Highland Park IL Real Estate & Homes for Sale

Enjoy the privacy and breathtaking views from every window of this beautiful home cozy nestled in Ravine. Inviting Living Room with a large stone fireplace blends gradually into a vivid dining room that opens to an over size deck. Bright and gourmet kitchen with white cabinets and updated appliances, room for a table, leads to the spacious patio. 2 bedrooms and bath on the first floor. There is another private master suite on the second floor with dressing room and bath. Full basement provides plenty room for storage. Prime location, close to beaches, schools, library, town, restaurants, shops, Ravinia, Train and Green Bay Trail. AS IS. Security system, and 2 car garage. It's a beautiful home for an even more beautiful family!

Welcome to this beautifully custom built, all brick 4 bedroom, 2.5 bath home in the heart of Highland Park, built in 2004. The open concept first floor features a spacious kitchen that flows seamlessly into the family room, along with a formal dining area ideal for entertaining. The kitchen and family room overlook a beautifully landscaped backyard offering an abundance of privacy. The main level also includes a cozy den with a gas fireplace, perfect for relaxing with a book or easily converting into a first floor home office. Upstairs, you will find a generous primary suite with a private bathroom and an oversized closet with custom cabinetry. Three additional bedrooms and a full bathroom complete the second level. This home offers timeless construction, thoughtful design, and endless possibilities, and is ready for its next owners to make it their own. The location truly cannot be beat, offering the best of both worlds with easy access to downtown Highland Park's vibrant shopping district and close proximity to Highwood, known for some of the best restaurants on the North Shore. Enjoy top rated schools and access to Highland Park beaches, a true luxury of North Shore living. Come see this wonderful home today.

***A SIGNIFICANT PRICE IMPROVEMENT enhances this already strong value! This is a must-see home that is PRICED TO MOVE!*** 1839 Shelley Court is an ultra-luxury, new-construction home situated on a .86-acre lot and tucked back on a private cul-de-sac in the desirable High Ridge neighborhood. This remarkable residence offers nearly 6,600 square feet of luxury living space across three levels, and features soaring ceilings, gorgeous wide-plank wood flooring, a wide open layout, and designer finishes throughout. You enter the residence via the impressive, 2-story grand foyer. Off the foyer, you have a formal living room and separate private home office with a wall of custom built-ins. The formal dining room has a stunning centerpiece chandelier, an architectural design wall, and an attached convenient butler pantry. The heart of the home is the gourmet kitchen with high-end Thermador appliances, quartz waterfall countertops, a spacious island with abundant seating, additional breakfast area, loads of cabinetry, and a large walk-in pantry. The kitchen opens to the family room with soaring ceiling, show-stopping chandelier, architectural design wall with 65" fireplace, and wall of windows that look out onto the large back deck and yard. A convenient first-floor ensuite bedroom with its large full bath, walk-in closet, and private back entrance, offers a valuable first-floor primary option. A smart mudroom with laundry, and powder room complete the main level. The second level includes four ensuite bedrooms. The spacious primary suite offers a fireplace, two walk-in closets, and a luxurious bath with extra-large shower, a separate soaking tub, two individual vanities, and a private water closet. The lower level is off the charts! The highlight is an expansive recreation/entertainment area that offers a large wet bar with extensive cabinetry, a full-size refrigerator, and dishwasher. A sixth bedroom with an attached full bath, a fitness room with rubber flooring, a large laundry room, and ample storage space complete the lower level. Outstanding exterior features include stone/durable Hardie Board siding, Pella windows, a convenient circular driveway, and large composite deck overlooking the spacious professionally landscaped backyard. This exceptional property is located in highly-rated school districts, including D112 for K-8, and in the coveted Choice Zone of HS District 113 where residents choose between Highland Park High or Deerfield High. This is a must-see!

