Highland Park, IL Homes

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  /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

  0 Patten Rd, Highland Park, IL 60035
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  /2

  $2,300 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Townhouse for Rent

  1978 Green Bay Rd Unit 4, Highland Park, IL 60035

  Beautiful 2-bedroom, 1.5 baths, townhome in the heart of Highland Park. This townhome features in-unit laundry, a comfortable layout, and a large private balcony off each bedroom. Attached garage. Great, central location near shopping, restaurants, parks, Metra, schools, and everything Highland Park has to offer.

  Max Gorenyuk Core Realty & Investments, Inc

  1978 Green Bay Rd Unit 4, Highland Park, IL 60035
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  /22

  $650,000 Sold Apr 23, 2026

  1320 Ferndale Ave, Highland Park, IL 60035

  • 4 Beds
  • 3 Baths
  • 1,586 Sq Ft
  • Built 1947

  Last Sold Summary

  • $410/SF
  • 5 Days On Market

  Current Estimated Value $632,733

  Last Listing Agent James Carey Forest Bluff Realty

  1320 Ferndale Ave, Highland Park, IL 60035
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  /14

  Est $793,323 Not Listed For Sale

  142 Lincolnwood Rd, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,376 Sq Ft
  • Built 1969

  142 Lincolnwood Rd, Highland Park, IL 60035

  Last Sold Summary

  • 25% Above List Price
  • $267/SF
  • 2 Days On Market

  • Last Sold Price $635,000
  • Nov 15, 2023

  Last Listing Agent Geri Emalfarb @ Properties
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  /76

  $2,349,000

  • 6 Beds
  • 8 Baths
  • 10,795 Sq Ft

  260 Beech St, Highland Park, IL 60035

  Tucked away in one of Highland Park's most coveted east-of-Sheridan enclaves, just moments from the lakefront and jaw-dropping Rosewood Beach, this sprawling residence blends timeless architecture with refined amenities and over 10,000 square feet, offering a rare lifestyle of elegance, privacy, and ease. Situated on a lush, tree-canopied setting at nearly 3/4 of an acre, with manicured gardens,

  Karen Biazar North Clybourn Group, Inc.

  260 Beech St, Highland Park, IL 60035
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  /8

  $3,195 Per Month

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • 1770 First Street | Downtown Highland Park, IL

  1770 1st St Unit 605, Highland Park, IL 60035

  Welcome to 1770 First Street — a brand-new rehabbed apartment community in the heart of Downtown Highland Park. Thoughtfully redesigned with modern finishes and everyday convenience in mind, these residences offer the perfect blend of style, comfort, and location.Each apartment features updated interiors, in-unit laundry, and spacious layouts designed for contemporary living. Select

  1770 1st St Unit 605, Highland Park, IL 60035
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  /16

  $280,000 Sold Aug 12, 2025

  2020 St Johns Ave Unit 309, Highland Park, IL 60035

  • 2 Beds
  • 2 Baths
  • 1,269 Sq Ft
  • Built 1987

  Last Sold Summary

  • 2% Above List Price
  • $221/SF
  • 2 Days On Market

  Current Estimated Value $294,931

  Last Listing Agent Debbie Croft @properties Christie's International Real Estate

  2020 St Johns Ave Unit 309, Highland Park, IL 60035
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  /29

  Est $1,285,088 Not Listed For Sale

  565 Cherokee Rd, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 3,680 Sq Ft
  • Built 1939

  565 Cherokee Rd, Highland Park, IL 60035

  Last Sold Summary

  • 3% Above List Price
  • $340/SF
  • 0 Days On Market

  • Last Sold Price $1,250,000
  • Feb 05, 2025

  Last Listing Agent Marcia Lyman Engel & Voelkers Chicago North Shore
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  /5

  $2,840,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 4,105 Sq Ft

  650 Walnut St Unit 301, Highland Park, IL 60035

  Introducing the North Shore's most exquisite luxury residences, The Wolbright. Occupancy Winter 2025/2026. This exclusive residential building exemplifies a modern and sophisticated design. No detail is overlooked in this 3 bedroom 3.5-bathroom home with a library and family room. 10' ceilings flooded with natural light, designer finishes, and two covered terraces create a new standard of

  Shari Saratovsky Diplomat Realty, Inc.

