Highland Park, IL Homes for Sale

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  /35

  $4,995,000

  • 9 Beds
  • 14 Baths
  • 10,777 Sq Ft

  2441 Woodbridge Ln, Highland Park, IL 60035

  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

  2441 Woodbridge Ln, Highland Park, IL 60035
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  /35

  $1,499,000

  Pending

  • 5 Beds
  • 7 Baths
  • 5,026 Sq Ft

  390 Hazel Ave, Highland Park, IL 60035

  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

  390 Hazel Ave, Highland Park, IL 60035
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  /29

  $595,000

  • 2 Beds
  • 2 Baths
  • 1,744 Sq Ft

  1353 Golf Ave, Highland Park, IL 60035

  Move right into this quality updated, solid built brick ranch. A fabulous one story alternative to condo/townhouse living set on a third of an acre, located in a private subdivision near Sunset Valley golf course and Highland Park's Hidden Creek Aqua Park. Two bedrooms and two newer bathrooms offer private spaces to the wide-open floor plan which is wonderful for entertaining. Front entrance

  Susan Ringel Segal @properties Christie's International Real Estate

  1353 Golf Ave, Highland Park, IL 60035
• 

  

  

  /29

  $1,950,000

  Pending

  • 3 Beds
  • 4.5 Baths
  • 4,750 Sq Ft

  775 Stonegate Dr, Highland Park, IL 60035

  Rarely available 4,700 sqft ranch set on an expansive, meticulously landscaped property offering exceptional privacy and presence. This elegant 3 bedroom, 4.1-bath residence is thoughtfully designed and rich in architectural detail, unfolding in a refined yet understated and unexpected manner. The expansive foyer creates a gracious sense of arrival, immediately drawing the eye toward the stunning

  Margie Brooks Baird & Warner

  775 Stonegate Dr, Highland Park, IL 60035
• 

  

  

  /29

  $1,175,000

  $123K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 2,769 Sq Ft

  881 Marion Ave, Highland Park, IL 60035

  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

  881 Marion Ave, Highland Park, IL 60035
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  /58

  $3,900,000

  • 4 Beds
  • 5.5 Baths
  • 5,500 Sq Ft

  22 Lakeview Terrace, Highland Park, IL 60035

  Amazing lakefront property on end Cul De Sac street!!! This home has been totally REMODELED and meticulously curated for modern living with impeccable design. The expansive floor plan features four generous bedrooms, each with its own en-suite bathroom, including a refined primary retreat complete with 12 foot ceiling, a private balcony overlooking iconic Lake Michigan and 2 lavish walk-in

  Ted Pickus @properties Christie's International Real Estate

  22 Lakeview Terrace, Highland Park, IL 60035
• 

  $749,990

  New Construction

  • 3 Beds
  • 2.5 - 3.5 Baths
  • 1,747 Sq Ft

  Crosby Plan at The Bowery of Highland Park, Highland Park, IL 60035

  The Crosby townhome combines flexible living spaces, an open-concept main floor, and a private balcony for effortless everyday living. With room to work, relax, and entertain across three thoughtfully designed levels, this home adapts to your lifestyle.

  M/I Homes Builder

  1700 Old Deerfield Rd Unit 41174121, Highland Park, IL 60035
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  /17

  $339,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,410 Sq Ft

  1795 Lake Cook Rd Unit 301, Highland Park, IL 60035

  Welcome home to this beautifully updated 2-bedroom condominium featuring one of the most desirable views in the building. Enjoy peaceful views overlooking the expansive rear grounds with mature trees and lush green space, all backing directly to a City of Highland Park public park, creating a serene and private setting.The spacious living room and dining room flow seamlessly together, offering an

  Ted Pickus @properties Christie's International Real Estate

  1795 Lake Cook Rd Unit 301, Highland Park, IL 60035
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  /34

  $1,679,000

  Pending

  • 4 Beds
  • 4.5 Baths
  • 4,374 Sq Ft

  955 Wildwood Ln, Highland Park, IL 60035

  Rare opportunity to own a fully renovated 4-bedroom, 4.1 bathroom home set on a stunning East Highland Park ravine lot with nearly one acre of land at the end of a private cul-de-sac. Combining timeless elegance with extensive modern updates designed for today's lifestyle, this home features spacious living areas, hardwood floors throughout and magnificent views from every window. The beautifully