This spacious 4-bedroom 2.1 bath home presents a rare opportunity to add value through updating in one of Highland Park's most desirable neighborhoods. The price reflects the home's condition while recognizing its generous square footage, deep lot, and full basement, features that support significantly higher values once renovated. For buyers seeking to personalize a home or invest in long-term equity, this property offers a solid foundation at an attractive entry point compared to updated homes in the area that trade well above this range. A compelling option for end users or renovators looking to create instant and future value. Seller is a company and is conducting an as is sale, no survey will be provided and tax prorate will be at 100%.

Excellently located, recently remodeled vintage home just steps from the lake in East Highland Park. Renovated in 2018, this classic 4 bedroom, 3.1 bath home seamlessly blends timeless architectural character with thoughtfully integrated modern amenities. Updates were completed to preserve the home's original feel while enhancing comfort, functionality, and style throughout. Newly appointed kitchen with high end appliances and finishes including custom fabricated steel doors. Outdoor spaces have been fully reimagined and include a rebuilt exterior deck, outdoor shower, pergola, and pizza oven creating a private setting ideal for relaxing or hosting. With a long list of improvements, this home delivers the best of vintage charm and modern convenience.

Beautifully remodeled and thoughtfully enhanced contemporary mid-century 4 bedroom, 3.1 bath home. Features include new hardwood floors and a custom kitchen with handmade wood cabinetry and high-end appliances. The expanded primary suite includes a generous bath and walk-in closet, while three additional bedrooms are served by a Jack-and-Jill bath and an additional hall bath. Soaring ceilings and a wall of windows fill the home with natural light. Additional highlights include a first-floor office, mudroom/laundry area, and a two-car attached garage. An exceptional value that lives like new construction.

This Spacious (over 4200 Sq Ft above grade), Dramatic, Mid-Century Contemporary Home was Originally the Developer's Personal Home and is One of the Largest in the Area. Features include a Circular Driveway, Large Wooded Lot, 2 Fireplaces, Two Story Foyer with Sweeping Staircase, and Walls of Windows. The Kitchen has Newer Stainless Appliances, Granite Counters and a Large Eating Area. Huge Primary Suite with Lots of Closets and a Spa-like Bath. Newer Air Conditioner and Updated Electrical. Located in a Highly Desirable Neighborhood, just a Short Walk to Sledding Hills, Pickleball Courts, Soccer Fields, Miles of Walking Trails, Fishing Pond and Centennial Ice Arena.

Located on a private cul-de-sac, this sun-filled, newly painted, move-in ready home offers the ease of maintenance-free living and the comfort of a first-floor primary suite. The welcoming foyer opens to a spacious living room with vaulted ceilings, a cozy fireplace and glass-inset patio doors that lead out to a large deck overlooking peaceful wooded views - perfect for relaxing or entertaining. A formal dining room with tray ceiling and elegant cove lighting sets the scene for gatherings. The eat-in kitchen features wood cabinetry, granite countertops and stainless-steel appliances. The first-floor primary suite is a private retreat with a large walk-in closet, direct deck access and an en-suite bath complete with double vanity, whirlpool tub and separate shower. Additional main floor highlights include a powder room and a laundry/mudroom with access to the attached two-car garage. Upstairs, a loft area offers flexible space for a family room or home office. Two additional bedrooms share a hall bath with a double vanity. The finished lower level adds generous living space with a recreation room, dedicated art room and plenty of storage. Enjoy outdoor living on the expansive deck with wooded views. Great opportunity to make this home yours!

This gorgeous Sunset Park Tudor home has been lovingly maintained. Enter the charming foyer into this gracious home featuring 5 bedrooms, 3.5 baths with 4 levels of living space. Enjoy the sun-filled living space with a fabulous family room boasting a stone fireplace and beautiful ceiling details flowing into the living room with walls of windows. Formal dining room with french doors opening into the kitchen with 42" maple cabinets, stainless appliances and granite countertops. This home features beautiful hardwood floors throughout, newer windows, ductless A/C system, and a brand new roof. So much to love in an incredible location steps to town, train, schools, parks and the lake.

