Highland Park, IL Homes

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  /32

  $699,000

  • 3 Beds
  • 2.5 Baths
  • 1,877 Sq Ft

  3107 Dato Ave, Highland Park, IL 60035

  Carefully renovated to preserve its historic character, this stunning 3-bedroom, 2.5-bath English Tudor Revival home is a rare Krenn-Dato model, showcasing timeless architectural details and rich history. Backed by Edith Rockefeller McCormick, Krenn-Dato homes are celebrated for their distinctive craftsmanship, including decorative half-timbering, a classic brick and stucco facade, steep gables,

  

  Valentyna Artamonova

  KOMAR

  (224) 206-0349

  3107 Dato Ave, Highland Park, IL 60035
• Explore Highland Park

• 

  

  

  /51

  Starting at $2,041

  Total Monthly Price

  • Studio - 3 Beds

  1850 Green Bay Rd, Highland Park, IL 60035

  Albion Highland Park's stunning luxury apartment homes in Highland Park, IL are centrally located West and East of Green Bay Rd, delivering the perfect balance of private upscale living and the tranquility of Sunset Woods. This desirable Highland Park apartment community is characterized by two distinct modern apartment interiors in both buildings, thoughtfully designed amenity spaces both inside

  Albion Highland Park

  (224) 505-1971

  

  1850 Green Bay Rd, Highland Park, IL 60035
• 

  

  

  /17

  $605,000

  Sold Dec 01, 2025

  1688 Green Bay Rd Unit 404, Highland Park, IL 60035

  • 3 Beds
  • 2 Baths
  • 1,971 Sq Ft
  • Built 1997

  Last Sold Summary

  • 7% Below List Price
  • $307/SF
  • 20 Days On Market

  Current Estimated Value $636,349

  Last Listing Agent Elise Dayan @properties Christie's International Real Estate

  1688 Green Bay Rd Unit 404, Highland Park, IL 60035
• 

  

  

  /31

  Est $979,926

  Not Listed For Sale

  865 Ridge Rd, Highland Park, IL 60035

  • 4 Beds
  • 4.5 Baths
  • 3,750 Sq Ft
  • Built 2007

  865 Ridge Rd, Highland Park, IL 60035

  Last Sold Summary

  • 24 Days On Market
• 

  

  

  /33

  $285,000

  Open Sat 2PM - 3:30PM $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,123 Sq Ft

  2046 Saint Johns Ave Unit 3E, Highland Park, IL 60035

  Beautifully updated bright southwest-corner condo in the heart of Highland Park, just steps from the town center, train station, and the lake Michigan. Located in a quiet, secure building with a new elevator. This move-in-ready condo features a bright foyer with new engineered flooring, a spacious living room with new sliding doors to a large private balcony, and a cozy den. The eat-in kitchen

  

  Valentyna Artamonova

  KOMAR

  (224) 395-0580

  2046 Saint Johns Ave Unit 3E, Highland Park, IL 60035
• 

  

  /16

  Starting at $2,160 Per Month

  • 1 Bed

  1900 Green Bay Rd, Highland Park, IL 60035

  Open concept 1 and 2 bedroom 1.5 bath townhome in downtown Highland Park.Park Townhomes features custom kitchens with stainless steel appliances, quartz countertops, new cabinetry, and an island countertop with room for seating. The open-concept floor plan is highlighted with laminate hardwood floors and a modern color scheme throughout, which is perfect for entertaining, cooking, and

  Park Townhomes of Highland Park

  (224) 765-9359

  

  1900 Green Bay Rd, Highland Park, IL 60035
• 

  

  /27

  $390,000

  Sold Apr 17, 2026

  1475 Avignon Ct, Highland Park, IL 60035

  • 2 Beds
  • 2.5 Baths
  • 1,890 Sq Ft
  • Built 1973

  Last Sold Summary

  • 6% Below List Price
  • $206/SF
  • 13 Days On Market

  Current Estimated Value $391,340

  Last Listing Agent Karla Garcia eXp Realty

  1475 Avignon Ct, Highland Park, IL 60035
• 

  

