Homes in ZIP Code 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
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• 

  

  

  /20

  Est $497,975 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,530 Sq Ft

  102 S Central Ave, Highwood, IL 60040

  102 S Central Ave, 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
• 

  

  

  /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
• 

  

  /2

  Est $508,816 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
• 

  

  /15

  $2,650 per month

  • 2 Beds
  • 2 Baths
  • 1,074 Sq Ft
  • Apartment for Rent

  546 Green Bay Rd Unit 201, 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 201, 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
• 

  

  /17

  Est $565,768 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,117 Sq Ft

  63 Western Ave, Highwood, IL 60040

  63 Western Ave, Highwood, IL 60040
• 

  

  /9

  $2,395 per month

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Condo for Rent

  232 S Central Ave Unit 2, Highwood, IL 60040

  UNBELIEVABLE location in Highwood, across from Oak Terrace school. SECOND floor apt in 2-flat with private entry. Hardwood floors. Three bedrooms, living room, dining room & kitchen, one bath (tub/shower combo). Walk to everything in bustling Highwood, train, shopping, dining, Lake, library. No smoking apt/non-smoking building. No vaping. Gas heat bill shared between 2 units (cozy hot water

  Robin Wilson @properties Christie's International Real Estate

  232 S Central Ave Unit 2, Highwood, IL 60040
• 

  

  /34

  $525,000 Sold May 07, 2025

  • 1,412 Sq Ft
  • $372/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  330 Prairie Ave, Highwood, IL 60040

  Welcome to this beautifully maintained all brick, ranch-style home in the heart of Highwood, just steps from downtown and all the area's best restaurants, bars, and shopping. Featuring a sun-drenched main level, this home boasts 5 total spacious bedrooms, two full bathroom, and a large living room with a cozy fireplace. The highlights on the main level include re-finished hardwood floors, lots of

  Keith Brand Berkshire Hathaway HomeServices Chicago

  330 Prairie Ave, Highwood, IL 60040
• 

  

  /35

  Est $491,144 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  337 Prairie Ave, Highwood, IL 60040

  337 Prairie Ave, Highwood, IL 60040
• 

  

  /16

  $535,000 Sold Apr 09, 2025

  • 2,240 Sq Ft
  • $239/SF
  • 16 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1928

  321 Prairie Ave, Highwood, IL 60040

  Amazing opportunity for investors, or homeowner for supplemental income! Duplex property with 3 bedrooms and 1 bath in each unit. Each unit has a seperate basement with laundry hookup and tons of storage. 2 car garage and enormous deep lot with room to add on. New electrical through out units. Currently rented month to month with each unit bringing in 2,000 per month plus all utilities paid for

  Mada Hitchmough Compass

  321 Prairie Ave, Highwood, IL 60040
• 

  

  /27

  Est $487,812 Not Listed For Sale

  • 2 Beds
  • 3.5 Baths
  • 1,242 Sq Ft

  237 Jeffreys Place, Highwood, IL 60040

  237 Jeffreys Place, Highwood, IL 60040
• 

  

  /23

  $497,500 Sold Apr 04, 2025

  • 1,700 Sq Ft
  • $293/SF
  • 24 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1930

  236 Evolution Ave, Highwood, IL 60040

  Move right into this freshly updated home in Highwood, perfect for today's buyers. Featuring 3 bedrooms and updated baths, this home offers modern convenience and style. The spacious white eat-in kitchen is equipped with stainless steel appliances, including a high-end stove, and seamlessly connects to a large dining room, perfect for gatherings. The home boasts hardwood floors throughout, a

  Ila Coretti @properties Christie's International Real Estate

  236 Evolution Ave, Highwood, IL 60040
• 

  

  /24

  Est $510,830 Not Listed For Sale

  • 2 Beds
  • 3.5 Baths
  • 1,954 Sq Ft

  129 Highwood Ave, Highwood, IL 60040

  129 Highwood Ave, Highwood, IL 60040
• 

  

  /4

  $141,000 Sold Mar 17, 2025

  • Land
  • 0.18 Acre
  • $783,333 per Acre

  • 23 Days On Market

  0 N Central Ave, Highwood, IL 60040

  MULTIPLE OFFERS RECEIVED - HIGHEST & BEST DUE FRIDAY 2/14/25 AT 12:00 NOON. RARELY AVAILABLE 0.18 ACRE LOT IN HIGHWOOD at 525 Lockard Lane. Build new or hold it as an investment. Fantastic location east of 41 just blocks from Lake Michigan. Zoned "R3A Residential (Restricted Multi-Family)" for up to 3 units, but single-family home possibilities abound. In a very nice residential neighborhood of

  Carolyn Cerf @properties Christie's International Real Estate

  0 N Central Ave, Highwood, IL 60040
• 

  

  /22

  Est $467,344 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,560 Sq Ft

  238 High St, Highwood, IL 60040

  238 High St, Highwood, IL 60040
• 

  

