Lake, IL Homes

• 

  

  

  /37

  $287,500 Pending

  • 2 Beds
  • 2 Baths
  • 1,167 Sq Ft

  538 Green Bay Rd, Highwood, IL 60040

  Welcome to your perfect retreat! This cozy 2-bedroom, 2-bathroom bungalow is a hidden gem that combines comfort and convenience in one perfect package. This home offers easy access to the city-whether you're commuting for work or a weekend adventure, you'll love the quick and seamless commute. Dining, shopping, and entertainment options are just around the corner. Whether you're a first-time

  

  Rafay Qamar

  Real Broker LLC

  (224) 496-3346

  538 Green Bay Rd, Highwood, IL 60040
• 

  

  

  /50

  $1,735 - $3,050 per month

  Arrive North Shore

  1 - 3 Beds

  634 Sheridan Rd, Highwood, IL 60040

  Nestled between affluent Lake Forest and Highland Park, Arrive North Shore® is located in vibrant downtown Highwood and offers a unique opportunity to live on Chicago's scenic North Shore, just minutes away from Downtown Highwood shops and restaurants and Fort Sheridan Metra Stations. Our newly restyled apartment homes are equipped with deluxe kitchens, generous living spaces, and private patios.

  634 Sheridan Rd, Highwood, IL 60040
• 

  

  

  /19

  $349,900 Sold Jul 30, 2025

  • 1,818 Sq Ft
  • $192/SF
  • 38 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1979

  334 Ashland Ave Unit 103, Highwood, IL 60040

  Move-in ready townhome in desirable Highwood! This charming 2-bedroom, 2.5-bath home features a cozy living room with a fireplace, fresh paint, luxury vinyl flooring, and new carpet throughout. The kitchen boasts quartz countertops, stainless steel appliances, ample cabinet space, and a unique exposed brick wall that extends into the dining area. Upstairs, you'll find two inviting bedrooms, and

  Ivan Santos O'Neil Property Group, LLC

  334 Ashland Ave Unit 103, Highwood, IL 60040
• 

  

  

  /33

  Est $625,562 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 4,002 Sq Ft

  338 Burchell Ave, Highwood, IL 60040

  338 Burchell Ave, Highwood, IL 60040
• 

  

  

  /37

  $287,500 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,350 Sq Ft

  540 Green Bay Rd, Highwood, IL 60040

  Welcome to your perfect retreat! This cozy 3-bedroom, 1.5-bathroom bungalow is a hidden gem that combines comfort and convenience in one perfect package. This home offers easy access to the city-whether you're commuting for work or a weekend adventure, you'll love the quick and seamless commute. Dining, shopping, and entertainment options are just around the corner. Whether you're a first-time

  

  Rafay Qamar

  Real Broker LLC

  (224) 328-2325

  540 Green Bay Rd, Highwood, IL 60040
• 

  

  /36

  $3,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • Townhouse for Rent

  334 Euclid Ave, Highwood, IL 60040

  Beautiful 3 Bedroom, 2.5 Bath Duplex With Finished Basement & 2-Car Garage Nestled On A Quiet Dead-End Street. Sun-Drenched & Spacious Living & Dining Rooms Create The Perfect Setting For Relaxation And Entertaining. Generously Sized Kitchen With Cozy Eating Area. All Bedrooms Are Large With Abundant Closet Space, Including An Extra Closet For Added Storage. The Finished Basement Features A

  Sandra Locascio RE/MAX Suburban

  334 Euclid Ave, Highwood, IL 60040
• 

  

  /17

  $335,000 Sold Jul 16, 2025

  • 864 Sq Ft
  • $388/SF
  • 25 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1920

  3 Burtis Ave, Highwood, IL 60040

  Cute as a button, move-in ready and near downtown Highwood - this home will not disappoint. Enjoy the enclosed front porch or the large deck out back overlooking the private yard. Inside you'll find a beautiful updated kitchen with white cabinets, granite countertops, and stainless steel appliances. There is a large living room that opens to the dining room, lots of natural light and beautiful

  Erin Kahn @properties Christie's International Real Estate

  3 Burtis Ave, Highwood, IL 60040
• 

  

