Highland Park, Illinois listings for sale

$5,500,000 - Highland Park, IL

147 Central Avenue Highland Park, IL - Discover a rare gem on Central Ave-this stunning Victorian historic landmark sprawls over 4 picturesque acres, just steps from the pristine shores of Lake Michigan. This unique property, once called the Cornelius Field House, features a beautifully restored main house, a charming gardener's cottage, and a spacious coach house (160 Park Ave), each exuding timeless elegance and character. The main house boasts intricate architectural details, original woodwork, and modern amenities, making it perfect for both entertaining and everyday living. 4 spacious bedrooms and 3.5 baths have all been timelessly renovated. A true chef's kitchen complete with walk-in pantry and glass surround eat-in area is any entertainer's dream. The high ceilings and attention to detail throughout the home are breathtaking and accented by the wraparound porch that will leave you daydreaming. The property received the Historic Preservation Award Winner for Restoration by the Historic Preservation Comm. of the City of Highland Park. The gardener's cottage offers a cozy retreat perfect for guest accommodations with one-bedroom, full bathroom, kitchenette and light drenched living room and loft. The coach house (once a barn then turned to an all boys' school called Sylvan Dells in the 1890s) presents endless possibilities with 4 bedrooms and 2.5 baths. Use for family, business or potential rental income. Enjoy the tranquility of expansive gardens, mature trees, and serene outdoor spaces, ideal for gatherings or quiet reflection. With close proximity to local parks, shops, beach and dining, this remarkable estate combines historic charm with modern convenience. Embrace the opportunity to own a piece of Highland Park history!

$3,820,000 - Highland Park, IL

1950 Sheridan Road Highland Park, IL - Once in a lifetime opportunity to own this exquisite and dramatic penthouse. Welcome to Park Sheridan, the North Shore's newest and most luxurious residences! This boutique residence will offer the perfect combination of space, location, amenities, and privacy, creating an elevated lifestyle for all who live here. Occupancy Spring 2025. There's no better time than right now to make your dream home a reality, this is the last penthouse available! No detail overlooked in this 3 bedroom + study, 4.5 bathroom home! Impressive mezzanine level offers an additional 350 square feet, providing versatility to meet your lifestyle and needs. 11'' ceilings flooded with natural light, designer finishes, and an expansive outdoor terrace creates a new standard of living. Grand entry foyer with two skylights. European wide white oak floors in main living areas. Chef's kitchen with Italian designer cabinets, Caesarstone quartz counters, 10' island, Julien workstation, Dornbrach pull-out faucet, and high-end appliances. 30" Subzero fridge, 30" Subzero freezer, Subzero below counter beverage fridge, Wolf 48" gas range, Wolf speed oven, Wolf wall oven and 2 Bosch dishwashers. Master bedroom with walk-in closet. Master bath features Victoria + Albert freestanding tub, walk-in shower, two private water closets with Toto toilets, double sinks, and heated floors. Open layout perfect for entertaining. Option to add elevator. 42" gas fireplace in great room. Over 700 SF terrace has been designed as an extension of the space, offering both covered and uncovered seating areas. Still time to customize finishing touches, including: porcelain tile, kitchen and bathroom countertops, kitchen cabinets, bathroom vanities, and paint colors. Park Sheridan amenities include mail room, fitness and yoga center, Club Room with entertainment kitchen and bar overlooking private park, outdoor private park with lounge area, storage, bike room, and 3 heated garage parking spaces! 1 of the 3 garage spaces is tandem. Situated in the heart of downtown Highland Park, just steps from the lake, parks, restaurants, shopping, and train station. Park Sheridan is selling out quickly so don't miss out! Reach out today for more information on the remaining residences.

$2,760,000 - Highland Park, IL

650 Walnut Street Highland Park, IL - Introducing the North Shore's most exquisite luxury residences, The Wolbright. Occupancy Winter 2025/2026. This exclusive residential building exemplifies a modern and sophisticated design. No detail is overlooked in this 3 bedroom 3.5-bathroom home with a library and family room. 10' ceilings flooded with natural light, designer finishes, and two covered terraces create a new standard of living. European wide white oak floors in main living areas. Chef's kitchen with Italian designer cabinets, Caesarstone quartz counters, 10' island, and high-end appliances. Subzero fridge, Wolf oven, Wolf microwave, Wolf cooktop and Miele dishwasher. Master bedroom with massive walk-in closet. Master bath features freestanding tub, walk-in shower, private water closet with Toto toilet, and double sinks. Open layout perfect for entertaining. Two outdoor terraces were designed as an extension of the space, offering separate covered seating areas. Mud room with laundry, storage, and utility sink. Two storage rooms and additional storage in the garage. Still time to customize the finishes. The Wolbright offers exclusive living with a collection of amenities rarely found in a boutique building. Elegantly designed lobby with 10' ceilings, common area patio with lounge area, Club Room with bar overlooking patio, fitness and yoga center, golf simulator room, and mail room. Heated garage parking with secured storage and bike room. The Wolbright is situated in the heart of downtown Highland Park, just steps from the lake, parks, restaurants, shopping, and train station. The Wolbright is selling out quickly so don't miss out! Reach out today for more information on the remaining residences.

