Recently Sold Highland Park, IL Homes

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  /18

  $577,000 Sold Sep 02, 2025

  • 1,467 Sq Ft
  • $393/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1976

  702 Barberry Rd, Highland Park, IL 60035

  ***Multiple Offers received. Best and final due 7/21 by 4 pm Welcome to this move-in ready 3-bedroom, 2-full-bath ranch, offering both comfort and convenience! Featuring a newer roof and driveway, this home boasts beautiful hardwood floors throughout most of the first floor. The remodeled kitchen includes stainless steel appliances, a pantry, and opens seamlessly to the dining and family

  Elise Dayan @properties Christie's International Real Estate

  702 Barberry Rd, Highland Park, IL 60035
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  Explore Highland Park

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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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  /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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  /14

  $479,000 Sold Aug 29, 2025

  • 2,895 Sq Ft
  • $165/SF
  • 36 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1951

  1012 Windsor Rd, Highland Park, IL 60035

  We challenge you to find a better value for the money in the Highland Park, Deerfield market! Over 2500 sq Ft with a stunning newer kitchen and Luxury primary suite. The stunning kitchen feature quart counter tops, stainless steel appliances and a water fall island space for large dining table this is an amazing kitchen. Adjacent great room , full bath and first floor office or 4th bedroom

  Honore Frumentino @properties Christie's International Real Estate

  1012 Windsor Rd, Highland Park, IL 60035
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  /36

  $815,000 Sold Aug 29, 2025

  • 3,448 Sq Ft
  • $236/SF
  • 5 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1961

  325 Seven Pines Cir, Highland Park, IL 60035

  Welcome to 325 Seven Pines, an extraordinary Mid-Century California modern ranch home designed by prominent architect, Greta Lederer. This beautiful home is a true architectural statement blending iconic design with tranquil, tree-lined surroundings located in the heart of Highland Park. Bright and airy open floor plan with floor to ceiling windows fills every room with beautiful natural light.

  Kaylin Goldstein @properties Christie's International Real Estate

  325 Seven Pines Cir, Highland Park, IL 60035
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  /30

  $1,225,000 Sold Aug 29, 2025

  • 3,079 Sq Ft
  • $398/SF
  • 13 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 1990

  2530 Hybernia Dr, Highland Park, IL 60035

  Perfect Ranch home with pond and waterway views. Large great room with 12 ft ceiling, currently being utilized as living room and dining room. Separate dining room currently being used as den. Big kitchen with island, stainless steel appliances that include double ovens plus great storage including pantry and desk. Wonderful bay breakfast area that over looks back yard and water features.

  Ted Pickus @properties Christie's International Real Estate

  2530 Hybernia Dr, 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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  /20

  $810,000 Sold Aug 27, 2025

  • 3,936 Sq Ft
  • $206/SF
  • 30 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1965

  49 Red Oak Ln, Highland Park, IL 60035

  WELCOME TO YOUR DREAM HOME WITH LIGHT - FILLED LIVING SPACES AND AN EXPANSIVE, PRIVATE BACKYARD OASIS THAT FEELS LIKE YOUR OWN PERSONAL RESORT. This stunning red-brick Colonial sits on nearly half an acre in the sought-after Brittany Hills neighborhood. Featuring a brand-new roof, beautifully refinished hardwood floors, and dramatic floor-to-ceiling windows, this home is drenched in natural

  Lyn Wise @properties Christie's International Real Estate

  49 Red Oak Ln, 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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  /5

  $508,000 Sold Aug 22, 2025

  • Land
  • 0.87 Acre
  • $583,908 per Acre

  • 34 Days On Market

  1726 Park Ave W, Highland Park, IL 60035

  Build your dream home in one of the North Shore's most prestigious communities: Highland Park, IL. Located at 1726 Park Avenue West, this fully conforming .87-acre lot offers an exceptional opportunity to create a custom estate up to 9,500 square feet in a setting that blends natural beauty, convenience, and luxury. This is your chance to secure a piece of land in this wonderful neighborhood just

