Highland Park, IL Homes

/13
$579,995
- 5 Beds
- 2.5 Baths
- 2,344 Sq Ft
2617 Summit Ave, Highland Park, IL 60035

Awesome Corner Lot Hm W/Truly 5 Bd Rms. All on the 2nd Flr.Hugh Primary Bdrm W/Walk-in Closet, Mirrored Fireplace, Primary Bath Walls Are Fully Tiled From Flr. to Ceiling W/8'x5' dry sauna, Dual vanities, Sep. Shower & Soaking tub. Entryway into Hm via L-shaped combo Living/Family rm. Open Kitchen Combo W/Dining Rm that leads to 221 Sq Ft. Sun-filled 4 Season rm.W/Brick Fireplace & Sliding doors

Don Yosef @properties Christie's International Real Estate

2617 Summit Ave, Highland Park, IL 60035
/15
$449,000 Sold Aug 15, 2025

1247 Cavell Ave, Highland Park, IL 60035
- 3 Beds
- 2 Baths
- 1,623 Sq Ft
- Built 1953
Last Sold Summary
- $277/SF
- 6 Days On Market
Current Estimated Value $456,930

Last Listing Agent Angelina Morrone @properties Christie's International Real Estate

1247 Cavell Ave, Highland Park, IL 60035

/15
Est $518,915 Not Listed For Sale

165 Green Bay Rd, Highland Park, IL 60035
- 3 Beds
- 2 Baths
- 1,497 Sq Ft
- Built 1951
165 Green Bay Rd, Highland Park, IL 60035

Last Sold Summary
- 19% Above List Price
- $291/SF
- 19 Days On Market
- Last Sold Price $435,000
- Nov 12, 2024
Last Listing Agent Carly Jones Engel & Voelkers Chicago North Shore

/35
$889,000 Pending
- 4 Beds
- 3.5 Baths
- 3,446 Sq Ft
1233 Glencoe Ave, Highland Park, IL 60035

Beautifully expanded and thoughtfully renovated 4-bedroom 2.5 bath Tudor set on one of Highland Park's most desirable blocks. Situated on an oversized 50x200 lot, this exceptional property also features a charming and versatile coach house-perfect for guests, an in-law arrangement, studio, or private office. This East Highland Park gem has seen over $80K in recent upgrades since 2021, including

Jacqueline Lotzof Compass

1233 Glencoe Ave, Highland Park, IL 60035
/2
$1,065,000 Sold Nov 14, 2025

140 Hazel Ave, Highland Park, IL 60035
- 4 Beds
- 2.5 Baths
- 2,600 Sq Ft
- Built 1948
Last Sold Summary
- 5% Below List Price
- $410/SF
- 11 Days On Market
Current Estimated Value $1,068,003

Last Listing Agent Kostas Kondratas Illinois Real Estate Partners Inc

140 Hazel Ave, Highland Park, IL 60035

/25
Est $885,223 Not Listed For Sale

211 Green Bay Rd, Highland Park, IL 60035
- 4 Beds
- 2.5 Baths
- 2,600 Sq Ft
- Built 1948
211 Green Bay Rd, Highland Park, IL 60035

Last Sold Summary
- 11% Above List Price
- $308/SF
- 8 Days On Market
- Last Sold Price $801,000
- Apr 26, 2024
Last Listing Agent Jodi Taub @ Properties

/41
$2,750,000
- 7 Beds
- 6.5 Baths
- 10,097 Sq Ft
3481 Bradley Ct, Highland Park, IL 60035

Situated on a tranquil cul-de-sac just off the shores of Lake Michigan, in Highland Park's prestigious and historically rich Fort Sheridan neighborhood, this architectural masterpiece by renowned architect Samuel G. Footlik seamlessly blends timeless craftsmanship with sophisticated modern updates-just steps from the lakefront, scenic trails, and pristine beaches. A grand foyer with a sweeping