  650 Walnut St Unit 301, Highland Park, IL 60035
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  /21

  $1,600 Per Month

  • 1 Bed
  • 1 Bath
  • Apartment for Rent

  573 Chicago Ave Unit Rear, Highland Park, IL 60035

  Updated 1 bedroom/1 bathroom first floor apartment with garage parking, storage and in-unit laundry in basement. Living room, kitchen, bedroom and full bath. Great location, close to downtown Highland Park & Highwood, train, restaurants, and Lake Michigan! Broker owned.

  Paul Fortman @properties Christie's International Real Estate

  573 Chicago Ave Unit Rear, Highland Park, IL 60035
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  /13

  $835,000 Sold Jan 14, 2026

  378 Oakland Dr, Highland Park, IL 60035

  • 5 Beds
  • 3 Baths
  • 2,845 Sq Ft
  • Built 1925

  Last Sold Summary

  • 7% Below List Price
  • $293/SF
  • 14 Days On Market

  Current Estimated Value $876,850

  Last Listing Agent Ted Pickus @properties Christie's International Real Estate

  378 Oakland Dr, Highland Park, IL 60035
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  /41

  Est $1,280,602 Not Listed For Sale

  177 Indian Tree Dr, Highland Park, IL 60035

  • 4 Beds
  • 4 Baths
  • 4,400 Sq Ft
  • Built 1937

  177 Indian Tree Dr, Highland Park, IL 60035

  Last Sold Summary

  • 10% Above List Price
  • $264/SF
  • 5 Days On Market

  • Last Sold Price $1,160,000
  • Jun 28, 2024

  Last Listing Agent Michael Kelly Compass
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  /59

  $8,750,000 Pending

  • 5 Beds
  • 9 Baths
  • 9,749 Sq Ft

  55 S Deere Park Dr, Highland Park, IL 60035

  This extraordinary lakefront residence is the ultimate blend of luxury, comfort, breathtaking views and private beach. This sophisticated contemporary home boasts 9,749 square feet above-grade and an additional 4,434 square feet of finished lower-level space, all of which has been thoughtfully redesigned during a comprehensive renovation from 2006 to 2008. Every aspect of this dream property was

  Erin Smith @properties Christie's International Real Estate

  55 S Deere Park Dr, Highland Park, IL 60035
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  /4

  $2,395 Per Month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • 1770 First Street | Downtown Highland Park, IL

  1770 1st St Unit 506, Highland Park, IL 60035

  Welcome to 1770 First Street — a brand-new rehabbed apartment community in the heart of Downtown Highland Park. Thoughtfully redesigned with modern finishes and everyday convenience in mind, these residences offer the perfect blend of style, comfort, and location.Each apartment features updated interiors, in-unit laundry, and spacious layouts designed for contemporary living. Select

  1770 1st St Unit 506, Highland Park, IL 60035
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  /79

  $2,200,000 Sold May 19, 2025

  388 N Deere Park Dr E, Highland Park, IL 60035

  • 5 Beds
  • 7.5 Baths
  • 14,000 Sq Ft
  • Built 2007

  Last Sold Summary

  • 27% Below List Price
  • $157/SF
  • 119 Days On Market

  Current Estimated Value $3,260,887

  Last Listing Agent Julianne Conroy Core Realty & Investments, Inc

  388 N Deere Park Dr E, Highland Park, IL 60035
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  /32

  Est $1,418,941 Not Listed For Sale

  215 Pierce Rd, Highland Park, IL 60035

  • 4 Beds
  • 4 Baths
  • 4,836 Sq Ft
  • Built 1928

  215 Pierce Rd, Highland Park, IL 60035

  Last Sold Summary

  • 1% Above List Price
  • $289/SF
  • 6 Days On Market

  • Last Sold Price $1,400,000
  • Mar 31, 2025

  Last Listing Agent Lyn Wise @ Properties
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  /46

