Highland Park, IL Homes for Sale with Garage

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  /29

  $1,175,000

  $123K PRICE DROP

  • 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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  /33

  $749,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 3,500 Sq Ft

  411 Laurel Ave, Highland Park, IL 60035

  Amazing in town, walk to everywhere, Central and East Highland Park location! Bring this grand 1920's home to it's original splendor or build new! This 4 bedroom plus 2.5 bathroom home has great bones and old world charm with large bedrooms, hardwood floors throughout, a 3rd story walk-up attic area, unfinished basement, a huge yard, and a detached 2 car garage plus parking pad off of the alley.

  Cory Albiani @properties Christie's International Real Estate

  411 Laurel Ave, Highland Park, IL 60035
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  /39

  $2,300,000

  Pending

  • 5 Beds
  • 4.5 Baths
  • 4,575 Sq Ft

  990 Sheridan Rd, Highland Park, IL 60035

  Experience the height of North Shore sophistication at 990 Sheridan Road -- an impressive ranch offering 4575 square feet of refined living space. Located down a long driveway, this exceptionally pristine ranch is set among towering trees. Three car heated garage, motor court, and circular drive awaits you. From the moment you enter, the home's grand scale is revealed through the Foyer's soaring

  Merle Kirsner-Styer Engel & Voelkers Chicago North Shore

  990 Sheridan Rd, 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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  /15

  $2,500,000

  New Construction Pending

  • 6 Beds
  • 5.5 Baths
  • 4,968 Sq Ft

  1350 Glencoe Ave, Highland Park, IL 60035

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

  Beth Wexler @properties Christie's International Real Estate

  1350 Glencoe Ave, Highland Park, IL 60035
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  /36

  $675,000

  • 3 Beds
  • 2 Baths
  • 2,063 Sq Ft

  1633 2nd St Unit 503, Highland Park, IL 60035

  Enjoy penthouse living in the heart of downtown Highland Park! Rarely available this beautifully updated 3-bedroom, 2-bath condo with an office offers an expansive open floor plan filled with natural light from walls of windows and multiple skylights. The spacious living and dining areas feature a fireplace and open to a private balcony with beautiful downtown views. Extensively renovated in 2020

  Nicholas Manfredini @properties Christie's International Real Estate

  1633 2nd St Unit 503, 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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  /72

  $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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  /24

  $899,900

  • 4 Beds
  • 2.5 Baths
  • 2,756 Sq Ft

  1370 Forest Ave, Highland Park, IL 60035

  Lovely vintage home with fabulous original architectural details, contemporary updates, and sophisticated artistic touches, surrounded by mature trees and a flower-filled yard near town, train, and the lake in unbeatable east Highland Park. Gracious large rooms include the welcoming foyer with arched doorways, living room with fireplace and built-ins, entertainment-worthy dining room, and

  Lori Dub @properties Christie's International Real Estate

  1370 Forest Ave, Highland Park, IL 60035
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  /39

  $724,900

  Pending

  • 3 Beds
  • 3 Baths
  • 2,106 Sq Ft

  12 Turnbull Woods Ct, Highland Park, IL 60035

  Beautifully maintained contemporary home in the sought-after Braeside neighborhood, directly across from the Chicago Botanic Garden and minutes from Ravinia Park, top-rated schools, incredible bike trails, and Route 41. The living room features soaring cathedral ceilings, the family room anchors the main level with a wood-burning fireplace and adjacent private office, and a dining room with

  Jason Merel eXp Realty

  12 Turnbull Woods Ct, 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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  /32

  $539,000

  • 3 Beds
  • 2 Baths
  • 2,751 Sq Ft

  1958 Castlewood Rd, Highland Park, IL 60035

  New roof and freshly painted inside and out! Opportunity knocks on coveted Castlewood Road! This 3-bedroom, 2-bathroom home features a private office/den ideal for remote work, a study, traditional living space and sits on a generous 1/3-acre lot in one of Highland Park's most established neighborhoods. Built in 1956 with the solid bones of mid-century construction, this 2,751 sq ft property

  Scott Rose Baird & Warner

  1958 Castlewood Rd, 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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  /17

  $539,000

  • 3 Beds
  • 2.5 Baths
  • 1,890 Sq Ft

  1490 Avignon Ct, Highland Park, IL 60035

  Move right into this newly remodeled and thoughtfully redesigned 3 bedroom, 2 1/2 bath townhome in sought-after Chantilly. Fresh, contemporary finishes throughout and an open flow main level make this home perfect for easy living. The bright and inviting kitchen features stainless steel appliances and ample cabinet and counter space, ideal for effortless cooking and entertaining. A separate

  Janet Weinberg @properties Christie's International Real Estate

  1490 Avignon Ct, 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
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  /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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  /37

