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Explore Similar Homes Within 2 Miles of Highwood, IL

  • /77

    $25,000,000

    • 6 Beds
    • 9 Baths
    • 15,000 Sq Ft

    595 Circle Ln, Lake Forest, IL 60045

    Opportunity of a lifetime to own this spectacular Lake Forest estate, spanning over 5.27 acres with 570 feet of Lake Michigan frontage! After four years of construction, incorporating everything the most discerning buyer would expect in new construction, this estate was completed in 2019. Featuring a protected cove beach, 2 boat launches, a fabulous pool, spa, boathouse and garage space for 22

    Agent Photo

    Ann Lyon

    @properties Christie's International Real Estate

    (224) 858-5192

    595 Circle Ln, Lake Forest, IL 60045
  • /65

    $6,500,000

    • 8 Beds
    • 13 Baths
    • 11,542 Sq Ft

    261 E Onwentsia Rd, Lake Forest, IL 60045

    Nestled in the heart of East Lake Forest, this exquisite estate seamlessly blends elegant architecture with natural splendor, set on nearly three gated acres. Crafted in collaboration with the esteemed architect Darcy Bonner in 2010, it epitomizes a harmonious fusion of style, functionality, and serene Santa Barbara-inspired living. The property is enveloped by pollinating gardens, native flora,

    Agent Photo

    Elizabeth Wieneke

    Compass

    (224) 496-6189

    261 E Onwentsia Rd, Lake Forest, IL 60045
  • /28

    $6,250,000

    • 7 Beds
    • 6.5 Baths
    • 7,149 Sq Ft

    111 N Mayflower Rd, Lake Forest, IL 60045

    Rare opportunity to own this beautiful lakefront home on almost 4 acres w/ 300' of Lake Michigan shoreline on coveted Mayflower Road. Located down a tree-lined driveway at the end of a private lane, this stately brick home was built in 1914 and features 7 bedrooms, 6.1 bathrooms, 6 fireplaces, original millwork, high ceilings, a gourmet kitchen, an elevator, a newer slate roof, and wonderful

    Agent Photo

    Ann Lyon

    @properties Christie's International Real Estate

    (224) 490-2713

    111 N Mayflower Rd, Lake Forest, IL 60045
  • /53

    $5,999,000

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

    2441 Woodbridge Ln, Highland Park, IL 60035

    Introducing an exceptional lakefront residence on one of Highland Park's most coveted private lanes. Set on a masterfully landscaped 1.85-acre parcel, 2441 Woodbridge Lane offers a rare combination of privacy, scale, and sophistication-backed by unobstructed, panoramic views of Lake Michigan. This architecturally striking, contemporary home spans approximately 10,000 square feet and has been

    Patrick Milhaupt Jameson Sotheby's International Realty

    2441 Woodbridge Ln, Highland Park, IL 60035
  • /62

    $3,200,000

    • 6 Beds
    • 9 Baths
    • 9,625 Sq Ft

    1630 Ridge Rd, Highland Park, IL 60035

    **A rare opportunity to own this magnificent, one-owner stone and brick masterpiece. Nestled on a spectacularly landscaped 1.34 acres with breathtaking views of a serene prairie and a private walking path just steps from your door, this stunning modern-updated estate spans an impressive 9,600 square feet. Elegantly designed to live like a ranch while offering expansive spaces for effortless

    Dina Lissner Nanberg Baird & Warner

    1630 Ridge Rd, Highland Park, IL 60035
  • /52

    $2,850,000

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

    493 Hazel Ave, Highland Park, IL 60035

    Why Would You Want Ordinary When You Can Have Extraordinary! This Stunning and Majestic Brick Home Sits on Over an Acre in the Heart of Highland Park and Features a 40' Indoor Pool with a Wall of Glass that Opens to the Outdoors! Over 8000 Sq Ft plus 2330 Sq Ft in the Finished Walkout Basement, It Boasts Barrel Ceilings over 20' High and 5 Fireplaces. The Double Island Chefs Kitchen has a