  /19

  Est $560,243 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,544 Sq Ft

  140 Michigan Ave, Highwood, IL 60040

  140 Michigan Ave, Highwood, IL 60040
• 

  

  /20

  $750,000 Open Sun 12PM - 2PM

  • 2 Beds
  • 2.5 Baths
  • 2,552 Sq Ft

  738 Lyster Rd Unit 1, Highwood, IL 60040

  Welcome to Fort Sheridan! Bright and beautifully maintained, this southern-exposure end unit townhome offers over 2,550 sq. ft. of thoughtfully designed living space. Gorgeous hardwood floors flow throughout much of the home, creating a warm and cohesive feel. The spacious living room welcomes you with soaring vaulted ceilings, arched windows and a gas fireplace. The main floor features an

  Susan Brown Burklin @properties Christie's International Real Estate

  738 Lyster Rd Unit 1, Highwood, IL 60040
• 

  

  /30

  $2,060 - $2,875 per month

  HIGHPOINT Highwood Station 546

  Studio - 2 Beds

  546 Green Bay Rd, Highwood, IL 60040

  The quest for the perfect home stops at Highwood Station 546. Brimming with attractive amenities, cozy interiors, and dazzling leisure areas, our apartments in Highwood, IL, will make you feel like you belong.

  546 Green Bay Rd, Highwood, IL 60040
• 

  

  /23

  $1,307,500 Sold Jul 10, 2025

  • 2,900 Sq Ft
  • $451/SF
  • 640 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2024

  2528 Hidden Oak (Lot 6) Cir, Highland Park, IL 60035

  MCNAUGHTON DEVELOPMENT BRINGS THEIR LUXURY FINISHES TO HIGHLAND PARK IN THIS 10 LOT SUBDIVISION HIDDEN OAK. THIS ASTORIA 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

  John Barry Mc Naughton Realty Group

  2528 Hidden Oak (Lot 6) Cir, Highland Park, IL 60035
• 

  

  /26

  Est $425,510 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,244 Sq Ft

  102 High St, Highwood, IL 60040

  102 High St, Highwood, IL 60040
• 

  

  /30

  $1,025,000

  • 3 Beds
  • 4 Baths
  • 3,600 Sq Ft

  281 Michigan Ave, Highwood, IL 60040

  Elegant Custom Home with Breathtaking Golf Course Views A rare opportunity to own this stunning, custom-built Lanon stone and stucco home on the market for the first time since it was built. Perfectly positioned on a quiet cul-de-sac in Highwood, it offers panoramic views of Exmoor Country Club and direct access to scenic preserve walking trails. With over 3,600 sq ft plus a full basement, this

  Mada Hitchmough Compass

  281 Michigan Ave, Highwood, IL 60040
• 

  

  /15

  $2,700 per month

  • 2 Beds
  • 2 Baths
  • 976 Sq Ft
  • Apartment for Rent

  546 Green Bay Rd Unit 409, Highwood, IL 60040

  Luxury Living in the Heart of Highwood! This stunning 2-bedroom, 2-bathroom apartment offers modern elegance with a private terrace and generous closet space. Nestled in Highwood's vibrant historic downtown, you're just steps from premier shopping, fine dining, and the Metra station for effortless commuting. The building features a selection of 1, 2, and 3-bedroom residences, each thoughtfully

  Ben Lalez Compass

  546 Green Bay Rd Unit 409, Highwood, IL 60040
• 

  

  /17

  $335,000 Sold Jul 01, 2025

  • 1,005 Sq Ft
  • $333/SF
  • 6 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1920

  306 Ashland Ave, Highwood, IL 60040

  ***OFFERS DUE BY MONDAY 10:00 AM *** Enjoy the good life in this lovely WELL-MAINTAINED cottage near downtown Highwood. Spacious room sizes. Adorable original "NOOKS & CRANNIES" with charm and tons of curb appeal. Kitchen is open to dining room, which flows into the living room. Over-sized 2.5 CAR GARAGE. Just enough space! Unfinished full basement offers laundry and good STORAGE. Current owner

  Carolyn Cerf @properties Christie's International Real Estate

  306 Ashland Ave, Highwood, IL 60040
• 

  