$2,595,000 - Highland Park, IL

732 Bronson Lane Highland Park, IL - A Nagle Hartray-designed architectural showstopper, this unique and meticulously upgraded residence sits on a lushly landscaped acre near Rosewood Beach and Ravinia. Newly enhanced with bespoke updates that blend timeless design with modern refinement, this home is a study in elegance, comfort, and effortless luxury. At its heart, the soaring two-story living room, crowned by a barrel ceiling and dramatic fireplace, is bathed in natural light, offering an inviting setting for both grand entertaining and quiet moments alike. The adjacent library, flanked by custom bookshelves, a cozy fireplace, and a private bar, provides a refined space for introspection. Newly installed picture windows, a sophisticated interior palette, and beautifully refinished hardwood floors enhance every space, while the exquisitely designed chef's kitchen flows seamlessly into the expansive family room, where French doors open to a serene terrace and manicured grounds-perfect for dining al fresco or unwinding under the stars.The primary suite is a sanctuary unto itself, featuring two balconies, a reimagined marble bath with spa-inspired fixtures, and a custom dressing room designed for effortless elegance. A private first-floor guest suite with full bath provides a welcoming retreat for visitors, offering both convenience and privacy. Upstairs, four en-suite bedrooms, including a two-bedroom suite with a dedicated lounge, offer both comfort and flexibility. In addition, an airy treetop loft provides a light-filled space for work, creativity, or simply taking in the view. The lower level extends the home's thoughtful design, featuring a media lounge, fitness studio, and a sophisticated laundry suite with dual washers and dryers. Smart home integrations-including a whole-home WiFi system, SimplySafe security, and integrated LED lighting-ensure the latest in state-of-the-art amenities. Essential upgrades such as a new sump pump, complete water filtration system, and a heated garage with auto-sensing ventilation add to the home's exceptional livability.Beyond the walls, the thoughtfully curated gardens, sunlit terraces, and tranquil outdoor spaces create an idyllic retreat. An extraordinary home where architectural pedigree meets modern luxury, ready for its next chapter.

$2,300,000 - Highland Park, IL

388 N Deere Park Drive E Highland Park, IL - Welcome to an unparalleled residence of opulence and sophistication in prestigious Highland Park. This estate, a masterpiece of architectural brilliance and exceptional craftsmanship, spans over 14,000 square feet and epitomizes the zenith of luxurious living. As you approach this extraordinary home, you are greeted by a grand two-story foyer that sets the tone for the exceptional design found throughout. The formal living and dining rooms provide an elegant space for entertaining, while the great room, featuring soaring 30-foot ceilings, offers a dramatic and open environment for gathering. The gourmet kitchen is a chef's dream, equipped with top-of-the-line appliances and exquisite finishes, seamlessly blending functionality with style. Adjacent to the kitchen, the library presents a refined retreat for quiet contemplation or work. The estate boasts a total of five sumptuous bedrooms, including a magnificent master suite. This private sanctuary features his and hers dressing rooms and is complemented by a luxurious master bath. Each bedroom offers its own unique charm, with meticulous attention to detail. Entertainment abounds in the lower level, where you'll find an additional bedroom, a state-of-the-art theater, a billiard room, and a full bar. A stunning wine cellar awaits connoisseurs, while a beautifully designed lanai with its own fireplace provides an inviting space for relaxation and socializing. Five elegant fireplaces enhance the warmth and ambiance throughout the home, while the four-car garage offers ample space for your vehicles and storage needs. The estate also includes coveted private beach rights, adding a rare and exclusive touch to this already exceptional property. With its unparalleled design, stunning finishes, and extraordinary amenities, this estate represents the pinnacle of luxury living in Highland Park. This is a short sale and subject to final bank approval.