  $775,000 Pending

  • 4 Beds
  • 2.5 Baths

  50 Red Oak Ln, Highland Park, IL 60035

  This beautiful spacious home has a great open floorplan and wonderful natural light in every room. As you enter there is a big foyer that leads to the huge LIVING ROOM which has wide crown molding and bay windows. The updated KITCHEN has new quartz counters, all stainless appliances, tile backsplash, deep stainless sink, new flooring & light fixtures, and has a bright eating area overlooking the

  John Nash Jameson Sotheby's International Realty

  50 Red Oak Ln, Highland Park, IL 60035
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  /11

  $3,525 Per Month

  • 2 Beds
  • 2 Baths
  • 1,208 Sq Ft
  • Apartment for Rent

  555 Roger Williams Ave Unit 409, Highland Park, IL 60035

  Remarks: 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

  Larry Klairmont Twins Realty LLC

  555 Roger Williams Ave Unit 409, Highland Park, IL 60035
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  /10

  $1,200,000 Sold May 04, 2026

  520 Sheridan Rd, Highland Park, IL 60035

  • 4 Beds
  • 4 Baths
  • 3,226 Sq Ft
  • Built 1937

  Last Sold Summary

  • 10% Above List Price
  • $372/SF

  Current Estimated Value $1,206,564

  Last Listing Agent Ted Pickus @properties Christie's International Real Estate

  520 Sheridan Rd, Highland Park, IL 60035
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  /35

  Est $759,091 Not Listed For Sale

  145 Blackhawk Rd, Highland Park, IL 60035

  • 3 Beds
  • 3 Baths
  • 1,982 Sq Ft
  • Built 1959

  145 Blackhawk Rd, Highland Park, IL 60035

  Last Sold Summary

  • 8% Above List Price
  • $353/SF
  • 5 Days On Market

  • Last Sold Price $700,000
  • Jun 12, 2024

  Last Listing Agent Barbara Tarr @ Properties
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  /29

  $749,000

  • 3 Beds
  • 2.5 Baths
  • 1,812 Sq Ft

  1433 Glencoe Ave, Highland Park, IL 60035

  Wonderful rehabbed 1932 3 bedroom / 2.5 bathroom brick bungalow in a fantastic East Highland Park location! Features include: beautiful hardwood floors throughout, 2 recently remodeled bathrooms, large eat-in kitchen with stainless appliances, finished basement, & a 2.5 car heated garage! Office/den in the primary suite could be used as a 4th bedroom. This is a great home and location! Close to

  Cory Albiani @properties Christie's International Real Estate

  1433 Glencoe Ave, Highland Park, IL 60035
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  /37

  $615,000 Sold Mar 30, 2026

  1177 Ridge Rd, Highland Park, IL 60035

  • 4 Beds
  • 2 Baths
  • 2,300 Sq Ft
  • Built 1961

  Last Sold Summary

  • 7% Above List Price
  • $267/SF
  • 5 Days On Market

  Current Estimated Value $567,077

  Last Listing Agent Stephanie Hofman @properties Christie's International Real Estate

  1177 Ridge Rd, Highland Park, IL 60035
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  /38

  Est $711,622 Not Listed For Sale

  103 Green Bay Rd, Highland Park, IL 60035

  • 3 Beds
  • 1.5 Baths
  • 2,082 Sq Ft
  • Built 1926

  103 Green Bay Rd, Highland Park, IL 60035

  Last Sold Summary

  • 28% Above List Price
  • $267/SF
  • 84 Days On Market

  • Last Sold Price $555,000
  • Sep 05, 2023

  Last Listing Agent Gus Karigan @ Properties
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  /35

  $599,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,189 Sq Ft

  1380 Glencoe Ave, Highland Park, IL 60035

  Great updated East Highland Park 3 bedroom ranch on a large, 50x210 lot! Land value plus you get an awesome house! Features a fantastic Brand New Kitchen, full basement with recreation room, work shop, laundry room, updated bathrooms, and 3 good sized bedrooms. (See long list of recent improvements). Brand new HVAC system ($16,000). Outside is an amazing yard with pretty landscaping and 1.5 car