Colby Price Jameson Sotheby's Intl Realty

3481 Bradley Ct, Highland Park, IL 60035
/5
$508,000 Sold Aug 22, 2025

1726 Park Ave W, Highland Park, IL 60035
- Land
- 37,897 Sq Ft
- $583,908 per Acre
Last Sold Summary
- 7% Below List Price
- 34 Days On Market
Current Estimated Value $515,724

Last Listing Agent Benjamin Lovinger Baird & Warner

1726 Park Ave W, Highland Park, IL 60035

/36
Est $581,699 Not Listed For Sale

638 Melody Ln, Highland Park, IL 60035
- 2 Beds
- 2 Baths
- 1,071 Sq Ft
- Built 1926
638 Melody Ln, Highland Park, IL 60035

Last Sold Summary
- 11% Above List Price
- $490/SF
- 14 Days On Market
- Last Sold Price $525,000
- Jun 17, 2024
Last Listing Agent Cory Albiani @ Properties

/34
$829,000 Pending
- 4 Beds
- 2.5 Baths
- 2,300 Sq Ft
1177 Wade St, Highland Park, IL 60035

Beautiful, classic home in Ravinia. Highly sought after east Highland Park location, close to beaches, businesses, nature and schools. Set on 1/3 acre, with attached two-car garage and lovely screened back porch. Fireplaces in both the living room and lower-level family room. On the main level, guests are greeted in a spacious foyer. Then a living room with bay window, dining room, kitchen and

Carolyn Cerf @properties Christie's International Real Estate

1177 Wade St, Highland Park, IL 60035
/36
$1,299,900 Sold Mar 13, 2026

2514 Hidden Oak (Lot 9) Cir, Highland Park, IL 60035
- 4 Beds
- 3.5 Baths
- 3,900 Sq Ft
- Built 2025
Last Sold Summary
- 3% Below List Price
- $333/SF
- 224 Days On Market
Last Listing Agent John Barry Mc Naughton Realty Group

2514 Hidden Oak (Lot 9) Cir, Highland Park, IL 60035

/22
Est $799,864 Not Listed For Sale

586 Melody Ln, Highland Park, IL 60035
- 3 Beds
- 2.5 Baths
- 2,271 Sq Ft
- Built 1935
586 Melody Ln, Highland Park, IL 60035

Last Sold Summary
- 16% Above List Price
- $304/SF
- 6 Days On Market
- Last Sold Price $690,000
- Mar 11, 2024
Last Listing Agent Beth Wexler @ Properties

/34
$549,000 Pending
- 4 Beds
- 2 Baths
970 Windsor Rd, Highland Park, IL 60035

Just Listed! Welcome to 970 Windsor Rd, a charming and thoughtfully updated 4-bedroom, 2-bath Cape Cod in a desirable Highland Park neighborhood within the award-winning Deerfield School District. You are welcomed by a gracious front porch and step inside to a flexible floor plan with great flow! The light-filled family room with a wood-burning fireplace seamlessly opens into an updated kitchen

Frank Capitanini Compass

970 Windsor Rd, Highland Park, IL 60035
/37
$1,211,000 Sold Jun 27, 2025

309 Central Ave, Highland Park, IL 60035
- 6 Beds
- 3.5 Baths
- 4,712 Sq Ft
- Built 1922
Last Sold Summary
- 1% Above List Price
- $257/SF
- 5 Days On Market
Current Estimated Value $1,273,132

Last Listing Agent Beth Wexler @properties Christie's International Real Estate

309 Central Ave, Highland Park, IL 60035

/25
Est $869,008 Not Listed For Sale

337 Flora Place, Highland Park, IL 60035
- 4 Beds
- 2.5 Baths
- 2,434 Sq Ft
- Built 1948
337 Flora Place, Highland Park, IL 60035

Last Sold Summary
- 1% Below List Price
- $362/SF
- 6 Days On Market
- Last Sold Price $880,000
- Oct 29, 2024
Last Listing Agent Brooke Bakalar Sloane @ Properties

/8
$474,000
- 4 Beds
- 2 Baths
636 Homewood Ave, Highland Park, IL 60035

2 Flat. Each unit is 2 bedrooms, 1 bath. Long time tenants. Basement. Large parking lot. Near town, train, park, hospital and more. Sold "As Is".