  Benjamin Lovinger Baird & Warner

  1726 Park Ave W, Highland Park, IL 60035
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  /25

  $435,000 Sold Aug 22, 2025

  • 897 Sq Ft
  • $485/SF
  • 4 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1955

  853 Driscoll Ct, Highland Park, IL 60035

  ADORABLE HOME IN GREAT LOCATION AND NEIGHBORHOOD! WALK TO TOWN AND ALL IT HAS TO OFFER FROM THIS SUNFILLED RANCH LOCATED ON A QUIET DEAD END EAST STREET. BEAUTIFUL HARDWOOD FLOORS THROUGHOUT. UPDATED KITCHEN WITH NEWER CABINETRY. LIVING ROOM WITH WOODBURNING FIREPLACE, THREE SPACIOUS BEDROOMS AND NEWER FULL BATH. BRAND NEW FINISHED BASEMENT INCLUDING NEW WINDOWS AND A BRAND NEW FULL BATHROOM.

  Karen Skurie Baird & Warner

  853 Driscoll Ct, 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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  /2

  $899,000 Sold Aug 20, 2025

  • 2,807 Sq Ft
  • $320/SF
  • 37 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2015

  1361 Cavell Ave, Highland Park, IL 60035

  Your clients will LOVE this newer construction 5-bedroom, 3.1-bath colonial that sits in the heart of the sought-after Sherwood Forest neighborhood in Highland Park. Thoughtfully designed with high-end finishes throughout, this home delivers both function and style. The main level offers an open, sun-filled layout. A bright front living room with oversized windows and a gas fireplace framed by

  Denise Nabat @properties Christie's International Real Estate

  1361 Cavell Ave, Highland Park, IL 60035
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  /15

  $449,000 Sold Aug 15, 2025

  • 1,623 Sq Ft
  • $277/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1953

  1247 Cavell Ave, Highland Park, IL 60035

  Charming Mid Century Bi-level home on 1/4 acre in sought after Sherwood Forest area. This well maintained home has original hardwood floors, vaulted ceilings. large windows to allow natural lighting, 3 bedrooms with all great closet space, and 2 full baths. The rear family room addtion is expansive with a working wood fireplace and decorative wood beams to invite a cozy atmosphere and to add to

  Angelina Morrone @properties Christie's International Real Estate

  1247 Cavell Ave, Highland Park, IL 60035
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  /7

  $520,000 Sold Aug 15, 2025

  • 1,400 Sq Ft
  • $371/SF
  • 53 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1955

  1780 Rosemary Rd, Highland Park, IL 60035

  Welcome to this beautifully renovated 3-bedroom, 3-bathroom home in the heart of Highland Park! This move-in ready property blends modern upgrades with a prime location near top-rated schools and local parks. Step inside to find a spacious, light-filled layout featuring brand-new windows, updated flooring throughout, and stylish lighting fixtures. The main level showcases a bright living and

  Amaliia Baturina Your House Realty

  1780 Rosemary Rd, Highland Park, IL 60035
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  /22

  $815,000 Sold Aug 15, 2025

  • 2,463 Sq Ft
  • $331/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1996

  1700 2nd St Unit 509A, Highland Park, IL 60035

  Rarely available top-floor corner unit lives like a single-family home! Nearly 2,500 sq ft of light-filled living space featuring 3 private balconies, enormous eat-in kitchen with granite countertops, double ovens, and new stainless steel refrigerator. Spacious separate dining room and oversized family room perfect for entertaining. Expansive primary en suite with sitting area and desk, large

  Lauren Rabin @properties Christie's International Real Estate

  1700 2nd St Unit 509A, Highland Park, IL 60035
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  /44

  $1,485,000 Sold Aug 15, 2025

  • 7,567 Sq Ft
  • $196/SF
  • 59 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 1988

