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Highland Park

Located about 25 miles north of Chicago built on tall bluffs overlooking Lake Michigan, Highland Park is a large and elegant community on Chicago’s North Shore. Homes here range from modest single families to wooded lakefront estates with private beaches. Highland Park is home to Ravinia Festival, one of Chicago’s most popular outdoor music festivals that attracts musical talent to perform throughout the summer. Downtown Highland Park is the perfect place to spend the day with upscale and boutique shopping and a variety of restaurants, in addition to plenty of amenities. Lakeside parks and beaches dot the shoreline, offering ample opportunities for lakefront recreation.

 

Highland Park Listings

2700 Point Lane HIGHLAND PARK, IL

$14,855,000 €13,218,246

Residential, Detached Single

  • 9 Beds
  • 15 Baths
  • 32,683 SqFt
  •  

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 custo...

54 Oakvale Road HIGHLAND PARK, IL

$4,999,999 €4,449,089

Residential, Detached Single

  • 4 Beds
  • Baths
  • 10,567 SqFt
  • 2.55 Acres

LAKEFRONT LIVING IN THIS CONTEMPORARY TONY GRUNSFELD BUILT RANCH. STONE EXTERIOR W A HUGE ADDITION BY THE CURRENT OWNERS. A LAVISH SPA RETREAT W AN INDOOR POOL (INCLUDING HOT TUB) , EXERCISE ROOM, FIREPLACE, BAR & POTTING ROOM. ALL OVERLOOKING...

67 Laurel Avenue HIGHLAND PARK, IL

$4,499,998 €4,004,179

Residential, Detached Single

  • 6 Beds
  • 9 Baths
  • 10,128 SqFt
  • 1.96 Acres

Private Lake Michigan retreat only blocks from the heart of downtown Highland Park! Idyllic setting on 1.9acres w/ boat dock. Double atrium foyer w/ grand sweeping marble staircases that leads to the formal living rm w/ floor to ceiling windows,...

1655 Mcgovern Avenue HIGHLAND PARK, IL

$3,750,000 €3,336,818

Residential, Two to Four Units

  • 12 Beds
  •  

Imagine living on one floor- elevator entrance- rents coming in to pay all the building expenses, plus you get write offs! Impressive New Construction! High end finishes. Perfect owner units! One of a kind! Two units are elevator entrance and huge...

330 Hazel Avenue Highland Park, IL

$3,650,000 €3,247,836

Residential, Detached Single

  • 7 Beds
  • Baths
  • 14,000 SqFt
  • 2.36 Acres

Walk up the pathway to this Hampton's style 7 bed, 6 full and 3 half bath home. The foyer leads to the formal living room with fireplace, office with mahogany built-ins, family room with bay window, 4-season room, and dining room with built-i...

755 Summit Drive DEERFIELD, IL

$3,600,000 €3,203,345

Residential, Detached Single

  • 6 Beds
  • 8 Baths
  • 13,653 SqFt
  • 2.94 Acres

2355 Linden Avenue HIGHLAND PARK, IL

$2,899,000 €2,579,582

Residential, Detached Single

  • 5 Beds
  • 7 Baths
  • 6,398 SqFt
  • 1.23 Acres

One of the most stunning homes on an acre in E. Highland Park with both tableland & never ending ravine views. This brick home with slate roof is reminiscent of an English countryside manor paired with today's modern luxuries. No detail w...

212 Ravine Drive Highland Park, IL

$2,850,000 €2,535,981

Residential, Detached Single

  • 5 Beds
  • Baths
  • 4,825 SqFt
  •  

Elegantly remodeled classic 5,000 sqft home in prime East Highland Park location steps to Lake Michigan. 5 bedroom 4.1 bath featuring the finest finishes, architectural details, and flexible floor plan. First floor includes gracious foyer, formal ...

2480 Sheridan Road HIGHLAND PARK, IL

$2,795,000 €2,487,041

Residential, Detached Single

  • 7 Beds
  • Baths
  • 11,210 SqFt
  • 1.41 Acres

Enjoy history's charm blended with today's technology. Bar none, the best finishes one can find on the North Shore. Located on prestigious Sheridan Road. this home boasts over $5M in upgrades including a De Giulio Kitchen w/ Granite &am...