Andrew Shevelev American Real Estate Services

636 Homewood Ave, Highland Park, IL 60035
/40
$735,000 Sold Apr 01, 2026

1236 Cavell Ave, Highland Park, IL 60035
- 3 Beds
- 1.5 Baths
- 2,200 Sq Ft
- Built 1927
Last Sold Summary
- 9% Above List Price
- $334/SF
- 4 Days On Market
Current Estimated Value $655,206

Last Listing Agent Karen Skurie Baird & Warner

1236 Cavell Ave, Highland Park, IL 60035

/30
Est $610,227 Not Listed For Sale

345 Flora Place, Highland Park, IL 60035
- 3 Beds
- 1.5 Baths
- 1,497 Sq Ft
- Built 1954
345 Flora Place, Highland Park, IL 60035

Last Sold Summary
- 5% Above List Price
- $389/SF
- 6 Days On Market
- Last Sold Price $582,500
- Nov 27, 2024
Last Listing Agent Bleu Randall Compass

/50
$825,000
- 3 Beds
- 2.5 Baths
- 2,394 Sq Ft
985 Coventry Ln, Highland Park, IL 60035

Rarely available and beautifully maintained Tudor-style home in the sought-after Highland Park Club! First-floor primary bedroom suite with large walk-in closet, and a bright ensuite bath with double vanities, soaking tub, and separate shower. The dramatic great room with soaring ceilings and fireplace, inviting space for relaxing or entertaining, seamlessly connected to a dining area. Updated

Marina Jacobson Berkshire Hathaway HomeServices Chicago

985 Coventry Ln, Highland Park, IL 60035
/30
$760,000 Sold Oct 24, 2025

1812 Sherwood Rd, Highland Park, IL 60035
- 4 Beds
- 2.5 Baths
- 2,477 Sq Ft
- Built 1977
Last Sold Summary
- 9% Below List Price
- $307/SF
- 62 Days On Market
Current Estimated Value $764,678

Last Listing Agent Patricia Denenberg @properties Christie's International Real Estate

1812 Sherwood Rd, Highland Park, IL 60035

/31
Est $816,378 Not Listed For Sale

373 Flora Place, Highland Park, IL 60035
- 4 Beds
- 3.5 Baths
- 2,425 Sq Ft
- Built 1959
373 Flora Place, Highland Park, IL 60035

Last Sold Summary
- 7% Above List Price
- $315/SF
- 7 Days On Market
- Last Sold Price $765,000
- Aug 31, 2023
Last Listing Agent Jacqueline Lotzof Compass

/57
$3,995,000 Pending
- 6 Beds
- 9 Baths
- 6,973 Sq Ft
180 Central Ave, Highland Park, IL 60035

Custom built in 2015 and meticulously maintained, this Highland Park residence offers a refined and elegant combination of architectural design, structural integrity, and everyday functionality, just steps from Lake Michigan. Designed by Northworks Architects and constructed by Schmidt & Hageland Builders, the home reflects a thoughtful focus on long-term durability and performance. Construction

Sheetal Balani Compass

180 Central Ave, Highland Park, IL 60035
/13
$450,000 Sold Aug 08, 2025

626 Barberry Rd, Highland Park, IL 60035
- 4 Beds
- 2.5 Baths
- 1,981 Sq Ft
- Built 1965
Last Sold Summary
- 10% Below List Price
- $227/SF
- 13 Days On Market
Current Estimated Value $728,337

Last Listing Agent Sonia Cohen Coldwell Banker Realty

626 Barberry Rd, Highland Park, IL 60035

/16
Est $837,337 Not Listed For Sale

267 Charal Ln, Highland Park, IL 60035
- 4 Beds
- 2.5 Baths
- 2,288 Sq Ft
- Built 1961
267 Charal Ln, Highland Park, IL 60035

