Highland Park, IL Homes

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  /40

  $1,299,900

  • 4 Beds
  • 3.5 Baths
  • 4,200 Sq Ft

  1064 Livingston (Lot 3) 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

  1064 Livingston (Lot 3) Ave, Highland Park, IL 60035
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  /25

  $3,025 - $3,500 per month

  Ravinia Crossing

  2 Beds

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

  Welcome to Ravinia Crossing, Highland Park's newest boutique rental building in the heart of the Ravinia Business district. This intimate four story, 30-unit building consists of a variety of one and two-bedroom unit floor plans with luxury high-end finishes. Open Great room with walls of windows-the north facing units have balconies and overlook the ravines, the south and east facing units have

  515-555 Roger Williams Ave, Highland Park, IL 60035
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  /25

  $425,000 Sold Sep 09, 2025

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

  • 2 Beds
  • 1 Bath
  • Built 1926

  642 Gray Ave, Highland Park, IL 60035

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

  Ila Coretti @properties Christie's International Real Estate

  642 Gray Ave, Highland Park, IL 60035
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  /65

  Est $3,012,610 Not Listed For Sale

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

  33 Sheridan Rd, Highland Park, IL 60035

  33 Sheridan Rd, Highland Park, IL 60035
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  /28

  $449,900

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft

  1039 Deerfield Place Unit 1039, Highland Park, IL 60035

  Beautiful, recently renovated 3 bedroom and 2 full bathroom condo offering 1850 square feet of living space on one level, located in desirable Deerfield Place in Highland Park. Stunning kitchen with solid wood cabinetry blended with quartz countertops and stainless steel appliances. Huge living room with 15 foot cathedral like ceilings with sliding doors to your very large rear terrace

  Sohail Salahuddin eXp Realty

  1039 Deerfield Place Unit 1039, Highland Park, IL 60035
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  /3

  $7,500 per month

  • 4 Beds
  • 3 Baths
  • 3,330 Sq Ft
  • House for Rent

  2175 Kipling Ln, Highland Park, IL 60035

  This 4-Bedroom, 3-Bathroom Home is located on just under an acre in the highly desirable High Ridge Subdivision. You'll find large bedrooms, ample closet space, an enormous yard, a 2-car attached garage, an eat-in kitchen with table space, and an inviting family room with a fireplace. The lower level is finished with hardwood flooring. Home is close to everything and conveniently nestled between

  Kim Kelley Baird & Warner

  2175 Kipling Ln, Highland Park, IL 60035
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  /28

  $400,000 Sold Sep 08, 2025

  • 1,600 Sq Ft
  • $250/SF
  • 14 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1952

  1223 Cavell Ave, Highland Park, IL 60035

  Bright, Sunny Mid Century Split Level Home in Sherwood Forest on a Beautiful, Quiet, Tree Lined Street! Features include Hardwood Floors, Vaulted Ceilings, and a Family Room Addition. Great, Updated, Eat-in Kitchen. Lush Landscaped Lot with Close Proximity and Easy Access to Rt 41, Parks and Shopping. Award-winning School District with Choice of Highland Park High School or Deerfield High School!

  Janet Borden Compass

  1223 Cavell Ave, Highland Park, IL 60035
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  /24

  Est $1,704,573 Not Listed For Sale

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

  218 Ivy Ln, Highland Park, IL 60035

  218 Ivy Ln, Highland Park, IL 60035
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  /26

  $1,125,000

  • 2 Beds
  • 2.5 Baths
  • 3,305 Sq Ft

  1670 Jasmine Ct, Highland Park, IL 60035

  Enjoy maintenance-free living in this expansive 3,300 square-foot ranch nestled among serene woods and a picturesque pond. Stunning views greet you from every window. The home features a luxurious primary suite with two oversized walk-in closets, two separate toilet rooms, and a glamorous en-suite bath complete with dual vanities, and walk-in shower. The inviting great room boasts a cozy

  Pete Mangione Coldwell Banker Realty

  1670 Jasmine Ct, Highland Park, IL 60035
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  /17

  $3,000 per month

  • 2 Beds
  • 1.5 Baths
  • 1,300 Sq Ft
  • Townhouse for Rent

  1990 Sheridan Rd, Highland Park, IL 60035

  Property Id: 14718272 Bedroom 1.5 Bath spacious townhome2 Car garage Hardwood floors2 story unitFull Living room with recessed lightingStainless Steel AppliancesLots of Counter Space and Kitchen Cabinets Washer and Dryer in the unitVery quiet buildingWill be freshly paintedNear Downtown Highland Park and Lake Michigan

  1990 Sheridan Rd, Highland Park, IL 60035
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  /41

  $1,460,000 Sold Sep 08, 2025

  • 7,113 Sq Ft
  • $205/SF
  • 20 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2000

  3507 Bradley Ct, Highland Park, IL 60035

  Where generations come together - and memories are made. Discover the perfect blend of space, comfort and connection in this stunning multi-generational home in Fort Sheridan of Highland Park Illinois. 3507 Bradley Court sits high overlooking the bluff with seasonal views of Lake Michigan and Openlands Lakeshore Preserve. Enjoy coveted privacy on 1/2 acre with easy trail access to Lake Michigan.