  /33

  Est $1,482,755

  Not Listed For Sale

  265 Ivy Ln, Highland Park, IL 60035

  • 4 Beds
  • 4.5 Baths
  • 3,300 Sq Ft
  • Built 1949

  265 Ivy Ln, Highland Park, IL 60035

  Last Sold Summary

  • 4 Days On Market
• 

  

  /29

  $1,125,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,590 Sq Ft

  705 Ridge Rd, Highland Park, IL 60035

  A MUST SEE! This gorgeous original owner home offers over 2,590 sq ft of thoughtfully designed open-concept living space, plus a full basement with roughed-in plumbing ready for your finishing ideas. Featuring 4 spacious bedrooms and 2.5 baths, this home perfectly blends modern comfort with timeless style. From the moment you arrive, you'll be welcomed by a relaxing front porch and striking

  

  Gary Grossman

  Coldwell Banker Realty

  (224) 243-2379

  705 Ridge Rd, Highland Park, IL 60035
• 

  

  /35

  Starting at $1,950 Per Month

  • 1 - 2 Beds

  515-555 Roger Williams Ave, Highland Park, IL 60035

  Welcome to Ravinia Crossing, Highland Park's newest boutique rental building in the heart of the Ravinia Business district. This intimate four story, 30-unit building consists of a variety of one and two-bedroom unit floor plans with luxury high-end finishes. Open Great room with walls of windows-the north facing units have balconies and overlook the ravines, the south and east facing units have

  Ravinia Crossing

  (224) 505-8530

  

  515-555 Roger Williams Ave, Highland Park, IL 60035
• 

  

  /37

  $1,450,000

  Sold May 04, 2026

  1864 Garland Ave, Highland Park, IL 60035

  • 5 Beds
  • 4.5 Baths
  • 4,412 Sq Ft
  • Built 1996

  Last Sold Summary

  • 8% Below List Price
  • $329/SF
  • 15 Days On Market

  Current Estimated Value $1,438,682

  Last Listing Agent Robert Baum @properties Commercial

  1864 Garland Ave, Highland Park, IL 60035
• 

  /2

  Est $1,092,861

  Not Listed For Sale

  885 Timber Hill Rd, Highland Park, IL 60035

  • 3 Beds
  • 3.5 Baths
  • 2,362 Sq Ft
  • Built 1964

  885 Timber Hill Rd, Highland Park, IL 60035

  Last Sold Summary

  • 3 Days On Market
• 

  

  /10

  $1,490,000

  Pending

  • Land
  • 1.33 Acres
  • $1,120,301 per Acre

  0 Patten Rd, Highland Park, IL 60035

  Amazing opportunity for a developer to build condos or possibly executive rental condos. The panoramic views alone would make it a highly desirable location for luxury living. Developers could capitalize on the serene surroundings, access to Lake Michigan, walkability to the Fort Sheridan Forest Preserve, proximity to downtown Highland Park, and breathtaking vistas. Crafting condos or executive

  

  Michael Lafido

  LPT Realty

  (224) 293-6268

  0 Patten Rd, Highland Park, IL 60035
• 

  

  /8

  Starting at $2,300 Per Month

  • 2 Beds

  318 Walker Ave, Highland Park, IL 60035

  Welcome to this beautifully situated apartment home nestled on a quiet, tree-lined street in one of Highland Park's most desirable neighborhoods. This spacious property offers a bright, comfortable layout with generous living areas, abundant natural light, and timeless character throughout.The location can't be beat just minutes from downtown Highland Park, 1/2 mile to Metra & Lake

  (224) 765-9516

  

  318 Walker Ave, Highland Park, IL 60035
• 

  

  /40

  $1,200,000

  Sold Dec 19, 2025

  1064 Livingston (Lot 3) Ave, Highland Park, IL 60035

  • 5 Beds
  • 4.5 Baths
  • 4,200 Sq Ft
  • Built 2024

  Last Sold Summary

  • 6% Below List Price
  • $286/SF
  • 37 Days On Market

  Last Listing Agent John Barry Mc Naughton Realty Group

  1064 Livingston (Lot 3) Ave, Highland Park, IL 60035
• 

  