  2333 Tennyson Ln, Highland Park, IL 60035

  Dramatic Custom Contemporary (over 7500SF Above Grade) with a 3-Car Heated Garage and Circular Drive, set on a Gorgeous, Close to an Acre Property! The Big Ticket Items have been Done for You: Brand New Pella Windows, New DaVinci Roof, 4 Newer Furnaces and 3 Newer Air Conditioners. Enter into the Grand Foyer and Fall in Love with the Expansive, Open Floor Plan Featuring a Gourmet Chef's Kitchen

  Janet Borden Compass

  2333 Tennyson Ln, Highland Park, IL 60035
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  /38

  $455,000 Sold Aug 15, 2025

  • 2,154 Sq Ft
  • $211/SF
  • 248 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1978

  704 Lorraine Cir, Highland Park, IL 60035

  Nestled in the best location of the subdivision on the Park, this townhome offers luxury and convenience in every detail. The main floor boasts a high-end gourmet kitchen, fully equipped with top-of-the-appliances for anyone who loves to cook or entertain. Adjoining the kitchen is a large, sunlit living and dining area, along with an inviting reading nook or extra sitting space, all flowing out

  Grace Martinez Exit Grace Realty

  704 Lorraine Cir, Highland Park, IL 60035
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  /2

  $1,398,150 Sold Aug 14, 2025

  • 4,630 Sq Ft
  • $302/SF
  • 12 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1977

  2143 Tennyson Ln, Highland Park, IL 60035

  Welcome to this exceptional 5 bedroom, 5.5 bath luxury residence set on nearly an acre of beautifully landscaped grounds. Designed for refined living and grand-scale entertaining, this home offers a true resort-style backyard featuring a sparkling pool, outdoor kitchen and bar, elegant fireplace lounge, and multiple sitting areas that evoke the ambiance of a five-star hotel. Inside, the

  Beth Wexler @properties Christie's International Real Estate

  2143 Tennyson Ln, Highland Park, IL 60035
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  /16

  $280,000 Sold Aug 12, 2025

  • 1,269 Sq Ft
  • $221/SF
  • 2 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

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

  Extraordinary opportunity to make this in-town 2-bedroom/2-bath condo with walls of windows and lovely exposed brick in the entry and kitchen your own. Laminate wood floors throughout. Includes two tandem parking spaces and a storage locker in the underground garage. Free shared laundry down the hall. Desirable building with beautiful outdoor courtyards and a shared roof terrace. Fabulously

  Debbie Croft @properties Christie's International Real Estate

  2020 St Johns Ave Unit 309, Highland Park, IL 60035
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  /14

  $311,000 Sold Aug 11, 2025

  • 1,344 Sq Ft
  • $231/SF
  • 3 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1964

  2110 Saint Johns Ave Unit B, Highland Park, IL 60035

  Great space in this three bedroom townhouse, two blocks to downtown Highland Park and Metra station! The all brick unit features one full and two half baths. Spacious living room 20 x 15, which can be used as a combination dining room space, if you so choose! Kitchen appliances recently updated in 2024 (refrigerator, oven/range and dishwasher) and granite counters complete the cooking area, as

  Susan Ringel Segal @properties Christie's International Real Estate

  2110 Saint Johns Ave Unit B, Highland Park, IL 60035
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  /13

  $450,000 Sold Aug 08, 2025

  • 1,981 Sq Ft
  • $227/SF
  • 13 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1965

  626 Barberry Rd, Highland Park, IL 60035

  Well maintained and well loved 4BR/2.5BA split-level home in desirable West Highland Park. Built in 1966, this home features an updated kitchen, enclosed rear porch, and spacious layout with multiple living areas. Hardwood floors in bedrooms . Large backyard offers great outdoor space for entertaining or relaxing. Attached 2-car garage. High-speed AT&T 1 Gb fiber optic internet ideal for work or

