Highland Park IL Real Estate & Homes for Sale

Brick Ranch with full, finished basement is close to downtown Highland Park, aqua park, golf course, grocery store and Sunset Park. 2-car garage. Very affordably priced! Currently rented month to month.

Tastefully updated in 2024, this superb and spacious 3-story home nestled deep, on 1/2+ acre of professionally landscaped lot in desirable Braeside of Highland Park. Completely rebuilt and expanded from ground up in 2013 to over 5,000 sq. ft. Beautifully remodeled gourmet kitchen with huge island, white cabinets, quartz counters and backsplash, brand new high-end SS fridge and double oven gas stove. Other updates include a new white vanity with sink and toilet in powder room, remodeled main floor full bath, LED lighting, refinished hardwood floors on main level, freshly painted interior and exterior. Main level features open concept floor plan with inviting foyer, powder room, large living/dining combo with high cathedral ceiling and gas fireplace, updated kitchen with huge island opens to a family room with custom wood burning fireplace and built-in indoor grill. Kitchen/Family room leads to an extra-large patio with outdoor kitchen and beautiful yard. The 1st floor also boasts a massive main floor bedroom/office with walk-in closet, new full bath and adjacent screened greenhouse. The tiled mud room off the garage with laundry in the utility room completes the main level. The 2nd level is complete with 4 bedrooms, 3 full baths and a 2nd laundry. Primary bedroom with coffered ceiling, walk-in closet, full bath with double vanity, granite counter and large shower. One bathroom has a custom steam shower and dry sauna. The 3rd level features an additional bedroom/office with full bath, adjacent to a play/exercise room, plus a finished attic that could be used for storage or as desired. Beautiful yard with newly expanded patio, built-in outdoor kitchen, gazebo and plenty of room for a swimming pool and play set. Picturesque back and front yard retreat with landscaping improved in 2023 with new sod and low maintenance fruit garden. New roof in 2021 with electric de-icing heat cable, lightning protection rods and gutter guards. Newer Pella windows and mechanicals. This house is also pre-wired for a generator and front electric gate. Meticulously maintained by current owners and completely move-in ready. The property is conveniently located east of 41, across from the Chicago Botanic Garden where you can enjoy daily walks, 5 minutes to Ravinia Festival, Metro Train, Edens Expressway, Green Bay Bike Trail and local shopping.

Grand renovated Ranch in coveted South Deere Park on large property with private beach access. This 4700 sqft. home features a flexible floor plan, vaulted ceilings throughout, and many recent upgrades such as a new floors, reconstructed room sizes, and a new roof. Oversized kitchen with high end stainless steel appliances, island abundance of cabinetry, and eating area with skylights. Light filled great room, large dining room, and office with built ins. Luxurious primary suite with new walk in closet with upgraded storage system and outdoor access to patio. Expansive primary bathroom with double water closets, double vanity, whirlpool tub, separate shower, and laundry room. Two additional ensuite bedrooms. Lower level offers large recreations space with fireplace, additional bedroom and bathroom, den, sauna, and storage. Beautiful sunny property in excellent location.

Exquisite new construction home situated in the midst of a picturesque tree-lined street in the heart of Highland Park and makes a statement at first glance! This elegant 6 bd, 6.5 ba center entry offers 4 levels of living space, classic architectural elements with modern high-end amenities throughout. Top notch construction, thoughtful custom design interiors with finely crafted details all backed by a solid builder who delivers the best of the best time and time again. Designed and built by Preservation Restoration. Clean modern lines with a hint of playfulness all set on a rare, oversized L shaped lot. A backyard large enough for a pool, home garden, and/or children's playground. The interior breathes large & airy with an eye catching steel staircase entry with oversized Pella wood windows throughout, soaring ceilings & 7 in. white oak engineered hardwood floors. Ideal circular floor plan to ensure the best of entertaining w/incredible Chef's kitchen w/ 14' island, honed granite c-tops, professional s/s appliances & custom cabinetry. Custom cement tiled floor to ceiling gas burning fireplace flanked by oversized windows. Bonus walk-in pantry/mudroom left as a blank slate to allow for your custom needs. Large office/living room which offers a moody vibe with large picture windows overlooking front yard adjacent to designated open dining room. 5 en-suite bedrooms including a luxurious primary suite w/ oversized steam shower, heated floors, soaker tub, 2 single vanities and two separate walk-in closets awaiting your custom design. Charming 3rd level with tree top views and a private bathroom. This space can function as a rec room, 6th bedroom, or an additional office for supreme peace and quiet. This space offers vaulted ceilings and additional storage. Extraordinary lower level, with radiant floor heating, a 6th bedroom, full bathroom, large rec/theatre/work out room and even more storage! High ceilings throughout. Walk to downtown HP for a quick bite or hop on the express train to downtown Chicago for work or pleasure. Spend the afternoon at the beach for you or your pup, or one of the five parks within walking distance. If new construction is your must have, this is one opportunity you won't want to miss.