Last Sold Summary
- 6% Above List Price
- $345/SF
- 6 Days On Market
- Last Sold Price $790,000
- Nov 14, 2024
Last Listing Agent Lisa Davis @ Properties

/63
$2,900,000
- 6 Beds
- 9 Baths
- 9,886 Sq Ft
1630 Ridge Rd, Highland Park, IL 60035

Some estates are built to impress. This one was built to live in, beautifully, privately, and without compromise. Set behind a gated entry on 1.34 professionally landscaped acres, this stone and brick manor offers something increasingly rare on Chicago's North Shore: true privacy, generous space, and a connection to nature that cannot be manufactured. A serene prairie stretches beyond the

Dina Lissner Nanberg Baird & Warner

1630 Ridge Rd, Highland Park, IL 60035
/21
$272,000 Sold May 08, 2026

1695 2nd St Unit 305, Highland Park, IL 60035
- 1 Bed
- 1 Bath
- 935 Sq Ft
- Built 1982
Last Sold Summary
- 3% Below List Price
- $291/SF
- 18 Days On Market
Current Estimated Value $273,163

Last Listing Agent Julie McWilliams Berkshire Hathaway HomeServices Chicago

1695 2nd St Unit 305, Highland Park, IL 60035

/26
Est $908,355 Not Listed For Sale

295 Charal Ln, Highland Park, IL 60035
- 4 Beds
- 2.5 Baths
- 2,260 Sq Ft
- Built 1962
295 Charal Ln, Highland Park, IL 60035

Last Sold Summary
- 2% Below List Price
- $412/SF
- 6 Days On Market
- Last Sold Price $930,000
- Nov 01, 2024
Last Listing Agent Ted Pickus @ Properties

/23
$695,000 Pending
- 4 Beds
- 3 Baths
- 2,367 Sq Ft
2840 Twin Oaks Dr, Highland Park, IL 60035

OFFERS DUE BY 5PM TODAY (SATURDAY 5/2). This spacious and beautifully updated Mid-Century Modern tri-level home has it all. Nestled on a quiet, tree-lined street in the Highlands, this 4 bedroom, 3 full bath residence features an expansive yard that backs up to Sleepy Hollow Park. The entry level includes a gracious foyer and a large family room with a cozy gas burning fireplace and sliders to

Marissa Hopkins @properties Christie's International Real Estate

2840 Twin Oaks Dr, Highland Park, IL 60035
/33
$875,000 Sold Jul 01, 2025

Unlisted Address
- 3 Beds
- 2.5 Baths
- 2,177 Sq Ft
- Built 1955
Last Sold Summary
- 10% Above List Price
- $402/SF
- 0 Days On Market
Current Estimated Value $850,651

Last Listing Agent Cory Albiani @properties Christie's International Real Estate

Unlisted Address

/20
Est $873,378 Not Listed For Sale

312 Charal Ln, Highland Park, IL 60035
- 4 Beds
- 5 Baths
- 3,254 Sq Ft
- Built 1963
312 Charal Ln, Highland Park, IL 60035

Last Sold Summary
- 42% Above List Price
- $189/SF
- 11 Days On Market
- Last Sold Price $615,000
- Sep 27, 2023
Last Listing Agent Lisa Rome Jameson Sotheby's International Realty

/16
$399,000 Pending
- 1 Bed
- 1 Bath
- 1,047 Sq Ft
815 Laurel Ave Unit 203, Highland Park, IL 60035

Welcome to Laurel Residences, your gateway to Maintenance-Free living in Downtown Highland Park! This newer construction offers a unique and sophisticated condominium experience, boasting the highest quality materials and impeccable design, all within the heart of downtown Highland Park. Located close to Lake Michigan, scenic parks, trendy restaurants, upscale shopping, and convenient train