  /19

  Est $539,233 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,443 Sq Ft

  125 Maple Ave, Highwood, IL 60040

  125 Maple Ave, Highwood, IL 60040
• 

  

  /37

  $825,000

  • 3 Beds
  • 2.5 Baths
  • 3,173 Sq Ft

  762 Deroo Loop Unit 5, Highwood, IL 60040

  Impressive 3 bedroom, 2 1/2 bath 2-story townhome with full-finished basement! Inviting covered front porch greets you. Originally a clothing warehouse for Fort Sheridan, converted in 2001 to a two-story town home. Features include hardwood floors on main level, original late 1890's beams, trusses and exposed brick offer authentic charm. Open island Kitchen with 42' cherry cabinets, granite and

  Michael Mitchell @properties Christie's International Real Estate

  762 Deroo Loop Unit 5, Highwood, IL 60040
• 

  

  /15

  $2,900 per month

  • 2 Beds
  • 2 Baths
  • 1,042 Sq Ft
  • Apartment for Rent

  440 Green Bay Rd Unit 308, Highwood, IL 60040

  This two- bedroom apartment boasts high ceilings, a balcony, and spacious closets. It is situated in the vibrant heart of Highwood's historic downtown entertainment center, with easy access to shopping, fine dining, and a Metra station just steps away. The building offers a variety of one, two, and three-bedroom options, all featuring luxurious kitchens and bathrooms, balconies, central heating,

  Ben Lalez Compass

  440 Green Bay Rd Unit 308, Highwood, IL 60040
• 

  

  /38

  $885,000 Sold Jun 30, 2025

  • 3,500 Sq Ft
  • $253/SF
  • 11 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2005

  27 Rienzi Ln, Highwood, IL 60040

  This spacious 3,500 sq ft end-unit townhome in Ft. Sheridan boasts amazing natural light. Many recent improvements will impress you throughout the home. Starting with the new gorgeous kitchen and bathrooms. Hardwood floors throughout the first floor + an optional 1st floor primary bedroom suite! Amazing deep closest for incredible storage space throughout the home. High ceiling, crown

  Alison Wertheimer @properties Christie's International Real Estate

  27 Rienzi Ln, Highwood, IL 60040
• 

  

  /15

  Est $405,124 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,224 Sq Ft

  144 Morgan Place, Highwood, IL 60040

  144 Morgan Place, Highwood, IL 60040
• 

  

  /3

  $175,000

  • Land
  • 0.00 Acre

  1 Burtis Ave, Highland Park, IL 60035

  Builder's Dream Opportunity! Seize this prime Highland Park lot - a 7,900 sq. ft. blank canvas ready for a stunning 3,085 sq. ft. home! Perfectly located near Highland Park and Highwood's vibrant festivals, top-rated restaurants, and thriving businesses, this property offers the best location. With utilities already in place from a previous home, you can hit the ground running on your next

  Melissa Newman @properties Christie's International Real Estate

  1 Burtis Ave, Highland Park, IL 60035
• 

  

  /15

  $2,738 per month

  • 2 Beds
  • 2 Baths
  • 1,149 Sq Ft
  • Apartment for Rent

  246 Green Bay Rd Unit 211, Highwood, IL 60040

  Luxurious apartments feature high-end kitchens with 42-inch cabinets, stone countertops, breakfast bars, over-the-stove microwaves, and dishwashers. They also offer nine-foot ceilings, outdoor spaces, spacious closets, and in-unit washer and dryers. This modern rental community is situated in the heart of Highwood's historic downtown entertainment center, providing easy access to shopping, fine

  Ben Lalez Compass

  246 Green Bay Rd Unit 211, Highwood, IL 60040
• 

  /2

  $565,000 Sold Jun 27, 2025

  • 1,922 Sq Ft
  • $294/SF
  • 39 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  317 Highwood Ave, Highwood, IL 60040

  Experience the Extraordinary! This stunning, fully renovated home offers everything you've dreamed of and more-without exaggeration! Every detail has been thoughtfully crafted to perfection. The first floor boasts custom hardwood flooring, a formal entry with custom wood doors, and an open floor plan with expansive triple-pane windows, flooding the space with natural light. The modern living room