New Construction Coming to Highland Park! Nestled in the heart of Highland Park, this new construction single-family home offers an unparalleled blend of space, style, and sophistication. Boasting 4 bedrooms and 5.5 baths across 5,000 square feet, this residence combines luxury and convenience; no detail is overlooked in creating a residence that defines modern design trends yet leaves plenty of space. Minutes away from Millard Park Beach, Sunset Valley Golf Course, the world famous Ravinia, and in close proximity to the action of the downtown and Metra rail, this home offers an amazing open floor plan that connects the living, dining, and kitchen areas, making it ideal for both everyday living and entertaining on a grand scale. The chef's kitchen is a masterpiece in itself, featuring top-of-the-line appliances, custom cabinetry, and a center island with ample seating. Whether you are hosting an intimate dinner party or a larger gathering, this kitchen will be your culinary sanctuary. This Highland Park gem is not just a home; it is a new lifestyle. You will have easy access and enjoy top-rated schools, parks, dining, shopping, and all the cultural amenities that Highland Park has to offer.

Unparalleled setting, location and design best describe this timeless Brick, Stucco and Limestone Estate, sited on nearly an acre of park-like property in coveted East Highland Park steps from Lake Michigan. This custom built home offers a blend of luxury and comfort with incredible attention to detail and craftmanship for well known North Shore builder, as his own residence. Upon a arrival, a circular pebble and stone driveway welcome you to this exquisite home enhanced by a porte cochere and gated motor court leading to a heated 5-car Garage. World class Kitchen equipped with custom cabinetry, a marble and walnut island, Viking and Wolf appliances, Traulsen Refrigerator/Freezer, a commercial walk-in Refrigerator along with Sub Zero drawers and many more amenities to excite any cook. Adjacent sun drenched Breakfast Room and the expansive Dining Room with wood burning Fireplace accomodate casual or formal dining. Spacious Family Room featuring a wood-burning Fireplace and stunning French Doors lead to glorious Sun Room, both providing access to covered Patio overlooking Pool, Firepit and lushly landscaped property. Warm and handsome Den/Library, conveniently located Mud Room and Laundry Room and an additional Office completes the Main Floor. Private and tranquil Primary suite boasting a wood-burning Fireplace, two luxurious Baths, two custom walk-in Closets, a walk-out Balcony overlooking exquisite property and an additional 2nd floor Laundry Room. Four additional Bedroom Suites, a Seating Area and a hidden Play Room grace the 2nd floor. 3rd Floor features a Gym, Massage Room and Multi Purpose space perfect for Yoga, Meditation or children's Play Area. Walk-out Lower Level is a retreat in itself, featuring two additional guest Bedroom Suites and a Kitchen making for the perfect In-Law Suite, a large Recreation Room and Cabana Bath/Changing Area with convenient access to the 45' Heated Pool with sun shelf, fountains and slide. Elevator, whole house Generator, and an Irrigation System are just a few more of the many amenities offered. This exceptional property presents a rare and exciting opportunity that not only checks off all the boxes but also goes above and beyond. It's the perfect time to start creating your own family memories at 86 Prospect Avenue!

