East Highland Park Homes

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  /35

  $1,090,000 Pending

  • 4 Beds
  • 5 Baths
  • 3,976 Sq Ft

  186 S Deere Park Dr, Highland Park, IL 60035

  Step inside this distinctive home through an immersive virtual 3D tour. Located at 186 South Deer Park Drive in Highland Park. Just steps from Glencoe and Lake Michigan. This 4-bedroom, 3 full bath, and 2 half bath residence offers a rare chance to own in a sought-after East-of-Sheridan Road location. Built in 1917, the home retains many original features, including historic glass windows,

  

  Akos Straub

  Berkshire Hathaway HomeServices Chicago

  (224) 699-5094

  186 S Deere Park Dr, Highland Park, IL 60035
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  Explore East Highland Park

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  /35

  $2,100 - $5,219 per month

  Albion Highland Park

  Studio - 3 Beds

  1850 Green Bay Rd, Highland Park, IL 60035

  Residents of Albion Highland Park, one of Chicago's most desirable North Shore luxury apartment communities, can enjoy an all-inclusive living experience through two high-quality buildings in downtown Highland Park. The second and newest phase, Albion East is an extension of the modern lifestyle with wellness-inspired amenities and services. Residents can select a floor plan ranging from studio

  1850 Green Bay Rd, Highland Park, IL 60035
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  /42

  $1,562,500 Sold Sep 18, 2025

  • 3,117 Sq Ft
  • $501/SF
  • 13 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1929

  350 N Deere Park Dr W, Highland Park, IL 60035

  Gracious Braeside Tudor in southeast Highland Park. This classic home has private beach rights and overlooks the lush ravine. The home has been completely renovated by current owners, combining traditional charm with 21st century upgrades. Professionally landscaped with flowering trees and shrubs. The first-floor family room boasts high-end custom cabinetry and ravine views. Sliding glass

  Ted Pickus @properties Christie's International Real Estate

  350 N Deere Park Dr W, Highland Park, IL 60035
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  /13

  Est $486,244 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,774 Sq Ft

  1700 2nd St Unit 407A, Highland Park, IL 60035

  1700 2nd St Unit 407A, Highland Park, IL 60035
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  /74

  $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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  /19

  $4,000 per month

  • 3 Beds
  • 2 Baths
  • 1,690 Sq Ft
  • House for Rent

  523 Green Bay Rd, Highland Park, IL 60035

  Welcome to your new home at 523 Green Bay Rd in Highland Park's coveted Ravinia Highlands-an impeccably updated 1960's mid-century ranch that radiates charm and contemporary style. This 3-bedroom, 2-bath retreat welcomes you with a bright, glass-enclosed atrium-a stunning and luminous entryway that sets the tone for the rest of the home. Step inside to discover a light and airy open floor plan,

  David Miller Redfin Corporation

  523 Green Bay Rd, Highland Park, IL 60035
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  /17

  $250,000 Sold Sep 12, 2025

  • 1,532 Sq Ft
  • $163/SF
  • 10 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  2086 Saint Johns Ave Unit 306, Highland Park, IL 60035

  Over 1,500 square feet with 2 bedrooms and 2 full baths. Great open living space with fireplace and balcony. Ensuite primary bedroom with multiple closets. Seperate laundry room. Condo needs updating and is being sold as is. Special assessment will be paid off at closing, no need to worry about that. Garage parking space #13 and storage #306.

  Ted Pickus @properties Christie's International Real Estate

  2086 Saint Johns Ave Unit 306, Highland Park, IL 60035
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  /43

  Est $981,000 Not Listed For Sale

  • Studio
  • 4,418 Sq Ft

  1155 Saint Johns Ave, Highland Park, IL 60035

  1155 Saint Johns Ave, Highland Park, IL 60035
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  /23

  $1,850,000

  • 7 Beds
  • 4.5 Baths

  184 Maple Ave, Highland Park, IL 60035

  This well-designed 5,500 sq. ft. Craftsman built, vintage home, designed by renowned architect Pingeree in 1915, offers an unparalleled blend of historic charm and modern convenience. Originally built as a summer retreat for the Witherspoon family, it sits on a generous 29,000 sq. ft. lot in in one of East Highland Park's prestigious historic districts, just a short stroll from Morraine Beach and