  Sonia Cohen Coldwell Banker Realty

  626 Barberry Rd, Highland Park, IL 60035
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  /158

  $1,300,000 Sold Aug 08, 2025

  • 8,176 Sq Ft
  • $159/SF
  • 10 Days On Market

  • 4 Beds
  • 6 Baths
  • Built 1994

  1424 Glencoe Ave, Highland Park, IL 60035

  A Timeless Masterpiece in East Highland Park, nestled on one of the area's most coveted double lots, this opulent residence combines exceptional luxury with modern sophistication for today's most desired lifestyle. Impeccable design + details combined with an expansive floorplan offer a luxurious living experience. As you approach the home, you will appreciate the full brick and stone quality

  Maria Etling Berkshire Hathaway HomeServices Chicago

  1424 Glencoe Ave, Highland Park, IL 60035
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  /45

  $850,000 Sold Aug 07, 2025

  • 2,517 Sq Ft
  • $338/SF
  • 2 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1926

  653 Blackstone Place, Highland Park, IL 60035

  Ravinia Story Book Charm Hansel & Gretel Tudor! Completely gutted to the studs in 2012 and added on to with a two story kitchen, primary suite, and basement addition. Features a large eat-in kitchen with island, stainless appliances, leather finished granite countertops, and abundant white cabinetry. Entering through the front door, you are greeted by the classic charm of the living room with

  Cory Albiani @properties Christie's International Real Estate

  653 Blackstone Place, Highland Park, IL 60035
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  /25

  $950,000 Sold Aug 06, 2025

  • 3,222 Sq Ft
  • $295/SF
  • 3 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1930

  2018 Linden Ave, Highland Park, IL 60035

  If you're looking for a home in a fabulous walk to town location with shopping, restaurants, the Metra and the lake and beach right at your door, then this is the house for you! This home combines charm with many modern updates and is perfect for daily living and gracious entertaining. A white picket fence and vestibule welcomes you into the home. The first floor has a great deal of light

  Judy Weiss @properties Christie's International Real Estate

  2018 Linden Ave, Highland Park, IL 60035
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  /41

  $1,830,000 Sold Aug 04, 2025

  • 4,731 Sq Ft
  • $387/SF
  • 4 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1991

  2291 Hybernia Dr, Highland Park, IL 60035

  Walk into this fabulous turnkey extraordinary home set in a private sanctuary in desirable Hybernia. This fully renovated 6 bedroom, 4800 square foot home seamlessly blends luxury with comfort, offering exquisite details and high-end finishes throughout. Entertain in style in the open floor plan, featuring an impressive two-story great room filled with natural light, highlighted by a striking

  Marla Fox Compass

  2291 Hybernia Dr, Highland Park, IL 60035
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  /27

  $862,500 Sold Aug 04, 2025

  • 2,828 Sq Ft
  • $305/SF
  • 8 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1970

  1990 Richfield Ave, Highland Park, IL 60035

  This impeccable 2 Story residence has been in the family since it was built! Nestled in a quiet secluded Highland Park neighborhood, this beautifully lush green oasis is sitting on over a half-acre. Attention to detail in every space of this meticulously designed and renovated home. Upon entering the grand double doors you'll be welcomed by the large foyer that leads into the main living area.

  Honore Frumentino @properties Christie's International Real Estate

  1990 Richfield Ave, Highland Park, IL 60035
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  /41

  $1,130,000 Sold Aug 04, 2025

  • 3,335 Sq Ft
  • $339/SF
  • 10 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1992

  441 Oakland Dr, Highland Park, IL 60035

  BRAESIDE BEAUTY on established tree lined street. Listen to music from Ravinia on your charming front porch. If you think the outside is charming wait until you see the inside! Large kitchen with island and breakfast bay area. Kitchen opens to spacious family room with hardwood floors and stone fireplace. Separate formal dining room to host family dinners and Holidays. Front Living room also has

  Ted Pickus @properties Christie's International Real Estate

  441 Oakland Dr, Highland Park, IL 60035
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  /28

  $921,000 Sold Aug 02, 2025

  • 3,340 Sq Ft
  • $276/SF
  • 6 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1971

  575 County Line Rd, Highland Park, IL 60035

  Location, location, location! Do you want to walk to the Metra? Stroll to the Chicago Botanic Garden? Catch live music at Ravinia? This lovely, spacious home is tucked into Highland Park's sought-after Braeside neighborhood, where convenience and comfort come together. This inviting 5-bedroom, 4-bathroom home was thoughtfully updated in 2018 and features a brand-new roof installed in 2025.