$1,700,000 - Highland Park, IL

3464 Old Mill Road Highland Park, IL - WELCOME TO 3464 OLD MILL ROAD - A MASTERFULLY CRAFTED PRAIRIE-STYLE ESTATE INSPIRED BY FRANK LLOYD WRIGHT, NESTLED ON OVER AN ACRE OF A SERENE, PRIVATE, TREE-FILLED LANDSCAPE IN COVETED HIGHLAND PARK. WITH OVER 9,000 SQUARE FEET OF LIVABLE SPACE, THIS RESIDENCE OFFERS A ONE-OF-A-KIND LIVING EXPERIENCE WHERE MODERN FUNCTIONALITY MEETS TIMELESS ARCHITECTURAL BEAUTY. FROM THE MOMENT YOU ENTER, YOU'RE GREETED BY SOARING 10-FOOT CEILINGS, RADIANT NATURAL LIGHT, AND TRANQUIL VIEWS OF THE LUSH BACKYARD THROUGH WALLS OF WINDOWS. LIGHT FILTERS THROUGH CUSTOM JAPANESE SHOJI SLIDING DOORS, ADDING A CALM, ETHEREAL GLOW TO EVERY SPACE. THIS HOME WAS INTENTIONALLY DESIGNED FOR DAILY LIVING, RELAXATION, AND GRAND ENTERTAINING, FEATURING THREE FIREPLACES, A SPECTACULAR SOLARIUM IN THE MAIN-LEVEL PRIMARY SUITE FOR A TRUE CONNECTION WITH NATURE, AND AN EXPANSIVE OPEN FLOOR PLAN THAT EFFORTLESSLY CONNECTS EACH ROOM. THE CHEF'S KITCHEN IS A SHOWSTOPPER, BOASTING DUAL ISLANDS, GRANITE COUNTERTOPS, PREMIUM THERMADOR AND MIELE APPLIANCES, AND A SEPARATE BUTLER'S PANTRY-MAKING IT PERFECT FOR GATHERINGS LARGE OR SMALL. ADJACENT LIVING AND DINING AREAS OFFER SEAMLESS INDOOR-OUTDOOR FLOW TO THE PRIVATE PATIO AND BACKYARD OASIS. THE MAIN FLOOR PRIMARY SUITE IS A SANCTUARY, COMPLETE WITH A CUSTOM WALK-IN CLOSET, SPA-LIKE BATHROOM FEATURING AN INFINITY SOAKING TUB, AN OVERSIZED WALK-IN SHOWER, AND A SOLARIUM WHERE NATURAL LIGHT AND FRESH PLANTS WELCOME EACH NEW DAY. UPSTAIRS, YOU'LL FIND GUEST SUITES WITH PRIVATE BATHROOMS, A DEDICATED OFFICE SPACE, AND MASSIVE FLEX ROOMS DESIGNED FOR COMMERCIAL USE WITH ADDITIONAL BEDROOMS-IDEAL FOR RUNNING A BUSINESS, HOSTING CREATIVE STUDIOS, OR CREATING ADDITIONAL BEDROOMS. THREE PRIVATE DECKS PROVIDE TRANQUIL VIEWS OF THE SURROUNDING NATURE, CREATING A PEACEFUL RETREAT WITHOUT EVER LEAVING HOME. AN ELEVATOR CONNECTS ALL THREE LEVELS, CONNECTING TO THE FULLY FINISHED LOWER LEVEL-A WELLNESS RETREAT ALL ON ITS OWN. THE GYM, STEAM SPA, AND MOVIE THEATER MAKE STAYING HOME A LUXURY EXPERIENCE. OUTDOORS, THE BEAUTIFULLY ILLUMINATED GROUNDS COME TO LIFE AT NIGHT WITH STRATEGIC LIGHTING WHICH SHOWCASES THE BEAUTY OF THE LANDSCAPE AND HIGHLIGHTS THE FIRE PIT AREA, GARDEN, AND GATHERING SPACES. THE LONG DRIVEWAY PROVIDES EASY ACCESS TO THE ATTACHED TWO AND A HALF CAR GARAGE AS WELL AS A SEPARATE EXTRA LONG DRIVEWAY LEADING TO THE COACH HOUSE-FEATURING A TWO-CAR GARAGE, A SPACIOUS WORKSHOP, AND A FULLY FINISHED STUDIO APARTMENT COMPLETE WITH ITS OWN KITCHEN AND BATH. WHETHER YOU'RE SEEKING A PEACEFUL PRIVATE RESIDENCE, A MULTI-GENERATIONAL SANCTUARY, OR A REMARKABLE LIVE/WORK COMPOUND-3464 OLD MILL ROAD IS A HOME THAT EFFORTLESSLY ADAPTS TO YOUR LIFESTYLE WHILE EXCEEDING EVERY EXPECTATION.