Welcome to this exceptional Highland Park residence, a true architectural masterpiece that seamlessly combines elegance and functionality. This stunning home, with its open, bright, and welcoming atmosphere, offers a perfect blend of luxury and practicality, making it an ideal family home and entertainer's paradise. With six bedrooms, six full baths, and three half baths, this property offers an abundance of space and sophistication. As you step inside, you'll be greeted by the warmth of white oak hardwood floors that grace the main living areas. Constructed in 2015, this home has been meticulously cared for and maintained, presenting itself in pristine condition. The home showcases outstanding structural integrity, featuring steel beams, iron-infused concrete, and open web truss joints. The plumbing system, equipped with cast iron pipes, operates silently, and the closed-cell insulation enhances energy efficiency. Designed by the esteemed Northworks architects and built by Schmidt & Hageland Builders (S/H Builders), this residence is a testament to craftsmanship and precision. Every detail of this residence reflects its professionally designed interiors, exuding a sense of impeccable taste and sophistication. One of its standout features is the interior courtyard, serving as a central focal point around which the home is thoughtfully laid out. Additionally, there is a massive exterior courtyard and a side courtyard adjacent to the kitchen, creating three distinct outdoor spaces that enhance the open and welcoming ambiance. These areas are equipped with heated gutters and ice melt systems for year-round convenience. For those with an eye for detail, the three-car heated garage comes with built-in shelving, a convenient dog shower, and an enclosed outdoor dog run. Inside, the chef's kitchen is a culinary enthusiast's dream, featuring a generous quartzite island, custom cabinets that reach the ceiling, and top-of-the-line Wolf appliances, including a range with a hood and steam oven. Wine enthusiasts will appreciate the 2000+ bottle climate-controlled wine cellar, while the sophisticated Crestron A/V system sets the perfect ambiance throughout the home. Entertainment options abound, with a game/billiards room and a media/theater room for movie nights. A private first-floor study and a light-filled second-floor office with multiple workstations provide ideal spaces for work or study. This home offers the convenience of three separate laundry areas, ensuring efficiency and flexibility. The ground/first-floor bedroom with an ensuite full bath and a nanny/au pair suite in the lower level offer flexible living arrangements. Each bedroom features a private balcony or outdoor space, allowing residents to enjoy the beautiful surroundings. The lush landscaping creates a serene garden-like atmosphere, making every corner of this home inviting and tranquil. With its proximity to Lake Michigan just one block away, and a short walk to Highland Park's downtown area, including shops, dining, and the train station, this home offers both luxury and convenience. Don't let this rare opportunity slip away.

Located in sought after south east Highland Park, just houses from Lake Michigan with street private-access beach rights. Meticulously rebuilt in 2006, designed by award-winning architectural firm Morgante-Wilson, this home was totally redesigned with the utmost attention to detail! NO STONE WAS LEFT UN-TURNED. The only room left untouched, besides its new custom windows, was the spectacular Living Room that hosts a vaulted ceiling with beams originally from a cathedral in Normandy. Professional Chef's Kitchen with custom Amish-made cabinetry, 2 oversized ovens, 6 burner cooktop, 2 dishwashers, 2 sinks, warming drawer and separate side by side 36-inch Sub-Zero refrigerator and freezer, all surrounding a BIG cozy teak island. In-Kitchen custom-built granite-topped desk and cabinetry allows for convenient home office and family workspace. Fabulous Solarium designed to give a panoramic view of the natural beauty of the ravine. Also looking out at the ravine is the Family Room, which is connected to both the Kitchen and Living Room creating added flow. Generous-sized separate Dining Room with built-in wine fridge and wet bar in butler's pantry steps away. Dramatic Powder Room with onyx stone backsplash and river rock sink on hand hewn beam, matching that adorning the Viking kitchen hood. First floor Laundry Room next to custom cubbies with shelving leading to 3-car garage. Grand Primary suite with stunning ravine views, vaulted ceiling, 2 walk-in closets along with 3 additional closets, double vanities, soaking tub, and walk-in shower. Bonus loft area for peaceful retreat or office. Four additional large bedrooms each with architectural details. One en-suite bedroom, 1 hall bath with double sinks along with front and back staircases complete the second floor. Finished Basement with many windows allowing an abundance of natural light. Lovely office or bedroom across from full bath could serve as private guest or au pair suite. Multiple spaces for Rec-Room, home theater or exercise equipment. The .710 of an acre lot hosts a large front yard and two patios overlooking the peaceful ravine in the back yard. Just a few blocks away from Ravinia Festival and downtown Ravinia. This home is truly a GEM!

