Highland Park, IL Homes

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  /24

  $1,575,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,100 Sq Ft

  19 Heritage Dr, Highland Park, IL 60035

  New construction ranch home in a spectacular subdivision located directly across from the Botanic Gardens! Construction will be completed this month (April 2026) on this incredible new 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

  Michael Hagenson New Era Chicago, LLC

  19 Heritage Dr, Highland Park, IL 60035
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  /9

  $2,250 Per Month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  447 Roger Williams Ave Unit 730-04, Highland Park, IL 60035

  Must see renovated 1 bedroom apartment! Features hardwood floors, updated kitchen & bath, spacious living area, laundry in-unit. Pet friendly building. Steps to Jens Jensen Park. Close to Metra, restaurants and more! Presented by Fulton Grace, Chicago IL.*Pictures may be of a similar unit in building.

  (224) 576-0380

  447 Roger Williams Ave Unit 730-04, Highland Park, IL 60035
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  /18

  $577,000 Sold Sep 02, 2025

  702 Barberry Rd, Highland Park, IL 60035

  • 3 Beds
  • 2 Baths
  • 1,467 Sq Ft
  • Built 1976

  Last Sold Summary

  • 5% Above List Price
  • $393/SF
  • 6 Days On Market

  Current Estimated Value $570,983

  Last Listing Agent Elise Dayan @properties Christie's International Real Estate

  702 Barberry Rd, Highland Park, IL 60035
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  /40

  Est $937,463 Not Listed For Sale

  1180 Saint Johns Ave, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 2,991 Sq Ft
  • Built 1926

  1180 Saint Johns Ave, Highland Park, IL 60035

  Last Sold Summary

  • 7% Above List Price
  • $294/SF
  • 24 Days On Market

  • Last Sold Price $880,000
  • Jan 22, 2025

  Last Listing Agent Alina Predolyak Alina Predolyak
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  /42

  $1,995,000

  • 5 Beds
  • 4.5 Baths
  • 6,630 Sq Ft

  986 Brittany Rd, Highland Park, IL 60035

  Elegant French Provincial home set on a private street just moments from downtown Highland Park. Approximately 6,175 square feet, this Hamptons-style modern home includes 5 bedrooms and 4.1 baths and is nestled on over half an acre. Features include a gracious foyer, an oversized dining room with a wall of windows, a formal living room, and a study with a wet bar. The recently updated kitchen

  Margie Brooks Baird & Warner

  986 Brittany Rd, Highland Park, IL 60035
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  /12

  $1,850 Per Month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  725 St Johns Ave Unit 6, Highland Park, IL 60035

  Welcome to this beautifully updated condo, perfectly situated in the heart of Highland Park. Located just across from the Ravinia Metra station, this home offers unparalleled convenience with top-rated schools, parks, and all the amenities you need right at your door. Sunset Woods Park, only half a block away, features expansive green spaces, playgrounds, and local shops. Plus, enjoy a wide

  (224) 757-0649

  725 St Johns Ave Unit 6, Highland Park, IL 60035
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  /27

  $787,000 Sold Jun 26, 2025

  3085 Centennial Ln, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 3,879 Sq Ft
  • Built 1978

  Last Sold Summary

  • 2% Below List Price
  • $203/SF
  • 5 Days On Market

  Current Estimated Value $828,544

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

  3085 Centennial Ln, Highland Park, IL 60035
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  /17

  Est $470,083 Not Listed For Sale

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

  • 3 Beds
  • 2 Baths
  • 2,190 Sq Ft
  • Built 1988

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

  Last Sold Summary

  • 24% Above List Price
  • $174/SF
  • 1 Day On Market

  • Last Sold Price $380,000
  • Jun 15, 2023

  Last Listing Agent Noah Levy Compass
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  /25

  $1,435,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,782 Sq Ft

  1725 Lilly Ct, Highland Park, IL 60035

  Fabulous ranch in maintenance-free Hybernia offers effortless single-level living with upscale finishes throughout. The inviting great room features vaulted ceilings and a newly designed stone fireplace flanked by custom cabinetry. Floor-to-ceiling windows and sliders from the living room and kitchen open to a redesigned Trex deck overlooking serene pond views. The renovated kitchen is a cook's