Rare opportunity on Auburn Court-quietly tucked at the end of a cul-de-sac on an expansive .49-acre lot in highly sought-after District 112. This ranch-style home offers an exceptional combination of location, land, and layout that is increasingly hard to find in Highland Park. The home features three bedrooms and three full bathrooms, including a generously sized primary suite on the main level and a flexible lower-level bedroom ideal for guests, office space, or extended living. A remodeled kitchen with stainless steel appliances opens to the L-shaped living room / dining room combination, creating an easy flow for everyday living and entertaining. The fully fenced yard provides privacy and is complemented by an existing in-ground pool and abundant green space for outdoor recreation and enjoyment. Additional highlights include a finished lower level, attached one-car garage, and proximity to award-winning schools, parks, recreation, shopping, and train. A compelling value for buyers seeking a premier location, ranch-style living, and long-term upside in one of Highland Park's most desirable neighborhoods.

THIS BEAUTIFUL HOME IS JUST STEPS AWAY FROM A TRANQUIL OASIS W/ NATURE AND WALKING PATHS FOR MILES. LUXURY FINISHES THROUGHOUT THE HOME! DESIGNED WITH CUSTOM CABINETRY, QUARTZ COUNTER TOPS THROUGHOUT, FIREPLACE, SOLID CORE 8' DOORS, DESIGNER LIGHT FIXTURES, TRAY & CATHEDRAL CEILINGS, AND UPGRADED TRIM PACKAGE W/ EXTENSIVE CROWN & WAINSCOT ALL INCLUDED IN STARTING PRICE. THE HOME FEATURES A LUXURY 1ST FLOOR MASTER SUITE, A SECONDARY 1ST FLOOR BEDROOM & BATH, SPACIOUS OPEN FLOOR PLAN WITH FAMILY ROOM, KITCHEN ALONG WITH FLEX ROOM AND TWO ADDITIONAL SECONDARY BEDROOM W/ J & J BATH + LOFT ON SECOND FLOOR. OTHER FEATURES INCLUDE UNDERGROUND PLUMBING AND 8'10' FOUNDATION WALLS. UPGRADED OPTIONS INCLUDE WINDOW UPGRADE, CABINETRY, LIGHT FIXTURES, TILE AND QUARTZ TO NAME A FEW. FURNITURE NOT AVAILABLE FOR PURCHASE.

THIS BEAUTIFUL HOME IS JUST STEPS AWAY FROM A TRANQUIL OASIS W/ NATURE AND WALKING PATHS FOR MILES. THE CAPRI RANCH IS DESIGNED WITH LUXURY FINISHES THROUGHOUT THE HOME! FEATURED FINISHES INCLUDE DESIGNER CABINETRY, QUARTZ COUNTER TOPS THROUGHOUT, FIREPLACE, SOLID CORE 8' DOORS, DESIGNER LIGHT FIXTURES, CUSTOM CEILINGS, AND UPGRADED TRIM PACKAGE W/ EXTENSIVE CROWN & WAINSCOT ALL INCLUDED IN STARTING PRICE. THE HOME FEATURES A LUXURY MASTER SUITE W/ FREE STANDING TUB, SECONDARY BEDROOM & BATH, SPACIOUS OPEN FLOOR PLAN WITH FAMILY ROOM, KITCHEN ALONG WITH FLEX ROOM. THIS RANCH IS PERFECT FOR ENTERTAINING AND ANYONE LOOKING TO DOWNSIZE IN LUXURY. FINISHED OPTIONS INCLUDED!

Charming brick bungalow sitting on almost an acre of lush, wooded private property in the Northshore acres neighborhood. Home features 3 Bedrooms, 3 full Baths with the master BR having its own master BT. Hardwood floors and newer appliances throughout. Large unfinished basement. Oversized 2+ car detached garage with large driveway. Paved brick patio and walkway, new roof 2024.