  Tony George Real People Realty

  575 County Line Rd, Highland Park, IL 60035
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  /21

  $425,000 Sold Aug 01, 2025

  • 1,600 Sq Ft
  • $266/SF
  • 5 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1980

  1027 Deerfield Place Unit 1, Highland Park, IL 60035

  Welcome to a rarely available, light-filled 1st floor condo at The Manners in Highland Park with over $15,000 in updates in the last year! Enjoy peaceful privacy with beautiful wooded and golf course views. Step inside to a generous entry foyer with a large coat closet and opens to a bright, airy living room with a gas-start fireplace, oversized sliding doors, and access to an oversized, private

  Melissa Newman @properties Christie's International Real Estate

  1027 Deerfield Place Unit 1, Highland Park, IL 60035
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  /34

  $415,000 Sold Jul 31, 2025

  • 1,885 Sq Ft
  • $220/SF
  • 11 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1987

  2028 St Johns Ave, Highland Park, IL 60035

  Convenience is where it's at in this sparkling, contemporary, open-concept townhome located in the heart-of-Highland Park's bustling downtown center. Stroll through the newly-landscaped, park-like courtyard of the 2020 Complex to the private entry of this unique two-story, townhome - only one of two in the complex. Step into a bright, airy main floor featuring a huge living/dining great room

  Allyson Hoffman RE/MAX Properties Northwest

  2028 St Johns Ave, Highland Park, IL 60035
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  /33

  $890,000 Sold Jul 31, 2025

  • 3,012 Sq Ft
  • $295/SF
  • 37 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1996

  935 Central Ave Unit 5, Highland Park, IL 60035

  This stunning remodeled townhouse in downtown Highland Park is full of upgrades and style. Hardwood floors and wooden plantation shutters run throughout, creating a warm, inviting atmosphere. The expanded eat-in kitchen features upscale stainless steel appliances, under-counter lighting, warming drawer, refrigerator drawer, and a spacious island, perfect for cooking and entertaining. The bright,

  Margie Brooks Baird & Warner

  935 Central Ave Unit 5, Highland Park, IL 60035
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  /29

  $540,000 Sold Jul 30, 2025

  • 1,401 Sq Ft
  • $385/SF
  • 12 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1940

  1314 Saint Johns Ave, Highland Park, IL 60035

  Discover your sanctuary in this delightful 2 bedroom house in the sought after area of vibrant Highland Park. Hardwood floors, gas burning fireplace. Adjacent to the living room is the sunny office/workout room surrounded by windows and a wall of built-in bookshelves. Separate large light filled dining room with built-ins. Overlooks the large, fenced back yard (it's a double back yard. You have

  Cory Albiani @properties Christie's International Real Estate

  1314 Saint Johns Ave, Highland Park, IL 60035
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  /31

  $440,000 Sold Jul 30, 2025

  • 1,577 Sq Ft
  • $279/SF
  • 48 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1885

  242 Leonard Wood S Unit 211, Highland Park, IL 60035

  Historic charm, modern convenience, and lakeside living-this Fort Sheridan condo has it all. Featuring two spacious bedrooms, one full bath, and a large loft with access to an unfinished attic, perfect for building an additional bedroom or possibly full bath. There's also potential to add a half bath on the main level. A heated indoor parking garage and a large private storage room add