  Maxine Goldberg Engel & Voelkers Chicago North Shore

  1725 Lilly Ct, Highland Park, IL 60035
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  /8

  $1,650 Per Month

  • Studio
  • 1 Bath
  • Condo for Rent

  696 Elm Place Unit 207, Highland Park, IL 60035

  Lovely Studio apartment features hardwood floors, renovated kitchen & bathroom. Plenty of closet space. Near Sunset Woods Park. Close to restaurants, shopping, movie theater, Metra and more. Cooking gas included. Pets welcome. Presented by Fulton Grace, Chicago IL.*Pictures may be of a similar unit in building.

  (224) 707-8337

  696 Elm Place Unit 207, Highland Park, IL 60035
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  /56

  $2,300,000 Sold May 15, 2025

  136 Lakewood Place, Highland Park, IL 60035

  • 2 Beds
  • 4.5 Baths
  • 4,339 Sq Ft
  • Built 1957

  Last Sold Summary

  • 28% Above List Price
  • $530/SF
  • 4 Days On Market

  Current Estimated Value $2,236,869

  Last Listing Agent Jacqueline Colando Redfin Corporation

  136 Lakewood Place, Highland Park, IL 60035
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  /39

  Est $1,046,677 Not Listed For Sale

  189 Oak Knoll Terrace, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 3,559 Sq Ft
  • Built 1963

  189 Oak Knoll Terrace, Highland Park, IL 60035

  Last Sold Summary

  • 9% Above List Price
  • $269/SF
  • 11 Days On Market

  • Last Sold Price $957,189
  • Nov 26, 2024

  Last Listing Agent Michael Mitchell @ Properties
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  /61

  $1,200,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,669 Sq Ft

  87 Ravinoaks Ln, Highland Park, IL 60035

  ** Multiple offers received. Seller requests 'Highest & Best' offers by 5pm, Tuesday, May 5th ** Wait til you see the beautiful updates the current owners have made to this fantastic MCM home just a few doors from Lake Michigan with ravine and seasonal lake views! Designed by J. Marion Gutnayer, this lovely 2-story brick, stone & glass mid-century modern home is filled with natural light thanks

  Lou Zucaro Baird & Warner

  87 Ravinoaks Ln, Highland Park, IL 60035
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  /13

  $1,850 Per Month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  485 Roger Williams Ave Unit 725-06, Highland Park, IL 60035

  Beautiful renovated 1 bedroom apartment! Features hardwood floors, updated kitchen & bath, separate dining area. Laundry in-unit. Pets welcome. Close to Metra, parks, restaurants, Ravinia and more! Presented by Fulton Grace, Chicago IL. *Pictures may be of a similar unit in building.

  (224) 505-4716

  485 Roger Williams Ave Unit 725-06, Highland Park, IL 60035
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  /20

  $700,000 Sold Apr 29, 2026

  2480 Saint Johns Ave, Highland Park, IL 60035

  • 2 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  Last Sold Summary

  • 10% Below List Price
  • $500/SF
  • 8 Days On Market

  Current Estimated Value $756,776

  Last Listing Agent Ila Coretti @properties Christie's International Real Estate

  2480 Saint Johns Ave, Highland Park, IL 60035
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  /65

  Est $1,273,025 Not Listed For Sale

  41 Sheridan Rd, Highland Park, IL 60035

  • 3 Beds
  • 2.5 Baths
  • 2,705 Sq Ft
  • Built 1929

  41 Sheridan Rd, Highland Park, IL 60035

  Last Sold Summary

  • 12% Above List Price
  • $421/SF
  • 6 Days On Market

  • Last Sold Price $1,140,000
  • Mar 01, 2024

  Last Listing Agent Cha McDaniel @ Properties
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  /26