  Linda Levin Jameson Sotheby's Intl Realty

  184 Maple Ave, Highland Park, IL 60035
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  /19

  $1,895 per month

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

  725 Saint Johns Ave Unit 21, Highland Park, IL 60035

  Beautiful, updated Vintage building in the heart of Highland Park's Ravinia districtAmenities:- Hardwood Floors- Large Updated Kitchen- Separate Dining Area- Updated Bathroom- Miniblinds- Ceiling Fans- Plenty of Closet Space- Laundry in-unit- Pet-Friendly Building

  725 Saint Johns Ave Unit 21, Highland Park, IL 60035
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  /25

  $425,000 Sold Sep 09, 2025

  • 1,098 Sq Ft
  • $387/SF
  • 5 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1926

  642 Gray Ave, Highland Park, IL 60035

  Storybook curb appeal meets modern comfort in this beautifully updated 2-bedroom, 1-bath Craftsman cottage. Tucked behind lush landscaping, the inviting front porch sets the tone for what's inside-hardwood floors throughout, a sun-filled living and dining room with custom window treatments, and a stylish kitchen with stainless steel appliances, breakfast bar, and chef's-height counters. The

  Ila Coretti @properties Christie's International Real Estate

  642 Gray Ave, Highland Park, IL 60035
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  /34

  Est $1,099,822 Not Listed For Sale

  • 3 Beds
  • 5 Baths
  • 3,204 Sq Ft

  1657 Hickory St Unit 10, Highland Park, IL 60035

  1657 Hickory St Unit 10, Highland Park, IL 60035
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  /46

  $2,450,000

  • 6 Beds
  • 7 Baths
  • 9,659 Sq Ft

  732 Bronson Ln, Highland Park, IL 60035

  A Nagle Hartray-designed architectural showstopper, this unique and meticulously upgraded residence sits on a lushly landscaped acre near Rosewood Beach and Ravinia. Newly enhanced with bespoke updates that blend timeless design with modern refinement, this home is a study in elegance, comfort, and effortless luxury. At its heart, the soaring two-story living room, crowned by a barrel ceiling and

  Janice Corley RE/MAX Premier

  732 Bronson Ln, Highland Park, IL 60035
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  /34

  $6,000 per month

  • 3 Beds
  • 3.5 Baths
  • 3,500 Sq Ft
  • House for Rent

  155 S Deere Park Dr, Highland Park, IL 60035

  Spectacular opportunity to rent this Mid-Century ranch designed by renowned architect Samuel Marx. Available short or long term (6 to 12 months). Situated on 1.6 acres in a private location at the end of a cul-de-cac in East Highland Park's sought-after South Deere Park, the home offers an abundance of natural light, vaulted ceilings, and extraordinary ravine views. The gracious entry foyer, den

  Jacqueline Lotzof Compass

  155 S Deere Park Dr, Highland Park, IL 60035
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  /24

  $1,399,999 Sold Sep 08, 2025

  • 2,447 Sq Ft
  • $572/SF
  • 92 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2021

  1560 Oakwood Ave Unit 205, Highland Park, IL 60035

  Ready now!! Luxury Fulton Development condo residence. Magnificent high-end finishes in this 3 bedroom, 2 1/2 bath condo in a convenient in-town location. Discover unparalleled living in this newer boutique condo in the heart of downtown Highland Park, boasting high-end appliances and high-end finishes. This residence epitomizes modern elegance, comfort, and easy living. Unit 205 is an end