$1,470,000 - Highland Park, IL

1950 Sheridan Road Highland Park, IL - Welcome to Park Sheridan, the North Shore's newest and most luxurious residences! This boutique residence will offer the perfect combination of space, location, amenities, and privacy, creating an elevated lifestyle for all who live here. Occupancy Fall 2024. No detail overlooked in this 3 bedroom 3.5-bathroom home with a den. 10' ceilings flooded with natural light, designer finishes, and an expansive outdoor terrace creates a new standard of living. European wide white oak floors in main living areas. Chef's kitchen with Italian designer cabinets, Caesarstone quartz counters, 10' island, and high-end appliances. Subzero fridge, Wolf oven, Wolf microwave, Wolf cooktop and Bosch dishwasher. Master bedroom with walk-in closet. Master bath features freestanding tub, walk-in shower, private water closet with Toto toilet, and double sinks. Open layout perfect for entertaining. Over 500 SF patio has been designed as an extension of the space, offering both covered and uncovered seating areas. Still time to customize finishing touches, including: porcelain tile, kitchen and bathroom countertops, kitchen cabinets, bathroom vanities, and paint colors. Park Sheridan amenities include mail room, fitness and yoga center, Club Room with entertainment kitchen and bar overlooking private park, outdoor private park with lounge area, storage, bike room, and 2 heated garage spaces. Situated in the heart of downtown Highland Park, just steps from the lake, parks, restaurants, shopping, and train station. Park Sheridan is selling out quickly so don't miss out! Reach out today for more information on the remaining residences.

$1,399,999 - Highland Park, IL

1672 Huntington Lane Highland Park, IL - New Construction in Coveted Sherwood Forest - Highland Park, IL. Experience luxury living in this beautifully crafted single-family home, located in the highly sought-after Sherwood Forest neighborhood of Highland Park. Thoughtfully designed by a reputable North Shore builder, this residence offers high-end finishes and modern conveniences throughout.The first-floor primary suite features elegant hardwood flooring and custom closet organizers, creating a refined yet functional retreat. The gourmet kitchen includes a premium Bosch appliance package, ideal for both everyday living and entertaining.Enjoy year-round comfort with a Trane two-zone heating and cooling system, and appreciate the curb appeal and durability of the James Hardie exterior with stone accents, designed for low maintenance and lasting beauty.Don't miss this rare opportunity to own new construction in one of Highland Park's most desirable neighborhoods.

$1,275,000 - Highland Park, IL

94 Oakmont Road Highland Park, IL - Welcome to 94 Oakmont Road, a three-owner mid-century modern located on a small private road east of Sheridan Road in Highland Park. Set on a half-acre, this 3,175 sq ft. 3-bd, 3.5 ba was designed for privacy, history, and timeless design. Enjoy the convenience of being just a short walk from Rosewood Beach, Ravinia Festival, the Ravinia business district, Green Bay Trail, and the newly renovated Ravinia Elementary School. Designed by architect John McPherson, this 1940s-built home showcases the enduring beauty of authentic organic mid-century modern design, untouched by trend-driven alterations. Crafted from brick, concrete, wood, and steel, the home remains true to its original character, integrating original steel casement windows with thin sight lines, warm wood walls, and terra cotta tiles sourced from Wales. At the heart of the home, a massive stone fireplace seamlessly ties these elements together, creating a cozy and inviting atmosphere. Outside, a screened in porch and bluestone patio are the perfect platform for family meals and entertaining while extended eaves keep the elements out. Inside, many updates blend seamlessly with the home's architectural vision. The 48" Blue Star rangetop, custom-built range hood, and rare copper suede quartzite countertops complement the rift-cut oak cabinet faces in the kitchen. Upstairs, natural wool carpeting enhances the comfort of the spacious bedrooms. The expansive primary suite features built-in rosewood cabinetry, a large walk-in closet, and an en-suite bathroom with solid teak walls-evoking a spa-like retreat. Modern amenities include a new European-made radiant panel heating system, an electric car charger, and Lutron voice-controlled smart lighting. Seeking a preservation-minded buyer to own a piece of architectural history and continue the stewardship of this remarkable hom

$1,175,000 - Highland Park, IL

1730 Wildrose Court Highland Park, IL - Incredible Opportunity in Hybernia, first floor primary suite - Prime Cul-De-Sac Location with Stunning Pond Views! Bring your design ideas and transform this spacious custom home into your dream residence! Ideally located on a peaceful cul-de-sac overlooking a picturesque pond, this home offers an open floor plan with exceptional features. The main-floor primary suite provides direct access to the patio, while an optional second-floor primary suite includes a Jack & Jill bath. Hardwood floors flow throughout, leading from the dramatic two-story foyer into an expansive living room with a custom fireplace and abundant natural light. The chef's kitchen is designed for both functionality and style, featuring rich cherry cabinets, a center island, and a breakfast area that opens to the impressive family room. Additional main-floor highlights include a convenient laundry room, a private library/office with a custom wet bar, and a four-season heated sunroom. The full finished basement, surrounded by high ceilings, offers endless possibilities, boasting two additional bedrooms, a full bath, a large recreational room, a luxurious sauna, a cedar closet, and ample storage space. Don't miss out on this incredible opportunity to personalize and create your perfect home in the heart of Highland Park! Schedule your showing today.

Highland Park, Illinois listings for sale

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