    Janet Borden Compass

    493 Hazel Ave, Highland Park, IL 60035
  • /78

    $2,750,000

    • 4 Beds
    • 5.5 Baths
    • 5,662 Sq Ft

    27 W Onwentsia Rd, Lake Forest, IL 60045

    A Majestic Lake Forest Retreat Awaits You at 27 W Onwentsia Rd! Discover the epitome of luxury living in this stunning brick masterpiece, nestled on a professionally landscaped, 1.88 acre lot in one of Lake Forest's most coveted private, elite neighborhoods. This exceptional residence, offers an unparalleled blend of sophistication, comfort,quiet and prime location. Step inside and be captivated

    Vaseekaran Janarthanam RE/MAX Plaza

    27 W Onwentsia Rd, Lake Forest, IL 60045
  • /64

    $1,575,000

    • 5 Beds
    • 5.5 Baths
    • 5,819 Sq Ft

    3464 Old Mill Rd, Highland Park, IL 60035

    Expanded and renovated in 2008, this two-story prairie-style executive home offers over 9,000 square feet of finished living area across three levels, all easily accessible by a centrally located elevator or stairs, and is situated on over an acre of wooded property along a quiet, private road in Highland Park. The home offers exceptional flexibility with spaces ideal for a variety of lifestyles,

    Kelly Ipjian Exit Strategy Realty

    3464 Old Mill Rd, Highland Park, IL 60035
  • /25

    $2,900,000

    • 4 Beds
    • 5.5 Baths
    • 5,590 Sq Ft

    1551 Mill Trail, Highland Park, IL 60035

    The epitome of luxurious one-level living. Set on a magnificent 3+ acre parcel in an exclusive private enclave, this extraordinary property is surrounded on three sides by the Heller Nature Preserve, offering 97 acres of protected land, serene privacy, and breathtaking natural beauty. Enjoy miles of scenic trails ideal for hiking, cross-country skiing, and horseback riding-an unmatched setting

    Honore Frumentino @properties Christie's International Real Estate

    1551 Mill Trail, Highland Park, IL 60035
  • /40

    $3,499,000

    • 6 Beds
    • 7 Baths
    • 6,325 Sq Ft

    282 Linden Park Place, Highland Park, IL 60035

    Stunning Custom Contemporary on Coveted Double Lot in Highland Park designed, built and meticulously maintained by the current owners. This one-of-a-kind home sits on over an acre on a beautiful ravine on one of Highland Park's most sought after streets - just steps from town, top-rated schools, the Lake, parks, and more. With soaring ceilings and expansive open living spaces, the home offers an

    Linda Levin Jameson Sotheby's Intl Realty

    282 Linden Park Place, Highland Park, IL 60035
  • /9

    $950,000

    • 3 Beds
    • 2.5 Baths
    • 3,164 Sq Ft

    1851 Cooper Ln, Highland Park, IL 60035

    INTERIOR OF HOME CAN BE SHOWN STARTING 3/3. APPOINTMENT MUST BE CONFIRMED. PLEASE DO NOT COMMENT ABOUT PROPERTY IN THE HOME WHERE ELDERLY OCCUPANTS ARE PRESENT. NO SIGN ON PROPERTY. Prime Highland Park property being marketed as complete gut rehab or tear down on private cul de sac with higher priced homes. Option is yours to remodel or tear down and build. Home and property are being sold in as

    Alice Scifo RE/MAX Advisors

    1851 Cooper Ln, Highland Park, IL 60035
  • /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

Home Trends in Highwood, IL

Housing Trends

Median Sale Price
$430,000
Median Single Family Sale Price
$410,000
Median Townhouse Sale Price
$830,000
Median 2 Bedroom Sale Price
$302,450
Average Price Per Sq Ft
$281
Number of Homes for Sale
3
Last 12 months Home Sales
27
Months of Supply
1.30
Median List Price
$432,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-8%
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