  Anna Klarck AK Homes

  317 Highwood Ave, Highwood, IL 60040
• 

  

  /18

  Est $437,057 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,202 Sq Ft

  116 High St, Highwood, IL 60040

  116 High St, Highwood, IL 60040
• 

  

  /26

  $725,000

  • 6 Beds
  • 3 Baths

  522 N Central Ave, Highwood, IL 60040

  Brand new rehabbed 2 flat -both beautiful 3 bed 1 bath units with well designed open floor plans. All new designer finishes, tremendous natural light, abundant storage, washer/dryers, wonderful yard and 2 car detached garage. Basement offers dedicated large storage and utility area for each unit! Super walk to town location! This is not to be missed!

  Linda Levin Jameson Sotheby's Intl Realty

  522 N Central Ave, Highwood, IL 60040
• 

  

  /15

  $2,975 per month

  • 2 Beds
  • 2 Baths
  • 1,204 Sq Ft
  • Apartment for Rent

  246 Green Bay Rd Unit 306, Highwood, IL 60040

  Luxurious apartments feature high-end kitchens with 42-inch cabinets, stone countertops, breakfast bars, over-the-stove microwaves, and dishwashers. They also offer nine-foot ceilings, outdoor spaces, spacious closets, and in-unit washer and dryers. This modern rental community is situated in the heart of Highwood's historic downtown entertainment center, providing easy access to shopping, fine

  Ben Lalez Compass

  246 Green Bay Rd Unit 306, Highwood, IL 60040
• 

  

  /26

  $370,000 Sold Jun 26, 2025

  • 1,093 Sq Ft
  • $339/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  218 S Central Ave, Highwood, IL 60040

  This all brick home is attractively located in a desirable and rarely available neighborhood only a short walk from the restaurants and shopping of downtown Highwood, green space, and the Metra station. Enter through the front door into the living area with a large picture window. Vinyl windows in the kitchen and bedrooms. Views of the large backyard from the kitchen. Partially finished basement

  Thomas Hood Riverside Management

  218 S Central Ave, Highwood, IL 60040
• 

  

  /25

  Est $395,589 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,753 Sq Ft

  129 Pleasant Ave, Highwood, IL 60040

  129 Pleasant Ave, Highwood, IL 60040
• 

  /2

  $150,000

  • Land

  0 Wrendale Ave Unit MRD12160027, Highwood, IL 60040

  BUILD YOUR DREAM HOME ON THIS GREAT LOT IN SOUTHEAST HIGHWOOD! LOT HAS A WATER LINE INSTALLED AND AN EASEMENT FOR OTHER UTILITIES. GREAT LOCATION, WALK TO EVERYTHING IN BOOMING HIGHWOOD! ZONED R2 (residential). BUILD UP TO A 2,864 SQUARE FOOT SINGLE FAMILY HOME ON THIS LOT.

  Cory Albiani @properties Christie's International Real Estate

  0 Wrendale Ave Unit MRD12160027, Highwood, IL 60040
• 

  

  /14

  $2,550 per month

  • 2 Beds
  • 1 Bath
  • Apartment for Rent

  423 Funston Ave Unit 1R, Highwood, IL 60040

  Lovely 2 bedroom PLUS den apartment close to all the action in vibrant Highwood. This inviting home features a modern kitchen with granite countertops, classic white Shaker-style cabinets, and gas cooking. Both bedrooms are spacious and versatile. The spacious and spa like bathroom features an extra large vanity and steam shower. The home also features central heat and air conditioning, dedicated

  Axel Cohen Compass

  423 Funston Ave Unit 1R, Highwood, IL 60040
• 

  

  /29

  $350,000 Sold Jun 12, 2025

  • 1,638 Sq Ft
  • $214/SF
  • 16 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1950

  238 Jeffreys Place, Highwood, IL 60040

  Welcome Home to 238 Jeffreys Place! This home features 4 Bedrooms/3 Bathrooms, and approximately 1,638 square feet! SOLD AS-IS. This property is eligible under the Freddie Mac First Look Initiative though 5/15/25. Seller will not complete any repairs to the subject property, either lender or buyer requested. The property is sold in AS IS condition Taxes prorated at 100 precent. EM MUST BE

  Frank Rusin Four Seasons Realty, Inc.