  /26

  Est $902,632

  Not Listed For Sale

  630 Melody Ln, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 2,668 Sq Ft
  • Built 1927

  630 Melody Ln, Highland Park, IL 60035

  Last Sold Summary

  • 6 Days On Market
• 

  

  /37

  $875,000

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  980 Half Day Rd, Highland Park, IL 60035

  STUNNING CONTEMPORARY HOME WITH ALMOST 3,000 SQ. FT. PLUS A FULL FINISHED BASEMENT IN A BEAUTIFUL HIGHLAND PARK SETTING! HOME IS ON AN INLET ROAD--NOT DIRECTLY ON HALF DAY RD. THIS SPACIOUS 4 BEDROOM, 3.1 BATH PROPERTY FEATURES AN OPEN AND INVITING FLOOR PLAN WITH MODERN FINISHES THROUGHOUT. THE LARGE EAT-IN KITCHEN OPENS TO A GENEROUS DINING AREA WITH EXPANSIVE GLASS DOORS THAT FRAME BEAUTIFUL

  

  Alan Berlow

  Coldwell Banker Realty

  (224) 553-3970

  980 Half Day Rd, Highland Park, IL 60035
• 

  

  /20

  Starting at $2,200 Per Month

  • 1 - 3 Beds

  1755 Lake Cook Rd, Highland Park, IL 60035

  Welcome to Americana Apartments, a great place to call home. Washer & dryer in apartment, fireplace, balcony, pool & sundeck, high speed internet available, indoor garage included. Individual controlled heat & air conditioning. Furnished apartments available, balcony, elevator, blinds, carpeting, close to toll way & Eden's Highway. Close to downtown Highland Park & train, Northbrook Court & Old

  Americana Apartments

  (224) 344-2626

  

  1755 Lake Cook Rd, Highland Park, IL 60035
• 

  

  /51

  $1,400,000

  Sold Jul 08, 2025

  1951 York Ln, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,894 Sq Ft
  • Built 1955

  Last Sold Summary

  • 12% Above List Price
  • $484/SF
  • 3 Days On Market

  Current Estimated Value $1,377,343

  Last Listing Agent Janice Goldblatt @properties Christie's International Real Estate

  1951 York Ln, Highland Park, IL 60035
• 

  

  /19

  Est $630,047

  Not Listed For Sale

  523 Green Bay Rd, Highland Park, IL 60035

  • 3 Beds
  • 2 Baths
  • 1,690 Sq Ft
  • Built 1961

  523 Green Bay Rd, Highland Park, IL 60035
• 

  

  /32

  $625,000

  $50K PRICE DROP Pending

  • 4 Beds
  • 3 Baths
  • 2,406 Sq Ft

  1812 Winthrop Rd, Highland Park, IL 60035

  Simply Stunning, Fully Renovated Home Across From a Beautiful Park Welcome to a truly move-in ready gem-completely updated from top to bottom with thoughtful design, modern style, and exceptional functionality. This beautifully renovated brick home offers 4 total bedrooms, 3 full baths, a finished basement, and an attached 1.5-car garage, all set on a large, thoughtfully landscaped lot directly

  Bryce Fuller Baird & Warner

  1812 Winthrop Rd, Highland Park, IL 60035
• 

  

  /20

  Starting at $5,500 Per Month

  • 3 Beds

  425 Bloom St, Highland Park, IL 60035

  Discover luxury living at 425 Bloom St Townhomes, a beautiful community of spacious 3 bedroom, 2.5 bathroom townhomes totaling 2,000 sqft. Each home offers a bonus office/flex space, perfect for remote work or extra living area. Enjoy the convenience of a private entrance and an attached 2-car garage. Nestled within a charming courtyard setting, this pet-friendly community is located in the

  Bloom Street Townhomes

  (224) 765-9254

  

  425 Bloom St, Highland Park, IL 60035
• 

  

  /47

  $875,000

  Sold Apr 13, 2026

  Unlisted Address

  • 5 Beds
  • 4 Baths
  • 2,730 Sq Ft
  • Built 1948

  Last Sold Summary

  • 10% Below List Price
  • $321/SF
  • 70 Days On Market

  Current Estimated Value $869,548

  Last Listing Agent Mark Ahmad Century 21 Circle

  Unlisted Address
• 

  

