Highland Park, IL Homes

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  /39

  $849,900

  • 5 Beds
  • 3 Baths
  • 2,878 Sq Ft

  1459 Eastwood Ave, Highland Park, IL 60035

  Welcome to your dream house in desirable Sherwood Forest with 2 master bedroom suites! All brand new and giving you peace of mind for years to come. This stunning spacious contemporary single-family house has been tastefully and completely remodeled in 2025, offering an abundance of modern amenities and luxurious finishes in award-winning school districts. Boasting 5 spacious bedrooms, 3 full

  Jessica Xu Concentric Realty, Inc

  1459 Eastwood Ave, Highland Park, IL 60035
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  /4

  $3,500 per month

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft
  • Townhouse for Rent

  432 Elm Place, Highland Park, IL 60035

  Property Id: 2144650Stop by and take a look at this RehabNew Imported Kitchen CabinetsQuartz CountertopsBeautiful Hardwood Floors ThroughoutNew Lighting3 Bedrooms -- 1 has a Master bathMaster bathroom is brand new with new tiling and vanitiesThe other 1.5 baths are completely new with tiling and vanities alsoSpacious Townhome All new Stainless Steel

  432 Elm Place, Highland Park, IL 60035
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  /19

  $690,000 Sold Jun 02, 2025

  2979 Lexington Ln, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 2,976 Sq Ft
  • Built 1978

  Last Sold Summary

  • 8% Below List Price
  • $232/SF
  • 30 Days On Market

  Current Estimated Value $735,023

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

  2979 Lexington Ln, Highland Park, IL 60035
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  /65

  Est $3,496,358 Not Listed For Sale

  33 Sheridan Rd, Highland Park, IL 60035

  • 5 Beds
  • 5.5 Baths
  • 6,950 Sq Ft
  • Built 1909

  33 Sheridan Rd, Highland Park, IL 60035

  Last Sold Summary

  • 4% Below List Price
  • $525/SF
  • 2 Days On Market

  Last Sold Price $3,650,000

  Last Listing Agent Ila Coretti @ Properties
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  /37

  $575,000 Pending

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

  1177 Ridge Rd, Highland Park, IL 60035

  This pristine, sunny ranch underwent a complete renovation in 2021 from the inside out! Everything was remodeled in this energy efficient home (aside from the first floor framing, foundation and floor joists). The floor to ceiling ledger stone fireplace provides the perfect focal point for the welcoming living room which is open to the dining area and kitchen boasting white shaker cabinetry

  Stephanie Hofman @properties Christie's International Real Estate

  1177 Ridge Rd, Highland Park, IL 60035
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  /13

  $2,012 per month

  • 2 Beds
  • 1 Bath
  • 872 Sq Ft
  • Apartment for Rent

  1506 Glencoe Ave Unit 2N, Highland Park, IL 60035

  Beautifully remodeled apartment available within walking distance to downtown Highland Park! Recent upgrades to this spacious apartment include new windows, new hardwood flooring, brand new bathroom (fixtures, bathtub, toilet, vanity), brand new kitchen (new appliances, counters, cabinets, etc). This brick building has spacious bedrooms that can fit a king-size bed and ample closet space. Located

  Brent Horvay The Horvay Group LLC

  1506 Glencoe Ave Unit 2N, Highland Park, IL 60035
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  /33

  $750,000 Sold Feb 20, 2026

  3349 University Ave, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 3,562 Sq Ft
  • Built 1956

  Last Sold Summary

  • 3% Above List Price
  • $211/SF
  • 2 Days On Market

  Current Estimated Value $723,914

  Last Listing Agent Alan Meyerowitz @properties Christie's International Real Estate

  3349 University Ave, Highland Park, IL 60035
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  /34

  Est $777,199 Not Listed For Sale

  200 Ivy Ln, Highland Park, IL 60035

  • 3 Beds
  • 2 Baths
  • 2,297 Sq Ft
  • Built 1956

  200 Ivy Ln, Highland Park, IL 60035

  Last Sold Summary

  • 10% Above List Price
  • $307/SF
  • 110 Days On Market

  Last Sold Price $705,000

  Last Listing Agent Winfield Cohen Keller Williams Success Realty
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  /20