  Margie Brooks Baird & Warner

  955 Wildwood Ln, Highland Park, IL 60035
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  /40

  $1,350,000

  • 4 Beds
  • 3.5 Baths
  • 2,300 Sq Ft

  1120 Ridgewood Dr, Highland Park, IL 60035

  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

  1120 Ridgewood Dr, Highland Park, IL 60035
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  /59

  $1,599,000

  • 6 Beds
  • 6.5 Baths
  • 5,000 Sq Ft

  215 Prospect Ave, Highland Park, IL 60035

  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

  215 Prospect Ave, Highland Park, IL 60035
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  /73

  $3,800,000

  • 7 Beds
  • 6.5 Baths
  • 7,891 Sq Ft

  34 Logan Loop Unit 242, Highland Park, IL 60035

  Historic lakefront Queen Anne mansion on Lake Michigan! Set on a private 3/4 acre, surrounded on three sides by park, ravine, and Lake, adding "borrowed landscape". Premier location within the "Fort Sheridan" neighborhood of Highland Park, with parks, nearby restaurants, walking trails, beach, and many cultural activities. NuHaus kitchen overlooks Lake. Gorgeous views everywhere. Master Bedroom

  Eileen Campbell Jameson Sotheby's International Realty

  34 Logan Loop Unit 242, Highland Park, IL 60035
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  /71

  $6,750,000

  • 5 Beds
  • 8.5 Baths
  • 8,186 Sq Ft

  117 Belle Ave, Highland Park, IL 60035

  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

  117 Belle Ave, Highland Park, IL 60035
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  /56

  $4,399,900

  $250K PRICE DROP

  • 5 Beds
  • 8 Baths
  • 9,437 Sq Ft

  2665 Bentley Rd, Highland Park, IL 60035

  Sophisticated new custom built 5 bedroom, 6 full bath & 2 half bath home with guest house, patio, pool & spa located on over 3 acres. This limestone & stucco clad home w/composite terra cotta Spanish roof tiles boasts unsurpassed quality construction by Red Rock Homes & is accompanied w/high-end interior designer finishes by Ilene Chase. Some of the home's highlights include: soaring ceilings,

  Beth Wexler @properties Christie's International Real Estate

  2665 Bentley Rd, Highland Park, IL 60035
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  /29

  $949,500

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,292 Sq Ft

  905 Villas Ct, Highland Park, IL 60035

  MAIN-FLOOR PRIMARY SUITE! Rarely available and beautifully updated, this exceptional residence in The Villas of Highland Park offers sophisticated living with an ideal floor plan and impeccable finishes throughout. The stunning kitchen (2019) features abundant white cabinetry, stainless steel appliances, quartz countertops, a classic subway tile backsplash, and a sun-filled breakfast area. The

  Stephanie Hofman @properties Christie's International Real Estate

  905 Villas Ct, Highland Park, IL 60035
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  /28

  $550,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,528 Sq Ft

  1491 Chantilly Ct, Highland Park, IL 60035

  Welcome to this one-of-a-kind, renovated end-unit townhome in sought-after Chantilly. Perfectly positioned overlooking Chantilly's beautifully landscaped pool, this coveted location offers a resort-like lifestyle just steps from your front door within East Highland Park Ravinia Neighborhood. Completely reimagined by its owner, a professional interior designer, the home showcases exceptional

  Debbie Croft @properties Christie's International Real Estate

  1491 Chantilly Ct, Highland Park, IL 60035
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  /24

  $369,000

  • 2 Beds
  • 2 Baths
  • 1,410 Sq Ft

  1795 Lake Cook Rd Unit 110, Highland Park, IL 60035

  TWO PARKING SPACES! Beautifully updated 2-bedroom, 2-bathroom condo offering modern style, comfort, and convenience. The inviting living room features a gorgeous stone fireplace, creating a warm and welcoming space for relaxing or entertaining. The stylish kitchen boasts crisp white cabinetry, stainless steel appliances, stunning white quart countertops and a clean, contemporary design. Pella

  Tami Leviton @properties Christie's International Real Estate

  1795 Lake Cook Rd Unit 110, Highland Park, IL 60035
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  /43

  $1,499,000

  Open Sun 2PM - 4PM $100K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,254 Sq Ft