  $975,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 3,900 Sq Ft

  3320 Krenn Ave, Highland Park, IL 60035

  Welcome to this beautifully updated, Mid-Century ranch home situated on just under a half-acre in the highly desirable Highlands neighborhood of Highland Park. Offering an ideal blend of spacious living, thoughtful updates, and an exceptional location, this home features 3 bedrooms and 2.5 bathrooms on the main level, along with a bright living room, dining room, inviting sitting room, and a

  Alan Meyerowitz @properties Christie's International Real Estate

  3320 Krenn Ave, Highland Park, IL 60035
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  /25

  $719,000

  Pending

  • 3 Beds
  • 3 Baths
  • 2,163 Sq Ft

  3203 Dato Ave, Highland Park, IL 60035

  Beautifully updated ranch home on a wooded lot, walls of windows, skylights, and vaulted ceilings allow in plenty of natural light and open space. Recessed lighting, hardwood floors, and all custom cabinetry throughout. High-end SS appliances, granite countertops, and a beautiful backsplash in the kitchen. Elegant baths with dual sinks. Finished basement with full bath. Impeccably maintained and

  Susan Hayes Baird & Warner

  3203 Dato Ave, Highland Park, IL 60035
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  /28

  $650,000

  Pending

  • 4 Beds
  • 2 Baths
  • 2,260 Sq Ft

  52 S Central Ave, Highwood, IL 60040

  Charming, thoughtfully updated Colonial in a superb Highwood location - close to everything. 4 Bedrooms & 2 Baths with plenty of room to relax. Full of character and natural light, the home offers warm, comfortable living with functional flow and flexible spaces, ideal for both everyday living and entertaining. Recent improvements include new siding, roof, deck, driveway, fence, front walkway /

  Laura McCain Compass

  52 S Central Ave, Highwood, IL 60040
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  /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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  /44

  $1,300,000

  $50K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 3,221 Sq Ft

  912 Morningside Dr, Lake Forest, IL 60045

  Rare opportunity for single-level living on coveted Morningside Drive! This exceptional 3,221 sq ft all-brick ranch is set on a picturesque .5-acre lot framed by stately oaks in one of the area's most desirable neighborhoods, commonly known as Whispering Oaks. This gem offers spacious living with an updated, open layout and a private backyard oasis. Inside, enjoy solid oak hardwood floors

  Mona Hellinga @properties Christie's International Real Estate

  912 Morningside Dr, Lake Forest, IL 60045
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  /26

  $1,039,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 3,492 Sq Ft

  685 Wicklow Rd, Deerfield, IL 60015

  Welcome to this beautifully updated 4-bedroom, 3.5 bath Colonial nestled on a spectacular 0.41-acre lot in one of Deerfield's most sought-after neighborhoods. Tucked away on nearly half an acre of professionally landscaped grounds, this exceptional home offers the perfect blend of timeless charm, modern updates, and an incredible outdoor setting. The spacious floor plan is ideal for both everyday

  Melissa Newman @properties Christie's International Real Estate

  685 Wicklow 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
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  /19

  $609,000

  Pending

  • 3 Beds
  • 3 Baths
  • 2,134 Sq Ft

  1280 Rudolph Rd Unit 5, Northbrook, IL 60062

  Perfection abounds in this rarely available, beautifully renovated 2,134 square foot 3-bedroom, 3-bath penthouse offering an ideal layout just steps from the elevator on a premium 5th-floor location where every room showcases breathtaking views of the sparkling pool. Ideally situated near expressways, shopping, and restaurants, this sought-after residence is located in the prestigious Condos of

  Nancy Gibson @properties Christie's International Real Estate

  1280 Rudolph Rd Unit 5, Northbrook, IL 60062
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  /53

  $995,000

  Pending

  • 5 Beds
  • 3.5 Baths
  • 3,072 Sq Ft

  42 Holabird Loop, Highwood, IL 60040

  Beautifully updated and move-in ready, this exceptional Fort Sheridan home offers the perfect blend of timeless elegance, modern upgrades, and an unbeatable location just moments from Lake Michigan beaches, nature trails, Metra, restaurants, shopping, and top-rated Highland Park schools. A dramatic two-story foyer welcomes you into sun-filled living and dining spaces, while the updated kitchen

  Philip Wrigley Coldwell Banker Realty

  42 Holabird Loop, Highwood, IL 60040
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  /16

  $379,000

  $46K PRICE DROP Pending

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

  1220 Rudolph Rd Unit 1B, Northbrook, IL 60062

  True Indoor-Outdoor Living | First-Floor Condo with Extra-Large Patio Rarely available, sun-filled 2-bedroom, 2-bath residence featuring a desirable split floor plan and an oversized (1200 SF approx) west-facing veranda-ideal for relaxing and entertaining. Generous room sizes, separate living and dining areas, and a well-balanced layout. Recent improvements include newer windows, sliding glass

  Jill Esko @properties Christie's International Real Estate

  1220 Rudolph Rd Unit 1B, Northbrook, IL 60062

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