  $690,000 Pending

  • 4 Beds
  • 3 Baths
  • 1,669 Sq Ft

  719 Burchell Ave, Highland Park, IL 60035

  Welcome home to this light-filled custom ranch tucked away in a private setting. A welcoming foyer opens to a spacious living room with a cozy wood-burning fireplace. The kitchen features white cabinetry, stainless steel appliances, and a custom island/table that overlooks the living room - perfect for everyday living and entertaining. The dining area flows seamlessly from the kitchen, creating

  Mada Hitchmough Compass

  719 Burchell Ave, Highland Park, IL 60035
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  /16

  $2,250 per month

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

  730 Judson Ave Unit 4, Highland Park, IL 60035

  Wonderful Vintage Building in the Heart of Ravinia – Highland ParkThis building is within walking distance of local schools and parks. Jens Jensen Park, where Highland Park’s weekly food truck fest is held, is right across the street! Living here, you’ll be just steps away from the Ravinia Metra stop and restaurants galore!Amenities:- Hardwood Floors- Updated Large

  730 Judson Ave Unit 4, Highland Park, IL 60035
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  /41

  $810,000 Sold Mar 13, 2026

  835 Yale Ln, Highland Park, IL 60035

  • 5 Beds
  • 3.5 Baths
  • 2,462 Sq Ft
  • Built 1929

  Last Sold Summary

  • 5% Below List Price
  • $329/SF
  • 29 Days On Market

  Current Estimated Value $836,336

  Last Listing Agent Janet Borden Compass

  835 Yale Ln, Highland Park, IL 60035
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  /53

  Est $1,441,154 Not Listed For Sale

  59 Sheridan Rd, Highland Park, IL 60035

  • 4 Beds
  • 4.5 Baths
  • 3,452 Sq Ft
  • Built 1958

  59 Sheridan Rd, Highland Park, IL 60035

  Last Sold Summary

  • 15% Above List Price
  • $362/SF
  • 103 Days On Market

  Last Sold Price $1,250,000

  Last Listing Agent Ramni Sood eXp Realty
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  /34

  $695,000

  • 4 Beds
  • 2 Baths
  • 2,546 Sq Ft

  778 Barberry Rd, Highland Park, IL 60035

  Step into this beautifully updated split-level home with a finished sub-basement that truly has it all! From the moment you walk through the door, you're greeted by soaring vaulted ceilings and an open, light-filled layout that effortlessly connects the kitchen, living, and dining spaces-perfect for both everyday living and entertaining. The main level shines with stunning medium brown and gray

  Cynthia Windeler Keller Williams Premiere Properties

  778 Barberry Rd, Highland Park, IL 60035
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  /8

  $2,395 per month

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft
  • Apartment for Rent

  1478 Glencoe Ave Unit 2W, Highland Park, IL 60035

  Be the first to live in this brand new - gut renovated beautifully designed 2 bed 1 bath unit in a prime residential neighborhood of east Highland Park. Everything is new including real oak hardwood floors, kitchen cabinets, quartz countertops, backsplash, appliances, stainless steel appliances, new bathroom, laundry in unit and more. Both bedrooms are large and can fit king sized beds. 1 parking

  Adam Saffro New Era Chicago, LLC

  1478 Glencoe Ave Unit 2W, Highland Park, IL 60035
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  /18

  $170,000 Sold Oct 14, 2025

  891 Central Ave Unit 331, Highland Park, IL 60035

  • 2 Beds
  • 2 Baths
  • 1,089 Sq Ft
  • Built 2002

  Last Sold Summary

  • $156/SF
  • 30 Days On Market

  Current Estimated Value $174,406

  Last Listing Agent Carolyn Cerf @properties Christie's International Real Estate

  891 Central Ave Unit 331, Highland Park, IL 60035
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  /53

  Est $972,217 Not Listed For Sale

  227 Ivy Ln, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 2,500 Sq Ft
  • Built 1940

  227 Ivy Ln, Highland Park, IL 60035

  Last Sold Summary

  • 8% Above List Price
  • $360/SF
  • 8 Days On Market

  Last Sold Price $900,000

  Last Listing Agent Sally O'Donnell @ Properties
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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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  /19