  327 Marshman Ave, Highland Park, IL 60035

  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

  327 Marshman Ave, Highland Park, IL 60035
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  /52

  $2,599,000

  • 6 Beds
  • 6.5 Baths
  • 8,256 Sq Ft

  493 Hazel Ave, Highland Park, IL 60035

  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

  493 Hazel Ave, Highland Park, IL 60035
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  /57

  $1,675,000

  Open Sat 1PM - 3PM

  • 6 Beds
  • 9 Baths
  • 5,339 Sq Ft

  1745 Sundrop Cir, Highland Park, IL 60035

  Surrounded by the peaceful, natural beauty of the Hybernia Preserve, this luxurious home offers water views and privacy seldom experienced. ***New Roof, Gutters, and Patio - 2020***New Exterior Paint - 2023***Kitchen Renovation - 2018***New Dishwasher - 2021***New Disposal - 2025***New Marble and Hardwood Flooring***Closets Professionally Organized - 2021***Whole House Generator - 2018***New

  Rita Masini Compass

  1745 Sundrop Cir, Highland Park, IL 60035
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  /28

  $715,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 2,200 Sq Ft

  588 Onwentsia Ave, Highland Park, IL 60035

  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

  588 Onwentsia Ave, Highland Park, IL 60035
• 

  

  /29

  $700,000

  $49K PRICE DROP

  • 5 Beds
  • 3 Baths

  2490 Green Bay Rd, Highland Park, IL 60035

  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

  2490 Green Bay Rd, Highland Park, IL 60035
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  /33

  $525,000

  • 4 Beds
  • 2 Baths
  • 1,279 Sq Ft

  1243 Ridge Rd, Highland Park, IL 60035

  Soaring ceilings, abundant natural light, and gorgeous hardwood floors welcome you to this beautifully updated Highland Park home! The custom kitchen features 2024 stainless steel appliances, granite countertops, and an open layout flowing into a spacious dining room-perfect for everyday living and entertaining. Bright door leads to a private, fully fenced yard, creating an ideal space for

  Lynn Fairfield RE/MAX Suburban

  1243 Ridge Rd, Highland Park, IL 60035
• 

  

  /35

  $1,199,000

  • 4 Beds
  • 3.5 Baths
  • 4,222 Sq Ft

  47 Holabird Cir, Highwood, IL 60040

  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

  47 Holabird Cir, Highwood, IL 60040
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  /41

  $679,000

  • 5 Beds
  • 3 Baths
  • 1,788 Sq Ft

  339 Prairie Ave, Highwood, IL 60040

  Custom Remodeled 5-Bedroom, 3-Bath Home - Fully Permitted Renovation! Beautifully renovated from top to bottom, this exceptional home seamlessly blends elevated finishes, thoughtful design, and functional living space. Major improvements include a new architectural shingle roof, premium LP SmartSide siding, new windows, gutters and downspouts, furnace, central A/C, water heater, updated plumbing

  Dmitry Livshis Liv Realty Inc

  339 Prairie Ave, Highwood, IL 60040
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  /31

  $775,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  25 Ronan Rd Unit 204, Highwood, IL 60040

  This stunning two-story, 2nd and 3rd floor condominium home in the heart of Fort Sheridan is one of 12 units in the historic Bakery School, offering a spacious floor plan with 2 bedrooms on the unit's main floor and a beautiful family room/ multi purpose area in the upstairs loft. The second floor entry to Unit 204 opens up to a large living room that features tall north and south facing windows,

  Susan Ringel Segal @properties Christie's International Real Estate

  25 Ronan Rd Unit 204, Highwood, IL 60040
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  /28

  $650,000

  Pending

  • 4 Beds
  • 3 Baths
  • 1,828 Sq Ft

  1161 Valley Rd, Lake Forest, IL 60045

  Well loved home is situated on a beautiful treed lot on almost a half acre. All on one easy level you'll find 4 bedrooms and 3 full baths. The large kitchen with breakfast eating area opens to the Great Room which shares a dual sided fireplace with the dining room. Enjoy the outdoors from the private back deck. The Primary bedroom is nicely separated from the other 3 bedrooms. Partial basement is