  Cory Albiani @properties Christie's International Real Estate

  1380 Glencoe Ave, Highland Park, IL 60035
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  /2

  $1,400,000 Sold Dec 09, 2025

  1375 Sheridan Rd, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 3,568 Sq Ft
  • Built 1919

  Last Sold Summary

  • $392/SF

  Current Estimated Value $1,373,496

  Last Listing Agent Brandy Simon Engel & Voelkers Chicago North Shore

  1375 Sheridan Rd, Highland Park, IL 60035
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  /31

  Est $1,154,805 Not Listed For Sale

  580 Rambler Ln, Highland Park, IL 60035

  • 4 Beds
  • 3 Baths
  • 3,535 Sq Ft
  • Built 1954

  580 Rambler Ln, Highland Park, IL 60035

  Last Sold Summary

  • 22% Above List Price
  • $269/SF
  • 14 Days On Market

  • Last Sold Price $950,000
  • May 10, 2024

  Last Listing Agent Lyn Wise @ Properties
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  /29

  $825,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,676 Sq Ft

  1145 Melvin Dr, Highland Park, IL 60035

  Warm, welcoming, and wonderfully laid out, this 4 bedroom, 2 and 1/2 bathroom brick Colonial sits on a large, private lot in Highland Park's sought after Braeside neighborhood. The main level flows effortlessly from room to room, anchored by two distinct living areas: a cozy family room with a dramatic floor-to-ceiling stone fireplace and a gracious formal living room filled with natural light.

  Marcia Lyman Engel & Voelkers Chicago North Shore

  1145 Melvin Dr, Highland Park, IL 60035
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  /24

  $467,000 Sold Aug 22, 2025

  1660 1st St Unit 303, Highland Park, IL 60035

  • 2 Beds
  • 2 Baths
  • 1,810 Sq Ft
  • Built 1998

  Last Sold Summary

  • 4% Below List Price
  • $258/SF
  • 12 Days On Market

  Current Estimated Value $489,191

  Last Listing Agent Annette Blumberg Baird & Warner

  1660 1st St Unit 303, Highland Park, IL 60035
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  /28

  Est $930,498 Not Listed For Sale

  403 Carol Ct, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,959 Sq Ft
  • Built 1924

  403 Carol Ct, Highland Park, IL 60035

  Last Sold Summary

  • 1% Above List Price
  • $313/SF
  • 4 Days On Market

  • Last Sold Price $925,000
  • May 01, 2025

  Last Listing Agent Jacqueline Lotzof Compass
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  /16

  $399,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,706 Sq Ft

  1825 Beverly Place, Highland Park, IL 60035

  Charming solid brick ranch in Sunset Park offering a fantastic condo alternative. This 2 bed, 1 bath home features an updated kitchen with a GE Cafe stainless steel appliance package, an updated bath, and hardwood flooring throughout. A light-filled family room overlooks the yard, complemented by a full basement with great potential and a detached 1-car garage. Endless possibilities-move in,

  Noah Levy Compass

  1825 Beverly Place, Highland Park, IL 60035
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  /20

  $440,000 Sold Mar 03, 2026

  927 Half Day Rd, Highland Park, IL 60035

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 1957

  Last Sold Summary

  • 20% Below List Price
  • $407/SF
  • 127 Days On Market

  Current Estimated Value $454,374

  Last Listing Agent Greg Weissman @properties Christie's International Real Estate

  927 Half Day Rd, Highland Park, IL 60035
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  /40

  Est $993,301 Not Listed For Sale

  377 Delta Rd, Highland Park, IL 60035

  • 5 Beds
  • 5 Baths
  • 3,019 Sq Ft
  • Built 1939

  377 Delta Rd, Highland Park, IL 60035

  Last Sold Summary

  • 2% Above List Price
  • $323/SF
  • 17 Days On Market

  • Last Sold Price $975,000
  • May 10, 2024

  Last Listing Agent Ornit Mandell Ornit Mandell
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  /32