  Suzie Hempstead Berkshire Hathaway HomeServices Chicago

  3507 Bradley Ct, Highland Park, IL 60035
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  /53

  Est $1,446,089 Not Listed For Sale

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

  59 Sheridan Rd, Highland Park, IL 60035

  59 Sheridan Rd, Highland Park, IL 60035
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  /36

  $995,000

  • 4 Beds
  • 2.5 Baths
  • 3,684 Sq Ft

  2471 Augusta Way, Highland Park, IL 60035

  New and improved price! Welcome to Legacy Club - Highland Park's premier maintenance-free community. Built in 2001, this impeccably maintained brick home delivers 3,684 sq. ft. of thoughtfully designed living space. There is a bright, open-concept family room with fireplace, perfect for entertaining (or not) looking over the serene deck with meadow and wooded views. Main-floor primary bedroom

  Michael Hope Coldwell Banker Realty

  2471 Augusta Way, Highland Park, IL 60035
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  /17

  $4,000 per month

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

  1329 Ridgewood Dr, Highland Park, IL 60035

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

  Karen Skurie Baird & Warner

  1329 Ridgewood Dr, Highland Park, IL 60035
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  /24

  $1,399,999 Sold Sep 08, 2025

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

  • 3 Beds
  • 2.5 Baths
  • Built 2021

  1560 Oakwood Ave Unit 205, Highland Park, IL 60035

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

  Maxine Goldberg Engel & Voelkers Chicago North Shore

  1560 Oakwood Ave Unit 205, Highland Park, IL 60035
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  /53

  Est $1,046,993 Not Listed For Sale

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

  227 Ivy Ln, Highland Park, IL 60035

  227 Ivy Ln, Highland Park, IL 60035
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  /33

  $999,000

  • 5 Beds
  • 3 Baths
  • 2,845 Sq Ft

  378 Oakland Dr, Highland Park, IL 60035

  Unique one of a kind Log Cabin home on .63 of wooded acre with ravine. 5 bedrooms, 3 full baths, basement and 3 car heated garage. Beamed vaulted ceiling family room with fireplace, fireplace in primary suite as well. 2 bedrooms have separate wing with Jack and Jill bath. Property hosts potting shed, tree house, screened in music room to listen to Ravinia Festival and dog run. Located 1 Block

  Ted Pickus @properties Christie's International Real Estate

  378 Oakland Dr, Highland Park, IL 60035
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  /13

  $1,895 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  485 Roger Williams Ave Unit 725-21, 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.

  485 Roger Williams Ave Unit 725-21, Highland Park, IL 60035
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  /25

  $899,000 Sold Sep 05, 2025

  • 3,000 Sq Ft
  • $300/SF
  • 8 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1984

  1960 Old Briar Rd, Highland Park, IL 60035

  Architectural Gem in Highland Park - A Private Waterfront Retreat! Step into a truly one-of-a-kind residence where architectural brilliance meets everyday comfort. This architecturally significant Highland Park home is a masterpiece of design, nestled on over half an acre of lush, landscaped grounds with tranquil water views from nearly every angle. Meticulously updated and lovingly maintained,

  Ali Lerner @properties Christie's International Real Estate

  1960 Old Briar Rd, Highland Park, IL 60035
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  /30

  Est $1,455,896 Not Listed For Sale

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

  149 Oak Knoll Terrace, Highland Park, IL 60035

  149 Oak Knoll Terrace, Highland Park, IL 60035
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  /21

  $1,199,900 New Construction

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

  1066 Livingston St, Highland Park, IL 60035

  Stunning Ranch backing to The Preserves of Highland Park! This two plus one bedroom home has luxury finishes from top to bottom. Upon entry off the foyer you will find the guest suite complete with private bath adorned in custom finishes. Follow the sightline through to the heart of this home, a truly open floorplan allowing for cooking, gathering and entertaining all seamlessly. Designer

  Juliet Towne Coldwell Banker Realty

  1066 Livingston St, Highland Park, IL 60035
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  /55

  $13,000 per month

  • 6 Beds
  • 8 Baths
  • 11,524 Sq Ft
  • House for Rent

  2305 Tennyson Ln, Highland Park, IL 60035

  Truly an exceptional rental opportunity! This expansive and fully updated home offers over-the-top space, luxury amenities, and a prime neighborhood location close to everything Highland Park has to offer. Step into a soaring foyer with skylights allowing for natural light to pour through. The heart of the home is a brand new, never-before-used kitchen featuring quartz countertops, Thermador

