Highland Park, IL 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 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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  /33

  $542,000 Sold Sep 18, 2025

  • 2,807 Sq Ft
  • $193/SF
  • 28 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1936

  1667 Sunnyside Ave, Highland Park, IL 60035

  Sherwood Forest charmer full of lovely original details to make your own, or build your dream home on this gorgeous, deep, nearly 1/2 acre lot! This sweet Cape Cod has been expanded to offer plentiful space. Kitchen boasts commercial grade stove and sunny breakfast area with sliders to brick paver patio. Large living room with fireplace, separate formal dining room, family room, cozy den, 4th

  Stephanie Hofman @properties Christie's International Real Estate

  1667 Sunnyside Ave, Highland Park, IL 60035
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  /17

  Est $627,788 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,975 Sq Ft

  2021 Saint Johns Ave Unit 1E, Highland Park, IL 60035

  2021 Saint Johns Ave Unit 1E, Highland Park, IL 60035
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  /13

  $425,000

  • 3 Beds
  • 1.5 Baths
  • 1,567 Sq Ft

  1460 Ferndale Ave, Highland Park, IL 60035

  HIGHLY SOUGHT-AFTER SHERWOOD FOREST RANCH HOME IS READY FOR ITS NEXT OWNER! THIS BRIGHT AND INVITING 3-BEDROOM RESIDENCE IS SET ON A BEAUTIFULLY LANDSCAPED LOT WITH SPACIOUS FRONT AND BACK YARDS THAT OFFER MAXIMUM CURB APPEAL AND WONDERFUL SPACE FOR OUTDOOR ENTERTAINING. THE OPEN-CONCEPT FLOOR PLAN FEATURES HARDWOOD FLOORS THROUGHOUT, AN UPDATED KITCHEN, AND MODERNIZED BATHROOMS. A SEPARATE

  

  Alan Berlow

  Coldwell Banker Realty

  (224) 491-4644

  1460 Ferndale Ave, Highland Park, IL 60035
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  /8

  $5,400 per month

  • 3 Beds
  • 2.5 Baths
  • 2,108 Sq Ft
  • House for Rent

  1889 Clifton Ave, Highland Park, IL 60035

  Beautifully updated 3 bed, 2.5 bath home in the sought-after Sunset Park neighborhood. The bright kitchen boasts abundant cabinetry, storage, and high-end appliances. A sun-filled living room features a wood-burning fireplace, built-ins, and French doors to a screened porch, while the spacious dining room is ideal for entertaining. Upstairs, two large bedrooms share a stylish hall bath, and the

  Mada Hitchmough Compass

  1889 Clifton Ave, 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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  /21

  Est $782,788 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,523 Sq Ft

  950 Augusta Way Unit 307, Highland Park, IL 60035

  950 Augusta Way Unit 307, Highland Park, IL 60035
• 

  

  /23

  $419,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft

  2954 Greenwood Ave, Highland Park, IL 60035

  Charming Ranch in Prime Location! Discover this beautifully maintained 3-bedroom, 2-bath ranch home that blends comfort, style, and an unbeatable location. Recent upgrades ensure peace of mind for years to come, including a brand-new roof (2025), new siding, hot water tank (2024), furnace (2017), and central air (2015). Both bathrooms were tastefully remodeled in 2018, and hardwood floors flow

  Bryce Fuller Baird & Warner

  2954 Greenwood 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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  /38

  $1,375,000 Sold Sep 15, 2025

  • 3,318 Sq Ft
  • $414/SF
  • 4 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1954

  798 Bob o Link Rd, Highland Park, IL 60035

  This sleek mid-century modern home in Highland Park rests on a serene and lush .42-acre lot, offering the feeling of a year-round retreat. An expansive circle drive welcomes you and provides plenty of parking for guests. Inside, floor-to-ceiling windows and sliding doors seamlessly connect the indoors to the outdoors, while massive elevated decks offer sweeping views of your private backyard

  Richard Richker @properties Christie's International Real Estate

  798 Bob o Link Rd, Highland Park, IL 60035
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  /36

  Est $1,572,255 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,950 Sq Ft

  761 County Line Rd, Highland Park, IL 60035

  761 County Line Rd, Highland Park, IL 60035
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  /33

  $1,699,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,927 Sq Ft

  1816 Rosemary Rd, Highland Park, IL 60035

  Move right in to this immaculate 5 bedroom, 4.5-bath new construction home that blends luxury, comfort, and functionality. Designed with a seamless open floor plan, this home is perfect for entertaining and everyday living. The chef's kitchen features top-of-the-line Thermador appliances, including a double oven, range-top, and a striking quartz waterfall island that opens to a sun-filled great

  Scott Ottenheimer Baird & Warner

  1816 Rosemary Rd, 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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  /49

  $1,125,000 Sold Sep 15, 2025

  • 5,283 Sq Ft
  • $213/SF
  • 3 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1966

  1194 Oxford Ct, Highland Park, IL 60035

  Outdoor pool, huge back yard, walk to tennis courts, soccer and baseball fields, ice rink, sledding hill and frisbee golf. 4 bedrooms, 3 and one half bathrooms, over 3800 square feet above grade plus almost 1500 square feet in the finished basement on over 1/3 acre with 2 1/2 car garage. Beautifully updated home with 4 year new, tear off roof and Hardie siding: Enjoy a massive kitchen with newer

  Alan Meyerowitz @properties Christie's International Real Estate

  1194 Oxford Ct, 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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  /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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  /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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  /7