  Maxine Goldberg Engel & Voelkers Chicago North Shore

  1560 Oakwood Ave Unit 205, Highland Park, IL 60035
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  /49

  Est $2,715,782 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,120 Sq Ft

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

  321 N Deere Park Dr E, Highland Park, IL 60035
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  /43

  $2,150,000

  • 5 Beds
  • 6 Baths
  • 4,696 Sq Ft

  1330 Sheridan Rd, Highland Park, IL 60035

  Move right in and expand your wings in this almost 5,000 square foot home plus over 2,000 additional square feet in the basement. Most of this home has been tastefully updated, including, kitchen and baths. Lots of fabulous architectural detail in this home: barrel ceilings, built-ins, stoned wall, lots of windows and 10 foot ceilings on the 1st floor. Magnificent kitchen with island,

  Ted Pickus @properties Christie's International Real Estate

  1330 Sheridan Rd, Highland Park, IL 60035
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  /30

  $2,495 per month

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Condo for Rent

  696 Elm Place Unit 3, Highland Park, IL 60035

  This is a beautiful Highland Park apartment. It's right off Green Bay Rd and on a quite street. You are an easy walk to the Metra. There are tons of attractions to this area. You are just blocks from downtown Highland Park. Is a really great neighborhood for so many reasons- great food and a fun atmosphere! The renovated two bedrooms and two bathrooms offers in unit laundry, large windows and

  696 Elm Place Unit 3, Highland Park, IL 60035
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  /18

  $900,000 Sold Sep 04, 2025

  • 2,414 Sq Ft
  • $373/SF
  • 7 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2010

  792 Laurel Ave, Highland Park, IL 60035

  Modern 3-Bedroom Townhouse with Private Elevator and Walk-to-Town Location. This beautiful 3-bedroom, 3.1-bathroom townhouse offers the perfect blend of contemporary design and everyday convenience-all within walking distance to town. With hardwood floors throughout, abundant natural light, and sleek finishes, this home is designed for modern living. The ground level features a private guest

  Carol Gooze @properties Christie's International Real Estate

  792 Laurel Ave, Highland Park, IL 60035
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  /49

  Est $2,890,399 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 7,106 Sq Ft

  37 Sheridan Rd, Highland Park, IL 60035

  37 Sheridan Rd, Highland Park, IL 60035
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  /58

  $1,875,000

  • 6 Beds
  • 6.5 Baths
  • 5,000 Sq Ft

  215 Prospect Ave, Highland Park, IL 60035

  Stunning Howard Van Doren Shaw English Arts and Crafts home on over an acre of magnificently landscaped property, one and a half blocks from Lake Michigan. Fine architectural detailing throughout, including the 2017 renovated kitchen completed with a butler's pantry and a coffee bar. Wonderful coach house with 4 garage bays, a full 2-bedroom in-law suite, or a fully functioning office,

  Maxine Goldberg Engel & Voelkers Chicago North Shore

  215 Prospect Ave, Highland Park, IL 60035
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  /11

  $2,145 per month

  • 1 Bed
  • 1.5 Baths
  • 765 Sq Ft
  • Townhouse for Rent

  1910 Green Bay Rd Unit F, Highland Park, IL 60035

  Limited-Time Offer: Get ONE MONTH FREE!!! Step into modern comfort and timeless character with this spacious 1-bedroom, 1.5-bath loft-style residence. The custom kitchen is a chef's dream - complete with brand-new stainless-steel appliances, sleek quartz countertops, new cabinetry, and a large island with seating. Laminate hardwood floors and a stylish modern color palette run throughout,

  Jessica Chaidez Advantage Properties Chicago

  1910 Green Bay Rd Unit F, Highland Park, IL 60035
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  /41

  $1,850,000 Sold Aug 29, 2025

  • 4,400 Sq Ft
  • $420/SF
  • 0 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2016

  434 Marshman Ave, Highland Park, IL 60035

  Stunning Newer Construction in Prime East Highland Park Location! Welcome to this beautifully crafted six-bedroom, five-and-a-half-bathroom home nestled in the heart of East Highland Park. Just steps from Rosewood Beach, shops, restaurants, Metra and top-rated schools, this exceptional property offers the perfect blend of luxury, space, and walkable convenience. From the moment you enter, you're