  Kim Kelley Baird & Warner

  2305 Tennyson Ln, Highland Park, IL 60035
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  /18

  $900,000 Sold Sep 04, 2025

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

  • 3 Beds
  • 3.5 Baths
  • Built 2010

  792 Laurel Ave, Highland Park, IL 60035

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

  Carol Gooze @properties Christie's International Real Estate

  792 Laurel Ave, Highland Park, IL 60035
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  /32

  Est $1,405,651 Not Listed For Sale

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

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

  294 N Deere Park Dr W, Highland Park, IL 60035
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  /34

  $1,199,900 New Construction

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

  1062 Livingston St, Highland Park, IL 60035

  Newly Constructed Hidden Oak of Highland Park Gem! This fabulous new neighborhood is tucked away in a private and serene location in Northern Highland Park. Luxury awaits as you enter the the front door into the light and bright foyer. This fabulous floorplan offers both flexibility and functionality, beginning with a living space off the foyer that can be a formal living room or a first floor

  Juliet Towne Coldwell Banker Realty

  1062 Livingston St, Highland Park, IL 60035
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  /14

  $2,451 - $3,000 per month

  Renaissance Place in Highland Park

  1 - 2 Beds

  1849 Green Bay Rd, Highland Park, IL 60035

  ONE MONTH MOVE IN SPECIAL!Renaissance Place is a charming luxury property located in the heart of downtown Highland Park! It offers spacious one and two bedroom apartments along with a fitness center and resident lounge to enjoy. The property has excellent shopping and dining options and even a 5 Cinema Theatre. Everything is absolutely within walking distance. It is easy to catch the

  1849 Green Bay Rd, Highland Park, IL 60035
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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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  /30

  Est $1,688,880 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 5,444 Sq Ft

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

  340 N Deere Park Dr W, Highland Park, IL 60035
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  /36

  $1,099,900 New Construction

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

  1060 Livingston (Lot 5) Ave, Highland Park, IL 60035

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

  John Barry Mc Naughton Realty Group

  1060 Livingston (Lot 5) Ave, Highland Park, IL 60035
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  /25

  $2,300 per month

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Apartment for Rent

  1250 Park Ave W Unit 415, Highland Park, IL 60035

  Wonderful 1st-floor unit in the Brooke Estates community. Lovely interior views, quiet patio, and serene pool. 2 good sized bedrooms, 2 full bathrooms. Primary bedroom with en-suite bathroom and 2 walk-in closets. In-unit laundry, dining area, and HUGE closets. CLOSE TO EVERYTHING! Target, Starbucks, HP Hospital, Sunset Woods Park, The Preserve, Park Fitness/HP Rec Center, HP Senior Center,

  Carolyn Cerf @properties Christie's International Real Estate

  1250 Park Ave W Unit 415, Highland Park, IL 60035
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  /41

  $1,850,000 Sold Aug 29, 2025

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

  • 5 Beds
  • 5.5 Baths
  • Built 2016

  434 Marshman Ave, Highland Park, IL 60035

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

  Brandie Malay @properties Christie's International Real Estate

  434 Marshman Ave, Highland Park, IL 60035
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  /49

  Est $1,458,065 Not Listed For Sale

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

  333 Lakeside Place, Highland Park, IL 60035

  333 Lakeside Place, Highland Park, IL 60035
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  /48

  $1,200,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 3,685 Sq Ft

  1610 Linden Ave, Highland Park, IL 60035

  Stunning East Highland Park Gem! Just steps from Lake Michigan, the Metra station, and downtown Highland Park, this Country French-style home beautifully blends timeless elegance with everyday functionality. From the moment you arrive, it impresses with its stately brick facade, long private driveway, fresh exterior paint, and new 2025 Class 3 Impact Atlas architectural roof. Inside, rich

  Regina Mateja HomeSmart Connect LLC

  1610 Linden Ave, Highland Park, IL 60035
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  /14

  $5,275 - $5,450 per month

  Bloom Street Townhomes - 425 Bloom St

  3 Beds

  425 Bloom St, Highland Park, IL 60035

  Lease options currently range from 12 - 17 months. Prices and special offers are valid for new residents only. Pricing, lease options, and availability are subject to change at any time.

  425 Bloom St, 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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  /44

  Est $1,143,947 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,363 Sq Ft

  58 Sheridan Rd, Highland Park, IL 60035

  58 Sheridan Rd, Highland Park, IL 60035
• 

  

  /18

  $448,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,800 Sq Ft

  1534 Mcdaniels Ave Unit 4B, Highland Park, IL 60035

  Don't miss this rare opportunity to own a beautifully updated penthouse in desirable McDaniels Square. This light-filled, top-floor unit was fully renovated in 2010 and features stunning cherry hardwood floors throughout. The spacious, eat-in kitchen boasts granite countertops, stainless steel appliances, and abundant cabinet space-perfect for both cooking and entertaining. The open-concept

  Debbie Glickman @properties Christie's International Real Estate

  1534 Mcdaniels Ave Unit 4B, Highland Park, IL 60035
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  /12

  $3,410 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
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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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  /30

  Est $1,550,877 Not Listed For Sale

  • 4 Beds
  • 5.5 Baths
  • 3,913 Sq Ft

  60 Sheridan Rd, Highland Park, IL 60035

  60 Sheridan Rd, Highland Park, IL 60035

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