Unique contemporary home in Highland Park's Sherwood Forest Neighborhood, beautifully maintained featuring 4-bedrooms, 4-baths, 4-fireplaces, offering a versatile layout with a 5th bedroom and full bath in the finished basement. Located in the desirable Sherwood Forest neighborhood, combining modern elegance with functional design. The main level features a bedroom and full bath. The expansive family room boasts a gas/wood-burning fireplace, built-in speakers, and seamless flow into the gourmet kitchen, complete with stainless steel appliances, a Sub-Zero refrigerator, and upgraded fixtures throughout, rich hardwood floors, a luxurious primary suite with a marble bath, Jacuzzi tub, steam shower, walk-in closet, and skylights. Closet organizers adding convenience throughout. The cozy, fully finished basement provides additional living space, a fifth bedroom, and full bath perfect for recreation, work-from-home, or extended family. Well-kept home offering dual-zone HVAC, LG washer & dryer, main level deck and second-floor balcony overlooking a private, green backyard, detached 2-car garage. School options; Highland Park or Deerfield school districts. Conveniently located near park, transportation, major roads, and interstates. This home offers both comfort and convenience.

Well-maintained and thoughtfully updated, this inviting unit at 1220 Park Avenue, Unit 134 offers comfort, convenience, and peace of mind. Recent improvements include new windows installed in 2022, enhancing energy efficiency and natural light throughout the home, along with fresh paint throughout completed in 2025 for a clean, modern feel. The home features major mechanical updates, including a new furnace and air conditioning system installed in 2021, providing efficient, reliable climate control year-round. The kitchen and laundry areas have also been updated with a new refrigerator, washer, and dryer added in 2021, as well as a new microwave installed in 2023, offering modern functionality for today's lifestyle. Residents enjoy low-maintenance living in a well-managed community with desirable amenities, including two outdoor pools and scenic walking paths, allowing you to focus on living rather than upkeep. The unit includes two owned, heated garage parking spaces, a valuable convenience rarely available in similar units. Conveniently located near shopping, dining, transportation, and everyday essentials, this is a great opportunity to own a move-in-ready home with significant updates already in place.

Beautiful, recently renovated 3 bedroom and 2 full bathroom condo offering 1850 square feet of living space on one level (2nd/top floor) located in desirable Deerfield Place in Highland Park. Stunning kitchen with solid wood cabinetry blended with quartz countertops and stainless steel appliances. Huge living room with 15 foot cathedral like ceilings with sliding doors to your very large rear terrace overlooking the pond, all open floor plan to the dining room. Gracious sized master suite with ensuite master bathroom. Two more guest bathrooms and fully remodeled guest bathroom. Newly refinished hardwood floors in main living areas and new carpet in bedrooms. Laundry in unit. -One car attached garage. Brand-new 2024 appliances and updated mechanicals . Located just minutes from downtown Highland Park, top-rated schools, parks, shopping, and dining. Must see! One of a kind stunning beauty! (ADA friendly, chairlift can be added to stairs from lobby to condo)

1,600 sf 2 bedrooms and 2 full baths. Fully remodeled. New appliances. New HVAC. Top schools in walkable distance. Great open living space with fireplace and balcony. Primary bedroom with multiple closets. Spacious laundry room. Heated garage parking space #13, unlimited parking space and storage #306.

Welcome to worry free living at Brooke Estates in Highland Park! Inside this ground floor residence you will discover a layout that seamlessly connects the living and dining areas ideal for both relaxing and entertaining. The kitchen has crisp white cabinetry with an eat in area attached to a sunken living room. New Furnace, AC and W/D 2022! Primary bedroom offers double walk in closets and a full en suite bathroom. Large windows throughout invite natural light to fill the home with a view of the outdoor community swimming pool and pond! A parking spot is included in attached heated garage. Do not miss the opportunity to own this remarkable property in a sought after location across the street from "The Preserves" walking paths adjacent to the Recreation Center that offers a full gym, exercise classes and indoor walking path. Senior Center is also walking distance across street. Close to 41. Across from Target. Public transportation friendly.