Geri Emalfarb @properties Christie's International Real Estate

815 Laurel Ave Unit 203, Highland Park, IL 60035
/29
$625,000 Sold Jun 09, 2025

1984 Sunset Rd, Highland Park, IL 60035
- 3 Beds
- 3 Baths
- 1,715 Sq Ft
- Built 1949
Last Sold Summary
- 4% Above List Price
- $364/SF
- 5 Days On Market
Current Estimated Value $610,512

Last Listing Agent CJ McCann Keller Williams Premiere Properties

1984 Sunset Rd, Highland Park, IL 60035

/22
Est $956,503 Not Listed For Sale

322 Charal Ln, Highland Park, IL 60035
- 4 Beds
- 2.5 Baths
- 3,150 Sq Ft
- Built 1961
322 Charal Ln, Highland Park, IL 60035

Last Sold Summary
- 6% Above List Price
- $287/SF
- 0 Days On Market
- Last Sold Price $905,000
- Jun 12, 2024
Last Listing Agent Geri Emalfarb @ Properties

/34
$785,000 Pending
- 3 Beds
- 3.5 Baths
- 2,526 Sq Ft
1288 Ridgewood Dr, Highland Park, IL 60035

Welcome home to this adorable Tudor home with an incredible location walkable to downtown HP, Ravinia, and Green Bay Trail. Upon entering the home, you'll see a living room with wood-burning fireplace and elegant built-ins, a light and bright study, and a stunning kitchen with beverage fridge and peninsula with counter seating. A custom banquette in the dining room adds charm and convenience. The

Cricket King @properties Christie's International Real Estate

1288 Ridgewood Dr, Highland Park, IL 60035
/40
$530,000 Sold Apr 08, 2026

1334 Ferndale Ave, Highland Park, IL 60035
- 3 Beds
- 2 Baths
- 1,770 Sq Ft
- Built 1953
Last Sold Summary
- 1% Above List Price
- $299/SF
- 6 Days On Market
Current Estimated Value $520,238

Last Listing Agent Adam Max Compass

1334 Ferndale Ave, Highland Park, IL 60035

/35
Est $983,924 Not Listed For Sale

360 Charal Ln, Highland Park, IL 60035
- 5 Beds
- 3.5 Baths
- 2,911 Sq Ft
- Built 1970
360 Charal Ln, Highland Park, IL 60035

Last Sold Summary
- 9% Above List Price
- $309/SF
- 11 Days On Market
- Last Sold Price $900,000
- Nov 15, 2024
Last Listing Agent Janet Borden Compass

/56
$4,950,000
- 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
/2
$525,000 Sold Jun 02, 2025

844 Deerfield Rd, Highland Park, IL 60035
- 5 Beds
- 2 Baths
- 2,216 Sq Ft
- Built 1917
Last Sold Summary
- 5% Below List Price
- $237/SF
- 22 Days On Market
Current Estimated Value $533,402

Last Listing Agent Sandra Locascio RE/MAX Suburban

844 Deerfield Rd, Highland Park, IL 60035

/21
Est $862,881 Not Listed For Sale

848 Timber Hill Rd, Highland Park, IL 60035
- 4 Beds
- 2.5 Baths
- 2,624 Sq Ft
- Built 1964
848 Timber Hill Rd, Highland Park, IL 60035

Last Sold Summary
- 22% Above List Price
- $269/SF
- 0 Days On Market
- Last Sold Price $705,000
- May 15, 2023
Last Listing Agent Patricia Denenberg @ Properties

/11
$369,900
- 2 Beds
- 2 Baths
- 1,407 Sq Ft
1795 Lake Cook Rd Unit 110, Highland Park, IL 60035

This lovely condo unit boasts a spacious interior with 2 bedrooms and 2 bathrooms with a total finished area of 1,410 sq.ft. The living spaces are filled with natural light, creating a bright and airy feel throughout. The kitchen is equipped with modern appliances and plenty of counter space, making it a perfect spot for preparing meals and gathering with loved ones. The bedrooms are comfortable

Jorge Romero Realty One Group Inc.

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

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