  $1,750 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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  /23

  $550,000 Sold Dec 22, 2025

  940 Augusta Way Unit 304, Highland Park, IL 60035

  • 2 Beds
  • 2 Baths
  • 1,926 Sq Ft
  • Built 2001

  Last Sold Summary

  • $286/SF
  • 9 Days On Market

  Current Estimated Value $553,530

  Last Listing Agent Dan Timm Baird & Warner

  940 Augusta Way Unit 304, Highland Park, IL 60035
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  /30

  Est $1,429,363 Not Listed For Sale

  149 Oak Knoll Terrace, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 4,362 Sq Ft
  • Built 1946

  149 Oak Knoll Terrace, Highland Park, IL 60035

  Last Sold Summary

  • 14% Above List Price
  • $287/SF
  • 6 Days On Market

  Last Sold Price $1,250,000

  Last Listing Agent Deb Baker Compass
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  /40

  $675,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 2,200 Sq Ft

  1236 Cavell Ave, Highland Park, IL 60035

  Do not wait to see this Sherwood Forest Dutch colonial oozing with curb appeal! This updated and charming home offers a white eat in kitchen featuring stainless steel GE Monogram appliances, double oven, built in refrigerator, beverage refrigerator, breakfast bar/island. Hardwood floors throughout. Wood burning fireplace in the living room. Separate dining room. Mudroom with storage. Newer

  Karen Skurie Baird & Warner

  1236 Cavell Ave, Highland Park, IL 60035
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  /12

  $3,330 per month

  • 2 Beds
  • 2 Baths
  • 1,142 Sq Ft
  • Apartment for Rent

  555 Roger Williams Ave Unit 203, 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 203, Highland Park, IL 60035
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  /29

  $800,000 Sold Feb 10, 2026

  945 Villas Ct, Highland Park, IL 60035

  • 3 Beds
  • 2.5 Baths
  • 2,300 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Above List Price
  • $348/SF
  • 0 Days On Market

  Current Estimated Value $790,584

  Last Listing Agent Deb Baker Compass

  945 Villas Ct, Highland Park, IL 60035
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  /32

  Est $967,709 Not Listed For Sale

  149 Deere Park Ct, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 2,366 Sq Ft
  • Built 1954

  149 Deere Park Ct, Highland Park, IL 60035

  Last Sold Summary

  • 7% Above List Price
  • $382/SF
  • 1 Day On Market

  Last Sold Price $903,000

  Last Listing Agent Suzanne Rothenberg Baird Warner
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  /21

  $279,000 Pending

  • 1 Bed
  • 1 Bath
  • 935 Sq Ft

  1695 2nd St Unit 305, Highland Park, IL 60035

  Delightful, move-in ready condo has been totally updated with new kitchen, all new SS appliances, quartz countertops, recessed lighting, new flooring, new carpeting, new electrical, new track lighting to highlight wood burning fireplace, elegant new blinds on double sliders to west facing balcony with new flooring! Bedroom also has new blinds, new carpet, and walk-in closet. Enjoy the new,

  Julie McWilliams Berkshire Hathaway HomeServices Chicago

  1695 2nd St Unit 305, Highland Park, IL 60035
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  /20

  $2,250 per month

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

  730 Judson Ave Unit A0, Highland Park, IL 60035

  730 Judson unit 04Judson + Roger WilliamsHighland Park$2250 per MonthAvailable: 03/25/2026Terrific one bedroom in the heart of downtown Highland Park features brand new kitchen with espresso cabinets, stainless steel appliances, dishwasher, spacious living area with ceiling fan, great closet space, brand new bathroom, hardwood floors throughout, laundry in unit, and pets