  238 Jeffreys Place, Highwood, IL 60040
• 

  

  /19

  Est $385,574 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,321 Sq Ft

  217 Prairie Ave, Highwood, IL 60040

  217 Prairie Ave, Highwood, IL 60040
• 

  

  /28

  $599,900 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,800 Sq Ft

  525 Lockard Ln, Highwood, IL 60040

  Custom units starting at 599k for 1,800sq ft. Ask about new updated plans. Images are Architectural renderings and virtual images of how the property might look.

  Jorge Zea Jorge Zea Managing Broker

  525 Lockard Ln, Highwood, IL 60040
• 

  

  /13

  $2,100 per month

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

  546 Green Bay Rd Unit 404, Highwood, IL 60040

  Luxury Living in the Heart of Highwood! This stunning 1-bedroom, 1-bathroom apartment offers modern elegance with a private terrace and generous closet space. Nestled in Highwood's vibrant historic downtown, you're just steps from premier shopping, fine dining, and the Metra station for effortless commuting. The building features a selection of 1, 2, and 3-bedroom residences, each thoughtfully

  Ben Lalez Compass

  546 Green Bay Rd Unit 404, Highwood, IL 60040
• 

  

  /20

  $410,000 Sold Jun 09, 2025

  • 987 Sq Ft
  • $415/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  134 Pleasant Ave, Highwood, IL 60040

  Brick ranch home in vibrant Highwood! This 3-bedroom, 2-bath home offers a bright living/dining room combo with a large picture window and hardwood floors. The updated kitchen features granite countertops, gas range, and tile backsplash. The partially finished basement has a fireplace and a bonus room currently used as an additional 4th bedroom. Outside, enjoy a spacious fenced backyard with

  Benjamin Lissner Baird & Warner

  134 Pleasant Ave, Highwood, IL 60040
• 

  

  /7

  Est $697,451 Not Listed For Sale

  • 7 Beds
  • 5 Baths
  • 3,113 Sq Ft

  250 Sard Place, Highwood, IL 60040

  250 Sard Place, Highwood, IL 60040
• 

  /2

  $615,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 2,250 Sq Ft

  818 Green Bay Rd, Highwood, IL 60040

  Unfinished Dream Home - High-End Features, Ready for Your Final Touches. This partially completed home offers a rare opportunity for the right buyer to step in and finish a project that already has a strong, high-quality foundation. Located on a spacious lot, the property showcases a unique blend of modern upgrades and untapped potential, ideal for someone with vision and a passion for

  Anastasiia Otiakovska Baird and Warner North Center

  818 Green Bay Rd, Highwood, IL 60040
• 

  

  /15

  $2,875 per month

  • 2 Beds
  • 2 Baths
  • 1,050 Sq Ft
  • Apartment for Rent

  546 Green Bay Rd Unit 401, Highwood, IL 60040

  Luxury Living in the Heart of Highwood! This stunning 2-bedroom, 2-bathroom apartment offers modern elegance with a private terrace and generous closet space. Nestled in Highwood's vibrant historic downtown, you're just steps from premier shopping, fine dining, and the Metra station for effortless commuting. The building features a selection of 1, 2, and 3-bedroom residences, each thoughtfully

  Ben Lalez Compass

  546 Green Bay Rd Unit 401, Highwood, IL 60040
• 

  

  /27

  $430,000 Sold Jun 03, 2025

  • 2,201 Sq Ft
  • $195/SF
  • 28 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1930

  44 Prairie Ave, Highwood, IL 60040

  This older home is full of character and ready for your personal touch! Featuring great bones and spacious rooms, this property offers a fantastic rental opportunity or can be used as a single-family home. Located in the heart of Highwood, just moments from Lake Michigan and the best of the North Shore, you'll enjoy easy access to dining, shopping, Metra, and top-rated schools. While some updates

  Jason Giambarberee @properties Christie's International Real Estate

  44 Prairie Ave, Highwood, IL 60040
• 

  /2

  Est $499,082 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,260 Sq Ft

  52 S Central Ave, Highwood, IL 60040

  52 S Central Ave, Highwood, IL 60040

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