  /24

  $625,000 Sold Feb 28, 2025

  • 2,560 Sq Ft
  • $244/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2002

  705 Lyster Rd, Highwood, IL 60040

  Enjoy this beautiful Fort Sheridan townhouse, it's more than a home, it's a lifestyle! Discover the perfect blend of nature, beauty and convenience with this stunning three-story townhome in the heart of Fort Sheridan. Experience light-filled rooms, an open concept floor plan with beautiful finishes throughout, all within walking distance to the beach, scenic trails and downtown Highwood. Step

  Susan Brown Burklin @properties Christie's International Real Estate

  705 Lyster Rd, Highwood, IL 60040
• 

  

  /20

  Est $492,117 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,720 Sq Ft

  230 Oakridge Ave, Highwood, IL 60040

  230 Oakridge Ave, Highwood, IL 60040
• 

  

  /19

  $366,000 Sold Feb 26, 2025

  • 1,543 Sq Ft
  • $237/SF
  • 2 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1979

  340 Ashland Ave Unit 108, Highwood, IL 60040

  Beautiful rehabbed townhome style condo in booming Highwood on a quiet street! 2 bedroom 2 and a half bath 3 story beauty with all the comfort and style you've been looking for! Primary suite with gorgeous finishes recently rehabbed is the perfect retreat. Second bedroom can house a king sized bed and has a wonderful hall bath that has been completely redone and has a spa like feel. Gorgeous

  Mada Hitchmough Compass

  340 Ashland Ave Unit 108, Highwood, IL 60040
• 

  

  /14

  Est $346,586 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 994 Sq Ft

  320 Prairie Ave, Highwood, IL 60040

  320 Prairie Ave, Highwood, IL 60040
• 

  

  /22

  $347,000 Sold Feb 21, 2025

  • 846 Sq Ft
  • $410/SF
  • 80 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1950

  247 Highwood Ave, Highwood, IL 60040

  Cozy ranch style home with porch. NEW ROOF in July 2024, NEW PAVER brick driveway RECENTLY DONE that can fit up to 3 cars with TWO CAR GARAGE. Unfinished basement with a full bath and extra rooms. property has lots of potential, motivated sellers so bring all offers. Property sold AS IS.

  Perfecto Carrillo Agent 1 Realty Group LLC

  247 Highwood Ave, Highwood, IL 60040
• 

  

  /13

  Est $405,135 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft

  214 S Central Ave, Highwood, IL 60040

  214 S Central Ave, Highwood, IL 60040
• 

  

  /13

  $360,000 Sold Feb 19, 2025

  • 2,347 Sq Ft
  • $153/SF

  • 3 Beds
  • 3 Baths
  • Built 1961

  536 N Central Ave, Highwood, IL 60040

  Rarely available opportunity to own or transform a great house with 2nd unit suitable for rental or mother-in-law/multi-generational uses! Main house is a 3-BED, 3-BATH split-level plus sub-basement. Quality stone construction from 1961, including stone fireplace and stone feature walls. Plenty of space, including 2,347 SQ FT with a great floor plan and potential for open kitchen. Property needs

  Carolyn Cerf @properties Christie's International Real Estate

  536 N Central Ave, Highwood, IL 60040
• 

  

  /26

  Est $520,888 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 2,132 Sq Ft

  232 S Central Ave, Highwood, IL 60040

  232 S Central Ave, Highwood, IL 60040
• 

  /2

  $680,000 Sold Feb 14, 2025

  • 2,708 Sq Ft
  • $251/SF
  • 27 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2000

  740 Deroo Loop, Highwood, IL 60040

  Exciting opportunity to own a rarely available 3-bedroom home in Fort Sheridan! This beautiful home features light-filled rooms, volume ceilings and sleek finishing. There are huge windows throughout! The 2-story foyer is open to the gracious living room. The separate formal dining room (now serves as a home office) has south-facing windows and a center chandelier. The spacious kitchen is

  Mona Hellinga @properties Christie's International Real Estate

  740 Deroo Loop, Highwood, IL 60040
• 

  

  /10

  Est $495,639 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,808 Sq Ft

  334 Prairie Ave, Highwood, IL 60040

  334 Prairie Ave, Highwood, IL 60040
• 

  

  /18

  $775,000 Sold Jan 15, 2025

  • 2,026 Sq Ft
  • $383/SF
  • 43 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1895

  136 Stables Ct, Highwood, IL 60040

  136 Stables Court presents a rare opportunity to purchase one of 10 end-unit, ranch townhomes in the Town of Fort Sheridan. Originally designed by the renowned architectural firm Holabird and Roche in the 1890's, this home served as horse stables. This residence is a masterful example of residential adaptive reuse, blending historic charm with modern convenience. Enter a captivating space with

  Karen Chien-Rooney Compass

  136 Stables Ct, Highwood, IL 60040
• 

  

  /4

  Est $231,228 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft

  338 Prairie Ave, Highwood, IL 60040

  338 Prairie Ave, Highwood, IL 60040
• 

  

  /20

  $380,000 Sold Jan 02, 2025

  • 2,480 Sq Ft
  • $153/SF
  • 27 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 1920

  522 N Central Ave, Highwood, IL 60040

  Incredible investment opportunity! Multi Family 2 Unit- Each are open and spacious! Full basement. 2 Car garage. Huge potential! Close to all accommodations including schools, parks, shops, restaurants and more! Sold "As is".