  $720,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 2,017 Sq Ft

  626 Homewood Ave Unit 405, Highland Park, IL 60035

  Is this what you ordered? A top-floor residence with tree-top views and a private stone balcony, facing south? In a beautifully designed in-town luxury building with built-in cost efficiencies? If so, here it is: A newly refreshed residence at 2000 Green Bay Road Condominiums in the heart of Highland Park. Unit 405 is an elegant top-floor residence with a soaring cathedral ceiling and wall of

  Linda Barbera-Stein Coldwell Banker Realty

  626 Homewood Ave Unit 405, 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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  /40

  $1,260,000 Sold Mar 27, 2026

  1878 Sunset Rd, Highland Park, IL 60035

  • 5 Beds
  • 3.5 Baths
  • 3,414 Sq Ft
  • Built 1927

  Last Sold Summary

  • 7% Above List Price
  • $369/SF
  • 5 Days On Market

  Current Estimated Value $1,150,556

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

  1878 Sunset Rd, Highland Park, IL 60035
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  /65

  Est $2,625,957 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

  • 28% Below List Price
  • $525/SF
  • 2 Days On Market

  • Last Sold Price $3,650,000
  • Jun 14, 2024

  Last Listing Agent Ila Coretti @ Properties
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  /38

  $1,275,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 2,907 Sq Ft

  1303 Glencoe Ave, Highland Park, IL 60035

  This stunning 2004 brick home combines classic curb appeal with a thoughtfully designed layout perfect for modern living. The first floor offers an exceptional flow, featuring a private office along with separate living and family rooms, a formal dining room, and a spacious kitchen with a bright breakfast area-ideal for both everyday comfort and effortless entertaining. Upstairs, the expansive

  Ted Pickus @properties Christie's International Real Estate

  1303 Glencoe Ave, Highland Park, IL 60035
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  $1,850 - $1,995

  Total Monthly Price

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

  725 Saint Johns Ave, 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, Highland Park, IL 60035
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  /2

  $1,460,000 Sold Sep 08, 2025

  3507 Bradley Ct, Highland Park, IL 60035

  • 5 Beds
  • 5.5 Baths
  • 7,113 Sq Ft
  • Built 2000

  Last Sold Summary

  • 3% Below List Price
  • $205/SF
  • 20 Days On Market

  Current Estimated Value $1,557,851

  Last Listing Agent Suzie Hempstead Berkshire Hathaway HomeServices Chicago

  3507 Bradley Ct, Highland Park, IL 60035
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  /34

  Est $767,307 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

  • 9% Above List Price
  • $307/SF
  • 110 Days On Market

  • Last Sold Price $705,000
  • Mar 05, 2025

  Last Listing Agent Winfield Cohen Keller Williams Success Realty
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  /76

  $1,050,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,268 Sq Ft

  881 Harvard Ct, Highland Park, IL 60035

  Located in the highly sought-after Sunset Park neighborhood, this beautifully renovated and expanded 4-bedroom, 3.1-bath home features exceptional craftsmanship, high-end finishes, and thoughtful design throughout. Rich hardwood flooring adds warmth and character. The inviting living room with a wood-burning fireplace and custom built-in display alcoves creates a welcoming space to relax and

  Judy Weiss @properties Christie's International Real Estate

  881 Harvard Ct, 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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  /36

  $650,000 Sold Dec 05, 2025

  1773 Winthrop Rd, Highland Park, IL 60035

  • 4 Beds
  • 2.5 Baths
  • 2,634 Sq Ft
  • Built 1961

  Last Sold Summary

  • $247/SF
  • 3 Days On Market

  Current Estimated Value $653,236

  Last Listing Agent Grace Flatt @properties Christie's International Real Estate

  1773 Winthrop Rd, Highland Park, IL 60035
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  /53

  Est $983,086 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

  • 9% Above List Price
  • $360/SF
  • 8 Days On Market

  • Last Sold Price $900,000
  • Oct 31, 2023

  Last Listing Agent Sally O'Donnell @ Properties
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  /39