Welcome to the historic Fort Sheridan neighborhood, where luxury meets tranquility at 41 Scott Loop, Highland Park, IL. This beautifully renovated and expanded Captain Mansion is just steps away from Lake Michigan, offering a truly exceptional living experience. This tastefully appointed 5+ bedroom, 6.1 bath home boasts a fantastic open floor plan with generously sized rooms, 10-foot ceilings, gleaming hardwood floors, wide hallways, and oversized windows that provide stunning views. The gracious light-filled foyer welcomes you into the home leading to a large living room with floor-to-ceiling windows and a fireplace, seamlessly connected to a spacious dining room. An adjoining den offers additional space to relax and entertain, while the oversized, light-drenched family room boasts another fireplace, hardwood floors, and provides easy access to a maintenance-free Trex deck, a large patio, and a gorgeous private garden filled with blooming perennials and mature trees. The Chef's kitchen is a culinary delight, it offers professional appliances, large center island, and a separate breakfast room with a fireplace. The second floor hosts a luxurious primary suite with hardwood floors, a large en-suite bathroom with a double vanity, jetted tub, separate shower, and a huge walk-in closet. Additionally, there is a spacious laundry room and two large family bedrooms, each with private baths and walk-in closets. A generous loft with a gas fireplace completes the second floor. The third floor offers two more spacious sunlit bedrooms, a huge bonus room, and a full bath, along with newer carpeting and large closets. The finished basement with above-ground windows provides additional living and entertaining space with a spacious rec room, game room, bedroom/office, full bath, and plenty of storage. This home also boasts a charming front porch, four fireplaces, two laundry rooms, a large 3-car garage, California closet organizers throughout, front and back staircases, zoned heating and cooling, and two new water heaters. The brand new roof, copper gutters, and downspouts ensure peace of mind for years to come. The 2002 renovation included all new drywall, flooring, cabinetry, millwork, appliances, and mechanicals, making this home a true gem. Enjoy the lake breezes and seasonal views in this meticulously maintained home and special neighborhood encompassing over 600 acres along Lake Michigan with vast nature preserves, miles of walking trails, beaches, and sweeping views. Conveniently located between Lake Forest and Highland Park, with easy access to Metra, major highways, upscale shopping, and restaurants, this home offers the perfect balance of luxury and convenience. Don't miss out on this rare opportunity to own a piece of history in a truly special location.

Spectacular 9300+ sq ft (finished space) Red Rock built home on half acre close to everything. Hardwood flooring throughout, featuring a wine room, theatre, basketball/Pickle ball/badmitten/volleyball sport court in lower level with 20' ceilings and custom locker room. 10 ft ceilings T/O, Kitchen has everything one could imagine including 2 dishwashers, tons of cabinets, quartz counters, island, butlers pantry & table area. Family room is off kitchen with views of the ample yard which is totally fenced. 1st floor library and laundry/mudroom with lots of storage & cubbies. Master suite is spacious with custom closets, stunning bath with his & hers sinks, heated floors & jacuzzi tub. All bedrooms upstairs are en suite and have fabulous walk in closets. The backyard is large enough for a pool but currently has a blue stone patio with fire pit & built in grill. Heated garage is currently for 3 cars but heightened ceilings allow for 3 lifts making it possible to be a 6 car garage. Too much to list but this elegant home only 3 years new is truly one of a kind (in a great way!)

This Magnificent Home is Truly One of a Kind and Sits on Over an Acre in the Absolute Heart of Highland Park! Over 7600 Sq Ft plus 2330 Sq Ft in the Finished Walkout Basement, It Boasts Barrel Ceilings over 20' High, 5 Fireplaces and a 40' Indoor Pool with a Wall of Glass that Opens to the Outdoors. The Double Island Chefs Kitchen has a Fireplace, Walk-in Pantry, Professional Series Appliances, and Way Too Many Features to List! There is a Spectacular Great Room and a Banquet Sized Dining Room with a Butlers Pantry, a Wonderful Screened Porch with 5th Fireplace and a Balcony Overlooking the Backyard- which includes Ravines and a Huge, Secret Yard, Accessed by a Magical Bridge! The Main Floor has 3 Bedrooms and 3 1/2 Baths and the Entire Second Floor is a Romantic Hideaway Primary Suite with its Own Family Room, Fireplace, Movie Star Sized Closet and Spa-like Bath. There are an Additional 2 Bedrooms, 2 Full Baths, a Massive Workout Room, an Amazing Home Theater, and a Summer Kitchen in the Walkout Basement. There are 5 Zones of Heat and Air and a 3+ Car Garage. Walk to Town, Train, the Lake. Amazing and Rare Offering!

Premier builder Arthur J Greene Construction is building their newest masterpiece in a premier Sunset Park location steps from, town, train, park & schools. Fabulous open & modern floor plan with a full finished basement. Sophistication and elegance can be seen throughout with high-end transitional modern finishes, rich millwork and attention to detail. Still time to customize. Build your dream home! Pictures from other Sunset Park homes recently built.

Spectacular private resort like living on expansive 2.6 acres. The home boasts 10,000 square feet of distinctive luxury living. The entry opens to reveal a grand foyer with vaulted ceilings. Beautifully updated kitchen leads to magnificent outdoor space with infinity pool, spa, waterfall, slide, and huge patio with fabulous private property and setting. Exclusive interior features include 2 separate master suites, (1 on main level) as well as 2 stairways leading to the second floor and two stairways leading to the walkout lower level consisting of a movie theater seating 8, a wine cellar, massive rec room, playroom, exercise room, and 51' X 35' sports court. After workout enjoy a steam shower or sauna. First and second floor laundry rooms. Rare opportunity to own this significant home-nothing to do but move in, hang up your towel and dive into the pool!

