough for a tennis/pickleball court, an

Janet Borden Compass

Perched on one of the prettiest streets in east Highland Park, this beautiful all brick and stucco home is set on a gorgeous, nearly half-acre property with stunning fully-fenced and professionally landscaped backyard. Start your day with a morning stroll to That Little French Guy for coffee and a croissant, see what's new at the Highland Park Library, then enjoy your walk to enchanting Ravine

Cheryl Waldstein @properties Christie's International Real Estate

Move right into this beautifully updated, fee-simple, 3+1 bedroom, 3.5 bath duplex that offers the space, privacy, and feel of a single-family home. NO HOA! Filled with natural light and soaring vaulted ceilings, this home features a spacious layout, exceptional storage, and a full finished basement with a full bath and multiple walk-in storage closets. Every bedroom has access to a large walk-in

Boris Kholyavsky Boris Kholyavsky

Exceptional investment opportunity or owner-occupied two-flat with both units completely remodeled in 2024. Unit 1 offers 3 bedrooms and 2 full baths featuring hardwood floors, a wood-burning fireplace in the spacious living room, updated kitchen with new refrigerator, in-unit washer/dryer, and a side deck off the dining area. The finished lower level adds a family room and brand new full bath -

Jacqueline Lotzof Compass