  Brandie Malay @properties Christie's International Real Estate

  434 Marshman Ave, Highland Park, IL 60035
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  /65

  Est $1,332,761 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,705 Sq Ft

  41 Sheridan Rd, Highland Park, IL 60035

  41 Sheridan Rd, Highland Park, IL 60035
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  /36

  $1,299,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 3,900 Sq Ft

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

  THIS BEAUTIFUL HOME IS JUST STEPS AWAY FROM A TRANQUIL OASIS W/ NATURE AND WALKING PATHS FOR MILES. THIS 1ST FLOOR MASTER, ASTORIA, FEATURES LUXURY FINISHES THROUGHOUT THE HOME! DESIGNED WITH CUSTOM CABINETRY, QUARTZ COUNTER TOPS THROUGHOUT, FIREPLACE, SOLID CORE 8' DOORS, DESIGNER LIGHT FIXTURES, TRAY & CATHEDRAL CEILINGS, AND UPGRADED TRIM PACKAGE W/ EXTENSIVE CROWN & WAINSCOT ALL INCLUDED IN

  John Barry Mc Naughton Realty Group

  2514 Hidden Oak (Lot 9) Cir, Highland Park, IL 60035
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  /19

  $1,850 per month

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

  727 Saint Johns Ave Unit A06C, Highland Park, IL 60035

  727 Saint Johns Ave Unit A06C, Highland Park, IL 60035
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  /32

  $1,280,000 Sold Aug 29, 2025

  • 4,017 Sq Ft
  • $319/SF
  • 1 Day On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2011

  845 Green Bay Rd, Highland Park, IL 60035

  Welcome to this stunning 5-bedroom, 4.5-bathroom all-brick home, perfectly situated on the sought-after east side of Highland Park in the Ravinia neighborhood. From the moment you step into the grand foyer, you're greeted by a dramatic staircase and soaring 10-foot ceilings that set the tone for this light-filled, meticulously maintained residence. Designed with both comfort and entertaining

  Jody Dickstein @properties Christie's International Real Estate

  845 Green Bay Rd, Highland Park, IL 60035
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  /65

  Est $3,012,610 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 6,950 Sq Ft

  33 Sheridan Rd, Highland Park, IL 60035

  33 Sheridan Rd, Highland Park, IL 60035
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  /39

  $1,299,000 Pending

  • 4 Beds
  • 5 Baths
  • 3,693 Sq Ft

  151 Pine Point Dr, Highland Park, IL 60035

  This sunlit Colonial in a prime Braeside location sits on a generous 2/3 acre lot, featuring a deep yard with gorgeous new deck that opens up to a spectacular ravine setting. The home boasts a gracious library, inviting living room, and elegant dining room, perfect for entertaining. The large eat-in kitchen is equipped with an island, Subzero refrigerator, ample counterspace and storage, plus

  Peggy Glickman @properties Christie's International Real Estate

  151 Pine Point Dr, Highland Park, IL 60035
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  /13

  $6,250 per month

  • 5 Beds
  • 4.5 Baths
  • 2,489 Sq Ft
  • House for Rent

  2078 Linden Ave, Highland Park, IL 60035

  Fabulous 4 bed 3.2 bath beautiful colonial in superb East Highland Park location. Gracious living room with wood burning fireplace. Separate formal dining room with leaded glass windows. Wonderful sunny kitchen with 42" wood cabinets and granite countertops. Three bedrooms on the 2nd floor including the primary bedroom suite with walk-in closet. Third floor suite and full bath, office or play

  Linda Levin Jameson Sotheby's Intl Realty

  2078 Linden Ave, Highland Park, IL 60035
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  /44

  $551,050 Sold Aug 28, 2025

  • 1,504 Sq Ft
  • $366/SF
  • 46 Days On Market

  • 3 Beds
  • 3 Baths

  973 Deerfield Rd, Highland Park, IL 60035

  WELCOME TO YOUR DREAM HOME IN DESIRABLE EAST HIGHLAND PARK! Nothing to do but to move in and enjoy! Meticulously rehabbed in 2024, this beautiful modern home offers an open floor plan, new white oak hardwood floors throughout, new windows, doors, all bathrooms. The kitchen features a new island with Quartz countertops, new cabinets & stainless-steel appliances. Upstairs: the primary bedroom, two