Simply Stunning, Fully Renovated Home Across From a Beautiful Park Welcome to a truly move-in ready gem-completely updated from top to bottom with thoughtful design, modern style, and exceptional functionality. This beautifully renovated brick home offers 4 total bedrooms, 3 full baths, a finished basement, and an attached 1.5-car garage, all set on a large, thoughtfully landscaped lot directly across from a fabulous neighborhood park. Step inside to discover a seamless blend of comfort and sophistication. The main level features brand-new hardwood floors throughout, LED recessed lighting, and designer light fixtures that elevate every room. The expanded floor plan now includes a massive new primary bathroom, offering a spa-like retreat with gorgeous finishes. The bright, modern eat-in kitchen is a showstopper-complete with quartz countertops, an LG stainless appliance package, abundant storage, and space for casual dining. A newly added first-floor laundry closet adds everyday convenience, while a second full laundry room awaits in the finished basement. The lower level offers outstanding additional living space, featuring a recreation area, an extra bedroom, and a beautiful new full bathroom-perfect for guests, extended family, or a private home office. With three generous bedrooms on the main level and a fourth bedroom in the basement, this home provides flexibility for every lifestyle. Step outside to enjoy an oversized yard with room to play, entertain, garden, or relax in the shade-your own personal oasis. And for complete peace of mind, the owner is also installing a brand-new roof and gutters prior to closing. All this in an ideal location, just steps from parks, playgrounds, community amenities, and award-winning schools including Shepard and Kipling Elementary, with your choice of Highland Park or Deerfield High School. A home that truly has it all-every upgrade done, every space polished, and every detail thoughtfully designed. Move right in and enjoy the lifestyle you've been waiting for. All this and a choice of either Highland Park or Deerfield High School!

Thornycote a 1901 English Arts and Crafts design by Howard Van Doren Shaw, is a home where craftsmanship, harmony, and grace still define daily life. Set on over an acre of lush, landscaped land near Lake Michigan, this residence invites admiration and offers a sense of place within its storied past. A handsome foyer introduces the home's refined proportions and the richness of its historic woodwork and integrity. Every detail reveals Shaw's thoughtful design, from the formal living room centered around a commanding wood-burning fireplace to the spacious family room that opens onto a generous terrace. The gracious dining room flows seamlessly into a bright sunroom-ideal for morning light or evening relaxation. A library, timeless and rich in character, offers quiet retreat, while the renovated kitchen-complete with custom cabinetry, butler's pantry, coffee bar, and mudroom-blends modern convenience with historic charm. An extra-wide staircase leads to the second floor, where the primary suite serves as a private haven with an adjoining sitting / dressing room, a wood-burning fireplace, and a spacious, updated bath overlooking the grounds. Two additional large bedrooms share a full bath and connect to a cozy sitting room, perfect for reading or play. A second-floor laundry adds ease to the home's elegant functionality. The commodious third floor provides remarkable flexibility with four bedrooms, two full baths, and a large bonus room suited for a playroom, home office, media lounge, or studio. Beyond the main residence, a 1,600-square-foot coach house is a rare opportunity with four garage bays, a two-bedroom suite, and a conference room overlooking stunning ravine views framed by two stone bridges-a setting where work, creativity, and nature coexist. Every corner of Thornycote reveals a story: a hidden speakeasy behind a mirrored door, secret gardens, and pathways designed for exploration. Just steps from downtown Highland Park's shops, restaurants, library, and train, this landmark residence blends architectural heritage with modern comfort-an enduring expression of Shaw's artistry brought gracefully into the present.