  730 Judson Ave Unit A0, 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 $295,187

  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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  /44

  Est $1,767,703 Not Listed For Sale

  15 S Deere Park Dr, Highland Park, IL 60035

  • 3 Beds
  • 5.5 Baths
  • 4,721 Sq Ft
  • Built 1946

  15 S Deere Park Dr, Highland Park, IL 60035

  Last Sold Summary

  • 1% Above List Price
  • $371/SF
  • 241 Days On Market

  Last Sold Price $1,750,000

  Last Listing Agent Margie Brooks Baird Warner
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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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  /16

  $5,950 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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  /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 $878,791

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

  378 Oakland Dr, Highland Park, IL 60035
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  /32

  Est $1,309,256 Not Listed For Sale

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

  • 4 Beds
  • 4.5 Baths
  • 3,410 Sq Ft
  • Built 1928

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

  Last Sold Summary

  • 1% Above List Price
  • $381/SF
  • 3 Days On Market

  Last Sold Price $1,300,000

  Last Listing Agent Liz Watson @ Properties
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  /40

  $525,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,770 Sq Ft

  1334 Ferndale Ave, Highland Park, IL 60035

  Welcome to this beautifully maintained split-level home in the highly sought-after Sherwood Forest neighborhood of Highland Park. This 3-bedroom, 2-bath residence offers a thoughtful layout, timeless charm, and meaningful updates throughout. The main living and dining areas are filled with natural light and feature a vaulted ceiling and refinished hardwood floors, creating an open and inviting

  Adam Max Compass

  1334 Ferndale Ave, Highland Park, IL 60035
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  /59

  $1,695 - $1,895 per month

  • Studio - 1 Bed
  • 1 Bath
  • 375 Sq Ft
  • Condo for Rent

  696 Elm Place, Highland Park, IL 60035

  FREE PARKING AVAILABLE ON-SITEAmenities:- Hardwood Floors- Updated Kitchen- Updated Bathroom- Miniblinds- Air Conditioning- Ceiling Fans- Plenty of Closet Space- Laundry on site- Party Room- On-Site Parking- Pet-Friendly Building

  696 Elm Place, 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 $3,308,841

  Last Listing Agent Julianne Conroy Core Realty & Investments, Inc

  388 N Deere Park Dr E, Highland Park, IL 60035
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  /49

  Est $1,453,856 Not Listed For Sale

  333 Lakeside Place, Highland Park, IL 60035

  • 6 Beds
  • 4.5 Baths
  • 4,516 Sq Ft
  • Built 1930

  333 Lakeside Place, Highland Park, IL 60035

  Last Sold Summary

  • 2% Above List Price
  • $316/SF
  • 88 Days On Market

  Last Sold Price $1,425,000

  Last Listing Agent Tim Stassi Dwell One Realty
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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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  /12

  $3,430 per month

  • 2 Beds
  • 2 Baths
  • 1,142 Sq Ft
  • Apartment for Rent

  555 Roger Williams Ave Unit 405, 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

  Larry Klairmont Twins Realty LLC

  555 Roger Williams Ave Unit 405, Highland Park, IL 60035
• 

  /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 $1,351,539

  Last Listing Agent Brandy Simon Engel & Voelkers Chicago North Shore

  1375 Sheridan Rd, Highland Park, IL 60035
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  /28

  Est $1,302,140 Not Listed For Sale

  144 Sheridan Rd, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 4,258 Sq Ft
  • Built 1941

  144 Sheridan Rd, Highland Park, IL 60035

  Last Sold Summary

  • $305/SF
  • 37 Days On Market

  Last Sold Price $1,300,000

  Last Listing Agent Luminita Ispas Century 21 S.G.R., Inc.

Showing Results 81 - 120, Page 3 of 18