  $1,199,900 Pending

  • 3 Beds
  • 3.5 Baths
  • 3,350 Sq Ft

  1066 Livingston (Lot 2) Ave, Highland Park, IL 60035

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

  John Barry Mc Naughton Realty Group

  1066 Livingston (Lot 2) Ave, Highland Park, IL 60035
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  $1,850 - $1,995

  Total Monthly Price

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

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

  $430,000 Sold Jun 25, 2025

  204 Leonard Wood S Unit 204, Highland Park, IL 60035

  • 1 Bed
  • 1 Bath
  • 1,574 Sq Ft
  • Built 1885

  Last Sold Summary

  • 4% Below List Price
  • $273/SF
  • 2 Days On Market

  Current Estimated Value $472,474

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

  204 Leonard Wood S Unit 204, Highland Park, IL 60035
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  /30

  Est $1,414,825 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

  • 13% Above List Price
  • $287/SF
  • 6 Days On Market

  • Last Sold Price $1,250,000
  • Sep 22, 2023

  Last Listing Agent Deb Baker Compass
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  /39

  $1,179,900

  • 4 Beds
  • 3.5 Baths
  • 2,900 Sq Ft

  1062 Livingston (Lot 4) Ave, Highland Park, IL 60035

  THIS BEAUTIFUL HOME IS JUST STEPS AWAY FROM A TRANQUIL OASIS W/ NATURE AND WALKING PATHS FOR MILES. 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 STARTING PRICE. THE HOME FEATURES A LUXURY

  John Barry Mc Naughton Realty Group

  1062 Livingston (Lot 4) Ave, Highland Park, IL 60035
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  /12

  $2,495 Per Month

  • 1 Bed
  • 1 Bath
  • 873 Sq Ft
  • Apartment for Rent

  555 Roger Williams Ave Unit 307, 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 307, Highland Park, IL 60035
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  /38

  $1,425,000 Sold Jun 30, 2025

  1181 Hilary Ln, Highland Park, IL 60035

  • 4 Beds
  • 3.5 Baths
  • 3,271 Sq Ft
  • Built 1996

  Last Sold Summary

  • 10% Above List Price
  • $436/SF
  • 1 Day On Market

  Current Estimated Value $1,407,819

  Last Listing Agent Patricia Denenberg @properties Christie's International Real Estate

  1181 Hilary Ln, Highland Park, IL 60035
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  Est $949,151 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

  • 5% Above List Price
  • $382/SF
  • 1 Day On Market

  • Last Sold Price $903,000
  • Mar 03, 2025

  Last Listing Agent Suzanne Rothenberg Baird Warner
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  /20

  $1,150,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,300 Sq Ft

  2020 Churchill Ln, Highland Park, IL 60035

  Situated on a nearly acre parcel in a sought-after North Shore enclave, this custom ranch offers approximately 3,300 square feet of thoughtfully designed single-level living. Seamless indoor-outdoor flow defines the home, with a spacious great room and fireplace opening to a screened porch, expansive yard, and in-ground pool-ready to be restored to its full potential. The main level features four

  Crawford Group @properties Christie's International Real Estate

  2020 Churchill Ln, Highland Park, IL 60035
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  $1,850 - $1,995

  Total Monthly Price

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

  725 Saint Johns Ave, 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, Highland Park, IL 60035
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  /24

  $360,000 Sold Mar 19, 2026

  1202 Taylor Ave, Highland Park, IL 60035

  • 3 Beds
  • 2 Baths
  • 2,023 Sq Ft
  • Built 1962

  Last Sold Summary

  • 3% Above List Price
  • $178/SF
  • 4 Days On Market

  Current Estimated Value $346,545

  Last Listing Agent Paula Avenaim Baird & Warner

  1202 Taylor Ave, Highland Park, IL 60035
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  Est $1,809,282 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

  • 3% Above List Price
  • $371/SF
  • 241 Days On Market

  • Last Sold Price $1,750,000
  • Jan 03, 2025

  Last Listing Agent Margie Brooks Baird Warner

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