  Galina Iklov Realta Real Estate

  973 Deerfield Rd, Highland Park, IL 60035
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  /24

  Est $1,704,573 Not Listed For Sale

  • 4 Beds
  • 7 Baths
  • 4,171 Sq Ft

  218 Ivy Ln, Highland Park, IL 60035

  218 Ivy Ln, Highland Park, IL 60035
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  /32

  $1,124,000

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  140 Hazel Ave, Highland Park, IL 60035

  Stunning Fully Rehabbed 4-Bed + Office +2.5 Bath Home. Welcome to this exquisitely renovated gem in the heart of Highland Park's exclusive North Shore community. Fully transformed in 2024, this home on a lush 0.5-acre lot offers modern luxury just steps from Millard Park and Lake Michigan's scenic coastline. Step into a bright, open interior with gleaming hardwood floors, fresh paint, and

  Kostas Kondratas Illinois Real Estate Partners Inc

  140 Hazel Ave, Highland Park, IL 60035
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  /25

  $3,025 - $3,500 per month

  Ravinia Crossing

  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

  515-555 Roger Williams Ave, Highland Park, IL 60035
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  /24

  $467,000 Sold Aug 22, 2025

  • 1,810 Sq Ft
  • $258/SF
  • 12 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1998

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

  Rarely available 2 bedroom 2 bath corner unit in sought after Sheridan Square! Away from the train this unit features an open floor plan, abundant closet space, an eat-in-kitchen, a spacious private balcony and a large laundry room with room for a full sized washer and dryer. The primary suite includes a large bedroom with 2 walk in closets, a walk-in shower, a whirlpool tub and 2 sinks. The

  Annette Blumberg Baird & Warner

  1660 1st St Unit 303, Highland Park, IL 60035
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  /53

  Est $1,446,089 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,452 Sq Ft

  59 Sheridan Rd, Highland Park, IL 60035

  59 Sheridan Rd, Highland Park, IL 60035
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  /15

  $525,000

  • 2 Beds
  • 2.5 Baths
  • 2,060 Sq Ft

  685 Vine Ave Unit 1, Highland Park, IL 60035

  A true neighborhood gem! Fantastic, end-unit, townhome in a private, wooded setting overlooking the golf course. This spacious home features an open main-floor layout with soaring ceilings, and an oversized primary suite with its own covered porch and golf course views. The finished garage-level bonus room adds optimal flexibility for guests or a home office. Highlights include: Inviting living

  Dina Silver @properties Christie's International Real Estate

  685 Vine Ave Unit 1, Highland Park, IL 60035
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  /17

  $4,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,650 Sq Ft
  • House for Rent

  1329 Ridgewood Dr, Highland Park, IL 60035

  Brand new rental in great location walking distance to town, train, schools, park and Beach. This well maintained two story home offers a brand new eat in kitchen, newer bathrooms, hardwood flooring on the first and second level and a large finished basement with a full bathroom, brand new carpeting and laundry is located here. Three very large second level bedrooms all with window treatments,

  Karen Skurie Baird & Warner

  1329 Ridgewood Dr, Highland Park, IL 60035
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  /28

  $710,000 Sold Aug 20, 2025

  • 2,289 Sq Ft
  • $310/SF
  • 2 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1957

  454 Broadview Ave, Highland Park, IL 60035

  WELCOME HOME! This exquisite, fully remodeled 4-bedroom, 3-bath ranch is nestled on Ravinia's most beloved trick-or-treating block and checks every box. Flooded with natural light and thoughtfully designed with an open floor plan, this 2020-renovated gem features a sleek kitchen outfitted with stainless steel appliances and a convenient under-counter microwave. The spacious en-suite primary

  Julia Podedworny HomeSmart Connect LLC

  454 Broadview Ave, Highland Park, IL 60035
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  /53

  Est $1,046,993 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,500 Sq Ft

  227 Ivy Ln, Highland Park, IL 60035

  227 Ivy Ln, Highland Park, IL 60035

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