Move right in and expand your wings in this almost 5,000 square foot home plus over 2,000 additional square feet in the basement. Most of this home has been tastefully updated, including, kitchen and baths. Lots of fabulous architectural detail in this home: barrel ceilings, built-ins, stoned wall, lots of windows and 10 foot ceilings on the 1st floor. Magnificent kitchen with island, walk-in-pantry and large breakfast area. Cabinets have been painted and back splash, counter tops and appliance have all been recently updated. Ideal 1st floor office with built-in book shelves. 5 bedrooms upstairs, one makes a perfect office or playroom/homework room. Loft area at top of the stairs adds additional space. Laundry conveniently located upstairs by bedrooms. Huge primary suite with fireplace, 2 oversized walk in closets (plus attic dormer space if need more closet space) tons of counter space between double sinks, steam shower and large tub. Ensuite bedroom with vaulted ceiling and handsome bath. 2 additional big bedrooms with hall bath in between them, with door separating sink area from toilet and tub/shower. Additional Bedroom and bath in basement close to recreation room with theater seats and projector. there is no lack of space for storage in basement. 3 car attached garage, one being tandem. Amazing pool in back yard with build in grill, fridge and warming drawer close by: perfect for entertaining. Half bath outside off pool, so no need to track in the house! New Roof 2024 and new blacktop driveway 2023. many more updates waiting for you to see!

Historic Queen Anne mansion overlooking Lake Michigan! Set on a private 3/4 acre. Very private, only one neighbor-surrounded on three sides by park,ravine, and Lake, adding "borrowed landscape". NuHaus kitchen overlooks Lake. Gorgeous views everywhere. Master Bedroom retreat w/fireplace and 2 balconies. Indoor lap pool! First floor bedroom with full bath for guests. Second floor library and additional family room. Newly finished lower level has wine room, play areas, billiards room, and more. Freshly renovated laundry has a dog shower! Meticulously rehabbed with newer mechanical systems. Windows were removed, restored, and returned. Large lawn area for play, plus a path to your private overlook for morning coffee. Bluff is maintained by Forest Preserve and is a designated Dark Sky area- see the stars from your bedroom window. 4 car tandem garage. Choice of elementary school. The history! Patton lived around the corner, Teddy Roosevelt spent time here. Stroll or bicycle to restaurants and shops. The Fort Sheridan neighborhood of Highland Park is a thriving community with parks, playgrounds, beach, nature trails, and arts. Is your family Musically talented? Midwest Young Artists has classes, concerts, and opportunities for all school ages. Fine Arts are at the Rotblatt & Amrany Fine Art Studio. This is the lifestyle you've earned.

Completely transformed with top-to-bottom renovations and designer upgrades, this home feels brand new. The impressive foyer with its stunning staircase is flanked by a formal living room and dining room, setting the tone for the thoughtful design throughout. This home checks all the boxes today's buyers are looking for - an open floor plan, a beautifully updated kitchen, versatile first-floor bedroom or office with private bath, and convenient main-floor laundry. The reimagined primary suite is a true retreat, joined by three additional bedrooms on the second level (one ensuite and two sharing a bath). The finished lower level offers a workout area, expansive recreation room, private bedroom with full bath, and ample storage. With six bedrooms and 5.5 baths in total, the layout balances luxury, flexibility, and modern living. A three-car garage and private backyard oasis on over a half-acre complete this move-in-ready home-thoughtfully updated and truly special!

Set on a rare 29,000 sq. ft. lot in East Highland Park, this 7-bedroom, 4.5 bath Craftsman home offers nearly 5,700 sq. ft. of above grade living space in one of Highland Park's most desirable neighborhoods. Beautiful natural light streams through expansive windows. Perfect yard for pets and kids. A short stroll from Morraine beach and also Park avenue beach, the Metra train, award-winning schools, and the vibrant downtown districts of both Highland park and Highwood with dining, shopping, and cultural attractions. Nearby Ravinia Festival, forest preserves, provide endless recreation. This home is the ideal place for a growing family or the perfect oasis for empty nesters that love to entertain. Bonus- The property has room for a garage addition, a pool and even a pickleball or sport court.

Beautiful expansive lot with mature foliage located on the charming Hill Street cul-de-sac. Four levels of living spaces. Stellar location moments to parks, metra and north shore entertainment. The home is ready for updating allowing the buyer to create perfection at this gorgeous location. Room sizes are approximate. Bank Owned. Hold harmless and release of liability document must be signed prior to viewing property