LAKE FRONT LIVING AT ITS FINEST! 3/4 OF AN ACRE WITH A LARGE AMOUNT OF TABLE LAND, LOWER TERRACE AND STAIRS LEADING DOWN TO BEACH. LOCATED AT END OF DEAD END STREET. CLASSIC LANNON STONE HOUSE WITH MANY WINDOWS WITH VIEWS OF THE LAKE. IDEAL FRONT OFFICE OR DEN. LIVING ROOM, DINING ROOM AND FAMILY ROOM ALL OPEN TOGETHER WITH GREAT VIEWS. 4 GENEROUS SIZED BEDROOMS UPSTAIRS WITH 2 FULL BATHS PLUS LARGE BALCONY LOOKS OUT TO THE LAKE. BASEMENT HOSTS FULL BATHROOM. GREAT POTENTIAL TO UPDATE AND/OR ADD ON TO THIS PRIME LOT.

Unique opportunity. Lake county purchased the lots on each side of this house. The houses on the east & west of the house have been torn down. These spaces can never be built on. It's like having 3 lots for the price of 1. Tranquil, bright & wonderful home on huge wooded lot. Sunshine pours thru 3 skylights if this modern mid-century ranch home w/a spacious flowing layout & gorgeous wood floors. Two master suites, over 2500 square feet. Stone fireplace graces living room. Huge Family room addition w/2nd master suite & balcony overlooking fenced yard. Finished basement w/abundant storage. Newer roof. Water heater, 2 air conditioners, 2 heaters, washing machine, dishwasher & refrigerator all 3 years ago. Two & a half car garage. Flood insurance required. Backs to forest preserve. Quiet street. Kipling school district. A treasure. Agent related to seller.

Welcome to 2680 Oak St, a stunning two story custom-built house nestled in the desirable Highland Park neighborhood. This meticulously remodeled residence with hardwood and travertine floors, oak doors and Pella windows, offers a blend of modern luxury and timeless charm, showcasing exceptional craftsmanship throughout. Step inside this 3 bedroom plus den and 3.5 bathroom home, and you'll immediately be captivated by its inviting ambiance. The fully remodeled interior boasts an elegant design, incorporating high-end finishes and thoughtful details. The spacious living area with wood burning fireplace provide ample room for relaxation and entertainment. The well-appointed kitchen, featuring stainless appliances and stylish cabinetry. Adjacent to the kitchen is a graceful dining area, perfect for hosting intimate gatherings or formal dinners. The master bedroom retreat offers a serene escape, complete with a private bathroom and generous closet space. Two additional bedrooms, each with their own private baths, provide comfort and convenience for family members or guests. One of the standout features of this property is its proximity to the lake, just a block away. Outside, the meticulously landscaped yard creates a tranquil oasis, ideal for outdoor relaxation. The surrounding neighborhood is known for its picturesque streets and a vibrant sense of community. With its prime location, impeccable renovations, and exceptional attention to detail, 2680 Oak St presents a remarkable opportunity to own a custom-built home in Highland Park. Don't miss the chance to experience the luxury and comfort this property offers.

From a high-end builder and award winning architect - An incredible location overlooking a ravine, near Lake Michigan and downtown Highwood and Highland Park. Sophisticated open floor plan with full length windows maximizes the spectacular views. A screened porch looks down to the pool and lush backyard oasis. The main level includes a great room with a cooks kitchen. A private study can easily be converted to an additional bedroom with full bath. The luxurious Primary suite includes a spa bath, lavish closets and a huge deck with amazing vistas. An intimate Family room on 2nd level offers the perfect gathering room with a volume ceiling and southern exposure. Each bedroom is ensuite with large closets. Finished lower level provides additional living space with exercise room, bedroom and recreation area. An opportunity to have an elevator plus a 3 car attached garage makes this expansive serene residence your place to call home.

NBA Superstar Michael Jordan's seven-acre estate is as legendary as His Airness himself. The 56,000 square foot property-equipped with every conceivable luxury amenity-is a physical monument to his tireless dedication and hard work. The custom designed property includes a regulation-sized basketball gymnasium, circular infinity pool, putting green, tennis court, and cigar room, each with Jordan's signature touch.