  Michael Graff Compass

  242 Leonard Wood S Unit 211, Highland Park, IL 60035
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  /34

  $1,750,000 Sold Jul 28, 2025

  • 4,690 Sq Ft
  • $373/SF
  • 2 Days On Market

  • 4 Beds
  • 5.5 Baths
  • Built 2004

  1784 Reserve Ct, Highland Park, IL 60035

  Stunning award-winning Orren Pickell home on nearly one acre features luxury living throughout. The exceptional 5-bedroom, 5.5-bathroom custom estate has oversized rooms, rich architectural details, 3 indoor fireplaces and seamless indoor-outdoor flow. There's a massive eat-in kitchen, equipped with top-of-the-line appliances, custom cabinetry, and a generous island-ideal for entertaining. A

  Lauren Rabin @properties Christie's International Real Estate

  1784 Reserve Ct, Highland Park, IL 60035
• 

  

  /24

  $695,000 Sold Jul 25, 2025

  • 3,675 Sq Ft
  • $189/SF
  • 12 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2007

  572 Vine Ave, Highland Park, IL 60035

  Incredible townhouse close to downtown Highland Park. Built in 2006, this home offers four bedrooms and three and one half bathrooms with a first floor primary suite. The living room boasts 15 feet cathedral ceilings and a fireplace with gas logs. The dining room is combined with the living room and flows into the kitchen. The spacious kitchen offers maple cabinets, granite counter, stainless

  Carly Jones Engel & Voelkers Chicago North Shore

  572 Vine Ave, Highland Park, IL 60035
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  /32

  $600,000 Sold Jul 25, 2025

  • 2,290 Sq Ft
  • $262/SF
  • 4 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1954

  537 County Line Rd, Highland Park, IL 60035

  This 4 bed, 2 bath southeast Highland Park mid-century home blends comfort and character with thoughtful updates. Light pours in from every angle of the spacious great room featuring soaring 10-foot vaulted ceilings with exposed beams, pecky cypress walls, gas fireplace with floor-to-ceiling brick surround, and top-down blinds. The dining area flows into an updated kitchen with two-toned

  Deborah Libby @properties Christie's International Real Estate

  537 County Line Rd, Highland Park, IL 60035
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  /31

  $1,050,000 Sold Jul 25, 2025

  • 3,230 Sq Ft
  • $325/SF
  • 4 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1951

  346 Sumac Rd, Highland Park, IL 60035

  Move Right in to this beautiful updated 4 bedroom, 4 Bath, plus bonus room and screened in porch home on over .25 acre lot in wonderful neighborhood. This home was totally transformed in 2006 with a well thought out addition and updates. Large Family room, with volume tray ceiling with skylights and Living room both hosting handsome fireplaces with dinning room perfectly placed between the two

  Ted Pickus @properties Christie's International Real Estate

  346 Sumac Rd, Highland Park, IL 60035
• 

  

  /35

  $905,000 Sold Jul 23, 2025

  • 3,500 Sq Ft
  • $259/SF
  • 6 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1896

  385 Vine Ave, Highland Park, IL 60035

  Two Homes for the price of One in East Highland Park. An incredible opportunity awaits in East Highland Park. Two charming homes on one property. Perfectly located near top-rated schools, the lake, downtown, and the train. Main home: Classic 2 story farmhouse(1896)with timeless character. 3 bedrooms on 2nd floor plus 1st floor bedroom/library. 3 full bathrooms. Spacious dining room with

  Joe Giampa Coldwell Banker Realty

  385 Vine Ave, Highland Park, IL 60035
• 

  /2

  $910,000 Sold Jul 22, 2025

  • 3,914 Sq Ft
  • $232/SF
  • 7 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1980

  3105 Warbler Place, Highland Park, IL 60035

  Welcome to this beautifully maintained all-brick colonial, perched on a hill at the entrance of a friendly cul-de-sac. With timeless curb appeal and a spacious 3-car garage, this home offers a blend of classic beauty and modern comfort. Step through the bluestone front entry into a stunning two-story foyer filled with natural light. To your left, a generously sized dining room is perfect for

  Carol Gooze @properties Christie's International Real Estate

  3105 Warbler Place, Highland Park, IL 60035

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