Lot 2 Bentley Road HIGHLAND PARK, IL

$2,700,000 €2,402,509

Residential, Detached Single

  • 4 Beds
  • Baths
  • 6,041 SqFt
  •  

1700 Meadow Lane Highland Park, IL

$2,550,000 €2,269,036

Lot / Land, Land

  • 8 Acres

8 ACRES! Rare opportunity to build or develop on 8.5 acre parcel. One of the largest contiguous parcels of land in HP, this property can will accommodate multiple houses or a family compound. Beautifully wooded land with open meadows and endless p...

1700 Meadow Lane Highland Park, IL

$2,550,000 €2,269,036

Residential, Detached Single

  • 6 Beds
  • 5 Baths
  • 7,204 SqFt
  •  

8 ACRES! Rare opportunity to build or develop on 8.5 acre property. One of the largest contiguous parcels of land in HP, this piece will accommodate multiple houses or a family compound. Beautifully wooded land with open meadows and endless possib...

1653 Sunnyside Avenue HIGHLAND PARK, IL

$2,250,000 €2,002,091

Residential, Detached Single

  • 5 Beds
  • 6 Baths
  • 6,135 SqFt
  •  

Custom built 6 bedroom, 5 1/2 bath home on over 3/4 acre in desirable Sherwood Forest. Open floor plan w/high-end current finishes & upgrades throughout. 1st floor features formal entry w/travertine flr, liv rm w/frplc, spacious din rm w/butle...

NEW TO MARKET

1737 Sunnyside Avenue HIGHLAND PARK, IL

$2,200,000 €1,957,600

Residential, Detached Single

  • 5 Beds
  • Baths
  • 5,995 SqFt
  •  

DRAMATIC 6100 ST FT RANCH COMBINES ELEGANCE AND PRIVACY WITH ATTENTION TO DETAIL ON 9/10 OF AN ACRE. BEAUTIFUL LIMESTONE ENTRY WITH INLAY TILE. FEATURES INCLUDE SOARING 19FT CEILINGS IN GREAT ROOM AND CHERRY FLOORING. OPEN 525 SQ FT KITCHEN WITH G...

228 Maple Avenue HIGHLAND PARK, IL

$2,099,000 €1,867,728

Residential, Detached Single

  • 4 Beds
  • Baths
  • 6,058 SqFt
  •  

Prepare to fall in love w/this magnificent 5 bed/5.1 bath Country French stone Avis built home w/the finest of materials & a meticulous attention to detail & design. Upon entering, you are greeted by a warm & inviting limestone foyer ...

1841 West Berkeley Road Highland Park, IL

$2,049,500 €1,823,682

Residential, Detached Single

  • 5 Beds
  • 5 Baths
  • 5,100 SqFt
  •  

1940 Emerald Woods Lane HIGHLAND PARK, IL

$1,979,000 €1,760,950

Residential, Detached Single

  • 4 Beds
  • 5 Baths
  • 7,400 SqFt
  •  

First time on the market. Custom built on an approximately one-acre lot in elegant Emerald Woods. This warm Colorado style home presents the finest in design by noted architect Gregory Maire. Filled with rich woods, lannon stone and "arts ...

1550 Museum Drive HIGHLAND PARK, IL

$1,950,000 €1,735,145

Residential, Detached Single

  • 4 Beds
  • Baths
  • 6,500 SqFt
  • 1.84 Acres

New construction extra wide Ranch with high ceilings, luxurious appointments, and beautiful sun exposure. This 4 bedroom 4.1 bath home (+2 potential bedrooms below grade) features hardwood floors and architectural ceilings throughout. State of the...

1925 Emerald Woods Lane HIGHLAND PARK, IL

$1,950,000 €1,735,145

Residential, Detached Single

  • 5 Beds
  • 6 Baths
  •  

Special offering on coveted Emerald Woods Lane! Two impeccable build-able lots host this beautifully appointed custom home designed by Goldberg Downey, and executed to exacting standards. Main house, pool, and pool house on one lot, and adjacent t...

185 Hazel Avenue HIGHLAND PARK, IL

$1,940,000 €1,726,247

Residential, Detached Single

  • 6 Beds
  • Baths
  • 6,124 SqFt
  •  

Rarely available estate property on double lot in prime East Highland Park. This elegant home, built nearly 100 yrs ago, has been renovated and updated for todays lifestyle. 6 bedrooms and 6.1 bath featuring large living room, formal dining room, ...