  $650,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,073 Sq Ft

  790 Pleasant Ave, Highland Park, IL 60035

  Nestled in the heart of Highland Park's highly sought-after Ravinia District, this beautifully updated brick ranch is the perfect blend of modern elegance and timeless charm. Step inside to discover an open-concept floor plan bathed in natural light, with gleaming hardwood floors and newer windows that create a bright, inviting atmosphere. With three generously sized bedrooms and two full baths

  Matthew Messel Compass

  790 Pleasant Ave, Highland Park, IL 60035
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  /31

  $1,050,000 Sold Jul 25, 2025

  346 Sumac Rd, Highland Park, IL 60035

  • 4 Beds
  • 4 Baths
  • 3,230 Sq Ft
  • Built 1951

  Last Sold Summary

  • $325/SF
  • 4 Days On Market

  Current Estimated Value $1,061,052

  Last Listing Agent Ted Pickus @properties Christie's International Real Estate

  346 Sumac Rd, Highland Park, IL 60035
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  /21

  Est $665,740 Not Listed For Sale

  238 Pierce Rd, Highland Park, IL 60035

  • 3 Beds
  • 2 Baths
  • 2,814 Sq Ft
  • Built 1951

  238 Pierce Rd, Highland Park, IL 60035

  Last Sold Summary

  • 19% Above List Price
  • $199/SF
  • 11 Days On Market

  • Last Sold Price $560,000
  • May 01, 2024

  Last Listing Agent Jill Briskman @ Properties
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  /28

  $899,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,644 Sq Ft

  581 Hill St, Highland Park, IL 60035

  Multiple offers received H&B due by April 18th at 7pm! Set on a desirable corner lot just under half an acre in the highly sought-after Highlands neighborhood, this expansive, sun-drenched residence offers an exceptional blend of space, style, and functionality. Designed for both comfortable living and effortless entertaining, the home features generous room sizes, a seamless layout, and abundant

  Blaze Bilic Mark Allen Realty ERA Powered

  581 Hill St, Highland Park, IL 60035
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  /23

  $395,000 Sold Jun 13, 2025

  1475 Calais Cir, Highland Park, IL 60035

  • 3 Beds
  • 2.5 Baths
  • 2,262 Sq Ft
  • Built 1978

  Last Sold Summary

  • 7% Above List Price
  • $175/SF
  • 2 Days On Market

  Current Estimated Value $415,119

  Last Listing Agent Lynn Kosner Baird & Warner

  1475 Calais Cir, Highland Park, IL 60035
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  /31

  Est $840,506 Not Listed For Sale

  260 Lakeside Place, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,737 Sq Ft
  • Built 1936

  260 Lakeside Place, Highland Park, IL 60035

  Last Sold Summary

  • 29% Above List Price
  • $237/SF
  • 40 Days On Market

  • Last Sold Price $650,000
  • Dec 06, 2023

  Last Listing Agent Ted Pickus @ Properties
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  /37

  $659,900 Pending

  • 4 Beds
  • 4 Baths
  • 2,680 Sq Ft

  1908 Mccraren Rd, Highland Park, IL 60035

  Welcome to desirable Sherwood Forest in Highland Park! This triple level split has 4 spacious bedrooms on the upper level and offers the perfect layout for today's living and entertaining. One level up boasts a bright eat in kitchen and open dining and living room combo ideal for entertaining. The finished basement provides a dedicated office space, room to workout or play and a half bath and

  Sharel Shindler Compass

  1908 Mccraren Rd, Highland Park, IL 60035
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  /2

  $4,050,000 Sold Oct 31, 2025

  1250 Linden Ave, Highland Park, IL 60035

  • 5 Beds
  • 8 Baths
  • 8,152 Sq Ft
  • Built 2008

  Last Sold Summary

  • 4% Below List Price
  • $497/SF

  Current Estimated Value $3,964,994

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

  1250 Linden Ave, Highland Park, IL 60035

Showing Results 121 - 160, Page 4 of 18