  /28

  Est $816,873

  Not Listed For Sale

  580 Pleasant Ave, Highland Park, IL 60035

  • 3 Beds
  • 2.5 Baths
  • 2,645 Sq Ft
  • Built 1938

  580 Pleasant Ave, Highland Park, IL 60035

  Last Sold Summary

  • 3 Days On Market
• 

  

  /23

  $615,000

  • 4 Beds
  • 2 Baths
  • 1,818 Sq Ft

  552 Burton Ave, Highland Park, IL 60035

  Welcome to 552 Burton Avenue, a beautifully maintained all-brick mid-century split-level ideally situated in one of Highland Park's most sought-after neighborhoods. Located just steps from the Ravinia Festival, the Metra station, local shops, and restaurants, and directly across from Brown Park with its tennis courts and green space, this home offers an exceptional combination of charm,

  Jeanine Shimer Baird & Warner

  552 Burton Ave, Highland Park, IL 60035
• 

  

  /9

  $1,850 Per Month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  725 St Johns Ave Unit 13, Highland Park, IL 60035

  Welcome to this beautifully updated condo, perfectly situated in the heart of Highland Park. Located just across from the Ravinia Metra station, this home offers unparalleled convenience with top-rated schools, parks, and all the amenities you need right at your doorstep. Sunset Woods Park, only half a block away, features expansive green spaces, playgrounds, and local shops. Plus, enjoy a wide

  (224) 308-1938

  725 St Johns Ave Unit 13, Highland Park, IL 60035
• 

  

  /27

  $1,145,000

  Sold Nov 14, 2025

  1712 Violet Ct, Highland Park, IL 60035

  • 3 Beds
  • 3.5 Baths
  • 4,161 Sq Ft
  • Built 1996

  Last Sold Summary

  • 4% Below List Price
  • $275/SF
  • 6 Days On Market

  Current Estimated Value $1,217,944

  Last Listing Agent Linda Levin Jameson Sotheby's Intl Realty

  1712 Violet Ct, Highland Park, IL 60035
• 

  

  /17

  Est $346,371

  Not Listed For Sale

  1795 Lake Cook Rd Unit 108, Highland Park, IL 60035

  • 2 Beds
  • 2 Baths
  • 1,410 Sq Ft
  • Built 1985

  1795 Lake Cook Rd Unit 108, Highland Park, IL 60035

  Last Sold Summary

  • 4 Days On Market
• 

  

  /58

  $4,500,000

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

  22 Lakeview Terrace, Highland Park, IL 60035

  Experience unparalleled luxury on the lakefront. This 5,500 SF NEW CONSTRUCTION home tucked away at the end of a quiet cul-de-sac has been 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

  Ted Pickus @properties Christie's International Real Estate

  22 Lakeview Terrace, Highland Park, IL 60035
• 

  

  /6

  $1,325 Per Month

  • Studio
  • 1 Bath
  • 675 Sq Ft
  • Condo for Rent

  650 Central Ave Unit Studio, Highland Park, IL 60035

  Property Id: 1393449Charming studio with fully renovated kitchen including granite countertops, modern cabinets and great appliances. Very high ceilings, lots of closet space, beautiful hardwood floors and lots of vintage charm. Private balcony!Great location in the heart of downtown Highland Park...walking distance to restaurants, shops, Metra, and library. Quiet, elegant,

  (224) 261-7404

  650 Central Ave Unit Studio, Highland Park, IL 60035
• 

  

  /18

  $577,000

  Sold Sep 02, 2025

  702 Barberry Rd, Highland Park, IL 60035

  • 3 Beds
  • 2 Baths
  • 1,467 Sq Ft
  • Built 1976

  Last Sold Summary

  • 5% Above List Price
  • $393/SF
  • 6 Days On Market

  Current Estimated Value $585,959

  Last Listing Agent Elise Dayan @properties Christie's International Real Estate

  702 Barberry Rd, Highland Park, IL 60035
• 

  