  Elizabeth Gurza @properties Christie's International Real Estate

  1161 Valley Rd, Lake Forest, IL 60045
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  /27

  $699,000

  • 4 Beds
  • 2 Baths
  • 1,904 Sq Ft

  27 Pleasant Ave, Highwood, IL 60040

  Welcome to Highwood on the North Shore! This approximately 1,904-square-foot Lannon Stone ranch offers flexible living space, hardwood floors throughout, and two fireplaces that add warmth and character. The spacious, and light filled living room overlooks a beautiful park, while the separate dining room with rich slate flooring opens to the patio and connects to the kitchen. The house has

  Carol Santi Coldwell Banker Realty

  27 Pleasant Ave, Highwood, IL 60040
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  /39

  $699,900

  • 4 Beds
  • 2.5 Baths
  • 2,226 Sq Ft

  681 Smoke Tree Rd, Deerfield, IL 60015

  Unmatched Investment and Equity Opportunity in Deerfield's Coveted Kings Cove Subdivision! Rare opportunity to acquire a traditional 4-bedroom, 2.1-bathroom colonial on a premium lot in one of Deerfield's most sought-after, established neighborhoods. Offered by only its second owners, this home features a solid architectural foundation, an exceptional layout and substantial upside potential for

  Charles Son Elite Illinois, Inc

  681 Smoke Tree Rd, Deerfield, IL 60015
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  /29

  $775,000

  $25K PRICE DROP Pending

  • 7 Beds
  • 3 Baths

  308 Washington Ave, Highwood, IL 60040

  Fully rehabbed brick 3-flat on an oversized double lot in the heart of Highwood-an exceptional, turn-key investment opportunity with strong, stable income already in place. This property features two expansive 3-bedroom, 1-bath units (Unit 1 rented at $2,950 and Unit 2 at $2,755) plus a 1-bedroom, 1-bath unit (Unit 3 rented at $1,450), all leased through March 2027 for immediate cash flow and

  Jim Abbott Baird & Warner

  308 Washington Ave, Highwood, IL 60040
• 

  

  /31

  $399,900

  • 2 Beds
  • 2 Baths
  • 1,672 Sq Ft

  1220 Rudolph Rd Unit 5B, Northbrook, IL 60062

  Enjoy PRIME PENTHOUSE LIVING with FABULOUS RESORT-LIKE POOL VIEWS from this nicely updated two-bedroom residence with TWO GARAGE SPACES!!! Ideally situated near expressways, shopping and restaurants, this sought-after residence is located in the prestigious Condos of Northbrook community where residents enjoy exceptional amenities, including a 24-hour gated entrance, on-site management, social

  Nancy Gibson @properties Christie's International Real Estate

  1220 Rudolph Rd Unit 5B, Northbrook, IL 60062
• 

  /2

  $150,000

  Pending

  • Land
  • 0 Sq Ft

  0 Wrendale Ave Unit MRD12487576, Highwood, IL 60040

  BUILD YOUR DREAM HOME ON THIS GREAT LOT IN SOUTHEAST HIGHWOOD! LOT HAS A WATER LINE INSTALLED AND AN EASEMENT FOR OTHER UTILITIES. GREAT LOCATION, WALK TO EVERYTHING IN BOOMING HIGHWOOD! ZONED R2 (residential). BUILD UP TO A 2,864 SQUARE FOOT SINGLE FAMILY HOME ON THIS LOT.

  Cory Albiani @properties Christie's International Real Estate

  0 Wrendale Ave Unit MRD12487576, Highwood, IL 60040
• 

  

  /18

  $425,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,573 Sq Ft

  1125 Lake Cook Rd Unit 505, Northbrook, IL 60062

  Get ready for resort style living with this luxurious, updated, penthouse suite in highly sought-after Northbrook Country! This stunning, 2 bedroom, 2 full bath, top floor condo has SO many features and updates for the lucky buyer to enjoy. From gleaming hardwood flooring to updated kitchen/baths to newer HVAC, this condo has been carefully designed to be both beautiful and practical. As you

  Leslie Silverman @properties Christie's International Real Estate

  1125 Lake Cook Rd Unit 505, Northbrook, IL 60062

Showing Results 81 - 113, Page 3 of 3