  Christopher Lobrillo Grandview Realty, LLC

  522 N Central Ave, Highwood, IL 60040
• 

  

  /3

  Est $280,138 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 774 Sq Ft

  232 Evolution Ave, Highwood, IL 60040

  232 Evolution Ave, Highwood, IL 60040
• 

  

  /29

  $495,000 Sold Dec 27, 2024

  • 1,577 Sq Ft
  • $314/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths

  247 Sheridan Ave, Highwood, IL 60040

  Charming Ranch with Coach House! Discover this delightful 4-bedroom, 2-bathroom ranch featuring a freshly painted interior and beautifully polished, stained hardwood floors on the main level. The finished basement expands your living space with a spacious family room, a 4th bedroom, a second full bathroom complete with a hot tub and shower, a laundry room, and a versatile bonus room ideal for a

  Lily Hosseini Engel & Voelkers Chicago North Shore

  247 Sheridan Ave, Highwood, IL 60040
• 

  

  /11

  Est $350,272 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,473 Sq Ft

  219 Western Ave, Highwood, IL 60040

  219 Western Ave, Highwood, IL 60040
• 

  

  /16

  $750,000 Sold Dec 05, 2024

  • 2,608 Sq Ft
  • $288/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1999

  24 Pralls Loop, Highwood, IL 60040

  Welcome to 24 Prall's Loop in Fort Sheridan in Highwood! This delightful 4-bedroom, 2.5-bath home offers 2608 sq ft of living space on a 6477 sq ft lot. Brand new flooring, updated kitchen and bathroom along with being freshly painted! Enjoy lake access, a deck, patio, pool, and porch for outdoor entertaining. The main level boasts an eat-in kitchen with granite counters, SS appliances, and a

  Michael Max Compass

  24 Pralls Loop, Highwood, IL 60040
• 

  

  /27

  Est $548,427 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,736 Sq Ft

  209 North Ave, Highwood, IL 60040

  209 North Ave, Highwood, IL 60040
• 

  

  /35

  $649,000 Sold Dec 03, 2024

  • 3,082 Sq Ft
  • $211/SF
  • 13 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1933

  43 Clay Ave, Highwood, IL 60040

  Fantastic Investor Opportunity To Own This Well-Maintained Newly Remodeled 3-Flat Located On A Quiet One-Way Street In The Downtown Business District Of Desirable Highwood. So Much Has Been Done - New Kitchens and Baths Cabinetry, Quartz Countertops, Lighting, Fixtures, Paint, Tile, Most Appliances, Re-Finished Hardwood, LVP Flooring & Epoxy Flooring. Newer Roof, Siding & Gutters. First Floor

  Sandra Locascio RE/MAX Suburban

  43 Clay Ave, Highwood, IL 60040
• 

  

  /21

  Est $308,417 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  330 Highwood Ave Unit 2D, Highwood, IL 60040

  330 Highwood Ave Unit 2D, Highwood, IL 60040
• 

  

  /22

  $719,000 Sold Nov 22, 2024

  • 2,722 Sq Ft
  • $264/SF
  • 40 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1895

  678 Lyster Rd, Highwood, IL 60040

  Experience effortless living in this spacious 2700 SF townhome located in the tranquil Fort Sheridan. Renovated in 2006, it beautifully combines historic charm with modern amenities. The open floorplan, large windows, and high ceilings create a bright and inviting atmosphere, complemented by gleaming hardwood floors and neutral decor. The gourmet kitchen is a standout feature, offering ample

  Elizabeth Wieneke Compass

  678 Lyster Rd, Highwood, IL 60040
• 

  

  /22

  Est $286,805 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,240 Sq Ft

  430 Lake View Ave Unit 2C, Highwood, IL 60040

  430 Lake View Ave Unit 2C, Highwood, IL 60040
• 

  

  /26

  $855,000 Sold Nov 08, 2024

  • 2,616 Sq Ft
  • $327/SF
  • 17 Days On Market

  • 3 Beds
  • 3.5 Baths

  770 Lyster Rd, Highwood, IL 60040

  Ideally located, this light filled end unit townhome in Fort Sheridan is incredible. Originally the officer's quarters, the home boasts 11 ft. ceilings and soaring arched windows. Spacious floor plan with first floor laundry room/mudroom and storage, powder room and access to private fenced yard with brick paved patio, sprinkler system and gas line makes it perfect for grilling and entertaining.

  Susan Brown Burklin @properties Christie's International Real Estate

  770 Lyster Rd, Highwood, IL 60040

Showing Results 41 - 80, Page 2 of 18