  /20

  Est $480,011

  Not Listed For Sale

  107 Ridge Rd, Highland Park, IL 60035

  • 2 Beds
  • 2 Baths
  • 1,285 Sq Ft
  • Built 1951

  107 Ridge Rd, Highland Park, IL 60035

  Last Sold Summary

  • 46 Days On Market
• 

  

  /35

  $799,000

  • 4 Beds
  • 3 Baths
  • 2,228 Sq Ft

  1494 Oakwood Ave, Highland Park, IL 60035

  Fall in love with this charming, design-inspired, beautifully updated home that blends the original character with modern living. The 1st floor is an entertainer's dream, featuring 2 fireplaces, refinished hardwood floors and fabulous flow through the family room, living room and dining room. The stunning chef's kitchen boasts top of the line appliances, French oak cabinetry, granite and copper

  Janet Borden Compass

  1494 Oakwood Ave, Highland Park, IL 60035
• 

  

  /15

  $2,195 Per Month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  730 Judson Ave Unit 13, Highland Park, IL 60035

  Book a tour by copying this link into your browser. PLEASE MAKE SURE TO INCLUDE THE ADDRESS & UNIT # DURING BOOKING TO CONFIRM AVAILABILITY. Welcome to your new home in the charming Braeside district of Highland Park, IL. This inviting property offers a comfortable living experience in a vibrant neighborhood, perfect for anyone looking to enjoy the best this area has to offer.Key

  (224) 459-1362

  730 Judson Ave Unit 13, Highland Park, IL 60035
• 

  

  /27

  $787,000

  Sold Jun 26, 2025

  3085 Centennial Ln, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 3,879 Sq Ft
  • Built 1978

  Last Sold Summary

  • 2% Below List Price
  • $203/SF
  • 5 Days On Market

  Current Estimated Value $855,642

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

  3085 Centennial Ln, Highland Park, IL 60035
• 

  

  /40

  Est $1,813,004

  Not Listed For Sale

  1490 Ridge Rd, Highland Park, IL 60035

  • 5 Beds
  • 4.5 Baths
  • 2,617 Sq Ft
  • Built 1963

  1490 Ridge Rd, Highland Park, IL 60035

  Last Sold Summary

  • 19 Days On Market
• 

  

  /17

  $415,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,050 Sq Ft

  1099 Princeton Ave, Highland Park, IL 60035

  Welcome to 1099 Princeton, a beautifully renovated 2 bedroom, 1 bathroom home in the highly sought after Sunset Park neighborhood of Highland Park. Perfectly situated in one of the area's most desirable locations, this move in ready home offers the ideal blend of charm, convenience, and modern updates. The home features an open concept floor plan designed for today's lifestyle. In 2021, the

  Jennifer Boudreau Compass

  1099 Princeton Ave, Highland Park, IL 60035
• 

  

  /15

  $2,150 Per Month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  730 Judson Ave Unit 6, Highland Park, IL 60035

  Book a tour by copying this link into your browser. PLEASE MAKE SURE TO INCLUDE THE ADDRESS & UNIT # DURING BOOKING TO CONFIRM AVAILABILITY. Welcome to your future home in the charming district of Braeside, Highland Park, IL. This inviting property offers a perfect blend of comfort and convenience, making it an ideal choice for those seeking a vibrant community and a relaxing

  (224) 553-3695

  730 Judson Ave Unit 6, Highland Park, IL 60035
• 

  

  /20

  $700,000

  Sold Apr 29, 2026

  2480 Saint Johns Ave, Highland Park, IL 60035

  • 2 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  Last Sold Summary

  • 10% Below List Price
  • $500/SF
  • 8 Days On Market

  Current Estimated Value $730,156

  Last Listing Agent Ila Coretti @properties Christie's International Real Estate

  2480 Saint Johns Ave, Highland Park, IL 60035
• 

  

  /32

  Est $1,263,153

  Not Listed For Sale

  1939 York Ln, Highland Park, IL 60035

  • 3 Beds
  • 2.5 Baths
  • 2,804 Sq Ft
  • Built 1952

  1939 York Ln, Highland Park, IL 60035

  Last Sold Summary

  • 5 Days On Market

Showing Results 1 - 40, Page 1 of 18