  $640,000 Sold Sep 12, 2025

  • 2,000 Sq Ft
  • $320/SF

  • 2 Beds
  • 2 Baths
  • Built 2000

  940 Augusta Way Unit 212, Highland Park, IL 60035

  Gorgeous and completely remodeled corner end unit in maintenance free Legacy Club . Fabulous open floor plan for today's living. Gourmet high end kitchen with beautiful white cabinetry, quartz counters, marble back splash and Thermador stainless appliances. Large custom grey island / breakfast bar with with room for seating and gathering. Gleaming hardwood floors throughout. 9 ft ceiling with

  Susan Teper @properties Christie's International Real Estate

  940 Augusta Way Unit 212, 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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  /29

  $1,495,000

  • 4 Beds
  • 3.5 Baths
  • 2,550 Sq Ft

  19 Heritage Dr, Highland Park, IL 60035

  Last new ranch home left in the subdivision! Construction is already underway on this spectacular, brand new ranch home in an established, maintenance-free subdivision in the perfect Highland Park location and cul-de-sac, as part of the Serenity at Heritage development by multigenerational builder Alco Construction and New Era Chicago with architectural design by nationally renowned Pappageorge

  Michael Hagenson New Era Chicago, LLC

  19 Heritage Dr, 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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  /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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  /31

  Est $1,828,701 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 6,500 Sq Ft

  1550 Museum Dr, Highland Park, IL 60035

  1550 Museum Dr, Highland Park, IL 60035
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  /65

  $1,249,500

  • 6 Beds
  • 6 Baths
  • 5,004 Sq Ft

  3760 Gilgare Ln, Highland Park, IL 60035

  Step into history reimagined. This beautifully renovated and expanded residence in the heart of the historic Fort Sheridan subdivision seamlessly blends timeless charm with modern amenities. Once a duplex home for lieutenant colonels, this distinguished property has been thoughtfully transformed into a spacious single-family home that honors its past while embracing the needs of today's

  Donna Mancuso Jameson Sotheby's International Realty

  3760 Gilgare Ln, 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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  /27

  $960,000 Sold Sep 12, 2025

  • 3,861 Sq Ft
  • $249/SF
  • 6 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1961

  1631 Arbor Ave, Highland Park, IL 60035

  One of a kind mid-century home on half an acre in Sherwood Forest! This 5 bed, 5 bath home has been updated and expanded, with open floor plan, vaulted wood plank ceilings with beams, exposed brick walls and flooded with natural light. Lovely updated kitchen has huge island with seating, stainless steel appliances, marble countertops, and large table space. Home office just off the kitchen, which

  Jodi Taub @properties Christie's International Real Estate

  1631 Arbor Ave, 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
• 

  

  /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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  /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 $1,000 Rent Credit for Qualified Applicants! 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

  Jessica Chaidez Advantage Properties Chicago

  1910 Green Bay Rd Unit F, Highland Park, IL 60035
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  /31

  $1,084,000 Sold Sep 11, 2025

  • 3,764 Sq Ft
  • $288/SF
  • 8 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1905

  139 Leonard Wood N, Highland Park, IL 60035

  Historic Townhome in sought-after Fort Sheridan with a large front porch overlooking the expansive Parade Grounds! Rarely available and completely renovated in 2016, this former lieutenant's quarters home features beautifully preserved, original solid maple hardwood floors, high ceilings, deep moldings, neutral paint, beautiful millwork and character throughout. Enjoy newer oversized Marvin

  Kiki Clark Jameson Sotheby's International Realty

  139 Leonard Wood N, Highland Park, IL 60035
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  /17

  Est $466,366 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,190 Sq Ft

  1534 Mcdaniels Ave Unit 2D, Highland Park, IL 60035

  1534 Mcdaniels Ave Unit 2D, Highland Park, IL 60035
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  /11

  $399,000

  • 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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  /25

  $2,200 - $4,100 per month

  Americana Apartments

  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

  1755 Lake Cook Rd, Highland Park, IL 60035
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  /38

  $659,000 Sold Sep 11, 2025

  • 2,491 Sq Ft
  • $265/SF
  • 3 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1961

  1802 Winthrop Rd, Highland Park, IL 60035

  Come see this adorable, sunny mini-resort! It's the one you won't want to miss! Four bedrooms all on the 2nd floor, hardwood on the main floor and throughout the bedrooms, large lower level family room w/stone fireplace, laundry room and separate mudroom where you come in from the garage! Updated kitchen with breakfast bar open to the dining room with built-in serving cabinet. The sunroom is a

  Jill Okun Berkshire Hathaway HomeServices Chicago

  1802 Winthrop Rd, 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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  /44

  $1,345,000 Open Sun 1PM - 4PM

  • 4 Beds
  • 5.5 Baths
  • 6,728 Sq Ft

  2230 Shady Ln, Highland Park, IL 60035

  Experience refined contemporary living in this exceptional 4-bedroom, 5.1-bath custom home, offering over 6,000 square feet of thoughtfully designed living space and two 2-car attached garages. Privately situated on nearly a full acre of beautifully wooded and landscaped grounds, this one-of-a-kind residence is tucked away on a secluded street in prestigious Highland Park, within the award

  Daniel Pape HUDSON PARKER

  2230 Shady Ln, 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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  /17

  $640,000 Sold Sep 11, 2025

  • 2,286 Sq Ft
  • $280/SF
  • 33 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1953

  1429 Ferndale Ave, Highland Park, IL 60035

  Nestled in desirable Highland Park, this recently renovated 3 bed, 2 bath home combines classic appeal with modern functionality. Interior features include hardwood floors, spacious living room bathed in natural light, and an eat in kitchen. Large family room addition with a wood burning fireplace creates an inviting atmosphere. Finished basement can be used as a home office, gym, or recreation

  Margie Brooks Baird & Warner

  1429 Ferndale 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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